Vacation rentals in Hilton Head Island, SC with a pool

Explore 875 vacation rentals, homes, and villas with pools in Hilton Head Island, SC for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. 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. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

875 Homes with Pools 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

Oceanview condo at Port Royal with pools, tennis, & beach access

Hilton Head, SC, US
2 Bedrooms 5 Guests
Aug 31 - Sep 3
$129 night

Spa on Port Royal Sound 1221 Nestled in The Spa on Port Royal Sound, this updated condo boasts a secluded, gated setting with private access to one of the quietest beaches on the island. Spend sun-kissed days on the soft sand or take in sweeping vistas of the Atlantic from the elevated boardwalk. After a fun-filled day by the ocean or exploring the area, the patio is the ideal place to unwind and features views of the lagoon and sea in the distance. Kick back on the comfy seating and watch favorite shows on the TV in the open living area. Whip up brunch in the well-equipped kitchen, detailed with granite countertops and new stainless steel appliances. Located mid-island away from the crowds, this getaway is nestled between two historic parks - Fish Haul Park and Mitchelville Park. In addition to the fabulous on-site amenities, find public beaches, 20 golf courses, excellent restaurants, movie theaters, and shopping nearby. <b>SPA ON PORT ROYAL SOUND AMENITIES</b> - Indoor heated pool with an ADA compliant lift - Indoor hot tub - Two outdoor pools - Fitness room - Tennis courts - Sauna - Shuffleboard - Basketball court - Grilling areas - Playground - Private beach access This property’s license number is 74810. <b>THINGS TO KNOW</b> Streaming is available with own account logins. 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. Please note E-bikes are not allowed. Unassigned parking is available at each building. Purchase your parking pass at the security gate. 25.00 for the first vehicle and 25.00 for an additional vehicle. Credit/Debit card only. Number of vehicles allowed is two. The Spa on Port Royal community does not permit e-bikes. Please also note that there is no elevator access, and the unit is accessible by stairs. License number: 33925,074810

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.

Two-story end condo with private patio, grill, pool, & tennis

Hilton Head, SC, US
2 Bedrooms 7 Guests
Aug 30 - Sep 1
$93 night

Harbour Master 103 Make yourself at home in this coastal golf course–front condo located in the peaceful Harbour Master community of Shipyard. This beautifully designed two-story retreat is perfect for families, offering a blend of comfort and convenience. The spacious main level features an inviting living room with a flatscreen TV and cable, a cozy den, and a dining area — ideal for gathering after a day of exploring. The updated kitchen is fully equipped with stainless steel appliances, making meal prep a breeze, and a convenient half bathroom completes the downstairs layout. Step outside from the living room to your private furnished patio with a gas grill—the perfect setting for relaxing evenings and family barbecues overlooking the golf course. Upstairs you will find the 2 spacious bedrooms, both with full bathrooms. The primary bedroom is a true retreat, featuring a private sitting area and beautiful golf course views. Through a separate doorway off the primary bedroom, you’ll find an additional sleeping space with two twin beds—ideal for children or extra guests. Guests will also enjoy access to excellent community amenities, including a sparkling outdoor pool and well-maintained tennis courts. Whether you’re planning a relaxing getaway or an active vacation, this condo offers everything you need for a memorable stay. This property’s license number is 67426. 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. Please note E-bikes are not allowed. 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: 27581,067426

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

Shipyard Condo next to pool, near tennis, beach and restaurants

Hilton Head, SC, US
3 Bedrooms 10 Guests
Aug 29 - Sep 2
$177 night

Tennismaster 302 Welcome to your ideal coastal retreat in Hilton Head, SC! This charming condo is just a quick 10-minute drive or bike ride from the sandy shores, making it the perfect base for your beach getaway. With popular attractions like Coligny Plaza, Shelter Cove Towne Center, and Harbour Town in Sea Pines all within easy reach, you’ll have endless opportunities for shopping, dining, and entertainment right at your fingertips. The condo complex features a refreshing pool and tennis courts near by at Vandermeer Tennis Courts, providing ample opportunities for relaxation and recreation. Enjoy a leisurely day by the pool or challenge friends to a match on the courts. For golf enthusiasts, Shipyard Plantation offers fantastic golfing options just steps away from your door. Inside, the condo is equipped with all the amenities you need for a comfortable stay, including a fully stocked kitchen, central AC, and high-speed internet. Unwind in the cozy living room or step out onto the deck or balcony to soak in the beautiful surroundings. A crib is provided in one of the bedrooms which makes this space is perfect for families or groups looking to create lasting memories. Whether you’re seeking adventure with activities like sailing, stand-up paddleboarding, or simply relaxing by the pool, this Hilton Head condo has something for everyone. Book your stay today and start planning your unforgettable coastal escape! This property’s license number is 70892. <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 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. Please note E-bikes are not allowed. 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: 27594,070892

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

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

Twin Oaks 207 3 bedroom Villa in Hilton Head

Hilton Head, SC, US
3 Bedrooms 10 Guests
Aug 25 - 27
$143 night

Twin Oaks 207 Adventure awaits you in this lovely condo which sits between the 9th and 10th fairways. You will love sitting on the patio or balcony with your morning coffee or evening cocktail. Inside you will find everything you need for a successful vacation, including a fully equipped kitchen with all stainless steel appliances for whipping up all your favorite meals and snacks. There’s plenty of comfortable seating in the living room to enjoy each other’s company or watch a favorite movie on the TV. Gather around the dining table for meals, games, or good conversation, or dine al fresco on the deck. At the end of a long, adventurous day, or just for some privacy to relax or read, sink into comfortable beds and enjoy the TVs provided in the bedrooms. Just outside your door is a shared pool and a short distance to the beach. Don’t miss out on all the local shops, eateries, and attractions to complete your trip. This property’s license number is 68588. 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. Please note E-bikes are not allowed. 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: 33050,068588

Elegant Sea Pines Getaway Near the Beach!

Hilton Head Island, SC, US
4 Bedrooms 12 Guests
Aug 29 - Sep 3
$640 night

Escape to luxury at 24 Red Cardinal, a stunning Hilton Head Island retreat. This 4-bedroom, 4.5-bathroom villa boasts a private pool, BBQ area, and oceanfront views. Perfect for families, it offers a spacious living room, full kitchen, and a patio for outdoor dining. Enjoy nearby activities like golfing, fishing, and beach outings. Book your slice of paradise today! Discover the perfect blend of luxury and coastal charm at 24 Red Cardinal, a breathtaking second-row ocean retreat on Hilton Head Island! Just steps from the iconic Sea Pines Beach Club, this home welcomes you into a world of elegance and relaxation. Every detail, from the hand-selected furnishings to the curated design accents, has been thoughtfully crafted to reflect the natural beauty of the island. Guests are instantly captivated by the serene atmosphere, where sea breezes and sunshine set the tone for an unforgettable getaway! Step inside and experience a space filled with light and sophistication. The soaring ceilings and expansive windows invite the outdoors in, creating an airy, open environment perfect for gathering and connection. Two inviting living areas offer both excitement and tranquility - one with plush seating and a stylish bar for lively evenings, and another that flows effortlessly to the pool and patio for peaceful afternoons. The chef’s kitchen serves as the heart of the home, featuring high-end appliances, generous counter space, and a functional desk nook ideal for planning the day’s adventures or catching up on remote work. Every bedroom at 24 Red Cardinal feels like a private retreat designed for rest and rejuvenation. The main level primary suite offers a luxurious escape with a private balcony and a spa-inspired en suite bath, ideal for unwinding after a day on the beach. Upstairs, two elegant king bedrooms and a guest suite with two queen beds provide comfort and privacy for every guest, each with its own pristine bathroom. The thoughtful layout ensures everyone enjoys their own sanctuary, while still being just moments away from shared laughter and seaside memories! Step outside to your own personal paradise where the gentle sounds of the ocean set the rhythm for each day. Lounge beside the sparkling private pool or melt into the soothing hot tub beneath a canopy of stars. Multiple decks and patios invite you to dine al fresco, savor a coastal barbecue, or simply enjoy the ocean air with loved ones. Located only 100 steps from the beach and a short stroll from the vibrant Sea Pines Beach Club, 24 Red Cardinal offers the ultimate Hilton Head experience. 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 50 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. * Parking is limited to 3 vehicles. Do not park on the grass or the street, parking is only permitted in the driveway. STR Permit # 29055 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.

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.

Beautiful Family Home w/ Private Pool

Hilton Head Island, SC, US
4 Bedrooms 10 Guests
Aug 29 - Sep 1
$606 night

25 Heath Drive | Beautiful Coastal Home *4 Bedrooms | 3.5 Bathrooms *Sleeps 10 *2 Kings, 2 Doubles, 2 Twins *Private Pool | Sundeck | Outdoor Shower *5 TVs Including 58" SMART TV in Living Room | Wi-Fi | Keurig *Guest Have Use of Garage | Gas Grill *Enjoy Daily Rounds of Golf & Children’s Activities with this Home *Beach Gear Credit Included *Keyless Entry *Wooded Views *Short 10 Minute Walk to the Beach *8 Beach Towels *Access to the Palmetto Dunes Buggy (seasonal) *4 Car Maximum | *No Parking on the Street 25 Heath is a beautiful four bedroom home located in Palmetto Dunes within walking distance to the beach. The home has been updated with a coastal vibe with light blue, green and gray tones, some new furnishings, and fresh paint. All carpet was removed and replaced with new flooring. As you enter the home, the entry way is warm and inviting. The living area has all new furnishings including two sofas, two chairs, accessories, and a 58" SMART TV for movie night. There are French doors off the living room that lead to a raised deck. The deck overlooks the pool area and has a dining set that seats six. To the left of the entry is the dining room with new furniture. The table seats ten guests, the perfect place for a relaxing dinner or game night. The kitchen is well equipped with a gas range for the chef in the party. There are granite counter tops, stainless steel appliances, and bar stools, making it the perfect spot for snack time. The kitchen is adjacent to an additional seating area for guests. The additional seating area looks out onto the private pool area and has a sofa and two swivel chairs, the perfect place for enjoying a cup of coffee or a cocktail while the cook is preparing dinner. There are two bedrooms off the entry way, one with a king bed and 45" SMART TV and the other with two twin beds and 45" SMART TV. There is a full hall bath that is shared between the bedrooms with single vanity and shower/tub combo. On the other side of the home is the primary bedroom with a king bed and 58" SMART TV. The spacious bedroom has new furniture including bench seat, armchair and mattress along with all accessories. The primary bath is ensuite and contains a spacious vanity, large closet, tub, and separate shower. There is a half bath in the back hall across from the laundry room leading to the upstairs bedroom. The fourth bedroom is located down the hall and upstairs. There are two double beds, 45" SMART TV and new furnishings including new mattresses and accessories. The full bath is ensuite. There is a private pool, the perfect place for a dip to cool off or enjoy the sunshine. Located poolside are four lounge chairs, Adirondack chairs, a second outdoor dining table for four, and a gas grill. The beach is about a ten to twelve minute walk away, or you can use the free beach buggy service when in season. Get ready to make lasting memories on vacation at 25 Heath. We look forward to having you as our guest! The beach is about a ten-minute walk away and you can also use the FREE beach buggy that will come and pick you up at the house and bring you to and from the beach. Get ready to make lasting family memories when you stay at 25 Heath. Palmetto Dunes is one of the premiere areas of Hilton Head Island and has three miles of beach, three signature golf courses, world-renowned tennis, and an 11-mile lagoon system where guests can kayak, canoe and fish. There are miles of leisure paths that weave throughout the resort that are great for walking, jogging, and biking. Plus, Shelter Cove Marina on Broad Creek is close by where you will find live entertainment, restaurants, and shops. *Pool is 19x9 *Additional Charge to Heat the Pool {If the outside temperature is colder than 55 degrees, the pool may not be able to maintain a warmer temperature. If the pool does not reach the desired temperature but is still warming, refunds will NOT be given} *Fireplace Not Available for Guest Use *4 Car Maximum | *No Parking on the Street *Property May Be Monitored by Exterior Security Cameras *Town of Hilton Head Permit #074846

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

Waterfront Penthouse Villa with Shared Pool and Ocean View - Close to the Beach

Hilton Head, SC, US
2 Bedrooms 10 Guests
Aug 29 - Sep 1
$242 night

Sea Cloisters 512 Stay in the fifth-floor penthouse villa of this oceanfront complex on Hilton Head Island, SC. You’ll be treated to breathtaking views of the Atlantic Ocean, and the complex offers shared pools and a boardwalk that leads to the beach. This oceanfront condo is located in the Folly Field area on the northeast side of Hilton Head Island. You’ll find restaurants, shops, and multiple golf courses nearby. You can’t stay much closer to the shore, and a quick walk along the boardwalk will deliver you to the white sands of the beach. The complex offers a shared pool with a children’s pool and covered lanai for lounging. Inside, this condo has two bedrooms and an upstairs loft, and each bedroom has a private bathroom. The balcony provides stunning views of the ocean, and you can relax at the outdoor table and chairs while enjoying the view. The kitchen is well-equipped for cooking meals, and there is a six-person dining room table where you can share a family dinner. To unwind at the end of the day, guests can curl up on the living room sofa to watch the 42-inch flatscreen television with DVD player, or they can lounge in front of the televisions that are in two of the bedrooms. The view from this condo is unbeatable, so book your stay today! This property’s license number is 28861. Things to know. ***CONSTRUCTION - BALCONY PROJECT - POSSIBLE NOISE*** Start Date – September 16, 2024 Target Completion – March 29, 2025 License number: 028861,28861

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

Stay at 1105 SeaCrest

Hilton Head Island, SC, US
2 Bedrooms 8 Guests
Aug 28 - Sep 1
$330 night

The sound of waves. The scent of salt in the air. The sun warming your skin. This isn’t just a vacation—it’s your Hilton Head reset, and it starts the moment you step inside your SeaCrest villa, perfectly placed in the heart of North Forest Beach. Wake up in a light-filled retreat just steps from Hilton Head Island’s soft white sands, and start your morning with a cup of coffee from your gourmet kitchen. With lush landscaped views stretching out to the pool and ocean beyond, this villa offers a front-row seat to everything the Lowcountry does best. Whether you’re here for adventure, connection, or simple, soul-soothing rest, you’ll find it all within reach—from the SeaCrest’s beachfront pool and hot tub to the lively cafés, shops, and bike paths of Coligny Plaza just across the street. Grab lunch at Pool Bar Jim’s, stroll the coastline, or catch sunset from your balcony—it’s all just steps away. Inside, your villa sleeps eight comfortably and is thoughtfully prepared with the signature MyStay touches that elevate your stay: fresh hotel-quality linens, ultra-fast Wi-Fi, fully stocked kitchen, beach gear ready to go, and the peace of mind that comes with 24/7 hands-on service. Whether you’re gathering around the table for a sunset dinner, hosting game night in the spacious living area, or stargazing on the beach after dark, every moment is designed to feel both effortless and unforgettable. When you stay with MyStay, you’re not just checking in—you’re unlocking a personal Hilton Head experience where comfort meets curated care. And with North Forest Beach being one of the island’s most loved neighborhoods for walkability, charm, and beach access, this is where you want to be. Ready to step into your perfect vacation? Your MyStay getaway is waiting. Book now and hold the key to the island escape you’ve been dreaming of. Please note the indoor pool is heated year-round. The oceanfront pool is heated during March and April only and is subject to change at the discretion of the Owner’s Association. ***Monthly Rates Available December - March*** Bedroom & Bathroom Configuration: (6 Guests Max) - Building 1 - Bedroom 1 - 1 King Bed with En-Suite Bathroom with Walk-In Shower - Bedroom 2 - 2 Full Beds with En-Suite Bathroom with Tub and Walk-In Shower - Living Room - 1 Queen Sleeper Sofa - Pack ‘n Play and high chair are available upon request. To ensure they are set up and ready at check-in, please request them in advance prior to your arrival day. Upcoming SeaCrest Improvements Notice (8/12/2025): SeaCrest will be enhancing the property with a Mansard Roof Project from September 2025 through April 2026. While you may notice some scaffolding and work in progress, guest areas and amenities will remain accessible. - Building 1: Nov 4, 2025 – Jan 19, 2026 (courtyard side), then Jan 20 – Apr 30, 2026 (parking lot side). - Building 2: Sept 2 – Nov 3, 2025 (scaffolding on both sides). Brief parking closures around Sept 15 for crane access. - Penthouse Roof: Nov – Dec 2025. Work areas will be neatly covered with blue protective tarps, and most activities will occur during daytime hours. Dates are subject to change due to weather, but every effort will be made to minimize disruption to your stay. Town of Hilton Head Island STR Permit #025441

35 Crabline, Pool, Seasonal Beach Shuttle*, Free Golf,

Hilton Head Island, SC, US
4 Bedrooms 8 Guests
Aug 31 - Sep 3
$466 night

35 Crabline Court is a 4-bedroom, 4.5-bath modern coastal home that offers a private pool and an oversized front balcony overlooking the prestigious community of The Village at Singleton Beach. This property is situated next to Chaplin Park which offers tennis, basketball, open fields and a great playground for kids. Best of all, it’s a quick and simple walk to the beach! The community beach shuttle is available from Memorial Day to Labor Day, and is a fantastic convenience for enjoying the beach without any hassle. This home makes the perfect getaway for those who appreciate both comfort and style amidst a beautiful coastal setting. FREE activities included with our signature Southern Hospitality Pass! Your pass includes one free round of golf daily at partner courses like the Heritage Collection and the Brown Group. Note: This is per day, not per person. You also receive one free round of miniature golf each day at Adventure Cove and one complimentary bike from Island Cruisers to start your stay. 35 Crabline Court, Hilton Head First Floor: Kitchen, Living and Dining, Additional Sitting area, TV, Powder room, Laundry - Bedroom 1: First Floor, Queen Bed, TV, Private Bath (Walk-in-Shower) Second Floor: - Bedroom 2: Primary King Bed, TV, Wetbar with mini fridge, Private Bath (Soaking Tub and Walk-in-Shower), Private Balcony - Bedroom 3: Queen Bed, TV, Private Bath (Walk-in-Shower) - Bedroom 4: Queen Bed, TV, Private Bath (Walk-in-Shower) Ground Level: Garage, Private Yard with Pool, Bar Area, Grill Parking: 5 Cars (Garage 1, Driveway 4) Pool: 20’ X 8’ Community Beach Shuttle: Seasonal beach shuttle runs from the end of May to the end of August. The hours of operation are Sunday to Friday, 9am-5pm. Pick-up is upon request. Driver will pick guest up at their driveway and drop them off at Singleton Beach. INCLUDED WITH RESERVATION: Linens, bedding and bath towels Starter amenities (1-3 day’s worth) including: bar soap, shampoo, conditioner, lotion, dish detergent, dish soap, kitchen trash bags, laundry detergent, one roll of paper towels, toilet paper, 2 rolls per bathroom. Free Activities: Golf, Mini Golf, Bicycle Rental (1 round of golf per day, 1 round of mini golf per day, 1 bicycle per reservation) Beach Chairs, Beach Wagon NOT INCLUDED WITH RESERVATION: Beach Towels Children’s Items (Cribs, Highchairs, etc.) * These items can be rented for an additional charge. We can provide recommendations, as needed, or you can use any company of your choosing. PAYMENT SCHEDULE: To secure a reservation, we require a 50% deposit upfront and the balance payment due thirty days prior to arrival via Visa, Master, Discover, American Card. ID Verification is required. ​​​​​​​TOWN OF HILTON HEAD ISLAND STR PERMIT #070434 -- Please refer to your booking site for the payment and cancellation policies. --

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Vacation Rentals Near Hilton Head Island

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