818 listings, but only 250 max can be displayed.
Sort by
$2,050,000
3 Beds 4 Baths 2,493 SqFt. HILTONHEAD-506034 MLS
Experience effortless Lowcountry luxury in this beautifully renovated, low-maintenance home, perfectly positioned in the heart of Harbour Town-home of the famous PGA Tour event and ideally situated between holes 10 and 18. For the first time being publicly available in nearly 25 years, the residence has undergone a comprehensive whole-home renovation, including a new roof, water heater, flooring, and fully updated kitchen and baths. Offered fully furnished, the home features an open layout with vaulted ceilings, multiple skylights, and an abundance of natural light showcasing tranquil lagoon and tropical views. The home offers three well-appointed bedrooms, + a flexible bonus space with the opportunity for a 4th bedroom with built-in beds or a dedicated home office. Designed for both comfort and efficiency, highlights include Viking and Thermador appliances, spray foam insulation, and a spacious primary suite on the main level with a spa-inspired bath and steam shower Outdoors, enjoy your private saltwater pool-ideal for relaxing after a day on the golf course or the water. Walk to Harbour Town Marina, world-class golf and tennis, water excursions, signature events, and more than five bars and restaurants, all just steps away or bike to the beach. With excellent short-term rental potential, this turnkey property is equally well-suited as a primary residence, second home, or short term rental property. OSCREA

10 Windjammer Court, Hilton Head Island

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

$2,575,000
4 Beds 4 Baths 3,400 SqFt. HILTONHEAD-506349 MLS
Gorgeous! Just gorgeous! Extensively renovated in 2022, this beautifully reimagined, single-level, Sea Pines residence blends refined design with exceptional privacy on an oversized (1/2 acre+) property. Relax and recharge and take a refreshing dip in the private pool with scenic golf views beyond, while the cart path on the other side of the fairway adds to the privacy. The open, light-filled interior features hardwood flooring, smooth ceilings with vaulted areas, plantation shutters, and current finishes throughout. A designer chef-inspired kitchen showcases an oversized quartz island, upgraded stainless appliances, recessed LED lighting, and picturesque views from abundant windows and glass. Four (well-positioned) bedrooms, including a large bunk-style room for the youngies, a double garage, AND a new roof in 2022. Note that the leisure trail at the end of the street connects to Plantation Club and the Beach Club!

7 Red Maple Road, Hilton Head Island

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

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

11 Jingle Shell Lane, Hilton Head Island

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

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

38 Governors Lane, Hilton Head Island

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

$1,110,000
3 Beds 4 Baths 2,843 SqFt. HILTONHEAD-505459 MLS
LOCATION LOCATION!!! Opportunities like this are rare in Shipyard on Hilton Head's sought-after south end. Situated on over one acre overlooking the 9th green of the Clipper Golf Course. This 2,853 sq ft home offers space, privacy, and unlimited potential just minutes from the island's most beautiful beach and the vibrant Coligny Shopping Plaza. Inside, you'll find oak floors, 3 bedrooms, 3.5 baths, a double sided fireplace, and a two-car garage, providing plenty of room to create the perfect island retreat. The true highlight is the expansive screened porch with a soaring wood-paneled vaulted ceiling, where you can relax and enjoy peaceful golf course views. With more than an acre of land, there's plenty of room to add a pool, outdoor kitchen, and an incredible entertaining space. An opportunity like this rarely comes available at this price point. Bring your vision and transform this home into something truly spectacular. Last but not least, the home is located in a Short Term Rental Friendly Community, with low fees. Use this home year round, part time, or exclusively as a beach rental.

5 Narragansett Lane, Hilton Head Island

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

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

13 Mcintosh Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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

15 Cottonwood Lane, Hilton Head Island

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

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

285 Ceasar Place, Hilton Head Island

Listing courtesy of COAST - Brokered by EXP Realty.

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

8 Long Brow Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

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

50 N Calibogue Cay Road, Hilton Head Island

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

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

1 Gannet Street, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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

7 Brown Thrasher Road, Hilton Head Island

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

$949,000
3 Beds 4 Baths 2,345 SqFt. HILTONHEAD-505718 MLS
Located on a corner lot is a fully renovated home that carries the timeless architecture of Hilton Head Island, plus updates that evoke a more modern sense of Lowcountry living, 8 Bobcat Lane is your introduction to the casual elegance of island life. Exterior updates give you peace of mind & turnkey enjoyment, including new roof, new HVAC system with ductwork and new driveway, & new garage door, along with hurricane mitigation that removed several trees. These updates focus on livability and modernity, including updated bathrooms, flooring, quartz countertops, waterproof flooring, light fixtures and paint. Even with all these updates, the home carries the hallmark of Hilton Head Island homes that made this island such a desirable place to call home. A multitude of outdoor living spaces surround the home, offering year-round indoor/outdoor living including a covered patio with panoramic views out to lush vegetation, wide entry courtyard shaded by tall trees and fire pit. Inside, the home's quiet grandeur expresses itself in soaring ceilings above a great room which centers on a whitewashed brick fireplace, with new carpet stretching to the eye-catching tile in the entry foyer. Illuminated by a soaring skylight, this foyer draws your eye to the grand fireplace, flanked by the hardwood floors of a pocket-doored dining room as well as entry into the spacious kitchen. Magnificently updated in its own right, this gourmet kitchen now boasts a Samsung Bespoke 39 cubic foot four-door smart refrigerator with Family Hub, and slide-in bespoke electric range with air sous vide. And everywhere you look in the home, you'll find subtle updates that create a massive difference, including new trim and new interior doors. Naturally, a home that puts such an emphasis on easy living boasts incredible comforts in each of the three bedrooms, all of which enjoy roomy closets and sublime privacy. All bedrooms have their own ensuite bathroom, while the primary suite enjoys its own private bath as well as a tranquil sense of spaciousness. Beyond its front door, this home enjoys an ideal location at the heart of everything that Hilton Head Plantation has to offer. Dolphin Head Recreation Area is just a short walk away, with jaw-dropping views of Port Royal Sound over a tall bluff and outdoor recreation galore. Or, point your feet in the other direction and you'll be at the Dolphin Head Beach or Golf Course in no time.

8 Bobcat Lane, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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

209 Ceasar Place, Hilton Head Island

Listing courtesy of Keller Williams.

$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.

$1,089,000
3 Beds 4 Baths 3,200 SqFt. HILTONHEAD-505709 MLS
Welcome to 7 Lavender Circle, a beautifully designed residence located in the desirable Silver Moss community on Hilton Head Island. Built in 2018, this thoughtfully crafted home offers approximately 3,200 square feet of living space with three bedrooms and four full bathrooms, combining modern coastal style with comfortable everyday living. From the moment you step inside, you'll notice the open-concept layout enhanced by rich wood flooring, shiplap accents, and designer lighting that create a warm and inviting atmosphere. The gourmet kitchen serves as the heart of the home, featuring floor-to-ceiling cabinetry, a farmhouse sink, a six-burner gas range, and an oversized island perfect for gathering with family and friends.The spacious primary suite provides a peaceful retreat with a spa-inspired bathroom that includes elegant tile work, multiple shower heads, and thoughtful finishes designed for relaxation. Additional guest suites offer privacy and comfort, while the flexible second-level living area can easily function as a media room, home office, hobby space, or fitness room depending on your lifestyle.Outdoor living is equally impressive. Accordion doors open to a large Carolina porch complete with a built-in grill and fireplace, creating a seamless transition between indoor and outdoor spaces. The porch overlooks a private fenced backyard featuring a sparkling swimming pool-perfect for entertaining, relaxing in the Lowcountry climate, or enjoying evenings under the stars.Additional features include plantation shutters, coffered ceilings, barn doors, spray foam insulation, and a two-car garage, all contributing to the home's quality craftsmanship and modern comfort.Situated in the gated Silver Moss neighborhood, residents enjoy a quiet setting with neighborhood green space while remaining conveniently located near shopping, dining, schools, and Hilton Head's renowned beaches and parks.Offering a rare blend of style, space, and location, 7 Lavender Circle delivers exceptional Lowcountry living in one of Hilton Head Island's most appealing communities.

7 Lavender Circle, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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

18 Nautilas Road, Hilton Head Island

Listing courtesy of SERHANT.

$1,200,000
3 Beds 4 Baths 3,112 SqFt. HILTONHEAD-505659 MLS
Located in the desirable Port Royal area of Hilton Head Island, this 3-bedroom, 3.5-bath ranch-style home offers a spacious single-level floor plan. The home features wood floors throughout the main living areas, a double-sided fireplace, generous living spaces, and tons of storage.The nicely updated kitchen opens to the family room and features granite countertops and stainless steel appliances, creating a comfortable space for everyday living and entertaining. The second bedroom includes an ensuite bathroom, providing added privacy for guests or family. A flexible bonus room offers many possibilities and could serve as a home office, exercise room, or private sitting room off the primary suite.Outdoor living is a highlight with a huge deck perfect for entertaining and a covered screened porch overlooking the yard with newer landscaping and irrigation. Recent exterior improvements include a new paver driveway and walkways and hurricane-rated garage doors. Several major systems have already been updated, including a new roof (2022), two new water heaters (2022), new ductwork (2022), and one A/C unit that is nearly new. Located in one of Hilton Head Island's most sought-after communities, Port Royal, residents enjoy a quick 10-minute walk to the beach and access to Port Royal's Beach Club featuring a Junior Olympic-size pool, along with community tennis, pickleball, and gardens. Close to the island's beautiful beaches, shopping, and fabulous restaurants. Offered furnished if desired.

24 Royal Crest Drive, Hilton Head Island

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

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

22 Blue Heron Point, Hilton Head Island

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

$883,000
3 Beds 4 Baths 2,550 SqFt. HILTONHEAD-505635 MLS
Welcome to 61 Big Woods Drive - A Place to Relax and Call Home. Where Lowcountry charm & peaceful living come together beautifully. This inviting home offers the perfect setting to unwind & enjoy life at a slower pace. Spend a quiet afternoon relaxing just off the banks of a tranquil lagoon beneath a centuries-old moss-draped Oaks, or sit on the classic Lowcountry- style front veranda and watch the world go by. The home features three spacious en-suite bedrooms, including a convenient 1st floor Primary Suite. Inside, you'll find warm wood floors, smooth ceilings, and thoughtfully designed living spaces that balance comfort & elegance. A formal Living Room w/ a masonry fireplace and adjoining Dining Room provide ideal spaces for entertaining, while an additional Family Room or Office offers flexibility for today's lifestyle. Step outside to an expansive deck perfect for gatherings or peaceful evenings outdoors. Additional highlights include a walk-up Attic for ample storage, a full-size lot, and extra paved parking for guests. As you arrive at 61 Big Woods Drive, lined with blooming Azaleas, Dogwoods, and Stately Oaks, you immediately feel the essence of Southern living - a place where relaxation begins the moment you come home.

61 Big Woods Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Peirce Group Brokered by EXP Realty LLC.

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

239 Jonesville Road, Hilton Head Island

Listing courtesy of Charter One Realty.

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

10 Bayley Point Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

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

14 Peregrine Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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.