Large group vacation rentals in Southport, NC

Explore 488 large group vacation rentals, homes, and villas in Southport, NC for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $65 per night and homes offering up to 8 bedrooms and 10 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

488 Great for Groups in Southport

1/2 Mi to Riverwalk! Historic Dtwn Southport Condo

Southport, NC, US
2 Bedrooms 4 Guests
Aug 23 - 25
$1,251 night

Experience the fun of the North Carolina shoreline from the comfort of this Southport vacation rental. Tucked a few blocks away from Waterfront Park, this condo offers 2 bedrooms, 2 baths, a fully equipped kitchen, and easy access to fall festivals downtown! Whether you're here for fishing excursions on the Southport Fishing Pier, exploring Bald Head Island, or simply sightseeing lighthouses in the area, this retreat is the perfect home base! -- THE PROPERTY -- Near Marinas | 1,300 Sq Ft | Deck w/ Outdoor Dining Area Whether you're planning a group get-together, a family getaway, or a fishing weekend with friends, this condo will provide an effortless vacation experience for all! Bedroom 1: King Bed | Bedroom 2: Queen Bed CONDO AMENITIES: Smart TV, ceiling fans, breakfast bar, balcony, fire pit, patio, pool (closed for Winter) KITCHEN: Fully equipped, stainless steel appliances, Keurig coffee maker, microwave, toaster, blender, hot water pot, ice maker, water filter, dishware/flatware, spices, basic cooking essentials GENERAL: Free WiFi, keyless entry, central A/C, washer/dryer, iron/ironing board, towels/linens, hair dryers, complimentary toiletries, trash bags/paper towels FAQ: Pet fee (paid pre-trip), stairs required to access PARKING: Street parking available (first-come, first-served) -- THE LOCATION -- ATTRACTIONS: North Carolina Maritime Museum at Southport (0.1 miles), Silver Coast Winery Tasting Room (0.1 miles), Franklin Square Gallery (0.2 miles), Fort Johnston-Southport Museum & Visitors' Center (0.2 miles), Old Baldy Lighthouse and Smith Island Museum (7.6 miles), Oak Island Lighthouse (9.4 miles), Fort Caswell (10.3 miles) BOAT RENTALS: Southport Boat Rentals (0.3 miles), North Carolina Boat Rentals (0.6 miles), Southport Marina (0.6 miles) FISHING: Southport Fishing Pier (0.2 miles), Mission Fishin Charters (5.7 miles), Seahawk Inshore Fishing Charters (6.4 miles), Oak Island Fishing Charters (9.4 miles) BEACHES: Waterfront Park (0.2 miles), Bald Head Island accessible via ferry (7.7 miles), Caswell Beach (8.0 miles), Oak Island (12.0 miles) AIRPORTS: Wilmington International Airport (32.5 miles), Myrtle Beach International Airport (69.7 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $150 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs and may be difficult for guests with limited mobility - NOTE: The pool is closed for the Winter season and will reopen in June

Playa Tortuga

Oak Island, NC, US
2 Bedrooms 5 Guests
Aug 23 - 25
$245 night

Key Amenities: - Oceanview Condo - Sleeps 5 - 1 Queen Bed (Primary), 1 Twin over Double Bunk Bed (Guest) - Smart TV in family room - WiFi internet access - Community Pool with ample seating - Community Grilling Area & Picnic Tables - Open Balcony with ocean views - Washer & Dryer - Fully Equipped Kitchen (microwave, refrigerator, dishwasher, stove, coffee maker) - Free Parking with parking pass - Nearby Oak Island Golf Course and Pier - Nearby restaurants and shops - Linens included for free and Beds made prior to your arrival - Welcome Bag Provided Come and hang with the Turtles at Playa Tortuga! This wonderful 2 Bed 1 bath Oceanview Condo that sleeps five is perfect for the small family looking for that perfect vacation location with amazing views of the ocean. The condo on the third floor of Building 8 in the Oak Island Beach Villas is perfect for great views of the beach and ocean but also easy to access the community pool. The Oceanview open balcony has seating designed for relaxing and watching the dolphins play in the ocean waves. The Primary bedroom is equipped with a queen size bed and the guest room has a twin over double bunk bed. The family room has ample seating that adjoins to the dining area. The condo is equipped with internet and the family room has a Smart flat screen TV. The large community pool is nearby with ample seating and there is also a community grilling area along with picnic tables for your use. The Oak Island golf course is within a short walking distance as is the Oak Island Pier. Many restaurants and shops are also nearby. ****Sleeping Arrangements**** Bedroom 1 (Primary): 1 queen bed Bedroom 2 (Guest): Twin over double bunk bed **Linens & bath towels are included for free in the reservation** ****House Amenities**** -Bathroom & Laundry: tub, shower, washer and dryer, essentials (towels, soap, TP) -Bedroom: hangers, linens, iron, closet storage -HVAC: heating, air conditioning, ceiling fan -Kitchen & Dining: kitchen, refrigerator, microwave, dishes & silverware, freezer, dishwasher, stove, coffee maker, wine glasses, toaster, baking sheet, & cooking utensils -Home Safety: smoke alarm, first aid kit -Internet: Private wireless internet access (WiFi) ****House Rules**** -Check-in: After 4pm -Checkout: at 10am, no later -NO SMOKING -NO PETS -NO PARTIES or EVENTS -Must be 25 years or older to rent property, failure to follow this rule will end in tenant(s) removal from property and forfeiture of rent money -Parking is free but requires a parking pass found in the condo ****Restaurants nearby**** -Salt 64 -Duffer’s Pub and Grille at Oak Island Golf Club -Shagger Jacks -Swain’s Seafood -Nancy Jo’s Homemade Bakery -Bob’s Hot Dogs -Koko Cabana -Lazy Turtle Bar & Grill -BBQ House -Paul’s of Oak Island -Oak Island Sandwich Shop -Dairy Queen -Sweet Treats Homemade Ice Cream -Grape and Ale Wine shop -Solar Brewing Company -Ruby’s Coffeehouse and Eatery -Fixins OKI -Frosty’s Ice Cream ****Stores nearby**** -Publix -Food Lion -ABC Liquor Store -Haag & Sons Seafood Market -Inergy Market ****Local Activities**** -Sky Diving -Helicopter Tours -Single Prop Plane Tours -Deep Sea Fishing -Fishing Piers -Boat Rentals -Mini Golf -Oak Island Golf Course (Public 18 Hole Course w/ Driving Range and Duffer’s Restaurant) -Wild Life Observation Dock ****Rental Equipment**** -Mr. Beach Rentals offers: Beach gear, bikes, paddle boards, surf boards and kayaks -Quicksand Beach Concierge: Beach gear, chairs, umbrellas, etc. -Island Dan’s rentals: Kayak tours, bike rentals, beach rentals ****Surrounding Destinations**** -Southport, NC (15 minute drive) -Wilmington, NC (45 minute drive) -Myrtle Beach, SC (1.2 hour drive) ****Local Public Services**** -Caswell Beach Police Department (Dial 911) -Caswell Beach Fire Department (Dial 911) ****Island Rules**** -DO NOT climb or walk on dunes -DO NOT attempt to feed alligators, they are wild -DO NOT interfere with sea turtle beds on beach (if an alive baby turtle is found, call 911 to alert local wildlife authorities) -Please respect your neighbors! Contact your iTrip Property Manager for further questions or comments

Blackbeard’s Return

Bald Head Island, NC, US
4 Bedrooms 10 Guests
Aug 29 - Sep 2
$789 night

Welcome to Blackbeard’s Return, your perfect island getaway! Ideally located on Bald Head Island, this spacious home offers easy access to the beach, marina, restaurants, and the BHI Club, making it an ideal spot for enjoying all the island’s best amenities. With over 2,000 square feet of updated living space, Blackbeard’s features a vaulted ceiling, large windows, and three decks. The pet friendly home is beautifully appointed with new floors, modern appliances, and fresh linens, providing a comfortable and welcoming setting for your stay. Guests can purchase temporary memberships to both the Shoals Club and BHI Club, offering access to golf, dining, and exclusive amenities. The first-floor owner suites are perfect for those seeking easy access, while the large screened-in porch overlooks the golf course. Enjoy ocean views and relax on the top-floor deck, or cruise around the island in the two 4-seat golf carts. With plenty of beach chairs and an outdoor shower, a day at the beach will be a breeze. Whether you’re seeking relaxation or adventure, Blackbeard’s Return offers everything you need for a memorable island retreat. Book your vacation at this spacious BHI home with all the amenities before all the best dates are gone! Fresh linens and towels are included in the cleaning fee. —————————————————————————————————————— *PROPERTY INFO* Location: 6 Water Thrush Ct, Bald Head Island, NC 28461 ; Near the BHI Club Condo or Home: 4 BR / 3 BA / Sleeps 10/ Beds / 2,084 sq ft. SLEEPING ARRANGEMENTS: -Bedroom 1: King -Bedroom 2: Queen -Bedroom 3: Full with twin trundle -Bedroom 4: King -Full size pullout bed in the loft -Kings (2), Queen (1), Fulls (2), Twin (1) -Beds are all made with clean linens prior to your arrival —————————————————————————————————————— *PROPERTY HIGHLIGHTS* -Central location: close to restaurants, marina and the beach -Screened in porch -Top floor deck has views of the ocean and beach -Dog friendly (with pet fee) -Access to purchase Shoals Club or BHI Club (fees apply-details below) -Access to purchase Golf (fees apply) -2 four seater golf carts -Large outdoor shower *AMENITIES* -Beach Chairs -Gas + Charcoal Grill -Washer + Dryer -Dishwasher -Microwave + Toaster -Mr. Coffee Pot -Keurig - Bring your own pods -Crockpot -Pack n’ Play -Wifi + Internet -Bath + Beach Towels -Linens -A small starter kit of toilet paper, paper towels, detergents and hand soap is provided *We do our best to ensure that all items are there for your visit; however we cannot guarantee condition and quantity due to guest use. —————————————————————————————————————— *POLICIES/RULES* -Ferry tickets and parking fees are not included. Tram reservations are needed in advance. Please check BHI Ferry website for pricing and reservation information. -Blackbeard’s Return provides access to Shoals Club or Bald Head Island Club Temporary Memberships. You must join as a temporary member. Temporary membership fees will apply. -Please keep in mind the BHI CLUB is now capping registration for their guest memberships. If you wish to attend the club during your stay please apply ASAP. Visit the BHI Club website to see and review their rules and fees. Keep in mind there are new rules regarding what days you can attend the club and what activities guest members can use. Contact the club directly for any questions. We do not control club rates, rules, or restrictions. No discount or refund will be provided if club membership is restricted or denied. -Golf is available with the BHI membership for an additional fee. Contact BHI Club directly for more detailed information. -NO SMOKING allowed at this property. -This is a DOG FRIENDLY HOME: A non-refundable Pet Fee of $250 will be added to your rental if you choose to bring your dog. The Pet Fee is $350 for 2 dogs. -Please make yourself aware of our cancellation policy. Insurance is highly recommended. -Maximum Occupancy: 10 Occupants - Children must be counted within the maximum occupancy unless they are under the age of two (2) and are sleeping in a crib. -Tenant Requirements: Tenant stated on the Agreement/Booking must be at least twenty-five (25) years of age, and acknowledge that they will occupy the Property during the entire tenancy. -Manager and owner of the rental property are not responsible for citations received while staying at the property. -Be respectful of the house and contents - it is someone’s home. Respect the neighbors and neighborhood. -No events or parties. If determined that a party/event is taking place at property, management has the right to evict tenants and guests with no refund given. -If determined that a party took place on any of the nights reserved, reservation guest will be charged $500, no exceptions. -No uninvited guests without permission. *Each reservation includes applicable taxes, a cleaning fee, and a Limited Damage Waiver Fee —————————————————————————————————————— *ISLAND ACTIVITIES* -Rent bikes at Coastal Urge or Riverside Adventure Company -Rent a stand up paddle board from Coastal Urge -Climb Old Baldy Lighthouse -Go on a historic island tour from the Old Baldy Foundation -Take a ghost walk, sail, surf, or kayak with the Sail Shop -Take a hike on the many trails -For a guided hike, guided kayak, or guided canoe trip visit the Bald Head Island Conservancy

Holly Creek Cottage

Bald Head Island, NC, US
3 Bedrooms 8 Guests
Aug 23 - 27
$688 night

Welcome to Holly Creek Cottage – Your Perfect Island Getaway! Ideally located on beautiful Bald Head Island, Holly Creek Cottage is a spacious, newly built home offering the ultimate island experience. Enjoy easy access to the beach, marina, local restaurants, and the BHI Club—making it the perfect spot for both relaxation and adventure. Holly Creek Cottage is the perfect blend of comfort, convenience, and coastal charm. Nestled on a scenic lot with golf course views, this beautifully appointed, pet-friendly home offers spacious outdoor living areas, easy first-floor access, and a large garage designed to accommodate both golf carts. Inside, you’ll find modern appliances, fresh linens, and stylish decor that create a warm, welcoming atmosphere. The first-floor owner’s suite is ideal for guests who prefer minimal stairs, and the large covered porch provides the perfect setting to relax and take in the serene golf course surroundings. Guests can purchase temporary memberships to the Bald Head Island Club, granting access to golf, dining, and exclusive amenities during their stay. After a day at the beach—just a short golf cart ride away—enjoy the convenience of an outdoor shower and plenty of beach chairs for your group. Whether you’re looking to unwind or explore, Holly Creek Cottage has everything you need for a memorable island escape. Book now to reserve your preferred dates at this stunning new BHI retreat before they’re gone! Fresh linens and towels are included in the cleaning fee. PROPERTY INFO Location: 108 Bonnet Stede, Bald Head Island, NC 28461 Condo or Home: 3 BR / 3 BA / Sleeps 8/ 6 Beds / 1,647 sq ft. SLEEPING ARRANGEMENTS: *Bedroom 1: King size bed *Bedroom 2: Queen size bed *Bedroom 3: Twin over Queen *Bunk Space: Twin over Twin bunk *top bunk is for kids only *King (1), Queen (2), Twin beds (3) *Beds are all made with clean linens upon your arrival. PROPERTY HIGHLIGHTS: -Newly Constructed by a renowned custom home builder -Prime Central Location – just minutes from top restaurants, the marina, and the beach -Spacious Covered Deck with beautiful views of the golf course -Dog-Friendly – dogs welcome with applicable pet fee (see below) -BHI Club Access – available for purchase with optional Golf Access – for extra fees (see policy below) -Two Golf Carts – two 4-seat carts -Private Outdoor Shower – fully enclosed and generously sized -Premium Linens Provided – beds made and ready upon arrival Amenities: -BEACH CHAIRS! -Electric grill -Washer/Dryer -Dishwasher -Microwave and Toaster -Drip Coffee Pot -Crockpot -Pack n’ Play -Wifi and Internet -Bath & Beach Towels -A small starter kit of toilet paper, paper towel, detergents and hand soap is also provided -AND MORE! *We do our best to ensure that all items are there for your visit; however we cannot guarantee condition and quantity due to guest use* POLICIES/RULES *At "Holly Creek Cottage" there is access to Bald Head Island Club Temporary Memberships. You must join as a temporary member. Temporary membership fees will apply. *Please keep in mind the BHI CLUB is now capping registration for their guest memberships. If you wish to attend the club during your stay please apply ASAP. Please visit the BHI Club website to see and review their NEW rules and fees. Keep in mind there are new rules regarding what days you can attend the club and what activities guest members can use, please refer to their site or call them for more details. We do not control club rates, rules, or restrictions. No discount or refund will be provided if club membership is restricted or denied. Please check club websites to verify all temporary membership pricing as rates may change. *You have access to Golf with the membership for an additional fees, please contact BHI Club directly for more detailed information. *NO SMOKING allowed at this property. *This is a DOG FRIENDLY HOME: A non-refundable Pet fee of $250 will be added to your rental if you choose to bring your dog. The Pet Fee for two dogs is $350. *Please make yourself aware of our cancellation policy. Insurance is highly recommended. *Maximum Occupancy: 8 Occupants - Children must be counted within the maximum occupancy unless they are under the age of two (2) and are sleeping in a crib. *Tenant Requirements: Tenant stated on the Agreement/Booking must be at least twenty-five (25) years of age, and acknowledge that they will occupy the Property during the entire tenancy. *Manager and owner of the rental property are not responsible for citations received while staying at the property. *Be respectful of the house and contents - it is someone’s home. Respect the neighbors and neighborhood. *No events or parties. If determined that a party/event is taking place at property, management has the right to evict tenants and guests with no refund given. *If determined that a party took place on any of the nights reserved, reservation guest will be charged $500, no exceptions. *No uninvited guests without permission ***Each reservation includes applicable taxes, a cleaning fee, and a Limited Damage Waiver Fee*** Bald Head Island Activities: -Rent a bike at Coastal Urge or Riverside Adventure Company. -Rent a stand up paddle board or kite board from Coastal Urge as well! -Climb Old Baldy Lighthouse by visiting the Smith Island Museum. -Go on a historic island tour from the Old Baldy Foundation. -Take a ghost walk, sail, surf, or kayak with the Sail Shop. -Take a hike on the M. Kent Mitchell Nature Trail. -For a guided hike, guided kayak, or guided canoe trip visit the Bald Head Island Conservancy. -Visit the Island Retreat Spa and Salon for all you

Marsh Mellow

Bald Head Island, NC, US
3 Bedrooms 8 Guests
Aug 30 - Sep 3
$520 night

Marsh Mellow is the perfect waterfront escape on Bald Head Island for nature lovers and families alike. Nestled along pristine Bald Head Creek and the Salt Marsh Sanctuary, this home offers unbeatable access to kayaking, paddleboarding, fishing, and bird watching—right from the nearby dock. The toughest decision of the day? Whether to hit the beach, take the golf cart to the BHI Club’s new water park, or unwind on the screened porch with a view. With two 4-passenger golf carts, exploring the island is a breeze! Completely refreshed with a stylish kitchen remodel in 2025, Marsh Mellow combines updated comfort with unbeatable natural beauty. Located in Timbercreek, guests enjoy access to a saltwater pool just steps away. Whether you’re casting a line from the dock, sipping coffee on the porch, or heading out for island adventure, this is your spot for memory-making. Fresh linens and towels are always included in the cleaning fee—just show up and start relaxing. PROPERTY INFO Address: 219 N Bald Head Wynd 12B Timbercreek, Bald Head Island, NC 28461 ; in the Timbercreek Condos Condo: 3 BR / 2 BA / Sleeps 8 / 6 Beds / 1 Bunk Room / 1,200 sq ft. SLEEPING ARRANGEMENTS: *Bedroom 1: Master - King bed, full bathroom *Bedroom 2: Queen bed *Bedroom 3: Two twin bunk beds (4 twins total) *Top bunks are for kids only 2nd full bath located just outside bedroom 2 and 3 *Beds are all made with clean linens upon your arrival. LAYOUT: Walk up the steps & Marsh Mellow is the bottom unit (there is another unit on top of it). Open the door & when you walk to the right there will be the kitchen, then the living area with the screened in porch. Bedroom 3 will be on the left when you walk in, then bedroom 2 with bathroom across the hall on right. Then at the end of the hall is bedroom 1. The screened in porch that leads out of the master also connects to another door in the dining room. Under the unit is a carport area where the grill, golf carts, & other items are. On the back of the building closest to the marsh is where the kayaks are kept. Watch the virtual tour to walk through the property online. HIGHLIGHTS: -Screened Porch -Marsh front with Amazing Views -Dock you can fish on -Community Saltwater Pool (seasonal - Timbercreek) -Centrally Located: the Market, Marina, BHI Club and beach are all just a few minutes away -BHI Club membership access! (with purchase, Fees Apply, no golf access, no shoals club - details below) -Large Flat Screen Smart TV with Spectrum cable + streaming capabilities Amenities: -2 Golf Carts (two 4 seaters) -2 Kayaks with 4 Lifejackets -Beach chairs (not guaranteed) -Ice Maker -Charcoal Grill -Washer/Dryer -Dishwasher -Microwave + Toaster -Crockpot -Blender -Pack n’ Play -Coffee Maker (regular drip coffee maker, not a keurig) -Wifi and Internet -Towels (Bath + Beach) -Linens (beds made upon arrival) -A small starter kit of toilet paper, paper towels, detergents and hand soap -AND MORE! *We do our best to ensure that all items are there for your visit; however we cannot guarantee condition and quantity due to guest use* POLICIES/RULES *Please Note: Bald Head Island Club Social Memberships are available for purchase. Golf access is NOT included; Fees: Please check with the club directly for verification, as rates may change. *Please keep in mind the BHI CLUB is now capping registration for their guest memberships. If you wish to attend the club during your stay please apply ASAP. Please visit the BHI Club website to see and review their NEW rules and fees for the 2022 year. Keep in mind there are new rules regarding what days you can attend the club and what activities guest members can use. Contact the club directly or go to their site for any questions. We do not control club rates, rules, or restrictions. No discount or refund will be provided if club membership is restricted or denied. *Kayaks are provided as a complimentary amenity free of charge. Their condition and availability are not guaranteed, and no refunds or compensation will be provided if they are unavailable or unusable during your stay. *Membership to Shoals Club is not included with this rental *Ferry tickets and parking fees are not included and tram reservations are needed in advance. Please check BHI Ferry website for pricing and reservation information *Please make yourself aware of our cancellation policy. Insurance is highly recommended. *NO SMOKING & NO PETS allowed at this property. *Community pool is seasonal and opens/closes as weather permits. There are no refunds if pool is closed for any reason. *Maximum Occupancy: 8 Occupants - Children must be counted within the maximum occupancy unless they are under the age of two (2) and are sleeping in a crib. *Tenant Requirements: Tenant stated on the Agreement/Booking must be at least twenty-five (25) years of age, and acknowledge that they will occupy the Property during the entire tenancy. *Manager and owner of the rental property are not responsible for citations received while staying at the property. *Be respectful of the house and contents - it is someone’s home. Respect the neighbors and neighborhood. *No events or parties- If determined that a party/event is taking place at property, management has the right to evict tenants and guests with no refund given. *If determined that a party took place on any of the nights reserved, reservation guest will be charged $500, no exceptions. *No uninvited guests without permission *Each reservation includes applicable taxes, a cleaning fee, and a Limited Damage Waiver Fee* Bald Head Island Info: A private island, only accessible by boat or ferry. Leave your vehicle behind and cruise the island on the golf cart provided at the home. The island is approximately 5 by 2 miles. You can bike around the island in only an hour or two! Bald Head Island is home to the oldest lighthouse in North Carolina. There are many nature hikes, w

Spacious Coastal Gem on Oak Island 100 Yds to Sand

Oak Island, NC, US
4 Bedrooms 11 Guests
Aug 30 - Sep 2
$444 night

Sunrise & Sunset Views | Walk to Beach | Entertainers' Delight Gather your favorite people for the ultimate North Carolina retreat! This Oak Island vacation rental is thoughtfully designed for families and friends, with a spacious layout, a full kitchen, breezy decks, and a spacious backyard. Walk to the beach, enjoy meals at home or walk to local eateries, kayak through marshlands, fish off the iconic Oak Island Pier, or tee off at Carolina National Golf Course — it's up to you! -- THE PROPERTY -- OUTDOOR LIVING - Multiple furnished decks w/ stunning ocean, sunrise & sunset views - Covered patio w/ picnic table & gas grill (propane provided) - Screened-in porch w/ cozy seating - Wood-burning fire pit & comfy Adirondack chairs (starter wood provided) - 2 hammocks for shady relaxation between live oaks - Private shower w/ hot & cold taps - Spacious backyard - Beach chairs, umbrellas, sand toys, wagon, boogie boards & beach games - SUP, kayaks, life vests - beachside bathrooms INDOOR LIVING - Open-concept main living area, 2 Smart TVs - Addt'l entertainment area on 1st floor - Dining table, breakfast bar - Coastal chic decor, ample natural lighting - Deck access in each bedroom - Detachable shower heads in all 4 bathrooms - 2 full-sized bathtubs, 2 walk-in showers - Starter complimentary toiletries KID-FRIENDLY AMENITIES - Portable crib, high chair - Separate lower living area - Books, board games, puzzles - Bunk beds KITCHEN - Refrigerator w/ ice maker & water filter - Stove/oven, dishwasher - Dishware, flatware, pots, pans, utensils, cooking basics - Keurig & drip coffee makers (starter pods provided) - Electric kettle, blender, hand mixer - Microwave, toaster, toaster oven ACCESSIBILITY - 2-story home, covered exterior stairs required for entry - 1st-floor bedrooms & full bathrooms - 2nd-floor main living area, kitchen & Bedroom 1 PARKING - Driveway (4 vehicles) -- THE LOCATION -- - 100 yards to beach access (no need to cross busy streets) - Near restaurants, grocery stores & essentials - Proximity to parks, playgrounds, athletic complex & community center - Proximity to marinas, kayak launch, fishing charters & boat rentals - 1 mile to Oak Island Pier & 4 miles to Ocean Crest Fishing Pier - 4 miles to Oak Island Lighthouse - 16 miles to Carolina National Golf Club -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Registered guests only - No fireworks ADDITIONAL INFORMATION - Please check the Town of Oak Island website for potential fire pit bans prior to use - This 2-story home requires stairs to enter from the parking area. Stair access is fully covered for weather events. There are bedrooms and full bathrooms on the 1st floor, and the main living area, Bedroom 1, and kitchen are on the 2nd floor - Your safety and privacy matter. This property features 2 exterior security cameras: 1 camera is on the front deck facing the driveway, and 1 camera is mounted under the front deck facing the entry stairs and storage access. These cameras are outward facing and do not look into any interior spaces. They record sound and video when activated by motion and are intended only for security surveillance

Serene Oak Island Home w/ Private Saltwater Pool!

Oak Island, NC, US
3 Bedrooms 10 Guests
Aug 23 - 26
$291 night

Quiet Neighborhood | Walk to Ocean | Neighborhood Pickleball Court Welcome to the good life! This beautiful Oak Island vacation rental boasts a private, heated saltwater pool and an excellent location just over a block from Oak Island Beach. When you’re not relaxing poolside or under the covered patio, take the boogie boards out for some fun in the waves, visit the Oak Island Lighthouse, or fish from the pier. In the evening, head out for local seafood or prepare meals in the full kitchen. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 twin/full bunk bed w/ 1 twin trundle bed - Living Room: 1 sleeper sofa OUTDOOR LIVING - Covered patio w/ dining area - Fenced backyard w/ saltwater pool (heated seasonally) - Lounge chairs & outdoor shower - Front porch w/ seating - Pool toys & boogie boards INDOOR LIVING - 3 Smart TVs - Dining table - Desk - Washer/dryer - 1,300 sq ft KITCHEN - Dishwasher, 2 refrigerators, oven, 4-burner stovetop - Microwave - Drip coffee maker & Keurig coffee maker - Breakfast bar w/ seating - Cooking basics, dishware & flatware ACCESSIBILITY - Single-story house, 2 half steps to enter PARKING - Driveway (4 vehicles) - RV/boat/trailer parking allowed on-site -- THE LOCATION -- - Walk to Oak Island Beach and nearby piers in minutes - 1 mile to Oak Island Golf Club & Crossroads Gathering Place - 2 miles to Caswell Beach Public Beach Access & Middleton Park - 3 miles to Oak Island Lighthouse & Safe Harbor South Harbor Village - 7 miles to Historic Southport - 15 miles to North Carolina Aquarium at Fort Fisher -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required at check-in ADDITIONAL INFORMATION - This single-story home requires 2 half steps to enter SECURITY CAMERA INFORMATION - Your safety matters. This property features 4 exterior security cameras located on each corner of the house. Camera 1 faces the front outdoor entrance. Camera 2 faces the parking area. Camera 3 faces the pool. Camera 4 faces the backyard. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion and will be on during the duration of your stay

Walk to Beach Pet Friendly Beachy Summer Escape

Oak Island, NC, US
2 Bedrooms 6 Guests
Aug 23 - 25
$209 night

'CasaBlanca Getaway' Beach Days & Sunset Nights Some vacations are packed with plans — this one is about slowing down. Wander to the pier with coffee in hand, spend the afternoon collecting shells while the kids splash in the surf, then head into Southport for waterfront dining before ending the day beneath a sky full of stars. Thoughtfully located near the island's best beaches, restaurants, and golf, this Oak Island vacation rental is the one you'll return to year after year. -- THE PROPERTY -- SHARED OUTDOOR LIVING- Unfenced backyard & front yard- Gas grill (bring your own propane)- Wood-burning fire pit- Outdoor shower MAIN HOUSE FEATURES- Private balcony & porch- Smart TVs- Dining table & breakfast bar, desk- Pack 'n Play, high chair- Washer/dryer- Board games & books- Hammocks- Beach wagons, chairs, toys & boogie boards KITCHEN - Stove/oven, refrigerator, dishwasher- Microwave, toaster, air fryer- Drip coffee maker, Keurig & cold press (starter coffee provided)- Dishware/flatware ACCESSIBILITY- 2-story home, step-free entry- All bedrooms & full bathrooms on 2nd floor PARKING- Front lawn (4 vehicles) ADDT’L ACCOMMODATIONS- An additional property is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- - Walkable West Oak Island location near dog-friendly beaches, dining & golf- 0.5 miles to Middleton Avenue Bridge for easy island access- 0.7 miles to Oak Island Golf Club- 2 miles to Middleton Park- 5 miles to Ocean Crest Fishing Pier- 6 miles to Historic Downtown Southport- 8 miles to Fort Fisher Ferry -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking inside the home or on the property- Pet friendly w/ $150 fee (+ fees & taxes, 1 pet max)- No events, parties, or large gatherings- Additional fees and taxes may apply- Photo ID may be required upon check-in ADDITIONAL INFORMATION-Addt'l bookable rental on-site (main house) w/ shared wall and outdoor amenities SECURITY CAMERA INFORMATION- 4 exterior devices- Location: front doorbell, balcony, front of garage, back of property- Coverage: entry, front yard, parking area, backyard

Salt Light

Oak Island, NC, US
5 Bedrooms 12 Guests
Aug 29 - Sep 1
$824 night

Key Amenities: Saltwater Pool (optional heating for an additional fee) Elevator Ocean Views EV 40-amp Auto Charger 5 Bedrooms (2 King, 2 Queen, 2 Twin Bunk Beds) 4 En-suites for added privacy Gourmet Kitchen with Gas Stove, Pot Filler, Convection Oven, and more Wet Bar with Beverage Cooler Large Wraparound Deck with Al Fresco Dining Screen Porch Covered Parking Outdoor Shower Gas Grill WiFi & YouTube TV Laundry Room with Utility Sink Pack N’ Play and Mudroom/Drop Zone Walking Distance to Beach, Restaurants, and Shops Fire Suppression System (Sprinklers) 3 External Security Cameras (for emergencies) Optional Heated ($55/night) Saltwater Pool, The Malibu, Backyard Swimming Pool (Approx. 11ft x 24 ft) Ocean View; EV 40amp Auto Charger; Elevator; Group Friendly; Sleeps 12; 5 Bedrooms: 2 King, 2 Queen, 1 with 2 Twin Bunk Beds; 4 EnSuites (Extra Privacy); 1⁄2 Bath; Walk-in Closets/Dressers; Desk; Mudroom/Drop Zone; Pack N’ Play; YouTube TV; Open Concept; Large Gourmet Kitchen (lots of extras); Wet Bar (Beverage Cooler/Bar Sink); Full Size Washer/Dryer & Utility Sink; Indoor Sprinkler System; Large Wrap Around Decking; Al Fresco Dining; Screen Porch; Covered Parking; Outdoor Shower; Gas Grill; Walking Distance to the Beach. Salt Light. Salt has been a crucial preservative through the ages. Light is a necessity for life. Salt Light vacation home gives you these critical ingredients & more. Sit in the Sun, enjoy the Ocean Views & feel the Sea Breezes sitting on the Large Wraparound Deck. Salt Light vacation home is a 3-minute stroll to the beach and within walking distance of many restaurants, coffee shops, ice cream, & stores. Gorgeous Trees surround the right side & back of the property and a pedestrian friendly sidewalk along the nearby E. Oak Island Dr. is for locals & visitors to enjoy. If you own an Electric Vehicle, this is one of the few (if not the only) vacation home on OKI that has a 40 AMP Charger so, your Electric Vehicle can Charge while you Recharge. Bring the whole Family or Group as this lovely Vacation Home sleeps 12 in 5 Bedrooms on 2 Levels. The Elevator, under the Covered Parking, means you may choose to carry all your provisions up the stairs, or send your items up with the push of a button. 4 of the 5 Bedrooms have Private EnSuites for maximum access & speeds up the time between rinsing off the sand in the Outdoor Shower & preparing for Dinnertime. All the Bedrooms have Dressers so you can unpack & relax. 4 of the Bedrooms boast Large Closets, with extra space for the Luggage Cart. There is a Glass Door & a Large Matching Window in 4 of the 5 Bedrooms, that let in Natural Light & allow Private Access to the Covered Deck or Screened Porch, depending on what Bedroom you choose. All the Glass Doors & Large Matching Windows have Top Down & Bottom-Up Cellular Shades, with the 2 Primary Bedrooms & the Bunk Room offering Blackout Cellular Shades for those days you want to sleep-in or take a power nap. There are 2 Primary Suites with King Beds. The 1st Level’s Primary has an EnSuite with a Double Vanity, Glass Shower & Separate Large Tub with Spray Nozzle. There is a large glass door & long window that let in lots of Natural Light & allow Private Access to the Covered Deck. The 2nd Primary is on the Upper Level. In its Suite is a Desk, with privacy for mobile working. The Bath has a Double Vanity, Glass Shower & Soaker Tub. Enjoy Late Shows from your bed with the Large 65" TV in this room. Bedrooms 3 & 4, Lower Level, are equipped with Queen Sized Beds & the Baths both have Glass Showers. The 5th Bedroom is on the Upper Level and has 2 Sets of Bunk beds, an Ottoman, & a Dresser. Can’t you imagine the games to be played & stories to be told in this room? There is also a Mud Area/Drop Zone on the Lower Level by the stairway to Ground Level Storage, as well as a Lower-Level Laundry Room with a Utility Sink. Salt Light has a Modern Design of a Reverse Floorplan to Maximize Ocean Views. The Upper Level has an Open Plan Living/Dining/Kitchen. The 3 Glass Doors & Multiple Large Windows give a variety of Entry options to the Upper Deck as well as Gorgeous Daytime & Sunset Views. Indoors you may choose to sit at the Dining Table or at the Large Kitchen Bar. On those Beautiful Blue Sky Days OKI is known for, enjoy the Large Outdoor Table on the Deck & Dine Alfresco. The Living Area has plenty of Comfortable Seating, with Ottomans to prop up your feet, & a Large 65" TV to watch your favorite shows using the YouTube TV service. In the Living Area, there is also a Wet Bar with a Bar Sink & Beverage Cooler. Every Chef in your Group will absolutely love this Gourmet Kitchen & all the Amenities, from the Pot Filler above the Gas Stove to the Convection Oven. Pull out the Stock Pot for your Shrimp Boils & no more carrying heavy pots of water to the Stove using the Pot Filler. The Extra large Kitchen Island houses the Large Sink & has seating for 4 on the other side. Because of its size, the Island is the perfect space to set up the Buffet for your Large Group. You will find Lots of Storage & Counter Space for prepping the meals. Among the Small Appliances are 2 Drip Coffee Makers. One uses K-cup Pods & also makes Iced Coffee. If you are a Hot Tea Drinker, or need hot water in a flash, you’ll love the Hot Water Cooker. The Additional Appliances include a Convection Microwave, Glass Blender, Hand Mixer, Waffle Iron, & Sliced Bagel Toaster. Add a little sizzle to your fresh seafood, burgers, and steaks using the Gas Grill & Quality Grilling Tools found on the Ground Level. Oak Island is a Family-Oriented Beach with a Large Variety of Activities. Choose from the Sand & Sun, 2 Piers, Museums, Nature Parks & a Skateboard Park. Seasonally: Outdoor Concerts/Food Trucks, Splash Pad, & Farmer’s/Craft Markets. The Iconic Landmark, the OKI Lighthouse is in Caswell Beach. You can Schedule a Tour Ahead of time Online. It’s a Short Drive to a Large Variety of Restaurants

Sandy Cheeks

Bald Head Island, NC, US
5 Bedrooms 10 Guests
Aug 30 - Sep 2
$1,341 night

"Sandy Cheeks" on Bald Head Island Address: 8 Creeping Cucumber Court Highlights: Sleeps 10 in 5 bedrooms - Two King Master en-suites, Two Queen Guest Suites both with their own baths and a loft with sleeper sofa/ sitting room and kitchenette. 4 Full and One-Half Baths Private Saltwater Pool - Pool Is Heated (requires 48 hours advance notice) Fire pit *BHI CLUB is available for separate purchase. The membership tier is either Lifestyle or Full which both provide full access to all club amenities when purchasing guest membership. *SHOALS CLUB guest membership is available for separate purchase with this home One 6 Seat Golf Cart and One 4 Seat Golf Cart This home is NOT pet friendly Drip Coffee Maker and Keurig Machines Bedding and Towel Linen Service Beach Chairs, Umbrella, Toys and Towels Provided ***GOLF COURSE CLOSURE*** - From November 2026 to October 2027, the BHI Club Golf Course will be closed for a rejuvenation project. See the BHI Club website for full details. The front nine holes are currently scheduled to remain open from 11/9/26 until 1/4/27. Then the entire course will be closed until a currently estimated date of 10/5/27. No refunds or exceptions to cancellation policies will be provided for home rentals due to the golf course closure. (Notice Posted: 8/14/26) Welcome to your dream vacation home on Bald Head Island. Just a few short blocks to South Beach, ’’Sandy Cheeks" offers the perfect combination of sophistication and comfort surrounded by the natural beauty of the Maritime Forest. The opportunity for friends and family to relax privately in this home is unparalleled. With a bedroom/bathroom suite and a living area on each floor of the main house, everyone can enjoy their own space. Invite more guests without hesitation and hand them the keys to the guest house. Take a dip in the saltwater chlorinated pool and relax on the newly renovated deck. The pool has a heater, and can be heated upon request with 48 hours advance notice. Please note that exterior pool heaters may not be consistently operational during your stay if the outside temperature falls below 50 degrees. The main house offers an open floor plan with a stunning living room with soaring ceilings, a generous dining area and a XL kitchen all lit up by the sun streaming in from the floor to ceiling windows that allows you to savor the pool and outdoor living area. The chef’s kitchen boasts plenty of counter space, stainless steel oversized appliances, butler pantry, wine and coffee bar and a breakfast counter that seats 6. If alfresco is your fancy, step out onto the broad back deck and find your space among the multiple lounge areas, grill, and firepits. Lounge, sun, or picnic by your own exclusive, secluded saltwater swimming pool. The upper floor of the main house provides an oversize sectional and offers plenty of seating for conversation, movie-watching, or game-playing, and large screen tv. If you must work from home while on vacation, we make it easier with ample desks and office space. Two private suites in the main house have king beds and indulgent spa like baths. The guest house will keep your family members and guests very happy with two light-filled Queen bedroom suites also with pampering baths. Enjoy the private balcony with both a screen and open porch overlooking the treetops and live oaks. A sitting area/bedroom with new sleeper sofa all connect to a kitchenette for early morning coffee or late-night snacks. This guest house will become everyone’s favorite place for privacy and quiet time while remaining connected to the pool and main house. *To enhance your vacation even more, you will have the opportunity to purchase a temporary membership to either or both the BHI Club and the Shoals Club. Club Memberships are optional and costs are separate and not included in the rental of the home. We cannot guarantee availability of a membership. *Please note that exterior pool heaters may not be consistently operational during your stay if the outside temperature falls below 50 degrees. *There are two security cameras located on the exterior of the home that cover the driveway and side entrance. There are also security cameras facing the pool area for insurance purposes and may be turned off at your request during your stay. Use of the pool and swimming is at your own risk. *Homes with fireplaces are deactivated for the safety of the home and guests. *We cannot guarantee the condition or availability of any bikes that may come with the home.

Searenity

Bald Head Island, NC, US
4 Bedrooms 11 Guests
Aug 23 - 27
$1,019 night

Welcome to Searenity, a beautiful coastal retreat tucked into the dunes where the maritime forest meets the sandy shores of Bald Head Island. Thoughtfully designed for families and groups, this spacious four-bedroom home comfortably sleeps up to 11 guests and offers the perfect blend of comfort and island charm. Just a two-minute stroll to beach access #8, you’ll spend your days by the ocean and your evenings relaxing on one of two expansive porches as the sound of crashing waves drifts through the trees. The home’s bright, vaulted third floor is the heart of Searenity, featuring an open-concept living space perfect for gathering together. The fully equipped kitchen includes two ovens, an induction cooktop, and everything needed to prepare family meals. Enjoy dinner around the large dining table or dine outdoors while watching the sunset. A convenient elevator makes unloading groceries and luggage effortless, while a separate lower-level living area gives kids and teens their own space to relax. Each of the four bedrooms features its own en suite bathroom and direct porch access, creating a private retreat for every guest. Two spacious king suites offer walk-in closets large enough for a travel crib, while the additional bedrooms include a queen room and a bunk room with a twin-over-full bunk bed ideal for younger guests. Fresh linens and towels are included in the cleaning fee, so your vacation begins the moment you arrive. Recent updates, including fresh mattresses, an Aquasana water filtration system, and modern kitchen upgrades, make every stay even more enjoyable. Island adventures are easy with two four-passenger golf carts. Four bicycles, beach chairs, boogie boards, toys, and more are also available for guests to enjoy, though availability cannot be guaranteed. Searenity is just a short walk to both the Bald Head Island Marina and the BHI Club, where guests may purchase temporary club access for an additional fee. Best of all, this dog-friendly home welcomes your furry family member, too. —————————————————————————————————————— *PROPERTY INFO* Location: 127 W Bald Head Wynd, Bald Head Island, NC 28461 Home: 4 BR / 4.5 BA / Sleeps 11/ 6 Beds / 2,301 sq ft. SLEEPING ARRANGEMENTS: *Bedroom 1: King en suite full bathroom *Bedroom 2: King en suite full bathroom *Bunk Room: Queen en suite full bathroom *Bedroom 4: Twin over Full Bunk Bed (top bunk is only suitable for kids) *Kings (2), Queen (1), Full (1), Twin (1), Queen Sleeper Sofa *Beds are all made with clean linens prior to your arrival —————————————————————————————————————— *PROPERTY HIGHLIGHTS* -2 Four-passenger Golf Carts -Access to purchase BHI Club (fees apply-details below) -Elevator -2 Large Porches -Dog Friendly *AMENITIES* -Wifi + Internet -4 Bicycles (not guaranteed) -Beach Chairs -Gas Grill -Outdoor Shower -Smart TVs -Induction Cooktop -Water Filtration System -Washer/Dryer -Dishwasher -Microwave + Toaster -Mr. Coffee + Keurig -High Chair -Pack n’ Play -Beach Toys -Bath + Beach Towels -A small starter kit of toilet paper, paper towels, detergents and hand soap is provided *We do our best to ensure that all items are there for your visit; however we cannot guarantee condition and quantity due to guest use* POLICIES/RULES: -Ferry tickets and parking fees are not included. Tram reservations are needed in advance. Please check BHI Ferry website for pricing and reservation information. -Bald Head Island Club Lifestyle Memberships are available for purchase. Golf access is available for extra fees with the Membership; Please keep in mind the BHI CLUB is now capping registration for their guest memberships. If you wish to attend the club please apply ASAP. Please visit the BHI Club website to review their NEW rules & fees. Keep in mind there are new rules regarding what days you can attend the club and what activities guest members can use. Contact the club directly with questions. We do not control club rates, rules, or restrictions. No discount or refund will be provided if club membership is restricted or denied. -NO SMOKING allowed at this property. -This is a DOG FRIENDLY HOME: A non-refundable Pet fee of $250 will be added to your rental if you choose to bring your dog. The Pet Fee for two dogs is $350. -Please make yourself aware of our cancellation policy. Insurance is highly recommended. -Maximum Occupancy: 11 Occupants - Children must be counted within the maximum occupancy unless they are under the age of two (2) and are sleeping in a crib. -Tenant Requirements: Tenant stated on the Agreement/Booking must be at least twenty-five (25) years of age, and acknowledge that they will occupy the Property during the entire tenancy. -Manager and owner of the rental property are not responsible for citations received while staying at the property. -Be respectful of the house and contents - it is someone’s home. Respect the neighbors and neighborhood. -No events or parties. If determined that a party/event is taking place at property, management has the right to evict tenants and guests with no refund given. -If determined that a party took place on any of the nights reserved, reservation guest will be charged $500, no exceptions. -No uninvited guests without permission. -This home may have exterior security cameras for your safety. *Each reservation includes applicable taxes, a cleaning fee, and a Limited Damage Waiver Fee* —————————————————————————————————————— *ISLAND ACTIVITIES* -Rent bikes at Coastal Urge or Riverside Adventure Company -Rent a stand up paddle board from Coastal Urge -Climb Old Baldy Lighthouse -Go on a historic island tour from the Old Baldy Foundation -Take a ghost walk, sail, surf, or kayak with the Sail Shop -Take a hike on the many trails -For a guided hike, guided kayak, or guided canoe trip visit the Bald Head Island Conservancy

A Pelican’s View

Oak Island, NC, US
5 Bedrooms 12 Guests
Aug 23 - 26
$846 night

Enjoy Stunning Ocean Views at A Pelican’s View: Your Perfect Getaway Awaits! Key Amenities: Excellent Ocean Views and location 2 Large Outdoor Decks with amazing views Dog Friendly Sleeps 12 5 Bedrooms, 4.5 baths Free WiFi Onsite Parking Outdoor Shower Welcome to your dream vacation home! This exquisite 5-bedroom, 4.5-bathroom retreat offers the perfect blend of luxury, location and comfort, making it an ideal choice for families and friends seeking an unforgettable escape. Nestled in a picturesque coastal setting, this dog-friendly haven invites you to relax, unwind, and soak in the breathtaking ocean views. Spacious Living Area Step inside to discover an expansive open-concept living space designed for relaxation and entertainment. The main living room features a 65-inch Smart TV, perfect for movie nights or catching the big game. Large windows flood the space with natural light, showcasing the stunning ocean views that surround you. The plush seating arrangement is perfect for cozy gatherings or enjoying a good book while listening to the gentle waves. The primary bedrooms is located off the living room on the 2nd floor. All the other bedrooms are on the 1st floor. The king and one queen room on the First floor share a jack and jill bath. The other one queen and two queen bedrooms share a bathroom. Gourmet Kitchen and Dining The modern, fully equipped kitchen boasts high-end appliances, ample counter space, and everything you need to whip up delicious meals during your stay. Gather around the elegant dining table that comfortably seats your group, or enjoy casual meals at the breakfast bar. For a truly memorable dining experience, step outside to the expansive deck. Outdoor Oasis The large deck is the star of this property, offering panoramic views of the ocean. It’s the perfect spot to sip your morning coffee or enjoy evening cocktails while watching the sunset. The deck is furnished with comfortable seating allowing you to simply relax and take in the serene surroundings. An outdoor shower adds to the beach experience, making it easy to rinse off after a day of sun and sand. Plus, the charcoal grill is ready for your BBQ adventures! Comfortable Bedrooms This home features five beautifully appointed bedrooms, each designed with comfort in mind. Each room is equipped with its own Smart TV, providing guests with the ultimate entertainment options. The master suite is a true sanctuary, complete with a private ensuite bathroom and stunning ocean views. The additional bedrooms offer flexibility for families or groups, accommodating everyone with ease. Convenient Amenities With four and a half bathrooms, there’s no need to worry about long waits in the morning. This home also provides ample parking on-site, making it easy for you and your guests to come and go as you please. The property is dog-friendly, so you can bring your furry family members along for the fun! Ideal Location Situated across the street from the beach and with restaurants and shops nearby, this home offers the perfect location for exploring the area. Whether you’re looking to relax by the ocean, embark on outdoor adventures, or indulge in local cuisine, you’ll find everything you need right at your fingertips. Oak Island, a Family-Oriented Beach with a Large Variety of Activities. Choose from the Sand & Sun, 2 Piers, Museums, Nature Parks & a Skateboard Park. Seasonally: Outdoor Concerts/Food Trucks, Splash Pad, & Farmer’s/Craft Markets. The Iconic Landmark, the OKI Lighthouse is in Caswell Beach. You can Schedule a Tour Ahead of time Online. It’s a Short Drive to a Large Variety of Restaurants & Shopping opportunities. There are 2 Grocery Stores on the Island. There is a Gym with Daily & Weekly Drop-in Rates located a short drive away. Nearby Southport is a walking town. Park your car & within a Short Stroll are Eateries from Breakfast, Lunch, Coffee & a Muffin to Seafood with a View & Upscale Dinner. In the Heart of Southport, you can Visit Various Beautiful Parks, Art Galleries, Museums, Visitor Center & Charming Shops. The Southport visitors center offers information on local history and recent films making Southport part of the filming of many productions. Also, don’t forget the local artists and musicians One could Spend an Entire Day Browsing all the Unique Little Gift Stores & Boutiques. Sit in the Swings on the Waterfront. Watch as the Cargo Ships Enter the Mouth of the Cape Fear River, headed to the Port of Wilmington. Feel the Healing Salubrious Breezes Southport is known for. Walk the River Beach. Southport & Oak Island host Several Fishing Tournaments, Festivals & Parades throughout the year. Within 20 minutes of Southport, you can Stroll the Picturesque Colonial Streets of Old Brunswick Town. The Hundreds-Year-Old Live Oaks are just Dripping with Spanish Moss. It’s All Photo-Worthy. Imagine Yourself in this Bygone Era. The Cape Fear River Made this Town a Port Long Before Wilmington became one. It’s all a part of the Southport / Oak Island experience. Don’t miss out on the chance to experience this spectacular vacation home! Book your stay today and create lasting memories with your loved ones in this coastal paradise. Your unforgettable getaway awaits! We’re happy to host dogs! Depending on the booking platform, the pet fee may not be included in your total and will be requested separately(airbnb is a seperate fee requested). A non-refundable $200 pet fee (up to 2 dogs, 80 lbs combined) is required and must be paid before check-in—access details will be sent once completed. Maximum of 2 dogs. Unregistered pets will incur a $200 pet fee plus a $500 remediation fee. Dogs must be up to date on vaccines and flea/tick prevention. No dogs on furniture or beds (additional cleaning fees may apply). Please bring a crate if needed; there is not one at the property. Strictly no cats allowed.

HappiNest

Bald Head Island, NC, US
3 Bedrooms 8 Guests
Aug 26 - 30
$554 night

HappiNest at Timbercreek is a beautifully remodeled waterfront retreat. Nestled among the live oaks in the peaceful Timbercreek community on Bald Head Island, this dog-friendly upper-level condo offers a true escape into nature, overlooking Bald Head Creek and the surrounding salt marsh sanctuary. Start your mornings with birdsong and coffee on the spacious screened porch, where you can take in tranquil marsh views without the worry of bugs. Just steps away, the boardwalk and dock invite you to spend your days fishing, crabbing, kayaking, or simply soaking in the beauty of the coastal landscape. You’re also just a short stroll from the community saltwater pool, perfect for cooling off after a day of island adventures. Inside, HappiNest is designed for comfort and ease, with a fully equipped kitchen, inviting living spaces, and all the essentials you need for a seamless stay—including fresh linens and towels provided with your cleaning fee. Two four-seater golf carts make it easy to explore the island, while included kayaks and beach gear add to the fun. Centrally located, you’re only minutes from the marina, market, beach access, and the Bald Head Island Club, where a temporary Lifestyle Membership offers access to pools, dining, golf, tennis and pickleball (additional fees apply). Whether you’re unwinding on the porch, exploring the waterways, or enjoying all that Bald Head Island has to offer, HappiNest is the perfect place to relax, recharge, and make lasting memories. Book your stay now! —————————————————————————————————————— *PROPERTY INFO* Location: 221 N Bald Head Wynd 14A, Bald Head Island, NC 28461; Timbercreek Condos Condo: 3 BR / 2 BA / Sleeps 8 / 6 Beds / 1,200 sq ft. *SLEEPING ARRANGEMENTS* -Owner Suite: King, Full Bath -Bedroom 2: Queen -Bedroom 3: 2 XL Twin Beds -Loft: 1 Full + 1 Twin -2nd full bath located outside bedrooms 2 + 3 -King (1), Queen (1), Full (1), Twins (3) -Beds are made with clean linens prior to your arrival —————————————————————————————————————— *PROPERTY HIGHLIGHTS* -Marsh Front -Screened-in Porch with Marsh Views -Large Dock + Boardwalk for Fishing + Crabbing -Community Saltwater Pool (seasonal, Timbercreek) -Kayaks -Centrally Located: the Market, Marina, BHI Club and Beach Access are all just a few minutes away -BHI Club Membership Access + Golf (fees apply-details below) -Dog Friendly (with a pet fee) *AMENITIES* -2 Four Seater Golf Carts -Charcoal grill -48" flat screen Smart TV in Great Room w/Spectrum + Roku -Owner Suite TV w/Spectrum + Roku -Fully Appointed Kitchen -3 Kayaks (2 singles, 1 tandem) with Lifejackets -Beach Chairs (not guaranteed) -Beach Toys (not guaranteed) -Beach Towels -Wifi + Internet -Washer/Dryer -Highchair -Portable crib -Microwave + Toaster -Blender -Regular Coffee Maker + Keurig -Bath Towels -Linens (beds made prior to arrival) -A small starter kit of toilet paper, paper towels, detergents and hand soap is provided -AND MORE! *We do our best to ensure that all items are there for your visit; however we cannot guarantee condition and quantity due to guest use* —————————————————————————————————————— *POLICIES/RULES* -Ferry tickets and parking fees are not included. Tram reservations are needed in advance. Please check BHI Ferry website for pricing and reservation information. -Bald Head Island Club Lifestyle Memberships are available for purchase. Golf access is available for extra fees with the Membership; Please keep in mind the BHI Club is now capping registration for guest memberships. If you wish to attend the club please apply ASAP. Visit the BHI Club website to review their new rules & fees. Please note there are new rules regarding what days you can attend the club and what activities guest members can use. Contact the club directly with questions. We do not control club rates, rules or restrictions. No discount or refund will be provided if club membership is restricted or denied. -Please make yourself aware of our cancellation policy. Insurance is highly recommended. -Community pool is seasonal and opens/closes as weather permits. There are no refunds if pool is closed for any reason. -NO SMOKING or vaping allowed at this property. -This is a DOG FRIENDLY HOME: A non-refundable Pet Fee of $250 will be added to your rental if you choose to bring your dog. The Pet Fee for 2 dogs is $350. -Maximum Occupancy: 8 Occupants - Children must be counted within the maximum occupancy unless they are under the age of two (2) and are sleeping in a crib. -Kayaks are provided as a complimentary amenity free of charge. Their condition and availability are not guaranteed, and no refunds or compensation will be provided if they are unavailable or unusable during your stay. -Tenant Requirements: Tenant stated on the Agreement/Booking must be at least twenty-five (25) years of age, and acknowledge that they will occupy the Property during the entire tenancy. -Manager and owner of the rental property are not responsible for citations received while staying at the property. -Be respectful of the house and contents - it is someone’s home. Respect the neighbors and neighborhood. -No events or parties- If determined that a party/event is taking place at property, management has the right to evict tenants and guests with no refund. -If determined that a party took place on any of the nights reserved, reservation guest will be charged $500, no exceptions! -No uninvited guests without permission. -Shoals Club is not included with the rental of this home. *Each reservation includes applicable taxes, a cleaning fee, and a Limited Damage Waiver Fee —————————————————————————————————————— *ISLAND ACTIVITIES* -Rent bikes at Coastal Urge or Riverside Adventure Company -Rent a stand up paddle board from Coastal Urge -Climb Old Baldy Lighthouse -Go on a historic island tour from the Old Baldy Foundation -Take a ghost walk, sail, surf, or kayak with the Sail Shop -Take a hike on the many trails -F

Sweet Caroline

Bald Head Island, NC, US
5 Bedrooms 12 Guests
Aug 29 - Sep 1
$1,118 night

"Sweet Caroline" on Bald Head Island Address: 2 Wild Bean Court Highlights: Sleeps 12 in 5 bedrooms - (K/K/Q/Q/Bunk Room with two bunks for a total four twin mattresses) 4 Full Baths *BHI CLUB is available for separate purchase. The membership tier is either Lifestyle or Full which both provide full access to all club amenities when purchasing guest membership. *SHOALS CLUB is NOT available with this home. Pet Friendly - Dogs Only - 1 Dog Maximum (Exceptions Considered) - $200+Tax Pet Fee One 6 Seat Golf Cart and One 4 Seat Cart Drip Coffee Maker and Keurig Bedding and Towel Linen Service Beach Chairs, Umbrella, Toys and Towels Provided ***GOLF COURSE CLOSURE*** - From November 2026 to October 2027, the BHI Club Golf Course will be closed for a rejuvenation project. See the BHI Club website for full details. The front nine holes are currently scheduled to remain open from 11/9/26 until 1/4/27. Then the entire course will be closed until a currently estimated date of 10/5/27. No refunds or exceptions to cancellation policies will be provided for home rentals due to the golf course closure. (Notice Posted: 8/14/26) Beautifully decorated to provide a luxurious but family friendly Bald Head Island Vacation. SPECIAL AMENITIES - Enjoy the ocean breeze and beautiful ocean views from one of 4 sunny porches, nap on the Polly Island Hammock, or soak in the hot tub after a day on the beach. Fully stocked gourmet kitchen with large island and separate bar area. There is a large open concept living, kitchen and dining room with vaulted ceilings all flowing to the outdoor dining area and lounging areas. FAMILY FRIENDLY - pack -n-play, toys, beach toys, boogies boards, beach chairs, linens and beach towels, board games, puzzles, and books a a great outdoor shower. TOURING THE ISLAND - There is 1x 6-person golf cart, and 1x 4-person golf cart, 3 Adult bicycles* and 1 child bike for riding around the island, 6 beach chairs, boogie boards and an abundance of beach toys, and an umbrella. Please bring your own helmets. A very short cart ride takes you to the new BHI Club Aquatic Center which features 4 new tennis courts, a playground, short-grass recreational area, workout facility, multiple swimming pools and water slide, croquet course, casual and fine dining and, of course, the George Cobb designed, award winning 18-hole golf course. ’Playing the BHI Club course, you will fall in love with the beauty of the island as you weave your way through around 15 freshwater lagoons, through a maritime forest. Bald Head Island is only accessible by boat or by a ferry, which departs frequently out of Southport, NC. Southport is 40 minutes from the Wilmington, NC (ILM) airport. A tram ride to the villa is included with your ferry ticket. Reservations are required. Visitors and residents travel around the island by golf cart, bike or by foot. We have a professional property manager who lives full time on the island to make your stay as enjoyable as possible. They will be able to help with any concerns once you arrive. Climb to the top of “Old Baldy,” which is the oldest lighthouse on the East coast. It was built in 1817 and originally commissioned by Thomas Jefferson. Hike and wind your way around live oaks hundreds of years old and through the nature paths that Revolutionary and Civil War soldiers used in the ancient Maritime Forest. An upscale grocery market, spa, and shopping area is a short golf cart ride away. Discover the Bald Head Island Conservancy at the end of South Beach, where you can learn about the island’s wildlife. Sign up for classes, including the popular evening “turtle walks” to search for and observe nesting Loggerhead Turtles and if your timing is right even watch their hatchlings heading to the ocean for the first time! Bald Head Island is on one of North Carolina’s southernmost cape islands - Cape Fear. With no cars and no crowds, Bald Head Island preserves the natural beauty and stress-free lifestyle of a simpler time. The island is blessed with 14 miles of pristine beaches, thousands of acres of protected salt marshes, and a spectacular expanse of maritime forest. *Club memberships are optional and subject to availability. The costs are separate and not included with the rental of the home. *Homes with fireplaces are deactivated for the safety of the home and guests. *There may be security cameras covering the exterior of the home for the safety of the home and guests. *We cannot guarantee the condition or availability of any bikes that may come with the home.

Oak Island Condo - Walk to the Beach!

Oak Island, NC, US
3 Bedrooms 8 Guests
Aug 23 - 25
$112 night

Boasting a private balcony, a well-equipped kitchen, and an unbeatable location, this 3-bedroom, 2.5-bath vacation rental has all the comforts of home while still offering nearby fun and excitement. Spend your days exploring the surrounding coastal attractions, soaking up the sun next to the community pool, or walking along the gorgeous sprawling beaches less than half a mile away from your doorstep. After a long day of adventure, head back to this Oak Island condo for a relaxing night in. -- THE PROPERTY -- Free WiFi (1 GB) | Family-Friendly Condo | ~2 Mi to Oak Island Pier Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed, 2 Twin Beds | Additional Sleeping: Pack ‘n Play, Crib OUTDOOR LIVING: Community pool, private balcony, seating area KITCHEN: Fridge, stove, oven, dishwasher, microwave, cooking basics, coffee maker, blender, high chair, dishware/flatware, paper towels/trash bags INDOOR LIVING: Smart TV, dining table, board games, books, beachy decor, open floor plan GENERAL: Linens, towels, washer & dryer, central air conditioning & heating, ceiling fans, complimentary toiletries, hair dryer, iron/board, keyless entry FAQ: Step-free access, 4th floor-condo, elevator access, Ring doorbell security camera (facing out) PARKING: Covered parking (2 vehicles), guest space (1 vehicle), RV/trailer parking allowed on-site -- THE LOCATION -- BEACH DAY: Public Beach Access (0.3 miles), Long Beach (0.8 miles), Oak Island Pier (2 miles), Caswell Beach (3 miles), Waterfront Park (9 miles) SIGHTS & THRILLS: Skydive Coastal Carolinas (4 miles), Oak Island Lighthouse (5 miles), Downtown Southport (9 miles), North Carolina Maritime Museum at Southport (9 miles), Fort Apache (22 miles), Magic Mountain Fun Park (24 miles), The Swamp Park- Zip Line and ATV Center (29 miles), Museum of the Bizarre (32 miles) HIT THE LINKS: Oak Island Golf Club (3 miles), Oak Island Par 3 Golf Course (4 miles), Carolina National Golf Club (15 miles) AIRPORT: Wilmington International Airport (36 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device or when the video doorbell button is pressed

Oak Island Escape w/ Saltwater Pool, Walk to Beach

Oak Island, NC, US
5 Bedrooms 11 Guests
Aug 30 - Sep 2
$517 night

The ocean is calling and this well-appointed Oak Island vacation rental is the answer! This conveniently located 5-bedroom, 3.5 bathroom home boasts a fully stocked kitchen to make dinner for the whole family, multiple balconies for relaxing, a fenced-in yard for outdoor recreation, and even an elevator. Walk to the beach and spend your day sun tanning, lounging, and swimming in the ocean with your loved ones. Stroll down to the Oak Island Pier and watch the gorgeous sunset over the water. -- THE PROPERTY -- 2,031 Sq Ft | Central A/C | 4 Balconies w/ Ocean & Beach Views | 2 Mi to Pier Perfect for an oceanside family getaway, 'Haven's Legacy' is the ideal home-away-from-home for all your coastal adventures. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Bedroom 4: 2 Twin Beds | Bedroom 5: Full Bed w/ Twin Trundle Bed | Additional Sleeping: Pack 'n Play KITCHEN: Fully equipped w/ stainless steel appliances, dishwasher, cooking basics, dual Keurig & drip coffee maker, island w/ seating, dishware & flatware, toaster INDOOR LIVING: 4 Smart TVs, washer & dryer, en-suite bathrooms, dining table, high chair, board games, books, ceiling fans, baby gate OUTDOOR LIVING: Fenced-in yard, rinse-off area, lounge furniture, propane gas grill, 3 bikes, saltwater pool, cornhole boards, hammock, beach chairs, umbrella, toys, & towels GENERAL: Free WiFi, complimentary toiletries, linens & towels, trash bags & paper towels, hair dryer, hangers, clothes steamer, iron & board, electric heating FAQ: Step-free access via elevator PARKING: Driveway (6 vehicles) -- THE LOCATION -- SAND + SUN: Oak Island Pier (2.1 miles), Long Beach (2.7 miles), Caswell Beach (3.6 miles), The Point (7.3 miles), Waterfront Park (9.0 miles), Bald Head Island (15.4 miles, accessible only by ferry), South Beach (18.4 miles, accessible only by ferry), Bay Beach (20.5 miles, accessible only by ferry), Big Beach (29.0 miles) HISTORICAL SITES: Oak Island Lighthouse (5.0 miles), Fort Caswell (5.8 miles), North Carolina Maritime Museum at Southport (9.0 miles), Fort Apache (21.4 miles), Fort Fisher Historic Site (50.8 miles) FAMILY FUN: Magic Mountain Water Slide (23.8 miles), The Swamp Park - Zip Line & ATV Center (29.1 miles), Museum of the Bizarre (32.4 miles), North Carolina Aquarium at Fort Fisher (51.8 miles) GOLF: Oak Island Golf Club (2.9 miles), Oak Island Par 3 Golf Course At South Harbour (4.1 miles), Carolina National Golf Club (15.3 miles), Lockwood Folly Country Club (24.6 miles) AIRPORT: Wilmington International Airport (36.1 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in

The Owl’s Nest

Bald Head Island , NC, US
5 Bedrooms 12 Guests
Aug 23 - 26
$727 night

"The Owl’s Nest" on Bald Head Island Address: 5 Clapper Rail Court Highlights: Sleeps 12 - in 5 Bedrooms (K/K/K/K/Two bunks with 4 XL twins) 4 Full Baths and 1 Half Bath *BHI CLUB is available for separate purchase. The membership tier is either Lifestyle or Full which both provide full access to all club amenities when purchasing guest membership. *SHOALS CLUB is NOT available with this home. Pet Friendly - Dogs Only - 1 Dog Maximum (Exceptions Considered) - $200+Tax Pet Fee Linens and Towels Provided 1 Six Passenger and 1 Four Passenger Golf Cart Drip Coffee Maker and Keurig Beach Gear: Chairs, Umbrella, Towels, Toys ***GOLF COURSE CLOSURE*** - From November 2026 to October 2027, the BHI Club Golf Course will be closed for a rejuvenation project. See the BHI Club website for full details. The front nine holes are currently scheduled to remain open from 11/9/26 until 1/4/27. Then the entire course will be closed until a currently estimated date of 10/5/27. No refunds or exceptions to cancellation policies will be provided for home rentals due to the golf course closure. (Notice Posted: 8/14/26) From the minute you enter, you will fall in love with the expansive grand living space, gourmet kitchen and gorgeous coastal décor. As you wander throughout the whole house you will be wowed by the XL bedrooms, high end finishes, gleaming hardwood floors and many designer touches not often found in a rental home. The first floor of this home was designed exactly how Bald Head Islanders want to spend their time when not outside - all together. The XL grand living area has a living room that offers comfortable but elegant furniture for a crowd, a mounted flat screen TV, and a screened-in porch with more living space. The fully equipped gourmet kitchen with plenty of counter space, butler’s pantry, new top of line appliances, a fully stocked spice cabinet, multiple coffee makers and designer cookware, will make cooking a breeze. With bar stool seating at the kitchen island, and dining room seating for eight, guests will have plenty of space and everything to create great memories with family and friends while enjoying meals on vacation. The first of several master suites is found on the first floor with a king-sized bed, a private and spacious XL spa bath and access to an outdoor deck for lounging and outdoor dining. If this is a working vacation - there is an office nook for your convenience with monitor, printer and chair and a desk in one of the bedrooms. The second floor has a special bonus nook for reading, TV watching or just some quiet time. This floor boasts an additional master bedroom suite with a king-sized bed and private full bath. Also on this floor are two additional bedrooms - one with a king bed and one bunk room with four XL twin beds. These two bedrooms share a delightful coastal full bath with a tub and shower. Walk across the deck to a separate crofter designed for those families needing some extra quiet space. This king suite also has an elegant step in shower and smart TV. There are two golf carts provided for your use to enjoy the island – one four passenger and one six passenger. For those with small children, this home also provides the convenience of a stroller wagon, baby toys, baby bouncer, bath seats, kid kitchen ware, highchair, and a pack n play. For entertainment, high speed internet is provided. There is a flat screen TV provided in the living room, upper sitting area, and king bedrooms. Beach chairs, beach umbrellas, and beach towels make your trip to the beach fun and easy. For an extra treat, take a quick walk to the wildlife overlook at dusk and be amazed at the nesting Ibis and egrets. An alligator is often spotted in the lagoon. Also provided for your stay: Bedroom and Bath Linens. A First Night Amenity Kit which includes: Toilet Paper, Paper Towels, Trash Bags, soaps and shampoo will be waiting for you! Professional cleaning service is provided after every guest stay. Our full time - on island management team is available to make your visit a great one. *Club memberships are optional and subject to availability. The costs are separate and not included with the rental of the home. *Homes with fireplaces are deactivated for the safety of the home and guests. *There may be security cameras covering the exterior of the home for the safety of the home and guests. *We cannot guarantee the condition or availability of any bikes that may come with the home.

Southern Shores, Oak Island Oceanfront with Pool, Villa

Oak Island, NC, US
3 Bedrooms 9 Guests
Aug 26 - 28
$326 night

Wake up to panoramic ocean views at this stylish 3BR condo, lovingly named "Namaste at the Beach" in Southern Shores Villas! Perched directly on the sand in the heart of Oak Island, relax and enjoy a beachfront pool, private balcony, gazebo, picnic area, and outdoor shower—plus walkable access to the Oak Island Pier, local seafood spots, and charming island shops. Thoughtfully designed for comfort and convenience, this is your front-row seat to coastal North Carolina at its best! Welcome to Southern Shores at Oak Island, your oceanfront escape with room to breathe. This newly refreshed 3-bedroom, 2-bath villa offers sweeping Atlantic views, a breezy open layout, and direct beach access just beyond the dunes. The fully stocked kitchen flows into a comfortable living area that opens to a private balcony made for morning coffee and evening sea breezes. Enjoy resort-style amenities including a beachfront pool, shaded gazebo, picnic lawn, outdoor shower, and private boardwalk to the sand. The spacious primary suite includes ocean views and an en-suite bath. Two additional bedrooms make this a perfect choice for families or couples traveling together. Tucked along SE 58th Street, you’re walkable to everything—from the iconic Oak Island Pier to fresh-caught seafood and nightly live music. Top Attractions Nearby • Oak Island Pier (2-min walk) – Fish, stroll, or grab a cocktail at Koko Cabana. Free access, fishing passes available onsite. • Oak Island Lighthouse (10 min) – Tour one of NC’s tallest lighthouses (free but reservations needed for climbs). • Middleton Park (5 min) – Weekly summer concerts, farmers markets, and a splash pad for kids. • Oak Island Nature Center – Trails, wildlife, and kid-friendly exhibits along the Intracoastal. • Southport (20 min drive) – A coastal day trip with ferry access, shopping, and history galore. ⸻ Local Dining & Nightlife Picks • Island Way – Walkable upscale dining with prime rib and seafood, right on the oceanfront. • Lazy Turtle Bar & Grill – Live music, beach drinks, and casual bites. Great for sunset vibes. • Shagger Jacks – Burgers, tacos, and local beer with a patio crowd and laid-back energy. • Kai-Joe’s – Quick-stop tacos and smoothies near the pier. Locals swear by it. • Swain’s Seafood & Cut – A classic pick for surf-and-turf dinners and Southern hospitality. ⸻ Helpful Tips • Beach Access: Private boardwalk is steps from your door. • Bikes & Carts: Rent a golf cart or cruiser bike nearby—Oak Island is flat and cart-friendly. • Fishing Licenses: Required to fish from the beach, but not from the pier (pass sold there). • Live Music: Shagger Jacks and Lazy Turtle post weekly schedules online—go early for a table. • Family Extras: Look for summer movie nights, art markets, and firework displays at Middleton Park. ⸻ Why You’ll Love It Here You’ll be close enough to hear the waves but tucked just far enough from the bustle. Whether your idea of perfect is a fishing rod, a beach chair, or a rooftop drink, Southern Shores at Oak Island puts you right where you want to be—with your feet in the sand and nowhere else to be.

Persimmons 9 by Brunswick Vacation Rentals with Pool

Oak Island, NC, US
8 Bedrooms 22 Guests
Aug 23 - 26
$730 night

8 bd and 8 ba, sleeping 22, with a private heated pool & elevator! Persimmon is located on Lot 9, and has 8 bedrooms and 6 full bathrooms, 2 half bathrooms, sleeping 22, custom-built home with a private heated pool located only 300 yards to the beach, straight down the street. -Located on a street with direct, easy beach access -Private heated pool (free pool heating included in rental rate April, May, September and October) -Upgraded linen and towel set including whole bed making included in the cleaning fee -Elevator -Fully stocked gourmet kitchen -Beach chairs and pool floats available for your use and convenience -Perfect for large family reunions, company gatherings, wedding parties and guests -Gas grill at each home (propane included) -Private decks with outdoor seating -Concierge service available to help plan your activities and extra amenities Upon entering the main floor, you’ll discover a half bathroom, three beautifully appointed bedrooms, each accompanied by its own luxurious full bathroom. The first bedroom on the main floor, is suited with a King bed, positioned on the serene street side, and Jack and Jill ensuite bathroom complete with an inviting tub/shower combination. The second bedroom, suited with a twin/full bunk bed with twin trundle, also shares the Jack and Jill bathroom. Positioned on the serene street side, the third bedroom is suited with a King-sized bed and private ensuite, walk-in shower. Ascend to the top floor, where 5 additional bedrooms and half bathroom await alongside the culinary epicenter of the home: the gourmet kitchen and gracious dining/living room area. Indulge in a fully stocked haven designed to cater to every guest’s desire! Immerse yourself in culinary delights with an extensive array of kitchen amenities, from essential baking dishes to a sleek blender and a trusty toaster, all complemented by brand new appliances that promise seamless culinary adventures. The first of these upper-floor retreats treats guests to captivating pool views, suited with a King-sized bed and a private ensuite walk-in shower. Situated on the street side, the fifth and sixth bedrooms each feature a King bed, with private ensuite walk-in showers. The seventh bedroom features 2 twin over full bunkbeds. This delightful bedroom has a Jack and Jill bathroom, tub/shower. The eighth and final bedroom is located on the poolside, and also has access to the Jack and Jill bathroom. Beyond the kitchen, guests are treated to an array of extra amenities thoughtfully provided for their enjoyment. Dive into beachside bliss with boogie boards and comfortable beach chairs, shielded from the sun’s rays by elegant umbrellas. The pool is open year round, however between April 1 - Oct 31 the heater will be on and typically keeps the pool water between 80-84 degrees depending on outside air temperatures and weather. There is no additional cost to heat the pool, but we can not guarantee the pool water temperatures due to the dependency of the weather and air temperatures. Please keep in mind that the heater only runs when the pool pump is running and typically the pump does not run at night due to time schedule. *Please note, pools will NOT be heated November 1 - March 31*. If you want us to attempt to heat the pool during this time we can for a cost of $75 per day for your entire stay, but once again, we can not guarantee the pool water temperatures due to the dependency of the weather and air temperatures. The pool and/or spa is private and unattended, so swim at your own risk. All children must be supervised in the water at all times by an adult. No food, drinks, alcohol, glass, etc are allowed in or around the pool. Pools are serviced regularly, however please keep in mind that due to the tropical nature of the island, it is not unusual to find unexpected debris and sand in the pool. We cannot guarantee the elevator will be working due to circumstances out of our control. Please read elevator instructions CAREFULLY before operating (found in the notebook at the home). User error will result in a $100 service charge. No children are allowed in the elevator without an adult. Use at your own risk. Whole house ***Please note that for reservations made prior to April 6, 2026, linens are available for an additional fee. For reservations booked on or after April 6, 2026, linens are included at no extra cost. Thank you! PLEASE READ RULES / NOTES PRIOR TO BOOKING: Your cleaning fee does include whole house linen and towel rental fee. Linen and towel service includes top and fitted sheets per bed, pillow cases, and 1 set of towels will be provided per person (1 set includes: 1 body towel, 1 hand towel, and 1 washcloth), and a kitchen towel. **(Last minute bookings: We need at least 24-hour notice in order to provide linens). We highly recommend trip insurance and will not give any refunds for weather related trip interruptions or cancellations as well as any other situations that may cause you not be able to travel or use the property. Due to homeowner severe allergies, some homes may not allow service or support animals. You must disclose and get permission for any service and or support animals PRIOR to booking. While you paid a cleaning fee, if you leave the home excessively dirty and don’t follow check out procedures, an additional cleaning charge may apply that you will be responsible for paying. Included in your reservation is a security deposit insurance policy that can cover you for accidental damages to the home or contents, however all damages may not be covered and if denied, you will be liable / responsible for paying any damages in their entirety. You must be at least 26 years old to book and if your group is not related, the average age of all adults (not including children) must be 26 years old or older. We do not allow people to book for other people, the person who makes and pays for the reservation must also stay in the home. Sorry, NO house parties, prom events, weddings, rehearsal dinners, or any other events of any kind. NO Smoking inside or on/around the premise (you will be charged a $500 fee if this rule is broken). Please be aware that there are exterior security cameras located on the premises directed towards the parking area and/or entrances for added security and peace of mind. Please note if there is a fireplace, it is decorative only and not to be used. We provide a basic starter pack of essentials for your first day including a roll of toilet paper in each bathroom, hand soap, a roll of paper towels in the kitchen, and a trash can liner per bin. While we do provide some items to get you started, here is a list of a few other things we want to remind you to bring: Bath Soaps/Shampoo/Conditioner Toothpaste Condiments/Seasoning Toilet paper Paper Towels Suntan Lotion/Sunblock Clothes Hangers Garbage Bags Laundry Detergent Dish Washer Detergent Beach Towels

Private Balcony! Short Drive to Beach, Pool Access

Oak Island, NC, US
2 Bedrooms 6 Guests
Aug 23 - 25
$156 night

Tranquil Surroundings | Pool On-Site | 12 Min to Beaches & Historic Downtown Southport Salt air and Southern hospitality await at this bright Southport vacation rental! Nestled in the Marsh Winds community of Saint James, this family-friendly condo features a cozy interior, a private balcony, and community perks. Venture out to explore Oak Island beach, tee off at nearby public golf courses, or cast a line at the Oak Island Pier & Beach. Click to claim your slice of this hidden gem! -- THE PROPERTY -- Marshwinds Condo Community of St James Plantation COMMUNITY AMENITIES - Outdoor pool (not heated) - Pavilion - Playground INDOOR LIVING - Flat-screen TVs, free WiFi - Dining table, breakfast bars - Walk-in closet - Board games - KITCHEN - Stove/oven, refrigerator, mini fridge, dishwasher, microwave - Cooking basics, dishware/flatware - Drip coffee maker (supply your own coffee) - Blender, toaster, ice maker - 1 washer pod and 1 dishwasher pod to last 2 days, not entire stay -complementary toilet paper, paper towels and garbage bag - No Dish Washer Soap ACCESSIBILITY - Single-story condo, exterior staircase to enter - 3rd-floor unit PARKING - Community lot (2 vehicles) -- THE LOCATION -- - 4 miles to Oak Island: Lighthouse, piers, nature center, jungle golf, 10-mile beachfront - 7 miles to South Harbour Golf Links - 9 miles to Southport Waterfront Park & Riverwalk - 10 miles to Oak Island Pier & Beach -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Pool access requires a code that will be provided by the guest contact - Please be mindful of our neighbors and surroundings - Please observe quiet hours from 10:00 PM to 8:00 AM - Please strictly obey the community speed limits; the neighborhood safety patrol monitors the roads and issues tickets for violations - Additional fees and taxes may apply - Photo ID may be required upon check-in

Ocean Memories

Oak Island, NC, US
4 Bedrooms 8 Guests
Aug 23 - 26
$552 night

Key Amenities: Private Pool Fire Pit Fully Fenced-In Backyard Short Walk to the Beach Fenced-In Backyard 4 Bedrooms (Sleeps 8) Primary Bedroom with King Bed, TV, EnSuite (Shower), and Closet/Dresser 2 King Bedrooms, 1 Queen Bedroom, 1 Twin Bunkbed Bedroom All Bedrooms with TV and Extended Cable Hall Bath with Walk-In Shower Large Sunroom with Dining Table, TV, and Seating (non-air conditioned) Spacious Living Area with TV and 7-Seat Bar Fully Equipped Kitchen (Drip & K-Cup Coffee Maker, Blender, Crock Pot, Ice Cream Maker) Propane Grill Outdoor Shower Beach Toys, Umbrella, and Chairs Close to OKI Pier, 801 Ocean Event Center, Restaurants, and Shops Seasonal Outdoor Concerts, Food Trucks, Splash Pad, and Farmers Markets 30 Minutes to Southport Pool; Fire Pit; Updated Vintage Cottage; Short Walk to the Beach; Close to the OKI Pier & 801 Ocean Event Center; 1 Level; Fenced-In Backyard; Sleeps 8 in 4 Bedrooms: #1 Primary – King, TV, Closet/Dresser, Loveseat, EnSuite (Shower), Laundry Closet between the EnSuite & Bedroom; #2 – King, TV, Dresser; #3 – Queen, TV, Closet/Dresser; #4 – Twin Bunkbed, TV, Closet; All TVs have Extended Cable; Hall Bath with Shower; Large Sunroom - TV, Games/Puzzles; Dining Table; Spacious Living Area – TV, Seating, Open to the Sizable Bar - Seats 7; Kitchen - Many Small Appliances; Propane Grill; Outdoor Shower; Large Side Yard; Beach Toys, Umbrella/Chairs; Short Drive to Restaurants / Shopping / Grocery, Gym (Daily/Weekly drop-ins); Rent Bikes/Golf Cart; Seasonal: Outdoor Concert Venue/Food Trucks; Splash Pad; Farmer’s/Craft Markets; Short drive to Iconic Landmark OKI Lighthouse (Schedule Tour Ahead Online); 30 minutes to the Quaint Town of Southport. Escape to a charming updated vintage cottage, just a short walk from the beach and close to the OKI Pier and 801 Ocean Event Center. This one-level, family-friendly retreat sleeps 8 in 4 bedrooms, offering a relaxed atmosphere with modern amenities. With a fenced-in backyard featuring a pool, fire pit, and plenty of outdoor space, this home is perfect for making memories. Key Features: 4 Bedrooms: Primary Bedroom: King bed, TV, loveseat, large closet/dresser, en-suite bathroom with shower, laundry closet with stacked washer/dryer. Surfer Room: King bed, TV, dresser. Starfish Room: Queen bed, TV, closet/dresser. Shark Room: Twin bunk beds, TV, closet. Living Areas: Sunroom: A bright, all-season space with a bank of windows flanking each wall, offering soothing sunlight. Relax in two rocking chairs while basking in the sun or unwind in the comfortable sofa and recliners. A wooden dining table with tidepool blue resin accents is the centerpiece. Living Room: Spacious with another TV, comfortable seating, and a 7-seat bar perfect for socializing, games, and planning your adventures. Hall Bath: Walk-in shower for easy access. Kitchen: Fully equipped with a drip coffee maker, K-cup coffee maker, blender, toaster, crockpot, and ice cream maker. Outdoor propane grill for cooking seafood, whether caught or bought. Outdoor Space: Fenced-in backyard with a sparkling pool and seating areas around the fire pit. Outdoor shower for rinsing off after a day at the beach or before a swim in the pool. Beach toys, umbrella, and chairs provided for your beach day enjoyment. Additional Amenities: All TVs have extended cable for your viewing pleasure. Linens are included with your reservation, and beds will be made prior to your arrival. A welcome bag with starter supplies will be waiting for you, including 2 trash bags, paper towels, toilet paper, dishwasher powder, laundry powder, dish sponge, small shampoo and conditioner, a bar of soap, makeup remover, and 2 bottles of water. Nearby Attractions: Oak Island: Enjoy a family-oriented beach with a variety of activities including piers, museums, nature parks, and a skateboard park. Seasonal events include outdoor concerts, food trucks, a splash pad, and farmer’s and craft markets. The iconic OKI Lighthouse is a short drive away—schedule a tour ahead of time online. Southport: This quaint, walkable town offers dining, shopping, and entertainment just minutes away. Explore local parks, art galleries, museums, and charming shops. Stroll along the waterfront, watch cargo ships entering the Cape Fear River, and experience the breezes Southport is known for. Fishing tournaments, festivals, and parades are hosted throughout the year. Old Brunswick Town: A 20-minute drive will take you to this picturesque colonial-era town, known for its century-old live oaks draped in Spanish moss. A photographer’s dream, the town provides a glimpse into a bygone era. Make Ocean Memories: Just as the ocean holds a bounty of life beneath its surface, this cottage holds a treasure trove of memories waiting to be made. Whether you’re unwinding by the pool, gathering around the fire pit, or playing with beach toys, you’re sure to make lasting memories here. **This home has concrete floors throughout the home**

Naut A Bad Gig

Oak Island, NC, US
6 Bedrooms 16 Guests
Aug 24 - 27
$1,226 night

Key Amenities: Oceanview (180-degree unobstructed views) 6 Bedrooms, 5 Bathrooms Sleeps 16 Private Pool Elevator 2 Large Decks with Ample Outdoor Seating Fully Equipped Chef’s Kitchen with Granite Countertops & Stainless Steel Appliances Wet Bar with Wine Refrigerator Smart TVs in all Bedrooms & 70" TV in Family Room SONOS Wireless Speaker System Outdoor Dining Table (Seats 8) & Gas Grill Laundry Room with Washer & Dryer Beach Chairs Pack and Play & Portable Child’s Gate 100yds from the Beach (Beach Access via Street) Fully Stocked with Small Appliances (drip coffee maker & nespresso, Air Fryer, Rice Maker, etc.) Conveniently Located Near Grocery and Dining Options Naut A Bad Gig: 6 Bedroom/ 5 bathroom ocean view home with swimming pool. This gorgeous home with its 180 degrees of unobstructed ocean views has it all. With the pool, elevator, 2 large decks with ample outdoor seating and 12 beds with sleeping for 16, you will think you are in paradise. This home has an inverted floor plan with the Primary bedroom on the second floor with a private access to the deck. The Guest room #1 is also on the second floor and also has a private access to the second floor deck. There are 2 more bedrooms on the second floor, one with a queen size bed and the other with 4 bunk beds. The laundry room with washer and dryer are conveniently located on the second floor. On the third floor you are greeted by a large family room, kitchen and dining area as well as the spectacular views of the ocean through the sliding glass doors. The chef’s kitchen is well appointed with granite counter tops and stainless steel appliances - don’t forget the wet bar with wine refrigerator. The large dining table has seating for 12 with seating for another 6 at the kitchen bar. There is a 70" Smart TV in the family room and Smart flat screen TV’s in all of the other bedrooms. There is even a wood burning fireplace. Additional appliances include a kitchen aid mixer, coffee maker, electric kettle, Ninja 2 Bay Air Fryer, Nutrition-Bullet Blender, 3 Tier Steamer toaster, waffle maker, panini maker, croque pot, cuisinart, 15QT boiling pot w/Lid, 8 QT White Enamel Cast Iron Dutch Oven Pot, 8, 10 and 12” cooking pans with lids, 4 QT Cooking pot with Lid and rice maker. There is a SONOS wireless speaker system where you can easily connect to enjoy your favorite music inside or outside on the deck or by the pool. On the top deck there is a gas grill and a large outdoor dining table with seating for 8. There is even a new Pack and Play Childs multi-level playpen/crib (in downstairs hallway closet) and a new portable child’s gate for the stairs (also in downstairs hallway closet). Grab a drink and relax in the comfortable chairs while you admire the amazing views of the ocean. There is an abundance of outside sitting areas and time spent at the beach is time well spent. The beach is only 1 block away where you can spend the day using the provided beach chairs and then come home to relax in the pool after a fun day at the beach. This is definitely "Naut a Bad Gig"! (Wooden walkway behind home is currently unavailable. Beach is still accessible via the street, 500 steps from the driveway) The senior center that is across from Food Lion has "Blessings Box" where unused nonperishables can be found and donated. Please consider leaving any non-perish there at the end of your trip rather than waste! The box is located on the side of the senior center. Thank you!

Myles’s Sandbox

Oak Island, NC, US
4 Bedrooms 10 Guests
Aug 23 - 26
$335 night

Key Amenities: Near Beach Near Shops and Restaurants 4 Bedrooms, 3 Bathrooms Sleeps 10 Screened-in Porch Propane Gas Grill On site Parking for 4 vehicles Welcome to your perfect Oak Island getaway! Nestled in a serene, wooded section, this charming home offers the ideal blend of tranquility and convenience. Just a short walk from the beach, and close to local shops and restaurants, you’ll have everything you need within easy reach. The heart of this home is the comfortable family room, where two plush sofas invite you to relax while enjoying your favorite shows on the large 58in Roku TV. Step outside to the screened-in porch, a peaceful retreat where you can unwind and soak in the natural surroundings. The fenced-in backyard features a propane gas grill, perfect for barbecues and outdoor meals. The large kitchen with stone countertops and stainless steel appliances is fully equipped with everything you will need to cook your favorite meals For your beach outings, we provide beach chairs and an umbrella to make your day by the sea even more enjoyable. Whether you’re lounging on the porch, grilling in the backyard, or exploring the nearby beach and amenities, this home promises a delightful and memorable stay. **Linens are provided for free and your beds will be made for you.** Restaurants nearby: -Shagger Jacks -Swain’s Seafood -Nancy Jo’s Homemade Bakery -Bob’s Hot Dogs -Koko Cabana -Lazy Turtle Bar & Grill -BBQ House -Jones Seafood House -Oak Island Sandwich Shop Stores nearby: -Beach Pantry: on S. Middleton Ave -Publix -Food Lion -ABC Liquor Store -Haag & Sons Seafood Market Local Activities: -Sky Diving -Helicopter Tours -Single Prop Plane Tours -Deep Sea Fishing -Fishing Piers -Boat Rentals -Mini Golf -Oak Island Golf Course (Public 18 Hole Course w/ Driving Range and Restaurant) -Wild Life Observation Dock Rental Equipment: -Mr. Beach Rentals offers beach gear, bikes, paddle boards, surf boards and kayaks -Quicksand Beach Rentals offers beach chairs, cabanas and can set up beach bonfires Surrounding Destinations: -Southport, NC (15-20 minute drive) -Wilmington, NC (45-60 minute drive) -Myrtle Beach, SC (1.2-1.5 hour drive)

< 1 Mi to Beach: Oak Island Retreat w/ Swim Spa!

Oak Island, NC, US
3 Bedrooms 7 Guests
Aug 23 - 26
$199 night

Dog Friendly w/ Fee | Near Restaurants | Deck w/ Outdoor Dining | Golf Cart Provided Find your next Coastal Carolina escape at this Oak Island vacation rental! This inviting home is the perfect launchpad for your crew’s seaside adventures. Enjoy coffee on the spacious porch before heading out for beach days or paddling on the Intracoastal Waterway! Later, catch a shoreline sunset at the Point, or return home to relax in the swim spa. Life is better on island time — secure your stay today! -- THE PROPERTY -- INDOOR LIVING - Smart TVs - Sectional - Island dining area - Board games, books - Washer &amp; dryer OUTDOOR LIVING - Private swim spa (16’ x 8’, depth 4’) - Furnished deck w/ umbrellas, outdoor shower - Spacious porch w/ seating, rocking chairs - Outdoor dining areas - Charcoal grill (bring your own supplies) - Golf cart (waiver may be required) - 2 bicycles KITCHEN - Refrigerator, stove/oven, microwave, dishwasher - Keurig coffee maker (starter coffee pods provided) - Air fryer, toaster, blender - Dishware &amp; flatware, cooking basics ACCESSIBILITY - Single-story house, 1 step required to access PARKING - Driveway (4 vehicles) - Boat trailer parking allowed on-site -- THE LOCATION -- - Great location for boating &amp; kayaking, fishing - 0.8 miles to beach access - 0.8 miles to Middleton Park: splash pad, tennis/pickleball, basketball court, skate park - 3 miles to Oak Island Pier - 4 miles to Oak Island Golf Club - 7 miles to the Point -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees &amp; taxes, dogs only, 2 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story house requires using 1 step to access - A waiver may be required prior to using the golf cart - Your safety matters. This property features 1 exterior security camera mounted on a tree in the front yard, facing the main entrance. It does not look into any interior spaces. The camera records video when activated by motion

Vacation Rentals in Southport by Amenities & Features

More space, more privacy, more points with every home rental.

What makes Homes & Villas by Marriott Bonvoy a unique home rental experience? Unlike other home rental sites like AirBNB, when you book a vacation rental with Homes & Villas by Marriott Bonvoy you always have the whole place to yourself. Plus, as a member of Marriott Bonvoy, you can earn points towards free nights with every stay.

Vacation Rentals Near Southport

Saved Home Image
Sign in or join now to view and save the homes you love