Hilton Head Island SC 4 Bedroom Real Estate, Homes, Condos for Sale

4 Beds ⋅ 3 Baths ⋅ 1,840 SqFt. ⋅ HILTONHEAD-511832 MLS

Welcome to this charming Charleston-style 4-bedroom, 2.5-bath home situated on a large corner lot in the desirable gated community of Victoria Square on Hilton Head Island. Designed for relaxed coastal living, this home offers an abundance of outdoor living spaces, including a cozy front porch, a screened patio on the first floor, an oversized screened porch off the living room, and a spacious open balcony off the primary suite on the top floor-perfect for soaking up the sunshine or enjoying peaceful evenings. The beautifully renovated kitchen features new appliances, full-height cabinetry, granite countertops with a matching backsplash, and tile flooring. The spacious living room is highlighted by a cozy fireplace, creating a warm and inviting gathering space. Upstairs, you'll find new luxury vinyl plank flooring throughout all bedrooms. Enjoy peace of mind with numerous recent upgrades, including a newer roof, gutters, French drain, ductwork, HVAC systems, and water heater. The private backyard has been enhanced with new landscaping, creating a tranquil outdoor retreat. Additional features include a two-car garage and an extended driveway for ample parking. Ideally located in the heart of Hilton Head Island, this home is just a short bike ride to the beach, parks, shopping, and restaurants. Victoria Square offers low HOA dues and outstanding amenities, including a community pool, playground, leisure trails, 2 acre lagoon, a security gate, and boat and RV storage, making it the perfect place to enjoy the Lowcountry lifestyle.

10 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$619,000

4 Beds ⋅ 4 Baths ⋅ 2,625 SqFt. ⋅ HILTONHEAD-511634 MLS

Welcome to Peregrine Pointe, a quiet enclave on Hilton Head Island's convenient north end. Offering 2,625 square feet of living space, this well-designed home presents an exceptional opportunity for buyers seeking the space and privacy of a single-family home at an attainable price point.The ground level features a private-entry guest suite with its own living area and full bath, providing flexible space for extended family, guests, a home office, or multi-generational living.The elevated main living level is bright and inviting, offering an eat-in kitchen, spacious living room with fireplace, powder room, laundry closet, and a versatile den or flex room. A large covered screened porch extends the living space outdoors, creating the perfect spot to relax, entertain, or enjoy the coastal breeze year-round.Upstairs, the generous primary suite includes a walk-in shower, soaking tub, double vanity, and ample closet space. Two additional guest bedrooms share a Jack-and-Jill bath, creating a functional layout for family or visitors.Tucked away in a peaceful neighborhood just off Marshland Road, you'll enjoy convenient access to beaches, shopping, dining, schools, and everything Hilton Head Island has to offer. Whether you're searching for a primary residence, second home, or investment opportunity, this home delivers exceptional space, flexibility, and value in today's market. New roof 2026!

26 Peregrine Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,275,000

4 Beds ⋅ 4 Baths ⋅ 3,132 SqFt. ⋅ HILTONHEAD-511593 MLS

This beautiful 4 bedroom, 3.5 bath home offers the perfect blend of comfort, style, and convenience. Located on one of the most desirable streets in HHP with golf and lagoon views within easy walking distance to the Country Club of Hilton Head. Impressive 12ft ceilings, 8ft doors, arched hallway passages, crown molding, travertine stone and hardwood floors create an ideal balance of modern living and timeless appeal. The home has been extensively updated, featuring a recently remodeled kitchen and renovated bathrooms, along with fresh paint throughout. Two new heat pumps including air ducts provide added comfort and efficiency. The versatile bonus room can be used as a home office, media room, exercise area, guest space, or whatever best suits your lifestyle. The impressive three-car garage adds exceptional convenience and storage, complete with new garage doors and durable urethane floor.

52 Old Fort Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,595,000

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.

$1,650,000

4 Beds ⋅ 3 Baths ⋅ 2,015 SqFt. ⋅ HILTONHEAD-511511 MLS

Location is everything! This ocean-oriented, four-bedroom, three-and-one-half-bath condominium is just steps from the Atlantic Ocean and the shops, dining and entertainment of South Beach Marina Village in Sea Pines.Ideally positioned beside the new community pool, the residence offers a private rear deck as well as an upstairs deck off the primary suite. Enjoy convenient access to the beach, leisure trails, pickleball, restaurants, shopping and endless opportunities for recreation.Whether you are seeking a primary residence, vacation retreat or investment property, this is a wonderful opportunity to begin making lasting Hilton Head Island memories.

225 S Sea Pines Drive Unit 1401, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$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.

$1,750,000

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.

$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.

$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.

$1,090,000

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.

$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. Home also features a new roof. 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.

$2,149,000

4 Beds ⋅ 5 Baths ⋅ 2,665 SqFt. ⋅ HILTONHEAD-511192 MLS

Rare four-bedroom waterfront residence at The Charles, offering the space and privacy of a gracious Lowcountry home with the ease of luxury, lock-and-leave living. Set directly along Skull Creek, this approximately 2,665 square-foot, single-level residence captures wide water views, waterfront breezes, and memorable western sunsets toward Pinckney Island and the protected wildlife refuge beyond. Two screened porches-together providing approximately 280 square feet of outdoor living create inviting places to enjoy morning coffee, sunset cocktails, or the changing scenery along Skull Creek. The thoughtful floor plan offers four ensuite bedrooms, a rarity in a waterfront condominium setting, making this an exceptional choice for owners who value room for family and guests without the maintenance demands of a standalone waterfront home. Expansive living and entertaining areas, an elegant fireplace, an eat-in kitchen with pantry, and a dedicated wine cellar support both relaxed everyday living and effortless hosting.The first-floor location provides particularly convenient access to the waterfront pool, fire pit, grilling area, porte-cochère, assigned parking, and private storage. At The Charles, owners enjoy a secure, gated setting with 24 hour guard service and the peace of mind that comes with professionally maintained building exteriors and grounds.This is waterfront living at its most convenient: four ensuite bedrooms, direct Skull Creek views, exceptional outdoor space, and the freedom to arrive, relax, and leave whenever you choose-without a yard, exterior maintenance, or the responsibilities of a waterfront house.

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.

$699,990

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.

$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.

$939,900

4 Beds ⋅ 4 Baths ⋅ 2,800 SqFt. ⋅ HILTONHEAD-510787 MLS

Welcome to The Sapelo currently under construction, a luxurious 4 bedroom, 3.5 bath coastal paradise.This beautiful elevated home exudes sophistication. With a 4 car drive-under garage and front porch, it presents a captivating curb appeal. Upon entering the main floor, you will be greeted by a bright and airy entryway, creating an inviting ambiance. The open concept kitchen, great room, and dining area provide the perfect setting for entertaining guests. The ultra gourmet kitchen is a chef's dream, featuring an island, double wall ovens, and built-in kitchen appliances. Large screened porch with marsh view of Old House Creek.

202 Sandy Oaks Lane, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$299,999

4 Beds ⋅ 3 Baths ⋅ 1,254 SqFt. ⋅ HILTONHEAD-510727 MLS

4BR/3BA stand-alone condo in The Gatherings community, Hilton Head Island. 1,950 sq ft. Two primary suites on the first floor for easy one-level living. Bright, open layout with abundant natural light. Enjoy the private deck overlooking serene lagoon views and wildlife.Community amenities: pool, tennis, basketball courts, and playground. Excellent location at the foot of the bridge with easy access to beaches, shops, restaurants, and Bluffton. Great investment opportunity for primary residence, vacation home, or rental income.

42 Wee Road Unit 42, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,449,000

4 Beds ⋅ 3 Baths ⋅ 2,500 SqFt. ⋅ HILTONHEAD-510645 MLS

Experience the ease of the Sea Pines lifestyle in this beautifully updated Greenwood Forest retreat, where soaring ceilings, walls of glass, and a private wooded setting create a home that feels both spacious and serene. Tucked away on a quiet cul-de-sac, this light-filled 4-bedroom, 3-bath home offers exceptional indoor-outdoor living in one of Sea Pines' most convenient locations. Multiple gathering spaces flow seamlessly together, creating a layout equally suited for everyday living and entertaining. The heart of the home is the stunning kitchen, completely renovated in April 2026. Thoughtfully designed with expansive quartz countertops, abundant cabinetry, a large center island, stainless steel appliances, beverage cooler, and generous workspace, it balances style and function beautifully. Whether hosting friends or enjoying a quiet morning before a day at the beach, this is a space designed to bring people together. Just beyond, the spectacular sunroom serves as the home's signature gathering space. Framed by dramatic windows and vaulted ceilings, it captures peaceful views of the private backyard while flooding the interior with natural light. Morning coffee, afternoon reading, evening conversations-this is the space you'll find yourself drawn to again and again. Outdoor living is equally inviting. An expansive deck, hot tub, mature landscaping, and private wooded backdrop create a setting that feels worlds away while remaining remarkably convenient to everything Sea Pines has to offer. Greenwood Forest's central location is one of its greatest advantages. Residents enjoy access to the private community pool, miles of leisure trails, and a dedicated pathway to Sea Pines Center for coffee, lunch, shopping, and everyday conveniences. Harbour Town, golf, tennis, dining, and the beach are all just a short bike ride away. Whether you're searching for a primary residence, second home, or investment property, this thoughtfully updated home delivers the privacy, convenience, and lifestyle that make Sea Pines one of Hilton Head Island's most sought-after communities.

8 Pine Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$995,000

4 Beds ⋅ 4 Baths ⋅ 3,428 SqFt. ⋅ HILTONHEAD-510654 MLS

Exceptional value on superbly maintained residence with spacious floor plan and expansive private pool in amenity rich Moss Creek. Features include natural stone flooring, granite counters, custom built-ins, vaulted ceilings, walls of windows to pool & grounds, stone surround gas fireplace, stainless steel appliances, max cabinet/counter space, recessed lighting, skylights, impressive storage space including walk-in attic, oversize 2 car garage + newer roof & energy efficient HVAC systems. Very livable/flexible floor plan boasts kitchen with breakfast bar, open to formal/casual dining, den/study, great room, 2 large 4 season Carolina rooms (screened + plexi-glass windows), well-appointed & private primary suite, 2 ample guest BR's & bath, powder room, large laundry room + huge bonus suite with kitchenette/BR/Living Area/Bath and pool view terrace! Owner groomed landscape/hardscape offers mature plantings, specimen trees, stay cool pool deck, secret garden, carriage lighting, and maximum privacy. All on quiet cul-de-sac street with primo central locale close to all this private club community has to offer!

18 Saw Timber Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$325,000

4 Beds ⋅ 3 Baths ⋅ 1,950 SqFt. ⋅ HILTONHEAD-510643 MLS

Beautifully remodeled & meticulously maintained 4-bed 3-bath home located in the lovely community of The Gatherings. Conveniently located at the mouth of the Hilton Head bridge, the home boasts a HHI address while being located in Bluffton; the location doesn't get much better. Newer cabinets, subway tile backsplash, and granite countertops invite you into the fresh kitchen space. 52 Salt Marsh offers a first-floor primary w/ a fully renovated bathroom and custom tiled shower, w/ laundry room and second bed/bath across the hall. Upstairs includes its own two-bedroom retreat and bath with a centrally located kitchenette separating the two spaces. A large back deck offers tranquil lagoon views. Technically classified as a condo, you get all the pros of villa living, yet with the space and privacy of a single-family home w/ a true lock and leave opportunity. The Gatherings easily offers the best bang for your buck in the area. Home was fully repainted in July 2026. HVAC replaced in 2022. The home has been fully replumbed w/ PEX and spray foamed with all new flooring. New tubs in both auxiliary bathrooms were added in July 2026. Home receives two assigned parking spots. This is truly a turn key opportuniy for a primary, secondary, or proven investment property.

52 Salt Marsh Drive Unit 52, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,199,500

4 Beds ⋅ 4 Baths ⋅ 3,228 SqFt. ⋅ HILTONHEAD-509532 MLS

Nestled on a quiet cul-de-sac just steps from Port Royal Sound, this 4-bedroom, 3.5-bath home for sale on Hilton Head Island sits within the desirable Hickory Forest community inside the gates of Hilton Head Plantation. And the big-ticket items? Already handled with a 2025 roof and two new 2026's HVACs. Enter the large great room anchored by a gas fireplace and tall ceilings. Beautiful flooring flows throughout the living areas. The spacious kitchen features granite countertops and custom cherry cabinetry. Formal dining room and eat-in kitchen provides options for dining. The first-floor primary suite offers a luxurious renovated bath with a large walk-in shower and custom closet. A Carolina room, and a fabulous screened porch with a new hot tub provide plenty of options for outdoor living. Above the oversized two-car garage, a private guest suite with living area, bedroom, full bath, and private balcony is perfect for multigenerational living. Enjoy all that Hilton Head Plantation has to offer - golf, tennis, pickleball, pools, a private beach on Port Royal Sound, and miles of walking and biking trails - all within a gated community on Hilton Head Island, South Carolina.

2 Hermit Crab Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$4,495,000

4 Beds ⋅ 5 Baths ⋅ 4,074 SqFt. ⋅ HILTONHEAD-510566 MLS

Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,275,000

4 Beds ⋅ 4 Baths ⋅ 2,200 SqFt. ⋅ HILTONHEAD-510192 MLS

Experience the very best of Hilton Head Island from this exceptional villa in the heart of Sea Pines, one of the most prestigious and sought-after resort communities on the East Coast. Whether you're searching for a primary residence, vacation retreat, or investment property, this rare opportunity places you at the center of everything that has made Sea Pines a world-renowned destination for generations. Perfectly positioned just a few blocks from the iconic Harbour Town, this rare spacious 4-bedroom, 3-bath villa offers the ultimate blend of location, lifestyle, and convenience. Step outside your door and be at the legendary Harbour Town Golf Links in 2 minutes, home of the annual RBC Heritage, one of the most celebrated tournaments on the PGA Tour. From moss draped oaks, every day feels like a vacation. Sea Pines offers miles of leisure trails, pristine beaches, championship golf, world-class tennis and pickleball, water sports, fishing, boating, and endless opportunities to explore the natural beauty of Hilton Head Island. Hop on a fishing charter, para sailing vessel, or kayak just a minute from your front door. Dining and entertainment are just moments away, with the vibrant Harbour Town marina featuring waterfront restaurants, boutique shopping, live music, and the iconic red-and-white lighthouse that has become synonymous with Hilton Head Island. Families will appreciate the safe, welcoming atmosphere and endless activities for children, while those seeking relaxation will find it easy to unwind amidst the resort's tranquil coastal setting. Adding to the appeal, opportunities within this highly desirable complex are exceptionally rare. With no competing units currently available, this villa represents a unique chance to own in one of the most coveted locations in Sea Pines, offering approximately 2,200 square feet of living space, an unbeatable stroll-to-everything location, and access to one of the East Coast's premier resort destinations, 107 Lighthouse Road #2308 embodies the Hilton Head lifestyle at its finest. This is more than a property-it's an opportunity to own a piece of one of America's most beloved coastal communities. On site pool, recent luxury vinyl floors, new AC, freshly painted and all bathrooms totally redone. Kitchen has NEW SS appliances and quartz counters. Don't miss it! Bike everywhere! Trolley stop across the street!

107 Lighthouse Road Unit 2308, Hilton Head Island

Listing courtesy of SERHANT.

$310,000

4 Beds ⋅ 3 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-510380 MLS

Motivated Seller. Nestled among mature trees in the desirable Gatherings community, this spacious 4bedroom, 3bath, 1741sq ft home offers the perfect blend of privacy, comfort and convenience. Soaring vaulted ceilings, abundance natural light, and an inviting fireplace create a warm and welcoming atmosphere. The open concept features hardwood flooring, a spacious kitchen and is a seamless flow between living, dining and entertaining areas. Large windows and sliding doors bring the outdoors in, showcasing peaceful wooded and lagoon views from nearly every room.The primary suite offers a relaxing retreat with generous closet space and an en-suite bath. Step outside to an expansive private deck overlooking a serene natural setting with lagoon.Steps away residents enjoy access to a community swimming pool, tennis courts and playground.Experience Lowcountry living at it's best in this charming home.The house has just been painted on the outside. The landscaping is well maintained by the regime. Security patrol on site. New washer, dryer, dishwasher, and new blinds and ceiling fans throughout the home. Two assigned parking spots, up to four vehicles. Zoned for Hilton Head Island schools. Convenient to Tanger Outlets, Bluffton and Savannah. HOA includes flood insurance.

58 Pine Burr Road Unit 58, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,295,000

4 Beds ⋅ 6 Baths ⋅ 3,592 SqFt. ⋅ HILTONHEAD-510274 MLS

LOCATED in Port Royal the oceanfront private community on Hilton Head. ON A 1.3 ACRE LOT with massive live Oaks and TIDAL VIEWS FOR MILES toward PORT ROYAL SOUND. Natural landscape changes constantly with the tides, showing changing colors of the Spartina grass. This home offers unmatched quietness and privacy to allow you to unwind and escape the daily rush. See a wide variety of birds, marine life and other animals like being in a private nature sanctuary. Outdoor kitchen pool, and gazebo for the firepit overlooking tidal marsh out to Port Royal Sound. Large porch overlooking the pool and Pool power room. The main house has a Master & Three bedrooms.. A large quest suite over the three-car garage. The garage has GREAT storage and workspace. The updated kitchen opens to a large dining area. This area is connected to two large sitting areas overlooking the tidal marsh. The 3-car garage has all built-in storage and epoxy floors. A total of 4 bedrooms with 4 full baths and 2 half baths ( one is by the pool) If you ever wanted to enjoy nature, this is the perfect location.

4 Hartford Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$674,900

4 Beds ⋅ 3 Baths ⋅ 2,414 SqFt. ⋅ HILTONHEAD-510227 MLS

Welcome to Timbercrest, a beautiful tree-lined Hilton Head Island neighborhood with sidewalks, mature landscaping and a peaceful residential feel. This inviting 4-bedroom, 2.5-bath home offers generous living spaces and a flexible floor plan with plenty of room to grow. The expansive top-floor bedroom has an additional bathroom already underway, framed, drywalled and enclosed with a door, offering the opportunity to complete the space and create a 3.5-bath home. The main living areas flow easily outdoors to Trex decking and a paver fire pit area, perfect for enjoying the Lowcountry setting. Adding to the lifestyle is Spanish Wells Club, just a short walk, bike or golf cart ride away, with memberships available for purchase. Members can enjoy golf, tennis, pickleball and the outdoor pool, along with the waterfront clubhouse and Holbrook Grill overlooking Calibogue Sound. The club's deep-water day dock, covered pier, small beach and expansive waterfront areas offer incredible views and sunsets, with opportunities for fishing, boating, kayaking, paddleboarding and simply relaxing by the water. The paved driveway extends to a spacious two-car parking pad designed with a future detached garage in mind. Several homes in the neighborhood have added detached garages with finished second-level spaces, creating possibilities for a guest space, home office, game room or even a long term rental for additional investment potential. Timbercrest also offers an exceptionally convenient Island location, with quick access to the Cross Island Parkway and bridge, putting Hilton Head's south end or the route off-island just minutes away. Beaches, shopping, dining and everyday necessities are all close by. Whether you're looking for a primary residence or an Island getaway, this home combines a gorgeous established neighborhood, an enviable Lowcountry lifestyle, room to grow and exciting possibilities for the future.

22 Timbercrest Circle, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$699,990

4 Beds ⋅ 3 Baths ⋅ 2,253 SqFt. ⋅ HILTONHEAD-510258 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

118 Heartleaf Road, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$4,300,000

4 Beds ⋅ 5 Baths ⋅ 7,324 SqFt. ⋅ HILTONHEAD-509253 MLS

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

34 Sparwheel Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$330,000

4 Beds ⋅ 3 Baths ⋅ 1,950 SqFt. ⋅ HILTONHEAD-510211 MLS

Perfectly positioned at the gateway to Hilton Head Island yet firmly rooted in the heart of beautiful and historic Bluffton, this precious 4-bedroom, 3-bath property offers more than just a place to live - it offers a way of life. Unlike a traditional condo or townhome, this home has no shared walls, no neighbors above or below, and lives just like a private single-family residence. You get the privacy, space, and independence of your own home, while enjoying the convenience and lower-maintenance lifestyle that comes with condominium ownership. Imagine mornings spent sipping coffee on your back deck as the birds and wildlife awaken around you. Inside, the home welcomes you with warm coastal charm, inviting spaces, and room for everyone you love. What truly sets this property apart is its place within the newly imagined community of The Gatherings. Designed around connection, friendship, and the simple joys of everyday life, this is a neighborhood where front porches matter, conversations happen naturally, and neighbors become lifelong friends. This isn't just another home for sale. It's a front-row seat to the beauty of the Lowcountry. A launching point for Island adventures. A place where memories will be made for years to come. A coastal cottage that captures everything people dream about when they imagine living where the marsh meets the ocean. Your Regime fee covers insurance, roof, security, exterior maintenance and trash collection - truly carefree living. Incredible opportunity for an investment property, second home or primary coastal escape. Some homes are viewed. Others are experienced. And this one simply must be seen to be fully appreciated. Come discover what life can look like when charm, location, community, and the beauty of the South Carolina coast come together in one unforgettable place.

48 Salt Marsh Drive Unit 48, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,175,000

4 Beds ⋅ 4 Baths ⋅ 2,600 SqFt. ⋅ HILTONHEAD-509808 MLS

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

22 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$699,900

4 Beds ⋅ 4 Baths ⋅ 1,855 SqFt. ⋅ HILTONHEAD-510127 MLS

Sales Agents onsite 10am-4pm Wednesday- Saturday! Private Backyard Plunge Pool Included at the Current List Price - A Luxury Rarely Found in Hilton Head Townhome Living.Introducing the Somerset at The Homes at Olive Shell, one of Hilton Head Island's newest gated communities. This 4-bedroom Somerset includes a professionally installed private backyard plunge pool, creating a true outdoor retreat that's perfect for relaxing after a day at the beach, entertaining family and friends, or simply enjoying your own private slice of island life.This thoughtfully designed 4-bedroom, 3.5-bath residence offers approximately 1,855 square feet of beautifully finished living space featuring an open-concept floor plan, quartz countertops, shaker-style cabinetry, stainless steel appliances, designer finishes, abundant natural light, a spacious primary suite, screened porch, private balcony, attached garage, and generous storage. Every detail has been carefully selected to deliver effortless coastal living with the quality and style expected in a luxury Hilton Head home.Residents enjoy a gated community with resort-style amenities including a community pool, pool house, walking trails, and convenient access to Hilton Head Island's world-class beaches, championship golf, marinas, shopping, dining, and the island's renowned bike path network.Whether you're searching for a primary residence, a second home, or a vacation home with income potential, the Somerset offers the perfect combination of luxury, low-maintenance living, and exceptional outdoor space. The included private plunge pool sets the Somerset apart from nearly every other townhome offering on Hilton Head Island, delivering a level of outdoor living typically associated with much larger single-family homes.Offered unfurnished, buyers have the opportunity to personalize the home to reflect their own style. For those seeking a truly turnkey experience, a professionally curated furniture package is available for purchase separately.Seller will install the private plunge pool prior to closing. Listing photos include an identical completed plunge pool and accurately represent the pool design that will be installed with this home.

220 Olive Shell Court Unit 35, Hilton Head Island

Listing courtesy of SERHANT.

$699,900

4 Beds ⋅ 4 Baths ⋅ 1,855 SqFt. ⋅ HILTONHEAD-510125 MLS

Sales Agents onsite 10am-4pm Wednesday- Saturday! Private Backyard Plunge Pool Included at the Current List Price - A Luxury Rarely Found in Hilton Head Townhome Living.Introducing the Somerset at The Homes at Olive Shell, one of Hilton Head Island's newest gated communities. This 4-bedroom Somerset includes a professionally installed private backyard plunge pool, creating a true outdoor retreat that's perfect for relaxing after a day at the beach, entertaining family and friends, or simply enjoying your own private slice of island life.This thoughtfully designed 4-bedroom, 3.5-bath residence offers approximately 1,855 square feet of beautifully finished living space featuring an open-concept floor plan, quartz countertops, shaker-style cabinetry, stainless steel appliances, designer finishes, abundant natural light, a spacious primary suite, screened porch, private balcony, attached garage, and generous storage. Every detail has been carefully selected to deliver effortless coastal living with the quality and style expected in a luxury Hilton Head home.Residents enjoy a gated community with resort-style amenities including a community pool, pool house, walking trails, and convenient access to Hilton Head Island's world-class beaches, championship golf, marinas, shopping, dining, and the island's renowned bike path network.Whether you're searching for a primary residence, a second home, or a vacation home with income potential, the Somerset offers the perfect combination of luxury, low-maintenance living, and exceptional outdoor space. The included private plunge pool sets the Somerset apart from nearly every other townhome offering on Hilton Head Island, delivering a level of outdoor living typically associated with much larger single-family homes.Offered unfurnished, buyers have the opportunity to personalize the home to reflect their own style. For those seeking a truly turnkey experience, a professionally curated furniture package is available for purchase separately.Seller will install the private plunge pool prior to closing. Listing photos include an identical completed plunge pool and accurately represent the pool design that will be installed with this home.

230 Olive Shell Court Unit 34, Hilton Head Island

Listing courtesy of SERHANT.

$1,825,000

4 Beds ⋅ 5 Baths ⋅ 3,622 SqFt. ⋅ HILTONHEAD-508280 MLS

Step into exceptional Lowcountry living at this timeless 3,622-square-foot custom residence. Designed for both effortless entertaining and everyday comfort, the home boasts four spacious bedrooms, four-and-a-half baths, and high-quality craftsmanship throughout. Large windows flood the generous living spaces with natural light, highlighting the thoughtful design and drawing the eye out to your own private pool oasis. Every detail has been curated to create a seamless flow from the welcoming interiors to the beautiful outdoor living spaces. The property is perfectly situated within Seabrook Landing, an intimate waterfront enclave of just 33 homes tucked behind the gates of Hilton Head Plantation. This exclusive neighborhood grants you the rare luxury of a private community pool and a deep-water dock-perfect for sunset strolls, fishing, or simply taking in the coastal breeze. Beyond this quiet retreat, a world-class lifestyle awaits. You have full access to the plantation's phenomenal amenities, including miles of shaded leisure trails, four golf courses, top-tier tennis and pickleball facilities, a deep-water marina, and Port Royal Sound beach access. Whether you are seeking a primary residence or a luxurious island getaway, this home presents a rare opportunity to experience Hilton Head at its finest.

34 Seabrook Landing Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$774,999

4 Beds ⋅ 4 Baths ⋅ 2,490 SqFt. ⋅ HILTONHEAD-509078 MLS

Experience exceptional Lowcountry living in this beautifully designed marshfront home located in the gated community of Salt Creek Landing. Built in 2016, this elevated 4-bedroom, 3.5-bath residence blends newer construction style with stunning waterfront views of Old House Creek. The spacious floor plan includes a first-floor bedroom and three additional bedrooms upstairs, offering flexibility for guests and family alike. Designed for both everyday comfort and entertaining, the home features an expanded living area with 6 feet of extra living space, abundant natural light, extensive kitchen cabinetry, generous storage throughout, and an oversized 2-car garage with additional storage space. Outdoor living is just as impressive with two screened porches, an extended patio, and direct access from the porch to the backyard, perfect for enjoying the coastal setting and marsh views. Salt Creek Landing offers residents access to a community day dock and boat storage, all tucked behind the gates on desirable Spanish Wells Road.

12 Hammock Oaks Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,775,000

4 Beds ⋅ 4 Baths ⋅ 3,200 SqFt. ⋅ HILTONHEAD-509335 MLS

Experience Lowcountry luxury in this stunning new construction transitional farmhouse located on a quiet cul-de-sac in the highly sought-after Palmetto Hall community. Perfectly positioned on a beautiful .38-acre golf course homesite, this thoughtfully designed 4-bedroom, 3.5-bath residence offers approximately 3,200 heated square feet with exceptional bedroom separation and an open-concept floor plan ideal for both everyday living and entertaining.Inside, vaulted ceilings and abundant natural light create a bright, airy atmosphere throughout the main living spaces. The chef's kitchen features a large center island, premium finishes, and seamless flow into the dining and great room areas anchored by a cozy indoor fireplace. There is also a walk in pantry and scullery for additional functionality. A spacious mud room and attached 2-car garage provide added convenience and functionality.Outdoor living takes center stage with a welcoming covered front porch, screened porch, expansive entertaining spaces, outdoor fireplace, and fully equipped outdoor kitchen overlooking the golf course. Whether hosting guests or enjoying a quiet evening at home, this property was designed to embrace the best of indoor-outdoor Lowcountry living.Residents of enjoy access to two championship 18-hole golf courses, community pool, tennis amenities, and a premier gated lifestyle just minutes from Hilton Head Island's beaches, dining, and shopping. There is also a community side gate to take your private golf cart to the beach.

4 Gordonia Tree Court, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,300,000

4 Beds ⋅ 5 Baths ⋅ 3,266 SqFt. ⋅ HILTONHEAD-509024 MLS

Welcome to 1 Sutherland Court, an exceptional ocean-oriented retreat on a prime corner lot in the Inverness Section of Palmetto Dunes. Framed by ancient live oaks, swaying palms, and lush mature landscaping, this thoughtfully updated home delivers coastal elegance and generous living spaces just a short stroll from the beach.Soaring cathedral ceilings and a dramatic wall of windows and French doors flood the great room with natural light, while the floor-to-ceiling stone fireplace anchors the space with warmth and character. The gourmet kitchen impresses with light maple cabinetry, quartzite and granite countertops, a large island with seating for four, glass tile backsplash with under-cabinet lighting, stainless double wall ovens, French-door refrigerator, separate cooktop, and a dedicated pantry. The adjacent formal dining room seats ten or more with garden views on three sides.Four bedrooms are spread across two floors to accommodate family and guests with ease. The primary suite features a spa-inspired bath with double vanity, marble soaking tub, frameless glass shower, and separate water closet. A second main-floor bedroom offers ideal flexibility as a guest suite with its own private bath. Upstairs, two large vaulted bedrooms with wide-plank flooring and signature peaked gable windows share a well-appointed en-suite bath - one room currently configured with a king bed and bunk beds, perfect for families.Outside, a freeform heated pool and spacious paver patio create a private retreat shaded by mature trees. An oversized two-car garage, dedicated laundry room, walk-in attic with expansion potential, new roof (2021), and new HVAC (2020) round out this turnkey, move-in and rental-ready gem.

1 Sutherland Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$875,000

4 Beds ⋅ 4 Baths ⋅ 2,858 SqFt. ⋅ HILTONHEAD-508266 MLS

Ashton Cove is one of Hilton Head Island's hidden gems - a welcoming community of just 88 homes where both primary and second-home owners enjoy a true neighborhood atmosphere. With no short-term rentals permitted, residents appreciate the sense of community, peaceful surroundings, and exceptional South End location, just a short drive to Hilton Head's beautiful beaches, shopping, dining, and the Cross Island Parkway. Tucked away on a quiet cul-de-sac street, 8 Deixler Lane offers a thoughtful layout, flexible living spaces, and an unbeatable location. This 4-bedroom, 3.5-bath home is centered around an open kitchen that serves as the heart of the main level, with a spacious living room, cozy den, and dining area all flowing seamlessly from this central gathering space. A welcoming front porch sets the tone, while the rear screened porch and grilling deck provide ideal spots for relaxing or entertaining. Upstairs, the primary suite features a beautifully updated bath and a private laundry area, along with two additional bedrooms that share a full hall bath. The top level offers exceptional versatility with a large ensuite bedroom and bonus flex space - perfect for guests, a home office, or a media room. The ground level includes an oversized two-car garage, covered carport, and dedicated workshop area, offering ample storage and functionality. Residents enjoy access to a community pool, basketball court, tennis and pickleball courts, while the neighborhood's prime South End location provides quick access to the Cross Island Parkway, making travel to both the north end of Hilton Head and Bluffton simple and convenient.

8 Deixler Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,395,000

4 Beds ⋅ 5 Baths ⋅ 4,250 SqFt. ⋅ HILTONHEAD-507929 MLS

150 STEPS TO THE BEACH! Tucked within the private, oceanfront community of Port Royal, this exceptional Lowcountry residence offers a rare combination of scale, setting, and timeless Southern character. 111 Fort Walker Drive presents an extraordinary opportunity to own a marshfront estate in one of Hilton Head Island's most sought-after enclaves. Set on an expansive 0.78-acre homesite, the property is framed by majestic live oaks draped in Spanish moss, creating a serene, shaded backdrop that defines true Lowcountry living. Sweeping marsh views extend beyond the backyard, where a private crabbing dock invites you to fully embrace the coastal lifestyle. With ample room to ADD A CUSTOM POOL, you can create your own private marshside oasis-an ideal setting for relaxing, entertaining, and enjoying breathtaking sunsets just steps from the beach.The home features 4 bedrooms and 5 bathrooms, thoughtfully designed to accommodate both everyday living and multi-generational needs. The grand primary suite is a standout, offering dual bathrooms, generous closet space, and dedicated sitting and office areas, providing both luxury and functionality rarely found in one residence. Originally renovated in 2006 and further enhanced in 2024, the home blends classic architectural elements with modern updates. An abundance of storage throughout ensures practicality without compromising design. Ideal for a large family, a legacy property, or those seeking space and privacy within a prestigious community, this offering captures the essence of refined Lowcountry living-where natural beauty, exceptional privacy, and an unparalleled coastal lifestyle converge. Just 150 steps from the beach, you'll enjoy the best of both worlds: tranquil marshfront living with effortless access to the Atlantic Ocean.

111 Fort Walker Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$1,875,000

4 Beds ⋅ 5 Baths ⋅ 3,547 SqFt. ⋅ HILTONHEAD-507940 MLS

Nestled in a spectacular tidal marsh setting at the end of a peaceful cul-de-sac, meticulously maintained home boasts over 3,500 sq ft living space w/open floor plan. Featuring hardwood bamboo floors, this spacious residence includes 4BD & 4.5BA. Large master suite offers an expansive bedroom & luxurious bathroom. Main floor is highlighted by soaring 12-ft ceilings, adding a sense of openness & grandeur to the space and gas fireplace. Complete w/access to a community pool and a beach club-perfect for relaxing or enjoying the water views. Ideal retreat for those seeking both luxury and privacy, with natural beauty surrounding every corner.

24 Tabby Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$787,974

4 Beds ⋅ 3 Baths ⋅ 2,439 SqFt. ⋅ HILTONHEAD-508245 MLS

Gracefully set near the tranquil marshes of Jarvis Creek. Bailey's Cove offers this exquisitely crafted three-story home which combines refined coastal style with modern comfort. The ground level offers a spacious two-car garage and covered patio. The main floor features a light-filled great room, open dining area, gourmet kitchen, guest quarters, full bath, laundry, and a covered balcony for effortless indoor-outdoor living. Upstairs, a serene primary suite boasts a spa-inspired bath, and walk-in closet. 3 additional bedrooms sharing a full bath, completing this elegant lowcountry retreat.

141 Heartleaf Road, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

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