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9 Brown Pelican Road, Hilton Head Island
$14,234,500
6 Beds ⋅ 9 Baths ⋅ 7,000 SqFt. ⋅ HILTONHEAD-450301 MLS
The most sensational & remarkable home is under construction! Brand New masterpiece in World-Class Sea Pines Resort. Magnificent Oceanfront parcel, in the sought after South Beach Area. Finest finishes, trim, accessories, appliances, cabinets, flooring & fixtures. In addition to 6 ensuite bedrooms (3 master suites) there's an office, a sitting/wine tasting room, Butler's Pantry, huge 2nd floor recreation room w/wetbar opens up to a sprawling upper deck. Amazing pool, spa & outdoor areas. Main floor Master Suite suitable for Royalty; steam shower, free standing tub, double entry curb-less shower. Under parking for up to 8 vehicles. Elevator. Please see the extensive description in documents.

9 Brown Pelican Road, Hilton Head Island

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

9 Man O War, Hilton Head Island
$7,850,000
7 Beds ⋅ 8 Baths ⋅ 5,800 SqFt. ⋅ HILTONHEAD-511151 MLS
Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Man O War presents a rare opportunity to own an exceptional beachfront home. Built by Cambridge Building Inc. with interiors by Mike Ruegamer of Group III, this thoughtfully designed residence blends timeless coastal elegance with outstanding craftsmanship. Cherished by its original owners and never offered as a rental, the home features 7 bedrooms, 6 full & 2 half bathrooms, and an upside-down floor plan that maximizes breathtaking Atlantic Ocean views. Wake up to spectacular sunrises and unwind with stunning sunsets from the private deck off the primary suite. Distinctive custom details include a hand-crafted stair railing built onsite by Savannah artisans, doorless walk-in showers, hand-applied knockdown finishes with rounded corners, and a custom-engineered driveway designed for effortless access. A secluded beach path leads directly to the shoreline, while the oceanfront pool, an amenity that could not be built in the same location under today's regulations, makes this property even more extraordinary. Combining an irreplaceable oceanfront setting, exceptional design, and meticulous care, 9 Man O War offers a rare opportunity to own one of Hilton Head Island's truly distinctive beachfront homes.

9 Man O War, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Dunes Real Estate.

59 N Calibogue Cay Road, Hilton Head Island
$7,800,000
5 Beds ⋅ 6 Baths ⋅ 5,580 SqFt. ⋅ HILTONHEAD-508090 MLS
Quite simply, one of the finest homes to come on the market in Sea Pines in many years. This luxury custom home, completed in 2022 by Esposito Builders and masterfully designed by architect Terry Rosser, is set along the highly coveted Calibogue Cay, an address reserved for a select few. Sweeping marsh vistas and extraordinary sunsets create a setting that is both serene and unforgettable. Dramatic 20+ ft ceilings span the living room, kitchen, and breakfast nook, filling the space with natural light and drawing your eye straight to the marsh beyond. The kitchen is beautifully executed and opens to a refined entertaining space with a wet bar, glass-front cabinetry, and a well-appointed butler's pantry. Just off the main living area, the screened porch with fireplace offers a comfortable, private retreat you will enjoy year round. The outdoor setting is equally impressive. A generous saltwater pool, private dock, and boat lift are perfectly positioned to capture long marsh views and remarkable sunsets. The primary suite is a true retreat, with expansive his-and-her walk-in closets, separate vanities, and a convenient Primary Laundry Room. Five bedrooms, along with a private executive office overlooking the marsh and sound, provide both scale and flexibility. Additional features include a 3-stop elevator, whole-house generator, and an oversized 2+ car garage with climate-controlled storage. Opportunities like this are few and far between. This is Calibogue Cay at its absolute best.

59 N Calibogue Cay Road, Hilton Head Island

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

15 Man O War, Hilton Head Island
$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.

80 Bridgetown Ln, Hilton Head Island
$7,377,000
8 Beds ⋅ 15 Baths ⋅ 18,056 SqFt. ⋅ HILTONHEAD-452855 MLS
This architectural masterpiece spans two waterfront lots and features a primary residence and guest home. The estate offers eight bedrooms, eleven full baths, and four half baths. Exceptional amenities include a grand foyer, a great room with coffered ceilings, a gourmet kitchen, a movie theater, a bowling alley, a media room, and a wine cellar. Additional highlights include an elevator, extensive millwork, an outdoor kitchen, pool, hot tub, Koi pond, piers, five fireplaces, a seven-car garage, and a spa area. This one-of-a-kind property does not exist anywhere else! Enjoy all that Wexford has to offer along with the luxury of 80 Bridgetown!

80 Bridgetown Ln, Hilton Head Island

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

21 Belted Kingfisher, Hilton Head Island
$7,000,000
4 Beds ⋅ 4 Baths ⋅ 5,194 SqFt. ⋅ HILTONHEAD-506820 MLS
Rare oсeanfront lаnd. Εxсерtiοnаl privacy. Substаntiаl construction. Irreplaceable location. Immediate enjoyment with unlimited future potential.Set on just over one-half acre near South Beach in Sea Pines, this one-owner oceanfront residence offers 5,000 square feet of thoughtfully designed living space, direct beach access and a private heated pool.The flexible floor plan features four bedrooms, including two arranged as a connected two-room suite-ideal for children, extended family, guests, a nursery or a private sitting room. Additional spaces include three-and-one-half baths, a dedicated office, media room, craft room, two fireplaces and an expansive primary suite with a private ocean-facing terrace.High ceilings, generous room proportions and abundant natural light provide an impressive foundation for creating a sophisticated coastal retreat with an easy walk to the Salty Dog, pickleball and all South Beach has to offer! Enjoy the home immediately while personalizing it over time, or use it as your oceanfront residence while planning a future custom estate.Privately positioned along Hilton Head Island's most desirable stretches of coastline, this property offers a substantial, well-maintained home, private pool and direct beach access to enjoy from day one-along with the land, location and flexibility to create your own long-term vision.A rare opportunity to own a significant oceanfront property where immediate enjoyment and extraordinary future potential come together.

21 Belted Kingfisher, Hilton Head Island

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

5 Marsh Drive, Hilton Head Island
$6,850,000
4 Beds ⋅ 5 Baths ⋅ 5,017 SqFt. ⋅ HILTONHEAD-510196 MLS
Welcome to 5 Marsh Drive - a private coastal sanctuary where craftsmanship meets sweeping Calibogue Sound views. Set on an oversized lot with 275 feet of breathtaking water frontage, this 4BR/4.5BA custom home overlooks the 17th green and down the 18th tee and fairway of Harbour Town Golf Links. Guests are welcomed by glowing gas lanterns and a gracious entry that opens to nearly 18-foot living room ceilings, extra-wide hallways, and exquisite crown moldings throughout. Designed for elegance, ease and comfort, the home features a 3-stop elevator, 3-car garage, and a handicap-accessible guest suite above the garage. The primary suite is a true retreat, highlighted by a dream-worthy, movie-set caliber closet - thoughtfully designed, beautifully finished, and as functional as it is stunning. Outdoor living is nothing short of spectacular - a heated saltwater infinity pool, fire pit, and a fully equipped outdoor kitchen with a remote-controlled screen enclosure for year-round enjoyment. To the side, a large private garden unfolds with winding pebble pathways beneath majestic live oaks and natural Lowcountry vegetation - your own secluded oasis. This home was built with love. With panoramic views, timeless architecture, and unmatched privacy, this is a rare offering that truly does not come along often.

5 Marsh Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Greenplate Group Brokered by eXp Realty.

16 Planters Row, Hilton Head Island
$6,800,000
5 Beds ⋅ 6 Baths ⋅ 4,622 SqFt. ⋅ HILTONHEAD-503236 MLS
Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This impeccably crafted 5-bedroom, 5.5-bath residence offers breathtaking panoramic Atlantic views and sophisticated coastal living at its finest. Built in 2010 and meticulously maintained, this home blends timeless architecture with modern elegance and exceptional construction quality. A grand foyer and soaring ceilings welcome you into open, light-filled living spaces designed to capture the beauty of the shoreline from nearly every room. Walls of glass frame sweeping ocean vistas, while refined interior finishes include custom millwork, stone and wood flooring, and luxurious designer details throughout. The chef's kitchen features premium appliances, a generous island, and seamless flow into multiple dining and gathering areas-ideal for both intimate living and entertaining. The primary suite is a serene retreat with stunning views, a spa-inspired bathroom, and ample closet space. Each guest suite offers privacy and comfort, with ensuite baths and refined appointments. Step outside to your private beachfront oasis, complete with an oceanside pool and spa, expansive terraces, outdoor living areas, and direct access to Hilton Head's pristine shoreline. Enjoy sunsets, sea breezes, and the tranquil sound of waves from beautifully designed outdoor spaces. This home has been thoughtfully updated and enhanced with a new 30-year roof installed in 2023, two tankless water heaters, HomeTeam in-wall pest control system, DogWatch invisible fencing, a home security system, multiple new HVAC systems, upgraded lighting, custom living room cabinetry, extended oceanside patio, refinished exterior surfaces, new mini-split in the finished garage room, new appliances, and numerous additional improvements completed between 2018-2025. Additional features include an elevator, multiple living and media spaces, an oversized 4-car garage, impact-rated windows, and exceptional storage throughout. Located on one of Port Royal's most sought-after oceanfront streets, this residence offers the rare combination of luxury, privacy, and direct beach access within a secure, gated oceanfront community. A true coastal masterpiece-crafted for those seeking exceptional oceanfront living on Hilton Head Island.

16 Planters Row, Hilton Head Island

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

16 Oyster Shell Lane, Hilton Head Island
$5,500,000
5 Beds ⋅ 7 Baths ⋅ 9,287 SqFt. ⋅ HILTONHEAD-452750 MLS
Stately, Sound front home with Ocean views. 199 ft of Waterfront. Water views from every room to include Ocean, Sound, Lagoon and #6 Oyster Reef Golf green. The home boasts man-made and natural elements that make it Dazzle. Designed for Cooking and Entertaining with large open concept spaces surrounded by glass. Well designed Chefs Kitchen to include Sub zero refrigerators, Wolf cooktop and Miele appliances. Formal living spaces include Cypress ceilings, Rosewood inlays, White Oak flooring, Teak inlays and 2-story Stone and Copper clad Fireplace. Expansive Resort style Pool with Spa, Wading area, new decking and Pool House. 4 Car Garage with quiet lift door mechanisms. Glass door Elevator, Wine Room, Den, Game & Theater rooms.

16 Oyster Shell Lane, Hilton Head Island

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

11 N Calibogue Cay Road, Hilton Head Island
$5,480,000
5 Beds ⋅ 7 Baths ⋅ 6,473 SqFt. ⋅ HILTONHEAD-441743 MLS
This spectacular 5-bedroom, 5.5-bathroom waterfront home offers unparalleled, deep water views of the Calibogue Sound, situated in the highly coveted location of Calibogue Cay within Sea Pines. Boasting 100 feet of private waterfront and built by Cambridge Builders in 2010, the home showcases exquisite craftsmanship and attention to detail, making it a premier choice for those seeking the epitome of luxury living.

11 N Calibogue Cay Road, Hilton Head Island

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

12 Jessamine Place, Hilton Head Island
$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.

17 Marsh Drive, Hilton Head Island
$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.

116 Mooring Buoy, Hilton Head Island
$5,150,000
5 Beds ⋅ 7 Baths ⋅ 4,803 SqFt. ⋅ HILTONHEAD-502192 MLS
Luxury Coastal Living in Palmetto Dunes. This exceptional newly built residence (2025) truly has it all-just three rows from the beach in the coveted Palmetto Dunes community. Thoughtfully designed and masterfully crafted, this home offers 5 spacious bedrooms, 6.5 baths, a 4-car garage, and a private pool and spa surrounded by an inviting outdoor living area and kitchen-perfect for entertaining or relaxing in style. Inside, the chef's kitchen impresses with two expansive islands, Thermador appliances, dual sinks, and designer finishes that blend sophistication with functionality. From the front porch, enjoy a peek of the ocean and the gentle coastal breeze that defines island living. Each bedroom features its own private ensuite bath, including two luxurious primary suites offering comfort and privacy for both owners and guests. A dedicated office, ample storage space on the lower level, and a three-stop elevator add ease and convenience throughout the home. Additional highlights include a tankless water heater, premium craftsmanship, and pristine condition-never used as a rental. This stunning home is ideal as a primary residence, second home, or luxury rental investment, offering the ultimate blend of elegance, location, and lifestyle.

116 Mooring Buoy, Hilton Head Island

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

8 Belted Kingfisher, Hilton Head Island
$4,300,000
4 Beds ⋅ 5 Baths ⋅ 3,309 SqFt. ⋅ HILTONHEAD-508211 MLS
This stunning home built in 2020 by Palatial Homes and designed by renowned interior designer, Shelley Wilkins has 2 swimming pools, spa, and direct backyard access to the beach path just 5 rows from the Atlantic Ocean. This property delivers exceptional craftmanship, timeless coastal design combined with modern luxury. The open concept great room offers a seamless flow between living, dining, and kitchen. Interior highlights include hardwood flooring throughout the entire home, extensive trim work, soaring ceilings, and Lutron lighting. Enjoy the dream kitchen designed for both entertaining and everyday living. There is luxurious first level owner suite with 3 spacious upper level guest ensuites. The outdoor living is spectacular with an upper level dipping pool/spa, screened porch with automatic screens, and a lower level impressive pool. The current owners added heated/cooled lower-level rooms by the garage creating a mud room, plentiful storage, a pool bath, and a game room. Used only as a second home, this property would make the perfect primary residence or an outstanding rental investment opportunity. This is a rare opportunity to own a newer home that truly delivers seamless indoor outdoor living, just moments from the beach, while offering the privacy and elevated amenities of Sea Pines Resort. Designed for gathering and connection, this one of a kind property sets the stage for unforgettable moments with family and friends for years to come.

8 Belted Kingfisher, Hilton Head Island

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

1 Bridgetown Road, Hilton Head Island
$4,200,000
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. Selling Office: Charter One Realty.

34 W Beach Lagoon Road, Hilton Head Island
$4,150,000
4 Beds ⋅ 6 Baths ⋅ 2,872 SqFt. ⋅ HILTONHEAD-450742 MLS
Iconic, 2nd row West Beach Lagoon estate on over 1+ acre - a rare and extraordinary offering in one of Hilton Head Island's most coveted ocean-oriented enclaves! This magnificent coastal property is framed by ancient, moss-draped live oak trees, some over 200 years old, creating an enchanting Lowcountry setting with privacy, beauty, and serenity. From nearly every room in this thoughtfully restored home, enjoy stunning vistas - golf course views to the side and rear, and ocean breezes just steps away across the quiet street. The timeless architecture and charming design details pay homage to Sea Pines' early history, blending the allure of "Old Hilton Head" with the comforts of today, thanks to extensive modern updates that preserve the home's character while enhancing its livability.The grounds are equally impressive, offering a private sanctuary to gather, entertain, and relax. A recently added resort-style pool with surrounding terrace transforms this estate into a personal retreat, creating the feel of your own private resort. Whether enjoying the expansive lawns, meandering among majestic oaks, or strolling just across the street to access nearly five miles of pristine white-sand Atlantic beach, this is island living at its finest.This is a property with many possibilities: ideal as a luxurious primary residence, a serene second home getaway, a lucrative vacation rental or even as a homesite to build their own custom home on. Currently, it enjoys immense popularity as a high-performing short-term rental, grossing approximately $200,000 annually, providing strong income potential for investors seeking both lifestyle and return. Homesites of this caliber, size, and location are nearly impossible to duplicate on Hilton Head Island, making this a rare opportunity for a discerning buyer who values privacy, proximity to the beach, natural beauty, and timeless appeal. A legacy estate in the truest sense - ready to be enjoyed today and cherished for generations to come.

34 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Keller Williams Realty.

154 S Shore Drive Unit 154, Hilton Head Island
$4,115,000
5 Beds ⋅ 5 Baths ⋅ 4,109 SqFt. ⋅ HILTONHEAD-506862 MLS
A rare opportunity to be on the oceanfront in Leamington's exclusive private beach and golf community! This 5 BR, 4.5 BA Townhome at South Shore nestles quietly amidst the palms and Spanish Moss draped trees all in a park-like Lowcountry setting right on the Atlantic Ocean! As you enter the front door you know you've arrived! Beautifully appointed kitchen, dining room and living room with 2-story high ceiling allows for an abundance of natural light into the open-concept layout. Relax in front of the fireplace on a chilly ocean breezy night or sip coffee on the veranda overlooking your own private beautifully landscaped courtyard with your very own private heated pool & spa and only steps to your beach access! A convenient first floor primary suite with a gorgeous newly renovated bathroom! Wainscoting accents the elegant staircase that winds all the way to the third-floor bedroom suite/office and flex space or take your private elevator. The second-floor loft overlooks the massive wall of glass to the ocean and boasts two more spacious bedroom suites! Perfect for family and guest privacy! Interior finishes are all you'd expect & more: extensive moldings throughout, all high ceilings, ceramic tile, and hardwood flooring! Exterior high-end, low maintenance finishes in a Charleston-style Lowcountry architecture. This home comes completely furnished and professionally decorated and is move-in ready! All you need to do is bring your suitcase. And you're perfectly positioned near Shelter Cove Marina, dining, and shopping with easy access to all Palmetto Dunes amenities!

154 S Shore Drive Unit 154, Hilton Head Island

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

10 Wexford Drive, Hilton Head Island
$3,850,000
6 Beds ⋅ 8 Baths ⋅ 5,513 SqFt. ⋅ HILTONHEAD-510828 MLS
Welcome to 10 Wexford Drive, an extraordinary custom-built home completed in 2023, showcasing the very best of luxury living in Wexford. Thoughtfully designed with impeccable attention to detail, this one-of-a-kind residence offers designer finishes, exceptional craftsmanship, and resort-style amenities. Opportunities to own a newly constructed custom masterpiece of this caliber are exceedingly rare. Grand ceilings with custom beams, designer lighting, and stunning architectural elements set the tone for the remarkable spaces that follow. The open-concept floor plan is anchored by a spectacular chef's kitchen featuring 2 oversized islands, top-of-the-line appliances, hidden coffee bar, and tucked wet bar or pantry. The formal living room is warm and inviting, highlighted by a beautiful gas fireplace and access to the outdoor living spaces. The adjoining dining room is anchored by a dramatic wine display wall that is both sophisticated and stunning. The family room with its own statement fireplace opens to an exceptional outdoor retreat, complete with a covered lanai, outdoor kitchen and grill, fireplace, multiple gathering areas, and a spectacular 2-tier pool design featuring an upper pool and spa cascading into a lower pool . Lush landscaping provides privacy, while an outdoor shower completes the resort-inspired setting. The luxurious primary suite features a striking fireplace, direct access to the pool deck, custom walk-in closet, dual water closets, double vanities, oversized shower, and soaking tub. 3 add'l guest suites with generous closets and beautifully appointed private baths are located on the main level, along with a half bath and laundry room. Above the 3-car garage, a dedicated home gym with a half bath and a guest room (currently used as an office) with an ensuite bath offer exceptional flexibility. The 6th bedroom suite is privately positioned on the 2nd floor, creating the perfect retreat for guests. Offering 6 bedrooms with ensuite baths, 2 half baths, private pool, and every luxury imaginable, this remarkable residence delivers an unparalleled lifestyle. Wexford members enjoy a private harbour and marina, Arnold Palmer Signature golf course, tennis, pickleball, croquet, clubhouse dining, fire pit gathering areas, and exciting new enhancements, including the recently opened Harbour Center and newly expanded clubhouse debuting this summer.10 Wexford Drive is more than a home-it's a statement of luxury, lifestyle, and timeless design.

10 Wexford Drive, Hilton Head Island

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

21 N Calibogue Cay Road, Hilton Head Island
$3,750,000
3 Beds ⋅ 3 Baths ⋅ 2,549 SqFt. ⋅ HILTONHEAD-504606 MLS
Located in Sea Pines, this one-level 3 bed 2 1/2 bath waterfront home offers a deep-water dock and a private, oak-framed setting with serene water views. Vaulted, beamed ceilings, warm wood paneling, and hardwood floors create a timeless Lowcountry feel. The home features a built-in wet bar, kitchen with breakfast area, formal dining room with adjacent flex space, and a spacious primary suite with access to outdoor living. Recently remodeled with new Pella doors and expansive windows, the raised Old Savannah brick patio overlooks a lush, manicured lawn. This property sits close to the popular Harbour Town as well as beaches, golf, and leisure trails.

21 N Calibogue Cay Road, Hilton Head Island

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

8 Curlew Road, Hilton Head Island
$3,733,000
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. Selling Office: COAST - Brokered by EXP Realty.

23 Holloman Trace, Hilton Head Island
$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.

167 Sea Pines Drive, Hilton Head Island
$3,600,000
4 Beds ⋅ 5 Baths ⋅ 3,900 SqFt. ⋅ HILTONHEAD-502424 MLS
Welcome to 3,900 square feet of coastal perfection, where every detail has been thoughtfully reimagined for modern living. This 4-bedroom, 4.5-bath showstopper sits in the sweet spot, just three rows back from the beach with the beach path running right behind the property.Completely new redesign with today's open concept in mind, this home flows effortlessly from room to room with top-tier finishes throughout. Two first floor master bedrooms,one with a wet room master bath and two walk-in closets.The second master features an office with fireplace.The custom-built bunk room is perfect for hosting friends and family (or maxing out rental income). Complete interior renovation including all mechanicals . Renovated pool and patio in a backyard that backs directly onto the Atlantic Dunes Golf Course.New siding, roof and hurricane-rated Marvin windows were recently replaced for peace of mind.Grab your bike and you're minutes from Harbour Town, South Beach Marina, Coligny Plaza, plus golf and tennis. This isn't just proximity, this is the Hilton Head lifestyle on tap.Whether it's your primary residence, vacation escape, or investment property, this home delivers on all three. The beach is calling, answer it.

167 Sea Pines Drive, Hilton Head Island

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

17 Duck Hawk Road, Hilton Head Island
$3,589,000
6 Beds ⋅ 7 Baths ⋅ 4,097 SqFt. ⋅ HILTONHEAD-507996 MLS
This elegant Sea Pines oceanside (3rd row) home has it all! With 6 bedrooms, and 6 1/2 baths, open living spaces, high end finishes, great bedroom separation, screened porches and pool, this never rented property is a quick walk to the best and uncrowded beach in the Sea Pines Resort. Situated close to the Ocean Gate, restaurants, amenities and magnificent golf at the Plantation Club, this spacious home could be a full, part-time residence or investment property.

17 Duck Hawk Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: EXP Realty LLC.

1 Cedar Lane, Hilton Head Island
$3,500,000
5 Beds ⋅ 7 Baths ⋅ 6,377 SqFt. ⋅ HILTONHEAD-454271 MLS
1 Cedar Lane is a rare offering-a true deep-water estate with short private dock, protected and enduring long-range views, and a level of construction quality that is increasingly difficult to replicate, and impossible at the offering price. Set on 1.2 acres on secluded Cedar Island within Moss Creek, the property offers direct, easy access to open water, a separate two-bedroom guest cottage, and a layout designed for both privacy and gathering, creating a true coastal compound. The main residence features three bedrooms, including a private guest suite on the main level and primary and guest suites above, along with an elevator for ease of access throughout. Built by Genesis Construction, the home reflects exceptional design and craftsmanship, recognized with the coveted Lighthouse Judges' Choice Award the year it was completed. Interior spaces are anchored by timber-frame trusses, wide-plank flooring, and a fireside keeping room that opens to the kitchen, creating a natural center of gravity for daily living. Outdoors, the experience is defined by its connection to the water: a saltwater pool and spa, expansive porches, riverfront firepit, and a short private dock that extends your reach beyond the shoreline into gentle, full-time deep water. The protected view corridor ensures lasting privacy and uninterrupted Lowcountry beauty. At $3.95M, this offering represents a compelling opportunity within the deep-water segment, where properties of this scale, quality, and waterfront access are increasingly difficult to find. Moss Creek provides a private, amenity-rich setting with marina, golf, racquet sports, fitness, a beautiful riverfront pool with service, and miles of preserved natural landscape. This is not simply a home. It is a long-term waterfront asset and one of the most extraordinary offerings in the Lowcountry today.

1 Cedar Lane, Hilton Head Island

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

12 Sandhill Crane Road, Hilton Head Island
$3,450,000
5 Beds ⋅ 6 Baths ⋅ 3,592 SqFt. ⋅ HILTONHEAD-507924 MLS
Incredible 4th row 5 bedroom 5 1/2 bath home on the beach walkway on one of the best streets in Sea Pines! Step inside to find a home that feels brand new, featuring all-new designer furnishings that convey effortless coastal elegance. Beautifully private pool and spa area! All bathrooms have recently been professionally remodeled, new hardwood floors upstairs, and kitchen are just a few of the fantastic updates. One bedroom downstairs and 4 additional bedrooms upstairs which includes a bunk room. Enjoy the sun from the huge pool deck and upgraded heated pool in your backyard oasis! With a demonstrated track record of over $200,000 in rental income in 2021 and over $175,000 in 2022 (even with heavy owner usage), the investment potential is undeniable. Since 2023, it has been meticulously maintained as a private second home, ensuring it is in pristine condition for its next owner.

12 Sandhill Crane Road, Hilton Head Island

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

50 N Calibogue Cay Road, Hilton Head Island
$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.

34 Spanish Pointe Drive, Hilton Head Island
$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.

41 Ocean Lane Unit 6309, Hilton Head Island
$3,150,000
3 Beds ⋅ 3 Baths ⋅ 2,130 SqFt. ⋅ HILTONHEAD-511162 MLS
Experience luxury oceanfront living in this stunning 3 BR | 3 BA oceanfront Hampton Place point unit in Leamington, offering breathtaking panoramic views from every room. Beautifully designer-inspired furnishings in sophisticated coastal tones, this exceptional residence features a spacious open floor plan, premium finishes, and an expansive wraparound balcony designed to capture spectacular sunrises and endless ocean vistas! Floor-to-ceiling windows fill the home with natural light, while the gourmet kitchen showcases quartz countertops, granite accents, and bar seating. The luxurious primary suite offers a private oceanfront balcony and a spa-inspired bath. New HVAC: 2022 & Water Heater: 2023. Fabulous amenities include an on-site fitness center, children and adult pools, spa & grill area, and direct beach access. Just a short walk or bike ride to all the amenities in Palmetto Dunes and on to the Shelter Cove area. With very few oceanfront condominiums currently available, this is a rare find. The ultimate in luxury oceanfront condo living!

41 Ocean Lane Unit 6309, Hilton Head Island

Listing courtesy of Schembra Real Estate Group. Selling Office: Dunes Real Estate.

10 Herring Gull Lane, Hilton Head Island
$3,150,000
4 Beds ⋅ 5 Baths ⋅ 3,771 SqFt. ⋅ HILTONHEAD-509821 MLS
Deep water views of the Port Royal Sound at 10 Herring Gull in Hilton Head Plantation! Completely updated and offered in turnkey condition, this stunning one-level home showcases high-quality finishes and upgrades throughout. Enjoy breathtaking water views from nearly every room, a private pool and courtyard, and a thoughtfully designed floor plan perfect for everyday living or a lock-and-leave lifestyle. Featuring a gorgeous chef's kitchen, stylishly renovated bathrooms, and exceptional attention to detail throughout, this is a rare opportunity to own a beautifully updated home in one of Hilton Head Island's most sought-after communities. More photos and details coming soon!

10 Herring Gull Lane, Hilton Head Island

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

28 Ruddy Turnstone Road, Hilton Head Island
$3,100,000
4 Beds ⋅ 5 Baths ⋅ 2,901 SqFt. ⋅ HILTONHEAD-508168 MLS
Renovated 3rd row home with private pool

28 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Sea Pines Real Estate South Beach.

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