Refine Search
Sort by
$1,025,000
4 Beds 4 Baths HILTONHEAD-505127 MLS
Classic Lowcountry charm meets privacy and sweeping golf views in this beautifully maintained home set on over one acre on Callawassie Island. Positioned more than 300 feet from the road along a tree-lined, landscaped drive, the home offers exceptional curb appeal and a peaceful setting overlooking the recently renovated Dogwood golf course. The thoughtfully designed floor plan features 4 bedrooms and 3.5 baths, including a spacious first-floor primary suite and a dedicated office. Upstairs guest bedrooms and a versatile bonus room provide comfortable space for family or visitors. Hardwood floors, custom built-ins, detailed millwork, and numerous walk-in closets enhance the home's character and functionality. Floor-to-ceiling windows along the rear of the home fill the living spaces with natural light and showcase the beautiful golf course views, while the screened porch offers the perfect place to relax and enjoy the professionally landscaped yard. A wonderful opportunity to enjoy classic Lowcountry living in the sought-after community of Callawassie Island.

50 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,199,000
HILTONHEAD-505575 MLS
An exceptional 3.52-acre homesite on Spring Island offering breathtaking waterfront views of the river and spectacular sunrise vistas that fill the landscape with light each morning. Positioned to capture the beauty and serenity of the Lowcountry, this property overlooks peaceful waters where changing tides, marsh grasses, and abundant wildlife create a truly remarkable natural setting. Enjoy fishing in the neighboring pond, exploring miles of scenic nature trails, and experiencing world-class wildlife viewing right from your backyard. The cleared homesite is framed by magnificent live oaks, providing the perfect canvas to build a custom home surrounded by stunning scenery and privacy. Experience Spring Island's premier amenities, including fine dining, championship golf, an equestrian center, clay shooting range, fitness complex, art facility, tennis, pickleball, croquet, pool, and more. One of the final opportunities to build in this extraordinary community.

206 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$3,950,000
6 Beds 7 Baths 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 HILTONHEAD-505262 MLS
Located in the heart of Wexford, 3 Roxbury Circle offers the ideal blend of comfort, flexibility, and Lowcountry lifestyle in a beautifully designed courtyard home. The main level features high ceilings and abundant natural light throughout the open kitchen, breakfast area, and great room. The great room is highlighted by coffered ceilings and custom-built-in cabinetry, while the bright kitchen includes a cleverly hidden pantry and flows effortlessly into the main living areas. Just off the family space, a screened terrace with a built-in hot tub provides the perfect setting for relaxing or entertaining. The main-level primary suite is a private retreat, offering a spacious walk-in closet, a well-appointed bath with a large zero-entry shower, and direct access to the screened terrace and hot tub. Also on the main level are a full guest suite with an ensuite, a dedicated home office, and a laundry room. Above the two-car plus golf cart garage, a generously sized guest bedroom and adjacent full bath occupy their own private level. A three-stop elevator conveniently connects the garage, main level, and this guest level. The second floor features an additional guest suite with an ensuite and sitting area, and direct access to a private covered deck. Set along a peaceful tidal lagoon, the property features a bulkhead along the rear of the homesite and a wraparound rear deck with a covered, built-in gas grill. The garage features an epoxy floor finish, built-in cabinetry, and a utility sink. Additional recent improvements include a new roof installed in 2025 and exterior paint in 2022. Ideally located within Wexford, the home is just moments from the driving range, tennis center, clubhouse, harbour, and pool complex. Residents enjoy world-class amenities, including a private marina, championship golf, tennis, pickleball, clubhouse dining, resort-style pool complex, croquet, a community fire pit, and a vibrant social calendar. In addition, Wexford has just celebrated the grand opening of the new Harbour Center. The clubhouse is currently undergoing an exciting expansion, scheduled to open in spring/summer 2026, further enhancing the exceptional amenities within this private community.

3 Roxbury Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$625,000
3 Beds 4 Baths HILTONHEAD-505325 MLS
Charming Charleston-style Lowcountry home located within the private community of Haig Point on Daufuskie Island. This beautifully maintained residence offers 3 bedrooms and 3.5 baths with approximately 2,615 square feet of comfortable living space designed for both relaxation and entertaining.The home features an inviting floor plan with spacious living areas, abundant natural light, and classic details throughout. A private courtyard provides a peaceful outdoor retreat, while multiple porches offer tranquil views of the surrounding lake and golf course.The well-appointed kitchen opens to the main living and dining areas, creating an ideal space for gathering with family and friends. Each bedroom offers its own ensuite bath, providing privacy and comfort for guests.Located within Haig Point, residents enjoy access to world-class amenities including a Rees Jones signature golf course, tennis, pickleball, equestrian facilities, beach access, dining, and a private ferry to Hilton Head Island. Experience the unique charm, natural beauty, and relaxed coastal lifestyle of Daufuskie Island.

25 Osprey Lane, Daufuskie Island

Listing courtesy of Premier Properties by Haig Point.

$159,900
HILTONHEAD-505454 MLS
Build your dream Lowcountry home on this beautiful homesite in the award-winning coastal village of Habersham. One of the largest lots available, 2 Old Bethel offers stunning sunsets and natural privacy with woods behind. Habersham is nationally recognized by the Congress for the New Urbanism for its thoughtful design and was ranked among the Top 20 Places to Live on the Coast by Coastal Living. Walk, bike, or golf cart to Habersham Marketplace for restaurants, shops, and events. Enjoy affordable resort-style amenities including a waterfront pool, community dock and boat landing, tennis, pickleball, parks, walking trails, dog park, and community garden. Minutes to downtown Beaufort, both military bases and easy access to Savannah, Bluffton, and Charleston.

2 Old Bethel, Beaufort

Listing courtesy of Keller Williams.

$395,000
HILTONHEAD-505366 MLS
Discover the perfect canvas for your coastal retreat on this exceptional .93-acre homesite with views of the Colleton River. Nestled in the serene enclave of Callawassie Island, this property offers a rare opportunity to design and build your dream custom home in a private island community. Ideally positioned between Beaufort, Bluffton and Hilton Head, Callawassie Island seamlessly blends privacy, natural beauty, and convenient access to the Lowcountry's finest offerings. Immerse yourself in a lifestyle of recreation and leisure with the island's 27-hole Tom Fazio golf course, elegant Clubhouse, and the scenic River House overlooking tidal waters. Residents enjoy exclusive amenities including community docks, two resort-style swimming pools, a fully equipped fitness center, and abundant opportunities for kayaking, tennis, and pickleball. The property features an existing dock that requires repairs. Once restored, you will have access to water to explore the tidal creeks and waterways. With nearly an acre of privacy, towering oaks, and tranquil surroundings, this homesite is the ideal setting to create a residence that captures the essence of Lowcountry elegance. Experience the coastal lifestyle you have always dreamed of, where nature, recreation, and refined living converge in perfect harmony. Build your vision and make Callawassie Island home.

21 River Bend Drive, Okatie

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,174,000
3 Beds 4 Baths HILTONHEAD-504283 MLS
The perfect southern boating base-luxury, elevator equipped, lock and leave living on Hilton Head Island. Stunning 3 bedroom Townhome located in Hilton Head Plantation. Built in 2024, this beautifully designed residence features 3 ensuite bedrooms, 3.5 bathrooms, and a private elevator. The open-concept living and kitchen area is complemented by a screened porch ideal for relaxing or entertaining. The inviting living room showcases a custom floor to ceiling built in, electric fireplace with 3 sided glass and a Samsung Smart TV. The primary suite is conveniently located on the first floor and the laundry area is equipped with newer GE Smart washer & dryer. The 2nd floor offers an open sitting area and 2 additional bedrooms, providing excellent separation and privacy. Additional highlights include a 2 car garage and an adjacent additional 650 square foot flex space with ceramic tile flooring. This climate controlled room features a mini split HVAC system, making it ideal for a home office or studio, along with ample storage. The home is equipped with premium upgrades including a Culligan whole-house water filtration system, built in dehumidifier, smart thermostats, custom window treatments and a monitored security system. Ideally located just a 2 minute walk to the Skull Creek Marina and Country Club of Hilton Head, residents enjoy exceptional amenities including a private sandy beach on Port Royal Sound, a lazy river community pool, 12 tennis courts, bocce courts, pickleball, playgrounds, scenic trails, 2 nature conservancies with boardwalks, beautiful Bluff walking path on the Port Royal Sound and more.

5 Grandview Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,073,000
3 Beds 3 Baths HILTONHEAD-505138 MLS
WHAT IF YOU COULD LIVE LAKEFRONT WITH A DOCK, BULKHEAD & STEPS TO RESORT-STYLE AMENITIES in the heart of Hampton Lake? This home is perfectly positioned on the navigable water of the lake. This 3-bedroom, 3-bath residence has been beautifully upgraded, offering both refined interiors and direct access to the Lowcountry lifestyle. From the moment you arrive, the enhanced curb appeal sets the tone - new driveway pavers with a 3-foot extension, fresh exterior paint, and thoughtful improvements throughout reflect true pride of ownership. Inside, the open-concept floor plan is designed for effortless entertaining and everyday comfort. The main living areas are illuminated by over 50 newly installed LED can lights, creating a bright, modern ambiance. The fully remodeled kitchen showcases new custom cabinetry, along with a new refrigerator, dishwasher, and microwave - blending functionality with elevated design. The primary suite serves as a private retreat, featuring electric blinds and a completely renovated spa-inspired bathroom. A new Daikin variable HVAC system provides high-efficiency, year-round climate control for optimal comfort. Step outside to a fully fenced backyard overlooking the lake - ideal for pets, gatherings, or relaxing evenings by the water. A charming pedestrian bridge just steps away allows you to walk directly to the world-class amenities, making this one of the most convenient waterfront locations in the community. Hampton Lake Lifestyle Residents enjoy: Boating and kayaking on the lake, resort-style pools and lazy river, pickleball and tennis courts, fitness center and spa, scenic walking trails, dog-friendly, and a community atmosphere. This is more than a home - it is a waterfront lifestyle designed for connection, recreation, and ease. Opportunities like this, combining true lakefront positioning, major capital upgrades, and walkable amenity access, are rare within Hampton Lake. Some photos have been enhanced and virtually staged. A quote to paint exterior and trim as seen in the photos is available.

40 Blue Trail Court, Bluffton

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$3,250,000
4 Beds 5 Baths HILTONHEAD-505022 MLS
This gorgeous home is uniquely situated on nearly an acre homesite in Sea Pines with a long scenic driveway that meanders under towering oaks to a grand entrance. Enjoy privacy with minimal care in this natural landscape environment. The quality craftsmanship features shiplap, beams, heart of pine flooring, chef's kitchen, an elevator, and multiple fireplaces. Both rear porches and a lower poolside terrace overlook a backyard swimming pool and the tidal salt marsh stretching out to Calibogue Sound and the intracoastal waterway. Beautifully updated with state of the art appliances and gas cooktop, the kitchen opens to the dining and great room with beautiful views to the marsh and sound. The current owners have continued to update and beautifully maintain this masterpiece of southern charm. Don't miss the second laundry room downstairs - perfect for towels from the pool and beach. Additionally, there is a recreation room and full bath downstairs for easy access from the pool.

20 Oyster Landing Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$560,000
4 Beds 3 Baths HILTONHEAD-505132 MLS
Great value! Offered $60 per square foot under the Rose Hill Golf-side average of recently sold homes. Welcome to this desirable 2400+ sqft, 4-bedroom, 3-bathroom home located in beautiful Rose Hill. Offering a thoughtful layout, this home combines comfort, space, and lifestyle. The kitchen features abundant cabinetry, generous counter space, and newer appliances. There is plenty of storage throughout the home. The primary suite is conveniently located on the first floor, complete with a well-appointed primary bathroom. The potential is available for 2 primary suites and multiple offices. The large storage/ bonus room is another great feature! 2-car garage. Rose Hill amenities include 3 community pools, tennis courts, pickleball, golf, and deep-water access--perfect for boating enthusiasts! Near shopping, schools, and a short drive to the Hilton Head beaches, Savannah and Beaufort!

184 Sumter Square, Bluffton

Listing courtesy of Charter One Realty.

$450,000
HILTONHEAD-505275 MLS
Build Your Southern Dream Home- Discover the perfect canvas for your Lowcountry dream home at 30 W Haven, located within the award-winning waterfront community of Habersham. This prime homesite offers breathtaking southwest views of the Broad River and surrounding marshlands, setting the stage for unforgettable sunsets right from your porch or veranda. Nestled beneath moss-draped oaks, this property captures the essence of Southern coastal living peaceful, picturesque, and rich with charm. Whether you're envisioning a classic Lowcountry cottage or a grand Southern estate, the lot offers an ideal setting to bring your vision to life. As a resident of Habersham, you'll enjoy access to a wealth of community amenities including a deepwater dock, riverside walking trails, clubhouse, community pool, tennis courts, and a vibrant village center with dining and boutique shops. The community is thoughtfully designed with walkability, nature, and neighborly connection in mind.

30 W Haven Haven, Beaufort

Listing courtesy of Trade & Tryon Realty.

$335,000
2 Beds 2 Baths HILTONHEAD-505061 MLS
Located on the desirable Beaufort County side of Sun City Hilton Head, this Camellia model offers the benefit of lower property taxes while delivering the lifestyle so many buyers are looking for.This thoughtfully designed home features the popular open-concept layout that makes the Camellia a standout. The spacious great room flows seamlessly into the kitchen and dining area, creating an ideal setting for both everyday living and entertaining. Large windows bring in natural light, giving the home a bright, welcoming feel throughout.The kitchen is positioned at the heart of the home, offering generous counter space, ample cabinetry, and easy connection to the main living areas. The primary suite provides a comfortable retreat with a well-sized bedroom, walk-in closet, and private bath. Guest accommodations are thoughtfully separated, offering privacy for visiting family and friends. Flexible space allows for a home office, hobby room, or additional sitting area depending on your needs.A notable upgrade is the optional 4-foot garage extension, providing additional depth and flexibility for storage, a golf cart, workshop area, or hobby space-something many homeowners appreciate for both practicality and convenience.Outdoor living is just as inviting, with space to relax and enjoy the Lowcountry climate year-round. Whether sipping morning coffee or hosting an evening gathering, this home is designed to take full advantage of indoor-outdoor living.Beyond the home itself, residents enjoy access to Sun City's unmatched amenities, including championship golf courses, resort-style pools, fitness centers, tennis and pickleball courts, walking trails, social clubs, and a vibrant calendar of activities. This active adult community offers the perfect balance of recreation, connection, and convenience, all just minutes from shopping, dining, healthcare, and the charm of Bluffton and Hilton Head Island.A well-positioned Camellia in Beaufort County is a smart move-combining value, lifestyle, and one of the most sought-after communities in the Lowcountry.

37 Basket Walk Drive, Bluffton

Listing courtesy of Town Square Realty LLC.

$125,000
HILTONHEAD-505244 MLS
"Intracoastal & Sound View Lot in Haig Point - One of the last remaining Sound View Homes. This homesite in Haig Point on Daufuskie Island offers unobstructed Intracoastal and Sound views in a secure, peaceful setting. You may build an elevated home up to 4,500 square feet to maximize the water views and coastal breezes. No flood insurance is required. The lot sits close to the Beach Club and ferry dock, making access simple and convenient. Life here feels calm and protected. Morning light over the water. Golf carts under live oaks. Quiet evenings with sound views and steady coastal air. It's private island living without the pressure of immediate club dues. After your build, you can join and enjoy Haig Point amenities including 24/7 ferry service, a Rees Jones Signature golf course, tennis, pickleball, pools, fitness center, waterfront dining, and beach access. This is that opportunity to Build your vision on Daufuskie Island Control your timing. Save on fees. Conceptual rendering of home not ARB designed.

37 Tabby Circle, Daufuskie Island

Listing courtesy of Charter One Realty.

$2,595,000
4 Beds 6 Baths HILTONHEAD-504917 MLS
This premiere Belfair marsh front custom-built masterpiece was designed by Kermit Huggins and reflects his signature coastal elegant yet contemporary aesthetics. The home is situated on a private .74 acre lot with impeccable landscaping. A dramatic walk-up entrance introduces interiors defined by soaring ceilings, grand statement lighting, custom millwork, and wide-plank wood flooring throughout. The great room features an entire rear wall of glass framing expansive marsh views and remarkable sunrises. The primary suite is located on the main level. Defined yet open living spaces include a private office, media room, laundry room with integrated workspace, and abundant storage - including concealed storage hidden behind custom bookshelves. Elevator access services all levels. Four bedrooms, five full and one half baths. The lower level was conceived for entertaining on a grand scale with abundant covered living areas - opening to a heated pool, built-in grilling station with bar seating in the outdoor kitchen, gas fire pit and integrated bug misting system. A dedicated pool bath ensures seamless gatherings. Four-car garage plus two golf cart bays. Grand, yet grounded. Contemporary, yet timeless. A home where architecture meets the rhythm of the marsh. A rare opportunity to own a signature marsh front residence on Belfair.

18 Belmont Drive, Bluffton

Listing courtesy of Charter One Realty.

$267,000
1 Beds 1 Baths HILTONHEAD-505229 MLS
Step into this beautifully updated, fully furnished villa in Hilton Head Beach & Tennis and embrace effortless coastal living. Featuring sleek marble countertops, modern appliances, keyless entry, smart TVs, and thoughtfully curated décor, this turnkey retreat offers both style and comfort. Just a short stroll to the sandy shoreline, it comfortably sleeps 6 - ideal for unforgettable family getaways or a high-performing rental investment. Owners and guests enjoy resort-style amenities including two sparkling pools, on-site restaurants and beach bar, tennis and pickleball courts, fitness center, playground, bike paths, and convenient direct beach access - all in one of the island's most popular oceanfront communities.

40 Folly Field Road Unit A113, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,890,000
4 Beds 4 Baths HILTONHEAD-504585 MLS
Enjoy exceptional waterfront living on Callawassie Island with rare western exposure and unforgettable sunset views over the tidal marshes of Chechessee Creek, complemented by peaceful water and golf views from the front of the home. Privately positioned, this pristine custom-built residence offers a true Lowcountry lifestyle with a private short dock, floating dock, and new boat lift providing direct water access for boating, kayaking, and sunset cruises. Designed for both everyday comfort and effortless entertaining, the open floor plan is centered around a chef's kitchen featuring Wolf and Sub-Zero appliances, a 10-foot island, beverage bar, wine cooler, and ice maker. Wide plank hardwood floors flow throughout the main living areas, while two first-floor guest suites offer beautifully remodeled en suite baths for privacy and convenience. Thoughtful improvements enhance both form and function, including a newer roof, new deck and shutters, a custom-built fireplace with new insert, replaced interior doors, all new water piping, spray foam insulation in the crawl space, new crawl space screening, updated lighting, refreshed landscaping, and a full exterior repaint in 2025.Expansive outdoor living spaces capture sweeping marsh views and glowing sunsets, creating a serene and private backdrop that changes with the tides and seasons. Residents enjoy the unmatched lifestyle of Callawassie Island-an engaging community, remarkable natural beauty, top-tier golf and amenities, endless outdoor activities, and the peace of mind that comes with gated security and true Lowcountry privacy.

41 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$331,000
3 Beds 2 Baths HILTONHEAD-505169 MLS
Step out of your DeLorean and back to 1987 at 49 Heron Walk on Callawassie Island. Perfectly positioned on the tee box of the first hole of the Dogwood Course, this classic golf cottage delivers a true front-row seat to opening drives and glowing morning sunrises over the fairway. Lovingly maintained in remarkable original condition (with updated mechanicals), the home features warm woodwork, comfortable living spaces, and authentic 80s character throughout. Enjoy it just as it is, or modernize to your taste-either way, you're starting with an unbeatable golf course setting and timeless island appeal. Live here full time or create income as a sought-after retreat for visiting golfers-no flux capacitor required. Great Scott, this is island living with timeless style. Optional Golf.

49 Heron Walk, Okatie

Listing courtesy of Moul, REALTORS®.

$4,190,000
5 Beds 6 Baths 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.

$1,750
2 Beds 2 Baths HILTONHEAD-505124 MLS
Own your slice of springtime paradise at Sea Pines Resort with this exceptional deeded Week 10 (mid-March) at 438 Plantation Club. This is a rare opportunity to secure one of the most desirable weeks of the year-when the weather is warm, the island is in bloom, and golf and beach days are at their very best. Overlooking the scenic fairways of Atlantic Dunes Golf Course, this 2-bedroom, 2-bath villa offers beautiful views and a relaxed coastal setting just a short walk from the beach. The open-concept living and dining area is filled with natural light, and a private balcony provides sweeping golf course vistas-perfect for enjoying crisp spring mornings. The fully equipped kitchen makes extended stays easy and comfortable. The spacious primary suite features a king bed, en-suite bath, and tranquil green views, while the second bedroom with twin beds is conveniently located near a full guest bath-ideal for family or friends sharing your week. As an owner, you'll enjoy access to the community pool and close proximity to Harbour Town and the Sea Pines Beach Club. Secure your annual mid-March getaway and create lasting Hilton Head traditions for years to come.

10 Lighthouse Road Unit APT 438, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,150,000
3 Beds 3 Baths HILTONHEAD-504870 MLS
Surrounded on three sides by conservation land and enveloped in lush maritime forest, the setting of 27 Greenleaf Road feels secluded and serene-yet remains just moments from the shops, dining, and activities of Wilson Village and the heart of Palmetto Bluff. Designed by Pearce Scott Architects and built by CS Thomas Construction, the home showcases thoughtful detailing and architecture that invites natural light while framing beautiful views of the surrounding forest. Heart pine flooring throughout the living spaces is complemented by extensive custom millwork and built-ins that add both character and function. The residence features three bedrooms and three baths, including a primary suite with its own private balcony - an intimate perch overlooking the maritime forest. High ceilings and abundant windows further enhance the home's connection to the outdoors, creating bright, airy interiors framed by mature tree cover. A spacious screened porch with fireplace extends along the side of the home, offering a comfortable, year-round gathering space immersed in nature. Tucked quietly within the maritime forest of Palmetto Bluff's May River Forest neighborhood, 27 Greenleaf Road offers a rare blend of privacy, craftsmanship, and proximity to all that makes this community so special.

27 Greenleaf Road, Bluffton

Listing courtesy of EXP Realty LLC.

$650,000
2 Beds 2 Baths HILTONHEAD-505096 MLS
When only the best will do! Completely renovated in 2025, this ocean-view villa offers a turnkey opportunity just steps from the beach in FollyField. The professionally redesigned interior features a coastal-inspired kitchen with quartz countertops, Carrara marble backsplash, newcabinetry, and stainless appliances. Paneled accent walls, updated flooring, and a bright, open living and dining area create a fresh, modernbeach aesthetic throughout. Enjoy ocean breezes and views from the third-floor balcony, now finished with herringbone tile for a polishedoutdoor living space. The villa is offered furnished with 2 bedrooms and 2 full baths, making it ideal as a rental/investment property, primaryresidence or second home. This oceanfront community offers exceptional amenities including a large beachfront pool with food service, tennisand pickleball courts, fitness center, playground, bike rentals, on-site restaurants, leisure trails, and 24-hour security. New HVAC installed in 2023.An outstanding opportunity to enjoy updated ocean-oriented living at an exceptional value.

40 Folly Field Road Unit 326, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$654,000
3 Beds 3 Baths HILTONHEAD-504864 MLS
Welcome to this stunning end unit Berkeley model in the highly sought-after Hampton Hall community. This thoughtfully designed three-bedroom, two-and-a-half-bath home offers an inviting and versatile layout perfect for both everyday living and entertaining. Cathedral ceilings create a light-filled, airy atmosphere the moment you step inside, enhancing the spacious feel of the home. The Berkeley's design seamlessly blends formal and casual dining areas, providing flexibility for intimate dinners or larger gatherings. The sunlit Carolina Room adds an additional living space ideal for relaxing with a book, enjoying morning coffee, or hosting guests year-round. You'll love the great room complete with gas fireplace, stylish kitchen, and perfect hardwood flooring. The 2nd level loft offers valuable flex space-perfect for a home office, media room, fitness area, or hobby space. Maintenance free living at its best...this home features a brand-new roof (2024) as well as new exterior stucco, gutters, new driveway, epoxy finished garage floor, and new exterior lighting. The expanded paver patio is the perfect place to enjoy our amazing Lowcountry weather. Hampton Hall's gated enclave offers world-class amenities that cater to an active, resort-style lifestyle, including Pete Dye Championship golf, tennis and pickleball facilities, state-of-the-art fitness center, Junior Olympic pool & community pool, two clubhouses with dining and social events. Every day feels like a vacation!

190 Wicklow Drive, Bluffton

Listing courtesy of William Raveis - Carolina LLC.

$3,895,000
4 Beds 5 Baths HILTONHEAD-505062 MLS
A rare Beach Lagoon opportunity in Sea Pines: second-row location on an oversized half-acre lot with serene lagoon views in the front and golf course views in the rear. Just steps to the beach bridge and an easy stroll to the Sea Pines Beach Club for dining, cocktails, and oceanfront living.This well-maintained 4-bedroom, 4.5 bath home features brick and wood floors, excellent bedroom separation, and a kitchen with granite countertops designed for entertaining. Each bedroom offers a private en-suite bath plus a convenient half bath for guests.Whether used as a luxury beach retreat, income-producing investment, or incredible full-time residence, this property offers unmatched versatility. Opportunities to own a lagoon-to-golf view, oversized lot on the ocean side of Sea Pines are extraordinarily limited.Sea Pines at its finest - invest, enjoy, and build lasting value in one of the resort's most coveted ocean neighborhoods.

28 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,399,000
4 Beds 4 Baths HILTONHEAD-505052 MLS
Lowcountry waterfront living on Callawassie Island in Okatie, SC. Built by award-winning builder Steve Tilton, 47 Sugar Mill is tucked away at the end of a quiet cul-de-sac and surrounded by ancient live oaks draped in Spanish moss for a truly private, coastal setting, and boasts a brand new roof in June 2026. This 4BR + office home is designed for relaxed island living with oversized front, back, and screened porches-perfect for morning coffee, afternoon breezes, and evening gatherings. Inside, soaring cathedral ceilings, a welcoming fireplace, and abundant natural light create an inviting main living space that seamlessly connects to the outdoors. The rare showstopper is the backyard on a tidal creek with a floating dock and boatlift-opening the door to a lifestyle of kayaking, paddleboarding, boating, fishing, and crabbing right from home. A 2.5-car garage includes a dedicated golf cart bay for easy island exploring. If you've been searching for a Callawassie Island waterfront home with a dock and lift, 47 Sugar Mill is a standout opportunity.

47 Sugar Mill Drive, Okatie

Listing courtesy of Charter One Realty.

$189,000
HILTONHEAD-504229 MLS
There is truly no place like Fripp Island! One of the last Marsh View opportunities in the private Sawgrass Bluff section of this coveted Lowcountry Beach Community. Enjoy all the Beach Life that Fripp has to offer, being in close proximity all the action, but tucked away when it's time for some R & R in your own Coastal Sanctuary. A rare opportunity to build with confidence - The current owners carry High End Designer + Builder credentials in the local community and have already put the dream on paper for you with a potential build plan that fits the lot perfectly and checks all the boxes Buyers want in a blended modern, traditional beach home. Want to explore other options for home plans that will make your house a home on this lot? The current owner is open to assisting the buyer with design vision and construction planning for their custom home. Small, Private Sawgrass Bluff Pool (for this subdivision only) is located right across the street. Walk or bike through the Salt Marsh Trails & Boardwalk - 4 minutes to Fripp's Pristine Miles of Beach with approximately 32 access points (including a handicap beach access), with wide open Atlantic Ocean wonder for relaxing, swimming, exploring, sunbathing, shell seeking, etc. 848 Marsh Dunes is also a 4 Minute car ride from the Front Gate & Market, the Beach Club, Pool & Sandbar, and Tennis & Pickleball. 8 Minute car ride to the Marina & 10 Minute car ride to the Cabana Club Pool, Restaurant, & Salon. 5-7 Minutes to Ocean Creek & Ocean Point Golf Clubs. Although on Fripp Island time, your "car ride" may be more often a Golf Cart or Bike. Fripp Island Membership is Optional, but is required to access Fripp's Resort Amenities, including the Beach Club, Cabana Club, Tennis & Pickleball, Golf, Fitness Center, Marina, Nature Center, & Multiple High End Resort Style Pools and other amenities. Inquire for Membership Package options.

848 Marsh Dunes Road, Fripp Island

Listing courtesy of Keller Williams.

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.

© 2026 Georgia MLS. All rights reserved. Information Deemed Reliable But Not Guaranteed.