Family friendly vacation rentals in Hilton Head Island, SC

Explore 900 family-friendly vacation rentals, homes, and villas in Hilton Head Island, SC for your next getaway. With space for everyone, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Homes with Pools and Best Affordable Homes. Throughout your stay, settle in, spend quality time together, and enjoy a space designed for making memories. With options starting as low as $58 per night and homes offering up to 10 bedrooms and 10 bathrooms, it's easy to book a comfortable, personalized stay for your family. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected even while on vacation. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next family escape and enjoy the moments that matter most.

900 Family-Friendly Homes in Hilton Head Island

Beach Themed Condo with Free WiFi, Central AC, Shared Pool, & Tennis Courts

Hilton Head, SC, US
2 Bedrooms 6 Guests
Aug 31 - Sep 2
$118 night

Hilton Head Resort 2120 NOTICE: The hot water tub is down until further notice. Thank you for understanding. Step inside this single-level condo and find yourself in a bright, inviting getaway peppered with delightful seaside decor. Meals will be a snap in the well-equipped, full kitchen with stainless steel appliances, while the fruits of your culinary labors can be enjoyed at the dining table with seating for four - ideal for family game nights thanks to a provided selection of fun board games. For evenings in, settle into the cozy living space and watch a little TV as night falls over the island. Guests will also enjoy access to a shared hot tub, swimming pool, and multiple tennis courts. What’s nearby: Take a scenic stroll down the boardwalk for private resort beach access, and be sure to stop at Coco’s on the Beach, a Tiki bar offering excellent food and drinks, just a half-mile away. Hilton Head is known for its many golf courses, so pack your golf clubs to get out and practice your swing! And if you need to stock up on anything, you’ll find both a Whole Foods Market and Kroger just down the road as well several other shops and restaurants at Shelter Cove Towne Centre, one mile from your door. This property’s license number is 26633. Things to know: Free WiFi Includes a queen-size sofabed in the living area Shared laundry facilities on-site Elevator in the building Snowbird-friendly STR permit no. 026633 License number: 026633,26633

Coastal Retreat with Patio, Shared Pools, Tennis & Playground - Walk to Beach

Hilton Head, SC, US
2 Bedrooms 6 Guests
Aug 30 - Sep 3
$83 night

Fiddlers Cove 17C Enjoy a relaxing getaway in this two-bedroom, two-bath Fiddlers Cove villa. This condo has access to the complex’s pools, and tennis courts so you can relax whichever way you want! Located in the Folly Field area of Hilton Head, this condo is within walking distance from the beach, a playground, and barbecue grills. You’ll also be close to historic destinations such as Daufuskie Island, a car-free island only accessible by boat, and Bluffton, which is known for its art galleries, restaurants, cultural events, and view of the sparkling May River. Don’t forget to take a trip out to the lighthouse! Back at the rental, gather with your friends and family in the living room, where you can watch a movie on the 37” flatscreen TV, share a conversation on the couch, or plan the next day’s adventures with the free WiFi. A fully equipped kitchen makes it easy to fix a delicious and satisfying meal for everyone, and a private patio provides a charming place to dine when the weather’s nice! This villa provides the perfect setting for a carefree vacation. Book your reservation today! This property’s license number is 26749. Please be aware that the Plantations and Condominium Complexes do not allow trailers, motor homes, motorcycles and/or recreational vehicles and rooftop cargo (i.e. Kayaks, Canoes etc.) other than car top Carriers. Electric bikes are not permitted in the Plantations. License number: 026749,26749

Terrific island escape with pool, furnished patio, fast WiFi & beach nearby

Hilton Head, SC, US
2 Bedrooms 4 Guests
Aug 30 - Sep 1
$177 night

Forest Gardens 75 The island lifestyle is calling your name, so get ready for dreamy days of playing rounds of 18 on pristine courses, hitting the beach, checking out the shops and restaurants in Coligny Plaza, and biking on the extensive trail system here on Hilton Head Island. The options for fun are endless throughout the island, yet you can also stay close to home base and enjoy the sunshine by the shared pool! When you return from full days of excitement, the interior will greet you with tropical themes, ample natural light, and comfortable furnishings. Before really settling in for the night, head out to the furnished patio and sip a favorite beverage under the dazzling colors of the sunset. When everyone is ready to curb appetites, hop into the full kitchen and use the major appliances and cookware provided before gathering at the dining table with the whole gang. Extra perks of this abode include a private washer and dryer, high-speed WiFi for remote work, and central AC! You have found your next home-away-from-home, so book that long-awaited escape to sand and salty waves today! This property’s license number is 29724. <b>THINGS TO KNOW</b> Please be aware that the Plantations and Condominium Complexes do not allow trailers, motor homes, motorcycles and/or recreational vehicles and rooftop cargo (i.e. Kayaks, Canoes etc.) other than car top Carriers. Electric bikes are not permitted in the Plantations. License number: 029724,29724

163 Mooring Buoy

Hilton Head Island, SC, US
4 Bedrooms 16 Guests
Aug 30 - Sep 2
$367 night

HOST & HOME presents…163 Mooring Buoy! Escape to this beautifully renovated 4-bedroom coastal retreat in the prestigious gated community of Palmetto Dunes. With a private pool, lagoon access, and space to comfortably sleep 16 guests, this pet-friendly haven is perfect for family vacations or group getaways. Located just 0.1 miles from the beach, it offers unbeatable convenience to Hilton Head’s best attractions. Enjoy 4 luxurious en-suites, updated furnishings, and more. Learn more below... ☆☆ HIGHLIGHTS ☆☆ ✹ Spacious home with 4 suites, sleeps up to 16 guests with 2 sleeper sofas for added flexibility ✹ Private pool and dock access on the Palmetto Dunes lagoon system ✹ Renovated in early 2025 with fresh furniture, new flooring, and full paint ✹ Pet-Friendly: Bring your furry dog! 1 dog 60lb or less, or 2 dogs where their combined weight does not exceed 100lbs is allowed. There is an additional non-refundable pet fee of $300 for up to 2 dogs. ✹ Exclusive location in Palmetto Dunes, close to beach (0.1 miles), golf, and tennis ☆☆ COASTAL LUXURY RETREAT ☆☆ Nestled within Hilton Head’s coveted Palmetto Dunes community, 163 Mooring Buoy blends elegant updates with the comfort of home. Fully renovated in early 2025, this luxurious retreat offers a private pool, lagoon access for kayaking or fishing, and ample space for up to 16 guests. Every bedroom features an en-suite for ultimate convenience, and the open floorplan invites seamless entertaining and relaxation. ☆☆ OUTDOOR PRIVATE OASIS ☆☆ Step outside to a serene backyard oasis nestled among Lowcountry greenery, perfect for relaxation and recreation. Lounge by the pool, dine al fresco, or launch a kayak directly from the private dock into the Palmetto Dunes lagoon system. ✓ Free Form Pool: 18’ x 25’ with 4’ depth ✓ Lagoon-side dock perfect for kayaking or fishing ✓ Lounge chairs and dining area for 6 for outdoor gatherings ✓ Propane grill for BBQ cook offs ☆☆ LIVING AREA ☆☆ The expansive open-concept living area offers a chic yet cozy space to unwind after a day spent exploring. Large picture windows fill the home with natural light and offer stunning lagoon views, while the comfortable seating and thoughtful décor create a welcoming ambiance. ✓ Sleek, updated design with fresh furniture throughout ✓ Two living rooms, each featuring a sleeper sofa for extra guests ✓ Smart TVs in multiple living spaces for entertainment ✓ Lagoon views from expansive windows ☆☆ KITCHEN AND DINING ☆☆ Cook up your favorite dishes in the fully renovated kitchen, equipped with high-end appliances and ample prep space. Dine together around the large family dining table or grab a quick breakfast at the spacious kitchen island. ✓ Modern appliances and fully stocked kitchen ✓ Expansive dining area with seating for 8 ✓ A large island with additional seating ☆☆ BEDROOMS & BATHROOMS ☆☆ Every bedroom promises unmatched comfort with plush bedding and updated en-suites. Main Level: ✓ Bedroom 1 (Primary): King suite with walk-in rain shower, soaking tub, double vanity, Smart TV ✓ Bedroom 2: King suite with tub/shower combo, Smart TV ✓ Bedroom 3: Two Queen beds with en-suite and walk-in shower, Smart TV ✓ Bedroom 4: Four Twin beds with en-suite and walk-in shower, Smart TV Additional Sleeping Areas: ✓ Living Room Queen-size Sleeper Sofa ✓ Family Room Queen-size Sleeper Sofa Additional Features: ✓ Half Bathroom for guests’ convenience ☆☆ COMMUNITY AMENITIES ☆☆ Located in Palmetto Dunes, 163 Mooring Buoy offers guests access to one of Hilton Head’s most exclusive communities. ✓ Miles of shaded bike trails and walking paths ✓ Nearby access to pristine Hilton Head beaches ✓ World-class golf courses and tennis courts ☆☆ NEARBY ATTRACTIONS ☆☆ Explore Hilton Head’s top attractions, all just a short drive or bike ride away. DINING & SHOPPING: ✔ Shelter Cove Towne Centre (1.8 miles) ✔ Coligny Plaza Shopping Center (6.1 miles) ✔ Harbour Town (8.5 miles) FAMILY-FRIENDLY ACTIVITIES: ✔ Pirate’s Island Adventure Golf (2.9 miles) ✔ The Sandbox Children’s Museum (6.0 miles) ✔ Coastal Discovery Museum (8.8 miles) ☆☆ OTHER THINGS TO KNOW ☆☆ ✓ Beach towels, beach cart, and 4 chairs are provided. ✓ Parking available for 5 vehicles in the driveway and garage. ✓ Street parking and parking on unimproved surfaces (like grass or pine straw) are prohibited by the town. ✓ Located in the gated community of Palmetto Dunes; a car pass is required for each vehicle. ✓ One paid car pass is included with your reservation. ✓ Please contact your Host to purchase additional passes before arrival for $35 per week. ✓ The pool does not have safety equipment. All activities are at your own risk. ✓ The pool is not heated. ✓ PET POLICY: 1 dog 60lb or less, or 2 dogs where their combined weight does not exceed 100lbs is allowed. There is an additional non-refundable pet fee of $300 for up to 2 dogs. ✓ The fireplace is not available for guest use. ✓ Minimum age requirement for renting this property is 25. ✓ Quiet hours are enforced by the Town of Hilton Head Island from 10:00 PM to 7:00 AM. ☆☆ YOUR STAY - OUR PRIORITY ☆☆ At HOST & HOME we know that you deserve a vacation and we have a perfect place for it. Our carefully curated vacation homes are immaculate, safe, and meticulously maintained, ensuring comfort and quality throughout your stay. Enjoy peace of mind with our 24/7 support, available for assistance and maintenance anytime you need. ☆☆ RESERVE YOUR SLICE OF PARADISE ☆☆ Book directly with us to enjoy the best value without additional service fees. Elevate your vacation experience with curated activities, including free and discounted options, to make your stay even more memorable ★☆ Book Today & Let Us Take Care Of You In Hilton Head Island! ☆★ Eager to Read More? Here Are A Few Kind Words From Our Previous Guests: - “Our family had a great stay at one of the Host & Home homes. We loved the welcome basket upon our arrival. The kitchen is stocked with everything needed. We highly recommend it and hope to come back for another visit soon!” – Tanner (Other location) - “We had amazing communication from Host & Home. They were great to deal with & answered our questions very promptly. Everything was organized & very well organized. I would highly recommend them.” –Karen (Other location) - “Really enjoyed our stay!! Condo is clean and well decorated. Love the beach towels available. Love how helpful and friendly Host and Home was from booking to the end. Would book here and with Host and Home again for sure!” –Stephanie (Other location)

17 Egret

Hilton Head Island, SC, US
6 Bedrooms 14 Guests
Aug 30 - Sep 2
$766 night

Proudly hosted by Island Rentals of Hilton Head, this fabulous North Forest Beach home offers an unbeatable location just 180 steps from the beach—with no busy streets to cross. Considered one of the best values in North Forest Beach, this fully furnished six-bedroom retreat is perfect for gathering friends and family for a classic Hilton Head getaway. Originally built in 2002 and thoughtfully updated, the home features modern comforts including flat-screen TVs, a gaming system, high-speed secure internet, free long-distance calls within the U.S., and the use of four beach cruiser bikes. Designed for relaxation and easy island living, this home invites you to soak up the sunshine by the private pool or take a quick stroll to the beach for a day of sand and surf. Spend your days golfing, playing tennis, biking along the beach, or unwinding poolside. When you’re ready to explore, the shops and restaurants of Coligny Plaza are just a five-minute walk away, putting some of Hilton Head’s best dining and entertainment right at your fingertips. Inside, a large, fully stocked open kitchen flows seamlessly into the dining area and family room, creating an ideal space for gathering and entertaining. A separate dining room and living room provide even more room to spread out and relax. Step outside to enjoy the massive wrap-around porch on both levels or lounge by the pool, surrounded by a private garden setting that enhances the home’s peaceful coastal feel. The home features six well-appointed bedrooms, offering comfortable accommodations for larger groups. There are two King master suites, one located downstairs and one upstairs, each with walk-in closets, HDTVs with DVD players, spacious en-suite bathrooms with double sinks, showers, and Jacuzzi tubs, and direct access to wrap-around decks. Upstairs, you’ll also find two Queen bedrooms, one bedroom with two Twin beds, and a bunk room with a Twin-over-Queen bunk plus an additional Twin bed. Several bedrooms share Jack-and-Jill or nearby full bathrooms, and many offer direct access to the expansive second-floor deck—perfect for enjoying the coastal breeze at any time of day. • 6 Bedrooms (2 King, 2 Queen, 2 Twins, Bunk Room) • 4 Adult Bikes Provided. • Maximum of 4 vehicles permitted. • Pool Heat may be added for a $50 setup fee and $100 per day. The hot tub for this home cannot be used. * All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

Hilton Head Island Gem, Walk to Folly Field Beach!

Hilton Head Island, SC, US
2 Bedrooms 5 Guests
Aug 30 - Sep 1
$103 night

Maximize your island comfort with this loveable condo. Offering access to a community pool, hot tub, pickleball court, and fitness center, this 2-bedroom, 2-bath vacation rental appeals to convenience lovers who appreciate on-site fun. Your entire family can find their selection of activities at the nearby world-class golf courses, shopping centers, beaches, and historical attractions. Kick back on the balcony after your adventures or enjoy the Smart TVs for sports and movies. -- THE PROPERTY -- Central A/C & Heat | Washer & Dryer | Golf Course View | 4 Mi to Hilton Head Outfitters & Bike Rentals Bedroom Suite: King Bed | Bedroom 2: Full Bunk Bed w/ Twin Trundle COMMUNITY AMENITIES: Hot tub, 2 pools (depth 3'-6'), tennis & pickleball courts, fitness center, game room, gated community, playground, racquetball OUTDOOR LIVING: Balcony, beach chairs (4), pool toys, pool towels (6) INDOOR LIVING: 2 Smart TVs w/ Roku, board games, trash bags, paper towels KITCHEN: Fridge, stove & oven, dishwasher, microwave, toaster, Keurig coffee maker, cooking basics, dishware & flatware GENERAL: Free WiFi, iron & board, hair dryer, towels & linens, hangers, portable fans FAQ: Quiet hours (10:00 PM-7:00 PM) ACCESSIBILITY: Single story, 3rd-floor unit, stairs to access PARKING: Community lot (2 vehicles) -- THE LOCATION -- BEACHES: Folly Field Beach Park (0.3 miles), Burke Beach (1 mile), Driessen Beach Park (1 mile), Fish Haul Beach Park (4 miles), Coligny Beach Park (7 miles) ISLAND ATTRACTIONS: Shelter Cove Community Park (3 miles), Hilton Head Outfitters & Bike Rentals (4 miles), Coastal Discovery Museum (4 miles), Stoney Baynard Ruins (9 miles), Harbour Town Lighthouse (9 miles) GOLF: Robert Trent Jones Oceanfront Golf Course (4 miles), Golden Bear Golf Club at Indigo Run (4 miles), Harbour Town Golf Links (9 miles) SHOPPING: Shelter Cove Towne Centre (2 miles), Main Street Village (3 miles), Village at Wexford (5 miles), Coligny Plaza Shopping Center (7 miles) AIRPORTS: Hilton Head Island Airport (3 miles), Savannah/Hilton Head International Airport (38 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: Quiet hours are enforced from 10:00 PM-7:00 PM - NOTE: This single-story, 3rd-floor property requires stairs to access - NOTE: A parking permit will not be issued for boats, campers, motorcycles, mopeds, motorized cycles of any type, trailers, marked taxicabs, or recreational vehicles. Recreational vehicles are any mobile homes, trailers, motor homes, campers, motorized campers, or other related forms of non-passenger car transportation devices. Guests checking in with a vehicle mentioned above will be given 24 hours to find a storage facility for the unpermitted vehicle. A temporary parking pass, showing the expiration date and time, will be issued for the unpermitted vehicle as well

Beachfront condo w pool, tennis and pickleball, gym & balcony

Hilton Head, SC, US
2 Bedrooms 6 Guests
Aug 30 - Sep 1
$151 night

HH Beach & Tennis 322AR **Need to Know Notes** Admiral’s Row Sprinkler Project Anticipated Start date: 1/15/2026 Potential Construction Traffic and Noise There will be additional dumpsters and debris on property at this time. Timeline: Up to 18 months This project will begin at Admiral’s Row Building B, which could impact guests staying in Admiral’s Row Building A and Ocean View Building A. Experience the ultimate beachfront getaway at this 3rd floor, light, and bright condo located within the prestigious Hilton Head Beach & Tennis Resort. Just steps away from direct boardwalk access to the beach, this condo offers stunning ocean views and a prime location for enjoying the sun, sand, and surf. Guests of this condo have access to a wide array of resort amenities, including two pools, tennis courts, a fitness center, tennis and pickleball courts, bike rentals, a seasonal ice cream stand, two on-site restaurants plus a pizza place, two bars (one is an outside tropical hut at the pool), and entertainment at the beach bar during the summertime on weekends. Enjoy a casual menu and live music at Jamaica Joe’z Beach Bar, grab a bite at CocoNutz Sports Bar & Restaurant, or indulge in pizza and wings at Gator’s Pizza & Wings. This amenity-rich condo is just a 50-yard walk to the sandy shores of Folly Field Beach Park in Hilton Head, SC. With pools, a gym, tennis and pickleball courts, and a playground at your fingertips, you’ll have everything you need for a fun and active vacation right at your doorstep. Relax in the comfort of this beachfront condo with ocean views, a fully equipped kitchen, cozy living spaces, and comfortable bedrooms. Whether you’re lounging on the balcony enjoying the sea breeze, taking a dip in the pool, or exploring the nearby attractions, this condo provides the perfect home base for your Hilton Head Island getaway. Don’t miss out on the opportunity to stay at this fantastic condo in Hilton Head Beach & Tennis Resort. Book your beachfront retreat today and start counting down the days until you can sink your toes in the sand and soak up the sun in beautiful Hilton Head, SC! This property’s license number is 36079. Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. Parking: One complimentary parking pass is included. Additional passes may be purchased for $35 per vehicle. STR permit no. 066968 License number: 36079,066968

Newly Renovated Coastal Condo with Ocean-View Balcony, Shared Pool & Easy Beach Access

Hilton Head, SC, US
2 Bedrooms 7 Guests
Aug 30 - Sep 2
$128 night

Sea Side Villas II 285 Experience the perfect Hilton Head beach escape at this beautifully newly renovated and well-maintained oceanfront condo. Thoughtfully updated with modern finishes, the unit features a fully renovated kitchen and bathrooms, updated walls and ceilings, new fixtures, and fresh paint throughout. The building also features an elevator for easy access to the unit. One of the best features? You’re just about a 2-minute walk from your door to the sand, making beach days effortless. Beach chairs are provided, so you can easily settle in and enjoy the sun, surf, and ocean breeze. Ideally located near Coligny Plaza and Celebration Park, you’ll have quick access to a wide variety of shops, restaurants, and local attractions while still enjoying a peaceful oceanfront setting. The condo comfortably accommodates guests with two queen beds, a bunk bed, and a sofa bed—ideal for families or small groups. After a day at the beach, relax by the shared pool or take in stunning ocean views from your private balcony. Inside, you’ll find all the comforts of home, including central AC and high-speed internet. Whether you’re here to unwind, explore, or enjoy everything Hilton Head has to offer, this well-appointed condo provides the perfect home base for your getaway. This property’s license number is 75918. <b>Things to Know</b> Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by The Good Neighbor Policy and shall not to engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. This includes the balcony. License number: 075918,26611

2414 Lighthouse Tennis Club: Sea Pines

Hilton Head Island, SC, US
2 Bedrooms 4 Guests
Aug 29 - Sep 1
$286 night

Welcome to the BESTNEST at 2414 Lighthouse Tennis Club in Sea Pines (street address is 79 Lighthouse Road). Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online! Our philosophy is that your vacation experience should be completely comfortable and consistently amazing. Cleanliness is one of our hallmarks and we take clean seriously. 2414 Lighthouse Tennis Club is filled with every amenity that we appreciate when we vacation. The decor is super stylish with a beach chic theme of cool neutrals and soft, inviting surfaces. The kitchen is outfitted and equipped with everything you need to cook- or not! Each bedroom (1 King/2 Twins) is completely comfortable with the best bed linens we could find, plus big, wall mounted television with digital cable, plus full size stack washer/dryer for your convenience. Attention to detail is apparent in every corner of this sublime space, which is ideal for hosting 1-4 guests. The villa is a 2 1/2 story walk-up penthouse. No elevator, but once inside you will enjoy the vaulted ceiling and nearly panoramic view. POOL: view of complex pool from your balcony. This non-heated pool is open April - September. HOW FAR TO BEACH: 8-10 minutes by bike or 2 minutes by car to the Sea Pines Beach Club. BEACH CLUB ACCESS/PARKING Onsite parking AT the Beach Club is permitted for all overnight guests, Labor Day-mid March. From Mid March through end of summer, special Beach Trolleys transport guests from various parking spots within Sea Pines to the Beach Club. Full details will be provided at time of your reservation, or simply inquire for more information. DAY AFTER LABOR DAY THROUGH MARCH, EVERYONE MAY PARK AT THE BEACH CLUB. PETS: We welcome your well-behaved dog (small to medium sized) for $350 per dog, maximum 2 small. Regrettably, Labradors and other oily coated breeds are not allowed. Dogs are never allowed on furniture or beds (or their humans have to pay a fine) and must be crated when left alone. No pets in your party? No problem as there is NO pet evidence in this villa. WHAT’S INCLUDED: Your property will come stocked with all of the household amenities you will need for the duration of your stay, including trash bags, dish soaps, perfume 350 laundry products, paper towels, bath tissues, hand and bar soaps, and more. We also stock beach toys, beach chairs and umbrellas-- really, all you have to do is come and enjoy. ABOUT US: We are proud to have developed a niche concept in vacation rentals on Hilton Head Island: Each and every BESTNEST is outfitted and equipped to exactly the same high standard, no matter the address. Nothing quite compares to a BESTNEST. STR Permit Number: 056390

Stay at 95 Forest Gardens

Hilton Head Island, SC, US
2 Bedrooms 5 Guests
Aug 29 - Sep 1
$202 night

Perfectly positioned in the heart of Forest Beach, 95 Forest Gardens offers newly renovated interiors, walkable access to Coligny Beach, and relaxed coastal style throughout. This 2-bedroom, 2-bath villa combines modern finishes with an unbeatable location for the ideal Hilton Head getaway. WHY YOU’LL LOVE THIS VILLA: - Newly renovated interior - Quartz countertops + custom cabinetry - Stainless steel appliances - Luxury vinyl plank flooring throughout - Private balcony - Smart TVs in living room + both bedrooms - Walk to Coligny Beach + Plaza - Community pool (April–October) - Sleeps up to 5 guests LIVING & OUTDOOR SPACE: The open-concept living area features calming coastal tones, comfortable seating, and a Smart TV for relaxed evenings after the beach. Sliding doors lead to a private balcony — perfect for morning coffee or unwinding with an evening drink. KITCHEN & DINING: The fully updated kitchen showcases quartz countertops, custom cabinets, stainless steel appliances, and quality cookware, making it easy to prepare anything from quick breakfasts to full dinners at home. SLEEPING ARRANGEMENTS (5 Guests Max): Primary Suite – King bed with en-suite bathroom featuring walk-in shower and Smart TV Guest Bedroom – Two twin beds with Smart TV and hallway bathroom (shower/tub combo) Living Room – Queen sleeper sofa COMMUNITY FEATURES: - Shared pool open April through October - Landscaped grounds in a quiet Forest Beach setting LOCATION: You’re within walking or biking distance to: - Coligny Beach Park - Coligny Plaza shops and restaurants - Lowcountry Celebration Park - Hilton Head Island’s extensive bike trail system THE MYSTAY DIFFERENCE: MyStay redefines the vacation rental experience through effortless stays and genuinely personal hospitality. We believe service should feel welcoming, not corporate — rooted in trust, care, and real connection. Our hands-on local team combines thoughtful touches, professional standards, and responsive support to ensure every stay feels seamless from arrival to departure. With MyStay, you’re not just booking a property — you’re experiencing hospitality done the right way. IMPORTANT NOTES: - 5 Guests Maximum - Monthly rates available December–March - Pack ‘n Play and high chair available upon request (must request prior to arrival) - Primary renter must be 25+ Town of Hilton Head Island STR Permit #075562

7BR Ocean Views Oasis w/ Pool, Decks & Direct Singleton Access

Hilton Head Island, SC, US
7 Bedrooms 18 Guests
Aug 29 - Sep 1
$1,190 night

Spacious Family Home on Singleton Beach New Home Construction Next Door 7 Bedrooms | 7.5 Bathrooms | Sleeps 18 | Ocean Views Welcome to your dream vacation home at Singleton Beach! This 7-bedroom, 7 ½-bathroom home is located in Hilton Head Island’s newest and most exclusive community. As soon as you enter the home, you’ll be greeted with sweeping views of the Lowcountry’s salt marsh, tidal creeks, beach, and the Atlantic Ocean. This beach oasis accommodates up to 18 people comfortably, making it the perfect spot for large groups or families. The home features 2 spacious master suites, each with private balconies. The first master suite on the third floor has a king bed, a flat screen 39" TV, and a sleeper sofa that doubles as a comfortable sitting area during the day. The attached private master bath provides a walk-in shower and a separate Jacuzzi tub. Down the hall is the first entertainment area with a sleeper sofa and a slider to a balcony that is shared with a twin bedroom with a private bath and a glassed-in shower. A queen guest room with a private full bath and a laundry closet are also located on this third floor. On the fourth floor is the second master king suite, matching the third floor master suite floor plan exactly. The balcony is shared with a queen bedroom and private bath with a glassed-in shower. The third bedroom on this floor offers twin beds, another small private balcony, and a private full bath. The entertainment areas on the third and fourth floors are complete with 32" flat screen TVs and DVD players and feature wet bars each with a sink and refrigerator. On the second floor of the home, you’ll find the large and open main floor, which includes the tiled dining, kitchen, breakfast, and living areas. The living area features a wall of glass sliding doors that actually bring the mesmerizing views of the ocean, marsh, and palm trees inside. Also through the doors is the pillared and fenced-in deck with a pool, Jacuzzi, table seating 6, chaise lounge chairs, and a gas grill cooking area. Inside the living area, with a décor of greens, tans, and browns, are built-in bookshelves, a decorative fireplace, a large flat screen TV, stereo, and a sofa and chairs. An added bonus is the breakfast bar with 3 stools and an open window to the spacious, beautiful kitchen. The gourmet kitchen offers granite countertops, a large center cooking island, Jenn-Air Stainless Steel appliances including 2 ovens, and a breakfast table for 4. There are also sliders to the deck and grill area. The large dining area has a table seating of 10 and a hutch. This home is perfect for a large family or group of friends. With its prime location, countless amenities are right at your fingertips, including beach access, tennis, golf, shopping, bike paths, and much more. The private beach at Singleton is all about fun. The communities are perfect mid-island location, right in the middle of everything including shopping, dining, as well as many activities and adventures. The Singleton Area includes properties on Singleton Beach Road, Singleton Beach Place, Collier Beach Road, Collier Court, Singleton Shores, Singleton Manor, the Village at Singleton Beach, Corine, and Henry Lane. Singleton Beach Road is adjacent to Chaplain Park offering basketball, baseball, soccer, tennis, and a dog park. The ocean and marsh views at Singleton Beach are second to none! Included with Your Stay: • Pool & Spa (Heat Optional for an Additional Fee) • Elevator (Waiver & Service Fee Required) • No Pets Allowed • Starter amenities and keyless entry Sleeping Arrangements: • Bedroom 1: 1x King Bed & 1x Sleeper Sofa - 39" TV • Bedroom 2: 2x Twin Beds • Bedroom 3: 1x Queen Bed • Bedroom 4: 1x King Bed - 42" TV • Bedroom 5: 1x Queen Bed • Bedroom 6: King • Bedroom 7: 1x Queen Bed Why Book with Hilton Head Properties R&R? We go beyond the booking to make sure your stay is smooth and stress-free. Guests enjoy the support of a local team, experienced vacation planners, and full-time maintenance—so you can focus on enjoying Sea Pines and your time on Hilton Head Island. Permit # 028309

Access to Folly Field Beach & Pools: Coastal Condo

Hilton Head Island, SC, US
2 Bedrooms 5 Guests
Aug 23 - 25
$83 night

Gated Community | Walk to Adventure Cove Mini Golf & Arcade | Family Friendly | Ground Floor Tucked away in Fiddler’s Cove Beach & Racquet Club, this sleek 2-bedroom, 2-bath condo blends island style with modern comfort. Step outside to enjoy 2 sparkling pools, a hot tub, and 10 Har-Tru tennis courts — or stroll to the sandy shores where the Atlantic breeze drifts by. Slow down, soak up the Lowcountry lifestyle, and book your stay at this Hilton Head Island vacation rental! -- THE PROPERTY -- 076880 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 bunk bed (twin/full) COMMUNITY AMENITIES - 2 outdoor pools & hot tub - Picnic area w/ grill - Clubhouse w/ business center, gym & indoor racquetball court - Tennis courts - Beach access - Gated community MAIN FEATURES - Small deck w/ bistro table - 2 Smart TVs w/ cable - Desk & dining table KITCHEN  - Stove/oven, refrigerator, dishwasher - Microwave, toaster, blender - Keurig coffee maker (starter coffee provided) - Cooking basics - Dishware/flatware - Trash bags & paper towels GENERAL  - Free WiFi - Washer & dryer - Central A/C & heating, ceiling fans - Linens/towels - Complimentary toiletries - Hair dryer FAQ - Quiet hours (10:00 PM-7:00 AM) ACCESSIBILITY - Single-level condo, step-free entry - 1st-floor unit PARKING - Parking lot (2 vehicles; passes provided) - No street parking - Commercial vehicles prohibited -- THE LOCATION -- - Gated community w/ resort-style perks - 0.7 miles to Islanders Beach Park & 1 mile to Driessen Beach Park - 4 miles to Coastal Discovery Museum - 9 miles to Harbour Town - 38 miles to Savannah/Hilton Head Int'l Airport -- 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 - Please observe quiet hours from 10:00 PM to 7:00 AM - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-level condo is located on the 1st floor and offers step-free entry - Per the HOA, commercial vehicles of any sort are prohibited Licence number: 076880;36889;36889;076880;076880;36889

Elegant Condo with Pool & Hot Tub, Lagoon View & Private Patio

Hilton Head, SC, US
1 Bedrooms 4 Guests
Aug 31 - Sep 2
$117 night

Island Club 127 With an open kitchen, a patio with a lagoon view, and access to a children’s pool, this Island Club condo has a variety of amenities for you and your family to enjoy. After a long day, you can relax in the property’s hot tub or spend some time at one of the on-site fishing lagoons. This villa features beautifully landscaped grounds that lead guests directly to the beach. On the property, you’ll also find nine tennis courts, a fitness center, a tanning shelf, and a number of shared pools. Kids will love the zero-entry children’s pool, which has a mushroom fountain for them to enjoy. This vacation rental has one primary bedroom with a king-size bed and a sleeper sofa. A 50’ flatscreen television is available in the living area for you to watch your favorite movies or tune into local channels, and free WiFi is provided so you can easily plan the next day’s adventures. After a peaceful night of sleep, you’ll be able to recharge in the walk-in shower before cooking a meal in the kitchen or on one of the gas or charcoal grills in the complex. With so much to do and see, this rental is a great choice for your next vacation. Book your reservation today! <b>ISLAND CLUB AMENITIES</b> Seasonal, shared pools in the center of the complex (early spring through November) Seasonal, shared hot tub (early spring through November - Only those 18 years of age or older will be permitted in the Hot Tub, Tanning Shelf, and upper Deck. Signs are posted reminding owners and guests of this new rule.) Island Club Tennis Center with tennis and pickleball courts Exercise room Multiple picnic areas with shared charcoal and gas grills Five private beach access points with rinse-off showers Business centers in the Rotunda Lawn games provided On-site bicycle rentals available Playground for younger visitors 13-acre catch and release, stocked lagoon This property’s license number is 54098. <b>THINGS TO KNOW</b> A sofa bed is included. There are no elevators in the buildings. The lap pool, kiddie pool, and tanning shelf will close on the evening of October 29, 2023, and re-plaster work begins on October 30. The hot tub will close on the evening of November 24. (Due to the re-plaster work, there may be times when the hot tub is not available.) All pools are scheduled to re-open on March 2, 2024 (date subject to change due to construction). The heaters for both the lap and kiddie pools will stay on during the spring until the weather changes. The heaters will be turned back on in the fall, depending on the weather. License number: 27950,054098

Captains Walk 440

Hilton Head Island, SC, US
3 Bedrooms 7 Guests
Aug 29 - Sep 1
$558 night

Located in the highly desired Captains Walk community, 440 Captains Walk offers guests 3 bedrooms, 3 bathrooms and beautiful island views! The living area features comfortable leather furniture, a dedicated workspace, flat screen TV and access to the private balcony with seating for 4. The balcony offers a peak ocean view and sweeping views of the Captains Walk grounds. Back inside, the dining area seats 6 comfortably with additional seating at the kitchen bar. The well-stocked kitchen features plenty of cabinet and counter space, as well as stainless appliances. The main bedroom features a king bed, flat screen TV, island views and a private bathroom. Just down the hall, you’ll find a guest room with 3 twin beds, a flat screen TV and access to a hall bathroom with a tub/shower combination. The 3rd guest bedroom has a king bed, flat screen TV and a private bathroom with a tub/shower combination. Captains Walk, Hilton Head is an oceanfront complex with a renovated on-site pool featuring separate kiddie pool, cabana with restrooms, a large sun deck, a charcoal grilling area and multiple boardwalks to the beach. The pool is heated March/April and October/November. All beach distances are measured from the center of the complex. Please Note: Charging electric bikes, scooters, or any battery-powered devices is strictly prohibited anywhere on Captain’s Walk or Captain’s Cove property, including inside units, common areas, and storage spaces. This rule is enforced for fire prevention and the safety of all residents and guests. Palmetto Dunes is an oceanfront resort on Hilton Head Island that stretches from the 3 miles of white sandy beach, through 11 miles of lagoons, 3 golf courses, and 25 tennis courts, to the bikeway under the William Hilton Parkway that provides access to the Shelter Cove Marina and Towne Centre. Located mid-island on 2,000 acres of lush island landscapes, Palmetto Dunes boasts one of the East Coast’s premiere beaches, championship golf and tennis, and miles of bike and walking trails in a tranquil setting. Discover a plethora of world-class shops and restaurants at Shelter Cove, colorful yachts anchored in the marina and a beachfront bar and restaurant at Dunes House, all easily accessed by the free Dunes Buggy shuttle service in the summer season. Palmetto Dunes is a secured community, please specify the number of security gate passes that are needed at the time of booking your reservation. Passes are charged per car per week. Bedroom 1: King Bedroom 2: Twin, Twin, Twin Bedroom 3: King Bathroom 1: Private Bathroom Bathroom 2: Shared Bathroom Bathroom 3: Private Bathroom Short Term Rental Permit # 025962

550 Queen’s Grant

Hilton Head Island, SC, US
3 Bedrooms 7 Guests
Aug 23 - 26
$183 night

Proudly hosted by Island Rentals of Hilton Head, this beautifully remodeled two-story villa at 550 Queen’s Grant offers a spacious and inviting retreat in the heart of the Palmetto Dunes Resort. With three bedrooms, two and a half bathrooms, and space to sleep up to ten guests, this villa is perfect for families, golf groups, or friends looking to experience the best of Hilton Head Island. The open and tastefully decorated living room provides a comfortable gathering space after a day at the beach, complete with a flat-screen TV and a cozy atmosphere. The living area also includes a sleeper sofa for additional sleeping space. Just off the living room, the fully equipped kitchen features a double sink, cooktop, oven, large refrigerator with ice and water dispenser, and plenty of utensils for preparing meals during your stay. A drip coffee maker is ready for your morning routine, and a convenient stackable washer and dryer is located just beside the kitchen area. The first floor includes a spacious primary bedroom with a comfortable king bed and its own full bathroom. The room also features his-and-hers closets, offering plenty of storage for longer stays. Upstairs, you’ll find two additional bedrooms connected by a Jack-and-Jill bathroom. One bedroom includes another king bed, while the second upstairs room is a versatile family space with two queen beds and two twin bunk beds—perfect for larger families or groups traveling together. Your stay includes four complimentary adult bicycles and four backpack-style beach chairs, making it easy to explore the island or relax by the ocean. Guests also have access to the Queen’s Grant community pools, open April 1 through October 31. One car pass is included with your stay, with the option to purchase one additional pass through Island Rentals. Located within the renowned Palmetto Dunes resort community, guests enjoy access to three miles of pristine white sand beaches, world-class golf courses, a nationally recognized tennis center, and an 11-mile lagoon system perfect for kayaking or fishing. The villa is within easy walking distance of the Dunes House, the General Store, the tennis center, and the golf clubhouse. Nearby Shelter Cove Marina offers waterfront dining, shopping, entertainment, and family activities throughout the year. During peak season, the complimentary Palmetto Dunes Buggy provides convenient transportation throughout the resort, including trips to Shelter Cove. Whether you’re here for the beach, golf, biking, or simply relaxing in the Lowcountry sunshine, 550 Queen’s Grant is the perfect home base for your Hilton Head Island getaway. • 3 Bedrooms • 2.5 Bathrooms • 2 King beds, 2 Queen bed, 2 Twin bunk beds. • Sleeps 10 guests • Community Pool • 4 Free Adult Bicycles included with your stay (E-bikes NOT permitted) • 4 Backpack style beach chairs • 1 Car Pass is included with your stay. Additional passes may be purchased through Island Rentals. There is a 2 car pass limit for this unit. • Pools Open April 1st - October 31st. Not Heated. * All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

Luxury Beach Home, Pool & Game Room on Hilton Head

Hilton Head Island, SC, US
6 Bedrooms 15 Guests
Aug 29 - Sep 3
$809 night

Escape to an island paradise with this stunning two-level Hilton Head vacation home. Featuring spacious living areas, a gourmet kitchen, and 6 bedrooms accommodating up to 15 guests, it’s perfect for relaxing by the private pool or strolling to the nearby beach. Experience a vacation reimagined with all the comforts of home. Additional fees may apply for pool/spa heating. Welcome to your own personal island paradise! This stunning property is located just one street back from the ocean in the peaceful Sea Pines neighborhood. You’ll love the spacious two-level house, with its huge living and family room, open kitchen, and high ceilings. It’s perfect for relaxing during the day or cooking gourmet meals for the whole family at night. The upper level of the house boasts two king-sized bedrooms, each equipped with its own luxurious en-suite bathroom. Additionally, there is a queen-sized bedroom that can accommodate two people and a playful kids’ bunk room that comes with a trundle bed, allowing three little ones to sleep comfortably. Moving to the lower level, you’ll find two more cozy bedrooms, one furnished with a queen bed and the other with two twins, as well as a bonus space that features a pull-out sleeper sofa. The game room is also located downstairs and comes equipped with a ping pong table, which is sure to entertain any competitive guests in the group! But the real magic happens outside, where you’ll find a fantastic pool and patio area, complete with a gas grill for cooking up delicious meals in the sun. And when you’re feeling adventurous, there’s a path from the house that leads to the beach in just one minute! You can explore the stunning coastline by bike or on foot or head over to the nearby South Beach marina for some shopping, dining, and water activities. It’s the perfect location for a fun-filled family vacation! Book today and experience a vacation reimagined. Enjoy a vacation reimagined with host2coast, your trusted Hilton Head Island Property Management partner. PROPERTY SPECIFIC DETAILS: * Sea Pines is a gated community in which every vehicle must have a gate pass for entry. One gate pass is included with your reservation at the time of booking. If you require additional passes, please request the exact number needed to ensure they are prepared in advance. Each pass has a fee of $35. All gate passes must be picked up at the host2coast office prior to entry. * Pool and/or spa heating is available for an additional fee and can be arranged after your booking is confirmed. We kindly ask that heating is ordered in advance of the stay. If the outdoor temperature falls below 60 degrees, the pool heater may not function properly and the pool may not reach the desired temperature. Please note that no refunds will be issued if the pool heating equipment cannot maintain the temperature. STR Permit # 27976 We want your stay to be all about the memories - not the paperwork. So let’s get the small stuff out of the way early and get back to what matters: your trip! Every reservation is required to complete a quick Guest Portal before check-in. It’s a secure external link we’ll send you shortly after booking, and it’s also where you’ll find all your check-in details - including your all-important door code. The pre-approval process takes just a few minutes and covers three simple steps: 1. Sign the Rental Agreement - a quick electronic signature, no printing required. 2. Guest verification - a fast, standard guest verification. 3. Pick your coverage: Damage Waiver (a small, non-refundable fee covering eligible accidental damage during your stay - our guests’ favorite option, since it takes the stress out of minor mishaps) or Security Deposit (a fully refundable hold, released after checkout as long as everything’s in order). We’ll email your secure portal link before arrival - just a few minutes of your time for a much smoother check-in. Thanks for helping us keep things safe and simple. We can’t wait to host you! Biking is very popular on Hilton Head Island, known for the many award-winning trails. There are recommendations for bike rental companies within your Guest App. You can reserve in advance and they will deliver to you or bring your own! Almost everything you will need is within walking distance, so bring your walking shoes! Sea Pines provides a complimentary seasonal trolley service that helps guests and residents travel around the resort without using a car. The trolley connects major destinations such as Harbour Town, the Sea Pines Beach Club, South Beach Marina, and The Shops at Sea Pines Center, making it easy to access beaches, dining, and shopping throughout the community.

14 Armada

Hilton Head Island, SC, US
5 Bedrooms 10 Guests
Aug 29 - Sep 1
$2,333 night

HILTON HEAD ISLAND. The discriminating guest will appreciate this luxurious oceanfront home. Dual curved staircases grace a marble entry that open to a two-story living area. Elegant private Juliet balconies from the second-floor bedrooms give a full view of the living and dining rooms and the ocean beyond. The grand living room has plenty of seating, TV, open plan to dining and kitchen and easy access to the pool area, not to mention stunning ocean views. The spacious kitchen is elegantly designed in black and white and features additional seating for three at a breakfast bar. The dining room is open to the kitchen and living area and seats eight. Off of the kitchen is a wet bar with six bar stools. The master suite downstairs has a king bed, TV, and outdoor patio access that overlooks the crystal blue pool and Atlantic Ocean. This suite also offers a large private bath adorned in marble and granite with a spacious jetted tub and separate shower. The second bedroom on the first floor features a king-swing bed, TV, and a private bath. The grand staircase will lead you upstairs to the second master-suite featuring a king bed, TV, seating area overlooking the ocean with private balcony, and a large private bath with Jacuzzi tub and large separate shower. Two additional bedrooms are upstairs—one has two twin beds and the other has a king-swing bed. Each have a TV and private bath. A long time Island Getaway favorite, this is truly an exceptional home. ***Pool and spa heat available for additional fee. Pool and spa heat requests must be made at least 2 weeks prior to arrival date to ensure the best service. Please note it can take up to 24 hours for the pool to heat. STR Permit # 076638

2 Pools + Hot Tub: Hilton Head Island Condo!

Hilton Head Island, SC, US
2 Bedrooms 4 Guests
Aug 23 - 25
$120 night

Nestled in the Fiddler's Cove Beach & Racquet Club, this charming Hilton Head Island vacation rental sits just 300 yards from the beach and includes a wide variety of resort amenities. Inside the 2-bedroom, 2-bathroom condo, you'll find a fully equipped kitchen, 3 Smart TVs, coastal decor, a washer/dryer set, and a covered balcony overlooking one of the resort's 7 tennis courts. Spend lazy days by the pool, surf the waves at Folly Field Beach, and enjoy a family getaway you won't soon forget! -- THE PROPERTY -- 029479 | Single-Story Interior | Gated Community | Wet Bar Bedroom 1: Queen Bed | Bedroom 2: Full Bed, Twin Bunk Bed | Living Room: Queen Sleeper Sofa RESORT AMENITIES: Clubhouse, fitness center, 7 Har-Tru tennis courts, 4 packed Har-Tru pickleball courts, 4 playgrounds, 2 seasonal pools (open March 2-October 31), hot tub, 2 indoor racquetball courts, ping pong table, bean bag toss game, gas & charcoal grills, 24-hour on-site security OUTDOOR LIVING: Covered balcony, lounge furniture, dining set, beach chairs & toys INDOOR LIVING: 3 Smart TVs, cable access, en-suite bathroom, laptop friendly KITCHEN: Fully equipped, Keurig & drip coffee makers, blender, cooking utensils, pots & pans, Crock-Pot, ice maker, microwave, toaster, spices, dishware & flatware GENERAL: Free WiFi, ceiling fans, central A/C & heat, complimentary starter toiletries, towels/linens, washer/dryer, hair dryer FAQ: Stairs required to enter 3rd-floor unit, no elevator access PARKING: Parking lot (2 vehicles, parking passes provided) -- THE LOCATION -- BEACHES: Folly Field Beach Park (0.3 miles), Islanders Beach Park (0.8 miles), Shipyard Beach Access (6.7 miles), Coligny Beach Park (6.9 miles) PARS + BIRDIES: Port Royal Barony Golf Course (2.1 miles), Bear Creek Golf Club (4.2 miles), Shipyard Golf Club (5.4 miles), Robert Trent Jones Golf Course (5.5 miles), Heron Point by Pete Dye (9.0 miles), Harbour Town Golf Links (9.1 miles) KID FRIENDLY: Pirate Island's Adventure Golf (3.3 miles), Coastal Discovery Museum (4.3 miles), Sandbox (6.0 miles), Pinckney Island National Wildlife Refuge (6.5 miles) HARBOUR TOWN (9.0 miles): Gregg Russell Harbour Town Playground, Harbour Town Bakery & Cafe, CQ's Restaurant, Liberty Oak, Harbour Town Lighthouse, Pirates of Hilton Head, The Quarterdeck, Harbour Town Pier DAY TRIPS: Savannah (36.4 miles), Beaufort (39.4 miles), Fort Pulaski National Monument (50.0 miles), Tybee Island (53.7 miles) AIRPORTS: Hilton Head Island Airport (3.1 miles), Savannah/Hilton Head International Airport (38.0 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: This unit is located on the 3rd floor and requires flights of stairs to enter, which may be difficult for guests with limited mobility - NOTE: While the maximum occupancy is set at 4, guests are permitted to also bring a maximum of 2 children, 18 years old or younger - For added protection and peace of mind, we recommend that guests purchase travel insurance for their stay Licence number: 029479

21 St George

Hilton Head Island, SC, US
4 Bedrooms 10 Guests
Aug 25 - 28
$545 night

HILTON HEAD ISLAND. This beautiful Palmetto Dunes home is just a short walk to the beach. 8 steps lead to the entrance of this lagoon-side residence. Off the entrance is a large living area with high ceilings, NEW a sleeper sofa, loveseat, chair, flat screen TV, DVD and large sliders that lead to the pool. The dining room is off the living room and has a seating for six. The kitchen comes fully equipped with stainless steel appliances, granite countertops, and a breakfast table for six. The master suite has a king bed, flat screen TV, walk-in closet, sliders that lead to the pool deck and a updated private bath with standing shower. Sixteen steps lead up to the second floor. The second bedroom has a queen bed, flat screen TV, and a private updated bathroom with a standing shower. The third bedroom has a full bed with a flat screen TV, and sliders that lead to a balcony that overlooks the pool. The fourth bedroom features twin beds and a flat screen TV, shares bathroom with the third bedroom which has a shower/tub combo. The pool area has a large deck with four lounge chair, a table with seating for four and a gas grill. Five Steps from the deck lead down to the path to a private dock and great lagoon views. This home is just a short walk to the Fazio Golf Course and Palmetto Dunes Tennis Center, and a 8 minute walk to the gorgeous beaches of Palmetto Dunes. *Free shuttle service through Palmetto Dunes Buggy available April through September. *Interested in monthly rentals in the off season. Permit #: 025331

540 Plantation Club Villa: Sea Pines

Hilton Head Island, SC, US
3 Bedrooms 8 Guests
Aug 28 - Sep 1
$439 night

Welcome to the BESTNEST at 540 Plantation Club Villas. Here’s the skinny - just buzz us for more details! Our advertised rates are our very best rates and calendar shows real time availability. We encourage you to book online! • 3 BR/ 3.5 BA with open floor plan. Fully renovated, outfitted, and furnished 2026 and NO carpet. • End unit with easy parking, patio with gas grill, and light filled rooms. • Easy walk to Beach Club- Stand on the sand in about 7-12 minutes. • Villa pool just outside your front door and to the right or left is OPEN April-September each year. • Enjoy all of the BESTNEST accouterment including a fabulously outfitted NEW kitchen with all new appliances. • Password protected WiFi. • Laundry is a breeze with big dedicated laundry room off the kitchen, plus all the beach equipment you need! • Prefer not to walk to beach? Hop on with the trolley stop (seasonal) right outside! What’s in a BESTNEST: • Our hallmark? CLEANLINESS! Yes, we’re shouting it out and so are our guests- just read our reviews. • Linens: Ahhhhh, yes! Completely comfortable, all cotton bed and bath linens including extra blankets and clean and comfy sleeping pillows, and clean kitchen linens. • Always provided in every BESTNEST in quantity for your stay: beach chairs/umbrellas/sand toys/beach cart, beach towels, a supremely equipped kitchen (in quality and quantity), hand soap, dish soap, kitchen sponges, trash bags, paper towels, tissues and toilet paper, your favorite hair dryer ever, fragrance free laundry soap and dryer sheets, ziploc bags, coffee filters, cleaning supplies, loads of quality coat and skirt hangers, and a few surprises. • Always courteous, knowledgeable, and professional, 24/7 guest service. • Allow us to amaze you, again and again. Our FAQ: HOW FAR TO BEACH: Out the front door, turn right on the leisure trail. 5-7 minutes biking or 7-10 minutes walk and your toes are in the surf. Prefer to drive? DAY AFTER LABOR DAY THROUGH MARCH, EVERYONE MAY PARK AT THE BEACH CLUB. PETS: We welcome your well-behaved dog (small to medium sized) for $350 per dog, maximum 2. Regrettably, Labradors and other oily coated breeds are not allowed. Dogs are never allowed on furniture or beds (or their humans have to pay a fine) and must be crated when left alone. Please inquire before reserving to confirm if your dog’s breed is accepted. No pets in your party? No problem as there is NO pet evidence in this villa. ABOUT US: We are proud to have developed a niche concept in vacation rentals on Hilton Head Island: Each and every BESTNEST is outfitted and equipped to exactly the same high standard, no matter the address. Nothing quite compares to a BESTNEST. STR Permit Number: 077682

Vacation Rentals in Hilton Head Island by Amenities & Features

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Vacation Rentals Near Hilton Head Island

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