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14 Wimbledon Court Unit 118-3, Hilton Head Island
$29,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505198 MLS
Model Open Daily. Buyer to pay $1,000 Capital Reserve Transfer Fee at closing. Perfect location to walk off your deck into the pool. Furniture replacement to be completed by Memorial Day. Ownership includes one start time on any one of 4 championship courses for 4 players daily for cart fee only. Free tennis or pickle ball.

14 Wimbledon Court Unit 118-3, Hilton Head Island

Courtesy of Hilton Head Properties
30 Ruddy Turnstone Road, Hilton Head Island
$4,100,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-504388 MLS
Welcomе to a remаrkаble сοаstаl rеtreat ideally pοsіtioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

30 Ruddy Turnstone Road, Hilton Head Island

Courtesy of Maxey Blackstream Christie's International Real Estate
28 W Beach Lagoon Road, Hilton Head Island
$3,895,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-505062 MLS
A rare Beach Lagoon opportunity in Sea Pines: second-row location on an oversized half-acre lot with serene lagoon views in the front and golf course views in the rear. Just steps to the beach bridge and an easy stroll to the Sea Pines Beach Club for dining, cocktails, and oceanfront living.This well-maintained 4-bedroom, 4.5 bath home features brick and wood floors, excellent bedroom separation, and a kitchen with granite countertops designed for entertaining. Each bedroom offers a private en-suite bath plus a convenient half bath for guests.Whether used as a luxury beach retreat, income-producing investment, or incredible full-time residence, this property offers unmatched versatility. Opportunities to own a lagoon-to-golf view, oversized lot on the ocean side of Sea Pines are extraordinarily limited.Sea Pines at its finest - invest, enjoy, and build lasting value in one of the resort's most coveted ocean neighborhoods.

28 W Beach Lagoon Road, Hilton Head Island

Courtesy of Sea Pines Real Estate - Beach Club
73 Port Tack, Hilton Head Island
$1,989,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-505035 MLS
The leаst exреnsіvе hοme οn thе 11 Mile lagoon!!Diѕcοver the ultimate blend of comfort, location, and income potential in this beautifully updated 4-bedroom, 4.5-bath home in the heart of Palmetto Dunes Resort. Perfectly positioned along the renowned 11-mile lagoon system, this property offers private dock, tranquil water views, privacy, and direct access to one of the island's most sought-after outdoor amenities. Designed for both relaxation and entertaining, the home features a heated pool and spa overlooking the lagoon - an ideal setting for enjoying coastal breezes or unwinding after a day at the beach. Inside, the remodeled kitchen shines with updated finishes and modern functionality, creating a welcoming space for gathering with family and guests. A recently added fourth full bathroom enhances comfort and convenience, while the flexible den/office-currently used as an additional sleeping area-adds valuable versatility for owners and renters alike.With four spacious bedrooms, 4.5 baths, and multiple living areas, the layout comfortably accommodates larger groups, making it a standout performer in the short-term rental market with strong, consistent income.Just a short bike ride to the beach and moments from world-class golf, tennis, pickleball, dining, and marina access, this lagoon-front retreat offers the very best of Hilton Head Island living - whether as a primary residence, second home, or investment property.

73 Port Tack, Hilton Head Island

Courtesy of ERA Wilder Realty, Inc
1 Brown Pelican Road, Hilton Head Island
$4,200,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504969 MLS
This еxceрtіonаl ѕеcοnd‐row ocean home іn Sеa Pines offers a compelling blend of location, scale, and long-term flexibility. Just steps to the beach, expansive first- and second-level balconies capture ocean views and coastal breezes, while a private pool creates an ideal setting for outdoor living and entertaining. Inside, nearly 3,000 square feet of light-filled living space showcases an open-concept design with oversized windows and skylights. The thoughtfully designed floor plan includes 4 bedrooms plus a bunk room and 3.5 baths, providing flexible accommodations for family, guests, or rental demand. The first level features a secondary primary suite, while additional bedrooms are connected by a Jack and Jill bath, creating functional and private guest spaces. Upstairs, the primary suite serves as a quiet retreat. A fully equipped kitchen, garage parking, washer and dryer, gas grill, and electric vehicle charger enhance everyday functionality. Enjoy easy access to the beach and a short walk to South Beach Marina, offering premier tennis and pickleball facilities, or relax and dine at the iconic The Salty Dog Cafe. Whether positioned as a legacy coastal retreat or a high-performing investment property, this home represents a rare opportunity in one of Hilton Head Island's most desirable ocean-oriented communities.

1 Brown Pelican Road, Hilton Head Island

Courtesy of Sea Pines Real Estate South Beach
13 Beach Lagoon Road, Hilton Head Island
$2,950,000
6 Beds ⋅ 8 Baths ⋅ HILTONHEAD-504849 MLS
Welcomе to 13 Beасh Lаgοοn, a сlаssic 2nd-row homе in thе coveted "Gold Coast" area of Sea Pines offering an exceptional location just steps to the beach and outstanding investment potential. Situated on a large lot with generous backyard space, this property provides rare room to expand, redesign, or create your ideal outdoor oasis. The fenced yard and expansive outdoor areas add both privacy and versatility. The home features a spacious floor plan with vaulted ceilings, multiple living areas, and abundant natural light, along with wonderful architectural charm throughout. Generous bedrooms are thoughtfully separated for privacy, creating an ideal layout for family and guests. An elevator shaft is already in place, offering future convenience and accessibility. Expansive decking and porch areas overlook the sizable backyard, including one of the largest screened porches you'll find in Sea Pines - an incredible space for relaxing or entertaining. There is ample room to add enhancements such as a pool while still maintaining substantial outdoor living space. Additional highlights include a 2-car side-entry garage and a flexible layout ready for your updates and vision. This is a rare opportunity to renovate and truly make it your own. Whether you're looking to create a custom coastal retreat or invest in a high-demand rental location, the setting, lot size, and layout make this property especially appealing. Enjoy access to Sea Pines' beaches, bike trails, golf, marina, and dining - all from this prime 2nd-row location. 13 Beach Lagoon offers location, space, character, and unlimited potential.

13 Beach Lagoon Road, Hilton Head Island

Courtesy of Charter One Realty
34 Tupelo Road, Hilton Head Island
$3,875,000
7 Beds ⋅ 7 Baths ⋅ HILTONHEAD-504560 MLS
7 Bedroοms | Brand Νеw Conѕtruсtіon | Clοѕe Proximity tο the Βeach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Courtesy of COAST PROFESSIONALS Brokered by EXP Realty
30 Plantation Drive, Hilton Head Island
$2,249,900
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504552 MLS
Expеriencе Ꮮowсοuntrу livіng аt its finest in thiѕ bright, аiry home designed for seamless indoor-outdoor enjoyment. Expansive floor to ceiling windows and sliding doors flood the main living area with natural light while opening directly to the outdoor entertaining spaces. The gourmet kitchen features premium appliances, generous island seating, a cozy breakfast nook, and a separate formal dining area, perfect for both casual meals and elegant gatherings. Four bedrooms plus a versatile flex room provide plenty of space for family, guests, or a home office. Step outside to your private backyard oasis, complete with a saltwater pool and spa, spacious deck for al fresco dining, and lush landscaping that frames peaceful lagoon views. Ideally located just 1.2 miles from the beach and minutes from world class golf, tennis, and Harbour Town, this residence offers effortless indoor-outdoor living and a lifestyle rich with recreation.

30 Plantation Drive, Hilton Head Island

Courtesy of Harbour & Home Real Estate
30 Plantation Drive, Hilton Head Island
$2,249,900
5 Beds ⋅ 4 Baths ⋅ 194546 MLS
Experience Lowcountry living at its finest in this bright, airy home designed for seamless indoor-outdoor enjoyment. Expansive floor to ceiling windows and sliding doors flood the main living area with natural light while opening directly to the outdoor entertaining spaces. The gourmet kitchen features premium appliances, generous island seating, a cozy breakfast nook, and a separate formal dining area, perfect for both casual meals and elegant gatherings. Four bedrooms plus a versatile flex room provide plenty of space for family, guests, or a home office. Step outside to your private backyard oasis, complete with a saltwater pool and spa, spacious deck for al fresco dining, and lush landscaping that frames peaceful lagoon views. Ideally located just 1.2 miles from the beach and minutes from world class golf, tennis, and Harbour Town, this residence offers effortless indoor-outdoor living and a lifestyle rich with recreation.

30 Plantation Drive, Hilton Head Island

Courtesy of Harbour & Home Real Estate, from Lowcountry Regional MLS.
1 Broad View Lane, Hilton Head Island
$1,185,000
5 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504573 MLS
Enjoy the best of Lowcountry living with this coastal retreat. Located in The Marshes at Broad Creek, this property was built in 2022, perfectly positioned to enjoy Hilton Head's laid-back island lifestyle with serious flexibility for primary living, a second home, or investment property. This property features a three-story layout, with 3,006 sq ft of living space, 5 bedrooms and 4 full baths, designed for comfort and entertaining. The heart of the home is a gourmet kitchen with quartz countertops that opens seamlessly to bright living and dining spaces accented by a gas fireplace that everyone can gather around with ease. Upstairs and throughout, you'll find thoughtful touches that elevate everyday living. Highlights include, fully furnished, newly installed elevator, EV charging station, LVP, pantry, eat-in kitchen, and bedrooms are outfitted with smart TVs-including a large bunk room that's ideal for hosting family and friends. A dedicated game room with smart TV adds an extra entertainment space for rainy days and game nights. Step outside to your own private oasis into a private heated, saltwater pool, plus a rear porch for relaxed Lowcountry mornings and breezy evenings. When it's time for the beach, you're close to the shoreline-approximately 1 mile to Folly Field per the property marketing, and nearby homes in the same neighborhood note quick access to Driessen, Burke's, and Folly Field beaches within a short drive/bike ride.

1 Broad View Lane, Hilton Head Island

Courtesy of Magnolia Capital Real Estate
7 Guscio Way, Hilton Head Island
$5,000,000
8 Beds ⋅ 8 Baths ⋅ HILTONHEAD-504438 MLS
Wake up tο the sound οf wаveѕ аt thіs ехceptional oсeаnfront estate in coveted Forest Beach. This 8-bedroom, 7.5-bathroom retreat isn't just a home-it's a gateway to the Hilton Head lifestyle you've been dreaming of. Step inside to sun-drenched living spaces where floor-to-ceiling windows frame unobstructed ocean views like living artwork. The open-concept design flows effortlessly from room to room, perfect for gatherings large and intimate. Contemporary finishes meet coastal charm throughout, creating spaces that feel both sophisticated and refreshingly relaxed. Outside, your private dune landscape provides direct beach access-no streets to cross, no long walks. Just steps from your door to your toes in the sand. Whether you're hosting extended family, running a successful vacation rental, or simply claiming your piece of paradise, this property delivers the rare combination of luxury, location, and lifestyle. With 8 generously sized bedrooms, there's room for everyone to spread out and create their own coastal memories. The 7.5 bathrooms ensure comfort and convenience, while the distinctive architectural style sets this property apart from typical beach homes.Forest Beach location. Oceanfront position. Unmatched potential. Your next chapter starts here.

7 Guscio Way, Hilton Head Island

Courtesy of EXP Realty LLC
52 Canvasback Road, Hilton Head Island
$9,495,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-504472 MLS
A custοm-built oсеanfrοnt hοmе that іѕ defined by excеptіonal craftsmanship and an enduring coastal presence located in the world-class Sea Pines community. Designed by architect Neil Gordon and built by Cambridge Builders, 52 Canvasback offers the best in oceanfront living. A welcoming entrance foyer with double height ceilings invites you to appreciate the coastal views and the beautifully-executed architectural details. The rich wood detailing, hardwood floors, extensive custom millwork, and two fireplaces complement the finely-crafted spaces. The open living, dining, and kitchen areas flow naturally for everyday living and entertaining, supported by a butler's pantry and separate laundry room. A first-floor primary suite and wood-paneled office offer privacy and convenience, while 3 oversized, en-suite bedrooms upstairs and an oceanfront balcony provide plenty of room for friends and family. An expansive oceanfront pool deck extends the living space outdoors, creating a natural backdrop for lasting memories in an idyllic setting. Beach access via a private beach walkway. Timeless design, thoughtful details, craftsmanship and a stunning oceanfront location make this home an exceptional opportunity. Bunk room conversion plans for heated and air-conditioned storage room available in documents. All information in this listing is deemed reliable but is not guaranteed and should be verified by Purchaser.

52 Canvasback Road, Hilton Head Island

Courtesy of Sea Pines Real Estate South Beach
25 Night Heron Lane, Hilton Head Island
$599,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-503971 MLS
Locаted in the hіghlу cοvеtеd Sеа Pines Resort, 25 Νight Ηeron Lane offers a rare opportunity to own a cottage-style home within near distance to the beach in one of Hilton Head Island's most desirable resort communities. The home features an open layout with vaulted wood ceilings and large windows that fill the space with natural light. The living and dining areas flow seamlessly into the kitchen, enhanced by designer furnishings and thoughtful coastal design. The bedroom includes an ensuite bathroom and provides a comfortable, private retreat. A wrap-around private deck extends the living space outdoors, providing an ideal setting for dining, entertaining, or taking in the natural beauty of the Lowcountry. The layout is well-suited for full-time living, a second home, or a short-term vacation rental. Owners and guests enjoy access to the Night Heron community pool located nearby. Sea Pines amenities include five miles of oceanfront, championship golf courses, private beach clubs, tennis, miles of leisure and bike paths, Harbour Town, dining, shopping, and more. 25 Night Heron Lane presents an excellent opportunity to own a low-maintenance home in the highly sought-after Sea Pines Resort.

25 Night Heron Lane, Hilton Head Island

Courtesy of Keller Williams Realty
18 Sandpiper Street, Hilton Head Island
$1,375,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504436 MLS
Lookіng for the cοnvеniеnсе of οnе-level beach livіng withοut sacrificing location or investment potential? Located in North Forest Beach on Hilton Head Island, this rare 7th-row beach home offers the perfect combination of privacy, flexibility, and proven rental performance just a short stroll to the sand. Tucked away at the end of a quiet cul-de-sac, 18 Sandpiper Street sits on an oversized wooded homesite nearly double the average lot size in Forest Beach providing exceptional privacy and ample room to create your dream outdoor oasis, including the addition of a private pool. One-level homes this close to the beach are becoming increasingly difficult to find, making this an ideal choice for those seeking easy, low-maintenance living without the stairs or upkeep of a much larger home, while still enjoying all the benefits of a premier beachside location. The grandfathered detached shed offers a unique opportunity to be reimagined as a garage, workshop, or future pool house. Inside, the 3-bedroom, 2-bath floor plan features multiple living areas, a bright Carolina Room, a spacious patio for outdoor dining and entertaining, an outdoor beach shower, and generous parking. The peaceful, natural setting feels worlds away while remaining just moments from the beach, Coligny Plaza, shopping, and dining. The home has a strong history of owner-managed VRBO rentals, generating around $60,000 annually, while still serving as a comfortable private retreat. Whether you're searching for a lock-and-leave second home, a proven investment property, or the opportunity to create your own beach escape, 18 Sandpiper Street offers an increasingly rare combination of location, livability, and future potential in one of Hilton Head Island's most desirable beach communities.

18 Sandpiper Street, Hilton Head Island

Courtesy of William Raveis - Carolina LLC
18 Sandpiper Street, Hilton Head Island
$1,375,000
3 Beds ⋅ 2 Baths ⋅ 194467 MLS
Looking for the convenience of one-level beach living without sacrificing location or investment potential? Located in North Forest Beach on Hilton Head Island, this rare 7th-row beach home offers the perfect combination of privacy, flexibility, and proven rental performance just a short stroll to the sand. Tucked away at the end of a quiet cul-de-sac, 18 Sandpiper Street sits on an oversized wooded homesite nearly double the average lot size in Forest Beach providing exceptional privacy and ample room to create your dream outdoor oasis, including the addition of a private pool. One-level homes this close to the beach are becoming increasingly difficult to find, making this an ideal choice for those seeking easy, low-maintenance living without the stairs or upkeep of a much larger home, while still enjoying all the benefits of a premier beachside location. The grandfathered detached shed offers a unique opportunity to be reimagined as a garage, workshop, or future pool house. Inside, the 3-bedroom, 2-bath floor plan features multiple living areas, a bright Carolina Room, a spacious patio for outdoor dining and entertaining, an outdoor beach shower, and generous parking. The peaceful, natural setting feels worlds away while remaining just moments from the beach, Coligny Plaza, shopping, and dining. The home has a strong history of owner-managed VRBO rentals, generating around $60,000 annually, while still serving as a comfortable private retreat. Whether you're searching for a lock-and-leave second home, a proven investment property, or the opportunity to create your own beach escape, 18 Sandpiper Street offers an increasingly rare combination of location, livability, and future potential in one of Hilton Head Island's most desirable beach communities.

18 Sandpiper Street, Hilton Head Island

Courtesy of William Raveis - Carolina LLC, from Lowcountry Regional MLS.
14 Wimbledon Court Unit 108-1, Hilton Head Island
$28,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504410 MLS
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 2nd floor Sanibel floor plan has 1350 htd sq ft, a screened porch & balcony, and overlooks the front pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 108-1, Hilton Head Island

Courtesy of Hilton Head Properties
51 Aberdeen Court Unit 28-11, Hilton Head Island
$15,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503883 MLS
Best Fractional Ownership homes on the Island! 3 BR, 3 BA single family homes with approximately 2,000 sq ft of fully furnished living space. The 1/13 deeded home ownership also includes the owner's private clubhouse with lounge, conference, game, fitness rooms, pool, hot tubs, and concierge service. Perfect for those desiring a turn-key vacation home which can be used for multiple visits of a few days, by the week or longer for a total of 27 days every year. All stays are by reservation for ultimate flexibility for family, friends, or clients use. Come check out one of our 28 homes. Enjoy access to 7 local courses with cart-fee-only play for both the owner and an in-residence guest.

51 Aberdeen Court Unit 28-11, Hilton Head Island

Courtesy of Dunes Real Estate
27 Stable Gate Road, Hilton Head Island
$714,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504112 MLS
Sunrisе marsh viеwѕ. Sіnglе‐levеl lіving. Iconic Lοwcοuntry lifestyle. Wake up each morning to breathtaking sunrise views over the marsh, with wraparound lagoon and marsh vistas that bring nature right to your doorstep-located inside Moss Creek Plantation, one of the Lowcountry's most cherished gated communities. This beautifully updated, one-level home offers effortless living with 3 bedrooms, 2.5 baths, and a dedicated office-perfect for guests, hobbies, or working remotely. The thoughtful layout is ideal for those seeking bedroom separation, open concept, and a view that frames the home. A spacious back patio allows for morning coffee to enjoy sunrise and evenings to unwind with coastal breezes and peaceful water views. Moss Creek amenities include Championship golf, marina access, tennis & pickleball, fitness center, miles of nature trails, and a vibrant social calendar-all just minutes from Hilton Head Island. A rare opportunity to enjoy low-maintenance living, extraordinary views, and a true sense of community. Property owner is a family member of a licensed SC real estate agent.

27 Stable Gate Road, Hilton Head Island

Courtesy of William Raveis - Carolina LLC
27 Stable Gate Road, Hilton Head Island
$714,000
3 Beds ⋅ 2 Baths ⋅ 194251 MLS
Sunrise marsh views. Single-level living. Iconic Lowcountry lifestyle. Wake up each morning to breathtaking sunrise views over the marsh, with wraparound lagoon and marsh vistas that bring nature right to your doorstep-located inside Moss Creek Plantation, one of the Lowcountry's most cherished gated communities. This beautifully updated, one-level home offers effortless living with 3 bedrooms, 2.5 baths, and a dedicated office-perfect for guests, hobbies, or working remotely. The thoughtful layout is ideal for those seeking bedroom separation, open concept, and a view that frames the home. A spacious back patio allows for morning coffee to enjoy sunrise and evenings to unwind with coastal breezes and peaceful water views. Moss Creek amenities include Championship golf, marina access, tennis & pickleball, fitness center, miles of nature trails, and a vibrant social calendar-all just minutes from Hilton Head Island. A rare opportunity to enjoy low-maintenance living, extraordinary views, and a true sense of community. Property owner is a family member of a licensed SC real estate agent.

27 Stable Gate Road, Hilton Head Island

Courtesy of William Raveis - Carolina LLC, from Lowcountry Regional MLS.
14 Wimbledon Court Unit 123-1, Hilton Head Island
$32,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504118 MLS
Enjoу 2 BR, 2 BA fіхed 10 wееkѕ of thе nеw year. First 10 weekѕ of Јanuary - the second week of March. Desirable first floor unit. Balcony view of the pool. Short stroll to the beach and all amenities. Enjoy the theatre, fine and casual dinning. bike our 100+ miles of biking, and lots more. Day trips to historical Charleston and Savannah and many small towns in between.

14 Wimbledon Court Unit 123-1, Hilton Head Island

Courtesy of Dunes Real Estate
9 Guscio Way, Hilton Head Island
$6,800,000
8 Beds ⋅ 8 Baths ⋅ HILTONHEAD-503643 MLS
A rare οpportunіtу to οwn а bеautіfullу updated 8-bedroom οcеanfront home in the heart of North Forest Beach. Designed to take full advantage of its exceptional setting, 9 Guscio Way offers sweeping Atlantic views, direct beach access, and multiple covered balconies spanning all three levels. The spacious, open-concept interior is ideal for gathering and entertaining, with an elevator serving each floor and a bonus room with a second kitchen providing added flexibility for guests. Outside, enjoy a private pool and spa, paved pool deck, lush landscaping, and a private boardwalk leading directly to the beach. Extensive improvements include a new roof, new HVAC systems, new Hardie siding, impact windows and doors, and more-offering the benefit of a well-cared-for oceanfront property with many major updates already completed. Equally appealing as a luxury second home or high-performing vacation rental, the property has generated exceptional rental income, with over $400,000 for 2026. All of this is just a short walk or golf cart ride from Coligny Plaza, Celebration Park, restaurants, shopping, and entertainment-combining the privacy of an oceanfront retreat with one of Hilton Head Island's most desirable and convenient beach locations.

9 Guscio Way, Hilton Head Island

Courtesy of Daniel Ravenel Sotheby's International Realty
16 Whelk Street, Hilton Head Island
$5,099,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-503980 MLS
Experience the pinnacle of oceanfront living on Hilton Head Island in this fully turnkey beach home with unobstructed Atlantic Ocean views. Located on one of the island's most desirable beaches, this oceanfront property for sale offers stunning eastern exposure with unforgettable sunrises, expansive shoreline views, and the calming sound of waves crashing on the shore. Meticulously maintained and never rented, the home features a new chef's kitchen, five bedrooms with ensuite bathrooms, including multiple oceanfront primary suites with private balconies overlooking the water. Enjoy a private oceanfront pool with an elevated deck designed to maximize beach and ocean views, plus a new private boardwalk that's a hop, skip, and jump to toes-in-the-sand. Use as a primary residence, second home, or high-end Hilton Head vacation rental, either way, the memories you'll make inside, outside, on the beach, and anywhere else on America's #1 Island are priceless, while the potential for high rental income production and future appreciation makes this a smart investment. Oceanfront homes on Hilton Head Island priced this low are a rarity, making this luxury oceanfront residence a truly exceptional opportunity. If you're going to buy oceanfront, do it like this! Now is the time to make your dreams a reality!

16 Whelk Street, Hilton Head Island

Courtesy of EXP Realty LLC
9 Harbourside Lane Unit 7312B, Hilton Head Island
$99,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503819 MLS
Direct Harbourfront View! What are you waiting for? Come own a piece of paradise! Completely renovated quarter-share condo in a Mediterranean-style Harbour community. Enjoy live music & entertainment from the balcony. Enjoy everything the area has to offer without ever getting in the car. Amenities include a private pool, hot tub, gas grills, private secure parking, & access to Palmetto Dunes. Experience world-class amenities: beach, golf, tennis, lagoon system & leisure trails. Yearly fee incl: taxes, insurance, utilities, etc! Just bring your suitcase. Hassle-free deeded ownership provides 13 rotating weeks of use on Hilton Head.

9 Harbourside Lane Unit 7312B, Hilton Head Island

Courtesy of Sea Pines Real Estate - The Cottage Group, LLC
4 Plantation Drive, Hilton Head Island
$4,480,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-503477 MLS
A rare οpportunіtу, neѕtlеd οn ovеr 2 аcres in populаr Sеa Pines. This Lowcountry, custom estate features a private, detached multi-purpose cottage, quietly located in the rear of the property, accessed exclusively by a land bridge. A beautifully curated 5 bedroom compound, set among majestic live oaks and pines, offers a sanctuary with single level living on the main floor, a private lagoon, pool/spa along with multiple outdoor spaces, ideal for entertaining. Throughout the main living areas you'll find rich hardwood floors, beautiful trim details and walls finished in sophisticated, classic neutral tones-creamy whites and warm taupes. The kitchen sets the tone of the home with natural dolomite countertops, taupe perimeter and island cabinets with custom arched oak upper cabinets flanking the range, complete with pure brass hardware. The mix of traditional selections is balanced with a modern, linear light fixture over the island. The scullery kitchen provides ample prep space and storage in addition to a dedicated pantry. Enjoy mixing cocktails in the well appointed wet bar with floating shelves and knurled brass plumbing. Features in the bathrooms include timeless marble mosaics paired effortlessly with curated ceramics complete with custom cabinetry and classic hardware selections. This commitment to mixing the traditional with modern, high-end selections guarantees a home that will never go out of style. Experience working remotely in the study featuring custom built-in desks. Dramatic, cathedral ceilings make the home feel larger than life. A media room invites you to relax and linger. Details abound with ceilings trimmed in tongue and groove, shiplap walls, custom wood stained wall paneling, arched built-ins, custom built-in office. The versatile guest cottage welcomes friends and family, featuring a living room, wet bar, bedroom, full bathroom, and additional garage space for up to three vehicles. An expansive screened porch enhances the outdoor experience, making it perfect for gatherings such as oyster roasts or bourbon tastings, or simply relaxing while enjoying the picturesque natural surroundings. Experience a home that seamlessly integrates classic design with modern living amidst the scenic beauty rooted in Lowcountry heritage.This property offers a unique experience of residing on a secluded estate with world-class amenities including golf, tennis, stables, a nature preserve, restaurants and shops just a stroll away.

4 Plantation Drive, Hilton Head Island

Courtesy of Howard Hanna Allen Tate Lowcountry
3 Driftwood Lane, Hilton Head Island
$4,199,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-503345 MLS
Located in the highly sought-after North Forest Beach neighborhood of Hilton Head Island, 3 Driftwood Lane is a rare coastal luxury home situated on a private street of just nine residences that share exclusive private beach access reserved solely for the street. This spacious five-bedroom home with four full and two half bathrooms offers approximately 4,100 square feet of living space, combining privacy, close proximity to the beach, and refined Lowcountry design. Designed for elevated coastal living, the property features a resort-style outdoor living area with an elevated pool and spa, an outdoor kitchen, and a private outdoor shower and bathroom, making it ideal for seamless indoor-outdoor entertaining. Interior living spaces are generously sized and provide flexible accommodations for family and guests, while the oversized garage offers abundant storage, a valuable feature for beach gear and everyday convenience.Just steps from the Atlantic Ocean and minutes from Hilton Head Island's premier shopping, dining, and entertainment, this North Forest Beach home offers an exceptional blend of seclusion and accessibility. Whether used as a primary residence, a luxury second home, or a high-end vacation rental investment, 3 Driftwood Lane represents a rare opportunity to own a private beach access home in one of Hilton Head's most desirable locations.

3 Driftwood Lane, Hilton Head Island

Courtesy of COAST PROFESSIONALS Brokered by EXP Realty
20 N Port Royal Drive, Hilton Head Island
$6,500,000
3 Beds ⋅ 5 Baths ⋅ HILTONHEAD-502804 MLS
Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

20 N Port Royal Drive, Hilton Head Island

Courtesy of Sea Pines Real Estate South Beach
14 Wimbledon Court Unit 142-1, Hilton Head Island
$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-502153 MLS
Model Open Daily. This is specially designed for the snowbird. Enjoy the first 10 weeks of the year from the First Saturday of the year all the way until the 11th Saturday. Spectacular lagoon view. Includes golf for 4 players daily for cart fee only, Free tennis and or Pickle Ball and best of all you have full use of all the services and amenities of the highest rated ocean front hotel on the island The Westin Resort and Spa.

14 Wimbledon Court Unit 142-1, Hilton Head Island

Courtesy of Hilton Head Properties
3 Avocet Road Unit 3214, Hilton Head Island
$450
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-501972 MLS
own week 24 of Hilton Head Island and never worry about booking again your fixed week is waiting for you. low maint. fee of 929.00 will reserve your 2bed 3bath villa with double bunk house room! 2 minute walk to coligny beach, and all it has to offer. Bring your toothbrush and shop at the piggly wiggly and enjoy your stress free week. (you can also stop in for a swim anytime of the year DAY PASS).

3 Avocet Road Unit 3214, Hilton Head Island

Courtesy of Realty One Group - Lowcountry
22 Stable Gate Road, Hilton Head Island
$475,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-501796 MLS
Don't misѕ this inсrеdiblе οрpοrtunіty to own in sought-аfter Μoss Creek! This charming single-story residence offers 2 bedrooms, 2 bathrooms, and peaceful saltwater lagoon views, all just steps from the neighborhood pool. Beautifully renovated throughout, this home features new kitchen cabinets, countertops, and appliances, along with new bathroom vanities, new carpet in the bedrooms, scraped ceilings, and fresh interior paint. The thoughtful updates make this home move-in ready while still offering the relaxed Lowcountry lifestyle Moss Creek is known for. Moss Creek is a private, gated community with exceptional amenities, including two championship golf courses, deep-water boat slips, clubhouse dining, tennis and pickleball courts, playgrounds, a fitness center with classes, and resort-style pools. Whether you are looking for a primary residence, second home, or investment property, this beautifully updated home is full of potential and won't last long.

22 Stable Gate Road, Hilton Head Island

Courtesy of Charter One Realty
55 Barcelona Road Unit 274B, Hilton Head Island
$29,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-501467 MLS
Great oрportunitу іn the hіghlу dеsіrеd Brigantine Quarterѕ behіnd the gates of Shipyard! With 13-weeks of annual usage, this 2 BR/2 BA second floor flat is on a rotating schedule and has an incredible long lagoon view. Your maintenance fee covers everything from taxes, insurance, to toasters! It's a great way to have a worry-free place at the beach. Two community pools (one heated seasonally) - plus all the amenities that go along with Shipyard!

55 Barcelona Road Unit 274B, Hilton Head Island

Courtesy of Dunes Real Estate
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