Hilton Head Island Homes with Three Story Style

Welcome to Hilton Head Island, South Carolina, a paradise nestled in Beaufort County that seamlessly blends natural beauty with a vibrant community spirit. Known for its stunning beaches, lush landscapes, and world-class golf courses, Hilton Head Island is not just a destination; it's a lifestyle. With its temperate climate, outdoor enthusiasts can enjoy year-round activities, from kayaking in the marshes to biking along scenic paths.

One of the standout features of this enchanting island is its diverse real estate market, particularly the exquisite three-story homes that grace its neighborhoods. These architectural gems offer an unparalleled living experience, boasting panoramic views of the Atlantic Ocean and the island's picturesque surroundings. Imagine sipping your morning coffee on a private balcony, basking in the warm sunlight while listening to the gentle waves lapping against the shore.

Three-story homes in Hilton Head Island are designed with both elegance and functionality in mind. They often feature spacious open-concept layouts, gourmet kitchens, and multiple outdoor spaces, perfect for entertaining friends and family. With ample bedrooms and bathrooms, these homes provide the ideal setting for both full-time residents and vacationers seeking a luxurious escape.

In addition to their stunning designs, three-story homes are strategically located near the island's best attractions—whether it’s fine dining, shopping, or recreational activities, everything you need is just a short stroll or bike ride away. Embrace the Hilton Head Island lifestyle and discover your dream three-story home today, where every day feels like a vacation!

Newest Hilton Head Island Homes with Three Story Style

$295,000

2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-512265 MLS

Brand new HVAC and HW Heater! Welcome to this amazing unit in building 4, sold fully furnished and fully equipped with everything you need to start vacationing or renting. 2BD/2BA condo, ideally located just steps away from the beaches of Hilton Head. Top-floor unit complete with LVP floors and a spacious open-concept, making it an ideal residence or rental opportunity. Great rental history with a perfect set up for family vacations. Enjoy an array of incredible amenities, including indoor and outdoor pools, convenient beach access, tennis/pickleball courts, and a tropical beach bar. Additionally, numerous restaurants and shops are conveniently located nearby, ensuring the convenience and entertainment of island life. Don't miss the chance to see this exceptional condo today.

663 William Hilton Parkway Unit 4427, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$3,995,000

5 Beds ⋅ 7 Baths ⋅ 4,566 SqFt. ⋅ HILTONHEAD-512060 MLS

Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$599,900

3 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-512034 MLS

Ready for the beach? This beautifully updated 3-bedroom, 2-bath Seascape Villa offers the space, location, and easy coastal lifestyle that make South Forest Beach such a favorite. The bright main level features an open living and dining area with updated flooring and beadboard ceilings, a renovated kitchen with crisp quartz counters, coastal cabinetry and backsplash as well as SS appliances. A private deck with personal grill makes for perfect outdoor dining or relaxing. Upstairs, three bedrooms provide plenty of room for family and guests, including a spacious primary bedroom with sliding doors opening to its own covered balcony overlooking the palms. Both baths have been nicely updated, and the villa is offered fully furnished with attractive coastal furnishings and décor. Recent improvements make ownership even easier, including a new HVAC (2025), hot water heater and refrigerator (2024), plus a brand-new dishwasher, washing machine, dryer, and grill. Best of all, Hilton Head's beautiful beaches are just across the street, with Seascape's cabana making beach days especially easy. The community also offers two swimming pools tucked among the trees, plus Celebration Park just a short walk/ bike rise away as well as Coligny's restaurants, shopping, entertainment, and miles of leisure paths nearby. 3031 Seascape is ready to enjoy from day one-whether as a Hilton Head getaway, second home, or vacation rental investment.

42 S Forest Beach Drive Unit 3031, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,088,145

4 Beds ⋅ 3 Baths ⋅ 2,253 SqFt. ⋅ HILTONHEAD-511893 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

18 Burl Wood Court, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$1,062,990

4 Beds ⋅ 3 Baths ⋅ 2,439 SqFt. ⋅ HILTONHEAD-511861 MLS

Gracefully backing up to the 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. 2 additional bedrooms and loft sharing a full bath, completing this elegant lowcountry retreat.

54 Lone Cypress Trail, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$650,000

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.

$1,295,000

5 Beds ⋅ 3 Baths ⋅ 3,420 SqFt. ⋅ HILTONHEAD-511733 MLS

Experience Lowcountry living at its finest in this beautifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, new stucco, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

42 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$825,000

2 Beds ⋅ 2 Baths ⋅ 1,200 SqFt. ⋅ HILTONHEAD-511429 MLS

Wake up to one of the most iconic views on Hilton Head Island. This third-floor end-unit Cutter Court villa overlooks Harbour Town, the Calibogue Sound, and the legendary Harbour Town Lighthouse. Featuring two bedrooms and two full baths, the villa offers a bright, open living area where the living room slider and kitchen windows perfectly frame the marina and famous lighthouse. Just moments from your door are Harbour Town's boutique shopping, waterfront dining, world-class golf, and full-service marina. Relax on your private balcony as sailboats and yachts glide across the Sound. Whether you're here for a weekend getaway or an extended stay, everything you need is within easy reach. Miles of leisure trails connect you to the Sea Pines Beach Club, South Beach Marina, Lawton Stables, beautiful beaches, and countless opportunities to explore.

6 Lighthouse Lane Unit 946, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$448,000

1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-511346 MLS

Another fantastic direct oceanfront villa at HHBT. This one has an open bedroom with lovely luxury vinyl flooring throughout. Lovely backsplash in kitchen. Sit on your sofa and view the ocean. Need more room? Buy A 224 and A 225 to accommodate a larger family.

40 Folly Field Road Unit A225, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$269,000

1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-511205 MLS

Own a piece of paradise on the Atlantic Ocean at an great price for this 1-bedroom top floor villa located in the desirable open Y of the building and close to the elevator at Hilton Head Beach and Tennis Resort. The villa is in excellent shape and located on the quiet marsh side of Building C with ocean views from the balcony. Flate ceilings and fully furnished and turnkey ready making rental income. Enjoy all of the amenities that HHBT ocean front resort offers including a huge beach front pool, seasonal beach/pool cafe, year-round on-site restaurant, gated with 24-hour security, onsite pickleball, tennis, and gym. Come and see this one as its perfect for renting and/or second home. Villa is open and ready to show.

40 Folly Field Road Unit C302, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$6,295,000

6 Beds ⋅ 8 Baths ⋅ 4,247 SqFt. ⋅ HILTONHEAD-510633 MLS

Experience the pinnacle of oceanfront luxury with endless, unobstructed views of the Atlantic Ocean from this spectacular beachfront retreat on Singleton Beach. Perfectly positioned on one of Hilton Head Island's most coveted stretches of shoreline, this exceptional residence (remodeled in 2021) captures breathtaking eastern sunrises, panoramic coastline views, and the soothing sound of waves gently rolling onto the beach.Designed for effortless coastal living, this fully furnished, turnkey home spans three beautifully appointed levels and features six spacious bedrooms and seven and one-half bathrooms. The open-concept main living area is thoughtfully designed for gathering and entertaining, seamlessly connecting the gourmet kitchen, dining area, and expansive great room with breathtaking Atlantic Ocean views.Outdoor living is equally exceptional. A private oceanfront pool with an elevated sun deck overlooks the beach, creating the perfect setting for entertaining or quiet relaxation. Covered balconies on every level invite you to enjoy sweeping ocean vistas and refreshing coastal breezes, while a private boardwalk provides direct access to the pristine white sands of Singleton Beach.Thoughtfully designed for both comfort and convenience, the home also features an elevator serving all three levels, an oversized garage, abundant storage, and a spacious secondary living room that offers the perfect gathering space for family and guests.Whether envisioned as a primary residence or an extraordinary coastal retreat, this remarkable property presents a rare opportunity to own one of Hilton Head Island's premier oceanfront homes.Life on Singleton Beach is defined by natural beauty, tranquility, and effortless recreation. Enjoy more than 12 miles of pristine sandy beaches, spectacular Atlantic sunrises, refreshing ocean breezes, and all the world-class amenities that have made Hilton Head Island one of America's most celebrated coastal destinations. Every sunrise over the Atlantic reminds you that this is more than a home-it's one of Hilton Head Island's most extraordinary oceanfront experiences.

10 Collier Beach Road, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,725,000

3 Beds ⋅ 3 Baths ⋅ 2,481 SqFt. ⋅ HILTONHEAD-510567 MLS

Experience an extraordinary lifestyle in South Shore Common, located within the prestigious oceanfront community of Leamington, a private enclave inside Palmetto Dunes. This beautifully renovated fully furnished 3-bedroom, 3-bath villa offers the convenience of one-level living, multiple private balconies, peek-a-boo ocean views, and beach access just across the street. Designed for effortless coastal living and entertaining, this exceptional residence blends sophisticated finishes, spacious gathering areas, and luxurious upgrades throughout. Whether you're seeking a primary residence, second home, or luxurious coastal retreat, South Shore Common offers an exceptional combination of privacy, convenience, and resort-style amenities. Spend your days walking the beach, relaxing by the pool, enjoying tennis and pickleball, or simply taking in the ocean breezes from one of your 4 private balconies. A rare opportunity to enjoy elegant, maintenance-free living just steps from the Atlantic Ocean in one of Hilton Head Island's most sought-after communities.

145 S Shore Drive Unit 3102, Hilton Head Island

Listing courtesy of Charter One Realty.

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