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$6,500,000
5 Beds ⋅ 5 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-505596 MLS
Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

9 Bayberry Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$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.

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

15 Man O War, Hilton Head Island

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

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

25 Wexford Circle, Hilton Head Island

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

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

17 Marsh Drive, Hilton Head Island

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

$1,749,000
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.

$3,995,000
7 Beds ⋅ 7 Baths ⋅ 5,462 SqFt. ⋅ HILTONHEAD-505616 MLS
Turnkey short- term rental with proven income history in top tier coastal market! Secure a vacation home that offsets its costs. Professional property management used for rentals. LARGEST 2ND ROW HOME ON THE MARKET! Extensively renovated in 2024! Grossed $246K in rentals for 2025. Stunning home features 7 BR, 61/2 BA & offers a perfect blend of luxury, comfort, & breathtaking ocean views. Located in the coveted North Forest Beach, near Coligny Plaza, this home provides a balance of privacy & proximity to the beach. The open living & dining areas feature stunning direct ocean views, natural light creating a warm & inviting beach atmosphere. New roof, paint, pool deck, game area, outdoor spa, landscaping & many more improvements. Enjoy relaxing by the elevated pool, soak in the hot tub or grill in the private outdoor area! Directly across street to beach access!

8 Curlew Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$3,625,000
7 Beds ⋅ 8 Baths ⋅ 4,141 SqFt. ⋅ HILTONHEAD-505615 MLS
Turnkey short term rental with proven rental history in top tier coastal area! LARGEST 4TH ROW OCEAN ORIENTED HOME ON MARKET! Secure a vacation home that offsets its costs. Professional property management company manages this home. New beach access for street in 2025! Gross 205K rentals for 2025. This stunning home steps to the ocean on Hilton Head Island features 7 BR 7 1/2 BA with an open floorplan, large living area that connects kitchen to great room and dining area. Spacious primary BR on 1st floor with other rooms such as second primary BR upstairs, bunk rooms, upstairs gathering area and coffee bar. New game room area and outdoor spa tub added in 2024. This home is like new and offers the perfect blend of luxury, comfort, & privacy just minutes to the beach access. A perfect beach house close to Coligny Plaza.

23 Holloman Trace, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners. Selling Office: Keller Williams Realty.

$1,822,500
4 Beds ⋅ 6 Baths ⋅ 4,541 SqFt. ⋅ HILTONHEAD-505605 MLS
An elegant Wayne Windham-designed home showcasing expansive lagoon and golf course views. Situated on one of the largest homesites in prestigious Long Cove, this impressive 4,541-square-foot residence offers exceptional comfort and refined style. The home features 4 bedrooms, 5 baths, a 6+ car garage, elevator, grand fireplace, spacious office with powder room, den, and a sunroom. Entertain effortlessly with a full wet bar, wine refrigerator, and high-end appliances throughout.The main-level primary suite is a private retreat, complete with two walk-in closets and a luxurious outdoor shower. Upstairs, two generously sized bedrooms each offer their own full bath. The lower-level garage provides abundant storage, a full bath, and an additional kitchen that opens to spectacular outdoor living spaces, including two pools and a covered patio-perfect for enjoying the beautiful lagoon and golf course setting.

6 Dalton Court, Hilton Head Island

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

$3,950,000
6 Beds ⋅ 7 Baths ⋅ 4,585 SqFt. ⋅ HILTONHEAD-505514 MLS
Discover the ultimate second-row ocean escape in Palmetto Dunes where luxury living meets effortless beach access. This turnkey home, 5 Brigantine, is an exceptional opportunity as a vacation home, rental investment, or primary residence, accommodating up to 18 guests, complete with a private pool & spa and ideally positioned across the street from the dedicated beach path. This expansive property offers 6 bedrooms and 6.5 baths, including a separate guest house for added flexibility and privacy. The first-floor features three spacious bedroom suites: one with its own sitting/TV room and direct pool access for a private retreat, a second with pool access, and a third designed with younger guests in mind, offering two beds plus a trundle. The second floor is the heart of the home making it perfect for entertaining and gathering. A bright, open-concept living room, kitchen, and dining area surrounded by windows and sliding doors flood the space with natural light. Multiple outdoor decks extend from the main living area and bedrooms, creating seamless indoor-outdoor living. This level also includes the primary suite and an additional guest ensuite. For a special vantage point, the third-floor cupola and outdoor sitting area provides a peek of the ocean and coastal breezes, ideal for relaxing evenings and sunset cocktails. Across the breezeway, the guest house offers a private suite with a king bed, sleeper sofa, full bath and mini kitchenette - perfect for visiting family and friends. Additional highlights include LVP flooring throughout, a gas fireplace, quartz countertops, stainless steel appliances, gas cooktop, a two-car garage, and a deep driveway with ample guest parking. All of this within one of Hilton Head Island's most sought-after ocean-oriented communities.

5 Brigantine, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,095,000
4 Beds ⋅ 4 Baths ⋅ 4,150 SqFt. ⋅ 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.

$2,650,000
6 Beds ⋅ 7 Baths ⋅ 5,291 SqFt. ⋅ HILTONHEAD-505440 MLS
Discover modern luxury in this Palmetto Hall home nestled in a prestigious golf community and a serene and secluded area of HHI. This 5,291 sq ft property provides a blend of space, privacy, and convenience. Upon entering you will notice the two story entry hall and 12-foot ceilings create a sense of openness and grandeur coupled with stylish modern finishes. The open concept living area is bathed in natural light by a wall of glass doors overlooking a covered patio, outdoor fireplace, and woods leading to the golf course. There is a spacious chef's kitchen with dining area, Thermador appliances, walk in pantry, and adjacent service area inviting entertaining. This unique home boasts two primary suites downstairs and four bedrooms upstairs with an expansive flex space that suits a wide variety of uses. The wrap around second floor exterior balcony overlooking the golf course is a special retreat. The beautifully landscaped yard enhances the home's curb appeal and the backyard is perfectly suited for private outdoor living and a pool. Living close to schools, restaurants, shopping, a golf cart ride away from the picturesque Mitchellville Beach, two golf courses, the clubhouse, pool, tennis, and pickleball makes life and recreation easy. Explore the 3D Virtual Tour!

27 Madison Lane, Hilton Head Island

Listing courtesy of Realty One Group Inclusion.

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

25 Cotesworth Place, Hilton Head Island

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

$3,250,000
4 Beds ⋅ 5 Baths ⋅ 4,066 SqFt. ⋅ 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.

$4,255,000
6 Beds ⋅ 7 Baths ⋅ 5,177 SqFt. ⋅ HILTONHEAD-504819 MLS
Located in the prestigious gated community of Wexford, this exceptional waterfront residence offers breathtaking harbor views and refined Lowcountry elegance. Designed with modern sophistication, the home features open-concept living spaces, a primary suite on the main level, a private office, media room, and fitness room. Multiple decks and a screened porch provide seamless indoor-outdoor living. The expansive outdoor setting is highlighted by a well-appointed kitchen, travertine hardscaping throughout the driveway and patios, a plunge pool, fire pit, and a private dock. Residents enjoy access to Wexford's premier amenities and an unparalleled coastal lifestyle.

1 Bridgetown Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$799,000
6 Beds ⋅ 8 Baths ⋅ 4,407 SqFt. ⋅ HILTONHEAD-505175 MLS
New co-ownership opportunity: Own one-eighth of Bald Eagle, this professionally managed, turnkey home by Pacaso. With a third-row beach walk location, this new construction home is all about approachable elegance, starting with the custom curved staircase, classic columns and shiplap walls in the entryway. It continues in the light-filled great room, with box beam ceilings, built-in storage and a traditional fireplace with a modern tile surround. The dining area offers a pool view, and the gorgeous gourmet kitchen has a quartz-topped island and separate breakfast bar, stainless steel appliances and a wet bar. The primary suite, one of 6 bedrooms, opens to the backyard patio and features a spa-like en suite bathroom with a soaking tub, tiled shower and two vanities. A bonus room, complete with wet bar, is great for games and hanging out. Mature landscaping provides privacy for the backyard pool, overflowing hot tub, and outdoor cooking area. The home, which has 2 laundry rooms and a 4-stop elevator, comes fully furnished and professionally decorated.

8 Bald Eagle Road, Hilton Head Island

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

$2,960,000
6 Beds ⋅ 8 Baths ⋅ 4,350 SqFt. ⋅ HILTONHEAD-504897 MLS
Furnished, all exclusions are negotiable. An uncompromising custom retreat just 1/10th mile from the beach at Burkes Beach on Hilton Head Island. This immaculate custom home offers the ultimate island lifestyle. Built in 2023 by the owner to live in with a strict "no expense spared" philosophy, the property has only been used on a part-time basis & has never been used as a rental property. Experience exceptional QUALITY finishes & custom millwork like small revealed framing with saw-sewn white oak as well as double-height white oak stair treads with custom aluminum strip detailing. Solid melamine extra-high doorways feature OMNIA mortise bearing hinges & Emtek Stuttgart door handles. The great room boasts a custom wall unit matching saw-sewn white oak trim. Luxury wood flooring from NYC Design Center. Exquisite midcentury high-end custom lighting elevates living. The custom-made LED dining chandelier is simply stunning. Chef's dream kitchen has it all from butler's pantry & wet bar to 104" kitchen island & extensive cabinetry offering tons of storage. Counters are double-thick mitered Viatera quartz & backsplash from NYC Walker Zanger gallery. The Viking & Sub-Zero appliance package incl Viking 7 Series oven range, Viking 600 hood, Viking dishwasher, & Viking microwave. Also included is a Sub-Zero Classic Series 42-inch refrigerator & freezer, a Viking dual-zone wine refrigerator, and a Viking standalone ice maker. Viking 20-inch column backup refrigerator is located in butler pantry. 6 luxury ensuite bathrooms & 2 half baths are tiled 360 degrees with Walker Zanger tile & paired with high-end flooring. Relax & enjoy Low Country Living in your private outdoor oasis featuring a 24' saltwater heated pool with ceramic decking and outdoor shower. The pool system is smart controlled with colored mood lighting and heat. A Wolf built-in grilling station completes the ultimate entertaining space. Trex premium decking is used on the main level front decking, wrap-around decks, and in the outdoor covered dining. Home is furnished with main level exclusions. 2 paved driveways for plenty of parking. 2 car finished garage epoxy flooring & two Level 2 car chargers. A separate gym area is on the garage level. AI security system with 11 high-resolution cameras. Walk to the beach from this Row 6 location in a very new and vibrant ocean-oriented community. Located near Chaplin Community Park. Rental proforma $225-300,000 no STR restrictions. Accepting Backup Offers.

5 Barrier Beach Cove, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ 4,377 SqFt. ⋅ HILTONHEAD-505102 MLS
Waterfront Elegance with Sweeping Broad CreekViews! Perfectly positioned along the shimmering banks of Broad Creek, 40 Wexford on the Green captures the essence of Lowcountry luxury with timeless Charleston-inspired architecture and unforgettable water views from nearly every vantage point. A gracious side porch entry welcomes you to the front door, setting the tone for the warmth and charm that unfolds within.Designed to celebrate its remarkable setting, this home features four inviting porches-two capturing sweeping views of Broad Creek, and two overlooking the picturesque streetscape framed by majestic, moss-draped oak trees. The expansive primary suite is a true sanctuary, featuring a spacious bath, screened porch and panoramic views that greet you each morning with the beauty of Broad Creek.Indoor and outdoor living blend seamlessly. The lower-level covered entertaining space flows effortlessly onto a brick patio anchored by a built-in gas fire pit, creating the perfect backdrop for evenings with friends, family gatherings, or quiet nights under the stars. An elevator provides convenient access, ensuring comfort and ease throughout.For boating enthusiasts, a 45-foot boat slip is available in the Wexford Harbour, offering direct access to the Intracoastal Waterway and beyond.Located just moments from the heart of Wexford, residents enjoy world-class amenities including the private harbour and lock system, new Harbour Center with cafe, new Clubhouse with fine dining and a casual pub, Arnold Palmer Signature golf course, tennis and pickleball courts, croquet, swimming pools with pool bar, and a vibrant year-round social calendar. This is more than a home. It is a waterfront lifestyle defined by beauty, connection, and effortless coastal living.

40 Wexford On The Green, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Charter One Realty.

$1,725,000
4 Beds ⋅ 4 Baths ⋅ 4,230 SqFt. ⋅ HILTONHEAD-505086 MLS
Second row in Port Royal Plantation - where proximity to the beach via a private path defines the lifestyle and the value. Just moments from the sand, this exceptional homesite offers the rare opportunity to own this close to the Atlantic within one of Hilton Head's most private oceanfront communities.The home has been comprehensively updated, including a new 2024 roof, fresh interior and exterior paint, renovated kitchen and baths, and updated flooring throughout. While fully improved, it still carries the warmth and character of a classic coastal residence. The original garage was thoughtfully converted into a heated and cooled media/leisure room, creating additional flexible living space (and may be converted back if desired). A circular drive enhances both curb appeal and ease of access.Second-row living in Port Royal includes private beach access, an oceanfront beach club, golf, tennis, pickleball, leisure trails, and 24-hour security - a combination of location and community that is increasingly rare.

85 S Port Royal Drive, Hilton Head Island

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

$1,825,000
4 Beds ⋅ 6 Baths ⋅ 4,577 SqFt. ⋅ HILTONHEAD-504947 MLS
English-inspired elegance meets Lowcountry charm in this stunning 4-bedroom, 4.5-bath home plus Study located within the private Long Cove community. Thoughtfully designed with beautiful architectural details throughout, the home offers a warm, inviting atmosphere filled with character and style. Step outside to extraordinary outdoor living, featuring a breathtaking infinity-edge pool and spa overlooking sweeping 180-degree lagoon views. A spacious covered porch creates the perfect setting for entertaining, complete with a summer kitchen and cozy fireplace--ideal for enjoying Hilton Head Island's year-round coastal lifestyle. Owners use only as a second home and will consider selling completely furnished.

285 Long Cove Drive, Hilton Head Island

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

$2,995,000
6 Beds ⋅ 8 Baths ⋅ 4,685 SqFt. ⋅ HILTONHEAD-504849 MLS
Welcome to 13 Beach Lagoon, a classic 2nd-row home in the coveted "Gold Coast" area of Sea Pines offering an exceptional location just steps to the beach and outstanding investment potential. Situated on a large lot with generous backyard space, this property provides rare room to expand, redesign, or create your ideal outdoor oasis. The fenced yard and expansive outdoor areas add both privacy and versatility. The home features a spacious floor plan with vaulted ceilings, multiple living areas, and abundant natural light, along with wonderful architectural charm throughout. Generous bedrooms are thoughtfully separated for privacy, creating an ideal layout for family and guests. An elevator shaft is already in place, offering future convenience and accessibility. Expansive decking and porch areas overlook the sizable backyard, including one of the largest screened porches you'll find in Sea Pines - an incredible space for relaxing or entertaining. There is ample room to add enhancements such as a pool while still maintaining substantial outdoor living space. Additional highlights include a 2-car side-entry garage and a flexible layout ready for your updates and vision. This is a rare opportunity to renovate and truly make it your own. Whether you're looking to create a custom coastal retreat or invest in a high-demand rental location, the setting, lot size, and layout make this property especially appealing. Enjoy access to Sea Pines' beaches, bike trails, golf, marina, and dining - all from this prime 2nd-row location. 13 Beach Lagoon offers location, space, character, and unlimited potential.

13 Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,875,000
7 Beds ⋅ 7 Baths ⋅ 4,400 SqFt. ⋅ HILTONHEAD-504560 MLS
7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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

34 Spanish Pointe Drive, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty. Selling Office: Keller Williams Realty.

$1,885,000
5 Beds ⋅ 5 Baths ⋅ 5,779 SqFt. ⋅ HILTONHEAD-504152 MLS
Welcome to 754 Colonial Drive in the prestigious Golf Club neighborhood of Indigo Run on Hilton Head Island. This stunning 5 bedroom, 5 bathroom residence offers elegant Lowcountry living in one of the island's most sought after private communities. Designed for both everyday comfort and entertaining, the home features spacious main living areas filled with natural light and sweeping golf views. An upstairs second living and entertaining space provides flexibility for gatherings, media, or guests. The private fifth bedroom over the garage offers its own living area and full bath, creating an ideal guest suite, in law retreat, or private office setup. Outdoor living is equally impressive with a beautiful pool and expansive patio overlooking the 16th green of The Golf Club at Indigo Run. A magnificent live oak anchors the front yard, delivering timeless Southern curb appeal and a true sense of arrival. Positioned on a premier golf course homesite within a secure gated community, this property combines privacy, scenery, and lifestyle just minutes from dining, shopping, and the beaches of Hilton Head. A rare opportunity to own on one of Indigo Run's most desirable streets.

754 Colonial Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: The Agency Hilton Head.

$3,299,999
5 Beds ⋅ 6 Baths ⋅ 6,340 SqFt. ⋅ HILTONHEAD-503924 MLS
39 Seabrook Landing is a slice of heaven on earth with stunningly, spectacular, views across the ICW and Port Royal Sound to the Broad River Bridge. Imagine daily living with the magic and inspiration of soaring eagles, playful dolphins, migratory birds, sailing vessels and breathtaking sunsets over Pinckney Island. 6300 SF of casual elegance exudes with classic, timeless upgrades in 2025. Featuring 5 bedrooms, 4 Full BA, 2 HB, large library, office, home theater w/sitting room, formal LR and DR with coffered ceilings featuring low country inspired wall mural. Gourmet kitchen with huge Italian marble island and countertops, gas cooktop, pot filler, wine cave, eat-in kitchen, walk in pantry and butler's pantry, impressive foyer entry with sweeping curved staircase, picture moldings, built-ins, designer light fixtures, 3 fireplaces, heart of pine floors, family room, 3 screen porches! Large 1st floor primary w/fireplace, sitting area, full & half bath, two walk in closets and private screen porch. This home oasis is situated on almost one acre which affords a great deal of privacy with salt water pool, spa, and covered gazebo. Bulkheaded on a tidal creek for fantastic fishing and kayak launching. Long tabby drive way and 3 car garage. Seabrook Landing has a private day dock for Seabrook residents.

39 Seabrook Landing Drive, Hilton Head Island

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

$3,999,000
5 Beds ⋅ 6 Baths ⋅ 6,330 SqFt. ⋅ HILTONHEAD-504359 MLS
Claim The Water at 47 River Club Drive, a residence that does not merely sit on the water-it belongs to it. Located within the private, gated community of The River Club on Hilton Head Island, this exceptional deep-water estate represents a rare convergence of architecture, craftsmanship, and setting, where Broad Creek becomes both your view and your playground. Arrival is marked by quiet confidence: a stone-paver driveway and arched wood entry door with copper-foil glass, set the tone. Inside, soaring ceilings, six-panel solid wood doors, crown moldings, and inlaid Chocolate Saturnia limestone establish a sense of timeless elegance. The first-floor primary suite is a true retreat, positioned to capture breathtaking water views and finished with hardwood floors. The expansive ensuite features a soaking tub, separate glass-enclosed shower, and generous custom closets. The primary suite is so substantial, it can even accommodate an in-home gym. At the heart of the home, the gourmet kitchen is designed without compromise. Custom Cuisine Laurier cabinetry, Viking and Sub-Zero appliances, dual dishwashers, Insta-Hot water, prep sink, walk-in and butler's pantries, and a dedicated wine area with Marvel cooler and Scotsman icemaker make entertaining effortless. Living spaces unfold with purpose: a formal living room anchored by a gas fireplace with limestone surround and Enkeboll carvings, a theatre room, game room with wet bar, dedicated office, craft room, and upstairs bedroom suites with custom shelving and window seats. Then there is the waterfront-unmistakable and breathtaking. Majestic live oaks frame panoramic Broad Creek views, while a custom saltwater pool and spa appear to float at river level. A covered outdoor sanctuary with a Savannah brick gas fireplace invites year-round enjoyment. For boating enthusiasts, the property stands apart. A private deep-water dock and dock house-with electricity, water, fish-cleaning station, ceiling fans, and additional floating dock-offers immediate access to the creek and beyond. The perfect spot to watch the Summertime fireworks. A new 150-foot seawall secures the shoreline. Additional highlights include a three-car garage with epoxy floors, workshop and storage, central vacuum systems, reverse-osmosis water filtration, multiple HVAC systems, and museum-quality lighting. Optional membership to the Jack Nicklaus Signature Golf Club at Indigo Run completes the lifestyle.47 River Club Drive is a legacy property.

47 River Club Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$7,650,000
5 Beds ⋅ 7 Baths ⋅ 5,617 SqFt. ⋅ HILTONHEAD-504571 MLS
Classic oceanfront Sea Pines home at 35 Ruddy Turnstone, built by renowned Johnson Delaney Builders and thoughtfully designed by Peter Brower architect, this timeless home reflects the charm and craftsmanship of two Sea Pines legends. Note the high quality building features throughout this home such as wide stairways, high ceilings, pocket doors and all solid core doors. Full of the charm and character Sea Pines is known for, this home offers easy, comfortable coastal living with a screen porch, generous outdoor space with a pool, spa and large decking overlooking the ocean. Primary Suite with His and Her baths, Office, Eat-in-Kitchen, Living Room and Screen porch located on Second Floor allowing for awesome elevated views of pool, dunes and ocean. First floor with large welcoming foyer leading to family room with fireplace, built in book shelves, built in beverage cooler and bar sink. Three guest rooms are conveniently located on first floor, one of which opens out to the pool and ocean. You will find a fourth guest room, laundry room and an elevator stop on the mid level along with two large walk in storage closets. An elevator serves all three levels, making the home easy to enjoy for everyone. Lovingly designed and built as custom home for original owners and used only as a second home for the first 34 years. Introduced to rental market in 2025. As new oceanfront homes continue to sell in double digits, this property stands out as a chance to own and enjoy a classic Sea Pines ocean front home - full of character and ready for your vision over time.

35 Ruddy Turnstone Road, Hilton Head Island

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

$5,350,000
6 Beds ⋅ 7 Baths ⋅ 5,516 SqFt. ⋅ HILTONHEAD-504267 MLS
A 2020 custom-built luxury home just seven rows from the beach, offering exceptional privacy and golf views overlooking the 14th green of the Atlantic Dunes course in Sea Pines. Located on a quiet cul-de-sac street and centrally positioned near the Beach Club, South Beach, and Harbour Town, this home is thoughtfully designed with custom millwork, coffered ceilings, and impeccable attention to detail throughout. The residence welcomes you with a brick-arched foyer and refined main living spaces, including a living room with custom built-ins and a gas fireplace. The chef's kitchen features an oversized island ideal for entertaining, premium appliances, and a fully equipped scullery. The first-floor primary suite offers a spa-like bath with soaking tub, oversized walk-in shower, dual vanities, and a custom walk-in closet. A main-level office with a full bath and closet offers flexible use for guests or additional living space. Upstairs includes four en-suite bedrooms, one of which functions as a second primary suite, along with a spacious loft with wet-bar that doubles as a media room, and a flex space ideal for a gym or additional office. Outdoor living is a standout, with a covered porch featuring automatic screens, a gas fireplace, and a built-in grilling station. Expansive decks surround a heated and cooled saltwater infinity-edge pool with travertine decking, complemented by a fire pit and outdoor shower-all set against a private golf course backdrop. Enhanced by extensive smart-home technology, including whole-home audio, lighting and shade control, security, multi-zone HVAC, and automated pool systems. A three-car garage completes this private luxury offering, conveniently located near the beach, golf, and Sea Pines amenities.

12 Jessamine Place, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate. Selling Office: Howard Hanna Allen Tate Lowcountry.

$2,200,000
6 Beds ⋅ 6 Baths ⋅ 4,028 SqFt. ⋅ HILTONHEAD-503741 MLS
Just steps to the #1 beach in the U.S., this fully furnished, turn-key 6BD/5.5BA coastal home offers exceptional flexibility as a high-performing rental, second home, or primary residence. Offering over 4,000 sq ft of heated/cooled space plus 2,000+ sq ft of outdoor living, the home comfortably accommodates up to 16 guests. Features include two main-level bedroom suites, hardwood floors throughout, custom cabinetry, elevator to all floors, and a refinished kitchen. Recent updates include fresh interior and exterior paint, updated ductwork, and brand-new roof, decking, and elevator. Outdoor living is designed for entertaining with a private pool and spa, fenced turf yard, BBQ station, and covered gathering area. The oversized garage offers multiple storage closets, parking for multiple vehicles, and a game room with ping pong, foosball, and darts-ideal for rental appeal. Located next to Chaplin Park, Hilton Head Island's largest public park, with access to tennis courts, basketball, trails, dog park, and beach access. Walk to Marriott's Surf Watch and the Sea Salts poolside bar and grill. Built in 2007 and thoughtfully maintained, this property is positioned to compete at the top of Hilton Head's vacation rental market while offering an outstanding island lifestyle.

4 Surf Watch Way, Hilton Head Island

Listing courtesy of Coldwell Banker Access Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$3,700,000
4 Beds ⋅ 5 Baths ⋅ 4,321 SqFt. ⋅ HILTONHEAD-504502 MLS
Set on one of the most coveted waterfront streets in Sea Pines, 63 Baynard Park offers sweeping marsh and Calibogue Sound views on over half an acre. The four-bedroom, four-and-a-half-bath home features vaulted ceilings, multiple fireplaces, built-ins, a wet bar, and expansive living spaces designed for entertaining. Outdoor highlights include a private dock, pool, oversized screened porch, and lush landscaping. Ideally located near the golf, marina, dining, and shops of Harbour Town, this property presents a rare opportunity to personalize a premier Lowcountry retreat.

63 Baynard Park Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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