321 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
$1,475,000
5 Beds ⋅ 6 Baths ⋅ 4,421 SqFt. ⋅ HILTONHEAD-509561 MLS
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$6,500,000
5 Beds ⋅ 7 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-509318 MLS
There is a particular kind of home that reveals itself slowly. That earns your attention rather than demanding it. 12 Brams Point Road is that home. Set on one and a half acres along the Calibogue Sound within the exclusive enclave of Spanish Wells, this is one of Hilton Head Island's true deep-water residential positions. Spanish Wells is not a club-centric community. It is one that values privacy, quality of life, and living by the water. A sandy beach at the water's edge and the optional Spanish Wells Club, with its walking 9-hole course, Har-Tru tennis, pickleball, and waterside clubhouse, are simply there for those who want them. The first chapter belongs to a world-renowned transplant surgeon and his wife, who conceived and built this home under their own exacting supervision, with the precision and uncompromising standard that defines a life spent at the highest level of human endeavor. Among the things they built into it from the start: a geothermal HVAC system, at a moment when very few residential builders were thinking that far ahead. The second chapter belongs to a noted art collector and architecture connoisseur who knew precisely what this home was when he found it, and precisely what it needed. He did not renovate it. He completed it, adding the Havana deck, the infinity edge spilling into a dedicated lap pool below, the fully screened outdoor great room with fireplace and full kitchen, and the layers of landscape that make the privacy here feel effortless and absolute. In 2023, the geothermal system was completely replaced and upgraded to the newest available filtration technology, producing hospital-quality air throughout. A standard that, across two ownerships, was never incidental. Five bedroom suites, each with its own private view of water or gardens. Gallery walls throughout. A layout open, connected, and completely private. A dock permit in hand. Traded once, in 2018. Offered now for only the second time. Come home to 12 Brams Point.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$535,000
5 Beds ⋅ 3 Baths ⋅ 2,461 SqFt. ⋅ HILTONHEAD-509834 MLS
This is the only 5-bedroom furnished home on Hilton Head Island under $600k. From the front door you are welcomed by a 2-story foyer pierced with tons of natural light. The foyer is spacious and showcases a grand staircase which provides you that "This is Home" feeling. This nearly 2,500 sq ft home has been updated in all the right places and is move-in ready. Off the foyer you have a private bedroom currently used as an office and is one of the best seats in the house. The open kitchen, dining and living room has huge windows and glass sliding doors allowing you to fully enjoy the private wooded and fenced backyard. The kitchen has stainless steel appliances, granite countertops and a large pantry for additional storage. The large dry bar currently used for the coffee/tea/cocktail oasis is also ideal for a self-serve food station great for entertainment. Upstairs you will find a spacious loft large enough to accommodate several possibilities including fitness equipment, movies, gaming or play area for children. The owner's suite is oversized making it perfect for an ultimate retreat. There is a large soaking tub and tiled walk-in shower. The large walk-in closet has been customized with built-in shelving for maximized organization. Every bedroom in this home has built-in closets. The garage is painted and has epoxy floors. Additional upgrades include a newer hot water heater and HVAC. This north end location in the small community of Allenwood. It is gated and has a community pool. It is a15 minute walk to Hilton Head Schools, Rec Center and Boys and Girls Club, Hudson's, Doc Side and Boat House. Just minutes from multiple Golf courses. Easy access to the south end of Hilton Head and Bluffton. Seller is offering a $5,000 flooring credit.

234 Ceasar Place, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners. Selling Office: William Raveis - Carolina LLC.

$2,100,000
5 Beds ⋅ 4 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-509680 MLS
GREAT NEW PRICE $2,100,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

$2,790,000
5 Beds ⋅ 6 Baths ⋅ 5,596 SqFt. ⋅ HILTONHEAD-508201 MLS
Behind a private gated entrance framed by illuminated live oak lined drive, this exceptional Wexford estate offers over 5,500 square feet of refined living. This Lowcountry estate embodies timeless elegance and is truly one of a kind. A dramatic foyer with soaring arched windows welcomes you to beautifully appointed spaces, including a library, formal and casual living areas, multiple en-suite ample sized bedrooms, and a newly remodeled kitchen. Thoughtful details such as an elevator, Brazilian hardwood floors, fireplaces, and expansive porches enhance everyday living. Outdoors, enjoy a resort-style pool, covered entertaining spaces, and a private courtyard setting. Complete with a four-car garage and access to Wexford's world-class golf, marina, tennis, pickleball, dining, and club amenities. This home is an exceptional offering within one of Hilton Head Island's most prestigious communities.

29 Oxford Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$5,499,800
5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS
Designed for those who love to entertain with purpose and elegance, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,595,000
5 Beds ⋅ 5 Baths ⋅ 4,500 SqFt. ⋅ HILTONHEAD-508204 MLS
Located in the gated community of Moss Creek, this exceptional custom home is set on approximately .84 acres with expansive marsh views, framed by mature live oaks and a sweeping drive that creates a true sense of arrival. Offering approximately 4,500 square feet under air, the home features 4 bedrooms, all en-suite, 4.5 baths, plus a private office and a large exercise room (or bedrooms 5 and 6). The first-floor primary suite is a standout with marsh views, a linear fireplace, and a spa level bath featuring heated floors and a 6'x 9' digital shower with rain head, body sprays, and handhelds. Extensive recent exterior improvements include a new oyster shell and concrete driveway, new front and rear composite decks, aluminum handrails, a new roof, all window sashes replaced, and a full exterior repaint. Outdoor living includes a large, covered deck, pool with sun shelf, outdoor shower, and multiple seating areas overlooking the marsh. Inside, the home reflects a high level of craftsmanship with French oak flooring, Savannah brick, custom millwork, and artisan ironwork. The two-story foyer features a hand forged marsh grass railing with subtle sandpiper detail, setting the tone for the home. A 16 foot sliding glass wall opens the main living area to the rear deck, creating seamless indoor-outdoor flow. The chef's kitchen is equipped with Thermador appliances including two dishwashers and custom cabinetry, opening to the main living area anchored by a substantial brick fireplace with custom built ins and live edge shelving. A separate coffee bar area includes beverage refrigeration, fridge/freezer drawers, and additional storage. Designed for entertaining, the home includes a custom bar with a 130+ bottle wine refrigerator, pellet ice maker, beverage refrigeration, and seating for multiple guests. A separate back pantry and service kitchen features a full size Bosch refrigerator and freezer, an additional dishwasher, large dual basin sink, and exterior access, ideal for hosting or catered events. Additional features include dual staircases, whole home sound system, extensive built ins, custom lighting throughout, and a garage with custom cabinetry, built in shop vac, epoxy floor and endless storage. One of the most thoughtfully designed and highly customized homes in Moss Creek. Property owner is a licensed SC real estate agent.

7 Peninsula Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,850,000
5 Beds ⋅ 5 Baths ⋅ 3,868 SqFt. ⋅ HILTONHEAD-508327 MLS
Introducing a stunning new-construction residence at 3 Pond Drive, perfectly positioned on one of Indigo Run's most private and generously sized homesites. This 5BD/4.5BA home with over 3,800SQFT is surrounded by mature Lowcountry foliage and set back for exceptional seclusion. A smart, livable layout features the primary suite and two guest bedrooms on the first floor, with a spacious bonus room and full bathroom privately situated above the garage. Outdoor living shines here-enjoy serene wooded views, ample space for a future pool, and the peaceful ambiance that defines Indigo Run. This home blends refined architectural design with modern coastal living. Expansive windows invite natural light throughout the open-concept interior, while high ceilings, premium finishes, and thoughtful craftsmanship elevate every room. A rare opportunity to own a brand-new home in one of Hilton Head's most sought-after gated communities!

3 Pond Drive, Hilton Head Island

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

$1,799,000
5 Beds ⋅ 6 Baths ⋅ 3,965 SqFt. ⋅ HILTONHEAD-507573 MLS
Welcome to 6 Wild Turkey Run, a stunning Lowcountry home, completely reimagined, nestled in the desirable Hilton Head Plantation. This exceptional residence features 5 bedrooms, 4 full bathrooms, and 2 half baths, offering nearly 270-degree sweeping views of the marsh and saltwater creek from almost every room: Kayak or fish out of your backyard. The home has been meticulously renovated down to the studs. Every major system has been replaced, including all-new electrical wiring, plumbing, spray foam insulation, and HVAC systems. The exterior has been transformed with fresh board-and-batten & hardcoat stucco siding, complemented by beautiful tabby stucco accents and a new tabby/oyster paver driveway. Essentially, everything is brand new. Inside, abundant natural light floods the thoughtfully redesigned spaces, perfectly blending contemporary comfort and functionality with timeless coastal charm. Set on a spacious, oversized, and truly buildable double lot, the property offers exceptional privacy and tranquility and potential for future growth. Just minutes from Hilton Head's pristine beaches, world-class golf, shopping, and dining. This is coastal living at its finest-elegant, efficient, and deeply connected to the Lowcountry's natural beauty. Listed $350K UNDER appraised value. MOTIVATED SELLER; BRING ALL OFFERS.

6 Wild Turkey Run, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$8,700,000
5 Beds ⋅ 6 Baths ⋅ 5,580 SqFt. ⋅ HILTONHEAD-508090 MLS
Quite simply, one of the finest homes to come on the market in Sea Pines in many years. This luxury custom home, completed in 2022 by Esposito Builders and masterfully designed by architect Terry Rosser, is set along the highly coveted Calibogue Cay, an address reserved for a select few. Sweeping marsh vistas and extraordinary sunsets create a setting that is both serene and unforgettable. Dramatic 20+ ft ceilings span the living room, kitchen, and breakfast nook, filling the space with natural light and drawing your eye straight to the marsh beyond. The kitchen is beautifully executed and opens to a refined entertaining space with a wet bar, glass-front cabinetry, and a well-appointed butler's pantry. Just off the main living area, the screened porch with fireplace offers a comfortable, private retreat you will enjoy year round. The outdoor setting is equally impressive. A generous saltwater pool, private dock, and boat lift are perfectly positioned to capture long marsh views and remarkable sunsets. The primary suite is a true retreat, with expansive his-and-her walk-in closets, separate vanities, and a convenient Primary Laundry Room. Five bedrooms, along with a private executive office overlooking the marsh and sound, provide both scale and flexibility. Additional features include a 3-stop elevator, whole-house generator, and an oversized 2+ car garage with climate-controlled storage. Opportunities like this are few and far between. This is Calibogue Cay at its absolute best.

59 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$2,165,000
5 Beds ⋅ 5 Baths ⋅ 3,738 SqFt. ⋅ HILTONHEAD-507876 MLS
Experience elevated harbor front living in one of Hilton Head Island's most exclusive gated waterfront communities. Perfectly positioned in Windmill Harbour, 58 Sparwheel Lane offers sweeping marina views, timeless architecture, and an extensively renovated home designed for effortless coastal living. Reimagined in 2017, this exceptional residence showcases custom craftsmanship, refined interior design, and high-end finishes throughout, blending classic elegance with modern comfort. (Architectural Plans showing before and after floor plans and elevation changes and scope of work are in the MLS Docs folder). Expansive lanais overlook a picturesque backdrop of sailboats and yachts, creating an ever-changing waterfront setting for morning coffee, sunset cocktails, or entertaining family and friends. The luxurious primary suite features a private lanai and fireplace, while four ensuite guest bedrooms provide exceptional comfort and privacy. A chef's kitchen, inviting living room with fireplace, lower-level family room, two laundry areas, and a 2-car garage offer the functionality today's buyers desire. Furniture is negotiable. The Seller owns and will sell Dock I-36, a 48' slip visible from the Townhouse. Boating enthusiasts will appreciate Windmill Harbour's renowned lock-controlled marina, one of only three private lock systems on the East Coast, providing protected deep-water access to the Intracoastal Waterway regardless of the tides. Residents also enjoy a community pool, and optional membership to the South Carolina Yacht Club with dining, tennis, pickleball, fitness, and social amenities. Whether you're searching for a luxury primary residence or an exceptional second home, this is a rare opportunity to own one of Windmill Harbour's premier marina front properties.

58 Sparwheel Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,995,000
5 Beds ⋅ 5 Baths ⋅ 4,199 SqFt. ⋅ HILTONHEAD-508033 MLS
Experience elevated Lowcountry living in this exceptional new construction home, perfectly positioned to capture sweeping marsh-to-Intracoastal Waterway views. Thoughtfully designed with both luxury and functionality in mind, this 4,199 heated square foot residence offers four spacious bedrooms, each with its own private ensuite, along with five full baths to comfortably accommodate family and guests.From the moment you arrive, the raised construction provides abundant covered parking and generous storage space beneath the home-ideal for coastal living. Inside, high-end appointments are showcased throughout, blending refined finishes with timeless design. The open-concept living area features a gas fireplace, creating a warm focal point while framing stunning natural vistas just beyond.An array of outdoor living spaces invites you to fully embrace the serene surroundings. Multiple rear porches and a screened porch offer uninterrupted views of the marshes stretching to the Intracoastal Waterway, perfect for morning coffee or evening sunsets. The private elevator ensures effortless access to all levels, enhancing convenience and accessibility.The home also includes a dedicated office, ideal for remote work or quiet study, as well as a versatile bonus room that opens to a rooftop deck-an extraordinary vantage point for long, panoramic marsh-to-ICW views. Every detail has been carefully considered to maximize both comfort and the beauty of the coastal environment.Located within the highly sought-after Windmill Harbour community, residents enjoy access to a 15.5-acre lock-controlled marina, home to the South Carolina Yacht Club, along with tennis facilities and an Olympic-size community pool. Additionally, the Indian Hill community pool is conveniently located just across the street.With completion estimated for Spring 2027, this home presents a rare opportunity to own a brand-new coastal retreat in one of the area's most prestigious waterfront communities.

18 Indian Hill Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$3,450,000
5 Beds ⋅ 6 Baths ⋅ 3,592 SqFt. ⋅ HILTONHEAD-507924 MLS
Incredible 4th row 5 bedroom 5 1/2 bath home on the beach walkway on one of the best streets in Sea Pines! Step inside to find a home that feels brand new, featuring all-new designer furnishings that convey effortless coastal elegance. Beautifully private pool and spa area! All bathrooms have recently been professionally remodeled, new hardwood floors upstairs, and kitchen are just a few of the fantastic updates. One bedroom downstairs and 4 additional bedrooms upstairs which includes a bunk room. Enjoy the sun from the huge pool deck and upgraded heated pool in your backyard oasis! With a demonstrated track record of over $200,000 in rental income in 2021 and over $175,000 in 2022 (even with heavy owner usage), the investment potential is undeniable. Since 2023, it has been meticulously maintained as a private second home, ensuring it is in pristine condition for its next owner.

12 Sandhill Crane Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Sea Pines Real Estate - Beach Club.

$1,595,000
5 Beds ⋅ 5 Baths ⋅ 3,364 SqFt. ⋅ HILTONHEAD-506961 MLS
This brand-new 3,364sqft custom home in the gated Indigo Run community offers luxury living on a private, wooded lot. The residence features 5 spacious bedrooms and 4.5 beautifully designed bathrooms, highlighted by soaring 12-foot ceilings at the front of the home that create an impressive sense of openness. The gourmet kitchen is equipped with premium Café appliances, custom cabinetry, and an oversized island, flowing seamlessly into the bright, open-concept living area. A spray-foam insulated attic enhances energy efficiency, while the great room, complete with a fireplace, overlooks the serene backyard with room for a private pool if desired. A concrete pad was poured and electric set up for future hot tub! Oversized garage with epoxy flooring and an extra golf cart garage. Located in one of Hilton Head's most desirable communities, residents enjoy 24-hour gated security, natural preserves, walking trails, and optional access to two Jack Nicklaus-designed golf courses, all just minutes from beaches, dining, and shopping.

17 Drummond Lane, Hilton Head Island

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

$3,000,000
5 Beds ⋅ 5 Baths ⋅ 4,365 SqFt. ⋅ HILTONHEAD-507812 MLS
16 Full Sweep | Lagoon Front/Private Dock, Ocean-Oriented in the Heart of Palmetto Dunes! Perfectly positioned along the lagoon with a private dock, this striking contemporary home delivers a refined take on Coastal Living. Designed by a noted architect, the residence balances bold modern lines with warmth and livability, creating an immediate Sense of Arrival! A Dramatic Entry Unfolds through Expansive Bifold Glass/Wood doors at both the front and rear, allowing ocean and lagoon breezes to flow freely through the Entryway! Inside, soaring ceilings, walls of glass, and a stunning two-story Water Wall feature set a memorable arrival! The open layout is both impressive and comfortable, designed for effortless everyday living. At the center, the chef's kitchen with Breathtaking Views, pairs function with sleek design, featuring premium Wolf and Sub-Zero appliances, Italian Snaidero Cherry Cabinetry, and Refined finishes throughout. Thoughtful details-including a discreetly integrated powder room and seamless hidden Cabinetry-maintain a clean, Architectural Aesthetic while maximizing usability. With Cherry Hardwood and Newly Refinished Sandstone Flooring throughout, Natural light fills the main living spaces, where floor-to-ceiling windows frame tranquil lagoon views stretching toward the oceanfront hole of the renowned Robert Trent Jones Golf Course! Multiple gathering areas-including a sunken living room, intimate seating spaces, and a well-appointed wet bar with Seating-offer flexibility for entertaining or relaxing by the fire. The owner's suite provides a Private Retreat with its own fireplace and elevated deck overlooking the Lagoon, Lagoon, & Golf Course! Guest accommodations are generously sized, including a flexible room ideal for a home office, private suite, or multi-generational living. Dual laundry areas, abundant storage, a two-car garage, and an electric vehicle charging station add everyday convenience. Outdoor Living is equally compelling. A Covered Loggia opens to a newly refinished Brazilian Hardwood Sundeck, complete with a heated infinity-edge pool and spa overlooking the lagoon. The private dock offers direct access for boating, kayaking, or fishing, while the Beach is just a short walk/bike ride away. Blending architectural distinction, resort-style amenities, and an exceptional location, this is a rare opportunity to own a home that is as functional as it is unforgettable. This property has Incredible Rental Potential As Well!!

16 Full Sweep, Hilton Head Island

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

$3,295,000
5 Beds ⋅ 6 Baths ⋅ 5,200 SqFt. ⋅ HILTONHEAD-507766 MLS
This exceptional NEW CONSTRUCTION end-unit semi-detached residence offers an unparalleled blend of luxury, space, and breathtaking panoramic marina views stretching out to the Intracoastal Waterway. Boasting 5 bedrooms, 5.5 baths, and over 5,200 heated square feet, this home is thoughtfully designed for both refined living and effortless entertaining. Inside, the main living areas are anchored by stunning 7-inch white oak flooring, creating a warm and sophisticated backdrop. A beautifully appointed interior fireplace enhances the inviting atmosphere, while expansive windows frame serene waterfront vistas. The chef's kitchen is a true showpiece, featuring custom inset cabinetry with fully integrated paneled appliances, sleek stainless appliances, and meticulous craftsmanship throughout. Adjacent, a well-equipped wet bar and scullery with a striking wine tower provide both functionality and elegance for hosting. A dedicated office offers a quiet retreat for work or study, while the home's four-stop elevator ensures seamless access to every level. The primary suite is a private sanctuary, highlighted by a spa-inspired bathroom featuring a luxurious wet room clad in floor-to-ceiling Italian marble. Every bathroom in the home showcases Italian marble flooring, reinforcing the property's elevated design. The expansive bonus room is ideal for entertaining, complete with its own wet bar and beverage center, making it perfect for gatherings or relaxed evenings at home. Outdoor living is equally impressive, with three spacious marble-floored patios that overlook the marina and provide sweeping views out to the ICW-perfect for enjoying coastal breezes and unforgettable sunsets. An additional exterior fireplace creates a cozy ambiance for year-round enjoyment. Located within the prestigious Windmill Harbor community, residents enjoy access to a 15.5-acre lock-controlled marina with immediate Intracoastal Waterway access. Amenities include an Olympic-size pool, tennis courts, a fitness center, and proximity to the South Carolina Yacht Club, offering a truly elevated coastal lifestyle. This remarkable property seamlessly combines timeless design, modern luxury, and an unbeatable waterfront setting.

54 Sparwheel Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,585,000
5 Beds ⋅ 6 Baths ⋅ 2,972 SqFt. ⋅ HILTONHEAD-506993 MLS
Lowcountry perfection meets effortless coastal living in this beautifully updated home designed for both relaxation and entertaining. Thoughtfully enhanced throughout, the stunning kitchen serves as the heart of the home, featuring brand-new cabinetry, a sleek glass tile backsplash, upgraded appliances, and an expansive island perfect for gathering with family and friends.Step outside and embrace the island lifestyle-just moments from the beach, making daily walks along the shore as easy as stepping out your front door. The home's exceptional outdoor living spaces invite you to unwind, with a private pool, expansive sun-drenched decks, covered porches, and a charming screened-in porch just off the great room-ideal for enjoying coastal breezes year-round.Inside, the home lives beautifully with a bright, open layout and five spacious bedrooms, each with its own bath, plus a convenient powder room for guests. Recent upgrades include new flooring, fresh interior paint, stylish fixtures, and elegant stone vanities, creating a clean, modern aesthetic while maintaining timeless Lowcountry charm.Whether you're seeking a full-time residence, a luxurious vacation retreat, or a high-performing rental property, this home offers the perfect blend of comfort, style, and an unbeatable beachside location.

1 Sea Oak Lane, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc. Selling Office: EXP Realty LLC.

$2,945,000
5 Beds ⋅ 7 Baths ⋅ 6,384 SqFt. ⋅ HILTONHEAD-507058 MLS
Four levels of harbour living distinguish this substantial Windmill Harbour residence, offering 6,384 sq. ft., elevator access throughout, protected harbour and Intracoastal views, and exceptional flexibility for boating, guests, work and recreation. The ground level is designed as a private Harbour Club, with an oversized tandem 2-car garage plus separate 1-car garage, leisure room with wet bar, utility room, guest suite with ensuite bath, covered patio and direct access to the waterfront setting. Additional conditioned rooms may serve as fitness, studio, workshop, storage or guest spaces. Conceptual renderings are in pictures. The main living level is centered around a chef's kitchen and includes a formal dining room, parlor, office, great room, half bath, rich wood flooring, extensive millwork and a broad balcony overlooking the harbour. One level above, the expansive owner's suite features two walk-in closets, a private bath and balcony access, accompanied by three additional ensuite bedrooms, a laundry room, secondary kitchenette and another generous harbour-facing balcony. The top floor creates an additional entertainment destination with a large family or media room, two flexible rooms, a shared bath and elevator access- well suited for a private theatre, game lounge, office or extended-stay accommodations. Windmill Harbour is one of Hilton Head Island's most distinctive private communities, built around a protected inland harbour and lock-controlled marina with direct access to the Intracoastal Waterway. The South Carolina Yacht Club offers dining, fitness, swimming, tennis, pickleball, yachting events and an active social calendar. Rarely does a home combine this scale, guest capacity, storage, garage space and harbour lifestyle in one residence.

144 Harbour Passage, Hilton Head Island

Listing courtesy of Coldwell Banker Access Realty.

$1,095,000
5 Beds ⋅ 5 Baths ⋅ 3,435 SqFt. ⋅ HILTONHEAD-507276 MLS
Custom Lowcountry Living in Windmill Harbour, thoughtfully designed around a private courtyard and heated freeform pool for effortless indoor-outdoor living. 8 Fantail offers timeless Lowcountry architecture, beautiful natural light, and a layout ideal for both everyday comfort and entertaining. The home features a spacious primary suite with cathedral ceilings, walk-in closet, and spa-like bath with soaking tub and separate shower. Two guest bedrooms share a Jack-and-Jill bath, while a separate guest suite with full bath offers added privacy above the garage.The chef's kitchen is beautifully designed with an 8-burner gas range, double wall ovens, dual Sub-Zero refrigerators, walk-in pantry, and breakfast nook, opening to a warm living area with cathedral ceilings, custom built-ins, and gas fireplace. Additional highlights include a screened porch, pool bath, oversized 2-car garage, and a private guest apartment above the garage with living room, bedroom, en-suite bath, and ample storage.Located in the prestigious Windmill Harbour community, home to the South Carolina Yacht Club and one of the East Coast's few private lock-controlled marinas.

8 Fantail Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Town Square Realty LLC.

$1,695,000
5 Beds ⋅ 4 Baths ⋅ 3,502 SqFt. ⋅ HILTONHEAD-507534 MLS
Welcome to a home designed for enjoying the Hilton Head lifestyle. Tucked away on a quiet cul-de-sac in the Skull Creek neighborhood of Hilton Head Plantation, this inviting residence offers a peaceful setting surrounded by mature woods and a serene lagoon view. Inside, warm, coastal-inspired details create a comfortable and welcoming atmosphere. Thoughtful touches like shiplap, board-and-batten accents, wainscoting, crown molding, reclaimed wood, and beautiful luxury vinyl plank flooring give the home a relaxed yet refined character. The heart of the home is the gourmet kitchen, where gathering, cooking, and entertaining feel effortless.The main-level primary suite provides a private retreat, complete with a beautifully renovated bath and spacious walk-in closet. Upstairs, flexible space offers room for guests, hobbies, or movie nights, with the fifth bedroom currently enjoyed as a media room. Perhaps the favorite destination will be the large screened porch as a true extension of the living space. With its reclaimed wood and shiplap details, it is the perfect place to enjoy morning coffee, unwind after a day at the beach, or gather with friends while taking in the tranquil wooded and lagoon surroundings. With its peaceful setting, inviting interiors, and easy access to the best of Hilton Head Plantation, this home offers more than a place to live - it offers a place to slow down, gather, and enjoy island life. New shingle roof installed Q4 of 2022. 2 new hot water tanks installed in 2024. New Samsung smart TV fridge added in 2025. New Samsung smart laundry washer & dryer added in 2025. Brand new carpet upstairs and in primary walk in closet installed March 2026. New interior and exterior paint including garage door completed March 2026.

10 Manor Court Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,800,000
5 Beds ⋅ 6 Baths ⋅ 3,309 SqFt. ⋅ HILTONHEAD-507454 MLS
Price Improvement!! Welcome to 5 Bald Eagle - Sea Pines Resort. Gorgeous 4th-Row Ocean Home with Private Pool, Steps from the Beach! Escape to paradise at this recently remodeled 5-bedroom, 5-bathroom home, perfectly located just steps from Hilton Head Island's most beautiful beaches. Nestled in the exclusive Sea Pines Resort, this spacious and luxurious retreat is designed to offer the ultimate balance of comfort, tranquility, and recreation. Primary Main Floor Master Suite with its King bed, flat-screen TV, and a spacious ensuite bathroom. The 2nd Master Suite can be found upstairs with its King bed and a private full bath. Each of the Queen Suites has a Queen bed with a private full bath. The Bunk Room is complete with 2 bunk beds and a private full bath. The Bonus Room is perfect for relaxing, with easy access to bedrooms and a flat-screen TV. Outside, you will enjoy the large, private pool and spa with expansive deck, gas BBQ grill, outdoor seating, and privacy fencing. Ideal for morning coffee, evening cocktails, or soaking up the South Carolina sun. The open floor plan with wall-to-wall windows for stunning natural light and views - multiple living areas with flat-screen TVs. The fully equipped eat-in kitchen is perfect for preparing meals or entertaining, with all the appliances - including a gas cooktop, cookware, and dining essentials. The kitchen opens into the keeping room with its wet bar, icemaker, wine chiller, beverage fridge & fireplace overlooking the pool and deck area, making this a perfect place to entertain or host friends & family gatherings. It is just a short walk to Hilton Head's pristine beaches for swimming, sunbathing, and sandcastle-building. Sea Pines offers 4 championship golf courses, including Harbour Town Golf Links, the host of The Heritage Golf Tournament. Tennis and pickleball courts at world-class racquet clubs. Biking, walking, and jogging on 15 miles of scenic leisure paths. This is much more than a home, it's a lifestyle on HHI!

5 Bald Eagle Road, Hilton Head Island

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

$2,295,000
5 Beds ⋅ 6 Baths ⋅ 3,248 SqFt. ⋅ HILTONHEAD-507406 MLS
Step into a truly exceptional marshfront retreat where modern luxury meets intentional design in this stunning 2023 custom-built residence. Thoughtfully crafted with the highest level of detail and premium finishes throughout, this 5-bedroom, 4 full bath showpiece offers an unparalleled living experience on Hilton Head Island. From the moment you enter, the home showcases elevated craftsmanship and a seamless, open-concept layout designed for both everyday living and high-end entertaining. The gourmet kitchen serves as the centerpiece, featuring striking quartz countertops, custom cabinetry, and a full suite of Viking appliances, all curated to deliver both beauty and performance. A spacious, dedicated office provides the ideal work-from-home environment, while multiple living areas offer flexibility and comfort. The outdoor experience is nothing short of spectacular. Designed as a private resort, the backyard features a luxurious pool, expansive outdoor living space, and a fireplace perfect for year-round enjoyment. A convenient poolside half bath enhances functionality, while the private dock-complete with a 12x12 pierhead and floater-offers immediate access to the water, creating the ultimate Lowcountry lifestyle.This spectacular home also includes a well-appointed carriage house suite with its own kitchenette, ideal for guests, extended family, or rental potential. An oversized workshop adds even more versatility, catering to hobbyists or additional storage needs.With no HOA and no rental restrictions, this property presents a rare opportunity for complete flexibility-whether as a primary residence, second home, or high-performing investment property. A truly one-of-a-kind offering, this home represents one of the most impressive and versatile newer builds available on Hilton Head Island!

219 Jonesville Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,395,000
5 Beds ⋅ 4 Baths ⋅ 3,711 SqFt. ⋅ HILTONHEAD-506952 MLS
Set on a large, beautifully landscaped lot with a unique circular drive offering ample parking, this stunning Hilton Head Island home is perfectly positioned near the 7th green of the Arthur Hills Course in the sought-after Palmetto Hall community-now featuring a newly revamped clubhouse. This exceptional property offers serene golf course vistas alongside views of your own private pool, perfectly blending thoughtful upgrades with effortless Lowcountry living. The backyard is a true retreat, showcasing lush, professional landscaping and a stunning new pool completed in late 2024-ideal for relaxing or entertaining while overlooking the course. A motorized shaded awning enhances the patio, creating a comfortable outdoor living space year-round. Inside, the home features five spacious bedrooms and four full baths, with a layout designed for both functionality and comfort. The large living room provides a warm and inviting gathering space, while a generous bonus/flex room upstairs offers endless possibilities as a media room, playroom, or additional living area. The primary suite is well-sized and inviting, complemented by abundant storage throughout, including attic access via a permanent staircase. Recent updates include two refreshed upstairs bathrooms, adding a modern touch. Additional highlights include a two-car garage plus a dedicated golf cart bay, along with an EV charger

304 Fort Howell Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Keller Williams Realty.

$1,315,000
5 Beds ⋅ 7 Baths ⋅ 4,927 SqFt. ⋅ HILTONHEAD-506918 MLS
Welcome to refined Lowcountry living in this stunning five-bedroom, two-story residence with 3 car garage located in a very private setting on a short cul-de-sac street. Be sure to click the link to the professional video to fully appreciate the flow of this incredible home, thoughtfully designed for both elegance and functionality. Step inside to an open-concept floor plan filled with natural light, high ceilings, and the convenience of the primary en-suite and study on the main floor. Gathering areas include living room, dining room, and family room open to eat-in kitchen. The generous sized kitchen includes stone counter tops, double ovens, 5 burner gas range top, free standing ice maker and beverage cooler. Upstairs is accessed by entry staircase and back staircase and includes a central gathering area, four bedrooms (one with attached living room/study - perfect for In-Law suite), three & one-half baths, walk in closets and abundant walk in storage. Enjoy outdoor living with an expansive front porch, and wonderfully private rear patio with pavers and landscaped grounds that provide both privacy and tranquility. Ample room to add a pool, outdoor kitchen, etc.

3 Stevens Court, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Dunes Real Estate.

$1,993,000
5 Beds ⋅ 6 Baths ⋅ 3,400 SqFt. ⋅ HILTONHEAD-506920 MLS
This is it....just what you have been dreaming of...brand NEW CONSTRUCTON in Sea Pines and move-in ready. You simply won't find this level of quality, craftmanship, size, and top of the line finishes in a new home anywhere in Sea Pines at this price. 5 bedrooms all with gorgeous ensuite baths. Bright, open floor plan with sweeping golf views down the par 5, 2nd hole of Sea Pines Country Club from nearly every room. From the moment you step through the custom iron front door to the soaring 2 story entry you know you have found your special spot! Walk through the entry to the Great Room with 50" linear fireplace, 10' ceiling, and double sliding doors that open to a covered porch with outdoor fireplace. Chef's kitchen with Tuscany Quartz countertops, Kohler farmhouse sink, oversized Quartz Island with extra thick mitered edge, custom cabinetry, walk-in pantry, and Thor SS appliances. Main-level primary suite with frosted glass double pocket doors leading to spa bath with double vanity Kohler sinks, walk in shower and walk in closet with convenient built ins. Front guest bedroom on main level with en-suite bath. Upstairs offers three en-suite bedrooms and flexible bonus space. Relax and unwind with the outdoor living spaces including grilling area, fire pit area, and room for a pool. Two car garage with 14' ceiling allowing for additional vertical storage! You can't beat this prime Club Course location with easy access to the Sea Pines main gate, dining, grocery and shopping. Hard to replicate. Even harder to find NEW CONSTRUCTION at this price in Sea Pines. Rare opportunity to own a true newly built home in Sea Pines-without the wait of design, ARB approval and construction time. Attractive rental projections available.

148 Otter Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$4,115,000
5 Beds ⋅ 5 Baths ⋅ 4,109 SqFt. ⋅ HILTONHEAD-506862 MLS
A rare opportunity to be on the oceanfront in Leamington's exclusive private beach and golf community! This 5 BR, 4.5 BA Townhome at South Shore nestles quietly amidst the palms and Spanish Moss draped trees all in a park-like Lowcountry setting right on the Atlantic Ocean! As you enter the front door you know you've arrived! Beautifully appointed kitchen, dining room and living room with 2-story high ceiling allows for an abundance of natural light into the open-concept layout. Relax in front of the fireplace on a chilly ocean breezy night or sip coffee on the veranda overlooking your own private beautifully landscaped courtyard with your very own private heated pool & spa and only steps to your beach access! A convenient first floor primary suite with a gorgeous newly renovated bathroom! Wainscoting accents the elegant staircase that winds all the way to the third-floor bedroom suite/office and flex space or take your private elevator. The second-floor loft overlooks the massive wall of glass to the ocean and boasts two more spacious bedroom suites! Perfect for family and guest privacy! Interior finishes are all you'd expect & more: extensive moldings throughout, all high ceilings, ceramic tile, and hardwood flooring! Exterior high-end, low maintenance finishes in a Charleston-style Lowcountry architecture. This home comes completely furnished and professionally decorated and is move-in ready! All you need to do is bring your suitcase. And you're perfectly positioned near Shelter Cove Marina, dining, and shopping with easy access to all Palmetto Dunes amenities!

154 S Shore Drive Unit 154, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Charter One Realty.

$1,995,000
5 Beds ⋅ 6 Baths ⋅ 5,000 SqFt. ⋅ HILTONHEAD-506372 MLS
Welcome to an exceptional opportunity in the private Golf Club at Indigo Run, where timeless design meets impeccable care. Perfectly positioned on a beautiful homesite overlooking the 16th green, this stunning 5-bedroom, 5.5-bath residence offers over 5,000 square feet of thoughtfully designed living space and a rare level of privacy and tranquility. From the moment you arrive, the paver driveway and pristine exterior set the tone for what's inside-this home has been immaculately maintained and presents in truly exceptional condition. Every detail reflects quality, from the extensive high-end woodworking and custom trim throughout to the show-stopping great room featuring a striking custom cupola domed ceiling that creates both grandeur and warmth. Designed for both everyday living and effortless entertaining, the expansive screened back porch is a true highlight, complete with a built-in grill and fireplace-perfect for enjoying Lowcountry evenings while taking in serene golf views. The seamless indoor-outdoor flow continues to a beautifully finished paver patio, offering even more space to relax and gather. Inside, the layout offers incredible bedroom separation, providing comfort and privacy for family and guests alike. Each bedroom is generously sized with its own en-suite bath, while additional features like climate-controlled storage and a spacious 3-car garage add convenience and functionality. Homes of this caliber-so meticulously cared for, thoughtfully designed, and ideally located-rarely come to market. This is one you truly need to experience in person to fully appreciate the craftsmanship, condition, and setting.

752 Colonial Drive, Hilton Head Island

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

$2,450,000
5 Beds ⋅ 7 Baths ⋅ 3,900 SqFt. ⋅ HILTONHEAD-506467 MLS
Spectacular sunset views, walking happy hour strolls in the early evening, steps from the famed 18th fairway of Harbour Town Golf Links, this Sea Pines luxury, fee- simple townhome captures views of the Calibogue Sound and the green from it's kitchen, rooms, rooftop deck (and newly being build 16 x 16 foot deck off the main floor). Designed for the discerning buyer, homeowner, or investor, this exquisite five bedroom, five-and-a half bath residence combines refined craftmanship with timeless architectural detail. A soaring two-story great room showcases exposed wood beams, heart pine flooring, and custom millwork that set a tone of quality. Over 400k in prior enhancements - including newer roof, HVAC systems, hurricane-rated windows, designer kitchen, updated pool and spa, and high end furnishings (sold furnished, rental ready) - and an additional 130K in exterior refinements of stucco, skylights, trim and paint. The current owner is expanding the living experience with a custom 16' x 16' deck off the kitchen, offering panoramic views, and an add on spiral staircase that leads down to the private pool and outdoor BBQ area for nightly entertainment. Elegant and meticulously maintained, positioned in the heart of Harbour Town, owners and renters enjoy direct access to world-class golf, tennis, pickleball, dining, beach front access, and the island's best biking trails (leading minutes to the beach). During RBC Heritage week, enjoy the excitement of tournament play just beyond your doorstep from one of Sea Pine's most exlusive vantage points. Current rentals on the books - established relationship with The Sea Pines Resort Rentals & exceptional rental projections, makes this a rare offering where investment meets signature Hilton Head Island luxury. This opportunity won't last long.

20 Spinnaker Court, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Collins Group Realty.

$6,500,000
5 Beds ⋅ 5 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-505596 MLS
Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

9 Bayberry Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$1,850,000
5 Beds ⋅ 4 Baths ⋅ 2,700 SqFt. ⋅ HILTONHEAD-505477 MLS
Pristine finishes and meticulous craftsmanship define this newly renovated Sea Pines home. Thoughtfully redesigned with a second-floor addition, the now five-bedroom, four-bath residence offers refined coastal living with beautifully curated interiors and exceptional outdoor spaces. A resort-style pool and expansive decking with sleek cable railings create a retreat surrounded by a tranquil Lowcountry landscape. Inside, abundant new windows fill the open-concept living spaces with natural light, highlighting the oak flooring and clean architectural lines. The kitchen features quartz countertops, custom soft-close cabinetry, and a full suite of KitchenAid appliances centered around a generous island. The adjoining living and dining areas flow effortlessly to the outdoor living spaces. Each of the four bathrooms has been thoughtfully finished with designer tile, modern fixtures, and spa-inspired details, while the spacious bedrooms provide comfort and flexibility for both family and guests. The primary suite has a beautifully appointed ensuite bath and generous storage. Located within the gates of Sea Pines Resort, this home places you moments from the best of Hilton Head Island living. Miles of shaded bike trails, world-class golf including Harbour Town Golf Links and Atlantic Dunes, the Sea Pines Racquet Club, and the renowned Sea Pines Beach Club are all within easy reach. This property also presents a compelling short-term rental opportunity in one of the island's most sought-after vacation destinations

72 Lawton Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Keller Williams 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.