Hilton Head Island, SC Two Story Homes For Sale

4 Beds ⋅ 5 Baths ⋅ 4,066 SqFt. ⋅ HILTONHEAD-505022 MLS

This gorgeous home is uniquely situated on nearly an acre homesite in Sea Pines with a long scenic driveway that meanders under towering oaks to a grand entrance. Enjoy privacy with minimal care in this natural landscape environment. The quality craftsmanship features shiplap, beams, heart of pine flooring, chef's kitchen, an elevator, and multiple fireplaces. Both rear porches and a lower poolside terrace overlook a backyard swimming pool and the tidal salt marsh stretching out to Calibogue Sound and the intracoastal waterway. Beautifully updated with state of the art appliances and gas cooktop, the kitchen opens to the dining and great room with beautiful views to the marsh and sound. The current owners have continued to update and beautifully maintain this masterpiece of southern charm. Don't miss the second laundry room downstairs - perfect for towels from the pool and beach. Additionally, there is a recreation room and full bath downstairs for easy access from the pool.

20 Oyster Landing Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,050,000

3 Beds ⋅ 4 Baths ⋅ 2,454 SqFt. ⋅ HILTONHEAD-505303 MLS

Light, bright & charming, this 3 bedroom, 3 1/2 bath home in private Long Cove Club is waiting to be yours. Elevated, on a corner lot & cul de sac road with tranquil lagoon view. Interior features include a cathedral ceiling & wall of windows in the family room with a beautiful stone gas fireplace. Other features include custom woodwork, generous granite kitchen island and dining area, stainless steel appliances, tile floors on the main living area. The en suite primary bedroom with granite is also on the main level. Second floor has 2 spacious en suite bedrooms. A sizeable deck with a Sunshade awning overlooks the lagoon. Air conditioned & heated large storage room is off the ample 2 car garage. As a LCC resident, you will enjoy the world class amenities which include the Pete Dye designed golf course, deep water marina, tennis, full service clubhouse, community pool, pickleball & bocce ball. There are many group activities within the Club. This home has been well maintained, enjoyed & loved by the owners as a second home. Excellent condition throughout the home.

1 Foot Point Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$4,190,000

5 Beds ⋅ 6 Baths ⋅ 3,880 SqFt. ⋅ HILTONHEAD-504388 MLS

Welcome to a remarkable coastal retreat ideally positioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

30 Ruddy Turnstone Road, Hilton Head Island

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

$4,200,000

4 Beds ⋅ 4 Baths ⋅ 2,918 SqFt. ⋅ HILTONHEAD-504969 MLS

This exceptional second-row ocean home in Sea Pines offers a compelling blend of location, scale, and long-term flexibility. Just steps to the beach, expansive first- and second-level balconies capture ocean views and coastal breezes, while a private pool creates an ideal setting for outdoor living and entertaining. Inside, nearly 3,000 square feet of light-filled living space showcases an open-concept design with oversized windows and skylights. The thoughtfully designed floor plan includes 4 bedrooms plus a bunk room and 3.5 baths, providing flexible accommodations for family, guests, or rental demand. The first level features a secondary primary suite, while additional bedrooms are connected by a Jack and Jill bath, creating functional and private guest spaces. Upstairs, the primary suite serves as a quiet retreat. A fully equipped kitchen, garage parking, washer and dryer, gas grill, and electric vehicle charger enhance everyday functionality. Enjoy easy access to the beach and a short walk to South Beach Marina, offering premier tennis and pickleball facilities, or relax and dine at the iconic The Salty Dog Cafe. Whether positioned as a legacy coastal retreat or a high-performing investment property, this home represents a rare opportunity in one of Hilton Head Island's most desirable ocean-oriented communities.

1 Brown Pelican Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$2,995,000

6 Beds ⋅ 8 Baths ⋅ 4,685 SqFt. ⋅ HILTONHEAD-504849 MLS

Welcome to 13 Beach Lagoon, a classic 2nd-row home in the coveted "Gold Coast" area of Sea Pines offering an exceptional location just steps to the beach and outstanding investment potential. Situated on a large lot with generous backyard space, this property provides rare room to expand, redesign, or create your ideal outdoor oasis. The fenced yard and expansive outdoor areas add both privacy and versatility. The home features a spacious floor plan with vaulted ceilings, multiple living areas, and abundant natural light, along with wonderful architectural charm throughout. Generous bedrooms are thoughtfully separated for privacy, creating an ideal layout for family and guests. An elevator shaft is already in place, offering future convenience and accessibility. Expansive decking and porch areas overlook the sizable backyard, including one of the largest screened porches you'll find in Sea Pines - an incredible space for relaxing or entertaining. There is ample room to add enhancements such as a pool while still maintaining substantial outdoor living space. Additional highlights include a 2-car side-entry garage and a flexible layout ready for your updates and vision. This is a rare opportunity to renovate and truly make it your own. Whether you're looking to create a custom coastal retreat or invest in a high-demand rental location, the setting, lot size, and layout make this property especially appealing. Enjoy access to Sea Pines' beaches, bike trails, golf, marina, and dining - all from this prime 2nd-row location. 13 Beach Lagoon offers location, space, character, and unlimited potential.

13 Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,875,000

7 Beds ⋅ 7 Baths ⋅ 4,400 SqFt. ⋅ HILTONHEAD-504560 MLS

7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,199,000

4 Beds ⋅ 5 Baths ⋅ 3,192 SqFt. ⋅ HILTONHEAD-504812 MLS

LUXURY NEW CONSTRUCTION - STUNNING SUNSETS - LONG-DISTANCE MARSH VIEWS. Imagine waking up to peaceful long-range marsh views, spending your days enjoying the best of Hilton Head Island, and retreating each evening to unforgettable year-round sunsets from your own private master deck. Located within Hilton Head Plantation, this luxury new-construction home captures the heart of Lowcountry living with expansive marsh vistas, direct western sunset views, and access to world-class resort-style amenities, including the newly replenished Dolphin Head Beach. From the moment you arrive, this coastal masterpiece invites you to experience a lifestyle defined by beauty, privacy, craftsmanship, and tranquility. Designed to impress inside and out, this 4-bedroom home, plus a private office, 4 full bathrooms, and 1 half bath, showcases exceptional attention to detail and high-end finishes throughout. Features include custom-built inset cabinetry, a gourmet kitchen with premium appliances, Level 5 quartzite countertops, impact-rated windows, extensive trim work, shiplap accents in every room, and a 3-stop elevator. Multiple decks and outdoor spaces-perfect for quiet mornings, evening sunsets, and moments that make island living feel extraordinary. Outside, enjoy a private pool with sun ledge and water feature, a paver pool deck, and a paver driveway, all thoughtfully designed for luxury coastal living. Perfectly positioned as a primary residence or second home on Hilton Head Island, this move-in-ready property is more than just a house-it is a statement. A rare opportunity to own a true coastal dream home with some of the island's most beautiful sunset and marsh views. Schedule your private showing or live video walkthrough today and experience one of the finest new construction homes for sale on Hilton Head Island.

12 Salt Wind Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,900,000

4 Beds ⋅ 4 Baths ⋅ 3,276 SqFt. ⋅ HILTONHEAD-504501 MLS

A slice of heaven on earth with stunning, spectacular, views across peaceful marshes of Broad creek to Calibogue Sound. Imagine daily living with the magic and inspiration of soaring eagles, playful dolphins, migratory birds, sailing vessels and breathtaking sunsets over Buck Island. Nestled in one of Hilton Head's most sought-after communities, Point Comfort captures the essence of early island living - quiet streets shaded by majestic live oaks, a private community boat ramp, and a day dock perfect for exploring Broad Creek and beyond. This home is situated on two lots, which affords a great deal of privacy. 4 bedrooms, 4 bath, which includes carriage house over garage with private drive and entry. Featuring random width Heart of Pine floors, terracotta tile, sunken LR w/cathedral wood faced ceiling and solid, old Savanah brick wood burning fireplace. Freshly renovated kitchen w/island, granite countertops, gas cooktop, wine refrig and dining area with sweeping views. Lovely primary bedroom suite and guest suite w/gorgeous views. Big deck w/hot tub and 3 porches and 2 car garage.

13 Nautilas Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,875,000

5 Beds ⋅ 6 Baths ⋅ 6,330 SqFt. ⋅ HILTONHEAD-504359 MLS

Claim The Water at 47 River Club Drive, a residence that does not merely sit on the water-it belongs to it. Located within the private, gated community of The River Club on Hilton Head Island, this exceptional deep-water estate represents a rare convergence of architecture, craftsmanship, and setting, where Broad Creek becomes both your view and your playground. Arrival is marked by quiet confidence: a stone-paver driveway and arched wood entry door with copper-foil glass, set the tone. Inside, soaring ceilings, six-panel solid wood doors, crown moldings, and inlaid Chocolate Saturnia limestone establish a sense of timeless elegance. The first-floor primary suite is a true retreat, positioned to capture breathtaking water views and finished with hardwood floors. The expansive ensuite features a soaking tub, separate glass-enclosed shower, and generous custom closets. The primary suite is so substantial, it can even accommodate an in-home gym. At the heart of the home, the gourmet kitchen is designed without compromise. Custom Cuisine Laurier cabinetry, Viking and Sub-Zero appliances, dual dishwashers, Insta-Hot water, prep sink, walk-in and butler's pantries, and a dedicated wine area with Marvel cooler and Scotsman icemaker make entertaining effortless. Living spaces unfold with purpose: a formal living room anchored by a gas fireplace with limestone surround and Enkeboll carvings, a theatre room, game room with wet bar, dedicated office, craft room, and upstairs bedroom suites with custom shelving and window seats. Then there is the waterfront-unmistakable and breathtaking. Majestic live oaks frame panoramic Broad Creek views, while a custom saltwater pool and spa appear to float at river level. A covered outdoor sanctuary with a Savannah brick gas fireplace invites year-round enjoyment. For boating enthusiasts, the property stands apart. A private deep-water dock and dock house-with electricity, water, fish-cleaning station, ceiling fans, and additional floating dock-offers immediate access to the creek and beyond. The perfect spot to watch the Summertime fireworks. A new 150-foot seawall secures the shoreline. Additional highlights include a three-car garage with epoxy floors, workshop and storage, central vacuum systems, reverse-osmosis water filtration, multiple HVAC systems, and museum-quality lighting. Optional membership to the Jack Nicklaus Signature Golf Club at Indigo Run completes the lifestyle.47 River Club Drive is a legacy property.

47 River Club Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$9,495,000

4 Beds ⋅ 5 Baths ⋅ 4,025 SqFt. ⋅ HILTONHEAD-504472 MLS

A custom-built oceanfront home that is defined by exceptional craftsmanship and an enduring coastal presence located in the world-class Sea Pines community. Designed by architect Neil Gordon and built by Cambridge Builders, 52 Canvasback offers the best in oceanfront living. A welcoming entrance foyer with double height ceilings invites you to appreciate the coastal views and the beautifully-executed architectural details. The rich wood detailing, hardwood floors, extensive custom millwork, and two fireplaces complement the finely-crafted spaces. The open living, dining, and kitchen areas flow naturally for everyday living and entertaining, supported by a butler's pantry and separate laundry room. A first-floor primary suite and wood-paneled office offer privacy and convenience, while 3 oversized, en-suite bedrooms upstairs and an oceanfront balcony provide plenty of room for friends and family. An expansive oceanfront pool deck extends the living space outdoors, creating a natural backdrop for lasting memories in an idyllic setting. Beach access via a private beach walkway. Timeless design, thoughtful details, craftsmanship and a stunning oceanfront location make this home an exceptional opportunity. Bunk room plans for heated and conditioned storage room available in documents. All information in this listing is deemed reliable but is not guaranteed and should be verified by Purchaser.

52 Canvasback Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$850,000

3 Beds ⋅ 4 Baths ⋅ 2,500 SqFt. ⋅ HILTONHEAD-503372 MLS

Great opportunity to make this Hilton Head Island home your own. Just minutes from the beach and surrounded by world-class golf! Overlooking a beautiful golf course view, this property features 3 spacious bedrooms, each with private ensuites, oversized living areas, and abundant storage, offering comfort and functionality for every lifestyle. Situated near the back gate of Shipyard, you'll enjoy easy access to Coligny Plaza, Celebration Park, shopping, dining, and entertainment, all while being tucked away in a peaceful setting. Imagine starting your mornings with a bike ride along the islands scenic paths, spending afternoons on the world-famous beaches, and evenings exploring Hilton Heads vibrant culinary scene. This home is ideal as a primary residence, vacation retreat, or income-producing investment. With the ability to be used as a short-term rental, it provides outstanding flexibility and potential. Discover the perfect blend of coastal charm, golf course living, and investment opportunity in one of Hilton Heads most desirable locations!

52 Cordillo Parkway, Hilton Head Island

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

$6,500,000

3 Beds ⋅ 5 Baths ⋅ 5,725 SqFt. ⋅ HILTONHEAD-502804 MLS

Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

20 N Port Royal Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$3,999,999

6 Beds ⋅ 7 Baths ⋅ 3,097 SqFt. ⋅ HILTONHEAD-453418 MLS

Introducing an extraordinary 2026 brand new construction luxury residence at 71 Dune Lane. Perfectly positioned oceanside in the sought after North Forest Beach enclave. This 6-bedroom, 6.5-bath home, set within one of Hilton Head Island's most prestigious beach corridors, celebrates modern coastal living with ocean views, premium design, and thoughtful functionality. Architectural design by Neil Gordon with construction by Dan Anderson Construction, reflecting exceptional craftsmanship throughout. From the moment you enter, the home's open and luminous spaces flow naturally toward the Atlantic horizon. Entertain in style with a dedicated first-floor 2 car garage and additional entertainment space, resort-style relaxation with your heated pool and spa, and enjoy effortless access throughout the home by elevator. The expansive primary suites are thoughtfully oriented to capture sweeping ocean views, creating a serene retreat that epitomizes beachfront luxury. Sold fully furnished for your convenience. Whether you're looking for a primary residence, second home, or a powerhouse short term rental property, this home offers it all. An exceptional income producing property with over $325,000 in projected rental income. Vacation in your investment.

71 Dune Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,199,000

4 Beds ⋅ 4 Baths ⋅ 3,125 SqFt. ⋅ HILTONHEAD-500571 MLS

This sophisticated Marsh Island turn-key home offers a perfect floor plan and a gorgeous stunning marsh-wrapped view of the free-form pool with a large Stone Works designed surround. The numerous first-class updates in this home, its meticulous care, and only part-time occupancy by the owners add to its endless appeal. Enter into an atrium that opens to the great room and dining area with soaring ceiling, and the kitchen and breakfast area. This magazine-worthy kitchen offers extensive Poggen Pohl cabinets, SubZero refrigerator, Wolf Microwave and cook top, double ovens, Madagascar marble counters, and a laundry/pantry room with wine racks and a wine refrigerator. Also located on the first floor are a separate office and the primary suite. Over the garage is a large bonus room. Off the foyer soars a modern staircase and balcony with stainless handrails and balusters leading to the 3 guest rooms. There is a 220 volt EV charger in the garage. Enjoy the exclusive and coveted Marsh Island residential neighborhood, with close access to Sea Pines Country Club and all that Sea Pines offers.

2 Long Marsh Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$6,999,000

5 Beds ⋅ 6 Baths ⋅ 3,669 SqFt. ⋅ HILTONHEAD-500303 MLS

Welcome to your coastal sanctuary in Sea Pines Resort-an exquisite 2ND ROW new-construction home designed for luxury living and / or exceptional rental potential. This 5-bedroom, 5.5-bath masterpiece offers approximately 3,669 heated square feet of finely crafted space, perfectly positioned on a 2nd-row homesite with STRONG OCEAN VIEWS and effortless access to the wide white sand beaches of Hilton Head Island.From the moment you enter, a private elevator and light-filled foyer set the tone for a home that blends coastal elegance with modern comfort. The open-concept main level showcases a chef's kitchen with premium appliances, custom cabinetry, and a large island that flows seamlessly into the dining and living areas-ideal for entertaining large groups or enjoying intimate family gatherings. Expansive windows and glass doors draw your eye outward to the ocean and to the resort-style outdoor living spaces.Step outside to your private oasis: an infinity-edge pool and spa that appear to melt into the horizon, framed by a spacious covered lanai and multiple porches. Enjoy al fresco dining, lounging, or watching the sunset by the outdoor fireplace-this home was designed to embrace indoor-outdoor living at its finest. Just steps away, a convenient beach path delivers you onto one of Hilton Head's most beautiful stretches of sand.Each of the six bedrooms is thoughtfully appointed with its own en-suite bath, offering comfort and privacy for owners and guests alike. Multiple primary suites, generous bunk or guest rooms, and carefully planned bath layouts make this home ideal for multi-generational living or high-occupancy vacation rentals. The half bath is perfectly positioned for pool and common-area use.Every detail was considered for both luxury and durability: high-end finishes, impact-rated windows and doors, designer lighting, and a floor plan optimized for today's coastal lifestyle. Ample storage, a ground-level drop zone for beach gear, and flexible gathering spaces ensure that the home is as functional as it is beautiful.

18 Oyster Catcher Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$6,100,000

5 Beds ⋅ 5 Baths ⋅ 4,449 SqFt. ⋅ HILTONHEAD-500143 MLS

Welcome to 30 E Beach Lagoon, a stunningly remodeled Oceanfront home located on one of Sea Pines most prestigious streets. Rarely does a property blend luxury, charm, and location this seamlessly. Designed with timeless coastal elegance, this home offers an exceptional lifestyle, 5 bedrooms, 5 baths, and just steps from your private deeded beach access. Inside, soaring vaulted ceilings with exposed beams, a masonry brick fireplace, and wide-plank wood floors create a warm, inviting atmosphere. The kitchen features high-end natural wood cabinetry, sleek countertops, and stainless steel appliances ideal for entertaining or quiet mornings at home. The main house flows beautifully into a spacious living area filled with natural light, while the private, attached guest house offers flexibility for hosting friends or extended family. The primary suite features a private deck with peekaboo ocean views and easy access via the in-home elevator. Outside, enjoy your own private pool surrounded by lush, mature landscaping, creating a serene retreat that feels both secluded and coastal. The home also includes a two-car garage and has never been used as a rental, offering pristine condition and pride of ownership. Whether you're searching for a luxury second home or a high-performing short-term rental, 30 E Beach Lagoon delivers on all fronts location, design, and lifestyle all within the gates of Sea Pines Resort.

30 E Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,995,000

5 Beds ⋅ 6 Baths ⋅ 5,336 SqFt. ⋅ HILTONHEAD-454359 MLS

Discover timeless elegance in this exceptional Long Cove residence-first time on the market. Situated on one of the finest homesites in the community, this property overlooks Broad Creek, the marsh, and the 14th green of the Pete Dye Golf Course. The home features 5 spacious ensuite bedrooms, including a first-floor primary suite. Enjoy several living areas, a home office with detailed woodworking, and two upstairs bedrooms that open to a balcony & beautiful water view. Outdoor spaces shine with a screened porch, tiered decks, custom pool, and amazing sunsets over the water. New roof (2023), 3-car garage, and just a short walk to the marina! (Virtual staging has been used in some photographs)

59 Turnbridge Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,150,000

4 Beds ⋅ 5 Baths ⋅ 4,043 SqFt. ⋅ HILTONHEAD-454153 MLS

Southern Charm meets Lowcountry Luxury in this new construction, Custom Home in beautiful Palmetto Hall. Set for late 2026 completion. Stunning features include soaring ceilings, 4 spacious en-suite bedrooms, first-floor primary suite, dedicated office, 4.5 baths, chef's kitchen with large island and luxury stainless steel appliances, Amazing Golf Course views, 2 way indoor/outdoor Tabby Shell fireplace, generous back porch for entertaining or relaxing. Pool and spa shown IS included. Golf Cart Friendly Community. 2 Top rated 18 hole Golf Courses. Close to Beach!

321 Fort Howell Drive, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$3,390,000

4 Beds ⋅ 5 Baths ⋅ 3,100 SqFt. ⋅ HILTONHEAD-452729 MLS

SECOND ROW OCEANFRONT HOME IN THE SOUTH BEACH AREA OF SEA PINES PLANTATION is available to make your dreams come true!!! LOCATION! LOCATION! LOCATION! Living life in the Low Country only MINUTES away from our nationally recognized beach is now a REALITY! This custom built 2nd ROW OCEAN beauty has very close proximity to the beach & to the South Beach Marina area where your ultimate island experiences await. There are soooooo many direct views of the ocean from the multiple levels and balconies! All newly renovated coastal bathrooms give this home a current vibe! Fun local activities include biking, boating, dining, shopping, kayaking, dolphin watching, tennis, pickle ball & MORE! The cathedral ceilings in the living area, travertine floors & open concept living w/outside wrap-around balconies towards the ocean complement the Low Country lifestyle! The kitchen has a Viking stove, newer refrigerator, floating shelves, Italian imported marble countertops & a huge pantry! The entire lowest floor has as much space as you can imagine to store all your beach/pool/bikes and MORE!! During high season you can take the trolley anywhere in Sea Pines so you can park your car and never have to drive while you are visiting. The gorgeous pool has a spa with a water fountain and the pool also has had a heater added to it so you can swim in the pool year round! If you are looking for the perfect house in the PERFECT easy location....you have just found it!

4 Gadwall Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$10,995,000

7 Beds ⋅ 9 Baths ⋅ 6,200 SqFt. ⋅ HILTONHEAD-452384 MLS

An oceanfront masterpiece designed for elevated coastal living and exceptional entertaining. The open great room - anchored by a coffered ceiling and fireplace-flows seamlessly into an expansive chef's kitchen with a generous center island and an ocean-view dining area. On the main level, the primary suite enjoys serene pool-to-ocean vistas, while a private study with sleeper sofa and adjacent full bath offers flexible accommodations. Upstairs, four guest suites capture sweeping ocean views, complemented by two bunk rooms-each with its own full bath-creating an ideal retreat for multi-generational gatherings. Outdoors, a resort-caliber setting awaits: a large private pool with heated spa and separate children's pool, plus an exclusive boardwalk leading directly to the beach. A covered patio with outdoor kitchen, spacious dining area, and TV lounge completes the experience-perfect from sunrise coffee to evening cocktails. Solar panels support efficient heating and cooling. Proven rental performance exceeds $500,000 in 2024 and 2025. For the discerning oceanfront buyer, this is a must-see.

15 Grey Widgeon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach (505).

Hilton Head Island, SC Two Story Homes for Sale

Two Story Homes for sale in Hilton Head Island, SC