314 listings, but only 250 max can be displayed.
Sort by
$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.

$2,235,000
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. 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 two car garage offer the functionality today's buyers desire. 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.

$3,895,000
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.

$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.

$1,775,000
5 Beds 4 Baths 3,502 SqFt. HILTONHEAD-507534 MLS
Amazing opportunity to own this 5 bedroom (5th bedroom now used as media room) 3.5 bath located in the Skull Creek neighborhood of Hilton Head Plantation minutes away from the Cypress gate, Safe Harbor and Country Club of Hilton Head. The home is located on a quiet cul-de-sac street with a private wooded & lagoon view. Features include: luxury vinyl plank flooring, board & batten wood details, wainscotting, crown molding, stainless steel appliances, gourmet kitchen, gas range, main level primary suite, reclaimed wood mantel, great room shiplap details, fully renovated primary bath with large carpeted walk in closet, large covered screened in porch with reclaimed wood & shiplap touches. 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. Property listed AS IS. Seller is SCREA

10 Manor Court Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,850,000
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.

$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.

$3,295,000
5 Beds 6 Baths 4,334 SqFt. HILTONHEAD-505653 MLS
Set on more than one acre in the heart of Sea Pines, this 5-bedroom, 5.5-bath home offers 270-degree golf views across two of the most celebrated courses on Hilton Head Island. Enjoy sweeping fairway vistas of the 1st and 18th holes at Heron Point by Pete Dye and the 5th and 6th holes at Atlantic Dunes by Davis Love III-a rare vantage point that places you at the center of the Sea Pines golf and beach lifestyle. Properties with this level of acreage, privacy, and panoramic golf views in Sea Pines are exceptionally rare. Designed as a sprawling open ranch, the home celebrates the natural beauty that defines Sea Pines. Expansive windows frame spectacular golf course views and invite the outdoors in, creating a light-filled interior connected to the surrounding landscape. The layout reflects a timeless philosophy-homes designed to flow seamlessly with nature. Outdoor living shines with extensive patio spaces for dining, entertaining, and relaxing, all set against the dramatic backdrop of championship golf. A private pool offers a peaceful retreat after a day at the beach or on the course, making the property ideal as a Sea Pines vacation home, luxury second home, or Hilton Head Island investment property. Located in one of the most sought-after areas of Sea Pines, the home is walkable to the beach, Sea Pines trolley stops, and multiple restaurants and amenities. Currently featured as a vacation rental property with Sea Pines Resort, it offers immediate income potential while also serving as an exceptional private retreat within Sea Pines.

34 N Live Oak Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$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.

$2,099,000
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.

$7,650,000
5 Beds 8 Baths 5,688 SqFt. HILTONHEAD-505649 MLS
Rare opportunity to own a 5-bedroom oceanfront home on highly sought-after Man O War Street in Palmetto Dunes. Perfectly positioned along the beautiful Atlantic shoreline, this spacious coastal retreat offers stunning ocean views and effortless beach access. The open floor plan is designed for comfortable living and entertaining, with generous living areas and abundant natural light. Step outside to your private oceanfront pool and expansive outdoor spaces ideal for relaxing or hosting family and friends. Located in one of Hilton Head Island's most desirable resort communities, this property offers incredible potential as a short-term rental or the perfect forever home by the sea. Enjoy world-class beaches, golf, tennis, dining, and all that Palmetto Dunes has to offer just moments away.

15 Man O War, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Luxury Homes of Hilton Head.

$2,960,000
5 Beds 5 Baths 3,050 SqFt. HILTONHEAD-505522 MLS
Coastal splendor meets modern luxury in this freshly renovated 5 bedroom, 5 bath Palmetto Dunes home. Positioned fourth row ocean, this Low Country style property is a true self contained resort just steps from the southeast's favorite beach. The newly imagined interior boasts family gathering areas framed by ample natural light and beautiful wood flooring, while the expanded chefs kitchen showcases new appliances, quartz counters and ample storage. Guests will delight in the private swimming pool and expansive deck, all with striking views of Palmetto Dunes' saltwater lagoon system and centuries old oaks. The home's new screened porch is the ideal spot to recap the day's activities, all while enjoying cocktails and seafood boils under the night's early stars. Outdoor sports enthusiasts will love the spacious garage featuring a second laundry facility, full bathroom and large flex storage room. The home's newer roof, pex plumbing, home elevator and automated hurricane shutter protection allow for complete piece of mind. Classic styling and modern convenience blend perfectly with the bounty of Palmetto Dunes' resort offerings to create the ideal primary residence, second home or investment property.

153 Mooring Buoy, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$1,800,000
5 Beds 6 Baths 4,515 SqFt. HILTONHEAD-505631 MLS
Situated on a quiet cul-de-sac, this exceptional home offers panoramic views of the 7th fairway and green of the signature course designed by Arnold Palmer. Enjoy outdoor living from multiple upper and lower decks overlooking the golf course. Set on a generous 0.66-acre homesite, the property features 5 bedrooms and 5.5 baths. The main residence offers four spacious bedrooms, each with a private bath, a welcoming living room with fireplace, and a wet bar perfect for entertaining. Above the three-car garage is a private guest cottage or in-law suite complete with its own kitchen and bath, providing ideal space for visitors or extended family. Residents of Wexford enjoy world-class amenities including golf, tennis, croquet, 2 community pools, social activities with a newly renovated clubhouse and Harbourmaster. A private marina is protected by an advanced, 24 hour manned lock system that is perfect for easy access to the intracoastal waterway and Atlantic Ocean. Seller is South Carolina Licensed Real Estate Agent.

25 Wexford Circle, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Century 21 Integra.

$5,250,000
5 Beds 6 Baths 6,236 SqFt. HILTONHEAD-505620 MLS
17 Marsh Drive offers front row seats to one of the most iconic stretches of golf at Harbour Town Golf Links. Perfectly positioned between the 16th green and 17th tee, the home enjoys sweeping views toward the famed 18th fairway and out to Calibogue Sound, all without interruption from cart paths or tournament grandstands. Custom built with 5 bedrooms and 5.5 baths, plus a bonus room over the garage and a main-level den/office, the home is designed for entertaining and comfort. The living room offers two sitting areas, fireplace, and an impressive wet bar with built-in wine cooler, sink, and ice maker. The kitchen features stainless steel appliances and a 6-burner gas range. A newly felt-covered pool table adds another space for gathering and fun. Walls of windows open to multiple outdoor living areas centered around a heated pool and separate in-ground spa. The primary suite is a private retreat with fireplace, spa-style bath with steam shower, and a remarkably large walk-in closet worthy of a luxury boutique. Situated on a peaceful residential street just off Plantation Drive near the historic Baynard Ruins, ownership includes access to the Baynard Cove Pavilion amenity park, where owners may host private events, launch kayaks or crab traps from the community dock, and store kayaks. A stunning setting with breathtaking sunsets over Calibogue Sound. This is an exceptional opportunity to enjoy front row golf views with this timeless Harbour Town setting.

17 Marsh Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: ERA Wilder Realty, Inc.

$1,485,000
5 Beds 5 Baths 5,123 SqFt. HILTONHEAD-505313 MLS
A rare opportunity awaits at 25 Cotesworth Place, a one-of-a-kind 5-bedroom residence in the prestigious Indigo Run community of Hilton Head. With over 5,100sqft of refined living space, this home blends timeless architecture with exceptional privacy on a premium golf-course lot. Inside, generous gathering spaces, high ceilings, and thoughtful craftsmanship make this property ideal. Gourmet kitchen includes high end appliances such as Fulgor, Bosch, Viking and LG. Find a spacious master suite on the first floor with an updated master bathroom oasis. Two separate living areas downstairs with a large office and expansive screened-in porch overlooking the 16th fairway. Upstairs find 3 additional bedrooms, a spacious loft and two walk-in attic spaces for storage. Expansive windows frame serene fairway views, while the grandfathered-in fenced backyard creates a secluded retreat perfect for outdoor living, pets, and play. A home of this scale and setting is truly unmatched in Indigo Run.

25 Cotesworth Place, Hilton Head Island

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

$4,190,000
5 Beds 6 Baths 3,880 SqFt. HILTONHEAD-504388 MLS
Welcome to a remarkable coastal retreat ideally positioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

30 Ruddy Turnstone Road, Hilton Head Island

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

$2,625,000
5 Beds 6 Baths 3,888 SqFt. HILTONHEAD-504752 MLS
Welcome to 9 Ibis Street-a classic Lowcountry Charleston-style home ideally located just five rows from the beach on Hilton Head Island in the historic North Forest Beach area. Rich in character and craftsmanship, this beautifully updated residence offers quality finishes that have stood the test of time, along with all-new windows and siding for added peace of mind. Pine floors run throughout the main living areas, complemented by a stunning masonry brick fireplace that anchors the space with warmth and charm. The home features a welcoming wraparound front porch, additional outdoor porches, and two light-filled Carolina rooms, offering abundant indoor-outdoor living spaces perfect for relaxing or entertaining year-round. The private backyard is a true oasis, complete with a sparkling pool refinished in 2022, an expansive deck redone in 2024, an outdoor kitchen, and bar area-ideal for hosting family and friends. Charming tabby siding, a white picket fence, and generous storage space beneath the home enhance both curb appeal and practicality. Full of timeless Lowcountry elegance and coastal warmth, 9 Ibis Street presents an exceptional opportunity as a primary residence, second home, or investment property just steps from the sand.

9 Ibis Street, Hilton Head Island

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

$3,200,000
5 Beds 6 Baths 4,383 SqFt. HILTONHEAD-504786 MLS
Completely renovated estate in the private gated enclave of Spanish Pointe. Set on an expansive homesite beneath majestic live oaks and flowing Spanish moss, this exceptional Hilton Head Island retreat offers sweeping marsh views, rare privacy, and timeless Lowcountry elegance. Reimagined from top to bottom, the home blends architectural presence with warm coastal sophistication. Soaring ceilings, refined finishes, and walls of windows create light-filled living spaces that feel both grand and inviting. The chef's kitchen flows seamlessly into generous gathering areas designed for effortless entertaining and relaxed everyday living.The 1st-floor primary suite is a peaceful sanctuary with a spa-inspired bath, while spacious guest suites and a dedicated 1st-floor office provide comfort and flexibility. Outside, a heated and chilled pool, expansive terraces, and mature landscaping create a private resort setting in one of Hilton Head Island's most coveted communities.

34 Spanish Pointe Drive, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp 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.