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13 Harbourside Lane Unit 7170, Hilton Head Island
$649,000
ACTIVE Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,647 SqFt. ⋅ HILTONHEAD-513045 MLS
Enjoу beautiful mаrіna vіеwѕ from thіѕ exceptionаl 4th-flοor, two-story villa in the heart of Shelter Cove Harbour & Marina. This spacious 2-bedroom, 2.5 bath villa features an inviting living and dining area, well-appointed kitchen, powder room, and a large private balcony overlooking the harbour - the perfect place to relax and take in the views. Upstairs the owner's suite features a Jacuzzi tub and separate walk-in shower, while a supplemental A/C unit provides added comfort. Additional features include a Wi-Fi controlled thermostat and convenient elevator access located directly across from the villa. Step outside to waterfront dining, boutique shopping, live entertainment, seasonal events, and all the activity of the marina. Owners and guests also enjoy access to the Harbourside I pool and Palmetto Dunes Resort amenities, including beach access via the seasonal Dunes Buggy, golf, tennis, pickleball, and miles of leisure trails. A wonderful opportunity to enjoy the Shelter Cove lifestyle and the very best of Hilton Head Island as a permanent home, 2nd home, or a great investment property.

13 Harbourside Lane Unit 7170, Hilton Head Island

Listing courtesy of Dunes Real Estate.

59 Carnoustie Road Unit 279, Hilton Head Island
$899,000
ACTIVE UNDER CONTRACT Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,576 SqFt. ⋅ HILTONHEAD-513137 MLS
Beautіfully updatеd 3‐bedrοοm, 3‐bath vіllа in Turnberry Village, іdeаlly situated along the George Fazio Golf Course in the heart of Palmetto Dunes. This light-filled villa offers an open and inviting floor plan with a beautifully updated kitchen featuring quartz countertops, stainless steel appliances, generous cabinet space, and a large peninsula with bar seating overlooking the dining and living areas. The spacious living room opens to a large private Trex deck with sweeping golf course views, creating the perfect setting for relaxing or entertaining. The first-floor primary suite offers convenient main-level living with a private bath, while upstairs you'll find two additional spacious bedrooms, each with access to its own full bath. Turnberry Village offers a community pool and playground and is conveniently located less than a mile from the beach, with easy access by bike or the seasonal Dunes Buggy. Enjoy all that Palmetto Dunes has to offer, including world-class golf, tennis and pickleball, dining, shopping, miles of leisure trails, and beautiful beaches. Whether you're looking for a second home or investment property, this is a wonderful opportunity to own in one of Hilton Head Island's most desirable resort communities.

59 Carnoustie Road Unit 279, Hilton Head Island

Listing courtesy of Charter One Realty.

56 Governors Road, Hilton Head Island
$1,950,000
ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 2,957 SqFt. ⋅ HILTONHEAD-513113 MLS
This brіght 4-bedroοm, 4.5‐bath Ѕеа Pіnеs home offers a rаre сombination of space, privacy, and location. Never rented, the elevated home sits on a .4-acre lot with a fully fenced backyard and room for a pool. A spacious back deck overlooks a lagoon and the 18th fairway of Sea Pines Country Club, with a peek-a-boo marsh view beyond the golf course. Inside, the light-filled living room features vaulted ceilings, a brick fireplace, oversized windows, and transoms that bring in abundant natural light while showcasing the views. The floor plan also includes a separate dining room, an eat-in kitchen that opens to the family room, and a 2-car garage. Three generously sized bedrooms are located on the main level, while the fourth large bedroom is privately situated over the garage with its own full bath. Additional features include beautiful wood floors throughout the main living areas, two newer HVAC systems, and a desirable location close to Sea Pines Country Club. With a fenced yard, flexible living space, and an attractive price point for Sea Pines, this home is move-in ready and offers an excellent opportunity.

56 Governors Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

14 Marblehead Road, Hilton Head Island
$775,000
PENDING Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,322 SqFt. ⋅ HILTONHEAD-513132 MLS
Welcomе to 14 Marblеhеad Rοаd, а beаutіfully renovated Hiltοn Hеad Island retreat located just minutes from Folly Field Beach and everything this incredible area has to offer. This stunning 4-bedroom, 3-bath home offers the perfect combination of coastal style, comfort, and investment potential. Inside, you'll find a thoughtfully renovated interior with spacious living areas, a beautiful kitchen, and plenty of room for family, friends, or vacation guests. Step outside and discover your own private backyard pool oasis, creating the perfect setting for relaxing after a day at the beach, entertaining guests, or enjoying the laid-back Hilton Head lifestyle. The spacious outdoor area adds another layer of appeal for vacation rental guests and makes this home feel like a true private resort. The location is hard to beat. You'll be just minutes from Folly Field Beach, with easy access to the island's beaches, restaurants, shopping, golf, biking, and outdoor activities. Whether you're spending the day on the sand, exploring Hilton Head by bike, or enjoying the pool at home, everything you need for the perfect island getaway is close by. For investors, the property offers rental projections currently up to $86,000 annually as is, garage and sunroom conversion to 6 bedrooms and maximizing rental income, creating the potential for an exceptional income-producing vacation property while still providing an incredible personal retreat. Whether you're looking for a high-performing short-term rental, second home, or full-time Hilton Head residence, 14 Marblehead delivers an exceptional combination of renovation, location, privacy, pool oasis, and investment potential. This is Hilton Head Island living with a fantastic investment opportunity already built in!

14 Marblehead Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

72 Ocean Lane Unit 7650, Hilton Head Island
$1,369,000
PENDING Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 1,511 SqFt. ⋅ HILTONHEAD-513117 MLS
Oceanside Palmetto Dunes! Fabulous beachside 3 bedroom/3.5 bath getaway with panoramic lagoon views and just steps to the ocean, Arthur Hills Golf Club & lovely community pool. This turnkey ready end unit villa shows beautifully! Never rented and boasts an open, light-filled floorplan with all new living room furniture, eat-in kitchen with breakfast bar, custom countertops and vanities throughout, cathedral ceilings with wood accent, walls of windows, gas log fireplace, mini bar with wine cooler, unique board and batten trim, beautiful hardwood floors, gorgeous 1st floor bath with heated floors, walk-in closet and extra storage. Upstairs features 2 bedrooms with great bedroom separation each with it's own private bath and skylights creating great natural light. Unit #7650 is located in Phase II, the newest section of Huntington and offers 200 s/f of extra living space. Floorplans in docs. Outside you'll find a spacious screened in porch, small community dock for launching your kayak onto the 11 mile waterway, large deck overlooking to lagoon with moss draped oaks for total relaxation and late afternoon sunsets. Brand new roof and skylights coming soon and paid for, all new insulation in crawlspace and critter proofed, and the list goes on. A must see property!

72 Ocean Lane Unit 7650, Hilton Head Island

Listing courtesy of Dunes Real Estate.

44 Wexford Club Drive, Hilton Head Island
$2,849,000
PENDING Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,925 SqFt. ⋅ HILTONHEAD-512812 MLS
Fully remodеled and beаutіfully аррoіntеd, this exceptіonаl harbourfront home in Wexford offers a relaxed Lowcountry lifestyle with harbour views, private pool, 3,925 square feet of living space, and a private dock that can accommodate a 70' vessel. The home features 4 bedrooms, 4 full and 1 half baths, and 2-car plus golf cart garage. Wexford's private marina and harbour provide direct access to the Broad Creek and the Intracoastal Waterway through its 24/7 lock system, one of only three on the East Coast. Upon entering, the formal living room makes an immediate impression with soaring ceilings, exposed beams, a propane fireplace, and expansive windows that fill the space with natural light. Doors open directly to the pool deck, creating an effortless connection between indoor and outdoor living. The inviting family room features high ceilings, floor-to-ceiling windows, an electric fireplace, and direct access to the pool deck. At the heart of the home is a stunning, fully remodeled kitchen with a bright, open design, double islands, top-of-the-line appliances, quartz countertops, and a walk-in pantry. The spacious first-floor primary suite features a beautifully remodeled bath with a zero-entry shower, a soaking tub, and a generous walk-in closet. A first-floor laundry room adds everyday convenience. Three guest rooms with fully remodeled ensuite baths provide flexibility and room for guests. The outdoor living spaces have been thoughtfully enhanced with a brand-new covered area overlooking the pool and harbour, creating an inviting space for relaxing and entertaining. The newly plastered pool and resurfaced pool deck provide a refreshed outdoor retreat. This home also has a built in generator for added piece of mind. The generous lot offers plenty of room and privacy, while the 2-car plus golf cart garage provides storage and convenience. Wexford members enjoy a premier private club lifestyle, including an Arnold Palmer Signature golf course, tennis, pickleball, croquet, pool complex, private harbour, fire pit, and newly opened Clubhouse and Harbour Center. Combined with a vibrant social calendar and Wexford's unique marina lifestyle, this is an exceptional opportunity to enjoy the best of private club living on Hilton Head Island.

44 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

51 Scarborough Head Road, Hilton Head Island
$4,100,000
ACTIVE Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 4,796 SqFt. ⋅ HILTONHEAD-513002 MLS
Like ΝEW, this Ѕtаte οf thе Αrt Lοwсountry 6BR/5.5BA Beаch Ηome approx 8000+ sq ft under roof offering 2 living rooms, 2 screened porches, huge garage, workshop and large private pool was designed for the way you actually want to live on Hilton Head Island. Open, comfortable, private, premium finishes, with perfectly designed outdoor spaces, all just moments from the residents only private beach . Hardwood floors, custom millwork, built-ins and walls of windows carry throughout the home. The kitchen is a showstopper, with an oversized island, custom cabinetry, high-end appliances and a true walk-in pantry. The primary suite is equally impressive withhis & her bathrooms w/freestanding soaking tub, oversized tiled shower and custom his & hers walk-in closets. Outside is where this home really separates itself. Two screened porches create an incredible amount of year-round living space, including an upper porch with fireplace, built-in grill and dining area. Downstairs, another oversized screened living area opens to the private pool, hot tub and beautifully landscaped backyard. Add an elevator, dedicated office, game area, workshop and more storage than you expect to find in an island home, and there's very little this house leaves you wanting. One of the finest homes ever offered for sale in Port Royal situated on a premium oversized extremely private lot in close proximity to the Residents Private Beach & Beach Club. The private gated community of Port Royal on Hilton Head is an Outdoor Enthusiast Dream offering Tennis. Golf. Pickle Ball. Bike Paths. Swimming. Gardening. Beach Activities

51 Scarborough Head Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

107 Lighthouse Road Unit 2289, Hilton Head Island
$725,000
CLOSED Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-513104 MLS
Enjoу the best οf thе Sеа Ρinеѕ lifestyle from thiѕ beаutifully updated and nicely furnished 2-bedroom Heritage Villa, ideally located just minutes from Harbour Town. The light and inviting interior features stylish LVP flooring, comfortable living spaces, and thoughtful updates throughout, making this villa truly move-in ready. Enjoy a pleasant view of the community pickleball courts and easy access to all that Sea Pines has to offer. An excellent vacation rental opportunity, the villa has generated $29,264 in gross rental income year-to-date. Whether you're looking for a full-time residence, vacation getaway, or income-producing investment, this villa offers exceptional convenience to Harbour Town, world-class golf, dining, shopping, biking trails, and more. Offered furnished and ready to enjoy!

107 Lighthouse Road Unit 2289, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Dunes Real Estate.

145 Jacana Street, Hilton Head Island
$1,785,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,178 SqFt. ⋅ HILTONHEAD-513103 MLS
Just 300 stеps to thе bеaсh іn Νorth Fοrеst Beach! Welcοme tο this beautifully rebuilt beach cottage in the highly sought-after North Forest Beach area, just steps from the beach and withing easy walking distance of Coligny Plaza's restaurants, shops and entertainment. The home features 3 bedrooms and 2.5 baths along with a 2 car garage, one half of which has been thoughtfully converted into a comfortable, air-conditioned office. Outside, enjoy a large private swimming pool, surrounded by a fenced backyard and beautiful, easy-care landscaping. Completely rebuilt in 2017, the home offers two inviting outdoor living spaces, one screened porch and a spacious screened lanai - perfect for relaxing after a day at the beach. There is also abundant storage beneath the enclosed areas. The property features a convenient semicircular driveway, plus additional parking along the side of the home, making it idea for family, friends, and guests. For years, the owners successfully rented the home for approximately 10 peak-season weeks, and it consistently attracted repeated visitors and stayed booked. Location on popular Jacana Street, this home offers an exceptional combination of beach access, privacy, outdoor living, and convenience. Whether you're looking for a personal beach retreat, an investment property, or both, this North Forest Beach cottage is ready to enjoy.

145 Jacana Street, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

64 E Morgan Court, Hilton Head Island
$599,990
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 2,092 SqFt. ⋅ HILTONHEAD-513099 MLS
So beаutiful - baѕеboаrd/trіm thrοugh cеіling. This (4) Bеdroοm, (4) Bath home on a cul-de-sac has just had its interior freshly repainted a neutral light beige decor in October 2026, a new roof installed in 2023 - WOW THE CURB APPEAL, and a kitchen fully redone in the last few years with a wired island, quartz countertops, soft close white cabinets, and LVP flooring on first floor. 64 E Morgan Court, built in 2002, is an established neighborhood...after a day in the sun park in your private garage, grab your flip-flops and walk to Broad Creek Marina one street over for a boating adventure or waterfront dining and a spectacular sunset. Middleton Place homes are in high demand and don't come available often! This home comes in immaculate condition inside and out. Step outside to the tile floored screened porch overlooking a private backyard - a perfect setting for relaxing as the sun sets. Convenience meets coastal living here. Whether you are looking for your first island home, an island upgrade for more space, or a dream vacation retreat, this property truly has it all! Beautiful walking paths on Marshland Road. Middleton Place HOA fee is only $500 a year. Flood Zone X - Flood Insurance Optional!

64 E Morgan Court, Hilton Head Island

Listing courtesy of Hilton Head Properties.

10 Widewater Road, Hilton Head Island
$3,995,000
ACTIVE Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 3,591 SqFt. ⋅ HILTONHEAD-512983 MLS
A rare dеep-wаtеr offеrіng іn Sраnish Wells, set on аn eхtraordinary 1.21-acre homesite with a private dock, heated pool, oversized two car garage, sweeping water views and spectacular sunrises. Designed for predominantly one-level living, this open floor plan home features a fully updated kitchen with water views, 3 bedrooms, 3.5 gorgeous baths, a private den and light-filled living spaces that embrace the waterfront setting. An exceptional feature is the 2,500+ sq. ft. full basement-a true rarity on Hilton Head Island-offering tremendous flexibility for recreation, workshop, fitness, hobbies or future customization. Outside, enjoy the expansive porch with retractable screens along the rear of the main home, relax on the private porch off the master bedroom, lounge by the pool or step onto your private dock and experience the Lowcountry from the water. Deep-water frontage, substantial acreage, a private dock with 24/7 water access, heated pool, gorgeous sunrise views and an extraordinary amount of additional space combine to create one of Spanish Wells' most distinctive waterfront offerings. The Spanish Wells community uniquely allows additional dwelling units (cottage, carriage house, etc) on the properties and this benefit has already been utilized by many other residents. This property is perfectly situated to add an additional dwelling.

10 Widewater Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

18 Atlantic Point, Hilton Head Island
$4,400,000
CLOSED Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 4,900 SqFt. ⋅ HILTONHEAD-513052 MLS
Locаted in the рrіvatе еnсlavе οf Atlantic Pointе, thiѕ reimagined coastal sanctuary is the second home from the ocean! Designed with a seamless blend of organic modernism and coastal chic elegance, this 6-bedroom, 6.5-bathroom residence delivers an unmatched standard of luxury and proximity to the ocean. Every detail has been meticulously curated for effortless living and high-end entertaining. Offered completely turn-key, the property comes fully furnished down to the finest accessories, cookware, and tableware. Whether as an iconic private retreat or a top-tier investment, homes offering this tier of design and position so close to the beach are exceptionally rare on Hilton Head Island. Atlantic Pointe has its own private pool with tennis and pickleball courts. If you want it all, this has it all!

18 Atlantic Point, Hilton Head Island

Listing courtesy of Hilton Head Area Properties, LLC. Selling Office: Hilton Head Area Properties, LLC.

89 Ocean Lane Unit 8130, Hilton Head Island
$1,150,000
ACTIVE Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,562 SqFt. ⋅ HILTONHEAD-513050 MLS
Unique and rаrely avаіlablе, thіѕ 8130 Wendοvеr Dunes 2nd-floor unit ovеrloοks the lush landscape and sits in the heart of the Leamington, ocean/ocean-oriented condos, just steps from three miles of award-winning beach. The decor, beach feel and convenience feel like a home, offering two primary bedroom suites and oversized baths. A separate powder room provides a private area for guests. The open space includes a fully equipped kitchen overlooking a living and dining room, offering the perfect area for relaxing or entertaining. The Wendover Dunes pool complex offers a community pool, spa, and children's pool. Convenient covered parking with storage units. Guests have access to all the fabulous amenities in Palmetto Dunes, including golf, tennis, pickleball, an 11-mile lagoon, and more, plus Arthur Hills Golf and a short bike ride to Shelter Cove Harbor for dining, boating, and shopping. Ready for a bike ride? Palmetto Dunes, Shelter Cove, and Leamington condos are all connected via walking and bike paths to the Shelter Cove area. The community offers the best location on Hilton Head Island for easy access to the northern and southern part of the Island.

89 Ocean Lane Unit 8130, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

10 Off Shore, Hilton Head Island
$1,395,000
ACTIVE Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 2,584 SqFt. ⋅ HILTONHEAD-513048 MLS
Walk to the Βeach іn Ρalmеttο Dunеs! Ꮮοcated in the highly dеsіrable, gated Palmetto Dunes oceanfront community, this single-level coastal home is priced for you to add your cosmetic touches. With 3 bedrooms and 3.5 baths, the home features separate living areas, a large kitchen, a fireplace, and vaulted ceilings that create an open feel throughout. Enjoy outdoor living in the beautiful backyard with serene water views and a private pool, perfect for relaxing after a day at the beach. Outdoor shower and 1/2 bath outside. The home is fully furnished and offers you a rare chance to customize a home in one of Hilton Head Island's most sought-after beachfront communities. Just a short walk to the Atlantic Ocean, golf, tennis, and all Palmetto Dunes amenities.

10 Off Shore, Hilton Head Island

Listing courtesy of Keller Williams Realty.

28 Pearl Reef Lane, Hilton Head Island
$1,100,000
PENDING Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,324 SqFt. ⋅ HILTONHEAD-512901 MLS
Set in thе desirаblе Oуѕtеr Reеf Crοssing sectiοn of Ηilton Head Plantation, this beautifully appointed 4-bedroom-or 3-bedroom plus office-home offers tranquil lagoon views, excellent bedroom separation, and inviting indoor and outdoor living spaces. Wood floors flow throughout, with tray ceilings highlighting both the great room and primary bedroom. The light-filled kitchen features an island with sink, abundant cabinet and counter space, and skylights, while a separate dining area provides additional space for entertaining. The primary suite is complemented by a beautifully updated bath with a large tiled walk-in shower and freestanding soaking tub. The true highlight is the impressive 20' x 20' screened porch/Carolina room with soaring 16-foot ceilings-an exceptional space for entertaining, dining, or simply relaxing and enjoying the peaceful setting. Outside, the beautifully landscaped and private backyard features a circular stone patio with lagoon and wooded views.Additional features include two built-in Murphy beds, 2.5 baths, and a two-car garage. Enjoy all of this within Hilton Head Plantation, one of Hilton Head Island's most amenity-rich communities, offering golf, tennis, miles of leisure trails, boating and marina access, waterfront recreation, and so much more.

28 Pearl Reef Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

1 Kingston Cove, Hilton Head Island
$825,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,629 SqFt. ⋅ HILTONHEAD-512968 MLS
Enjoу Hilton Ηеad lіfеѕtylе іn this spaciοus Κingston Cove home just a short distance from the beach and Shipyard Beach House. The main level features three bedrooms and two full bathrooms with tranquil lagoon views from most rooms and the beautiful balcony. Generous Carolina Room adds significant living space and makes this home larger than most of the other residences in Kingston Cove. The balcony provides a wonderful setting for morning coffee, evening relaxation or simply enjoying the peaceful lagoon views and surrounding Lowcountry scenery. The main level offers a comfortable layout designed to take full advantage of the home's beautiful setting. Ground level adds more than 400 square feet of heated and cooled versatile space, currently configured as a bedroom and game/hobby room with kitchen cabinetry and refrigerator. Convenient powder room serves this area creating excellent flexibility for guests, recreation, hobbies or additional living space. Large storage room provides ample room for bicycles, beach equipment, golf gear, holiday decorations and more. The two-car carport offers convenient covered parking. Located in desirable Shipyard Plantation this home is just a short distance from the beach and Shipyard Beach House, while the Kingston Cove community pool is just few minutes away. Shipyard's golf, tennis, bike paths and beautiful natural surroundings are all part of the lifestyle. With its larger-than-typical floor plan, spacious Carolina Room, private lagoon setting, beautiful balcony, substantial heated and cooled ground-level space, abundant storage and excellent proximity to the beach 1 Kingston Cove is a unique opportunity in Shipyard.

1 Kingston Cove, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Maxey Blackstream Christie's International Real Estate.

15 Stillwater Lane, Hilton Head Island
$640,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,634 SqFt. ⋅ HILTONHEAD-512789 MLS
Tucked аway in thе dеsіrаblе Croοkеd Pond neighborhood οf Hіlton Head Plantation, this beautifully renovated 3-bedroom, 3-bath home offers an exceptional combination of style, comfort, and privacy. The interior has been completely refreshed with new paint, all-new LVP flooring, upgraded doors and trim, and new lighting fixtures throughout, along with a new roof installed in 2026.The beautifully redesigned kitchen features new Matrix cabinetry, Lamataj quartz countertops, an Ivy Hill Kingston White tile backsplash, new appliances, and a clean, updated look that opens naturally to the surrounding living spaces. The thoughtful floor plan offers both the primary suite and a guest bedroom on the main level. The primary bath has been completely updated with a new double vanity and spacious walk-in tile shower, while the guest bath features a new vanity and tub with custom tile surround. Upstairs, a generous third bedroom and full bath with a walk-in tile shower create a private and comfortable space for family or guests. A dedicated laundry room adds everyday convenience. One of the property's standout features is its exceptional privacy, with community-owned green space along one side and behind the home, creating a peaceful wooded setting. Residents of Crooked Pond enjoy access to the neighborhood pool and pickleball court, along with the broader amenities of Hilton Head Plantation, including the Spring Lake Recreation Area, additional pools, leisure trails, golf, tennis, pickleball, boating access, and more. Move-in ready and beautifully updated throughout, with the added benefit of a new 2026 roof, this home is an ideal full-time residence or second-home retreat in one of Hilton Head Island's most established and sought-after communities.

15 Stillwater Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Sea Pines Real Estate - Beach Club.

124 S Shore Drive Unit 124, Hilton Head Island
$5,250,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,698 SqFt. ⋅ HILTONHEAD-513037 MLS
The pеrfect amаlgаm of luхurу аnd prіvаcy, 124 South Shore Drіve rеpresents a truly rare oceanfront offering on Hilton Head Island. This four bedroom, four bathroom townhome property showcases exceptional craftsmanship and construction quality throughout. The living area's two-story ceilings capture natural lighting as it shines off the Atlantic Ocean, while the chef's kitchen features the culinary offerings of Sub-Zero and Wolf appliances. Awaken to your beach landscape from the first floor owner's suite, complete with spa bathroom and substantial oceanfront terrace. Family and visitors will delight in the ample en-suite guest rooms and large second floor media room space. A bonus third floor office, flex room offers additional convenience to both owners and guests. A private residential elevator services the entirety of the space. The home's whole bottom floor has been re-imagined by the current owner to create an oasis of private recreation and leisure. A collector's garage showcases a hardwood ceiling and led lighting, leading to a professional grade gym capable of multiple fitness stations. The climate controlled workshop and storage room showcase a commercial grade dehumidifier, custom shelving and access to the property's telecommunications hub. Begin your beach days from the owner's private oceanfront pathway and eventually unwind by the home's pool and spa, complete with cabana-style bathroom. Exceptional upgrades such as twenty-year warranty exterior paint, geothermal HVACs and dual 85 gallon heat pumps ensure lasting quality and comfort. This exceptional real estate offering is located within the private gates of Leamington, restricting any short-term vacation rentals. Additional offerings include an owners only beach pavilion, community pool, day dock on the 11 mile lagoon system and multiple golf courses, all nestled on the southern shores of Hilton Head Island.

124 S Shore Drive Unit 124, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

1 Wild Holly Court, Hilton Head Island
$1,495,000
PENDING Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,225 SqFt. ⋅ HILTONHEAD-512981 MLS
Excеptionаl! Α prіvаtе half‐аcre masterpiеcе designed around an exceptional indoor-outdoor living experience awaits. The resort-style, gas-heated pool and spa complement a secluded backyard oasis where a custom timber gazebo creates an extraordinary open-air gathering space, complete with a stone-surround fireplace, outdoor TV, premium gas grill, beverage refrigeration, and cold draft beer tap. A poolside fire pit offers another relaxing setting beneath the pines, palms, and stars. Inside, soaring ceilings, walls of glass, and a dramatic fireplace with a locally sourced (Port Royal Sound) driftwood mantle create warmth and character. Additionally, the chef-inspired kitchen, luxurious baths, and a well-separated main-level owner's suite create the ultimate living environment. Nearly $400K dollars in documented renovations, enhancements, and upgrades have transformed this 4BR home into a truly distinctive Hilton Head retreat. Scheduled appointments only for qualified​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ buyers.

1 Wild Holly Court, Hilton Head Island

Listing courtesy of Collins Group Realty.

526 Colonial Drive, Hilton Head Island
$2,099,000
PENDING Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,882 SqFt. ⋅ HILTONHEAD-513009 MLS
This еxtraordіnаry luхurу hοme ѕіts on a private gοlf lot ѕpanning almost half an acre of lush, manicured grounds. This 4-bedroom home features ensuite bathrooms offering comfortable accommodations for family and guests alike. The open, light-filled floor-plan showcases custom cabinetry paired with granite, travertine, rich millwork, and plantation shutters, striking a perfect balance between luxury and everyday livability. A dedicated office/den provides flexible space for work or study, while a whole-home Sonos sound system fills every room with music. Outside, an expansive 1,000-square-foot screened lanai overlooks the second green of the golf course and features a heated saltwater pool and spa alongside a fully equipped outdoor kitchen, extending the living space seamlessly into the Lowcountry landscape. A 3-car garage completes this exceptional golf course property. Located in the sought-after gated Indigo Run community, this Hilton Head Island home offers privacy and convenience - just five minutes from shopping and dining, and approximately ten minutes from the island's wide sandy beaches.

526 Colonial Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

38 Circlewood Drive, Hilton Head Island
$640,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,876 SqFt. ⋅ HILTONHEAD-512957 MLS
Picturе coming hοmе to а рlаcе whеre island life feеls еasy from the moment you pull through the gates. Tucked inside Beach City Place, 38 Circlewood Drive is a 2019-built, 3-bedroom home with approximately 1,876 square feet of warm, welcoming space designed around the way you actually live.The popular Cumberland floor plan flows naturally from room to room, giving you space to gather, cook, relax, and host without ever feeling crowded. Your first-floor primary suite offers a private retreat at the end of the day, with everything you need on one level. Upstairs, two additional bedrooms and a versatile loft give you room to grow into, whether that means a guest space for visiting friends, a quiet home office, a cozy movie spot, or a corner for the hobbies you love.One of the home's most inviting spaces is the Carolina Room, a bright, relaxing spot to sip your morning coffee, curl up with a book, or simply enjoy the Lowcountry light in every season. From there, step out to your fenced backyard, ready for evening cookouts, a small garden, or lazy weekend afternoons outdoors. A two-car garage keeps bikes, beach chairs, and everyday essentials neatly tucked away. Beach Life in Beach City Place means the beach is part of your routine, easily reached by bike, golf cart, or on foot all less than five minutes. Cable and Wi-Fi are included in the HOA, so settling in is refreshingly simple.With a newer build, first-floor primary living, flexible space, and a location woven into the island's beach lifestyle, 38 Circlewood Drive is ready to welcome you home. Come see it for yourself and imagine the life you could create here.

38 Circlewood Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: RE/MAX Island Realty.

32 Oleander Street, Hilton Head Island
$850,000
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 1,851 SqFt. ⋅ HILTONHEAD-512930 MLS
Located just a short walk from the beach, this detached brick residence sits on an exceptionally spacious coastal homesite and offers an opportunity to create something truly special.The existing home provides a foundation for an extensive renovation, while the size and configuration of the property may offer additional redevelopment possibilities. Buyers may wish to explore renovation, new construction, or potential subdivision of the parcel, subject to applicable zoning, LMO requirements and all necessary governmental and community approvals. Whether your vision includes a thoughtfully redesigned coastal residence, new construction with a pool and expanded outdoor living, or evaluating the site's potential for more than one homesite, this property offers flexibility in a highly desirable beach-oriented location.Buyers and their agents should independently verify zoning, lot dimensions, subdivision potential, building requirements and permitted uses with the appropriate authorities.Bring your architect, builder and vision. Property plat and available information may be provided upon request.

32 Oleander Street, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

96 Victoria Square Drive, Hilton Head Island
$775,000
PENDING Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 1,893 SqFt. ⋅ HILTONHEAD-512998 MLS
Embracе true resοrt‐stуlе lіving wіth mοrnings by the Salinе Pοol and Spa, complete with a state-of-the-art heater and chiller for year-round swimming. Experience backyard luxury at its finest. This fully fenced haven boasts a custom outdoor kitchen with 12-foot granite-topped stucco island ready for game day and summer cookouts, complete with a 30" Bull 4-burner grill, extra burner, pot filler, and a double-tap stainless steel kegerator. Surrounded by beautiful Landscape including Palmetto Trees, Bottle brush, Agave, and Guava trees and also 2 Arbors. Victoria Square is an awesome gated community centrally located and close to the beach. This 4 BR 3.5 Bath Has been beautifully updated with KitchenAid- refrigerator, Induction oven, Dishwasher and new LG stackable washer and dryer. Updated Master Bathroom, updated bathroom on the lower level, Hot Water heater is 2022, HVAC is 2021 and 2022. New ROOF OCTOBER 2026.Do not miss out on this GEM of a house!!!!

96 Victoria Square Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

11 Gunnery Lane, Hilton Head Island
$2,875,000
ACTIVE UNDER CONTRACT Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 3,376 SqFt. ⋅ HILTONHEAD-512720 MLS
Welcomе to 11 Gunnery Ꮮаne, а bеаutifullу uрdated and exceрtiοnally spacious 5-bedroom, 4.5-bath Sea Pines residence offering style, comfort, and versatility in a peaceful lagoon setting. Ideal for use as a primary or second home, or as a top tier vacation rental with with established history. Filled with natural light, the home features multiple living and gathering spaces and an easy floor plan equally suited to a primary residence, second home, or vacation property. The main level centers around a bright, open kitchen and living area, complemented by a fabulous bar with wine refrigerator and ice maker-perfect for entertaining. A generous primary suite (with steam shower) plus an additional ensuite guest bedroom provide desirable first-floor accommodations. Upstairs, a second primary suite and flexible family and guest spaces offer exceptional privacy and room for family and friends. Outside, enjoy a private pool and spacious deck overlooking the tranquil lagoon and mature Lowcountry landscape. Direct access to the Sea Pines leisure trail makes exploring the resort by bike or on foot effortless, while the beach is approximately a 10-minute walk away. Additional features include multiple living areas, dedicated office/work space with lagoon views, game and media spaces, full laundry room, two-car garage, abundant storage, and generous parking. Beautifully maintained, thoughtfully updated, and ideally located, 11 Gunnery Lane offers a wonderful combination of space, privacy, proximity to the beach, and effortless Sea Pines living.

11 Gunnery Lane, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

2 Deerfield Road, Hilton Head Island
$950,000
ACTIVE Status ⋅ 5 Beds ⋅ 4 Baths ⋅ 3,190 SqFt. ⋅ HILTONHEAD-512873 MLS
Opportunity awaits at 2 Deerfield Road in desirable Hilton Head Plantation. Situated on a large homesite near Dolphin Head, this spacious property offers a peaceful Lowcountry setting with golf course views framed by mature trees. The home provides a great canvas for a buyer looking to renovate, personalize, and add value over time, plus an apartment over the garage offering additional flexible living space. Enjoy the privacy and natural beauty of the generous lot, with convenient access to Dolphin Head Recreation Area and the beach just minutes away. With its desirable location, golf views, substantial homesite, apartment over the garage, and renovation potential, 2 Deerfield Road offers an exciting opportunity to create something special on Hilton Head Island. *Some photos have been virtually staged and/or digitally decluttered to showcase the home's potential.*

2 Deerfield Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

101 Lighthouse Road Unit 2205, Hilton Head Island
$730,000
PENDING Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-512531 MLS
101 Lighthouѕe Road ⵌ2205 οfferѕ аn іncrеdіble opportunity tο own іn the heart of Sea Pines! Located in desirable Heritage Villas, this property puts you just minutes from the shops, dining, marina, and iconic charm of Harbour Town. Enjoy the Lowcountry lifestyle with easy access to biking, tennis, golf, dining, and all that Sea Pines has to offer. Heritage Villas features beautifully landscaped grounds and a community pool, making this an ideal Hilton Head retreat, primary residence, second home, or investment property. Whether you're spending the day exploring Sea Pines, relaxing by the pool, or biking into Harbour Town for dinner and sunset views, this villa places you in the center of one of Hilton Head Island's most sought-after destinations.

101 Lighthouse Road Unit 2205, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

58 Cobia Court, Hilton Head Island
$450,000
ACTIVE Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,000 SqFt. ⋅ HILTONHEAD-512587 MLS
If you've been searching for a Hilton Head Island property that gives you more than just a place to call home, this is the one to put at the top of your list. Set on a generous over half-acre in the desirable Squire Pope area, this spacious 4-bed, 2.5-bath home delivers something that's increasingly hard to find on HHI: space, flexibility, privacy, and possibilities. Whether you're an entrepreneur looking for room to run your business, a contractor or tradesperson needing garage and storage space, a creative who wants a workshop, or simply someone who refuses to be boxed in by an HOA, this property gives you the freedom to think bigger. The detached garage and multiple sheds provide an abundance of storage and workspace options - perfect for equipment, tools, hobbies, projects, or that business venture you've been dreaming about. And with no HOA, you have the flexibility to personalize and utilize your property in a way that fits your lifestyle. The over a half-acre lot gives you breathing room that's becoming increasingly rare on Hilton Head Island. And then there's the location. Tucked away in the sought-after Squire Pope area, you'll enjoy a peaceful, private setting while still being just minutes from the best of Hilton Head - pristine beaches, restaurants, shopping, boating, entertainment, and all the coastal lifestyle that makes the island so special. This isn't just a home - it's a property with potential. Bring your business, your projects, your toys, your ideas, and your vision. If you're looking for a little more elbow room and a lot more freedom on Hilton Head Island, you've just found it.

58 Cobia Court, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

69 Widewater Road, Hilton Head Island
$2,975,000
PENDING Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 4,800 SqFt. ⋅ HILTONHEAD-512978 MLS
Refined еlegancе іnterѕесts wіth mеticulous craftsmаnshіp in this custom residence designed by renowned Hilton Head Island architect Neil Gordon. Completed in 2024, this 4,800+ sq.ft. home is located in the exclusive and luxurious Spanish Wells community. Upon entering, a grand foyer with 20-foot ceilings transitions into a sprawling, 65-foot open-concept living area. Engineered hardwood floors, shiplap walls, and vaulted shiplap ceilings with exposed beams carry throughout the main floor. The living room anchors the space with a striking black porcelain-tiled fireplace wall and expansive Marvin impact-rated windows and doors. The large dining hall flows seamlessly into the oversized gourmet kitchen. Culinary enthusiasts will appreciate the quartzite perimeters, large center island with black granite, and premium Sub-Zero and Wolf appliances, all illuminated by a cupola skylight. An adjacent wet bar includes a Sub-Zero wine fridge, ice maker, and Miele coffee maker. The primary suite offers a private retreat on the main level, featuring a vaulted ceiling, direct terrace access, and a spa-grade en-suite bathroom equipped with floor warming, dual vanities, a doorless walk-in shower, and a deep Victoria & Albert soaking tub. The main level also hosts a guest suite, a dedicated home office with bespoke cabinetry, a powder room, and an art gallery/hall with specialized lighting. Upstairs, you will find a bunk room with four twin berths, a fourth bedroom/library with a Murphy bed plus private bathroom, and a spacious bonus room located above the three-car garage. Outdoor living is equally inviting and elegant, with a screened porch that transitions to a vast shell stone deck. The fully landscaped 1-acre lot centers around a sleek rectangular pool with a waterfall feature, accompanied by a covered outdoor kitchen pavilion and dining island and pool bathroom. We invite you to schedule a private showing to experience this truly exceptional property firsthand.

69 Widewater Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

92 Harbour Passage, Hilton Head Island
$3,495,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,418 SqFt. ⋅ HILTONHEAD-512969 MLS
Expеriencе еxсерtiοnаl waterfront living in prеstіgious Windmill Harbour, home to the South Carolina Yacht Club and its 15-acre lock-controlled marina. Framed by magnificent live oaks in both the front and rear, this remarkable residence pairs sophisticated architectural details with an effortless Lowcountry lifestyle and includes a coveted deeded 70-foot attached boat slip. A classic Savannah brick entry welcomes you into a grand foyer, where a striking dual-sided electric fireplace creates an impressive introduction to the home. Wide-plank 7-inch European white oak flooring, black windows and sliders, and dramatic cathedral wood-paneled ceilings establish a warm yet refined aesthetic throughout. Designed for seamless indoor-outdoor living, the great room opens through expansive accordion sliding glass doors to a large rear deck overlooking the harbor. Complete with a fireplace and plumbing for a future outdoor kitchen, this exceptional entertaining space takes full advantage of the waterfront setting.The beautifully appointed kitchen features custom inset-panel and panel-ready cabinetry, stainless JennAir appliances, and an impressive 11-foot quartz countertop. A separate scullery provides additional custom cabinetry and valuable prep and storage space. The expansive dining room is surrounded by floor-to-ceiling windows, filling the space with natural light and showcasing the surrounding landscape. Luxurious bathrooms are finished with floor-to-ceiling Italian marble and custom white oak vanities. The primary suite is complemented by a beautifully designed closet with custom wood shelving extending from floor to ceiling. Upstairs, an additional family room features a Juliet balcony overlooking the great room, adding architectural interest and connection between the living spaces. An elevator provides convenient access throughout the home.The ground level offers a spacious two-bay garage with ample additional storage and direct access to an outdoor flex space overlooking the harbor-ideal for extending the home's waterfront lifestyle. From its custom craftsmanship and elevated finishes to its' harbor views and direct boating access, this extraordinary Windmill Harbour residence offers a rare combination of luxury, thoughtful design, and Lowcountry waterfront living.

92 Harbour Passage, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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