Hilton Head Island, SC Two Story Homes For Sale

4 Beds ⋅ 4 Baths ⋅ 2,326 SqFt. ⋅ HILTONHEAD-508119 MLS

Welcome to 30 N Forest Beach Drive, a spectacular coastal retreat located in the highly sought-after North Forest Beach area of Hilton Head Island, just steps from the ocean. This exceptional home offers the ultimate blend of location, luxury, and lifestyle perfectly positioned for effortless beach access and enjoying everything Hilton Head has to offer.Thoughtfully designed with numerous upgrades throughout, the home features a bright, open-concept layout ideal for both everyday living and entertaining. The interior showcases high-end finishes, spacious living areas, and a seamless flow to the outdoor spaces.Step outside to your own private oasis, where a beautiful pool and expansive outdoor living area create the perfect setting for relaxing or hosting guests after a day at the beach. Whether you?re enjoying morning walks to the ocean or evenings by the pool, this property embodies true Lowcountry living.With its premier location, strong rental performance, and exceptional design, 30 N Forest Beach Drive presents a rare opportunity as a primary residence, second home, or high-performing investment property on Hilton Head Island!

30 Forest Beach Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$3,295,000

4 Beds ⋅ 6 Baths ⋅ 6,572 SqFt. ⋅ HILTONHEAD-508097 MLS

Set on nearly 0.70 acres in the heart of Wexford, this distinctive estate-sized golf course home offers an exceptional combination of architectural character, privacy, and the sought-after lifestyle of one of Hilton Head Island's premier private club communities. A sweeping horseshoe driveway, framed by mature landscaping, leads to a secluded courtyard and a welcoming entry. Unique architectural details define the home, including a dramatic barrel ceiling with skylight in the foyer, antique doors, rich reclaimed-wood flooring, and impressive vaulted ceilings. The expansive great room is designed for both grand entertaining and comfortable everyday living, with multiple seating and dining areas, space for a baby grand piano, a massive stone fireplace, and seamless access to outdoor living. The adjacent chef's kitchen features a breakfast area, walk-in pantry, and direct access to the covered outdoor dining area. The private primary suite includes a sitting area surrounded by floor-to-ceiling windows, a distinctive cross-vaulted ceiling, direct pool and spa access, oversized and secondary walk-in closets, private laundry, and well-appointed bath with soaking tub and separate water closet. Additional living spaces include a remarkable lower-level bar/gameroom or collector's room with vaulted ceilings, exposed beams, built-in bar, intricate fireplace, courtyard access, and full bath. Above the oversized 3-car garage are a spacious fitness room or den and two ensuite bedrooms, including one with a private deck. A fourth guest suite features an ensuite bath, generous closet space and French doors to the courtyard. The private backyard is beautifully positioned along the golf course while surrounded by mature landscaping for exceptional privacy. A secluded pool and spa, covered dining area, and additional deck create a peaceful outdoor retreat. Additional features include an oversized three-car garage, workshop, wine storage, and dual laundry areas. Wexford members enjoy a premier private club lifestyle with a private marina, championship golf, Har-Tru tennis, pickleball, croquet, resort-style pools, clubhouse dining, community fire pit, and year-round social activities. The new Harbour Center and expanded Clubhouse add even more gathering and social spaces at the center of the community. A rare opportunity to own an architecturally distinctive luxury golf course home in a gated private club community with marina access on Hilton Head Island.

19 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One 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.

$1,275,000

4 Beds ⋅ 4 Baths ⋅ 2,527 SqFt. ⋅ HILTONHEAD-507767 MLS

NEW CONSTRUCTION 4BR/4BA home in desirable Moss Creek. QUALITY custom home without the wait: James Hardie exterior, Pella impact windows, Savannah Gray brick porches, T&G porch ceilings, European white oak floors throughout, Spray Foam Insulation, Epoxy Garage Floor, Thermador Appliances, expansive screened porch and more. Amenities incl. 2 championship golf courses, freshly remodeled clubhouse, waterfront Mackay Creek River Bar & Grill, racquets center w/ 7 Har Tru courts & 4 pickleball courts, deepwater marina, boat/kayak storage, waterfront pool & fitness complex, full service golf shop, equestrian center, 2 nature preserves, 5 fishing/crabbing docks, dog park, bocce courts, firepits and miles of leisure trails thru some of the most gorgeous scenery in the Lowcountry.

1 Buttonbush Lane, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$900,000

4 Beds ⋅ 4 Baths ⋅ 2,748 SqFt. ⋅ HILTONHEAD-507798 MLS

Meticulous, superbly maintained residence offering recent updates and lagoon views in private, amenity rich Moss Creek. Features & improvements include new flooring (wood & carpet), new ss appliances, new fixtures/hardware/lighting/fans, volume/tray ceilings, custom millwork & built-ins, new closet designs, plantation shutters, upgraded landscape lighting, etc. Floor plan offers great rm, Kitchen w/ breakfast bar, formal/casual dining, much desired new/expansive screened porch, 4BR's incl. private primary suite w/ new walk-in shower, 2 new showers in guest BA's, huge walk-in attic, cedar closet & oversize 2.5+ car garage w/new EV charger. All with attractive/durable Hardi Plank siding, charming, covered entry & high elevation, quiet cul de sac street locale.

9 Loblolly Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,499,000

7 Beds ⋅ 9 Baths ⋅ 4,440 SqFt. ⋅ HILTONHEAD-507459 MLS

Exceptional second-row ocean-oriented home in North Forest Beach, just moments from the sand via a short beach path and conveniently located near Coligny Plaza. Built in 2021, this stunning coastal retreat offers 7 bedrooms, 7 full baths, and 2 half baths across 4,440 square feet of thoughtfully designed living space.Featuring soaring ceilings and an open-concept layout, the home is designed for both luxury living and entertaining. The chef's kitchen is a standout with double islands, high-end finishes, and ample space for gathering. An elevator provides easy access to all levels, while multiple living areas-including two tranquil screened porches-offer seamless indoor-outdoor living.Step outside to a private backyard oasis complete with a heated pool and spa, perfect for relaxing after a day at the beach. Situated on a desirable corner lot at the quiet end of Dune Lane, the property offers ample private parking and added privacy.Sold fully furnished and golf cart friendly, this home is not only a beautiful coastal getaway but also a proven, lucrative investment opportunity in one of Hilton Head Island's most sought-after rental locations.

134 Dune Lane, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$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.

$1,797,700

4 Beds ⋅ 4 Baths ⋅ 2,888 SqFt. ⋅ HILTONHEAD-506959 MLS

Welcome to this NEW CONSTRUCTION exceptional 1.5 story home in the prestigious Windmill Harbor community, offering 2,888 heated square feet of thoughtfully designed living space on a generous homesite. Perfectly positioned just steps from the marina and the outstanding Windmill Harbor amenities, including The South Carolina Yacht Club, this residence combines luxury, comfort, and an unmatched coastal lifestyle. A welcoming foyer entry opens to an expansive open-concept floor plan designed for both everyday living and entertaining. The spacious great room features a beautiful fireplace and flows seamlessly into the designer kitchen, showcasing high-end finishes, premium stainless steel appliances, abundant cabinetry, and an inviting eat-in dining area. A large formal dining room provides the perfect setting for hosting family gatherings and special occasions.The home offers three generously sized bedrooms on the main level, each with its own private en suite bath, providing comfort and privacy for family and guests alike. The luxurious primary suite serves as a private retreat, featuring a spacious bedroom and a custom-designed bath with upscale appointments.Above the two-car garage, a large bonus room with a full en suite bath offers incredible flexibility as a guest suite, media room, home office, fitness space, or fourth sleeping area. Outdoor living is equally impressive with a screened porch and an expansive rear terrace overlooking the beautifully sized lot, creating ideal spaces for relaxing, dining, and entertaining year-round.Additional highlights include a two-car garage, abundant natural light, quality craftsmanship throughout, and a highly desirable location within one of Hilton Head Island's most sought-after private communities.Enjoy easy access to the marina, world-class boating, community amenities, and The South Carolina Yacht Club while experiencing the best of Lowcountry living in this exceptional Windmill Harbor home.

44 Sparwheel Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$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.

$1,625,000

4 Beds ⋅ 4 Baths ⋅ 2,921 SqFt. ⋅ HILTONHEAD-503394 MLS

Stunning views of Millers pond that expands to Marsh views of Fish Haul Creek to Port Royal Sound. Enjoy colorful sunrises, watch the fish jump & the birds play amongst natures backdrop! Sunlit home features 4 bedrooms & 4 full baths. There is a spacious screened porch to enjoy the views. Large kitchen with gas stove top & walk in pantry that opens to the family room all with stunning views. Living room features a gas fireplace with a cathedral ceiling. Separate dining room for entertaining with lit tray ceilings. Wood floors in the living areas with carpet in the bedrooms. Large laundry room with a sink and storage. Enjoy sitting on the swing under the oak tree while you enjoy the ever changing backdrop of Millers Pond. There is an oversized 2 car garage. 4th bedroom can be used as a bonus room/office. This home is a short distance to the beautiful private beaches in Port Royal Plantation. Enjoy the Beach house, large oceanfront community pool, leisure trails tennis courts, pickleball courts, bike paths, arboretum and more. Freshly painted interior, New duct work 10/25 & well water for irrigation.

11 Outpost Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$7,000,000

6 Beds ⋅ 8 Baths ⋅ 7,366 SqFt. ⋅ HILTONHEAD-506748 MLS

This spectacular home in Spanish Wells Plantation was custom-built as a practical family home and completed in 2021 with the utmost care and meticulous attention to detail. Combining English tradition and Lowcountry life style, the residence boasts a fabulous resort like pool and backyard as well as a river porch with a tidal dock that allows for direct access to Broad Creek. The home features elevated design features and finishings that showcase the owner's passion for the practical. The fabulous kitchen with beautiful cabinetry, up and downstairs laundry rooms, junior principal suite on first floor, fabulous media room, a stylish guest apartment over one garage and a huge family room over the other, ample parking with four garage bays, an English style courtyard entrance and more, truly exemplify that "Home is Resort and Resort is Home".

48 Widewater Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,999,000

4 Beds ⋅ 4 Baths ⋅ 3,494 SqFt. ⋅ HILTONHEAD-506548 MLS

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

13 Mcintosh Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 4,298 SqFt. ⋅ HILTONHEAD-506298 MLS

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

8 Long Brow Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$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.

$2,730,000

6 Beds ⋅ 6 Baths ⋅ 2,808 SqFt. ⋅ HILTONHEAD-505924 MLS

Experience the ultimate beach retreat 3 rows from the ocean, designed for unforgettable vacations and exceptional rental income. Just a short walk to the sand and moments from Coligny Plaza, this six bedroom, five and a half bath property blends coastal comfort with resort style amenities, creating a true Lowcountry getaway.Inside, the home offers a vibrant and welcoming layout ideal for entertaining and multi generational stays. A dedicated game room sets the tone for fun, featuring ping pong, air hockey, foosball, and a relaxed sitting area with television. The bedroom configuration is thoughtfully designed to maximize both privacy and flexibility. Three spacious primary en-suites with two offering their own screened porches for peaceful morning coffee or evening relaxation. The 3 other guest suites feature an ensuite guest suite, and 2 bunk bedrooms sharing a bath. The bunk rooms are perfect for groups and families.Outdoor living is equally impressive. The fenced backyard creates a private oasis complete with a sparkling pool, soothing hot tub, and a fully equipped poolside bar that opens directly to the outdoor entertaining space. The bar includes a refrigerator, television, and icemaker, while a convenient pool bath enhances functionality for guests enjoying the sun filled setting.Located in the heart of North Forest Beach, this home offers easy access to Hilton Head's most popular dining, shopping, and entertainment at Coligny Plaza. With its unbeatable location, strong rental appeal, and resort style amenities, this property represents an exceptional opportunity to own a high performing coastal investment and personal retreat.

6 Quail Street, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,685,000

4 Beds ⋅ 4 Baths ⋅ 3,144 SqFt. ⋅ HILTONHEAD-504477 MLS

Opportunity Knocks.. Over 3000+ Sqft beach house close to the beach , shops & dining.. Rarely can you find this much space at this price. Located just moments from the ocean and Coligny's popular shops and restaurants, this spacious Forest Beach home offers an exceptional coastal lifestyle in one of Hilton Head's most desirable locations. Situated on an oversized corner homesite shaded by majestic oaks, the property features 4 bedrooms, 4 bathrooms, and over 3,000 square feet of comfortable, light-filled living space. The open floor plan provides generous room for gathering and entertaining, while recent improvements-including a brand-new roof, new HVAC and remodeled storage building that add immediate value and functionality. With abundant parking, plenty of room for family and guests, and an unbeatable location near the beach, dining, and recreation, this nicely appointed beach home is well-suited as a primary residence, second home, or investment opportunity.

1 Gannet Street, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 3,087 SqFt. ⋅ HILTONHEAD-505673 MLS

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

18 Nautilas Road, Hilton Head Island

Listing courtesy of SERHANT.

$1,395,000

4 Beds ⋅ 4 Baths ⋅ 2,774 SqFt. ⋅ HILTONHEAD-505628 MLS

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

239 Jonesville Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,800,000

6 Beds ⋅ 7 Baths ⋅ 4,585 SqFt. ⋅ HILTONHEAD-505514 MLS

Discover the ultimate second-row ocean escape in Palmetto Dunes where luxury living meets effortless beach access. This turnkey home, 5 Brigantine, is an exceptional opportunity as a vacation home, rental investment, or primary residence, accommodating up to 18 guests, complete with a private pool & spa and ideally positioned across the street from the dedicated beach path. This expansive property offers 6 bedrooms and 6.5 baths, including a separate guest house for added flexibility and privacy. The first-floor features three spacious bedroom suites: one with its own sitting/TV room and direct pool access for a private retreat, a second with pool access, and a third designed with younger guests in mind, offering two beds plus a trundle. The second floor is the heart of the home making it perfect for entertaining and gathering. A bright, open-concept living room, kitchen, and dining area surrounded by windows and sliding doors flood the space with natural light. Multiple outdoor decks extend from the main living area and bedrooms, creating seamless indoor-outdoor living. This level also includes the primary suite and an additional guest ensuite. For a special vantage point, the third-floor cupola and outdoor sitting area provides a peek of the ocean and coastal breezes, ideal for relaxing evenings and sunset cocktails. Across the breezeway, the guest house offers a private suite with a king bed, sleeper sofa, full bath and mini kitchenette - perfect for visiting family and friends. Additional highlights include LVP flooring throughout, a gas fireplace, quartz countertops, stainless steel appliances, gas cooktop, a two-car garage, and a deep driveway with ample guest parking. All of this within one of Hilton Head Island's most sought-after ocean-oriented communities.

5 Brigantine, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,049,000

4 Beds ⋅ 4 Baths ⋅ 4,150 SqFt. ⋅ HILTONHEAD-505262 MLS

Set along a peaceful tidal lagoon in the heart of Wexford, 3 Roxbury Circle is an exceptional courtyard home designed for effortless Lowcountry living. High ceilings, abundant natural light, multiple private guest suites, and seamless indoor-outdoor living create an ideal blend of comfort, privacy, and lifestyle. The main level centers around an open kitchen, dining area, and spacious great room, where coffered ceilings and custom built-ins add warmth and character. The bright kitchen features a cleverly hidden walk-in pantry and flows naturally into the main living space. Just beyond, a screened terrace with a built-in hot tub provides an inviting setting for relaxed evenings and entertaining. The main-level primary suite offers direct terrace access, generous walk-in closet, and beautifully appointed bath with a large zero-entry shower. Also on this level are a spacious ensuite guest bedroom, dedicated home office, and laundry room. Above the garage, a generously sized bedroom and full bath provide added privacy. A 3-stop elevator conveniently connects the garage, main level, and this guest level. Upstairs, an add'l ensuite guest suite features a sitting area and direct access to a private covered deck overlooking the tranquil surroundings. Outdoor spaces take full advantage of the picturesque lagoon setting. A rear bulkhead frames the homesite, while a wraparound deck and covered grilling area with a built-in gas grill extend the living and entertaining spaces. Add'l features include a 2-car plus golf cart garage with an epoxy-finished floor, built-in cabinetry, and utility sink, as well as a new roof in 2025 and exterior paint in 2022. Ideally located within Wexford, the home is just a short distance from the driving range, tennis center, clubhouse, Harbour Center, and pool complex. Members enjoy Wexford's distinctive private-club lifestyle, including a private marina, championship golf, Har-Tru tennis, pickleball, croquet, clubhouse dining, resort-style pools, community fire pit, and an active year-round social calendar. The recently opened new Harbour Center and expanded Clubhouse further enhance the experience with new gathering and social spaces at the heart of the community. With tranquil lagoon views, thoughtfully designed indoor and outdoor spaces, exceptional flexibility, and Wexford's extensive amenities close at hand, 3 Roxbury Circle offers a compelling opportunity to enjoy the best of Lowcountry living.

3 Roxbury Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

Hilton Head Island, SC Two Story Homes for Sale

Two Story Homes for sale in Hilton Head Island, SC