1,023 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
$1,739,000
4 Beds ⋅ 4 Baths ⋅ 3,052 SqFt. ⋅ HILTONHEAD-505916 MLS
Set on one of the highest elevations on Hilton Head Island (approximately 20 feet above sea level, Zone X), this thoughtfully designed home built in 2021 provides both security and a true sense of retreat-surrounded by mature trees and lush, curated landscaping that creates a secluded, garden-like setting. Inside, the home is equally impressive. Light-filled living spaces with 10+ ft ceilings flow effortlessly into a stunning open-concept design anchored by a beautifully appointed gourmet kitchen. Featuring an 11-foot quartz island, custom cabinetry with extensive drawer storage, honed marble backsplash, gas cooktop, double ovens, and a butler's pantry with beverage center, this space was designed for both everyday living and exceptional entertaining. The home offers four spacious ensuite bedrooms, including a luxurious first-floor primary suite with dual walk-in closets, spa-like bath, and elegant finishes throughout. A large second-floor flex suite provides ideal space for guests, media, or a private retreat. One of the home's most captivating features is the all-season porch-nearly 300 square feet of additional living space-designed with a convertible SunSpace system that transitions from enclosed to screened, allowing you to enjoy coastal breezes, abundant natural light, and peaceful garden views year-round. Step outside to a private outdoor oasis. The saltwater pool with Italian travertine decking offers both sun and shade throughout the day, while the expansive surrounding deck provides generous space for lounging or dining. The landscaping-featuring over 300 flowering plants across 58 varieties-creates a vibrant, ever-changing backdrop, with blooms extending from spring through late fall and even into winter. Designed with entertaining in mind, the home comfortably accommodates large gatherings, with space for up to 24 guests, dual refrigerators, a premium Scotsman nugget ice maker, and ample parking for family and friends. Located just minutes from the Bluff Trail, Dolphin Head Beach, golf, and miles of leisure paths, this home offers a unique blend of privacy, natural beauty, and coastal lifestyle-an exceptional opportunity in one of Hilton Head's most desirable settings.

11 Jingle Shell Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: William Raveis - Carolina LLC.

$1,352,500
4 Beds ⋅ 4 Baths ⋅ 2,469 SqFt. ⋅ HILTONHEAD-506106 MLS
Incredible location close to the Private Waterfront Dolphin Head Beach and Recreation Area. 4 bedrooms 3 and 1/2 bath home with loads of upgrades and a private free form pool in a tropical landscaping setting on the Dolphin Head Golf Course. Sellers are adding a 400 sq. ft. screened porch with a huge masonry fireplace. (Porch is currently under construction).

8 Bent Tree Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: RE/MAX Island Realty.

$1,800,000
4 Beds ⋅ 4 Baths ⋅ 3,185 SqFt. ⋅ HILTONHEAD-506582 MLS
Perfectly positioned just minutes from the Sea Pines front gate, this beautifully maintained 2015 custom-built home offers exceptional convenience to restaurants, grocery stores, and all Sea Pines premier amenities including Harbour Town, the Beach Club, world class golf and tennis, leisure trails and more. Designed for everyday living, this stunning home features a bright, open floor plan with soaring windows, 12-foot ceilings, wide plank hardwood floors, and refined finishes throughout. The gourmet chef's kitchen is as functional as it is beautiful, complete with a gas range and a striking double-thick quartzite island-perfect for gathering and entertaining. The first-floor primary suite offers a peaceful escape, featuring a beautifully designed walk-in shower, soaking tub, and generous his-and-hers closets. Outdoor living is just as inviting, featuring a classic Southern-style front porch and a spacious screened-in living area. Recent updates include a freshly painted fireplace, refinished deck and stair surfaces, newly added 8 foot privacy fence, and a tabby walkway leading to a beautiful patio and fireside lounge area-ideal for relaxed Lowcountry evenings. A thoughtfully updated, high-quality home in one of Sea Pines' most convenient and desirable neighborhoods.

38 Governors Lane, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: Charter One Realty.

$2,050,000
4 Beds ⋅ 5 Baths ⋅ 3,000 SqFt. ⋅ HILTONHEAD-506550 MLS
A rare opportunity to experience the full island lifestyle. This exceptional residence is a distinctive and private retreat within Palmetto Dunes, one of Hilton Head Island's most sought-after oceanfront communities. Perfectly positioned for privacy and designed to reflect the very best of island living. Set along the scenic 11-mile lagoon and situated just moments from the beach (with access conveniently next door), the location feels both tucked away and connected. The outdoor experience is nothing short of spectacular. A beautifully designed pool, framed by natural stone accents and cascading waterfalls, creates a resort-style setting complemented by expansive entertaining areas, multiple seating spaces, a screened porch overlooking the lagoon, and a private dock complete with a rare boat lift and 17' electric Carolina Skiff. Inside, the home is equally impressive. Light pours through the space, highlighting soaring ceilings, and a dramatic upper-level overlook spans both the main living area and foyer. Dual living spaces are anchored by a striking double-sided fireplace. The kitchen is crisp and thoughtfully updated, featuring a clean white aesthetic, generous pantry, and a functional connection to outdoor areas. Each bedroom is designed as a private retreat with its own en-suite bath, while the first-floor primary suite offers convenience and quiet separation. From the oversized porches and lagoon views to the private pool, dock, and beach access, every detail has been considered. A truly one of a kind offering, where privacy, location, and lifestyle converge in a way that is rarely found.

35 Saint George Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Greenplate Group Brokered by eXp Realty.

$2,275,000
4 Beds ⋅ 4 Baths ⋅ 3,494 SqFt. ⋅ HILTONHEAD-506548 MLS
Welcome to this beautifully reimagined luxury residence in the sought-after deep-water community of Spanish Wells, where timeless coastal elegance meets modern sophistication. This home was completely renovated in March 2026, showcasing exceptional craftsmanship & thoughtful design throughout. Upon entering, you are greeted by gorgeous solid white oak flooring that flows throughout the main level, creating a warm and refined atmosphere. The spacious living room, highlighted by a tray ceiling and natural light from newly installed windows, offers an inviting yet elegant setting for everyday living. At the heart of the home is the stunning chef's kitchen, beautifully appointed w/granite countertops, stainless-steel appliances & a professional-grade 6-burner double oven w/pasta filler faucet. A generous pantry & additional storage ensure both beauty & functionality. The kitchen opens seamlessly to the expansive great room, where vaulted ceilings & a striking brick wood-burning fireplace w/custom built-ins create a dramatic yet comfortable gathering space. Designed for effortless entertaining, the home also offers a private courtyard on one side & a large screened Carolina room on the other, perfect for enjoying the coastal climate year-round. A formal dining room just off the kitchen provides an elegant setting for hosting memorable dinners & celebrations. The open-concept layout blends modern luxury w/relaxed coastal living, making this home ideal for both entertaining & everyday comfort. The luxurious primary suite is a private retreat featuring an oversized walk-in closet w/a built-in closet system. The spa-inspired primary bath includes a freestanding soaking tub, separate shower, dual vanities, & a private water closet, offering a serene sanctuary. There are sliding doors that lead to the private courtyard, Also on the first floor is a newly constructed guest bedroom with a full bath, ideal for guests or multi-generational living. A laundry room & stylish half bath are conveniently located down the hall from the kitchen. Upstairs, two additional bedrooms w/new carpeting share a beautifully updated full bath, providing comfortable accommodations for family & visitors. This 4-bedroom, 3-bath residence sits on an expansive lot of just over one acre, offering privacy & space to enjoy Lowcountry living. The property features a circular driveway, a spacious two-car garage & RV parking pad with privacy fence! See list of additional features

13 Mcintosh Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,350,000
4 Beds ⋅ 4 Baths ⋅ 1,868 SqFt. ⋅ HILTONHEAD-506547 MLS
A rare opportunity to own this stunning 4BR, 3BA end-unit townhouse-perfectly set along the 2nd fairway of Harbour Town Golf Links, where you'll soak in incredible golf views and watch the action unfold right from your own backyard in the heart of Sea Pines! With two bedrooms and bathrooms on the main level, it provides ideal living arrangements. A pleasant walk to Sea Pines Center and Harbour Town adds to its charm. Perfect as a second home or permanent residence.

6982 Muirfield Road Unit 24, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: Harbour & Home Real Estate.

$1,100,000
4 Beds ⋅ 4 Baths ⋅ 2,367 SqFt. ⋅ HILTONHEAD-505296 MLS
Welcome to 15 Cottonwood Lane, offering easy one-level living in the highly desirable Dolphin Head area. This 4-bedroom, 3.5-bath home features a private pool and screened porch, perfect for relaxing and enjoying serene golf course views. The open layout provides seamless indoor-outdoor flow, highlighted by vaulted ceilings in the living room and a spacious, updated kitchen with a large island-ideal for gatherings or casual meals. The primary suite includes a separate shower and soaking tub. Step outside to the screened pool area and take in the peaceful golf course vistas while entertaining family and friends. Residents of Hilton Head Plantation enjoy exceptional amenities including four championship golf courses, a full-service marina, tennis and pickleball courts, scenic leisure trails, multiple pools, the Dolphin Head Recreation Area, waterfront park, and 24-hour gated security.

15 Cottonwood Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$555,000
4 Beds ⋅ 4 Baths ⋅ 2,042 SqFt. ⋅ HILTONHEAD-506353 MLS
Welcome to 285 Ceasar Place, a beautifully maintained 4-bedroom, 3.5-bath townhome located on the desirable north end of the island, just minutes from top-rated schools, shopping, dining, and everyday conveniences. Offering 2,032 square feet of thoughtfully designed living space, this home blends comfort, flexibility, and Lowcountry lifestyle. The versatile first-floor suite features a private full bath, making it ideal for multigenerational living, a guest retreat, home office, or potential lockout. This level also opens to a screened-in porch, creating a private outdoor retreat for guests or extended living space. Upstairs, the open-concept main living area is bright and inviting, perfect for both relaxing and entertaining. Extend your living space outdoors with a second screened-in porch off the main level-ideal for year-round enjoyment. A third open-air balcony at the front of the home adds additional outdoor space and charm. Enjoy peaceful lake views with a tranquil fountain, providing a serene backdrop to everyday living. This well-kept property also includes a spacious 1-car garage and has been meticulously maintained, offering true move-in-ready appeal. Located within a gated community, residents enjoy access to a clubhouse and pool, combining security with resort-style amenities. Whether you're seeking a primary residence, second home, or investment opportunity, this property offers exceptional value in a prime island location.

285 Ceasar Place, Hilton Head Island

Listing courtesy of COAST - Brokered by EXP Realty.

$1,650,000
4 Beds ⋅ 4 Baths ⋅ 4,298 SqFt. ⋅ HILTONHEAD-506298 MLS
Experience the pinnacle of Long Cove Club living in this absolutely gorgeous, Cambridge-built home, recently transformed by extensive high-end renovations. Situated on a premium, ultra-private homesite on a quiet street, this residence is enveloped by breathtaking views of a tranquil lagoon on two sides and views of the 11th green. Step into an elegant front courtyard-a private sanctuary featuring a dark-bottomed swimming pool and spa. Enjoy total peace of mind with brand-new pool equipment (pump, filter, heater, and control panel) and a completely rejuvenated landscape featuring new sod, irrigation, drainage, and plantings. Freshly painted stucco and professional tree work ensure a pristine first impression. The light-filled interior has been updated with a neutral, sophisticated palette. Notable enhancements include: Gorgeous new primary and guest bathrooms including new cabinetry, lighting and counters in both the upstairs and downstairs primary baths. Stunning New wide plank LVP flooring throughout. A custom fireplace and mantle, modern stair railings, and updated lighting fixtures from Cregger. New kitchen hardware/hinges and a showcase dining room that has been raised to the same level as the first floor and fully revitalized. A new downstairs HVAC unit and spray foam insulation ensure maximum energy efficiency. Freshly Painted Throughout: Every room, including cabinetry, has been professionally finished. Upstairs features a library with Designed with soaring ceilings, an abundance of skylights, and walls of glass, the floor plan offers a spacious den/office, a serene pool-side dining room, and multiple balconies to capture the coastal breeze. This is a rare, "turn-key" opportunity to own a legacy property where every detail has been handled for you.

8 Long Brow Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,100,000
4 Beds ⋅ 5 Baths ⋅ 2,967 SqFt. ⋅ HILTONHEAD-505896 MLS
With four en-suite bedrooms and a tranquil lagoon backdrop, this home truly balances space and serenity. Brazilian oak hardwoods (2024) gleam throughout. The 2025 kitchen renovation and expansion create the perfect setting for both cooking and entertaining. New patio doors (2024) lead you out the expanded deck (2022) where you can relax and take in the beautiful views Sea Pines is so famous for providing. Truly, no stone was left unturned in maintaining and upgrading this home. A full list of upgrades/renovations as well as a pool rendering can be found in the home at your viewing or be made available upon request. Residents of Sea Pines enjoy natural beaches, championship golf courses, miles of bike paths, two marinas, an upscale beach club, shops and restaurants all in a gated community with 24/7 security. This is not an opportunity to miss!

46 Hearthwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$2,100,000
4 Beds ⋅ 5 Baths ⋅ 4,213 SqFt. ⋅ HILTONHEAD-505700 MLS
Wexford Jewel - Turnkey Perfection! Exquisitely remodeled and in impeccable condition, this home leaves no detail overlooked. The kitchen has been fully updated with quartz countertops, and high-end finishes throughout. Fresh paint, new fixtures, and gleaming hardwood floors run throughout the main living areas, creating a bright and inviting atmosphere. The spacious living room boasts high ceilings and a fireplace, while the first-floor primary suite offers a serene retreat. There are four bedrooms total, including a bonus room above the garage, plus a separate office providing flexible space for work or study. Step outside to your brand-new private pool, perfect for relaxing or entertaining in style. Additional highlights include a two-car side-entry garage and an ideal location along the 8th fairway. This home is truly turnkey-everything has been done, and it shows like a model. Residents of Wexford Club enjoy an exceptional array of amenities, including two championship golf courses, tennis courts, a full-service marina, multiple pools, walking and biking trails, clubhouse dining, and 24-hour gated security. This is resort-style living at its finest.

35 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$3,300,000
4 Beds ⋅ 4 Baths ⋅ 5,034 SqFt. ⋅ HILTONHEAD-505597 MLS
Rare opportunity to own a spectacular Lowcountry marshfront deepwater estate on nearly an acre along one of Sea Pines' most coveted streets. This fully reimagined 5,034-square-foot residence blends luxury, privacy, and breathtaking coastal scenery. The home features a first-floor primary suite, three guest retreats, den, elevator, and a chef's kitchen appointed with GE Monogram appliances. An expansive enclosed heated pool and recreation area, outdoor grilling space, and private dock with direct access to the Atlantic Ocean create an exceptional waterfront lifestyle. Rebuilt from the studs, the residence offers all new electrical, plumbing, HVAC, and spray-foam insulation, along with bamboo flooring, designer lighting, and walls of glass that fill the home with natural light. Open living spaces flow seamlessly to the pool enclosure and waterfront dock-perfectly designed for effortless entertaining and unforgettable Lowcountry living. Your coastal life begins here!

50 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: RE/MAX Island Realty.

$734,990
4 Beds ⋅ 3 Baths ⋅ 2,253 SqFt. ⋅ HILTONHEAD-506014 MLS
Nestled along the picturesque Jarvis Creek, this stunning new home boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

133 Heartleaf Road, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$650,000
4 Beds ⋅ 3 Baths ⋅ 2,253 SqFt. ⋅ HILTONHEAD-506013 MLS
Nestled along the picturesque Jarvis Creek, this stunning new home boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

125 Heartleaf Road, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC. Selling Office: DFH Realty Georgia, LLC.

$590,000
4 Beds ⋅ 3 Baths ⋅ 2,473 SqFt. ⋅ HILTONHEAD-505845 MLS
Easy, coastal living begins here in Squiresgate-a quiet, established neighborhood. The end of the cul-de-sac location adds even more to relaxed feel. This fully renovated 4BR, 3BA home offers a comfortable, semi-open flow designed for both everyday living and gathering with friends and family. A welcoming foyer opens to a spacious living room with wood-burning fireplace, seamlessly connected to the dining area-perfect for hosting or simply enjoying a quiet evening at home. The kitchen sits just off the foyer, with a pass-through to the dining space that keeps everything connected while maintaining its own charm. The home unfolds into a light filled family room with views to the private backyard. The room shines with a built-in workspace, electric fireplace and surround sound wiring. Off the family room is both the Carolina room and the private primary suite. Whether it's morning coffee in the Carolina room or an evening glass of wine on the patio, the indoor-outdoor flow invites you to enjoy the Lowcountry lifestyle year-round. The primary suite is a retreat of its own including two large walk-in closets and another electric fireplace. The primary bath is complete with walk-in shower, double vanity, separate water closet, and the convenience of in-suite laundry. Three guest rooms are thoughtfully set apart on the opposite side of the home, including a second en-suite-ideal for visitors or multi-generational living. Set on a generous .31-acre lot, the property offers a beautiful yard, patio, storage shed, expanded parking pad w/ room for a small trailer, and a 1-car garage. Squiresgate is one of Hilton Head's hidden gems-no gates, fewer restrictions-just a peaceful setting across from waterfront dining, boating, and unforgettable sunsets along Skull Creek.

50 Squiresgate Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Harbour & Home Real Estate.

$1,695,000
4 Beds ⋅ 4 Baths ⋅ 3,144 SqFt. ⋅ HILTONHEAD-504477 MLS
Rarely do you find this much space so close to the beach at this price point. Located just moments from the ocean and Coligny's popular shops and restaurants, this spacious Forest Beach home offers an exceptional coastal lifestyle in one of Hilton Head's most desirable locations. Situated on an oversized corner homesite shaded by majestic oaks, the property features 4 bedrooms, 4 bathrooms, and over 3,000 square feet of comfortable, light-filled living space. The open floor plan provides generous room for gathering and entertaining, while recent improvements-including a brand-new roof, new HVAC and remodeled storage building that add immediate value and functionality. With abundant parking, plenty of room for family and guests, and an unbeatable location near the beach, dining, and recreation, this nicely appointed beach home is well-suited as a primary residence, second home, or investment opportunity.

1 Gannet Street, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$900,000
4 Beds ⋅ 5 Baths ⋅ 3,670 SqFt. ⋅ HILTONHEAD-505122 MLS
Nestled within the prestigious gates of Long Cove Club on Hilton Head Island, this timeless Lowcountry residence blends classic architecture with thoughtful design and an effortless coastal lifestyle. Positioned on a private homesite with sweeping long lagoon views, the property welcomes you with a stately horseshoe driveway and a sunlit entry foyer enhanced by an overhead skylight. A brand new roof adds peace of mind and long-term value, allowing you to focus on enjoying everything this exceptional home and community have to offer. Spanning over 3,600 square feet, the floor plan is both spacious and versatile, offering 4 bedrooms-including two primary suites-and 4.5 baths. Designed for comfortable everyday living and memorable entertaining, the main living area showcases a carousel ceiling and a double-sided fireplace shared with a richly appointed office, creating warmth and architectural interest throughout. Expansive windows frame tranquil water views, bringing the outdoors in and filling the home with natural light.The kitchen flows seamlessly into the great room and out to a generous rear deck-ideal for hosting sunset dinners, morning coffee overlooking the lagoon, or gathering with friends after a day on the course. Come experience the best of coastal living in Long Cove Club. Residents enjoy access to a nationally acclaimed golf course, deep-water marina with direct Intracoastal access, tennis and pickleball facilities, and a vibrant social calendar. Add in Hilton Head Island's 12 miles of beaches, world-class dining, and miles of leisure trails, and you have a setting where everyday living feels like a retreat.

351 Long Cove Drive, Hilton Head Island

Listing courtesy of Engel & Volkers. Selling Office: COAST - Brokered by EXP Realty.

$950,000
4 Beds ⋅ 4 Baths ⋅ 2,599 SqFt. ⋅ HILTONHEAD-503732 MLS
This four-bedroom, four-bath golf home overlooking a tranquil lagoon with expansive golf course views in Hilton Head Plantation brings together privacy,scenery, and a layout that truly works.It sits directly along the fairway and opposite the cart path, creating a quieter, more private setting than some golf course properties.Changing natural light fills the main living areas throughout the day with views oriented to take full advantage of the water and fairway beyond. A screened porch and back deck extend the living space outdoors, where afternoon sea breezes and a mature orange tree add a subtle touch of Lowcountry character.Each bedroom includes its own en-suite bath, giving the home a balanced feel that works just as well for everyday living as it does for hosting or multigenerational use. The layout is open but still defined, creating connection without sacrificingcomfort.Located within one of Hilton Head Island's most established communities,residents enjoy access to golf, marina, tennis, leisure trails, and a lifestyle known for its long-term appeal.

7 Brown Thrasher Road, Hilton Head Island

Listing courtesy of Engel & Volkers. Selling Office: Charter One Realty.

$474,000
4 Beds ⋅ 4 Baths ⋅ 1,936 SqFt. ⋅ HILTONHEAD-505806 MLS
This beautifully updated 4-bedroom, 3.5-bath interior townhome offers space, style, and flexibility across three well-designed levels. The first floor features a private bedroom with a full bath-ideal for guests or a home office-along with access to a large covered patio and an oversized one-car garage.Upstairs, the main living level showcases updated LVP flooring throughout and an open-concept layout perfect for entertaining. The kitchen is a standout with white cabinetry, quartz countertops, stainless steel appliances, and a peninsula with bar seating, flowing seamlessly into the dining and family rooms. A convenient half bath and two covered decks complete this inviting space.The third floor is home to the primary suite, featuring an updated master bathroom with dual vanities and a spacious walk-in closet. Two additional bedrooms, a full bath, and a laundry room provide comfort and convenience for everyday living.

209 Ceasar Place, Hilton Head Island

Listing courtesy of Keller Williams.

$1,350,000
4 Beds ⋅ 5 Baths ⋅ 3,448 SqFt. ⋅ HILTONHEAD-505799 MLS
Welcome to 49 Widewater in the highly sought-after waterfront community of Spanish Wells. Set on over 1.4 acres, this beautiful Lowcountry home offers exceptional privacy, expansive outdoor space, and a stunning private pool-perfect for relaxing or entertaining. A charming front porch welcomes you into the home, where you'll find a bright two-story living room filled with natural light. The open layout flows seamlessly into the eat-in kitchen, creating a comfortable space for everyday living and gatherings with family and friends. The primary suite is conveniently located on the first floor, while three additional bedrooms are situated upstairs. A spacious bonus room over the two-car garage provides flexible space that can serve as a playroom, media room, office, or guest area. Step outside to your own private retreat featuring a large pool deck, outdoor shower, and generous backyard surrounded by mature landscaping. With a newer roof and gutters already in place, this home offers a fantastic opportunity to enjoy privacy, space, and the relaxed lifestyle Spanish Wells is known for.

49 Widewater Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$1,710,000
4 Beds ⋅ 5 Baths ⋅ 3,513 SqFt. ⋅ HILTONHEAD-505751 MLS
Welcome to 24 Harrogate Drive in the heart of Wexford, ideally positioned on the 12th green with beautiful golf views and exceptional backyard privacy. Designed with flexibility and natural light in mind, this open and airy home offers a floor plan that easily adapts to your lifestyle. Upon entry, the spacious formal living room - currently being used as a dramatic dining room - makes an unforgettable impression with soaring ceilings, a fireplace, and floor-to-ceiling glass doors and windows that frame the pool and golf views beyond. The space flows seamlessly into a cozy family room and inviting eat-in kitchen, creating comfortable gathering areas for everyday living and entertaining alike. From the main living spaces, enjoy picturesque views of the private backyard and pool, surrounded by mature landscaping and lush greenery. Step outside to a beautifully designed paver pool deck offering remarkable privacy and the perfect setting for relaxing afternoons or stunning sunset evenings overlooking the fairway. The thoughtfully designed layout includes a formal dining room currently used as a study, further highlighting the home's versatility. The lovely primary suite features a private bath, dual walk-in closets, and access to the back patio and pool. Two additional ensuite bedrooms are located on the first floor, ideal for family or guests. Over the two-car garage, a fourth ensuite - currently serving as an additional den and fitness room - provides the perfect private retreat, guest suite, or bonus space. Additional features include a half bath, a convenient first-floor laundry room, and beautiful stone and hardwood floors throughout the main level. In addition, Wexford's Clubhouse and Harbour Center are currently undergoing renovations, further enhancing the exceptional amenities within this private community. A new construction Harbour Center and expanded Clubhouse are scheduled to open in spring 2026.A wonderful opportunity to enjoy bright interiors, flexible living spaces, golf course views, and breathtaking sunsets in Hilton Head Island's premier private club community.

24 Harrogate Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$1,620,000
4 Beds ⋅ 3 Baths ⋅ 2,410 SqFt. ⋅ HILTONHEAD-505741 MLS
Experience the best of Hilton Head Island real estate in the heart of Palmetto Dunes Resort, one of the most sought-after oceanfront communities on award-winning Hilton Head Island, South Carolina. Renovated since the previous listing, this beautifully updated home now offers a crisp, elevated look that buyers will notice the moment they walk in. Designed to make memories and maximize lifestyle, this fully renovated Hilton Head home offers 4 spacious bedrooms, 3 bathrooms, and plenty of space for family and guests to relax in comfort. Step outside to your own private retreat with a large private backyard, ideal for entertaining, and enjoy grilling and dining on the large patio and the refreshing heated saltwater pool with jets and a sitting ledge that invites you to soak up the Lowcountry sunshine year-round. Located inside Palmetto Dunes Oceanfront Resort, Owners enjoy access to some of the very best amenities on Hilton Head, including miles of pristine beaches, three championship golf courses, 11 miles of scenic lagoons for kayaking, boating, and fishing, tennis, pickleball, biking, and more. Just outside the gates, Shelter Cove Harbour & Marina is about half a mile away via a shortcut, offering waterfront dining, shopping, live music, and entertainment, making this location even more desirable. Whether you're searching for a vacation home, primary residence, second home, or a short-term rental investment property (Gross Income Projected at $113k) on Hilton Head Island, this opportunity checks all the boxes. With its fresh new upgrades, prime resort location, and strong appeal for personal enjoyment, rental income, and being a smart investment, this is the kind of property buyers wait for. If you've been searching for a fully renovated, move-in-ready home in Palmetto Dunes with a private pool, now is the time to act. Schedule an in-person or live video walkthrough today!

28 Swing About, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Keller Williams Realty.

$749,900
4 Beds ⋅ 4 Baths ⋅ 1,874 SqFt. ⋅ HILTONHEAD-505680 MLS
Final new construction home in Old Stoney Village! Duel primary bedrooms, with one on the first floor and one on second floor. Light, bright and airy this home features a seamless indoor/outdoor space with a saltwater creek view and oversized screened porch. Just up the street from some of the islands best waterfront restaurants and parks. Easy access to all of the Island and Bluffton. Low maintenance/ lock and leave living.

39 Old Stoney Lane, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

$2,295,000
4 Beds ⋅ 4 Baths ⋅ 3,087 SqFt. ⋅ HILTONHEAD-505673 MLS
A Rare Point Comfort Peninsula Property. Tucked away on one of the most remarkable homesites on Hilton Head Island, this classic coastal home sits on approximately 1.25 acres at the end of a private peninsula, surrounded by over 180 degree views of marsh and deep water. Properties with this combination of land, privacy, and views are extraordinarily rare on the island today. Even more rare is the Point Comfort lifestyle, a relaxed authentic Lowcountry way of living. Residents can enjoy access to the community boat landing w/ direct water access, allowing you to keep your boat right at home then head out on the water whenever the tide and weather call. Enjoy golf cart rides and spend time with neighbors within this friendly enclave, a place where life moves at an easy pace. Built during the island's early era of thoughtful coastal contemporary design in the 1960s, the home reflects the architectural style that helped define Hilton Head, simple, understated Lowcountry modernism designed to live in harmony with the landscape. Large windows frame the water and marsh from nearly every angle, while the open floor plan invites the outdoors inside, capturing the island's breezes, light, and ever-changing skies. The setting is nothing short of magical. World-class sunsets stretch across the marsh each evening, casting warm light across the water and surrounding vegetation. Mature trees and natural landscaping create a sense of privacy that is increasingly difficult to find on the island. Inside, the two-story layout offers generous living space and flexibility. The main living areas are designed for relaxed coastal living and entertaining, while the lower level provides ideal accommodations for a mother-in-law suite, multi-generational living or just additional living/office space. Step outside to a large private patio, perfect for quiet mornings. Enjoy the sunset from the second floor deck. A private drive leads to the home and carport, further enhancing the sense of seclusion. For decades, this home has been the backdrop for generational memories-family gatherings, sunset dinners, and life along the water. It now awaits its next steward to continue that tradition. With low annual dues $500.00, minimal restrictive covenants, extraordinary land size, sweeping water views, and unmatched natural beauty, this Point Comfort property represents a truly unique opportunity on Hilton Head Island.

18 Nautilas Road, Hilton Head Island

Listing courtesy of SERHANT.

$1,635,000
4 Beds ⋅ 4 Baths ⋅ 3,064 SqFt. ⋅ HILTONHEAD-505652 MLS
Step into a lifestyle of effortless luxury and outdoor adventure on this sprawling .573-acre estate. This backyard oasis is built for hosting, featuring a private dock with boat lift, a sparkling pool, and an outdoor fireplace-with plenty of room left for your dream outdoor kitchen and bar. Enjoy years of worry-free living thanks to the low-maintenance metal roof and cement board siding. Inside, the spacious floor plan centers around a chef's kitchen with brand new counter tops and a large dining area. The layout offers the perfect balance of retreat and togetherness, with a massive Carolina Room off the primary suite and a separate upstairs living area for guests. Complete with a three-car garage and no HOA fees, this rare gem truly has it all.

22 Blue Heron Point, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Dunes Real Estate.

$1,395,000
4 Beds ⋅ 4 Baths ⋅ 2,774 SqFt. ⋅ HILTONHEAD-505628 MLS
Deepwater tidal dock with long marsh views! Phenomenal newer-style home offering 4 bedrooms and 3.5 baths on a spacious and very private 0.7-acre lot with no POA. Private dock with a 5,000 lb boat lift and Brazilian hardwood, perfect for enjoying boating and waterfront living. The home features a drive-under 2-car garage with approximately 1,500 square feet of storage beneath the home and a large deck overlooking the marsh. Interior highlights include red oak hardwood floors throughout, custom primary closet built-ins, a separate dining room, and fireplace. The primary suite is located on the first floor and features a double vanity, soaking tub, and separate shower. The kitchen includes quartz countertops and stainless steel appliances. Three additional bedrooms are located upstairs. New roof installed in 2024. Enjoy a private setting with expansive marsh views and the feel of country living on Hilton Head Island.

239 Jonesville Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,749,000
4 Beds ⋅ 4 Baths ⋅ 4,256 SqFt. ⋅ HILTONHEAD-505619 MLS
Marsh front living in Hilton Head Plantation. This fantastic custom home features hardwood floors, a two-story living room, coffered ceilings, a fireplace, and walls of windows that perfectly frame the stunning marsh views. Enjoy the preserved Lowcountry landscape and abundant wildlife right from your backyard. The updated kitchen includes a gas range, tile backsplash, stainless steel appliances, and a farmhouse sink. The breakfast area off the kitchen offers the perfect spot to enjoy your morning coffee or meals while taking in the marsh views. The primary suite features a standalone soaking tub, dual vanities, and a large walk-in shower. The spacious bonus room located over the three-car garage can also serve as a fourth bedroom and includes its own private bath. Outdoor living is easy with a large back deck and patio area, ideal for relaxing or entertaining. This home also provides access to all the wonderful amenities HHP has to offer.

10 Bayley Point Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$630,000
4 Beds ⋅ 4 Baths ⋅ 2,504 SqFt. ⋅ HILTONHEAD-505209 MLS
Some homes are just houses. Others are where life unfolds. Welcome to 14 Peregrine Drive in Peregrine Pointe, a quiet waterfront community of just 25 homes tucked along the marshes of Broad Creek. This is the kind of place where kids ride bikes inside the gates or launch a kayak for a day paddle. Summer evenings are spent on the wide screened porch and neighbors gather on the community day dock to watch fireworks light up the marsh. If fishing is your passion, your fishing pier awaits. There's room in the huge private wooded backyard for a pool, a garden, or a golden retriever who refuses to come inside. With 4 bedrooms and 3.5 baths, including a main-level primary suite, there's space for everyone and flexibility for how families really live. Over 2,500 square feet means room for all the guests who want to visit your new island oasis. Two garage bays underneath hold all the beach gear, bikes, paddleboards, and a workshop too that make island life full and fun. It's private. It's peaceful. It's central to everything like beaches, restaurants, Cross Island Parkway yet feels like a hidden pocket of Hilton Head. Insurance under $4000 annually for all perils, wind n hail and flood. Flood is optional. Peregine Pointe is residential living only; no short term leases. Seller is motivated offering closing cost credit of $3000 along with buyer agency comp with accepted offer. Seller has provided a home warranty also! If you've been waiting for an island home where memories are made, this is it! Ask agent for fly through video.

14 Peregrine Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,822,500
4 Beds ⋅ 6 Baths ⋅ 4,541 SqFt. ⋅ HILTONHEAD-505605 MLS
An elegant Wayne Windham-designed home showcasing expansive lagoon and golf course views. Situated on one of the largest homesites in prestigious Long Cove, this impressive 4,541-square-foot residence offers exceptional comfort and refined style. The home features 4 bedrooms, 5 baths, a 6+ car garage, elevator, grand fireplace, spacious office with powder room, den, and a sunroom. Entertain effortlessly with a full wet bar, wine refrigerator, and high-end appliances throughout.The main-level primary suite is a private retreat, complete with two walk-in closets and a luxurious outdoor shower. Upstairs, two generously sized bedrooms each offer their own full bath. The lower-level garage provides abundant storage, a full bath, and an additional kitchen that opens to spectacular outdoor living spaces, including two pools and a covered patio-perfect for enjoying the beautiful lagoon and golf course setting.

6 Dalton Court, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$1,425,000
4 Beds ⋅ 3 Baths ⋅ 2,564 SqFt. ⋅ HILTONHEAD-505577 MLS
Tucked within the Greenwood Forest enclave of Sea Pines, this bright and inviting 4-bedroom, 3-bath home offers vaulted ceilings, abundant natural light, and a flexible floor plan ideal as a primary residence, second home, or vacation retreat. The main living area features soaring ceilings and a fireplace, creating a warm gathering space that flows easily into the dining area and the updated kitchen, which has granite countertops and stainless steel appliances. The game room is perfect as a media room, playroom, or relaxed hangout for family and guests making the first floor space ideal for entertaining family and friends. The thoughtfully designed layout offers excellent bedroom separation, with three bedrooms on the first floor providing convenience and privacy for family and guests. Upstairs, a spacious private suite with walk-in closet and full bath offers a quiet retreat with room for a sitting area or additional sleeping space. Outdoor living is equally inviting with two private decks surrounded by the natural beauty of Sea Pines, ideal for morning coffee or relaxing after a day at the beach. The beach is less than a mile away, with easy access to the Sea Pines Beach Club, Harbour Town Marina, and South Beach. Greenwood Forest owners also enjoy a community pool and tennis courts, along with a convenient back path leading to Sea Pines Center for coffee, dining, and shopping. Whether you're searching for a primary home, second home, or Sea Pines vacation property, this Greenwood Forest retreat offers space, flexibility, and easy access to the very best of Hilton Head Island living.

11 Hollyberry Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: The Hilton Head Agency.

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.