Hilton Head/General Homes with Two Story Style

Welcome to Hilton Head Island, South Carolina—a coastal paradise renowned for its stunning beaches, vibrant culture, and lush landscapes. Nestled in Beaufort County, this picturesque island offers a unique blend of relaxation and recreation, making it a sought-after destination for both residents and visitors alike. With its temperate climate, Hilton Head boasts year-round outdoor activities, from golfing on world-class courses to biking along scenic trails and indulging in water sports on the Atlantic.

Among the diverse architectural styles that grace this enchanting island, two-story homes stand out for their charm and functionality. These residences often feature spacious layouts, allowing for an abundance of natural light and breathtaking views of the surrounding landscape. Ideal for families or those who enjoy entertaining, two-story homes provide ample living space, including multiple bedrooms, open-concept kitchens, and inviting living areas that seamlessly flow into outdoor spaces.

Imagine sipping your morning coffee on a sun-drenched balcony, or hosting weekend barbecues in a beautifully landscaped backyard. Many two-story homes in Hilton Head are designed with coastal aesthetics in mind, showcasing elegant designs that harmonize with the island's natural beauty. Whether you’re seeking a permanent residence or a vacation getaway, these homes offer the perfect blend of comfort and style.

Explore the vibrant community of Hilton Head Island, where every day feels like a vacation. With its rich history, diverse dining options, and recreational opportunities, this enchanting locale invites you to experience the best of coastal living. Discover your dream two-story home today and embrace the Hilton Head lifestyle!

Newest Hilton Head/General Homes with Two Story Style

$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.

$659,000

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

Don't miss this spacious 5-bedroom Hilton Head Island home with NO HOA fees and a private wooded backyard oasis. Ideally located on the island's desirable north end, you'll enjoy easy access to shopping, Skull Creek waterfront restaurants, Cross Island Parkway, Bluffton, the south end of Hilton Head, and can walk to the school complex and Hilton Head Island Recreation Center. The flexible floor plan features a first-floor bedroom, four additional bedrooms upstairs, plus a dedicated office. Welcoming foyer, formal dining room, expansive great room, eat-in kitchen (newer appliances), abundant storage, luxury vinyl plank flooring throughout, and an attached 2-car garage. Relax or entertain on the large deck overlooking the peaceful backyard complete with a Tiki hut and fire pit. New HVAC (2022). A rare combination of space, location, privacy, and freedom without HOA restrictions.

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.

$299,900

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.

$649,999

4 Beds ⋅ 3 Baths ⋅ 1,633 SqFt. ⋅ HILTONHEAD-510748 MLS

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

49 Timbercrest Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$329,900

1 Beds ⋅ 1 Baths ⋅ 645 SqFt. ⋅ HILTONHEAD-511227 MLS

Beautiful and completely renovated, this stylish 1-bedroom villa in Brighton Bay offers comfort and convenience in Hilton Head Island's desirable South End. Overlooking the community pool, the spacious balcony has a built in under-counter refrigerator and is perfect for relaxing mornings or evenings.Inside, the villa features high-end finishes and an open, thoughtfully designed layout. The highly renovated kitchen features cabinets with pull out shelves, and double' sided access and extra wide counter top. The living area flows seamlessly, creating a bright and inviting gathering space. The renovated bedroom and redesigned bath provide a perfect sanctuary for the owner. This villa is ideal for a primary residence, second home, or vacation getaway. Additional highlights include two assigned covered parking spaces, elevator access, and excellent community amenities. Residents enjoy a resort-style pool, fitness center, car wash area, manicured grounds, and a scenic marsh-view deck with grilling and seating areas.Located next to Palmetto Bay Marina, you'll have easy access to dining, shopping, boating, and entertainment, with beaches, golf, and island attractions just minutes away. Move-in ready and well maintained, this villa offers easy, low-maintenance coastal living... newer HVAC and Hot Water Tank

80 Paddle Boat Lane Unit 809, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

$1,330,000

5 Beds ⋅ 5 Baths ⋅ 3,594 SqFt. ⋅ HILTONHEAD-510858 MLS

Located in the sought-after Paddocks community on Hilton Head Island, this beautifully designed five-bedroom, five-bath residence offers refined coastal living with a light-filled, modern aesthetic. Wide-plank hardwood floors flow throughout the home, complemented by an open floor plan and thoughtfully curated finishes. The chef's kitchen features quartz countertops, premium appliances, abundant cabinetry, and a spacious scullery for effortless entertaining. A private elevator provides convenient access to every level, while a dedicated office offers an ideal work-from-home space. Beneath the home, an expansive enclosed area offers endless possibilities for a workshop, home gym, abundant storage, or hobby space. Residents enjoy the privacy of this gated community with exceptional amenities, including a pavilion, pool, community day dock, and a scenic private island with leisure trails. Ideally positioned near world-class golf, Hilton Head's renowned beaches, the dining and shopping of both the island's north and south ends, and with convenient access to Bluffton, this home offers the very best of Lowcountry living.

21 Paddocks Boulevard, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$534,900

2 Beds ⋅ 3 Baths ⋅ 1,359 SqFt. ⋅ HILTONHEAD-510534 MLS

Experience the best of Lowcountry waterfront living at Mariners Cove. This beautifully maintained 2-bedroom, 2.5-bath villa offers an open and inviting floor plan, abundant natural light, and peaceful views of Skull Creek and the Intracoastal Waterway. The spacious living area opens to a quiet private patio overlooking a serene marsh setting that extends to the Intracoastal Waterway, creating the perfect backdrop for morning coffee, outdoor dining, and breathtaking sunsets. The kitchen and baths have been thoughtfully updated, creating a move-in-ready opportunity for full-time residents, second-home owners, or investors. Mariners Cove amenities include a community pool, tennis/pickleball courts, private dock access, kayak storage, and boat trailer parking. Ideally located at the entrance to Hilton Head Island, just minutes from beaches, shopping, dining, golf, and Shelter Cove. Enjoy a relaxed waterfront lifestyle with easy access on and off the island.

2 William Hilton Parkway Unit 407, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$529,000

2 Beds ⋅ 3 Baths ⋅ 1,359 SqFt. ⋅ HILTONHEAD-510667 MLS

Beautifully renovated 2-bedroom, 2.5-bath villa offering an exceptional blend of modern style and breathtaking waterfront living. Perfectly positioned to capture sweeping marsh and Intracoastal Waterway views, this home boasts what many consider to be some of the most spectacular vistas on Hilton Head Island. The thoughtfully updated interior features contemporary finishes, an open and inviting floor plan, and is completely move-in ready. Large windows and outdoor living spaces showcase the ever-changing beauty of the Lowcountry-from sunrise coffee to evening sunsets and the frequent sight of dolphins swimming by. Located in the highly desirable Mariner's Cove Club community, just off William Hilton Parkway, you'll enjoy convenient access to Hilton Head's beaches, golf, dining, shopping, and entertainment. Whether you're looking for a primary residence, a second home, or an investment property, this turnkey villa offers an outstanding opportunity to own one of the island's most scenic waterfront locations.

2 William Hilton Parkway Unit 103, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$250,000

2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-510820 MLS

Turnkey Hilton Head rental-ready villa with an outstanding rental track record and a practical layout designed for easy everyday use, a beach getaway, or income-producing ownership...the interior offers comfortable living space, a defined kitchen area, and an easy flow that keeps the unit simple to use, maintain, and rent...located just a short walk to the ocean, this property gives owners and guests convenient access to Hilton Head beaches, shopping, dining, and resort-style amenities...the community offers BEACH ACCESS, 2 outdoor pool areas, an indoor pool, heated/solar community pool, sauna, fitness center, tennis, pickleball, basketball, walking paths, playground, picnic area, outdoor grilling, security gate, on-site management, continual security, and landscape maintenance...monthly regime fee includes cable, internet, water, sewer, pest control, building maintenance, landscaping, garbage service, and insurance.

239 Beach City Road Unit 3234, Hilton Head Island

Listing courtesy of Real Broker, LLC.

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