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$1,695,000
4 Beds ⋅ 4 Baths ⋅ 3,374 SqFt. ⋅ HILTONHEAD-511697 MLS
Extremely rare opportunity! No expense spared in this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by award winning design team throughout including wide plank maple flooring, soaring smooth ceilings, built-ins & millwork by master craftsmen, walls of windows & private terraces to view, high end designer fixtures, hardware, window treatments, wall & door coverings (MDF panels, polished stainless steel, leathered, etc.), lighting (crystal waterfall & raindrop chandeliers, sconces, pendant, niche, accent, recessed LED), stainless steel & glass staircase railings, dramatic floor to ceiling fireplace w/ herringbone tile surround, ultra custom cabinetry, limestone & quartz counters, acid etched mirrored backsplash, 800 series Bosch & Fisher-Paykel appliances, dual Fagor wine coolers, tankless water heater, floating vanities, glass & tile surround showers, wall-mounted fixtures, integrated Alexa system & built-in speakers, etc. Thoughtfully designed floor plan for living and entertaining includes first floor Chef's peninsula kitchen & breakfast bar open to spacious dining area, handsome den w/wet bar, awe-inspiring great room & water view sitting area, lavish primary suite with stunning bath, guest BR & bath + laundry room. 2nd floor offers game area, media area, office nook, ensuite BR's 3 & 4 with well-appointed baths + storage & mechanical access. A stunning transformation with a breathtaking locale... All with covered parking, large storage unit & private complex pool and cabana. And just down the street from CCHH, waterfront dining & entertainment + Spring Lake pool complex, Dolphin Head Recreational Area & recently renourished Pine Island Beach Park.

4 Village North Drive Unit 43, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,495,000
4 Beds ⋅ 5 Baths ⋅ 4,616 SqFt. ⋅ HILTONHEAD-511638 MLS
A remarkable expression of Lowcountry luxury, this exceptional custom residence is perfectly positioned on a quiet cul-de-sac in the prestigious Port Royal community, offering the rare opportunity to enjoy both breathtaking marsh front living and easy access to the beach. Here, you don't have to choose between sweeping tidal marsh views and walking distance to the beach, this home offers both. Encompassing more than 4,600 square feet of thoughtfully designed single-level living, the home captures panoramic vistas of Fish Haul Creek, the tidal marsh, and the Atlantic Ocean beyond while blending timeless architecture with impeccable craftsmanship. From the impressive front elevation and grand wrought-iron staircase to the custom wood and glass entry doors, every detail has been carefully curated. Inside, soaring ceilings, custom millwork, coquina-shell columns, extensive stone flooring, designer lighting, walls of glass, and multiple fireplaces create warm yet sophisticated living spaces designed to showcase the surrounding natural beauty. The gourmet kitchen is a chef's dream, featuring premium Wolf, Viking, Bosch, and Sub-Zero appliances, custom cabinetry, generous prep space, and an adjoining butler's pantry with wet bar-ideal for entertaining. The luxurious primary suite serves as a private retreat with veranda access, custom walk-in closets, and a spa-inspired bath complete with heated stone floors, a soaking tub, oversized walk-in shower, and skylight. Two additional guest suites, a dedicated office, elevator access, and a spacious six-car climate-controlled garage provide exceptional flexibility for family and guests alike. Designed for year-round enjoyment, the outdoor living spaces are equally impressive. Expansive covered verandas, exposed cypress beams, an outdoor fireplace, built-in grilling area, professionally designed gardens, a custom hot tub with waterfall, and a private dock with a floating dock on Fish Haul Creek create an extraordinary setting for entertaining or simply enjoying the peaceful waterfront surroundings. Whether you're launching a kayak from your backyard, spending the afternoon on the beach just moments away, or watching spectacular sunsets over the marsh from your veranda, this one-of-a-kind estate offers an unparalleled coastal lifestyle in one of Hilton Head Island's most coveted communities.

127 Fort Walker Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,195,000
4 Beds ⋅ 4 Baths ⋅ 2,130 SqFt. ⋅ HILTONHEAD-511268 MLS
Discover unbeatable value in this 4-bedroom, 4-bathroom oceanfront villa in the sought-after, private Palmetto Dunes community on Hilton Head Island. Impeccably maintained and fully furnished, this coastal retreat comes with strong short-term rental history already in place - a smart choice for buyers seeking a turnkey Hilton Head vacation rental investment. The open, light-filled floor plan features smooth ceilings, shiplap accents, and stylish barn doors for a relaxed coastal feel. Step out onto the expansive private balcony for ocean views and lush tropical landscaping - the perfect spot to unwind after a day on the beach. The beautifully renovated, spa-like primary bathroom adds a touch of resort-style luxury. Recent upgrades include impact-resistant windows and sliding doors, HVAC, and stainless appliances. Covered parking and a dedicated storage closet round out the amenities. Don't miss this opportunity to own an oceanfront villa in Palmetto Dunes - start making memories in your own slice of Hilton Head Island paradise.

65 Ocean Lane Unit 103, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,250,000
4 Beds ⋅ 4 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-511553 MLS
42 Ashton Cove Drive is a rare South Island opportunity! Beautifully updated throughout, this home features an open-concept floor plan, chef's kitchen, high-end finishes, and three spacious bedrooms with resort-style baths. The lower level offers a private one-bedroom apartment with a full kitchen, full bath, laundry, and flexible living space-ideal for guests, in-laws, a home office, or rental potential (where permitted). Enjoy expansive covered porches with breathtaking marsh views, an outdoor kitchen with beverage refrigerator, a large back yard, fire pit, and multiple entertaining areas. The oversized lower level also includes a 3+ car garage, workshop, and abundant storage. Community amenities include a pool and racquet courts. Offered furnished (excluding personal items). No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$1,700,000
4 Beds ⋅ 3 Baths ⋅ 2,015 SqFt. ⋅ HILTONHEAD-511511 MLS
Location is everything! This ocean-oriented, four-bedroom, 3.5-bath condominium is just steps from the Atlantic Ocean and all the amenities of South Beach Marina Village in Sea Pines. Ideally located beside the new community pool, the residence features a private rear deck and an upstairs deck off the primary bedroom. Enjoy easy access to the beach, bike paths, pickleball, shops, restaurants, and entertainment. Start making your Hilton Head memories today!

225 S Sea Pines Drive Unit 1401, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,550,000
4 Beds ⋅ 5 Baths ⋅ 3,738 SqFt. ⋅ HILTONHEAD-511417 MLS
Newer construction (built in 2025) offering timeless Lowcountry architecture, luxury finishes, and exceptional outdoor living in the heart of Shipyard. This custom-designed 4-bedroom, 4.5-bath home sits on a private, wooded homesite and combines modern conveniences with generous living spaces throughout. A welcoming Lowcountry-style front porch leads into an open floor plan featuring a cathedral-ceiling great room, gourmet chef's kitchen with custom white oak cabinetry, luxury appliances, an oversized island, and a large walk-in pantry for exceptional storage. Additional features include a wet bar, built-in office nook, and beautifully designed living spaces ideal for everyday living and entertaining. The first-floor primary suite is complemented by spacious guest accommodations, while a large bonus room with a full bath above the oversized three-car garage offers endless flexibility as a guest suite, media room, or home office. Outdoor living is truly unmatched with a huge screened porch featuring a tabby fireplace and built-in outdoor kitchen, overlooking a stunning heated swimming pool, spa, and private wooded backyard-creating the perfect setting for relaxing or entertaining year-round. Additional highlights include an oversized three-car garage, an electric vehicle charger, a whole-home generator for added peace of mind, abundant storage, and thoughtful custom details throughout. Located within the gated community of Shipyard Plantation, owners enjoy private beach access, miles of leisure trails, championship golf, tennis and pickleball, a first-class beach club, and convenient access to Hilton Head's restaurants, shopping, and entertainment. Newer construction in Shipyard is an exceptionally rare opportunity. Combined with luxury finishes, an incredible floor plan, resort-style outdoor living, and the convenience of a whole-home generator, this home truly stands apart.

30 Kingston Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$929,500
4 Beds ⋅ 3 Baths ⋅ 1,820 SqFt. ⋅ HILTONHEAD-511490 MLS
Discover the perfect Sea Pines getaway in this upgraded, fully furnished 4-bedroom, 3-bath townhome offering 1,820 sq ft of comfort and style. This beautifully updated villa overlooks a serene lagoon, creating the ideal Lowcountry backdrop for morning coffee or evening unwinding. With room to sleep 8 (possibly more) and short-term rental eligibility, it's an exceptional investment and a turnkey vacation retreat. Enjoy easy access to the community pool, tennis and pickleball courts, plus all the world-class amenities Sea Pines Resort is known for. A rare opportunity to own a spacious, move-in-ready home with views, convenience, and rental potential all in one!

7 Lake Forest Drive Unit APT 3366, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$5,500,000
4 Beds ⋅ 5 Baths ⋅ 3,590 SqFt. ⋅ HILTONHEAD-511537 MLS
Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$1,395,000
4 Beds ⋅ 4 Baths ⋅ 3,023 SqFt. ⋅ HILTONHEAD-511399 MLS
With so few new homes available island-wide, 68 Wedgefield presents a rare opportunity--especially with two of any home's most significant improvements already complete. This spring, the owners completely rebuilt the backyard pool structure and replaced nearly every window with new hurricane-impact glass, with the exception of the two areas in the vaulted ceiling. Designed for the way people live today, this spacious home offers four bedrooms (or three bedrooms plus a bonus room), three and a half baths, a private office, and a dramatic great room with soaring ceilings that flows seamlessly into the kitchen and family room. Extensively updated throughout, the home also features spray foam insulation in the attic, luxury vinyl plank flooring, a beautifully renovated primary bathroom, and numerous additional improvements that add both comfort and value. Positioned on the outside of a dogleg, the property enjoys an exceptional sense of privacy, enhanced by a natural buffer and sweeping panoramic views of the 13th and 14th holes of the Golden Bear Course in Indigo Run. Just seven minutes from shopping and ten minutes from the beach, 68 Wedgefield offers an ideal combination of thoughtful updates, a highly desirable floor plan, exceptional privacy, and a premier location within one of the Island's most sought-after communities. Grass has been enhanced in photos.

68 Wedgefield Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,850,000
4 Beds ⋅ 4 Baths ⋅ 3,218 SqFt. ⋅ HILTONHEAD-511500 MLS
Experience the best of Hilton Head living in this beautifully designed home within the highly sought-after Port Royal Community. Perfectly positioned directly across from the residents' beach path, the Atlantic Ocean is less than 0.3 miles away, making beach days part of everyday life.Thoughtfully designed with exceptional bedroom separation, this predominantly single-story home offers 4 bedrooms and 4 baths, including a guest suite above the garage that can be closed off from the main home offering comfortable space for extended family or homeowners. The welcoming floor plan features a gracious foyer, formal dining room, spacious living room with a fireplace, and an inviting kitchen with counter seating, a sun-filled breakfast nook, and an adjoining great room with a second fireplace. The screened porch and expansive deck overlook the 11th fairway of the Barony Course, creating a peaceful backdrop for relaxing or entertaining.The spacious primary suite offers a calm and restful setting with a walk-in closet, dual vanities, a soaking tub, a separate shower, and a water closet. Two additional ensuite guest rooms are privately situated in their own wing.Set on a generous 0.636-acre homesite with room for a pool, this 3,218-square-foot home is part of one of Hilton Head Island's premier residential communities, where short-term rentals are prohibited. Residents enjoy private beach access, an oceanfront beach house, leisure trails, tennis, pickleball, gardens, 24-hour security, and optional membership to the Port Royal Golf Club.

108 S Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,750,000
4 Beds ⋅ 4 Baths ⋅ 4,600 SqFt. ⋅ HILTONHEAD-511476 MLS
Experience panoramic lake to golf views (Oyster Reef Golf Club's Signature 16th) from this stunning, remodeled, pristinely maintained lifestyle residence by award winning builder with lanai pool/spa and outdoor kitchen on quiet cul de sac street in very desirable Oyster Reef area of HHP! Features & upgrades include smooth volume/tray ceilings, wide plank oak flooring, Chef's dream island kitchen (high end custom cabinetry, leathered quartz counters, tile backsplashes, top-of-the-line appliances incl Sub Zero & Wolf), designer fixtures/hardware/lighting/window treatments, quartz/granite bar & vanity tops, millwork & built-ins by master craftsmen, 2 gas fireplaces, new/newer mechanicals (3 HVAC systems, 2 water heaters, garage door & Wi-Fi openers), Culligan reverse osmosis water supply system, travertine pool decking, 2023 pool heater + pool automation system, outdoor shower, 2 cedar closets, impressive storage space, etc. Very livable floor plan offers kitchen open to casual dining, laundry room, family room, pool view 4 season Carolina room, dining room, wet bar w/ice maker, great room, den/media room, 2 well-appointed main level BR suites including private, water view primary suite, 2 guest BR's & bath + expansive bonus/storage room, walk-in attic & oversize 2 car garage w/epoxy floor, built-ins & 2 x 220 outlets. Exterior boasts stately curb appeal with brick accented, aggregate shell circular drive, extensive landscape & carriage lighting, mature planting & lawn, specimen trees, irrigation system, Green Bug pest control system, secret pebble garden & maximum privacy. All centrally located close to all this preferred community has to offer (Spring Lake Community Pools, PR Sound Front Dolphin Head Recreational Area, recently renourished Pine Island Beach Park & 4 Golf Courses) + shopping, dining, entertainment just outside both gates!

13 Wild Laurel Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$7,400,000
4 Beds ⋅ 6 Baths ⋅ 5,831 SqFt. ⋅ HILTONHEAD-511454 MLS
Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled European craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,150,000
4 Beds ⋅ 4 Baths ⋅ 2,486 SqFt. ⋅ HILTONHEAD-511190 MLS
A rare 4-bedroom villa in Shipyard that lives more like a home than a condo! Not used as a rental, this spacious residence offers an ideal primary-home feel with generous living areas, a gated front courtyard, fireplace, plantation shutters, smooth ceilings, solid-core doors, cherry wood flooring, and high-end finishes throughout. The impressive kitchen will please any chef, and three sets of updated French doors bring in natural light and provide access to an oversized rear patio. Set within an approximately 23-acre regime with a lighted paver walkway to the pool, this property benefits from a strong regime with reserves, no special assessments, and fees that include insurance, cable, internet, and water. Buildings were recently painted in 2026. A special opportunity in Shipyard with rare size, quality, and flexibility - the seller would like to sell in 2026 and welcomes all offers.

63 Shipyard Drive Unit 1806, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,499,000
4 Beds ⋅ 3 Baths ⋅ 1,932 SqFt. ⋅ HILTONHEAD-511178 MLS
Experience the best of Palmetto Dunes living at 44 Off Shore, where modern coastal elegance meets the relaxed charm of Hilton Head Island. Overlooking the Robert Trent Jones Golf Course and just a short bike ride to the beach, this beautifully renovated single level home blends timeless island charm with thoughtful updates and outstanding investment potential. Designed for effortless coastal living, the open floor plan is filled with natural light and showcases soaring vaulted ceilings, a dramatic floor to ceiling stone fireplace, and expansive windows that frame picturesque golf course views. The renovated kitchen features quartz countertops, stainless steel appliances, a tile backsplash, and an open design that flows seamlessly into the living and dining areas, creating the perfect space for entertaining. Offering four spacious bedrooms and three beautifully updated bathrooms, including a newly added third bath, the home comfortably accommodates family and guests. The private primary suite is a peaceful retreat with dual vanities, a soaking tub, and a spacious walk-in shower. Outside, your private backyard oasis awaits with a new pool, expansive deck, mature landscaping, and tranquil golf course views, creating the perfect setting for relaxing or entertaining year round. With a strong rental history and access to Palmetto Dunes' three championship golf courses, world class tennis and pickleball, restaurants, and miles of scenic bike and leisure trails, 44 Off Shore is an exceptional opportunity as a primary residence, second home, or income producing investment.

44 Off Shore, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ HILTONHEAD-510784 MLS
Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-level home offers the relaxed coastal lifestyle that makes Sea Pines one of Hilton Head Island's most sought-after destinations. Thoughtfully renovated and offered beautifully furnished, the home blends timeless Lowcountry charm with modern updates, making it ready to enjoy from day one.Inside, the open-concept floor plan is designed for gathering. The updated kitchen flows seamlessly into a bright and inviting family room with custom built-ins and a convenient desk nook for remote work or vacation planning. New flooring, updated lighting, and stylish finishes create a fresh, welcoming atmosphere throughout.The main house features three spacious bedrooms, while a separate guest cottage provides additional space for extended family, friends, or vacation guests. The flexible layout is ideal for second-home owners looking to maximize both enjoyment and rental potential.Step outside and discover the true magic of this property. A private Savannah brick courtyard surrounds the sparkling pool, creating an intimate outdoor retreat perfect for entertaining, relaxing, and making memories. Beyond the pool, a picturesque lagoon meanders through the backyard beneath a canopy of live oaks, providing a beautiful natural backdrop filled with Lowcountry wildlife and year-round scenery. A charming waterside gazebo offers the perfect spot for morning coffee, afternoon reading, or evening cocktails as the sun filters through the trees.Located in the heart of Sea Pines, owners and guests enjoy easy access to beaches, championship golf, miles of leisure trails, Harbour Town, South Beach Marina, shopping, dining, and all the amenities that have made Hilton Head Island a premier vacation destination for generations.Whether you're searching for a family retreat, a second home, or an investment property with proven vacation rental appeal, this exceptional Sea Pines residence delivers the best of island living.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$2,100,000
4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS
Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$2,100,000
4 Beds ⋅ 5 Baths ⋅ 4,175 SqFt. ⋅ HILTONHEAD-511369 MLS
Welcome to Lakeside Luxury at 5 Stonewall Circle on Hilton Head Island. A custom two-toned paver U-shaped driveway sets the stage for this meticulously maintained and updated home, where elegant finishes meet a relaxed lakeside setting overlooking the 18th hole of the Cupp Course in Palmetto Hall. Offering 4 bedrooms, 4.5 bathrooms, an office, and a versatile loft that can serve as a fifth bedroom, this home provides exceptional flexibility. Multiple primary suites with professionally designed custom closets deliver comfort, privacy, and abundant storage.The beautifully updated kitchen anchors the home with solid cherry wood cabinetry, quartz countertops, stainless-steel sink, satin nickel faucet, and designer pendant lighting. Elegant white swirled ceramic tile flows throughout the main level, while premium COREtec flooring enhances the upper level.Thoughtfully renovated for style and peace of mind, the home features a new roof (2024), two newer HVAC systems (2025), 19 Andersen windows, new gutters, solar attic fans, all-new LED lighting and ceiling fans, automatic exterior landscape lighting and professionally painted interior and three-car garage.Outdoor living is designed for entertaining with a one-of-a-kind pool cabana featuring leathered black granite countertops, abundant cabinetry, a refrigerator, wet bar, and exterior speakers. The resort-style pool includes new tile, built-in benches and steps, a new chlorine generator, and gas heater. A spacious hot tub, outdoor shower, and paver conversation area overlooking the lake, create the perfect private retreat.Located in the highly desirable, gated Palmetto Hall community, residents enjoy two championship golf courses, a clubhouse, playground, tennis and pickleball courts, a community pool, on site restaurant and a vibrant lifestyle just minutes from Hilton Head Island's beaches, dining, shopping, and entertainment. Meticulously maintained and move-in ready, this exceptional home offers luxury Lowcountry living at its finest. SCREB owned.

5 Stonewall Circle, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$1,875,000
4 Beds ⋅ 4 Baths ⋅ 2,632 SqFt. ⋅ HILTONHEAD-511374 MLS
You must see this recently updated home in Greenwood Forest, built in 1996 and only ever owner occupied. It has 4 bedrooms, 4 baths and a den. Additionally, there is an oversized 2 car garage (24' by 35') with workshop, covered side porch, and large rear deck. Privacy abounds as permanent open space is on one side and across the street, while the rear deck offers a wooded view. Adjoining a sunny Carolina room is a completely renovated kitchen with white, Shaker style, soft-close cabinetry, spacious quartz countertops (peninsula & island), extra-large pantry cabinets, and newer stainless steel appliances - Bosch dishwasher, GE Profile oven/microwave combo, GE Profile refrigerator and GE 36" glass cooktop. Bathrooms have been strikingly renovated with new porcelain tile showers, vanities, lights and fixtures. The home has smooth, 10' ceilings with crown moulding while a soaring cathedral ceiling brings an elegance to the great room and dining room area. The great room shows off with a realistic electric fireplace and mantle where you can conveniently place a large, flat screen television. The entire house has been recently professionally painted and new cellular shades, window blinds, ceiling fans and designer LVP flooring have been upgraded throughout. Within the Greenwood Forest neighborhood there is a community pool, playground, tennis/pickleball court, and basketball court. This home is centrally located to the Atlantic beaches, Harbor Town, championship golf courses, Lawton Stables, and the South Beach Marina. Everything that makes Sea Pines great! This is an excellent opportunity for a relaxing permanent home, a carefree second home, or a very attractive vacation rental property.

11 Forest Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,995,000
4 Beds ⋅ 5 Baths ⋅ 4,431 SqFt. ⋅ HILTONHEAD-511278 MLS
Nestled on one of the most coveted homesites within the exclusive Hickory Forest neighborhood of Hilton Head Plantation, this exceptional waterfront residence captures breathtaking panoramic marsh-to-Port Royal Sound views from nearly every principal room. This residence features an open floor plan, beautifully renovated interiors, renovated 2019 baths, updated kitchen with granite, gas cooktop & double ovens, reclaimed wood architectural accents, wood flooring throughout, crown molding, designer lighting, office, 3 guest ensuites, and luxurious first level owner's suite. Outdoor living includes an expansive deck, heated pool/spa, 2017 roof, 2022 HVAC systems, conditioned flex space over garage, epoxy garage, and exclusive Hilton Head Plantation amenities including private Hickory Forest beach access, golf, marina, tennis, pickleball, Dolphin Head recreation area, leisure trails, and more. This is an extraordinary opportunity to own one of Hilton Head Plantation's premier waterfront residences where timeless craftsmanship, thoughtful updates, and unforgettable views come together in perfect harmony. This is Lowcountry living at its finest!

12 Pelican Watch Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,140,000
4 Beds ⋅ 3 Baths ⋅ 2,710 SqFt. ⋅ HILTONHEAD-511243 MLS
Modern, bright, and impressively spacious! This 4BR (single-level) Hilton Head Plantation home offers approx. 2,700 sqft in a quiet section of The Rookery! Tucked away on a small cul-de-sac, the property sits on over 1/2 acre and backs up to Rookery open space, creating a private natural setting with established landscaping, local plantings, and fruit trees. Inside, the home feels fresh and inviting with abundant natural light, tall (smooth) ceilings, gorgeous wood flooring, beautifully updated bathrooms, and two (spacious) owner's suites. The chef-style kitchen is a definite highlight of this home... complete with a large quartz island, updated cabinetry, stainless steel appliances, and even an induction range! Seamless indoor-to-outdoor transition, complete with a large (private) backyard deck. The dining room is filled with natural light, can host a large table for guests, and overlooks a private front courtyard. This home offers way more than one might expect, PLUS most furnishings are negotiable, creating an opportunity for a move-in-ready primary or second home. Don't miss the virtual pool plan!

1 Sanderling Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$649,999
4 Beds ⋅ 3 Baths ⋅ 1,633 SqFt. ⋅ HILTONHEAD-510748 MLS
Welcome to 49 Timbercrest, offering a thoughtful floor plan with a desirable first-floor primary suite, inviting living spaces, and great indoor/outdoor living. Step inside from the welcoming front porch to find beautiful details including plantation shutters, a spacious living room with a cozy fireplace and built-ins, and a functional layout perfect for everyday living. The kitchen features stainless steel appliances, granite countertops, a center island, and plenty of space for gathering. The first-floor primary suite offers a relaxing retreat complete with dual vanities, a glass walk-in shower, separate soaking tub, and spacious layout. Additional guest bedrooms are located upstairs, providing privacy and flexibility for family and visitors. Enjoy Lowcountry living from the screened porch overlooking the fenced-in backyard - perfect for relaxing or entertaining. Additional features include a two-car garage and great storage throughout Located in the sought-after Spanish Wells area, this Hilton Head community offers a peaceful setting close to everything the island has to offer. Enjoy easy access to the beaches, Coligny, dining, shopping, golf, and south-end amenities, while also having a quick and convenient route off-island to Bluffton. A wonderful opportunity for a full-time residence or Hilton Head getaway!

49 Timbercrest Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,029,000
4 Beds ⋅ 4 Baths ⋅ 3,244 SqFt. ⋅ HILTONHEAD-510241 MLS
Spacious two story home (3,244sf) on large private lot located in a quiet cul-de-sac. Opportunity awaits to create your own loving home or investment property. Grand two story living room with fireplace, private study with oversized screened porch. Two zone heating and air conditioning, long expansive driveway, oversized two car garage, mature landscaping with live oaks draped in Spanish Moss. Palmetto Hall is a private gated community with two available 18 hole championship golf courses. Palmetto Hall Amenities include Southern style clubhouse, olympic size swimming pool, tennis/pickleball courts, sports field and a 100-acre nature preserve

10 Stonewall Circle, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,795,000
4 Beds ⋅ 3 Baths ⋅ 2,791 SqFt. ⋅ HILTONHEAD-511036 MLS
Luxury Coastal Living, Completely Reimagined!! Welcome to 9 Fort Walker Drive, an exceptional coastal residence in the prestigious gated community of Port Royal Plantation. Completely remodeled from top to bottom, this stunning 4-bedroom, 3-bath home blends timeless elegance with modern luxury, offering the rare opportunity to own a truly turnkey home in one of Hilton Head Island's most desirable communities.Situated on a private 0.6-acre golf course homesite, the property offers picturesque fairway views and ample space to create your dream backyard oasis, including room for a custom pool.Designed for effortless single-level living, the open floor plan is filled with natural light, soaring vaulted ceilings, and impeccable craftsmanship throughout. Wide-plank flooring, shiplap walls and ceilings, designer lighting, and refined architectural details create a sophisticated coastal aesthetic. The spacious great room is anchored by a striking acoustic fluted feature wall with a hidden door and sleek electric fireplace, creating an inviting focal point for everyday living and entertaining.The gourmet kitchen is a showpiece, featuring premium Bosch appliances, custom soft-close cabinetry, quartz countertops, and an oversized island designed for gathering with family and friends.The luxurious primary suite offers a custom walk-in closet and a spa-inspired bath with an oversized walk-through tile shower, dual oak vanity, quartz countertops, and designer finishes. Two additional bathrooms have been beautifully renovated with custom cabinetry, quartz surfaces, ceramic tile flooring, and tiled shower surrounds. Additional highlights include a thoughtfully designed laundry room with custom built-ins, abundant storage, and a rear deck with contemporary cable railings overlooking the golf course-the perfect place to enjoy morning coffee or evening sunsets.Every detail has been carefully curated with exceptional craftsmanship and high-end finishes, creating a home that lives like new while embracing the relaxed sophistication of coastal living.Enjoy the unmatched lifestyle of Port Royal Plantation, with 24-hour gated security, a private oceanfront beach club, championship golf, tennis, pickleball, walking trails, and easy access to Hilton Head Island's finest dining, shopping, and marina.Simply move in and enjoy luxury coastal living at its finest.

9 Fort Walker Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,250,000
4 Beds ⋅ 5 Baths ⋅ 2,665 SqFt. ⋅ HILTONHEAD-511192 MLS
Residence #104 at The Charles - Property Highlights At a Glance: 4 Bedrooms | 4 Full & 1 Half Baths | 2,665 sq ft of single-level living. Built 2021 | Direct pool & water views | Assigned covered parking. Waterfront & Views. Unobstructed pool and water views from nearly every principal room, framed by impact-glass, insulated windows for year-round comfort, storm protection, and quiet interiors - a rare specification even among new-construction luxury condos.Signature Interior Details. A residence designed for both everyday ease and elevated entertaining:Tray ceilings and smooth ceiling finishes throughout. A dedicated wine cellar for the serious collector. Elegant fireplace as the centerpiece of the main living area. Entrance foyer with genuine sense of arrival. Eat-in kitchen with pantry, ideal for casual and formal living alike. Multiple closets and abundant storage in every bedroom. Fresh, move-in-ready new paint throughout. Luxury vinyl plank, and tile flooring - durable, elegant, low-maintenance. Move-In Ready. Technology: Fully wired for modern living - data and sound wiring throughout, cable-ready, and outfitted with custom window treatments in every room for immediate, effortless comfort. Chef's Kitchen & Appliances. A complete high-end appliance package included: Gas range, dishwasher, disposal, microwave, refrigerator, freezer, wine cooler, washer, and dryer - everything needed to move in and start living immediately, with no appliance upgrades required. Comfort SystemsCentral, electric heat-pump heating and cooling - efficient, modern climate control suited to coastal living. Outdoor Living: Two enclosed and screened balcony spaces plus an outdoor grill area extend living space beyond the walls of the residence - ideal for enjoying Lowcountry sunsets and waterfront breezes in comfort. Security & Peace of Mind: A rare level of protection for a residential address: 24-hour security guard, fire alarm, fire sprinkler system, and smoke detectors throughout - the kind of layered security typically found only in top-tier luxury buildings. Boutique Building Amenities: As part of The Charles, owners enjoy: Community pool with waterfront setting. Fire pit and barbecue/grilling area. Business center. Guard-gated security. Private storage in addition to assigned parking

63 Skull Creek Drive Unit 104, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

$375,000
4 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511055 MLS
Perfectly positioned between Hilton Head Island and Bluffton, this rare detached home in The Gatherings offers the best of both worlds - single-family living with the ease of a condo association's worry-free exterior maintenance. Nestled on a quiet cul-de-sac, this elevated 4-bedroom home is one of only a few true four-bedroom properties in the community, making it a highly sought-after find in the Hilton Head Island real estate market. Enjoy serene marsh views right from home, plus a 1-car garage and additional storage space beneath. Residents of The Gatherings enjoy access to community amenities, including a pool and tennis courts, all just minutes from the shopping, dining, beaches, and golf that make Hilton Head Island and Bluffton, SC, two of the most desirable places to live on the East Coast.

19 Pine Burr E Road Unit 16, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$950,000
4 Beds ⋅ 4 Baths ⋅ 2,538 SqFt. ⋅ HILTONHEAD-510630 MLS
Welcome to effortless Lowcountry living in the highly sought-after Hilton Head Plantation. This beautifully renovated 4-bedroom, 3.5-bath home offers the perfect blend of modern style, thoughtful design, and an unbeatable location. Featuring a desirable floor plan with two bedrooms on the main level, including the primary suite, and two additional bedrooms upstairs, this home provides flexibility for families, guests, or a home office. Every inch has been thoughtfully updated, creating a move-in-ready retreat with timeless finishes throughout. The stunning kitchen serves as the heart of the home, showcasing crisp white cabinetry, elegant quartz countertops, stainless steel appliances, and abundant workspace for entertaining or everyday living. The open-concept design flows seamlessly into the main living areas, creating a bright and inviting atmosphere. The spacious primary suite offers a private escape, while the additional bedrooms provide generous accommodations for family and guests. With three full bathrooms and a convenient half bath, comfort and functionality are built into every level of the home. Step outside to enjoy the large backyard overlooking a peaceful wooded setting, offering exceptional privacy and plenty of room to relax, entertain, or simply enjoy the natural beauty of the Lowcountry. Perfectly positioned near the plantation's back gate, you'll enjoy quick access to some of Hilton Head Island's finest restaurants, shopping, and everyday conveniences. The home is also just moments from the outstanding Spring Lake Recreation Area amenities, including the community pool, tennis and pickleball courts, fitness center, playground, and leisure trails. This is an exceptional opportunity to own a fully renovated home in one of Hilton Head Island's most desirable gated communities, where comfort, convenience, and the Lowcountry lifestyle come together beautifully.

30 Sweet Bay Lane, Hilton Head Island

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

$1,699,000
4 Beds ⋅ 5 Baths ⋅ 4,149 SqFt. ⋅ HILTONHEAD-511034 MLS
Walkable to the beaches of Palmetto Dunes, this Hilton Head Island retreat features 4 spacious bedrooms, 4.5-baths w/sleeping loft and is designed for gathering, entertaining, and unforgettable beach vacations. Sold fully furnished and ready to enjoy, this large, beach-oriented home comfortably sleeps 14+ and offers multiple living spaces where family and guests can spread out, watch a movie, play cards, enjoy video games, or unwind after a day at the beach. A dramatic entry welcomes you with soaring ceilings, walls of windows, abundant natural light, and warm wood-planked ceiling details that add coastal character throughout the main living areas. The open floor plan creates an easy flow between the living room, dining area, and kitchen, making the home ideal for hosting large groups. The kitchen is a standout with a giant island, sleek black countertops, plentiful cabinets, stainless steel appliances, an island cooktop, excellent prep space, and beautiful natural light. The first-floor owner's suite offers privacy and convenience with generous space, vaulted ceilings, and an extra-large ensuite bath with soaking tub. Additional bedrooms are oversized and thoughtfully arranged for guests, family, or rental flexibility, including bunk room setups, multiple sleeping areas, and private bath access that makes hosting easy. With 4 full bathrooms, everyone has the comfort and space they need. Outdoor living is just as inviting, featuring a heated swimming pool, pool deck, rear deck, and lush tropical surroundings. Enjoy multiple golf fairway and hole views of the Fazio Course, creating a beautiful backdrop for relaxing by the pool or entertaining outdoors. The property also offers a large driveway, attached garage, mature Lowcountry landscaping, and a private island setting surrounded by oaks and palms. Additional highlights include 4 energy-efficient geothermal heating and cooling systems and a new roof in 2021. With rental history exceeding $129K in 2025, this exceptional Palmetto Dunes property offers an incredible turnkey opportunity as a primary residence, second home, or investment property in one of Hilton Head Island's most desirable beach communities. Offered AS IS.

20 Heath Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$723,511
4 Beds ⋅ 3 Baths ⋅ 2,253 SqFt. ⋅ HILTONHEAD-511033 MLS
Nestled along the picturesque Jarvis Creek, this stunning new home boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

166 Heartleaf Road, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$1,750,000
4 Beds ⋅ 5 Baths ⋅ 4,100 SqFt. ⋅ HILTONHEAD-510708 MLS
Perfectly positioned on a quiet cul-de-sac overlooking the 18th tee of Oyster Reef Golf Club, this extraordinary 4-bedroom, 4 1/2-bath residence offers 4,100 square feet of impeccably designed luxury in the heart of Hilton Head Plantation. Thoughtfully reimagined with exceptional craftsmanship, every detail reflects timeless elegance and modern sophistication. Soaring tongue and groove ceilings, premium finishes, and expansive living spaces create an inviting atmosphere for everyday living and entertaining. The chef's kitchen is a showpiece, featuring Thermador appliances, a stunning 12-foot leathered granite waterfall island, built-in wine refrigeration, and custom cabinetry. The adjoining family room is anchored by a dramatic 72-inch linear gas fireplace and walls of glass that open to an expansive screened porch with a tongue and groove ceiling, seamlessly blending indoor and outdoor living while showcasing sweeping golf views. Luxurious owner's and guest suites, exceptional quality, and state-of-the-art systems complete this remarkable Lowcountry retreat.

31 Oyster Bay Place, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,229,000
4 Beds ⋅ 5 Baths ⋅ 3,184 SqFt. ⋅ HILTONHEAD-510880 MLS
JUST A SHORT BIKE RIDE TO THE BEACH! Drive down your long private drive to this spacious home all on one level offering an open floor plan featuring 4 BR/ 4 1/2 BA with a private courtyard pool. This home is located on over a half an acre lot in the coveted Sea Pines Resort - one of Hilton Head Island's most desirable neighborhoods. Fabulous views looking out over a lush lawn, tranquil lagoon and Egret Island. Whether you're seeking a private family retreat, a savvy investment or an idyllic island getaway, this home delivers. Indulge in Sea Pines' world class amenities... from the Beach Club and golf to tennis, pickleball and miles of pristine beaches ... plus the charm of the iconic Harbour Town, deepwater views, shops and restaurants. Opportunity to join the Baynard Park Club for access to the sound-front pavilion & dock.

11 Baynard Park Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

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