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$4,300,000
4 Beds 5 Baths 7,324 SqFt. HILTONHEAD-509253 MLS
Custom waterfront estate in the prestigious gated community of Windmill Harbour, home of the South Carolina Yacht Club, offering an exceptional Lowcountry boating lifestyle. Situated on 2 harbor-front lots with 2 private 70' boat slips, this custom residence was designed for luxury living and entertaining. Expansive open spaces, soaring ceilings, fireplaces, and multiple balconies capture stunning water views throughout. The main level features the primary suite, private office, formal dining room, spacious living areas, and a chef's kitchen with premium appliances. The 4th bedroom above the 3-car garage offers flexible use as a guest suite, media room, exercise space, or mother-in-law suite. Room for a custom pool and outdoor kitchen. Convenient to Bluffton, Savannah, golf, dining, and beaches.

34 Sparwheel Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,175,000
4 Beds 4 Baths 2,600 SqFt. HILTONHEAD-509808 MLS
Experience breathtaking sunsets, panoramic marsh and deepwater views, and exceptional outdoor living from this one-of-a-kind custom home in Ashton Cove, an exclusive gated community of just 88 homes on Hilton Head's desirable South End. Ideally located near the beach, Cross Island Parkway, golf, parks, shopping, dining, and miles of leisure trails, this hidden gem offers the perfect blend of privacy, convenience, and coastal living.Designed to maximize spectacular views of Broad Creek, Calibogue Sound, and the ever-changing marsh landscape, this custom residence features 4 bedrooms, 3.5 baths, and quality finishes throughout. Outdoor living takes center stage with four covered porches and decks, including three expansive rear decks overlooking the marsh and water. Enjoy outdoor televisions, firepit gathering areas, and a top-level covered deck featuring a vaulted tongue-and-groove ceiling, outdoor bar, and spiral staircase. Whether enjoying morning coffee, entertaining guests, or taking in unforgettable Lowcountry sunsets, every space showcases the beauty of the surrounding landscape.The ground level offers a climate-controlled two-car garage, spacious recreation/game room with custom bar, flexible office or fitness room, abundant storage, and half bath. Outside, a covered tiled patio, custom paver gathering area, and wood-burning firepit sit directly along the marsh.The main living level features an open-concept design with heart pine flooring, abundant natural light, and stunning views. The updated kitchen includes quartz countertops, refinished cabinetry, center island cooktop, and pendant lighting. The family room offers custom built-ins, a gas fireplace, and access to a covered porch overlooking the water. A guest bedroom and full bath complete this level.Upstairs, the primary suite features vaulted ceilings, dual closets, private deck access, and an updated bath with custom tile, walk-in shower, and double vanity. Two additional bedrooms share a beautifully updated hall bath, while a dedicated office provides an ideal work-from-home space with inspiring views. A laundry room completes the level.Recent improvements include exterior painting, new aluminum railings, composite decking, and updated exterior pavers. Ashton Cove amenities include a pool, tennis courts, pickleball courts, playground, and beautifully maintained grounds.A rare opportunity to enjoy some of Hilton Head's most captivating marsh and water views in a truly exceptional custom home.

22 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$9,375,000
5 Beds 6 Baths 5,837 SqFt. HILTONHEAD-510013 MLS
Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$6,500,000
5 Beds 7 Baths 6,000 SqFt. HILTONHEAD-509318 MLS
An "architectural exhale." That's how 12 Brams Point has been described, and we couldn't agree more. Rarer than you might think, this is one of Hilton Head Island's true deep-water residential parcels, sitting in direct relationship with the Calibogue Sound and the Intracoastal Waterway - one of the island's most coveted boating corridors. Equal parts understated and elegant, this exquisite home blends traditional and mid-century modern elements with abundant light and gallery walls, creating a stunning harmony of ease, comfort, and flow. Set deep within 1.5 acres and surrounded by an abundant and well-established landscape design, the sense of privacy is immediate and complete, all within the quietly exclusive enclave of Spanish Wells. Originally designed under the exacting eye of a world-renowned transplant surgeon, every detail is purposeful: the movement is open, flowing, connected yet comfortably private, with no important element overlooked. Each of the five gracious bedroom suites offers its own lush, utterly private views of either sparkling water or verdant gardens (and one of which would be especially well-suited to becoming the perfect studio or wellness space). Then there's the outdoor living... something else entirely. A fully screened outdoor great room and dining space with fireplace, full kitchen, full bath, and bar counter creates the perfect year-round entertaining area. The pool is a showstopper: clear blue water shimmers across a Havana deck before spilling over an infinity edge into a dedicated lap pool below. A heated spa, outdoor shower (one of two), and pollinator-friendly greenery complete the picture, all set against the expansive backdrop of the ICW. A dock permit is already in hand should you want one. If you prefer the unobstructed view as the previous owners did, our nearby marinas offer excellent options. Geothermal HVAC (all-new 2023), a layout fit for an art collector, world-renowned deep water, and a coveted sunset exposure... 12 Brams truly has it all.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$2,790,000
5 Beds 7 Baths 5,128 SqFt. HILTONHEAD-509576 MLS
Experience the pinnacle of coastal luxury in this private, stunning Bradley Beach residence. Unmatched value this close to this beach. Elevator for each floor, new game room addition. Newly painted interior and new premium carpet in bedrooms. Offering 5 oversized bedrooms, 5 full baths, and 2 half baths just steps from the ocean. The heart of the home is an exceptional, newly renovated chef's kitchen: Featuring double islands, premium stainless-steel appliances, a striking counter-height centerpiece, and elegant white quartzite countertops, all complemented by custom cabinetry and abundant workspace, reverse osmosis alkaline filtered water to sink and refrigerator. The open-concept living area flows seamlessly to the outdoor oasis, creating the perfect indoor-outdoor lifestyle. Step outside to your private retreat-a beautifully enclosed lanai with a fully equipped outdoor kitchen, including a Viking professional vent hood and AOG gas grill. The new saltwater pool and spa area have been meticulously upgraded with new tile and plaster, along with a completely resurfaced pool deck. Enjoy a screened-in patio, outdoor bar, and multiple gathering spaces ideal for relaxing or entertaining. Take in the ocean breeze from 5 separate balconies. Additional highlights include a dedicated dining area, game room with foosball, ping-pong, basketball, and video games, as well as thoughtful upgrades throughout. Recent enhancements include poly-aspartic-coated garage and porch floors, square panel LED lighting, dimmable switches, automatic stairwell and pantry lighting, a full alarm system, central vacuum, two garage bays provide ample storage and convenience. Home has approximately 1000 sq feet of locked owner storage and workshop areas, not included in sq footage. Whether you're seeking a primary residence, vacation retreat, or high performing rental investment, this exceptional property delivers unmatched coastal living in one of Hilton Head's most desirable locations. 3-sided privacy.

7 Abalone Lane, Hilton Head Island

Listing courtesy of Woodforest Realty LLC.

$920,000
3 Beds 2 Baths 1,676 SqFt. HILTONHEAD-509387 MLS
Welcome to your slice of Hilton Head Island Low Country paradise. This villa is nestled within the serene Hilton Head Plantation on Skull Creek on the north end of Hilton Head Island at Mariner's Point. It offers an exceptional opportunity to own a beautifully situated 3 bedroom 2 bath 1800 sq ft villa just steps away from the water's edge and nightly breathtaking sunset views. This immaculately kept villa boasts a recent remodel offering an open floor concept with a beautiful kitchen and living area with custom built-in features throughout. The designer inspired kitchen features a large island, quartz countertops, subway tile backsplash with a stove pot filler, custom vent hood with floating wood shelves, as well as a custom wine tree built over the coffee bar area with a wine cooler beneath. New wood flooring throughout brings warmth throughout the space and ease of care. Generously sized bedrooms offer peaceful retreats, with the large primary suite opening to stunning waterfront views. The primary suite closet has also been upgraded to offer generous space and storage. This highly sought-after location is a first-floor end unit featuring beautiful plantation shutters throughout which gives way to million-dollar waterfront views of Skull Creek and the intercoastal waterway. The villa is located just steps away from Skull Creek Marina, Freedom Boat Club, and directly across the street from Country Club of Hilton Head and just a short bike ride to your favorite restaurants on Skull Creek(Hudson's, Boathouse, Dockside, Benny's Coastal Kitchen). Mariner's Point has its own private pool(pictured in photos) and tennis court. Explore the top amenities available to all residents of Hilton Head Plantation including multiple golf courses, Dolphin Head Recreation Center and the NEW Pine Island Beach, Spring Lake tennis center and community pool with a lazy river, and miles of leisure biking and walking trails. Discover what makes Hilton Head Island and this villa one of the most desirable places to live.

73 Skull Creek Drive Unit 118, Hilton Head Island

Listing courtesy of I Save Realty.

$589,999
3 Beds 2 Baths 1,829 SqFt. HILTONHEAD-509111 MLS
Tucked away on a quiet cul-de-sac within the charming Squiresgate community on Hilton Head Island, this beautifully renovated 3-bedroom, 2-bathroom coastal bungalow offers the perfect blend of comfort, style, and convenience. Set on a generous .34-acre corner lot, the home welcomes you with a bright, open living space filled with natural light, flowing effortlessly into a warm and inviting family room overlooking a private, fenced backyard framed by lush, mature tropical landscaping. Thoughtfully updated throughout, recent improvements include a fully renovated kitchen and bathrooms, new flooring, interior paint, custom built-ins, doors, lighting, and fixtures-creating a fresh, modern feel with a relaxed boho-inspired aesthetic.Designed for both everyday living and entertaining, the main living areas transition seamlessly to an expansive patio, offering an ideal outdoor retreat with ample space for dining, lounging, or future enhancements such as a screened porch, outdoor kitchen and pool. Additional highlights include a 2-car garage, expanded parking pad with room for a boat or small trailer, and extra storage for recreational vehicles. Located in a golf cart-friendly neighborhood with low POA fees and minimal restrictions, Squiresgate is one of the island's hidden gems-just moments from waterfront dining along Skull Creek, local restaurants, public schools, and easy access on and off the island. Residents also have the option to join the nearby Country Club of Hilton Head, offering premier golf, tennis, pool, fitness, and spa amenities. This inviting home delivers a rare opportunity to enjoy relaxed coastal living in a peaceful, well-connected setting.

20 Kings Court, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$465,000
2 Beds 3 Baths 1,285 SqFt. HILTONHEAD-509067 MLS
Wake up to breathtaking Broad Creek views and experience the best of Hilton Head's waterfront lifestyle. Perfectly positioned in Anchorage Point, this 2-bedroom, 2.5-bath villa offers 1,285 square feet of living space with panoramic water views from multiple private balconies. Whether you're enjoying your morning coffee, watching boats cruise by, or ending the day with a Lowcountry sunset, this is the kind of setting buyers wait for. Inside, you'll find two spacious en-suite bedrooms, an inviting living area with a fireplace, fresh interior paint, renovated primary shower, and a recently replaced HVAC system, providing a solid foundation for your personal updates and design vision. This villa presents an incredible opportunity to customize the interior while investing in one of Hilton Head Island's most desirable waterfront locations. Renovate at your own pace and create the coastal retreat you've always envisioned. Conveniently located on the South End of Hilton Head Island near beaches, world-class golf, dining, shopping, and entertainment, this is your chance to own waterfront property on Hilton Head at an exceptional value. Don't miss the opportunity to make this waterfront retreat your own.

36 Anchorage Point Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

$955,000
3 Beds 2 Baths 1,545 SqFt. HILTONHEAD-508893 MLS
Nestled just steps from the ocean, this charming beach cottage offers the perfect blend of coastal comfort and relaxed seaside living. Three bedrooms and two full baths plus a huge kitchen, breakfast room and light-filled great room. A huge laundry room/mud room is great for extra storage. A one-car carport keeps your car out of the sun. The massive backyard is fenced and has an oversized deck with a hot tub, a sandy area great for your hammock, and a storage shed. The impressive live oak tree welcomes you as you drive up. With sunlit interiors, breezy open spaces, and thoughtfully curated décor inspired by the ocean, the cottage creates a warm and inviting weekend getaway or permanent beach home. Spend mornings on the back deck enjoying a cup of coffee, afternoons spent on sandy beaches, and evenings under stunning coastal sunsets. Whether you're seeking a peaceful getaway or a memorable beachside escape, this cottage provides a cozy haven where every day feels like a vacation. Folly Field is a quaint community just a short stroll to Nalas Beach Bar, a short bike ride to Shelter Cove, and all of its fun spots (restaurants, shopping, nightlife, and waterfront activities). This home has been lovingly updated and you will be totally impressed!

8 Azalea Street, Hilton Head Island

Listing courtesy of Charter One Realty.

$419,500
2 Beds 2 Baths 1,359 SqFt. HILTONHEAD-508758 MLS
Located in Mariners Cove Club on Hilton Head Island with direct deep water dock access, this newly renovated 2-bedroom, 1.5-bath residence combines modern upgrades with coastal living. Reconfigured with intention, interior updates include smooth ceilings throughout, new luxury vinyl flooring, complete custom kitchen update, newly painted interior, to name a few. Outdoor living is seamlessly extended into a private fenced backyard complete with new turf, fire pit, hardscape and landscaping upgrades, and more. Community amenities include a marina with boat storage, luxury pickleball and tennis courts, beautifully updated pool, and additional resort-style offerings.

2 William Hilton Parkway Unit 506, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,995,000
3 Beds 3 Baths 2,184 SqFt. HILTONHEAD-508697 MLS
A truly one-of-a-kind offering in Sea Pines, 19 Mizzenmast Court is an exceptionally rare opportunity to own a fully remodeled townhome with sweeping views across the 18th fairway of Harbour Town Golf Links to the Calibogue Sound. Thoughtfully upgraded with high-end finishes throughout and gently used only as a second home, this residence shows like a designer model and delivers a level of quality seldom found in this setting. A welcoming courtyard entry leads to the main level where a light-filled family room opens seamlessly to a covered deck with breathtaking, unobstructed views. The beautifully appointed kitchen and bar area are ideal for both everyday living and entertaining, while a private guest suite with en suite bath completes this level. The lower level is anchored by a luxurious primary suite featuring a spa-inspired bath, expansive custom closet, and a private laundry room. An additional bedroom with full ensuite bath-currently styled as a home office with a built-in Murphy bed-offers flexibility for guests or work-from-home needs. Outdoor living is elevated with three distinct levels of space: a main covered deck designed for soaking in the views, a private lower deck off the primary suite, and a ground-level paver courtyard complete with a hot tub for ultimate relaxation. Throughout the home, thoughtful details abound, including soaring cathedral ceilings, tall windows that frame the scenery, plantation shutters, designer lighting, and rich hardwood floors. Additional highlights include aluminum railings on both front and rear exteriors, a propane fireplace in the family room, and a second fireplace in the primary suite. Fully updated and meticulously maintained, 19 Mizzenmast Court delivers an unparalleled Sea Pines lifestyle with iconic views and exceptional craftsmanship at every turn.

19 Mizzenmast Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,695,000
5 Beds 5 Baths 4,500 SqFt. HILTONHEAD-508204 MLS
Located in the gated community of Moss Creek, this exceptional custom home is set on approximately .84 acres with expansive marsh views, framed by mature live oaks and a sweeping drive that creates a true sense of arrival. Offering approximately 4,500 square feet under air, the home features 4 bedrooms, all en-suite, 4.5 baths, plus a private office and a large exercise room (or bedrooms 5 and 6). The first-floor primary suite is a standout with marsh views, a linear fireplace, and a spa level bath featuring heated floors and a 6'x 9' digital shower with rain head, body sprays, and handhelds. Extensive recent exterior improvements include a new oyster shell and concrete driveway, new front and rear composite decks, aluminum handrails, a new roof, all window sashes replaced, and a full exterior repaint. Outdoor living includes a large, covered deck, pool with sun shelf, outdoor shower, and multiple seating areas overlooking the marsh. Inside, the home reflects a high level of craftsmanship with French oak flooring, Savannah brick, custom millwork, and artisan ironwork. The two-story foyer features a hand forged marsh grass railing with subtle sandpiper detail, setting the tone for the home. A 16 foot sliding glass wall opens the main living area to the rear deck, creating seamless indoor-outdoor flow. The chef's kitchen is equipped with Thermador appliances including two dishwashers and custom cabinetry, opening to the main living area anchored by a substantial brick fireplace with custom built ins and live edge shelving. A separate coffee bar area includes beverage refrigeration, fridge/freezer drawers, and additional storage. Designed for entertaining, the home includes a custom bar with a 130+ bottle wine refrigerator, pellet ice maker, beverage refrigeration, and seating for multiple guests. A separate back pantry and service kitchen features a full size Bosch refrigerator and freezer, an additional dishwasher, large dual basin sink, and exterior access, ideal for hosting or catered events. Additional features include dual staircases, whole home sound system, extensive built ins, custom lighting throughout, and a garage with custom cabinetry, built in shop vac, epoxy floor and endless storage. One of the most thoughtfully designed and highly customized homes in Moss Creek. Property owner is a licensed SC real estate agent.

7 Peninsula Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$289,900
1 Beds 1 Baths 645 SqFt. HILTONHEAD-508044 MLS
Beautiful views of the pool from this fabulous 1BR/1BA elevated first floor unit with convenient elevator access. Relax "Lowcountry Style" on your private extended wrap-around covered balcony/porch (a rare feature in this complex) with ceiling fans. Well maintained, bright and open with a galley-style kitchen overlooking the dining and living areas with ceiling fans and new (Luxury) LVP flooring. The extra large covered balcony can be accessed from the living room, as well as the bedroom! New Quartz countertops, New Sink & Faucet, New Refrigerator and New Washer in Kitchen. Assigned Covered parking spaces for 2 cars (also rare), plus a separate storage unit. Very closely located to the Fitness Center and Palmetto Bay Marina, which features water sports, boating, shops & Restaurants. Low Regime Fee also!

80 Paddle Boat Lane Unit 709, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

$1,150,000
3 Beds 3 Baths 2,008 SqFt. HILTONHEAD-507860 MLS
Well-appointed 3-bedroom, 3-bath Fazio Villa located within Palmetto Dunes Resort, offering an exceptional opportunity for both personal use and rental investment. This desirable end unit features a thoughtfully renovated kitchen with white cabinetry, serving as the heart of the home with an open-concept design, complemented by versatile eat-in, breakfast, and formal dining areas. The spacious living room provides an ideal setting for gathering while a main-level bedroom and full bath enhance functionality and convenience as either a second primary or guest bed. Upstairs, the primary suite includes a walk-in closet and private balcony, while the third bedroom offers an en-suite bath, ensuring privacy for occupants and guests alike. Soft toned luxury vinyl plank enhances the coastal color palette and cleanliness. Outdoor living is highlighted by a generous covered porch with tranquil landscaped and golf course views. Additional features include two assigned parking spaces in front of the villa. This unit has strong short term rental history and continued potential. Offered fully furnished, it is completely turn-key. Widely recognized as one of Hilton Head Island's premier resort communities, Palmetto Dunes Oceanfront Resort spans miles of oceanfront and offers exceptional amenities, including championship golf, a nationally ranked tennis and pickleball center, scenic lagoons, and direct beach access with multiple entry points. Its strong reputation and year-round appeal contribute to consistent vacation rental demand.

25 Carnoustie Road Unit 30, Hilton Head Island

Listing courtesy of Compass Carolinas, LLC.

$319,000
2 Beds 2 Baths 1,072 SqFt. HILTONHEAD-507919 MLS
MOTIVATED SELLER. Welcome to A12 Summer House! This ground level (no stairs) 2 bedroom, 2 bathroom villa features an open concept living area with ideal bedroom separation, while the spacious screened porch extends the living space, overlooking the lagoon & fountain - a peaceful setting, indeed. Recent updates include LVP flooring in the main living area and a walk-in shower in the primary bath. The strategic mid-island location of Summer House provides for timely access across (and off) the Island - Be on the beach in 10 minutes, or be off the Island in 10 minutes...just about anywhere on Hilton Head can be reached within 10 minutes; while the nearby Marinas offer convenient dining, activities and entertainment. Summer House is one of the newer condominium communities on Hilton Head (built in 2001), offering SOLID construction, gorgeous landscaping and upscale amenities (resort style pool with full outdoor kitchen, pool-side cabanas and hot tub; fitness center, clubhouse, ample green space and even a car wash). With no short-term rentals being permitted, Summer House has the feel of a true residential neighborhood, where "you know your neighbors". The "A" building is situated just inside the gates at the front of the community and is directly adjacent to the pool and clubhouse, thus providing a sense of security and social opportunities. With ample storage (both bedrooms have walk-in closets, plus the 4'x8' closet on porch) and a full laundry room, this property is well suited for full-time living, a 2nd home and/or long term investment. The location and fundamentals of this property offer an exceptional value for Hilton Head Island. Is it time to start living the dream? Let it begin at A12 Summer House! MOTIVATED Seller is also offering a $4000 flooring credit for bedrooms.

380 Marshland Road Unit A12, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,095,000
1 Beds 2 Baths 816 SqFt. HILTONHEAD-507877 MLS
Searching for a truly private Sea Pines retreat with unmatched views just steps from Harbour Town? 2065 Deer Island Road offers a rare end-of-the-road setting in the coveted Sea Pines Resort, delivering breathtaking views of the marsh and out to the Calibogue Sound. Tucked away at the end of a quiet road, this unique home is surrounded by nature, where walls of windows flood the home with natural light and frame stunning water and wildlife views from every angle. Thoughtfully updated with luxurious finishes, the home features high-end appliances including a Sub-Zero refrigerator, JennAir range, and Bosch dishwasher and microwave, along with quartz countertops and an open-concept living space designed for relaxed coastal living. Heart pine floors upstairs and bamboo flooring on the lower level add warmth and character, while multiple decks provide the perfect setting to take in unforgettable sunsets over the water. The upstairs level of all Deer Island properties are similar and can be re-configured to accommodate various bedroom and bathroom layouts. This flexible layout lives beautifully as a second home or income-producing rental, offering a peaceful, private escape just a short walk or bike ride to the Harbour Town Lighthouse, the Quarterdeck Restaurant, and the shops, dining, and amenities of Harbour Town. A rare opportunity to own one of the most scenic and private homes in Sea Pines.

2065 Deer Island Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,945,000
5 Beds 7 Baths 6,384 SqFt. HILTONHEAD-507058 MLS
A rare opportunity in Windmill Harbour, 144 Harbour Passage pairs 6,384 square feet of finely crafted living with protected views, elevator access to all floors, and one of the most compelling locations in the community. Positioned along the S.C. Yacht Club, Designed with both Southern elegance and entertaining in mind, the home can function as 7 beds/ 6.5 baths, or 5 beds and 2 ground-floor hobby rooms, ideal for a workshop, art studio, fitness space, private guest suite, or storage. The ground floor includes an oversized 2-car tandem & 1-car garages, a leisure room, utility room, guest suite with ensuite bath, and a patio overlooking the harbour. The main living level features a grand entrance, exquisite wood flooring, superior solid millwork throughout, a chef's kitchen at the center, formal dining room, parlor, office, great room, half bath, and a balcony overlooking the harbour. The third floor offers an oversized owner's suite with 2 walk-in closets & ensuite bath, a kitchenette, laundry room, plus 3 additional bedrooms, each with ensuite baths, and a large balcony overlooking the South Carolina Yacht Club. The fourth floor includes a large family room/movie theatre and 2 additional rooms with a shared bath. Windmill Harbour is one of Hilton Head Island's most distinctive private communities, centered around a protected inland harbour surrounded by impeccable landscaping and a private lock-controlled marina connecting to the Intracoastal Waterway. Known for its Charleston-inspired architecture, private setting, and strong sense of place, the community offers a boating-focused lifestyle that stands apart from the island's more traditional golf-oriented communities. The South Carolina Yacht Club, located within Windmill Harbour, provides an elevated private club experience with dining, tennis, pickleball, fitness, swimming, yachting events, and a vibrant year-round social calendar. This is a rare opportunity to own a substantial harbour-view residence in one of Hilton Head Island's most private and prestigious waterfront enclaves.

144 Harbour Passage, Hilton Head Island

Listing courtesy of Coldwell Banker Access Realty.

$14,995,000
8 Beds 11 Baths 6,756 SqFt. HILTONHEAD-507065 MLS
Ever Dreamed of Owning Your Own Private Island.... Look No Further! Set across approximately 10 acres just off the coast of Hilton Head Island, Buck Island presents a rare opportunity to own a private island estate where seclusion and accessibility exist in perfect balance. Just minutes from the mainland, yet a world apart, this is a setting defined by sweeping marsh views, tidal creeks, and centuries-old live oaks draped in Spanish moss, all complemented by deep water access.Two newly renovated residences anchor the property, both being sold fully furnished and thoughtfully equipped. The main home features five well-appointed bedroom suites, open living spaces, and walls of glass that frame the natural surroundings. A separate guest residence features 3 additional bedrooms and flexible living space for family and guests.Designed for both relaxed living and memorable gatherings, the island offers expansive outdoor spaces including a pool and hot tub overlooking the marsh, multiple decks, and thoughtfully placed areas for entertaining or quiet retreat. A private dock, along with two included boats and a coveted Harbour Town boat slip, provides effortless access to boating and the surrounding waterways.Framed by sweeping marsh views, winding tidal creeks, and centuries-old live oaks draped in Spanish moss, the setting feels both timeless and deeply connected to the natural landscape. Gentle breezes, wide-open skies, and ever-changing water views create a backdrop of serene Lowcountry beauty.Buck Island is not simply a place to own - it is a place to experience, to share, and to pass down. It is where memories are made across generations, where traditions take root, and where life slows just enough to appreciate what truly matters. Whether envisioned as a private family compound, a coastal retreat, or a legacy estate, Buck Island offers something increasingly rare - a sense of place that cannot be recreated, only preserved.

100 Brams Point Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$750,000
1 Beds 2 Baths 862 SqFt. HILTONHEAD-505637 MLS
Experience effortless oceanfront luxury in this impeccable 1 BR, 1.5 BA villa, perfectly positioned in the heart of Palmetto Dunes. This peak of perfection has been fully updated with high-end finishes, including stone tile flooring, plantation shutters, and a suite of "new" essentials: carpet, interior paint, and a smart WiFi thermostat. Sophisticated details - like smooth ceilings, crown moldings, and a custom stone shower - elevate the space. As part of Barrington Court, you'll enjoy a heated pool and spa, private beach access, and the rare convenience of garage parking with a dedicated storage unit. Barrington Court villas are one of Palmetto Dunes most sought-after properties making them an excellent income producing rental property. Offered completely furnished and in turn-key condition.

77 Ocean Lane Unit 117, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$2,099,000
5 Beds 4 Baths 2,700 SqFt. HILTONHEAD-505477 MLS
Pristine finishes and meticulous craftsmanship define this newly renovated Sea Pines home. Thoughtfully redesigned with a second-floor addition, the now five-bedroom, four-bath residence offers refined coastal living with beautifully curated interiors and exceptional outdoor spaces. A resort-style pool and expansive decking with sleek cable railings create a retreat surrounded by a tranquil Lowcountry landscape. Inside, abundant new windows fill the open-concept living spaces with natural light, highlighting the oak flooring and clean architectural lines. The kitchen features quartz countertops, custom soft-close cabinetry, and a full suite of KitchenAid appliances centered around a generous island. The adjoining living and dining areas flow effortlessly to the outdoor living spaces. Each of the four bathrooms has been thoughtfully finished with designer tile, modern fixtures, and spa-inspired details, while the spacious bedrooms provide comfort and flexibility for both family and guests. The primary suite has a beautifully appointed ensuite bath and generous storage. Located within the gates of Sea Pines Resort, this home places you moments from the best of Hilton Head Island living. Miles of shaded bike trails, world-class golf including Harbour Town Golf Links and Atlantic Dunes, the Sea Pines Racquet Club, and the renowned Sea Pines Beach Club are all within easy reach. This property also presents a compelling short-term rental opportunity in one of the island's most sought-after vacation destinations

72 Lawton Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$2,960,000
5 Beds 5 Baths 3,050 SqFt. HILTONHEAD-505522 MLS
Coastal splendor meets modern luxury in this freshly renovated 5 bedroom, 5 bath Palmetto Dunes home. Positioned fourth row ocean, this Low Country style property is a true self contained resort just steps from the southeast's favorite beach. The newly imagined interior boasts family gathering areas framed by ample natural light and beautiful wood flooring, while the expanded chefs kitchen showcases new appliances, quartz counters and ample storage. Guests will delight in the private swimming pool and expansive deck, all with striking views of Palmetto Dunes' saltwater lagoon system and centuries old oaks. The home's new screened porch is the ideal spot to recap the day's activities, all while enjoying cocktails and seafood boils under the night's early stars. Outdoor sports enthusiasts will love the spacious garage featuring a second laundry facility, full bathroom and large flex storage room. The home's newer roof, pex plumbing, home elevator and automated hurricane shutter protection allow for complete piece of mind. Classic styling and modern convenience blend perfectly with the bounty of Palmetto Dunes' resort offerings to create the ideal primary residence, second home or investment property.

153 Mooring Buoy, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$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.

$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.

$1,174,000
3 Beds 4 Baths 2,317 SqFt. HILTONHEAD-504283 MLS
The perfect southern boating base-luxury, elevator equipped, lock and leave living on Hilton Head Island. Stunning 3 bedroom Townhome located in Hilton Head Plantation. Built in 2024, this beautifully designed residence features 3 ensuite bedrooms, 3.5 bathrooms, and a private elevator. The open-concept living and kitchen area is complemented by a screened porch ideal for relaxing or entertaining. The inviting living room showcases a custom floor to ceiling built in, electric fireplace with 3 sided glass and a Samsung Smart TV. The primary suite is conveniently located on the first floor and the laundry area is equipped with newer GE Smart washer & dryer. The 2nd floor offers an open sitting area and 2 additional bedrooms, providing excellent separation and privacy. Additional highlights include a 2 car garage and an adjacent additional 650 square foot flex space with ceramic tile flooring. This climate controlled room features a mini split HVAC system, making it ideal for a home office or studio, along with ample storage. The home is equipped with premium upgrades including a Culligan whole-house water filtration system, built in dehumidifier, smart thermostats, custom window treatments and a monitored security system. Ideally located just a 2 minute walk to the Skull Creek Marina and Country Club of Hilton Head, residents enjoy exceptional amenities including a private sandy beach on Port Royal Sound, a lazy river community pool, 12 tennis courts, bocce courts, pickleball, playgrounds, scenic trails, 2 nature conservancies with boardwalks, beautiful Bluff walking path on the Port Royal Sound and more.

5 Grandview Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$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.

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