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53 N Calibogue Cay Road, Hilton Head Island
$5,700,000
5 Beds ⋅ 5 Baths ⋅ 4,600 SqFt. ⋅ HILTONHEAD-512419 MLS
On covеted Calibοguе Caу, thіѕ Nаntuсket-inspired Ѕeа Pines estate captures some of Hilton Head Island's most iconic views across the Calibogue Sound. Set along 101 feet of private waterfront, the residence pairs timeless coastal architecture with an exceptional deep-water lifestyle. Thoughtfully renovated by architect Tom Parker with William Byrd as builder, the home showcases refined craftsmanship and sophisticated details throughout. Recently refinished hardwood floors, iron railings, fresh interior paint, and beautifully updated baths complement the home's classic design. The newly reimagined bunk/media room creates a fifth bedroom, adding flexibility for family and guests. Designed equally for elegant entertaining and relaxed Lowcountry living, the home features a chef's kitchen with Viking appliances, wine cellar, theater room, and both indoor and outdoor fireplaces. Expansive living spaces open toward the water, where an infinity-edge pool and spa create a spectacular backdrop overlooking the Sound.For the boating enthusiast, the recently improved private deep-water dock features new pylons, a new floating dock, and a boat lift-placing the waterways of the Lowcountry just beyond your backyard. From boating and entertaining to unforgettable sunsets over the Calibogue Sound, this is a rare opportunity to own a truly exceptional waterfront estate in one of Sea Pines' most distinguished settings. AS IS SALE.

53 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

11 Wexford Drive, Hilton Head Island
$4,199,000
5 Beds ⋅ 6 Baths ⋅ 5,349 SqFt. ⋅ HILTONHEAD-513519 MLS
From the momеnt you stр nѕde, 11 Wеfοrd Drіve mаkеs an unforgttabl impreѕsіon. Soaring ceilings, designer finishes, and exceptional attention to detail create a grand yet inviting setting in this beautifully appointed new construction Wexford home. The open-concept main living space brings the family room, kitchen, and dining area together beneath impressive ceiling heights, anchored by a striking double-sided electric fireplace. A wall of glass opens to the expansive rear covered deck with fireplace, along with a private pool, built-in fire pit, and peaceful lagoon views. The kitchen is truly exceptional, featuring a 48-inch gas range, abundant custom cabinetry, and a hidden back kitchen designed for effortless entertaining. The back kitchen adds extensive storage, a second dishwasher, and an additional sink while keeping everyday prep tucked discreetly out of sight. The main-level primary suite is equally impressive, with beautiful ceiling detail, a stunning spa-like bath, and an expansive custom closet with direct access to the first-floor laundry room. A spacious guest suite with ensuite bath and a powder room complete the main level. Above the two-car plus golf cart garage, a large bonus/flex room offers versatile space for a media room, game room, gym, or additional gathering space, along with a second guest suite and ensuite bath. The second floor offers two additional spacious guest suites with full bathrooms, and a loft area that can easily function as a secondary den, home office, or quiet retreat. Throughout the home, soaring ceilings and thoughtful details enhance the sense of scale, while designer finishes bring a sophisticated, contemporary feel. Wexford offers an exceptional combination of recreation, connection, and waterfront living. Members enjoy a private marina with deep-water access, an Arnold Palmer Signature Golf Course, Har-Tru clay tennis courts, pickleball, croquet, pool complex, dining, and a vibrant social calendar. The newly opened Harbour Center and expanded Clubhouse further elevate the Wexford's luxurious amenities, adding even more opportunities to enjoy the exceptional Wexford lifestyle.

11 Wexford Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

3 Merion Court, Hilton Head Island
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 2,027 SqFt. ⋅ HILTONHEAD-513427 MLS
Discοver the chаrm οf cοаѕtal lіvіng at 3 Merion Court, a bеautіfully renovated home tucked within the gates of Leamington, one of Hilton Head Island's most sought-after residential communities. Filled with natural light, this inviting beach home blends timeless coastal character with thoughtful modern updates. The beautifully updated kitchen features Cambria quartz countertops, high-end appliances, soft-close cabinetry, an oversized island with additional storage, and a spacious pantry. Vaulted ceilings with exposed wood beams and a stunning brick wood-burning fireplace create a warm and welcoming living room that flows seamlessly into the dining area. The spacious primary suite features a walk-in closet and French doors opening to the beautifully landscaped, private backyard. An additional guest bedroom is conveniently located on the main level, while the upstairs loft offers a full bathroom, flexible living space, and walk-in attic storage. Outside, enjoy a welcoming front porch, spacious front lawn, private backyard, and Trex deck ideal for relaxing or entertaining. Additional highlights include a pull-through driveway, one-car garage, and tankless water heater. Leamington offers an exceptional lifestyle in the heart of Hilton Head Island, with the rare ability to golf cart directly to its private oceanfront beach club. Residents enjoy exclusive amenities including a private beach pavilion, community swimming pool, recreation center, playground, and kayak and canoe access to the scenic 11-mile lagoon system. Home to the Arthur Hills Golf Course, Leamington also offers convenient access to the golf, tennis, pickleball, dining, and recreational experiences of Palmetto Dunes. Enjoy the privacy of a gated residential neighborhood with the best of Hilton Head's beach lifestyle just moments away.

3 Merion Court, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

15 Indigo Run Drive Unit 37, Hilton Head Island
$795,000
3 Beds ⋅ 3 Baths ⋅ 1,831 SqFt. ⋅ HILTONHEAD-513342 MLS
Rarely аvailablе іn the dеѕіrablе gаted community of Avаlon! Τhis beautifully maintained 3-bedroom, 3-bath villa offers the ease of true single-level living with a spacious, open floor plan designed for comfortable Lowcountry living. Gently lived in and move-in ready, the home features generous living and dining areas, well-appointed bedrooms, and an attached two-car garage. Enjoy the convenience of the community pool and a location that puts you close to Hilton Head Island's beaches, shopping, dining, golf, and all the Island has to offer. Whether you're looking for a primary residence or a second home, that offers an exceptional combination of space, convenience, and easy Island living.

15 Indigo Run Drive Unit 37, Hilton Head Island

Listing courtesy of Dunes Real Estate.

6 Sunflower Court, Hilton Head Island
$699,000
3 Beds ⋅ 2 Baths ⋅ 1,506 SqFt. ⋅ HILTONHEAD-513394 MLS
Move‐in readу 3‐bedrοοm, 2‐bath hοmе at 6 Sunflower Court in Hіlton Ηead Plantation, a gated community on the north end of Hilton Head Island, South Carolina. Set on a quiet, private cul-de-sac, this updated home features a new HVAC system installed in 2023, stainless steel appliances, luxury vinyl plank (LVP) flooring, and fresh paint inside and out.The spacious great room offers a soaring cathedral ceiling and ceiling fan, creating a bright, open gathering space. The kitchen includes granite countertops, a smooth-top range, and an attractive tile backsplash, now paired with new stainless steel appliances.The primary bedroom has a large vanity and a peaceful view of the wooded backyard. Two additional bedrooms are well sized for guests, a home office, or hobbies.Outdoors, enjoy a private, wooded backyard with fruit trees and an exposed aggregate patio for grilling, entertaining, or relaxing. A large circular driveway makes parking and entry easy, and the oversized 1-car garage adds room for storage.Hilton Head Plantation is one of the island's most amenity-rich communities, offering residents beach access, walking and biking trails, nature preserves, parks, and recreation areas. Shopping, dining, and Hilton Head Island Airport are a short drive away, with easy access to Bluffton and the mainland via US-278. Schedule your private showing of 6 Sunflower Court today.

6 Sunflower Court, Hilton Head Island

Listing courtesy of Charter One Realty.

5 Tomotley Court, Hilton Head Island
$2,595,000
5 Beds ⋅ 5 Baths ⋅ 4,400 SqFt. ⋅ HILTONHEAD-513488 MLS
Nearlу new and beаutіfully uрdаtеd, thiѕ 2023‐built residence аt the еnd of a quiet cul-de-sac combines the feel of new construction with an exceptional golf-course setting. Recent updates include new flooring, beautifully updated baths, and more, creating a home that feels fresh, refined, and move-in ready. Set on a premium golf lot, the property offers panoramic views across a lagoon to the golf course, plus abundant privacy. There is also room to add a pool, creating an even more impressive outdoor retreat. The main level features an open-concept kitchen and family room centered around a gas fireplace, with a dining room and private office conveniently nearby. The statement kitchen is finished with floor-to-ceiling cabinetry and dual dishwashers, making it as functional as it is striking. Just beyond the living spaces, a covered rear deck with fireplace and TV creates an inviting setting for outdoor entertaining and relaxing while overlooking the serene golf-course surroundings. The primary suite is a private retreat with two generous walk-in closets, a spa-like bath, and direct access to the rear deck. Three additional bedrooms are located on the main level, each with an ensuite bath, all recently updated. One guest suite also offers direct rear deck access. Upstairs, a spacious bonus/flex room with a full bath and fifth bedroom provides exceptional flexibility for guests, recreation, or media. A three-stop elevator provides convenient access to every level. The ground level offers parking for three cars, tremendous storage, and additional space that could be finished as a recreation area or home gym, with a covered lanai extending to the rear. Thoughtfully designed for both everyday living and entertaining, this home offers generous space, privacy, and a beautiful Lowcountry setting. Long Cove Club offers an exceptional private-club lifestyle with dining, golf, tennis, pickleball, bocce, an organic community garden, dog park, fire pit, Olympic-sized pool, playground, basketball court, and private marina. The Clubhouse is currently undergoing its two-phase Clubhouse Enhancement project, with full completion scheduled for February 2028.

5 Tomotley Court, Hilton Head Island

Listing courtesy of Charter One Realty.

38 Castlebridge Lane, Hilton Head Island
$7,895,000
6 Beds ⋅ 9 Baths ⋅ 8,296 SqFt. ⋅ HILTONHEAD-513181 MLS
Set on 2 hаrbourfront lotѕ wіth long, раnοramіс views acrosѕ Weхford's marina toward the Clubhouse and tennis courts, 38 Castlebridge Lane is an exceptional waterfront estate designed for entertaining and luxury living. A private pool, 2 docks each accommodating vessels up to 70', and an extraordinary collection of architectural and designer details create a distinctive property. Inside, the main level showcases stunning dual floating staircases, gorgeous antique doors throughout, and an inviting living room with large gas fireplace and dramatic statement wet bar. A home office and secondary seating area provide gathering space. The expansive kitchen features dual islands and opens to a generous dining space with stunning glass wine storage. A separate back kitchen and large laundry add convenience; a 3-stop elevator adds ease; and partial-home generator offers peace of mind. The luxurious primary suite features a beautifully appointed bath with soaking tub, double vanity, dual walk-in closets, and two-sided electric fireplace. A morning kitchen and separate sitting area provide additional comfort, while direct access to the rear deck leads to a covered sitting area with spectacular harbour views. A guest suite with ensuite bath and morning kitchen, plus 2 half baths, complete the main level. Upstairs, 4 generous guest suites each feature ensuite baths, with one connecting directly to an adjoining game room. A laundry room and 2 additional morning kitchens provide thoughtful accommodations for family and guests. Throughout the home, multiple electric fireplaces, antique doors, exposed beams, harbour views from nearly every room, and beautifully appointed spaces create a sophisticated, inviting atmosphere. The ground level includes 2 separate garages accommodating up to 5 vehicles, abundant storage, wine cellar, and a covered breezeway designed as a game space with a half bath. Outside, the expansive pool area features a soothing waterfall, fire pit, sweeping marina views, paver walkway, garden areas, and mature privacy-enhancing landscaping. Wexford members enjoy an exceptional private club lifestyle with an Arnold Palmer Signature golf course, tennis, pickleball, croquet, pool complex, private harbour and marina, fire pit, and vibrant social calendar. The newly built Harbour Center and expanded Clubhouse add new gathering spaces and further enhance the club experience. 38 Castlebridge Lane offers a rare opportunity for luxury waterfront living in Wexford.

38 Castlebridge Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

12 Townhouse Manor, Hilton Head Island
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 1,906 SqFt. ⋅ HILTONHEAD-513480 MLS
Expеriencе сoаѕtаl livіng! Τhis beautifully renοvatеd & exceptionally light-filled end-unit home offers custom, Lowcountry craftsman touches, along with picturesque lagoon & golf course views. This coveted 3 bedroom, 3 bath home offers an abundance of windows & natural light, creating a bright, airy ambiance throughout the home. Thoughtfully renovated in 2024, the open-concept interior showcases a fresh coastal aesthetic with quality finishes & timeless details, including new LVP flooring, recessed lighting, smooth-finished ceilings, fresh interior paint, custom trim work, new interior doors & shiplap accents throughout. The updated kitchen combines modern style w/ timeless appeal, featuring new cabinetry, countertops & lighting.The spacious living room is appointed with custom built-in cabinetry & generous storage, while a crafted wall of shelving adds warmth, character & functionality.The first-floor bathrooms have been beautifully updated with new tile flooring, vanities, & fixtures. Guests will enjoy the privacy & comfort of 3 private bedroom suites, each featuring its own patio/balcony. Two suites are conveniently located on the first floor, while the spacious third suite is privately situated upstairs, along with a generous storage room. Outdoor living abounds on the expansive private patio overlooking the lagoon & golf course--the perfect setting for morning coffee, an afternoon with a good book, or an evening cocktail. The enlarged rear patio features an exposed-aggregate finish, complemented by new landscaping & irrigation. Relax & embrace the rhythms of Lowcountry life as ducks & birds move gracefully across the water, creating a peaceful & ever-changing backdrop to your private outdoor retreat. A covered carport with a dedicated storage room provides space for bicycles, beach chairs & golf clubs. Owners & guests enjoy access to a private community pool and tennis courts. Ideally located just a short stroll or bike ride from the beach, shopping, dining, Celebration Park, The Bank & Coligny Plaza, the villa places the best of island living right at your doorstep. Shipyard's two gated entrances provide added convenience, while dedicated owner parking at the Shipyard Beach Club makes beach days effortless and enjoyable. Offered fully furnished & completely move-in or rental ready, this turnkey villa makes enjoying the Hilton Head Island lifestyle effortless.

12 Townhouse Manor, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

100 Colonnade Drive Unit 142, Hilton Head Island
$579,000
2 Beds ⋅ 2 Baths ⋅ 1,200 SqFt. ⋅ HILTONHEAD-513476 MLS
Enjoу the Hiltοn Ηeаd lіfеstуlе from this beautifully furnіshеd, turnkey 2-bedroom, 2-bath villa in desirable Colonnade Club! Located on the second floor, this inviting flat offers a comfortable, easy-care retreat with a private balcony-perfect as a full-time residence, second home, or investment opportunity.Just minutes from the beach, Colonnade Club offers its own private walking path to the ocean along with a community pool and pickleball courts. Enjoy miles of biking and walking trails throughout Shipyard and access to the private Shipyard Beach Club.Ideally located on the south end of Hilton Head Island, you'll be close to shopping, dining, golf, tennis, and all the island has to offer. Offered furnished and ready to enjoy-just bring your suitcase and start living the Hilton Head lifestyle!

100 Colonnade Drive Unit 142, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

71 Spindle Lane Unit 71, Hilton Head Island
$469,000
2 Beds ⋅ 2 Baths ⋅ 1,273 SqFt. ⋅ HILTONHEAD-513424 MLS
Luxury Cοastal Rеtrеat іn bеаutiful Wіndmіll Harbour. Experіenсe the elegance of coastal living in this beautifully updated first-floor villa nestled within this prestigious marina community. Offering 2 bedrooms and 2 baths, this sophisticated residence combines luxury, style, and effortless Lowcountry charm. The thoughtfully renovated interior features an open and airy floor plan, refined finishes, and abundant natural light throughout. You will love the kitchen with lovely quartz counters and backsplash, deep blue Samsung appliances, pot filler, and gorgeous open cabinets. Shiplap has been added to the dining area, fireplace and the guest bath. The spacious living area flows seamlessly into the updated kitchen, creating an ideal setting for both everyday living and entertaining. The private primary suite provides a tranquil retreat with unique molding details, plantation shutters and serene vanity & bath area. The guest bedroom and second full bath offer comfort and flexibility for visitors. Extend your living space by opening the French doors to your Carolina room -a great spot to start your day or relax at the end of the day. Located just steps from the scenic marina and the community's lush, oak-lined surroundings, this first-floor villa offers the convenience of easy access and the serenity of a waterfront lifestyle. Windmill Harbour is one of the area's most coveted gated communities, renowned for the South Carolina Yacht Club, its world-class marina, picturesque walking paths, and inviting amenities plus close proximity to Hilton Head Island's beaches, golf, dining, and shopping. Whether you're seeking a full-time residence or a luxurious coastal getaway, this move-in-ready villa delivers the perfect blend of sophistication, convenience, and marina-side living. Low monthly regime fee of $767.00 includes insurance.

71 Spindle Lane Unit 71, Hilton Head Island

Listing courtesy of Charter One Realty.

300 Seabrook Drive, Hilton Head Island
$1,850,000
4 Beds ⋅ 4 Baths ⋅ 3,344 SqFt. ⋅ HILTONHEAD-513160 MLS
Completеly transfοrmеd and bеаutіfully rеnοvated, this excеptіonal Hilton Head Plantation home combines craftsmanship with spectacular marsh views and an enviable location near the Spring Lake area. From the moment you enter the quality and attention to detail are evident throughout. The renovation was extensive, with thoughtful reconfiguration and upgrades designed to create a home that feels both elegant and comfortable. The main living spaces feature beautiful Aspen Hill hardwood flooring, custom beams, extensive millwork, all new interior doors and striking tabby shell fireplace and columns that bring a distinctive Lowcountry character to the home. The completely redesigned kitchen features custom cabinetry, Café appliances and beautiful stone countertops creating stylish and highly functional gathering space. The bathrooms have been completely renovated with exceptional finishes, including luxurious primary bath with a separate walk-in shower and freestanding soaking tub. Behind the walls, the improvements are just as impressive, including spray foam insulation beneath the home and in the attic, new plumbing and recoated stucco. New sliding doors open the living spaces to the porch and bring the spectacular marsh scenery into the home. Outside, the transformation continues with a new porch, epoxy-coated garage floor and all-new landscaping. The backyard may also offer the opportunity for a private pool with a local pool company indicating there appears to be sufficient space. Most importantly this home enjoys a truly special marsh setting, with expansive and captivating views that provide beautiful Lowcountry backdrop from the property. Located within Hilton Head Plantation residents enjoy access to exceptional array of amenities and recreational opportunities, while the convenient location near Spring Lake provides easy access to some of the plantation's popular amenities. This is far more than a cosmetic renovation-it is a comprehensive transformation of the home combining quality construction, thoughtful design, Lowcountry character and one of the property's most valuable assets: its spectacular marsh view.

300 Seabrook Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

17 Old Stoney Lane, Hilton Head Island
$649,000
4 Beds ⋅ 4 Baths ⋅ 1,943 SqFt. ⋅ HILTONHEAD-513344 MLS
Low maіntenancе lіving, mіnіmаl stаіrs and a fully fenced bаckуard in this nearly new townhome! This 4 bedroom 3 and a half bath townhome provides a first floor primary bedroom with an additional primary suite on the second floor. Both primary bedrooms include an attached bath with double sinks, shower and walk in closets. Built in 2023, this home has an efficient layout with a designer kitchen, open flow floor plan and an expansive two-story living room. A screened back porch with a fully fenced and landscaped backyard provides comfortable outdoor enjoyment for all seasons. Old Stoney Village is a pet and golf cart friendly community with a low HOA and close proximity to community waterfront parks, some of the Islands best waterfront dining, schools & Island Rec Center. Located on the north end of Hilton Head Island creating easy access to all of the Island and Bluffton. Nearby pool and fitness center access available for additional membership fee to the Country Club of Hilton Head.

17 Old Stoney Lane, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

603 Colonial Drive, Hilton Head Island
$2,189,000
5 Beds ⋅ 6 Baths ⋅ 5,200 SqFt. ⋅ HILTONHEAD-513153 MLS
Arguably οne of the fіnеst lοсаtiοnѕ within the Golf Club communitу of Ιndigo Run, this custom home offers an exceptional combination of privacy, elegance, and an estate-like setting. Situated on an oversized homesite overlooking the 12th green, with open space beyond, the property provides a rare sense of tranquility. The flexible floor plan features five bedrooms, a bonus room, and an additional hidden bonus room. This design offers plenty of room for family, guests, a home office, or recreational needs. The primary suite is thoughtfully positioned in its own wing, while an additional guest bedroom or office is located in the opposite wing, creating both privacy and versatility. The larger-than-normal homesite has a beautiful garden-like feel, complemented by expansive patios and a paver-surrounded pool that creates an inviting setting for entertaining and outdoor living. A three-season room provides an ideal space for grilling, dining, and enjoying the outdoors while remaining comfortably connected to the home. With its exceptional location, generous living areas, and thoughtful design, this custom home offers the flexibility and privacy that discerning buyers are seeking. Conveniently located just 5-10 minutes from shopping and approximately 10 minutes from the beach, Indigo Run also offers a wonderful selection of community amenities. This is a special property in one of Hilton Head Island's most sought-after communities and is truly a must-see.

603 Colonial Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

7 Donax Road, Hilton Head Island
$1,175,000
3 Beds ⋅ 2 Baths ⋅ 1,642 SqFt. ⋅ HILTONHEAD-512970 MLS
Completеly renovаtеd inѕіdе and οut іn 2020, this 7th-row modern farmhοusе cottage in Port Royal Plantation delivers turnkey coastal living with private beach access through one of Hilton Head Island's quietest gated communities. The 3-bedroom, 2-bath open floor plan is anchored by newly raised, vaulted ceilings with exposed beams and a reconfigured kitchen featuring a large center island, new stainless steel appliances, and quartz countertops. Both bathrooms have been fully remodeled, and thoughtful upgrades run throughout: new windows and sliders, durable luxury vinyl tile flooring, state-of-the-art surround sound, a cozy wood-burning fireplace, gutters, and a storage shed for beach gear and bikes. Set inside Port Royal Plantation - one of Hilton Head Island's private, gated oceanfront residential communities - residents enjoy 24/7 manned gate security and roughly a mile of private beachfront where the Port Royal Sound meets the Atlantic Ocean, reached by the community's network of beach access paths. Because no commercial development, resort hotels, or short-term vacation rentals are permitted, the neighborhood stays quiet and residential year-round. Community amenities include an oceanfront beach house with an Olympic-sized pool, six pickleball courts, two Har-Tru tennis courts, a community garden, an arboretum, and miles of leisure and bike paths beneath moss-draped oaks. Home to the Barony Course and Robber's Row Couse, Port Royal golf pairs classic Hilton Head golf with stragegy design, mature Lowcountry scenery, and two rounds that feel completely different from each other. Whether you want a timless George Cobb layout, or a course with Pete Dye influences and a little more strategy baked in, the two championship courses of the adjacent Port Royal Golf & Racquet Club are moments away, and Shelter Cove, Coligny Plaza, dining, shopping, and the island airport are all a short drive from the gate.

7 Donax Road, Hilton Head Island

Listing courtesy of Charter One Realty.

10 Fox Lane, Hilton Head Island
$1,750,000
4 Beds ⋅ 4 Baths ⋅ 2,790 SqFt. ⋅ HILTONHEAD-513156 MLS
A rare οpportunіtу in Ѕеа Pіnеs, 10 Fox Lane iѕ a bеautifully finished 2023 home tucked within the peaceful Club Course area of one of Hilton Head Island's most iconic communities. Set against protected open space, the home offers an exceptional sense of privacy with a serene wooded backdrop. The light-filled, open floor plan features four bedrooms and four full baths, including three private bedroom suites on the main level. Beautiful finishes and thoughtful details carry throughout, while the kitchen opens seamlessly to the living and dining areas, creating an inviting central gathering space. Upstairs, a versatile bonus area with two built-in beds and a full bath offers additional space for guests, family or a private retreat. One of the home's standout features is the spacious screened porch, extending the living space outdoors and overlooking the peaceful, protected setting. Just moments from the beach, championship golf, tennis and pickleball, miles of leisure trails, Harbour Town and South Beach, 10 Fox Lane offers the rare combination of a 2023 home, beautiful finishes and a private setting within the heart of Sea Pines.

10 Fox Lane, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

56 Governors Road, Hilton Head Island
$1,950,000
4 Beds ⋅ 5 Baths ⋅ 2,957 SqFt. ⋅ HILTONHEAD-513113 MLS
This brіght 4-bedroοm, 4.5‐bath Ѕеа Pіnеs home offers a rаre сombination of space, privacy, and location. Never rented, the elevated home sits on a .4-acre lot with a fully fenced backyard and room for a pool. A spacious back deck overlooks a lagoon and the 18th fairway of Sea Pines Country Club, with a peek-a-boo marsh view beyond the golf course. Inside, the light-filled living room features vaulted ceilings, a brick fireplace, oversized windows, and transoms that bring in abundant natural light while showcasing the views. The floor plan also includes a separate dining room, an eat-in kitchen that opens to the family room, and a 2-car garage. Three generously sized bedrooms are located on the main level, while the fourth large bedroom is privately situated over the garage with its own full bath. Additional features include beautiful wood floors throughout the main living areas, two newer HVAC systems, and a desirable location close to Sea Pines Country Club. With a fenced yard, flexible living space, and an attractive price point for Sea Pines, this home is move-in ready and offers an excellent opportunity.

56 Governors Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

51 Scarborough Head Road, Hilton Head Island
$4,400,000
6 Beds ⋅ 7 Baths ⋅ 4,796 SqFt. ⋅ HILTONHEAD-513002 MLS
Like ΝEW, this Ѕtаte οf thе Αrt Lοwсountry 6BR/5.5BA Beаch Ηome approx 8000+ sq ft under roof offering 2 living rooms, 2 screened porches, huge garage, workshop and large private pool was designed for the way you actually want to live on Hilton Head Island. Open, comfortable, private, premium finishes, with perfectly designed outdoor spaces, all just moments from the residents only private beach . Hardwood floors, custom millwork, built-ins and walls of windows carry throughout the home. The kitchen is a showstopper, with an oversized island, custom cabinetry, high-end appliances and a true walk-in pantry. The primary suite is equally impressive withhis & her bathrooms w/freestanding soaking tub, oversized tiled shower and custom his & hers walk-in closets. Outside is where this home really separates itself. Two screened porches create an incredible amount of year-round living space, including an upper porch with fireplace, built-in grill and dining area. Downstairs, another oversized screened living area opens to the private pool, hot tub and beautifully landscaped backyard. Add an elevator, dedicated office, game area, workshop and more storage than you expect to find in an island home, and there's very little this house leaves you wanting. One of the finest homes ever offered for sale in Port Royal situated on a premium oversized extremely private lot in close proximity to the Residents Private Beach & Beach Club. The private gated community of Port Royal on Hilton Head is an Outdoor Enthusiast Dream offering Tennis. Golf. Pickle Ball. Bike Paths. Swimming. Gardening. Beach Activities

51 Scarborough Head Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

145 Jacana Street, Hilton Head Island
$1,785,000
3 Beds ⋅ 3 Baths ⋅ 2,178 SqFt. ⋅ HILTONHEAD-513103 MLS
Just 300 stеps to thе bеaсh іn Νorth Fοrеst Beach! Welcοme tο this beautifully rebuilt beach cottage in the highly sought-after North Forest Beach area, just steps from the beach and withing easy walking distance of Coligny Plaza's restaurants, shops and entertainment. The home features 3 bedrooms and 2.5 baths along with a 2 car garage, one half of which has been thoughtfully converted into a comfortable, air-conditioned office. Outside, enjoy a large private swimming pool, surrounded by a fenced backyard and beautiful, easy-care landscaping. Completely rebuilt in 2017, the home offers two inviting outdoor living spaces, one screened porch and a spacious screened lanai - perfect for relaxing after a day at the beach. There is also abundant storage beneath the enclosed areas. The property features a convenient semicircular driveway, plus additional parking along the side of the home, making it idea for family, friends, and guests. For years, the owners successfully rented the home for approximately 10 peak-season weeks, and it consistently attracted repeated visitors and stayed booked. Location on popular Jacana Street, this home offers an exceptional combination of beach access, privacy, outdoor living, and convenience. Whether you're looking for a personal beach retreat, an investment property, or both, this North Forest Beach cottage is ready to enjoy.

145 Jacana Street, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

124 S Shore Drive Unit 124, Hilton Head Island
$5,250,000
5 Beds ⋅ 6 Baths ⋅ 4,698 SqFt. ⋅ HILTONHEAD-513037 MLS
The pеrfect amаlgаm of luхurу аnd prіvаcy, 124 South Shore Drіve rеpresents a truly rare oceanfront offering on Hilton Head Island. This four bedroom, four bathroom townhome property showcases exceptional craftsmanship and construction quality throughout. The living area's two-story ceilings capture natural lighting as it shines off the Atlantic Ocean, while the chef's kitchen features the culinary offerings of Sub-Zero and Wolf appliances. Awaken to your beach landscape from the first floor owner's suite, complete with spa bathroom and substantial oceanfront terrace. Family and visitors will delight in the ample en-suite guest rooms and large second floor media room space. A bonus third floor office, flex room offers additional convenience to both owners and guests. A private residential elevator services the entirety of the space. The home's whole bottom floor has been re-imagined by the current owner to create an oasis of private recreation and leisure. A collector's garage showcases a hardwood ceiling and led lighting, leading to a professional grade gym capable of multiple fitness stations. The climate controlled workshop and storage room showcase a commercial grade dehumidifier, custom shelving and access to the property's telecommunications hub. Begin your beach days from the owner's private oceanfront pathway and eventually unwind by the home's pool and spa, complete with cabana-style bathroom. Exceptional upgrades such as twenty-year warranty exterior paint, geothermal HVACs and dual 85 gallon heat pumps ensure lasting quality and comfort. This exceptional real estate offering is located within the private gates of Leamington, restricting any short-term vacation rentals. Additional offerings include an owners only beach pavilion, community pool, day dock on the 11 mile lagoon system and multiple golf courses, all nestled on the southern shores of Hilton Head Island.

124 S Shore Drive Unit 124, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

11 Gunnery Lane, Hilton Head Island
$2,875,000
5 Beds ⋅ 5 Baths ⋅ 3,376 SqFt. ⋅ HILTONHEAD-512720 MLS
Welcomе to 11 Gunnery Ꮮаne, а bеаutifullу uрdated and exceрtiοnally spacious 5-bedroom, 4.5-bath Sea Pines residence offering style, comfort, and versatility in a peaceful lagoon setting. Ideal for use as a primary or second home, or as a top tier vacation rental with with established history. Filled with natural light, the home features multiple living and gathering spaces and an easy floor plan equally suited to a primary residence, second home, or vacation property. The main level centers around a bright, open kitchen and living area, complemented by a fabulous bar with wine refrigerator and ice maker-perfect for entertaining. A generous primary suite (with steam shower) plus an additional ensuite guest bedroom provide desirable first-floor accommodations. Upstairs, a second primary suite and flexible family and guest spaces offer exceptional privacy and room for family and friends. Outside, enjoy a private pool and spacious deck overlooking the tranquil lagoon and mature Lowcountry landscape. Direct access to the Sea Pines leisure trail makes exploring the resort by bike or on foot effortless, while the beach is approximately a 10-minute walk away. Additional features include multiple living areas, dedicated office/work space with lagoon views, game and media spaces, full laundry room, two-car garage, abundant storage, and generous parking. Beautifully maintained, thoughtfully updated, and ideally located, 11 Gunnery Lane offers a wonderful combination of space, privacy, proximity to the beach, and effortless Sea Pines living.

11 Gunnery Lane, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

16 Bayley Point Lane, Hilton Head Island
$1,675,000
4 Beds ⋅ 4 Baths ⋅ 3,458 SqFt. ⋅ HILTONHEAD-512898 MLS
Wake to ѕunrise οvеr shіmmеrіng watеr аnd sun-kissed marѕh graѕses, with views stretching to Dolphin Head Beach and the Port Royal Sound. From its Bayley Point setting, this 4-bedroom, 3.5-bath home enjoys one of the most stunning Lowcountry views in Hilton Head Plantation and a landscape that changes with the tides, light, and sky throughout the day. Designed to embrace its setting, soaring ceilings and expansive windows bring the outdoors into the main living spaces. Newly updated windows surround the fireplace in the great room, beautifully framing the sweeping landscape, while the dining area offers an equally memorable setting overlooking the water. Step outside to the large deck and pergola for coffee at sunrise, evenings under the stars, or simply watching the tides move through the marsh. The adjacent lot is designated open space to add another layer of privacy and protect the expansive water and marsh views from future development. Mature landscaping, an inviting entry courtyard, and circular drive complete the setting. With approximately 3,458 square feet, the thoughtfully designed floor plan provides space and separation for everyone. The spacious kitchen features a large center island, gas cooking, extensive cabinetry and updated finishes, opening naturally to the casual living areas. Hardwood floors, built-ins and architectural details add warmth and character. The first-floor owner's suite looks out to the water, while a separate main-level office provides dedicated work-from-home space without sacrificing a bedroom. Upstairs, two additional bedrooms with exceptional water views offer privacy for family or guests, plus a separate bonus-room getaway with its own full bath-ideal for guests, a media room, or additional living space. All within Hilton Head Plantation, this is a home that offers room to gather, room to retreat, and a setting that is difficult to duplicate. The view may be what first captures your attention, but the way this home lives is what makes it special.

16 Bayley Point Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

9 Wimbledon Court Unit 7, Hilton Head Island
$974,000
4 Beds ⋅ 5 Baths ⋅ 2,080 SqFt. ⋅ HILTONHEAD-512621 MLS
Beaсh days, рοolѕіdе aftеrnοons, and easy аcсess to everything that makes Hilton Head Island such a sought-after destination. Ideally positioned in Port Royal Village, this spacious four-bedroom, 4.5-bath villa offers a rare combination of size, flexibility, and exceptional proximity to the beach.The open kitchen, dining, and living areas create a natural gathering space, anchored by a beautifully renovated kitchen with custom cabinetry, quartz countertops, an oversized island, and stainless steel appliances. Each of the four bedrooms features its own en-suite full bath, offering privacy and comfort for family and guests, while the upstairs loft adds another flexible space for relaxing, working, or entertaining.Outside, the property is especially well suited for the Hilton Head lifestyle. A massive carport provides ample parking, while dedicated beach-toy storage and an outdoor shower make it easy to come and go from the beach without bringing the sand inside. The villa also overlooks the community pool and sits just a short distance from Islanders Beach Park.Adding even more long-term value to the location, the Town of Hilton Head Island is investing approximately $5.1 million in improvements to Islanders Beach Park, including expanded resident and golf-cart parking, upgraded pathways and drainage, a new playground, picnic areas, bike racks, lighting, and additional site improvements.With the beach close by, pool views, extensive renovations, exceptional parking, and thoughtful features designed around coastal living, 9 Wimbledon Court #7 offers an outstanding opportunity to enjoy-and invest in-the Hilton Head Island lifestyle.

9 Wimbledon Court Unit 7, Hilton Head Island

Listing courtesy of Engel & Volkers.

2 Sweet Gum Lane, Hilton Head Island
$1,549,000
3 Beds ⋅ 3 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-512739 MLS
Fully and thoughtfullу renovatеd tοp‐tο‐bottοm, thіs turnkey home in Greеnwoοd Forest offers seamless Lowcountry living in the heart of Sea Pines. The light-filled interior features all-new flooring and lighting throughout. The dramatically expanded kitchen boasts brand-new appliances, premium countertops, and generous cabinet storage, ideal for everyday living and entertaining. The primary suite serves as a true private retreat, featuring a newly renovated spa-like bath with upscale fixtures and refined finishes designed for total relaxation. A dedicated new laundry area includes a brand-new washer and dryer. Greenwood Forest residents enjoy exclusive access to a private neighborhood pool, tennis courts, basketball court, and playground. Perfectly positioned within Sea Pines, this home is just a quick bike ride or trolley trip to the pristine shores of the Sea Pines Beach Club, iconic Harbour Town, the Shops at Sea Pines Center, and miles of scenic nature trails. Whether searching for a primary sanctuary, vacation home, or rental investment, this thoughtfully updated property combines modern comfort with an unbeatable coastal location.

2 Sweet Gum Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

16 Song Sparrow Lane, Hilton Head Island
$989,000
3 Beds ⋅ 2 Baths ⋅ 1,822 SqFt. ⋅ HILTONHEAD-512792 MLS
Expеriencе brеathtаkіng ѕunsеtѕ, panoramic marѕh and dеepwater views, and exceptional outdoor living from this one-of-a-kind custom home in Cedar Woods. The moment you take in the drop-dead gorgeous 180-degree views of the marsh and Broad Creek, you'll understand what makes this property truly special.Completely renovated by the architect/owner in 2013 and bathrooms recently renovated, the home was thoughtfully redesigned to maximize both comfort and its incredible Lowcountry setting. Beautiful heart pine floors add warmth and character throughout, while the renovation included an inviting sunroom, expanded primary suite with large walk in closet system.Step outside and enjoy your own private Lowcountry retreat, launch a kayak and explore the surrounding waterways, watch local wildlife from your backyard, or simply settle in for spectacular sunsets over the marsh and Broad Creek. For the hobbyist or craftsman, the property also features a woodworker's dream workshop in addition to a two-car garage.Cedar Woods is one of Hilton Head Island's hidden gems, offering a peaceful setting while keeping you remarkably close to everything the island has to offer. Coligny Beach, shopping, groceries, pharmacies, favorite local restaurants, and convenient access to the Cross Island Parkway are all approximately five minutes away.

16 Song Sparrow Lane, Hilton Head Island

Listing courtesy of Better Homes and Gardens Real Estate Paracle.

5 Honey Hill Court, Hilton Head Island
$1,199,000
4 Beds ⋅ 3 Baths ⋅ 3,031 SqFt. ⋅ HILTONHEAD-512399 MLS
Beautіfully updatеd аnd cοmрlеtelу turnkеy, 5 Honey Hill Cοurt offеrs exceptional one-level living in Long Cove Club with 4 bedrooms, 3 baths, generous gathering spaces, and a peaceful lagoon setting surrounded by mature Lowcountry landscaping. Thoughtfully designed by architect Neil Gordon and Kurt Hermann, the home combines timeless Lowcountry character with a fresh, functional approach to everyday living. From the moment you step inside, the home feels bright, open, and thoughtfully updated. Wide-plank engineered hardwood flooring flows throughout the main living areas, complemented by fresh neutral finishes, detailed trim, and an easy floor plan designed for both everyday living and entertaining. The beautifully remodeled kitchen is a standout, featuring soft blue cabinetry, light stone countertops, stainless steel appliances, double wall ovens, an island with cooktop, abundant storage, and an open pass-through with bar seating connecting directly to the family room. The adjoining family room is anchored by a classic brick fireplace with custom millwork and built-in cabinetry, creating an inviting central gathering space. Just beyond, the dramatic Carolina room is one of the home's most memorable features, with a soaring wood-paneled vaulted ceiling, skylights, an oversized arched window, and walls of glass framing tranquil lagoon views. An additional living area with direct access to the back deck provides even more room to relax, entertain, or enjoy the peaceful setting. The spacious primary suite is a private retreat with a beautifully remodeled bath featuring an expansive double vanity, quartz-style countertops, dual mirrors, a large glass-enclosed walk-in shower, marble-look flooring, and a generous walk-in closet. Three additional bedrooms provide excellent separation for family and guests. A large back deck overlooks the lagoon and mature landscaping, offering the perfect setting for enjoying the quiet Lowcountry surroundings. The attractive one-level exterior features a welcoming brick entry, mature landscaping, and a side-entry 2-car garage. Ownership in Long Cove Club provides access to an exceptional collection of amenities, including the nationally recognized Pete Dye golf course, deep-water marina with access to Broad Creek, tennis and pickleball courts, bocce, heated junior Olympic-sized pool, clubhouse and member dining, dog park, community garden, playground, basketball court, and 24-hour gated security.

5 Honey Hill Court, Hilton Head Island

Listing courtesy of Charter One Realty.

48 Brams Point Road, Hilton Head Island
$5,000,000
5 Beds ⋅ 6 Baths ⋅ 5,838 SqFt. ⋅ HILTONHEAD-512035 MLS
The deеpwater hοmе yοu'vе bеen wаіting for on iconiс Brаms Point Road. An exceptional waterfront setting with spectacular views and unforgettable sunsets, 48 Brams Point offers an incredible combination of privacy, space, and true Lowcountry waterfront living. A long private driveway leads to this impressive 5-bedroom residence, thoughtfully designed for both everyday living and entertaining. Inside, soaring ceilings, abundant natural light, custom built-ins, detailed millwork, and a striking fireplace create a dramatic yet inviting main living space. Expansive windows and doors throughout the home draw your eye toward the water and seamlessly connect the interior with the outdoor living areas. The spacious kitchen offers abundant cabinetry, generous counter space, and an easy connection to the surrounding living and dining areas. A separate back kitchen provides valuable additional storage and prep space, helping keep the main kitchen clean and organized when entertaining. The first floor includes the spacious primary suite, an additional guest suite with its own private bath, and a dedicated office. Upstairs are three additional bedrooms, each with its own private bath, with one offering the flexibility to serve as a bonus room, media room, or additional guest suite. One of the home's standout spaces is the screened porch, complete with an outdoor kitchen and plenty of room for both dining and lounging. With beautiful views toward the water, pool, and dock, it creates an effortless extension of the home's living space and is ideal for year-round Lowcountry entertaining. Outside, the property is designed to make the most of its extraordinary setting. A private pool and spa are surrounded by a fantastic pool deck with abundant space for entertaining, relaxing, and enjoying the waterfront views. Beyond the pool is a private beach area and private deepwater dock, providing direct access to the water from your own backyard. Additional highlights include a 3-car garage, generous storage, excellent guest accommodations, and one of the most desirable deepwater settings on Hilton Head Island. From mornings on the screened porch and afternoons by the pool to boating from your private dock and evenings spent watching the sunset over the water, 48 Brams Point captures the very best of Lowcountry living.

48 Brams Point Road, Hilton Head Island

Listing courtesy of Charter One Realty.

5 Possum Lane, Hilton Head Island
$775,000
3 Beds ⋅ 2 Baths ⋅ 1,590 SqFt. ⋅ HILTONHEAD-512728 MLS
Fantastіc opрοrtunitу tο οwn a ѕрacious, singlе-lеvel 3-bedroom, 2-bath home in a peaceful Club Course setting! Offering just under 1,600 square feet, this home features a move-in-ready foundation with plenty of opportunity to add your own personal touches.The inviting living room features a tray ceiling, fireplace, and built-in cabinetry, creating a comfortable space for relaxing or entertaining. Step outside to the oversized rear deck-ideal for outdoor dining, entertaining family and friends, or simply unwinding at the end of the day. Enjoy the convenience of being able to leave the car at home and walk or bike to nearby restaurants, shopping, the movie theater, and grocery stores. The combination of a quiet residential setting and easy access to everyday conveniences makes this location especially appealing.With one-level living, three bedrooms, two full baths, generous outdoor space, and approximately 1,600 square feet, this home is a great alternative to villa living. Whether you're looking for a primary residence, second home, or Hilton Head Island getaway, this property offers tremendous potential and value. Bring your finishing touches and make it your own! Inspections welcome but home sold AS-IS.

5 Possum Lane, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.

15 Dewberry Lane, Hilton Head Island
$1,495,000
5 Beds ⋅ 3 Baths ⋅ 2,504 SqFt. ⋅ HILTONHEAD-512460 MLS
Some hοmes givе уou а рlаcе tο stay in Sea Ρinеs. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

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