Hilton Head/General Homes with Two Story Style

Welcome to the enchanting Hilton Head Island, a gem nestled in Beaufort County, South Carolina, where coastal charm meets vibrant living. This idyllic destination is renowned for its stunning beaches, world-class golf courses, and an array of recreational activities that cater to both relaxation and adventure. The Hilton Head/General area offers a unique blend of serene landscapes and a lively community atmosphere, making it a perfect place to call home.

Among the diverse architectural styles available, two-story homes stand out for their elegance and practicality. These residences not only provide ample living space but also offer stunning views of the lush surroundings and the sparkling Atlantic Ocean. Imagine waking up in a spacious master suite, enjoying your morning coffee on a private balcony, and basking in the gentle sea breeze—this is the lifestyle that two-story homes in Hilton Head promise.

The two-story design allows for versatile living arrangements, perfect for families or those who love to entertain. With multiple bedrooms and bathrooms, these homes offer the comfort and privacy that modern buyers seek. Many properties feature open floor plans, gourmet kitchens, and expansive outdoor spaces, ideal for hosting gatherings or simply enjoying a tranquil evening under the stars.

Living in Hilton Head means embracing a lifestyle rich in culture, community, and natural beauty. Whether you’re exploring the island's nature trails, indulging in fresh seafood at local restaurants, or enjoying a day at the beach, the charm of Hilton Head Island is undeniable. Discover your dream two-story home in this coastal paradise, where every day feels like a vacation!

Newest Hilton Head/General Homes with Two Story Style

$225,000

1 Beds ⋅ 2 Baths ⋅ 813 SqFt. ⋅ HILTONHEAD-512049 MLS

Welcome to cozy coastal living in the desirable Marshside community on the north end of Hilton Head Island! This well cared for, updated, and fully furnished 1 bedroom, 1.5 bathroom loft villa is move in ready and priced to sell. The main level offers an inviting living space featuring a cozy fireplace, a convenient half bath, and an updated kitchen equipped with stainless steel appliances. Upstairs, the spacious loft bedroom suite boasts a private full bathroom, a walk-in closet and beautiful sunrise views to start your morning right. Step out onto the back porch to relax and take in the tranquil marsh and landscaped views, perfect for watching local island wildlife. Additional features include an extra exterior storage closet for your beach gear. Residents of Marshside enjoy fantastic community amenities, including a pool, tennis courts, playground, and fitness center. Property is being sold AS-IS with seller to make no repairs (microwave and refrigerator water dispenser as-is; dispenser non-functional). Inspections are welcome.

5 Gumtree Road Unit L-18, Hilton Head Island

Listing courtesy of The Cox Team Brokered by EXP.

$315,000

2 Beds ⋅ 3 Baths ⋅ 1,117 SqFt. ⋅ HILTONHEAD-512010 MLS

Located in the desirable Yacht Cove community, this beautifully updated villa offers peaceful lagoon views and a bright, open floor plan designed for comfortable island living. The updated kitchen features granite countertops, stainless steel appliances, and flows seamlessly into the dining and living areas, while second-floor laundry and thoughtful updates throughout make the home move-in ready. Residents enjoy access to a community pool and an exceptional mid-island location just minutes from Shelter Cove Harbour & Marina, offering waterfront dining, boutique shopping, kayaking, live entertainment, and summer fireworks. With Hilton Head Island's beaches, golf, tennis, and bike paths all just a short drive or ride away, this villa is an ideal primary residence or vacation retreat.

50 Yacht Cove Drive Unit 326, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$665,000

3 Beds ⋅ 3 Baths ⋅ 1,595 SqFt. ⋅ HILTONHEAD-511940 MLS

Welcome to this beautifully reimagined 3-bedroom, 2.5-bath home in the desirable Tansyleaf community, where timeless Craftsman architecture meets today's modern comforts. Originally built in 2018 with an open-concept floor plan, this home has been extensively upgraded with high-end finishes, custom millwork, smart home features, and exceptional attention to detail throughout. The heart of the home is a stunning designer kitchen featuring quartz countertops, gray shaker cabinetry, a custom island with decorative millwork, stainless farmhouse sink, subway tile backsplash, pantry, breakfast bar, and an upgraded LG ThinQ smart appliance package. The kitchen flows seamlessly into the spacious dining and living areas, creating an ideal space for entertaining or everyday living. The inviting great room showcases a contemporary linear fireplace and an impressive custom floor-to-ceiling wine wall capable of storing more than 300 bottles, creating a true focal point for entertaining. Luxury vinyl plank flooring, fresh paint, updated lighting, custom window treatments, built-in shelving, and designer finishes continue throughout the home, providing a sophisticated yet comfortable coastal aesthetic. Step outside to enjoy the screened lanai complete with composite flooring and retractable solar/privacy shades overlooking a fully fenced backyard featuring a decorative paver patio, mature landscaping, privacy trellises, and inviting outdoor living spaces. Upstairs, the spacious primary suite offers a tray ceiling, walk-in closet with custom organization, luxury vinyl flooring, and an updated ensuite bath with dual vanities and framed mirrors. Two additional bedrooms, an upgraded guest bath, and a Samsung Smart laundry suite complete the second level. Additional upgrades include custom closet systems, hurricane shutters, fresh interior paint, luxury vinyl flooring throughout much of the home, updated lighting and ceiling fans, and meticulous documentation of warranties, finishes, and materials that will transfer to the next owner. This exceptional property offers the perfect blend of style, comfort, functionality, and lifestyle-just minutes from Hilton Head Island's beaches, golf, dining, shopping, and all the Lowcountry has to offer.

18 Tansyleaf Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$379,790

1 Beds ⋅ 1 Baths ⋅ 800 SqFt. ⋅ HILTONHEAD-512030 MLS

Fun and eclectic desirable end-unit boasts an extra side window, balcony, privacy and a full-on frontal view of the Marina and Broad Creek. Custom Art Deco black and white checkered floors compliment the bedroom with gorgeous new ceramic tile floors in the fitchen highlighted by a new contemporary light fixture and quartz countertops. Custom Shiplap adds to the nautical coastal feel as you overlook deepwater, and the yachts floating outside of your doors. Palmetto Bay Club gym on-site. This villa is in the hub of some of the Island's most popular shopping, restaurants and bars, but remains private and quiet nestled in the exclusive Palmetto Bay Club. Long-term rental projection of $2500/month. Owner is SCRA.

100 Helmsman Way Unit 212, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$828,900

3 Beds ⋅ 3 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-511971 MLS

Welcome to The Tybee currently under construction, a beautifully designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality. With a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

131 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$466,000

2 Beds ⋅ 2 Baths ⋅ 1,281 SqFt. ⋅ HILTONHEAD-511916 MLS

This 2 BDRM/ 2 BA Hawthorne modle. 2nd floor flat with 1 car garage. walk in closets, newer laminant flooring in the family areas, and a newly renovated kitchen with updated appliances. This is an outstanding layout with privacy bedrooms on each side. The Preserve is a gated residential ( no short term rentals allowed) condo community located right off of 278 on the North End of Hilton Head Island. Amenities abound with old growth trees, 24 hour gym, tennis/pickleball courts, and onsite management. Minutes from Main Street, Hilton Head Hospital, and multiple grocery stores, restaurants, and retail stores.

4 Indigo Run Drive Unit 711, Hilton Head Island

Listing courtesy of Charter One 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.

26 Peregrine Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$649,000

4 Beds ⋅ 3 Baths ⋅ 2,363 SqFt. ⋅ HILTONHEAD-511641 MLS

Don't miss this flexible 4-bedroom Hilton Head Island home with NO HOA fees and a private wooded backyard oasis. Designed to evolve with the way you live, the versatile floor plan offers options for two offices, a TV den, guest space, or a 5th bedroom. There's even room to add a shower to the downstairs bath, creating the potential for an additional full bath. Inside, enjoy a welcoming foyer, formal dining room, expansive great room, eat-in kitchen, abundant storage, LVP flooring, and attached 2-car garage. Out back is where the fun begins-a large deck, Tiki hut, fire pit, and peaceful wooded setting create serious vacation vibes. Ideally located on Hilton Head's north end near schools, the Rec Center, bike paths, shopping, Skull Creek, Islanders Beach, Cross Island access, and Bluffton. New HVAC (2022). An investor's dream with exciting potential for long-term or short-term rental use, subject to applicable regulations-or make it your own full-time island home. So many options, so much flexibility, and a location that's hard to beat. BEST OF THE BEST!

20 Hanahan Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$299,999

2 Beds ⋅ 3 Baths ⋅ 1,025 SqFt. ⋅ HILTONHEAD-511726 MLS

Welcome to this beautifully renovated 2-bedroom, 2.5-bath villa in Woodlake on Hilton Head Island. Peacefully tucked away with a serene lagoon view, this move-in-ready condo has been completely updated with a fresh, modern feel and thoughtful finishes throughout. The renovated kitchen and bathrooms complement the bright and inviting living spaces, creating a comfortable setting to relax or entertain. Both bedrooms offer comfortable private retreats, making this villa a great fit for a full-time residence, second home, or investment property. Enjoy the peaceful setting while still being just minutes from Hilton Head's beaches, restaurants, shopping, and everything the island has to offer. With its peaceful setting, extensive renovations, and convenient island location, this Woodlake villa is one you won't want to miss.

96 Mathews Drive Unit 142, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$285,000

3 Beds ⋅ 3 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-511388 MLS

Perfectly situated for easy access to Hilton Head Island or Bluffton! This well maintained 3 bed, 3 bath stand alone condo offers spacious living with a large outdoor deck and onsite amenities! Approximately 1,250 square feet, this property presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. This light and bright home features an eat-in kitchen that opens up to the large living room, enjoy wood floors, stainless steel appliances, granite countertops and plantation shutters throughout! The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous closet space, as well as storage -perfect as a primary retreat or private guest suite. The Gatherings is an established neighborhood with a welcoming atmosphere and longtime residents. Close to shopping and restaurants, this home is a must see!

38 Wee Drive Unit 38, Hilton Head Island

Listing courtesy of Engel & Volkers.

$650,000

3 Beds ⋅ 3 Baths ⋅ 1,481 SqFt. ⋅ HILTONHEAD-511467 MLS

Opportunity awaits on Hilton Head's highly desirable South End! Priced to sell, this is currently the least expensive single-family home available on the South End, making it an exceptional value and the perfect opportunity to update and personalize to your own style. Situated on a large corner lot with peaceful lagoon views, this charming 3-bedroom, 2.5-bath home offers a wonderful floor plan with the primary suite conveniently located on the first floor. The primary bedroom features a walk-in closet and an en-suite bath with a double vanity, soaking tub, and separate walk-in shower. Upstairs, two guest bedrooms share a Jack-and-Jill bath, and a large walk-in attic provides abundant storage. The kitchen features granite countertops, counter-height bar seating, and a dining area. The home offers an abundance of windows that fill the living spaces with natural light, creating a warm and inviting atmosphere. Enjoy outdoor living from the welcoming covered front porch or the back deck overlooking the fenced backyard and tranquil lagoon views. An oversized garage provides plenty of room for vehicles, golf carts, and additional storage. The roof is approximately 9 years old, the HVAC approximately 7 years old, and the water heater approximately 7 years old. With cosmetic updates needed, this is a wonderful opportunity to bring your vision to life and create a home that reflects your personal style. Located in a gated community with outstanding amenities including a community pool, tennis and pickleball courts, basketball court, and playground. Just minutes from the beach, Cross Island Parkway, the Bristol Sports Arena, public boat landing, restaurants, shopping, and Hilton Head's extensive leisure trails, you'll enjoy the very best of Lowcountry living in one of Hilton Head's most desirable locations.

65 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$270,000

2 Beds ⋅ 1 Baths ⋅ 950 SqFt. ⋅ HILTONHEAD-511412 MLS

Exceptional opportunity to own in Palmetto Bay Villas on the sought-after south end of Hilton Head Island. This second-floor 2-bedroom, 1-bath villa features hurricane-impact windows, a private balcony with exterior storage, quartz countertops, white cabinetry, stainless steel appliances, luxury vinyl plank flooring, and a light, coastal-inspired interior. The community offers a swimming pool and is conveniently located near Palmetto Bay Marina, restaurants, shopping, and just over 2 miles from Coligny Beach. An excellent choice for a primary residence, second home, or long-term investment in a community where short-term rentals are not permitted.

53 Delander Court Unit 24, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

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