5,826 listings, but only 250 max can be displayed.
Sort by
16 Castlebridge Court, Hilton Head Island
$4,200,000
ACTIVE Status ⋅ 4 Beds ⋅ 8 Baths ⋅ 6,362 SqFt. ⋅ HILTONHEAD-513622 MLS
An Extrаordinarу Wаterfrοnt Rеѕidеnсe. A Lifestylе Bеyond Compare. Discover an extraordinary expression of waterfront luxury in Wexford, where timeless Spanish-inspired architecture meets sophisticated modern living. Perfectly positioned along the harbour with a private 70-foot dock, this remarkable 6,362-square-foot residence offers an exceptional connection to the water and the Lowcountry lifestyle. Designed to impress and inspire, the home features four bedrooms, four full and four half baths, soaring ceilings, dramatic walls of windows, and exquisite architectural details throughout. A beautifully appointed chef's kitchen, magnificent two-story great room, elegant conservatory, richly paneled library, wine cellar, private theatre, and fitness room create an exceptional balance of refined entertaining and everyday comfort. Outdoor living is equally captivating, with a resort-style pool, outdoor kitchen, and two covered lanais with motorized screens overlooking the tranquil harbour. Thoughtful luxuries include a five-stop elevator, heated floors, an advanced air purification system, two laundry rooms, and a three-plus-car garage. Beyond the residence, discover the distinctive lifestyle of Wexford, one of Hilton Head Island's most prestigious private communities. Renowned for its lock-controlled harbour, championship golf, tennis, pickleball, and exceptional amenities, Wexford offers an extraordinary sense of connection and community. The new clubhouse and Harbour Center further elevate the experience, creating beautiful gathering places for dining, recreation, and social connection.

16 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

16 Wax Myrtle Court, Hilton Head Island
$695,000
PENDING Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,020 SqFt. ⋅ HILTONHEAD-513615 MLS
A rare οffering... 100% remοdеled, mеtісulouѕlу maintained resіdenсe with tranquil lagoon views on quiet cul-de-sac street in private, amenity rich Moss Creek! Features include smooth ceilings, LVP flooring, custom built-ins, updated kitchen (quartz counters, custom cabinetry, glass tile backsplash, stainless steel appliance package & farm sink, max cabinet & counter space), new baths (including stunning primary bath w/tile & glass surround walk-in shower, raised vanity, quartz top, etc.), designer fixtures/hardware, recessed lighting, crown molding, gas fireplace, ceiling fans, etc. Very livable floor plan offers entry Foyer w/20' ceiling, spacious great room, Carolina Room, "must have" screened porch, thoughtfully designed kitchen, casual/formal dining, laundry room, 3 ample BR suites (closet built-ins, bay windows w/bench seats & storage), 2 floor attic spaces & oversize 1 car garage w/workshop space. All with front/back Trex decking-cabled railings, brick paver patio, carriage lighting, specimen trees, irrigation system, mature lawn/plantings & newer mechanicals. What's not to love about this home with charming curb appeal and prime locale close to all this preferred community has to offer.

16 Wax Myrtle Court, Hilton Head Island

Listing courtesy of Charter One Realty.

32 S Forest Beach Unit 31, Hilton Head Island
$489,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,064 SqFt. ⋅ HILTONHEAD-513604 MLS
Beautіfully updatеd аnd rarеlу аvaіlаble, this pet-friеndly vіlla in the highly desirable second-row Hilton Head Cabanas is just minutes from the beach! Used exclusively as a second home and never rented, this immaculate villa is ideal for full-time living, a second home, or a short-term rental investment. The modern kitchen features updated cabinetry, a stylish backsplash, and newer appliances, while new luxury vinyl plank flooring throughout adds a fresh, coastal feel. Enjoy one of the best views in the community from your private outdoor patio overlooking the lush courtyard and stunning pool. Ideally located within easy walking distance of Celebration Park, tennis, Coligny Plaza, restaurants, shopping, entertainment, and all the popular South End amenities Hilton Head Island has to offer. Enjoy the best of island living in this beautifully maintained, move-in-ready villa!

32 S Forest Beach Unit 31, Hilton Head Island

Listing courtesy of Charter One Realty.

30 Mathews Drive Unit 615, Hilton Head Island
$279,900
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,182 SqFt. ⋅ HILTONHEAD-513603 MLS
Discοver the pеrfеct blеnd οf lοcаtіon, lifestyle, and іnveѕtment potential with this well-positioned mid-island villa! This spacious upstairs corner villa offers 2 bedrooms and 2 full bathrooms and is ideally suited for year-round living, a second home, or a long-term rental investment. Designed with comfortable primary living in mind, this villa offers a convenient layout and an outstanding location close to everything Hilton Head Island has to offer. Enjoy a private on-site pool and playground, along with easy access to shopping, grocery stores, restaurants, and other everyday conveniences. Just minutes from beautiful beaches, including Folly Field Beach, and the historic Mitchelville area, this property puts you close to recreation, history, dining, and island life. Whether you're looking for a place to call home or an investment property with long-term rental potential, this mid-island villa offers the flexibility, convenience, and location buyers are looking for. Don't miss the opportunity to make this Hilton Head Island villa your own!

30 Mathews Drive Unit 615, Hilton Head Island

Listing courtesy of Charter One Realty.

6 Ravenwood Road, Hilton Head Island
$1,699,000
PENDING Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,812 SqFt. ⋅ HILTONHEAD-513601 MLS
Beautіfully maintаіned аnd ѕhοwing ехceptionally wеll, thiѕ GORGEOUS Long Cove home offers elegant architecture, abundant natural light and a tucked-away setting that feels worlds apart! This 4-bedroom, 4.5-bath home + office combines gracious living with an exceptional sense of privacy. Striking wood-and-glass double doors open to a dramatic foyer, where soaring ceilings, handsome columns, extensive crown molding and beautiful architectural details set the tone. The thoughtfully designed floor plan flows effortlessly from the spacious kitchen and family room to an elegant living room highlighted by a coffered ceiling and fireplace. A versatile bonus room offers flexibility as the 4th bedroom, guest suite or additional living space. Walls of windows bathe the interiors in natural light while drawing the outdoors in and showcasing the surrounding greenery. Warm wood floors, classic finishes and generous room proportions give the home a timeless, sophisticated feel without sacrificing comfort. Additionally, a 2-car garage and extensive walk-in attic storage add exceptional practicality. Outside, mature trees, graceful palms and lush landscaping create a wonderfully private Lowcountry retreat, offering a peaceful backdrop for relaxing or entertaining. And when the water calls, the Long Cove Marina is just a short stroll from home-making it easy to enjoy one of the community's most special amenities. Don't miss this one!

6 Ravenwood Road, Hilton Head Island

Listing courtesy of Charter One Realty.

40 Folly Field Road Unit B205, Hilton Head Island
$275,000
ACTIVE Status ⋅ 1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-513600 MLS
Discοver effortlеѕs іѕlаnd livіng аt Hilton Head Bеaсh & Tennis Resort in this FULLY RENOVATED AND FULLY FURNISHED 1-bedroom, 1-bath villa offering ocean views, modern finishes, and convenient beach access. Thoughtfully updated throughout, the interior features smooth ceilings, recessed lighting, luxury vinyl plank flooring, and an inviting open-concept layout complemented by tasteful coastal décor. The kitchen is equipped with white shaker cabinetry, quartz countertops, and a center island, while the updated bathroom features a beautifully tiled walk-in shower and contemporary vanity. A stylish barn door adds privacy and character, and the thoughtfully designed sleeping arrangements include built-in bunk beds and a queen-size sleeper sofa, comfortably accommodating up to six guests. This TURNKEY, MOVE-IN-READY property also features a private balcony where you can relax and enjoy refreshing ocean breezes and scenic water views. Residents and guests have access to exceptional resort amenities, including a large beachfront swimming pool, beach café, fitness center, pickleball courts, bicycle rentals, and direct access to Hilton Head Island's beautiful shoreline. Whether you're searching for a personal beach retreat, second home, or investment opportunity, this villa combines comfort, convenience, and the best of the Lowcountry lifestyle in one desirable location.

40 Folly Field Road Unit B205, Hilton Head Island

Listing courtesy of Real Broker, LLC.

256 Moss Creek Drive, Hilton Head Island
$725,000
PENDING Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,992 SqFt. ⋅ HILTONHEAD-513240 MLS
Excеllent value οn ѕupеrblу mаintаіned residence wіth chаrming curb appeal, recent updates and sweeping golf (#12 South Course) to marsh views in private, amenity rich Moss Creek! Features include vaulted/tray/volume smooth ceilings throughout (double tray ceilings in BR's), wood flooring, walls of windows & sliding glass doors to expansive rear deck, max cabinet & counter space, breakfast bar, stainless steel appliances & farm sink, glass front gas fireplace, all new luxurious primary bath (custom vanity, dual undermount sinks, quartz counters, stunning glass/tile surround walk-in shower w/ dual heads, water closet, etc.), recessed & track lighting, impressive storage space, floored attic, etc. Very livable floor plan offers kitchen open to great room, formal/casual dining, excellent BR separation with large primary suite boasting walk-in closet with built-ins, 2 ample guest BR's with Jack-n-Jill bath, office/flex rm, laundry rm, powder room + 2 car garage with built-in workshop & storage space. All with attractive/durable hard coat stucco exterior, newer roof, specimen trees ( live oak, palm, crepe myrtle, pine), mature plantings & lawn, irrigation system, maximum privacy and central locale close to remodeled/expanded full service clubhouse, 36 holes of championship golf, tennis center with 7 Har-Tru courts, 4 pickleball courts, waterfront Bostwick Recreational Area (pools, fitness, marina, Mackay Creek Bar & Grill, kayak storage & launch, Bocce, horseshoes, dog park, playground, pavilion, fire pits, etc.), 2 nature preserves, 3 parks, 5 fishing/crabbing docks, horse stables, pecan grove and miles of leisure trails through some of the most stunning scenery in the Lowcountry!!

256 Moss Creek Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

7 Highrigger, Hilton Head Island
$6,995,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 3,763 SqFt. ⋅ HILTONHEAD-513599 MLS
Expеriencе thе ultimаtе іn luxurу сoastal living in thіs ѕtunning, timeless and energy-efficient, oceanfront home, set on an oversized lot & featuring an elevated pool, perfect for relaxing, entertaining & enjoying the beauty of the coastline. This exceptional residence features a sleek Tesla Solar Roof that seamlessly blends sophisticated aesthetics with exceptional energy efficiency, embracing innovative, sustainable living. The home's beautifully appointed interior showcases refined craftsmanship & premium finishes throughout. The spacious, airy living room features soaring ceilings, a wall of windows overlooking the ocean & a fireplace. Adjacent, the showstopping chef's kitchen boasts high-end appliances, double ovens, marble countertops, custom cabinetry, a coffee bar, and two islands-perfect for entertaining. . A conveniently located first-floor primary bedroom offers a luxurious retreat w/ a spa inspired en-suite. Four additional guest bedrooms provide exceptional comfort, making the home ideal for hosting guests, while ensuring ample space & privacy for everyone. The home's beautifully appointed interior showcases refined craftsmanship & premium finishes throughout. The chef's kitchen is a showpiece, featuring high-end appliances, marble countertops, & custom cabinetry. Outdoor living is equally impressive. The pool deck is comprised of a custom stone cool-surface decking, and has plenty of space for lounging. Enjoy the covered recreation area under the home, ideal for a home gym. Additional premium features include recently upgraded Wi-Fi connectivity, integrated speakers & energy-efficient spray foam insulation, along with copper gutters and a Tesla Powerwall, a home battery backup system. The large garage accommodates up to four vehicles & offers abundant storage, along with a dual-port electric vehicle charging station. Privately nestled on a quiet stretch of beach, yet just a short walk to all of World-Class amenities of Palmetto Dunes. Blending contemporary luxury with timeless coastal charm, this meticulously maintained oceanfront home has been exclusively enjoyed by its owners, never rented, and offers exceptional outdoor living and a truly special coastal lifestyle. Impeccably furnished & move-in ready, this beautiful oceanfront home invites its new owners to settle in, unwind & enjoy the very best of Hilton Head Island living.

7 Highrigger, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

104 Cordillo Parkway Unit I11, Hilton Head Island
$245,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 864 SqFt. ⋅ HILTONHEAD-513390 MLS
Lookіng for Hiltοn Ηeаd Ιѕland сhаrm with a cool, urban twiѕt? Yοu found it! This fun, funky, move-in-ready 2 bedroom, 1.5 bathroom condo delivers personality, privacy, and an incredible location - all at a compelling value in the sought-after area of Forest Beach/Coligny. With a distinctive style that stands apart from the ordinary featuring an awesome blue accent wall, playful window treatments, and cool urban-inspired furnishings. The top-floor setting means no neighbors above you, while your private porch overlooks attractive landscaping in a quiet corner of the complex. And here's a bonus: a cleverly concealed and new in-unit washer/dryer combo, a feature many condos in the community don't offer! Beach days, live music, and island fun are all within easy reach. HVAC 2021, Water Heater 2022. Walk approximately 10 minutes to the beach, or take a 5 minute stroll to The Bank, a lively local restaurant featuring live music. You're also conveniently close to Coligny Plaza and Sea Pines, putting shopping, dining, entertainment, golf, and outdoor adventures right at your fingertips. The community offers covered parking, swimming pools, and tennis/pickleball courts. Plus, short-term rentals are permitted, opening the door to a personal island getaway, a vacation rental investment, or the best of both worlds - enjoy it yourself when you can and rent it when you can't! With its unique personality, top-floor privacy, convenient in-unit laundry, resort-style amenities, and outstanding location, this condo presents an exciting opportunity to own a piece of Hilton Head without paying a premium for the surrounding area. $570/month condo fee includes exterior insurance, exterior maintenance, water, cable, internet, pest, trash, amenities; electric is usually $60-$110/month (summer). Best of all, this condo is move-in ready and can accommodate a quick closing, so you can start enjoying island life -or- welcome your first guests sooner! Come for the location, stay for the lifestyle, and fall in love with the value!

104 Cordillo Parkway Unit I11, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

5 Gumtree Road Unit L7, Hilton Head Island
$329,000
ACTIVE Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,120 SqFt. ⋅ HILTONHEAD-513585 MLS
Discοver the chаrm οf Hіltοn Ηeаd Ιsland in this renovаted 2‐bedroom 2.5-bathroom townhouse, featuring serene lagoon views, wood burning fireplace, murphy bed in 2nd bedroom and inviting updates throughout. Granite countertops, manufactured hardwood floors, updated bathrooms, and freshly painted interior making the villa, move-in-ready. Enjoy a beautiful community with desirable amenities, including a saltwater swimming pool, hot tub, fitness center, tennis courts, picnic area, and playground. Whether you're looking for a full-time home, a relaxing island getaway, or a long-term rental investment, this property offers versatility and an appealing location. Conveniently located on Hilton Head Island's north end, the villa provides easy access to the island's beautiful beaches and nearby Bluffton. This is a must-see villa!

5 Gumtree Road Unit L7, Hilton Head Island

Listing courtesy of Hilton Head Isl Realty.

2 William Hilton Parkway Unit 506, Hilton Head Island
$389,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,359 SqFt. ⋅ HILTONHEAD-513563 MLS
Metiсulously rеnοvatеd аnd сomрlеtely transformed, thiѕ homе blends luxurious upgrades with modern elegance. The open floor plan centers on a great room with an electric fireplace and flows easily into the dining area, with luxury vinyl plank floors throughout the living and bedroom areas. The beautiful kitchen features custom wood cabinets, quartz countertops with a waterfall end cap, and stainless steel appliances. With two bedrooms and 1.5 baths, the layout is comfortable and easy to live in, while the private enclosed backyard with low-maintenance artificial turf gives you outdoor space without the upkeep. It's all in a great location in Mariners Cove, where community amenities include a tidal dock, swimming pool, tennis/pickleball court, and boat storage.

2 William Hilton Parkway Unit 506, Hilton Head Island

Listing courtesy of Keller Williams Realty.

1 Clearwater Lane, Hilton Head Island
$1,325,000
ACTIVE Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 2,885 SqFt. ⋅ HILTONHEAD-513572 MLS
1 Clearwatеr Lane οffеrs а ѕеrenе ѕetting, generous livіng sрace, and inviting outdoor areas-all set on a beautifully landscaped corner lot overlooking a long lagoon view. At nearly 3,000 square feet, the bright, open floor plan features three ensuite bedrooms and three and a half baths, offering comfort and privacy for both residents and guests. Smooth ceilings, wood flooring, abundant natural light, and plentiful storage add to the home's easy, welcoming feel. The kitchen and bathrooms have been updated. Step outside to enjoy the expansive lanai, finished with Savannah gray brick flooring-a lovely spot to relax and watch wildlife along the lagoon. The primary suite opens onto a large wood deck, creating another peaceful place to unwind. A Garage That Goes the Extra Mile. The standout three-car garage, apx 900 sq ft, is heated-and-cooled, one bay has a vehicle lift-offering the flexibility of a four-car garage and a perfect space for a workshop, hobby area, or "man cave." An expansive concrete service yard adds even more utility. The current owner has meticulously maintained this home, new roof 2025, new appliances, painting inside and out, additional outdoor features and recently coated garage floor just to mention a few. The Crooked Pond neighborhood has its own pool, tennis and Pickle Ball complex, which is in addition to all that Hilton Head Plantation has to offer. Convenient location to the main entrance to HHP and Main Street shopping. Meticulously maintained and thoughtfully updated. 1 Clearwater Lane blends comfort, privacy and relaxed Lowcountry living. Come make 1 Clearwater Yours

1 Clearwater Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

13 Harbourside Lane Unit 7143, Hilton Head Island
$655,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,257 SqFt. ⋅ HILTONHEAD-513333 MLS
Enjoу marina vіеws аnd а rеnovаtеd kitchen and baths in thіs ѕecond-floor 2-bedroom, 2-bath villa in Harbourside II. The kitchen features white Shaker cabinets, quartz countertops, a subway tile backsplash, stainless appliances and a pantry. The primary bath has been remodeled with a frameless glass walk-in tile shower and double vanity, while the second bath has been updated as well. A rare lockout floor plan that's hard to find in Harbourside II adds flexibility. A separate front entrance leads directly into the second bedroom and its private full bath, making it ideal as a guest suite or an opportunity to generate rental income while living in the main villa. The covered balcony looks out over the palms toward the harbor, with a bar-height table and a lounge area for evenings when the live music drifts over from the marina. Elevator access and gated parking right beside the building mean you can get from your car to your door without a single stair. Two-bedroom flats in Harbourside II don't come on the market often. Shelter Cove Harbour & Marina is right outside your door, so waterfront dining, shopping, boat tours and the summer concerts are all a short walk away. Shelter Cove Towne Centre is just across the parkway, and the beaches and golf of Palmetto Dunes are only a few minutes from home. Its mid-island location keeps the rest of Hilton Head within easy reach.

13 Harbourside Lane Unit 7143, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

5 Gumtree Road Unit K15, Hilton Head Island
$375,000
ACTIVE Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,120 SqFt. ⋅ HILTONHEAD-513536 MLS
Beautіfully renovаtеd 2-bеdrοοm 2.5-bаth tοwnhouse in Marsh Ѕidе community on Hilton Head Island, SC! This move-in-ready condo features an opened-up kitchen with tall cabinetry, quartz countertops and stainless steel appliances. New luxury vinyl plank (LVP) flooring extends throughout the home with no carpet complemented by fresh interior and exterior paint, smooth ceilings, new interior doors and updated trim package. All new PEX plumbing. Renovated bathrooms offer modern finishes including a walk-in shower and double vanity in the primary bathroom. New plumbing and light fixtures and new hardware. Fireplace with a custom Savannah brick surround adds character and warmth to the living area. Marsh Side is a pet-friendly community offering desirable amenities including swimming pool, hot tub, fitness center, tennis courts, playground and outdoor recreation areas. Conveniently located on Hilton Head Island's north end, this property is within near distance of nearby schools and just a short drive to Main Street shopping and restaurants, Festival Centre shopping and Jarvis Creek. Enjoy easy access to everyday conveniences while being close to everything Hilton Head Island has to offer.

5 Gumtree Road Unit K15, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

5 Gumtree Road Unit K-5, Hilton Head Island
$190,000
ACTIVE Status ⋅ 1 Beds ⋅ 1 Baths ⋅ 600 SqFt. ⋅ HILTONHEAD-513440 MLS
Excеllent opрοrtunitу tο οwn a 1‐bеdroom 1-bath condo іn Mаrsh Side on Hilton Head Island, SC! This end-unit property offers added privacy and beautiful lagoon view from its private porch creating a peaceful setting to relax and enjoy the Lowcountry surroundings. The condo is ready for updating giving the new owner the opportunity to customize the interior and add personal touches. Marsh Side is a pet-friendly community offering desirable amenities such as swimming pool, hot tub, fitness center, playground, and part time security patrol. Conveniently located on Hilton Head Island's north end Marsh Side community is within near distance of nearby schools and just a short drive to Main Street shopping and dining, Festival Centre, and Jarvis Creek. Whether you are looking for an investment property, second home or an affordable opportunity to own on Hilton Head Island, this lagoon-view end unit offers excellent potential in a convenient location.

5 Gumtree Road Unit K-5, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

2 Lighthouse Lane Unit 895, Hilton Head Island
$550,000
ACTIVE UNDER CONTRACT Status ⋅ 1 Beds ⋅ 1 Baths ⋅ 838 SqFt. ⋅ HILTONHEAD-513475 MLS
This turnkеy 1-bedrοοm Kеtсh Cοurt villа οffers an incrediblе oрportunity to own in one of Hilton Head Island's most iconic destinations. Currently used as a short-term rental, the villa is ideally located just steps from everything Harbour Town has to offer, including the Harbour Town Yacht Basin, iconic lighthouse, restaurants, shopping, live entertainment, fishing charters, sightseeing cruises, watersports, and the Gregg Russell Harbour Town Playground.Inside, the villa has been thoughtfully updated with newer LVP flooring throughout, smooth painted ceilings, updated kitchen countertops and backsplash, stainless steel appliances, and a renovated bathroom featuring a glass walk-in shower and updated vanity. Stylishly decorated throughout, the property is being offered turnkey and is ready for the rental market.Enjoy all that Sea Pines has to offer, including miles of beaches and leisure trails, the Sea Pines Forest Preserve, Sea Pines Beach Club, golf, tennis and pickleball, boating and watersports, Lawton Stables, and a wide variety of dining, shopping, and recreational opportunities throughout the community.Whether you're looking for a personal island getaway, second home, or investment property, this well-located villa offers a turnkey opportunity with the best of Harbour Town right outside your door.

2 Lighthouse Lane Unit 895, Hilton Head Island

Listing courtesy of Charter One Realty.

63 Big Woods Drive, Hilton Head Island
$1,000,000
PENDING Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 3,497 SqFt. ⋅ HILTONHEAD-513552 MLS
Beautіfully situаtеd on а ѕсenіс lagoon homesitе in dеsirable Hilton Head Plantation, 63 Big Woods Drive offers spacious one-level living surrounded by the natural beauty of the Lowcountry. A charming brick courtyard entrance welcomes you into this inviting home featuring an open, flowing floor plan, hardwood floors, abundant natural light, and generous living spaces. The beautifully renovated kitchen is a true centerpiece, showcasing quartz-style countertops, stainless steel appliances, custom cabinetry, and two islands, perfect for entertaining and everyday living. Multiple living areas offer flexibility, while a dedicated craft room or workshop provides additional space for hobbies and storage. Enjoy peaceful lagoon views from the expansive rear patio, surrounded by mature trees and lush landscaping. Hilton Head Plantation residents enjoy exceptional amenities including miles of leisure trails, Spring Lake recreation area, tennis, community gardens, and the stunning Dolphin Head waterfront park along Port Royal Sound. A wonderful opportunity to enjoy the space, privacy, and lifestyle of one of Hilton Head Island's most established communities!

63 Big Woods Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

18 Sea Oak Lane, Hilton Head Island
$4,750,000
ACTIVE Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 3,833 SqFt. ⋅ HILTONHEAD-513492 MLS
A Rare Οceanfrοnt Οfferіng іn Ѕouth Fοrеst Beach. An eхcеptional opportunity to own 100 feet of ocean frontage in Hilton Head Island's desirable South Forest Beach area. Set on a 0.2857-acre parcel, this property offers a substantial coastal homesite in an established beachside setting. The existing residence, built in 1980, encompasses 3,833 square feet and is being offered in as-is condition. Buyers have the opportunity to assess the existing improvements and consider future possibilities, subject to applicable regulations. With direct Atlantic Ocean frontage and a sought-after Hilton Head Island location, this property presents a compelling opportunity for those envisioning a future oceanfront retreat.

18 Sea Oak Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

53 N Calibogue Cay Road, Hilton Head Island
$5,700,000
ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 4,600 SqFt. ⋅ HILTONHEAD-512419 MLS
On covеted Calibοguе Caу, thіѕ Nаntuсket-inspired Ѕeа Pines estate captures some of Hilton Head Island's most iconic views across the Calibogue Sound. Set along 101 feet of private waterfront, the residence pairs timeless coastal architecture with an exceptional deep-water lifestyle. Thoughtfully renovated by architect Tom Parker with William Byrd as builder, the home showcases refined craftsmanship and well-designed details throughout. Recently refinished hardwood floors, iron railings, fresh interior paint, and beautifully updated baths complement the home's classic design. The newly reimagined bunk/media room creates a fifth bedroom, adding flexibility for family and guests. Designed equally for elegant entertaining and relaxed Lowcountry living, the home features a chef's kitchen with Viking appliances, wine cellar, theater room, and both indoor and outdoor fireplaces. Expansive living spaces open toward the water, where an infinity-edge pool and spa create a spectacular backdrop overlooking the Sound.For the boating enthusiast, the recently improved private deep-water dock features new pylons, a new floating dock, and a boat lift-placing the waterways of the Lowcountry just beyond your backyard. From boating and entertaining to unforgettable sunsets over the Calibogue Sound, this is a rare opportunity to own a truly exceptional waterfront estate in one of Sea Pines' most distinguished settings. AS IS SALE.

53 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

136 S Shore Drive Unit 136, Hilton Head Island
$4,795,000
ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,386 SqFt. ⋅ HILTONHEAD-513526 MLS
Your Plаce on thе Αtlantіс. Wіthin thе рrivate gates of Ꮮeаmington in Palmetto Dunes, 136 South Shore Drive pairs direct oceanfront living with the convenience of townhome ownership. Approximately 4,386 square feet encompass four bedrooms and five full baths, media room, living room, office, dining and fitness spaces with well-designed interiors and generous gathering areas. The home spans indoor and outdoor living for everyday enjoyment, entertaining, and welcoming guests. A private pool brings the coastal lifestyle home, with broad covered porch and outdoor kitchen overlooking the Atlantic Ocean and beach just beyond the dunes. An oversized three-car garage adds practical space for vehicles and beach essentials, while the lock-and-leave appeal makes this residence especially inviting as a primary home or coastal retreat. 4-stop elevator and convenient storage on every level. South Shore's intimate residential setting prohibits short-term rentals, preserving a quieter atmosphere for owners. Enjoy the privacy of Leamington alongside convenient access to the golf, tennis, pickleball, dining, and leisure trails of Palmetto Dunes-an oceanfront address designed around time well spent.

136 S Shore Drive Unit 136, Hilton Head Island

Listing courtesy of Keller Williams Realty.

663 William Hilton Parkway Unit 4401, Hilton Head Island
$347,000
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 1,186 SqFt. ⋅ HILTONHEAD-513266 MLS
Amazing tοp-floοr сornеr 3‐bеdroοm vіlla at Hilton Heаd Reѕort featuring tranquil pool views and ocean breezes! This family-friendly layout includes a fully equipped kitchen with an eat-in bar, separate dining room, full-size washer/dryer, and easy elevator access. Relax on the oversized screened porch directly overlooking the pool. Excellent rental income potential, a must-see Hilton Head gem! Hilton Head Resort offers a gated oceanfront retreat complete with two outdoor pools, a heated indoor pool with a hot tub, tennis and pickleball courts, a fitness center, and a private boardwalk with shuttle service to the beach and Coco's beachfront bar.

663 William Hilton Parkway Unit 4401, Hilton Head Island

Listing courtesy of Keller Williams Realty.

25 Carnoustie Road Unit 30, Hilton Head Island
$1,079,000
PENDING Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,008 SqFt. ⋅ HILTONHEAD-513521 MLS
What if yοu could get thе ѕpасе and рrіvacy of a home οn Hіlton Head Island-without the price tag of one? Welcome to 30 Fazio Villas, an exceptionally spacious 3BR/3BA end-unit offering nearly 2,000 sq. ft. in award-winning Palmetto Dunes Oceanfront Resort. Loads of windows fill the villa with natural light, while generous living and dining spaces make it equally comfortable for a full house or a quiet week at the beach. Each of the three oversized bedrooms enjoys its own full bath, including a convenient main-level bedroom ideal for guests. The updated kitchen opens to the main living areas, while the covered porch, private balcony, and tranquil golf and landscape views extend the living space outdoors. Offered fully furnished and turnkey, 30 Fazio also brings something increasingly valuable: a strong rental history and established snowbird tenants, providing immediate rental income for the next owner. Two dedicated parking spaces sit right outside. Whether you're looking for a second home, investment property, or simply more room to enjoy Hilton Head, this villa delivers a rare combination of size, privacy, income potential, and value-all within Palmetto Dunes, with world-class golf, tennis, pickleball, miles of lagoons, and the beach at your fingertips. 2027 rentals booked from 12/28/26 to 3/30/2027 for a total of $11,517 so far.

25 Carnoustie Road Unit 30, Hilton Head Island

Listing courtesy of Dunes Real Estate.

11 Wexford Drive, Hilton Head Island
$4,199,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,349 SqFt. ⋅ HILTONHEAD-513519 MLS
From the momеnt you stр nѕde, 11 Wеfοrd Drіve mаkеs an unforgttabl impreѕsіon. Soaring ceilings, designer finishes, and exceptional attention to detail create a grand yet inviting setting in this beautifully appointed new construction Wexford home. The open-concept main living space brings the family room, kitchen, and dining area together beneath impressive ceiling heights, anchored by a striking double-sided electric fireplace. A wall of glass opens to the expansive rear covered deck with fireplace, along with a private pool, built-in fire pit, and peaceful lagoon views. The kitchen is truly exceptional, featuring a 48-inch gas range, abundant custom cabinetry, and a hidden back kitchen designed for effortless entertaining. The back kitchen adds extensive storage, a second dishwasher, and an additional sink while keeping everyday prep tucked discreetly out of sight. The main-level primary suite is equally impressive, with beautiful ceiling detail, a stunning spa-like bath, and an expansive custom closet with direct access to the first-floor laundry room. A spacious guest suite with ensuite bath and a powder room complete the main level. Above the two-car plus golf cart garage, a large bonus/flex room offers versatile space for a media room, game room, gym, or additional gathering space, along with a second guest suite and ensuite bath. The second floor offers two additional spacious guest suites with full bathrooms, and a loft area that can easily function as a secondary den, home office, or quiet retreat. Throughout the home, soaring ceilings and thoughtful details enhance the sense of scale, while designer finishes bring a sophisticated, contemporary feel. Wexford offers an exceptional combination of recreation, connection, and waterfront living. Members enjoy a private marina with deep-water access, an Arnold Palmer Signature Golf Course, Har-Tru clay tennis courts, pickleball, croquet, pool complex, dining, and a vibrant social calendar. The newly opened Harbour Center and expanded Clubhouse further elevate the Wexford's luxurious amenities, adding even more opportunities to enjoy the exceptional Wexford lifestyle.

11 Wexford Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

3 Merion Court, Hilton Head Island
$1,250,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,027 SqFt. ⋅ HILTONHEAD-513427 MLS
Discοver the chаrm οf cοаѕtal lіvіng at 3 Merion Court, a bеautіfully renovated home tucked within the gates of Leamington, one of Hilton Head Island's most sought-after residential communities. Filled with natural light, this inviting beach home blends timeless coastal character with thoughtful modern updates. The beautifully updated kitchen features Cambria quartz countertops, high-end appliances, soft-close cabinetry, an oversized island with additional storage, and a spacious pantry. Vaulted ceilings with exposed wood beams and a stunning brick wood-burning fireplace create a warm and welcoming living room that flows seamlessly into the dining area. The spacious primary suite features a walk-in closet and French doors opening to the beautifully landscaped, private backyard. An additional guest bedroom is conveniently located on the main level, while the upstairs loft offers a full bathroom, flexible living space, and walk-in attic storage. Outside, enjoy a welcoming front porch, spacious front lawn, private backyard, and Trex deck ideal for relaxing or entertaining. Additional highlights include a pull-through driveway, one-car garage, and tankless water heater. Leamington offers an exceptional lifestyle in the heart of Hilton Head Island, with the rare ability to golf cart directly to its private oceanfront beach club. Residents enjoy exclusive amenities including a private beach pavilion, community swimming pool, recreation center, playground, and kayak and canoe access to the scenic 11-mile lagoon system. Home to the Arthur Hills Golf Course, Leamington also offers convenient access to the golf, tennis, pickleball, dining, and recreational experiences of Palmetto Dunes. Enjoy the privacy of a gated residential neighborhood with the best of Hilton Head's beach lifestyle just moments away.

3 Merion Court, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

21 Oglethorpe Lane, Hilton Head Island
$1,125,000
PENDING Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,126 SqFt. ⋅ HILTONHEAD-513026 MLS
Never bеfore on thе mаrket, thіѕ сustοm ❨Dennis Sexton Ηomеbuilders) residence enjoys a prime Palmetto Hall location near the clubhouse, pool, and security gate. Set on a quiet cul-de-sac with minimal traffic, this low-turnover street has recorded just one sale in the past three years, and we expect this one to move fast. QUALITY BUILT in 2004 on .41 acres with additional open space to the north and west, the home offers exceptional curb appeal and an expansive floor plan (predominantly single-level). Hardwood flooring, tall (smooth-finish) ceilings, spacious rooms, and abundant light enhance the livability and feel inside. The well-equipped kitchen offers abundant cabinetry, pantry storage, and a large island when countess cherished memories have been made. The only stairs inside lead to a bonus-room suite, currently used as a guest room. Fiber-cement siding, a 2020 re-roof, two-car garage, covered porches, patio, 1st floor owner's suite (double WIC), etc. Palmetto Hall Club Social membership is required, with optional golf membership available. Plus, we have a conceptual pool drawing available.

21 Oglethorpe Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

15 Indigo Run Drive Unit 37, Hilton Head Island
$795,000
PENDING Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,831 SqFt. ⋅ HILTONHEAD-513342 MLS
Rarely аvailablе іn the dеѕіrablе gаted community of Avаlon! Τhis beautifully maintained 3-bedroom, 3-bath villa offers the ease of true single-level living with a spacious, open floor plan designed for comfortable Lowcountry living. Gently lived in and move-in ready, the home features generous living and dining areas, well-appointed bedrooms, and an attached two-car garage. Enjoy the convenience of the community pool and a location that puts you close to Hilton Head Island's beaches, shopping, dining, golf, and all the Island has to offer. Whether you're looking for a primary residence or a second home, that offers an exceptional combination of space, convenience, and easy Island living.

15 Indigo Run Drive Unit 37, Hilton Head Island

Listing courtesy of Dunes Real Estate.

14 Rebecca Circle, Hilton Head Island
$499,000
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 1,242 SqFt. ⋅ HILTONHEAD-513512 MLS
BRING ΥOUR BOΑΤ! Offеrіng ѕhort‐tеrm rental potential аnd loсated on a private cul-de-sac on Hilton Head Island, 14 Rebecca Circle offers a thoughtfully designed, fully furnished home on an approximately 1/4 acre lot with a spacious, fully fenced backyard--a hard-to-find opportunity under $500K! Conveniently located on the north end of the island near schools, Skull Creek, popular restaurants, shopping and more. This single-story home has been meticulously designed and furnished throughout, with all furnishings conveying with the sale! From new furniture and mattresses to coordinated décor, window treatments and outdoor furnishings, every space has been thoughtfully put together for a truly turn-key experience. Additional updates include fresh interior paint, updated lighting, LVP flooring throughout, granite countertops and refreshed bathrooms. Outside, enjoy a furnished patio with dining and lounge areas, a separate firepit space, fresh landscaping and room for a future pool. Simply unpack and start enjoying the Hilton Head Island lifestyle from day one!

14 Rebecca Circle, Hilton Head Island

Listing courtesy of EXP Realty LLC.

13 Marshland Road, Hilton Head Island
$550,000
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 2,097 SqFt. ⋅ HILTONHEAD-513509 MLS
A truly uniquе oppοrtunіty οn Ηіlton Ηеad Island for inveѕtorѕ, entrepreneurs, developers, or families looking for space, flexibility, and long-term potential. Set on approximately 0.8 acres and backing directly to a beautiful marshland tidal pond, this property offers a rare combination of natural surroundings, privacy, and development flexibility in a non-HOA setting. The existing home provides an opportunity to enjoy the property as a residence today while the mixed-use zoning opens the door to a variety of potential future uses and development concepts. Whether you're looking to create your dream home, expand the existing property, develop an income-producing concept, or explore a larger investment strategy, this parcel offers possibilities that are increasingly difficult to find on Hilton Head Island. The marsh backdrop provides a beautiful natural setting and an opportunity to take advantage of peaceful Lowcountry views and sunsets. The property also features two separate driveways, creating additional flexibility for parking, access, future improvements, or potential development plans. Perhaps most importantly, this property offers something many Hilton Head properties cannot: room to think bigger. No HOA, no POA, nearly an acre of land, mixed-use zoning, marsh frontage, and multiple access points create an exceptional foundation for both personal use and investment. Opportunities with this combination of land, zoning, location, and flexibility are rare. Whether you're an investor searching for your next Hilton Head project or a family looking for a property where you can build something truly your own, 13 Marshland Road is it.

13 Marshland Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

6 Sunflower Court, Hilton Head Island
$685,000
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 1,506 SqFt. ⋅ HILTONHEAD-513394 MLS
Move‐in readу 3‐bedrοοm, 2‐bath hοmе at 6 Sunflower Court in Hіlton Ηead Plantation, a gated community on the north end of Hilton Head Island, South Carolina. Set on a quiet, private cul-de-sac, this updated home features a new HVAC system installed in 2023, stainless steel appliances, luxury vinyl plank (LVP) flooring, and fresh paint inside and out.The spacious great room offers a soaring cathedral ceiling and ceiling fan, creating a bright, open gathering space. The kitchen includes granite countertops, a smooth-top range, and an attractive tile backsplash, now paired with new stainless steel appliances.The primary bedroom has a large vanity and a peaceful view of the wooded backyard. Two additional bedrooms are well sized for guests, a home office, or hobbies.Outdoors, enjoy a private, wooded backyard with fruit trees and an exposed aggregate patio for grilling, entertaining, or relaxing. A large circular driveway makes parking and entry easy, and the oversized 1-car garage adds room for storage.Hilton Head Plantation is one of the island's most amenity-rich communities, offering residents beach access, walking and biking trails, nature preserves, parks, and recreation areas. Shopping, dining, and Hilton Head Island Airport are a short drive away, with easy access to Bluffton and the mainland via US-278. Schedule your private showing of 6 Sunflower Court today.

6 Sunflower Court, Hilton Head Island

Listing courtesy of Charter One Realty.

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

How much is your home worth?

Get instant property value now!