1,921 listings, but only 250 max can be displayed.
Sort by
45 Oyster Landing Lane, Hilton Head Island
$2,075,000
3 Beds ⋅ 3 Baths ⋅ 3,436 SqFt. ⋅ HILTONHEAD-501064 MLS
Enjoy breathtaking marsh views and everchanging sunsets from this stunning residence in the private Oyster Landing Club of Sea Pines. This beautifully maintained home blends Lowcountry charm with modern updates. The gated courtyard welcomes you with oyster shell and brick steps while the interior features crown molding, plantation shutters, antique heart pine flooring, & elevator on the first level. The gourmet kitchen boasts custom cabinetry, granite countertops, 2025 Bosch & GE Café appliances and opens to a dining room and spacious great room. The great room offers panoramic marsh views, gas fireplace, built-ins, and a granite dry bar with ice maker. A first-floor office, powder room, and walk-in storage add function and ease. Upstairs includes two guest suites with shared bath, laundry room, and the owners suite with spectacular marsh views, fireplace, massive custom closet, and access to both a private deck and rooftop observation deck. The oversized garage with carport/finished room above offers excellent storage or flex space. Oyster Landing Club is a very special neighborhood offering pool and tennis delivering the ideal Sea Pines lifestyle .

45 Oyster Landing Lane, Hilton Head Island

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

35 Wagon Road, Hilton Head Island
$2,054,000
4 Beds ⋅ 4 Baths ⋅ 3,203 SqFt. ⋅ HILTONHEAD-501461 MLS
Welcome to this classic Sea Pines beach house, ideally located near Hilton Head's most beautiful sandy beach. Offering 3,203 square feet of comfortable living space, this home features 4 bedrooms and 3.5 baths, with one bedroom currently serving as a versatile family room. The property is designed for relaxation and entertaining, highlighted by a private pool and spa set in a lush tropical setting. Inside, you'll find a stunning, newly remodeled eat-in kitchen with granite countertops and thoughtfully designed easy-access drawers, perfect for both casual meals and hosting. The home is perfectly situated to enjoy all of Sea Pines world-class amenities, including golf, tennis, and miles of scenic trails. Plus, you're just minutes from the shopping and dining experiences of Harbour Town and the Sea Pines Center. Whether as a permanent residence, vacation getaway, or investment property, this beach house captures the essence of island living.

35 Wagon Road, Hilton Head Island

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

10 Windjammer Court, Hilton Head Island
$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.

35 Saint George Road, Hilton Head Island
$2,050,000
4 Beds ⋅ 5 Baths ⋅ 3,000 SqFt. ⋅ HILTONHEAD-506550 MLS
A rare opportunity to experience the full island lifestyle. This exceptional residence is a distinctive and private retreat within Palmetto Dunes, one of Hilton Head Island's most sought-after oceanfront communities. Perfectly positioned for privacy and designed to reflect the very best of island living. Set along the scenic 11-mile lagoon and situated just moments from the beach (with access conveniently next door), the location feels both tucked away and connected. The outdoor experience is nothing short of spectacular. A beautifully designed pool, framed by natural stone accents and cascading waterfalls, creates a resort-style setting complemented by expansive entertaining areas, multiple seating spaces, a screened porch overlooking the lagoon, and a private dock complete with a rare boat lift and 17' electric Carolina Skiff. Inside, the home is equally impressive. Light pours through the space, highlighting soaring ceilings, and a dramatic upper-level overlook spans both the main living area and foyer. Dual living spaces are anchored by a striking double-sided fireplace. The kitchen is crisp and thoughtfully updated, featuring a clean white aesthetic, generous pantry, and a functional connection to outdoor areas. Each bedroom is designed as a private retreat with its own en-suite bath, while the first-floor primary suite offers convenience and quiet separation. From the oversized porches and lagoon views to the private pool, dock, and beach access, every detail has been considered. A truly one of a kind offering, where privacy, location, and lifestyle converge in a way that is rarely found.

35 Saint George Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Greenplate Group Brokered by eXp Realty.

24 Ocean N Point, Hilton Head Island
$2,050,000
3 Beds ⋅ 4 Baths ⋅ 2,533 SqFt. ⋅ HILTONHEAD-455067 MLS
Welcome to 24 Ocean Point North a modern and stunning 2nd-row beach home in Port Royal! This home has been updated throughout with all new hardwood floors, renovated kitchen with a Thermador induction Range, Viking French door oven, and quartzite counters. The upgrades continue with a refreshed powder room, polyaspartic garage floor, automatic blinds, professional landscape/hardscape and so much more! Outside you’ll find a rare on Hilton Head Island enclosed backyard that provides an extra layer of privacy along with an expansive patio to sit and enjoy the sea breeze. Ocean Point offers exclusive amenities to its owners with a private community pool located just across the street and private beach access via a dedicated beach path.

24 Ocean N Point, Hilton Head Island

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

1 Dinghy, Hilton Head Island
$2,025,000
HILTONHEAD-511253 MLS
Ready to build your dream beach home, seize the opportunity? Welcome to 1 Dinghy, a premier third-row homesite in Palmetto Dunes and the only 2nd- or 3rd-row homesite currently available in the community. The location is exceptional only steps to the Atlantic ocean. From there, enjoy a leisurely walk or bike ride to the heart of Palmetto Dunes, where you'll find oceanfront dining, world-class golf, tennis, pickleball, kayaking, the treat store, and more. Continue on the pathway, across the highway to the vibrant Shelter Cove Harbour area, which offers an outstanding selection of waterfront restaurants, shopping, entertainment for both kids and adults, fireworks (seasonal), and water sports. Perfectly situated in the center of Hilton Head Island, 1 Dinghy offers the rare opportunity to build your custom coastal retreat in Hilton Head Island's most sought-after community.

1 Dinghy, Hilton Head Island

Listing courtesy of Schembra Real Estate Group. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

54 Bermuda Pointe Circle, Hilton Head Island
$2,025,000
3 Beds ⋅ 5 Baths ⋅ 3,633 SqFt. ⋅ HILTONHEAD-509083 MLS
Absolutely stunning contemporary waterfront home located in the gated Bermuda Pointe community, offering luxury coastal living with breathtaking direct water views. Completely rebuilt in 2011, this exceptional residence features 3 bedrooms, 5 bathrooms, and a spacious 3-car garage. Thoughtfully designed with high-end finishes throughout, the home showcases solid wood 8-foot doors, three fireplaces, and sophisticated architectural details that elevate every space. Designed for both entertaining and everyday living, the home features a true chef's kitchen with premium appliances and finishes, a spacious butler's pantry, and expansive living areas filled with natural light. The luxurious primary suite offers a private sitting area with fireplace, access to an all-glass sunroom overlooking the water, separate his-and-hers baths, oversized walk-in closets, and an impressive 6' x 7' steam shower creating a true spa-like retreat. Additional highlights include a dedicated office, private four-stop elevator, and seamless indoor-outdoor living spaces throughout. The rooftop entertainment area is truly exceptional, featuring a full outdoor kitchen, built-in grill and bar area, full bath off fourth floor deck, covered wood-burning fireplace, and TV lounge space - all perfectly positioned for unforgettable sunsets and star-filled evenings. Complete with a private pool and access to a community dock, this extraordinary waterfront property offers a rare opportunity to enjoy upscale Lowcountry waterfront living in a private gated setting on Hilton Head Island.

54 Bermuda Pointe Circle, Hilton Head Island

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

5 Leamington Place, Hilton Head Island
$2,005,000
3 Beds ⋅ 4 Baths ⋅ 3,204 SqFt. ⋅ HILTONHEAD-502602 MLS
Elegant Waterfront Retreat!! Experience the best of island living with an exceptionally private residence within Leamington, Hilton Head Island's premier Private Beach and Golf Community. Your own lighted dock provides peaceful views of the 11-mile lagoon and is perfect for boating, fishing, kayaking or simply unwinding. Inside the light, bright and airy home has a beautifully updated kitchen featuring Sub-Zero and Wolf appliances. Your gourmet kitchen flows seamlessly into the formal dining room for effortless entertaining. Luxurious marble flooring extends into the living area, which centers around a modern wood-burning fireplace and wet bar with a Sub-Zero dual-zone wine chiller. Step outside to your updated patio, wrapping the entire back of the house with wood-textured, exterior-grade porcelain tiles and a large, relaxing screened-in porch overlooking the pool, beautiful backyard and lagoon. With a split floor plan, the spacious primary suite includes a private office or sitting room and his-and-hers walk-in closets, offering both comfort and sophistication. Combining timeless design and privacy, this home epitomizes Leamington's exclusive coastal lifestyle with a private community oceanfront beach club, new resort-style pool and world-class golf.

5 Leamington Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Collins Group Realty.

8 Moonshell Road, Hilton Head Island
$2,000,000
4 Beds ⋅ 5 Baths ⋅ 2,572 SqFt. ⋅ HILTONHEAD-510279 MLS
Welcome to your coastal dream home just steps from the beach! Completed in 2024 and offered fully-furnished, this stunning 4-bedroom, 4.5-bath Lowcountry retreat is perfectly located in Hilton Head Island's sought-after Folly Field beachside neighborhood. Designed for effortless island living, the bright and open floor plan showcases relaxed coastal charm, spacious gathering areas, and designer finishes throughout. The first-floor primary suite offers privacy and convenience, while three generously sized guest suites (each with their own full bath) upstairs provide plenty of room for family and friends. Step outside to your own private backyard oasis featuring a sparkling pool and spa, screened-in outdoor bar and spacious lounge area - perfect for entertaining, relaxing, or unwinding after a day on the beach. Folly Field does have a private beach entrance for owners. Whether you're searching for a luxury second home, a turnkey vacation rental, or the perfect blend of both, this exceptional property offers modern construction, resort-style amenities, and outstanding rental potential in one of Hilton Head Island's most desirable beachside communities.

8 Moonshell Road, Hilton Head Island

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

2 Canvasback Road, Hilton Head Island
$2,000,000
6 Beds ⋅ 6 Baths ⋅ 2,424 SqFt. ⋅ HILTONHEAD-504473 MLS
An exceptional opportunity to own an oceanside retreat just steps from one of the widest and most private beaches in Sea Pines. Ideally situated along a beach walkway, this spacious and private 6-bedroom, 6-bath residence is perfect as a family home or coastal getaway. The home features a heated pool, is offered fully furnished, and is truly move-in ready. Light, bright, and airy interiors are enhanced by tray ceilings and hardwood floors throughout. With outstanding rental potential, this property can also serve as an incredible income producer. Enjoy all that Sea Pines has to offer, including world-class golf, tennis, Harbour Town, dining, and premier resort amenities.

2 Canvasback Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Greenplate Group Brokered by eXp Realty.

153 Mooring Buoy, Hilton Head Island
$2,000,000
3 Beds ⋅ 4 Baths ⋅ 2,852 SqFt. ⋅ HILTONHEAD-502238 MLS
A rare opportunity in Palmetto Dunes-this 4th-row Lowcountry home offers timeless design, lagoon views, and endless potential. Featuring 3 bedrooms, 3.5 baths, a fireplace, and a den off the foyer; this home offers the perfect opportunity to redesign your very own coastal retreat. The spacious primary suite is on the main floor with 2 large guest bedrooms, both with spacious ensuite baths on the second floor. Outdoor living shines with a beautiful front porch, private pool and dock in a serene setting, spacious deck, and 3-car garage with plenty of room for storage throughout the home. An Elevator, hurricane shutters, and newer roof (2022) add convenience and value. A prime location just a short stroll to the beach and resort amenities.

153 Mooring Buoy, Hilton Head Island

Listing courtesy of Schembra Real Estate Group. Selling Office: The Hilton Head Agency.

140 Jacana Street, Hilton Head Island
$2,000,000
4 Beds ⋅ 4 Baths ⋅ 2,876 SqFt. ⋅ HILTONHEAD-501586 MLS
North Forest Beach Gem Just 500 Feet from the Sand. Built in 2013, this custom home has been meticulously maintained and designed for coastal living. T he main floor features three spacious bedrooms and 2.5 bathrooms, including a primary suite with his-and-hers closets. Upstairs, enjoy a versatile 400 sq. ft. bonus room complete with a private full bath and its own deck overlooking the pool ideal for guests, a home office, or a private retreat. Step outside and you are just 500 feet from the beach at the Jacana Street entrance, making it effortless to enjoy sun, surf, and ocean breezes. Additional highlights include a walk-in, floored attic with spray foam insulation for efficiency and storage.

140 Jacana Street, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Hilton Head Real Estate Partners.

18 Hobonny Place, Hilton Head Island
$2,000,000
4 Beds ⋅ 4 Baths ⋅ 4,181 SqFt. ⋅ HILTONHEAD-501704 MLS
Exceptional new custom home in the private gated community of Indigo Run. Built with uncompromising quality this residence blends timeless Lowcountry design with high-end modern finishes. The paver driveway leads to a spacious 3-car garage and a beautifully landscaped setting with views of both the lagoon and golf course. Inside, European-style wood flooring flows throughout open living spaces highlighted by custom wood beams and abundant natural light. The chef's kitchen features high-end Thermador appliances, custom cabinetry, walk in pantry and an elegant layout ideal for entertaining. A separate office provides the perfect work-from-home setting while a private family/TV room offers flexible living space for relaxation or gatherings. Luxurious baths are finished with stone tile and closets with custom built-ins provide abundant storage. Outdoor living is unmatched with a screened-in porch, outdoor kitchen and heated pool, all surrounded by a paver deck and lush landscaping. Every detail, from designer lighting to premium finishes, reflects quality craftsmanship. Indigo Run offers 24-hour security, championship golf, tennis, pickleball, community pool, and more. All just minutes from Hilton Heads finest beaches, dining, and shopping. A rare opportunity to own a brand-new construction masterpiece in one of Hilton Heads most sought-after communities.

18 Hobonny Place, Hilton Head Island

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

55 River Club Drive, Hilton Head Island
$2,000,000
4 Beds ⋅ 4 Baths ⋅ 3,850 SqFt. ⋅ HILTONHEAD-500502 MLS
Hard-to-find deep water views at a price designed to move, located in the gated River Club on Hilton Head Island. Step inside to a dramatic wall of windows that captures sweeping water views from multiple rooms. The kitchen features granite countertops and opens seamlessly to the main living areas, making it ideal for everyday living and entertaining.This 3-bedroom, 4-bath home offers exceptional flexibility with an office or optional fourth bedroom, multiple living spaces, and an oversized three-car garage with room for vehicles, golf carts, and storage. A rare opportunity in one of the island's most sought-after communities, featuring a community pool and pickleball courts. Just minutes from the beaches, with no short-term rentals permitted-offering privacy, tranquility, and long-term value.

55 River Club Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Hilton Head Properties.

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

752 Colonial Drive, Hilton Head Island

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

18 Leamington Lane, Hilton Head Island
$1,989,000
4 Beds ⋅ 3 Baths ⋅ 2,788 SqFt. ⋅ HILTONHEAD-505047 MLS
Enjoy the fabulous "Lowcountry" lifestyle in the private gated Leamington neighborghood in Palmetto Dunes on beautiful Hilton Head Island. 18 Leamington Lane has outstanding golf course views of Holes 18, 10, 1 and 9 of the Arthur HIlls course. Home has 4 Bedroom and 3 Full Baths, cathedral ceilings, open floor plan, hardwood floors, granite, built-in space, spacous loft area, screened porch and upstairs bedroom has awesome spacious deck area to enjoy the setting and views. Beautifully updated and furnished with high quality and comfort. Circular driveway, private lot and beautiful landscape. Just a short walk to the clubhouse, driving range and practice area. Convenient location to the oceanfront beach club and recreation areas. Just take your private golf cart or a nice walk. Enjoy the heated pool and boat ramp access to allow kayaking on the 11 mile lagoon system. No short-term rentals.

18 Leamington Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

41 Willow Oak W Road, Hilton Head Island
$1,985,000
3 Beds ⋅ 4 Baths ⋅ 2,722 SqFt. ⋅ HILTONHEAD-511813 MLS
An absolute standout in Sea Pines. This exceptional home was worth the wait... but is not expected to last long! Relaxed and comfortable meets modern and sophisticated. Prepare to be captivated by this exceptionally cool, single-level stunner! A private (gated) front courtyard enhances the arrival experience, while the private backyard setting is unmatched. Inside you will find an open-concept interior that is complimented by numerous design enhancements. The design-forward, chef-style kitchen will reignite your love of both cooking and entertaining, boasting quartz counters, impressive cabinetry, designer lighting, updated appliances, gas cooking, beverage refrigerator, pantry, and an expansive flat-top island. The home naturally flows out to an inviting screened porch, extending comfortable living space outdoors. The spacious owner's suite enjoys tranquil water views and a spa-like bath, while the two private guest rooms offer beautifully remodeled en-suite baths as well. Embrace a year-round outside lifestyle with a refreshing (heated) saltwater pool, firepit area, peaceful lagoon and private backyard lawn. The property features a durable TPO roofing system, valued for its energy efficiency, longevity, and low-maintenance performance. Set on nearly a half-acre with open space on two sides, this high-elevation property stands apart! Ideally positioned in Sea Pines on a quiet street almost directly between the Sea Pines Beach Club and the Harbourtown Yacht Basin! Tastefully furnished for immediate gratification!

41 Willow Oak W Road, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Keller Williams Realty.

15 Rum Row, Hilton Head Island
$1,972,500
3 Beds ⋅ 3 Baths ⋅ 2,358 SqFt. ⋅ HILTONHEAD-504380 MLS
Fall in love with this beautifully updated single-level home, perfectly positioned on a private cul-de-sac along the 16th fairway of the Robert Trent Jones Golf Course in Palmetto Dunes. Set on a large, secluded lot framed by majestic live oaks and palms, this 3-bedroom, 3-bath residence offers effortless indoor-outdoor living with an open, light-filled floor plan and soaring vaulted ceilings accented by wood beams. The welcoming living area centers around a gas fireplace and flows seamlessly into a gourmet kitchen featuring double ovens, a gas range, and modern finishes. Every detail has been thoughtfully updated within the past four years, including LVP flooring throughout and luxurious baths. Outdoors, enjoy a brand-new pool with waterfall and resistance jets, Trex decking, and a built-in grill-ideal for relaxing or entertaining while taking in serene golf views. Additional highlights include a heated and cooled 2+ car garage with epoxy flooring and expansion plans, 24-hour security, beach access, bike trails, golf, tennis, and marina amenities-all just moments away. Modern comfort meets timeless Lowcountry charm.

15 Rum Row, Hilton Head Island

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

98 Toppin Drive, Hilton Head Island
$1,960,000
5 Beds ⋅ 7 Baths ⋅ 5,475 SqFt. ⋅ HILTONHEAD-503898 MLS
A Lowcountry Masterpiece by renowned local architect in private, amenity rich Moss Creek. Today's most discerning buyers will appreciate the design, finishes and location of this updated and expanded residence sited on tidal creek with private dock & long marsh to Deepwater views. Features include soaring beamed ceilings, stone fireplace, built-ins, shiplap & millwork by master craftsmen, granite counters, wood flooring, top of the line Chef's kitchen, walls of windows to view, Bahamian shutters and heated, recently resurfaced courtyard pool. Very desirable floor plan offers island kitchen (w/breakfast bar) open to dining, huge great rm & Carolina rm with floor to ceiling windows. Excellent BR separation, private primary suite w/ dual baths & custom walk-in closets, stylish den/office, laundry rm, powder rm, 2 expansive guest suites, 2 loft areas, 2BR/2BA guest cottage and ample walk-in storage. All with stunning curb appeal, maximum privacy, panoramic 200+ degree views, majestic live oaks & mature plantings. A rare opportunity to call one of Moss Creek's signature properties... Home...

98 Toppin Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

51 Wagon Road, Hilton Head Island
$1,955,000
4 Beds ⋅ 3 Baths ⋅ 2,996 SqFt. ⋅ HILTONHEAD-501073 MLS
Discover the perfect blend of comfort, style, and proven investment potential at 51 Wagon Road, a 4-bedroom, 3-bath residence located in the heart of Sea Pines on Hilton Head Island. With a wonderful rental history and just a short distance to the beach, this home is both a serene retreat and an exceptional opportunity. Designed for relaxed Lowcountry living, the open and spacious floor plan offers thoughtful bedroom separation and multiple gathering spaces. The family room with fireplace, formal living room, and dining room flow seamlessly, while the spacious eat-in kitchen is a chef's delight featuring a gas range, stainless steel appliances, quartz countertops, and a large pantry. Walls of glass doors invite natural light and open onto the back porch and patio, where a private pool, spa, and fenced yard create the ultimate setting for entertaining or unwinding. A large two-car garage adds convenience, while the home's design provides both functionality and charm. Whether enjoyed as a personal getaway or as a highly desirable rental property, 51 Wagon Road embodies the Sea Pines lifestyle - steps from world-class beaches, golf, tennis, dining, and miles of leisure trails.

51 Wagon Road, Hilton Head Island

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

18 China Cockle Lane, Hilton Head Island
$1,955,000
5 Beds ⋅ 4 Baths ⋅ 3,600 SqFt. ⋅ HILTONHEAD-451878 MLS
Discover this exquisite Low Country custom home built in 2021, perfectly positioned second row to the Sound at Port Royal. Featuring 5 spacious bedrooms and 4 baths, every detail is meticulously crafted. Relax in the warmth of the stunning Savannah Brick fireplace, or gather in a chef's kitchen showcasing handmade custom cabinets designed with superior depth. Step outside into a beautifully landscaped, fenced yard, offering privacy and serenity around a heated free-form pool. Located within Hilton Head Plantation, enjoy exceptional amenities including golf, tennis, dining, and more. Southern charm meets modern luxury - welcome home !

18 China Cockle Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

251 S Sea Pines Drive Unit 1917, Hilton Head Island
$1,950,000
3 Beds ⋅ 3 Baths ⋅ 1,928 SqFt. ⋅ HILTONHEAD-509948 MLS
Experience breathtaking panoramic views of the Atlantic Ocean and Calibogue Sound from this rarely available end-unit villa at S Beach Club. Showcasing a perfect blend of coastal elegance and modern sophistication, this exceptional residence offers an unparalleled Sea Pines lifestyle in one of Hilton Head Island's most sought-after waterfront locations. Beautifully updated and impeccably maintained, the villa features three spacious bedrooms and three full baths, thoughtfully designed to maximize comfort and privacy. The open living area is highlighted by a cozy fireplace and expansive windows that frame spectacular water views from nearly every angle. A well-appointed eat-in kitchen, formal dining area, and generous outdoor deck spaces create the ideal setting for entertaining family and friends while enjoying the ocean breeze and stunning sunsets. Being offered fully furnished and move-in ready, this remarkable property provides a seamless transition to luxury coastal living or immediate rental income potential. Additional features include under-building parking, dedicated private storage, and access to the private oceanfront swimming pool reserved exclusively for S Beach Club owners and guests. Perfectly situated just steps from the newly enhanced South Beach Marina, residents enjoy convenient access to waterfront dining, shopping, tennis, water activities, and the renowned amenities of Sea Pines. Explore miles of leisure trails, pristine beaches, and the iconic Harbour Town Yacht Basin with its world-famous lighthouse, restaurants, boutiques, and golf. An established rental program and proven income-producing history further enhance the value of this exceptional offering, making it equally attractive as a primary residence, vacation retreat, or investment property. Discover the very best of Hilton Head Island coastal living.

251 S Sea Pines Drive Unit 1917, Hilton Head Island

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

740 Colonial Drive, Hilton Head Island
$1,950,000
4 Beds ⋅ 5 Baths ⋅ 4,051 SqFt. ⋅ HILTONHEAD-506194 MLS
Experience exceptional luxury living in Indigo Run, one of Hilton Head Island's most prestigious golf communities. Perfectly positioned on a private .53-acre homesite overlooking the 16th fairway of The Golf Club at Indigo Run, this extraordinary new construction residence offers more than 4,000 square feet of meticulously crafted living space, blending timeless elegance with modern sophistication. Designed to embrace the beauty of Lowcountry living, the expansive screened lanai features soaring ceilings and breathtaking golf course views. Double sliding glass doors open to the lanai, creating a seamless connection between indoor and outdoor living while framing picturesque fairway views and inviting abundant natural light throughout the home. Inside, every detail has been thoughtfully curated. The open concept design showcases engineered hardwood flooring throughout, four spacious bedroom suites with private baths, and a dedicated office ideal for working from home or quiet retreat. At the heart of the residence, the designer kitchen is a masterpiece of form and function, featuring luxury appliances, custom cabinetry, premium finishes, and an oversized gathering island designed for effortless entertaining. The dramatic great room is anchored by a striking floor-to-ceiling stone fireplace and highlighted by a handcrafted architectural wood ceiling that creates warmth, character, and distinction. The lavish primary suite offers a private sanctuary inspired by the world's finest luxury resorts. Its spectacular spa bath features an exquisite wet room designed for ultimate relaxation and rejuvenation. Additional highlights include an oversized garage with a dedicated golf cart bay, providing easy access to the exceptional amenities and championship golf that define the Indigo Run lifestyle. A rare opportunity to own a newly constructed luxury golf course home on Hilton Head Island, this remarkable residence exemplifies superior craftsmanship, sophisticated design, and the very best of Lowcountry luxury living.

740 Colonial Drive, Hilton Head Island

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

27 Pine Island Road, Hilton Head Island
$1,950,000
4 Beds ⋅ 4 Baths ⋅ 2,914 SqFt. ⋅ HILTONHEAD-504203 MLS
Welcome to 27 Pine Island Road! Nestled on a quiet street in the desirable Club course area of Sea Pines, this beautifully maintained home offers breath-taking expansive marsh views. An open, light filled floor plan greets you as the foyer opens to the living room with cathedral ceilings and the panoramic marsh views. The thoughtfully designed kitchen has a gas cook top, stainless-steel appliances, soft close custom cabinetry and granite countertops. The kitchen has an eat-in dining area and opens to the family room with access to the screened porch and multiple decks. Step down to the recently added outdoor kitchen and infinity edge pool. The perfect place for outdoor living and entertaining! The main level of the home has three ensuite bedrooms including the master suite with two walk-in closets. Wake up to the glorious marsh views or step outside for a dip in the pool. Two more ensuite bedrooms are available for your family or guests. Off the kitchen is a multi-use office and another full bath. Above the two-car garage is the fourth bedroom with murphy beds included. Mature landscaping and ample driveway enhance the curb appeal of this home.

27 Pine Island Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Charter One Realty.

37 Haul Away, Hilton Head Island
$1,950,000
4 Beds ⋅ 4 Baths ⋅ 3,201 SqFt. ⋅ HILTONHEAD-503001 MLS
A WOW - OPPORTINUTY ALERT! THE ONE you have been waiting for - 37 Haul Away in Palmetto Dunes - this beautifully updated home offers the best opportunity for those seeking a four bedroom home that is walkable to the beach, with a private pool, in Palmetto Dunes or Sea Pines! Come enjoy the impeccably maintained interiors, and a private outdoor oasis that feels like your own boutique resort. Custom-built and thoughtfully refreshed in 2021, the home blends timeless Lowcountry architecture with bright, open living spaces and exceptional functionality. Inside, wide-plank hardwoods, high ceilings, elegant crown molding, and expansive windows create a warm, airy flow from room to room. The great room opens to wooded views and features a classic fireplace with built-ins, while the kitchen offers abundant cabinetry, granite counters, bar seating, and easy access to both the breakfast area and formal dining space with built in cabinetry and wine chiller perfect for evening dining after a day at the beach or relaxing poolside. The spacious primary suite enjoys serene natural views and fabulous new owner's bath, while three additional bedrooms provide flexibility for guests, family, or a private home office. An elevator and oversized two-car garage add convenience for full-time or second-home living. But the outdoor living is the showstopper - a beautifully designed, fenced pool and spa with all new low maintenance decking, all framed by mature oaks and lush greenery. Multiple deck areas offer room for lounging, dining, and entertaining, all with peaceful, private views you rarely find this close to the beach. Whether it's morning coffee under the moss-draped oaks or sunset cocktails by the pool, this setting is pure Hilton Head magic. Used as a second home but equally suited as a primary residence or fantastic short term rental rental, this property delivers comfort, privacy, and unbeatable proximity to the ocean and the best of Palmetto Dunes. A truly special opportunity to make your Hilton Head memories in a home that checks every box.

37 Haul Away, Hilton Head Island

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

9 Braddock Cove, Hilton Head Island
$1,950,000
4 Beds ⋅ 5 Baths ⋅ 3,837 SqFt. ⋅ HILTONHEAD-501659 MLS
Discover a rare opportunity to own one of the largest homes in the exclusive Braddock Cove Club. With just 15 residences bordering Braddock Creek, this 3-story retreat offers 3,816 sq ft of thoughtfully designed living space with 4 bedrooms, 3 full and 2 half baths, and unmatched Lowcountry views of the creek, surrounding marshes, and South Beach Marina. One of only three homes in the community with both a garage and an elevator, this property combines convenience with elegance. Multiple outdoor living spaces, including two expansive decks and a covered patio invite you to enjoy the ever-changing natural beauty. Inside, an open main level centers around a beautifully renovated kitchen that flows seamlessly into the living and dining areas, enhanced by a propane fireplace and extended living space above the garage. The top-floor primary suite is a true retreat, complete with private deck, new washer and dryer, and recent upgrades including new sliding doors. Lovingly maintained by its full-time owners since 1998 and never rented, the home features a long list of thoughtful updates: new roof, three HVAC units, refreshed flooring and paint, a new shelled concrete driveway, and fresh exterior painting and gates. Being offered partially furnished. This is more than a home it is an exceptional opportunity to enjoy waterfront living in one of Hilton Heads most premier locations.

9 Braddock Cove, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Dunes Real Estate.

10 Long Marsh Lane, Hilton Head Island
$1,925,000
3 Beds ⋅ 3 Baths ⋅ 3,164 SqFt. ⋅ HILTONHEAD-507552 MLS
Pull into the paver driveway of 10 Long Marsh Lane and arrive at a home that immediately reflects exceptional pride of ownership. This beautifully updated marsh front residence is set on an artfully landscaped, oversized lot in the exclusive Marsh Island enclave-an intimate community of just 21 homes with its own private pool, tennis, and pickle ball courts. Designed for both gathering and retreat, the home offers multiple living areas ideal for multi-generational living, along with a spacious, open kitchen featuring high-end appliances and seamless flow into several dining and entertaining spaces. Expansive windows fill the home with natural light and frame sweeping views of the marsh and tidal creek, creating a serene and ever-changing backdrop. The backyard stone patio is truly special-an Architectural Digest-worthy setting that invites outdoor entertaining, quiet mornings, and unforgettable evenings with family and friends. A rare opportunity to own an impeccably maintained home in a coveted and private Sea Pines neighborhood-perfect for creating lasting memories for years to come.

10 Long Marsh Lane, Hilton Head Island

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

24 Lands End Court, Hilton Head Island
$1,925,000
4 Beds ⋅ 3 Baths ⋅ 1,844 SqFt. ⋅ HILTONHEAD-505315 MLS
Absolutely fabulous views of the Sound and the iconic Harbour Town Lighthouse from this stunning 4-bedroom, 3-bath villa in the South Beach area of Sea Pines Resort. This is the one you've been waiting for! Perfectly positioned just a short stroll to the beach and pool, this pristine villa offers the ultimate Lowcountry lifestyle. Enjoy sweeping marsh, South Beach Marina, and Calibogue Sound views from the tranquil screened porch and private deck - ideal for morning coffee or sunset cocktails. Beautifully updated with a newer kitchen and baths, this villa is tastefully furnished and truly move-in ready. Whether you're seeking a primary residence, a serene remote-work retreat, or a high-performing short-term rental, this property checks every box. Rare views. Prime location. Turnkey condition. Don't miss this!

24 Lands End Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

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.