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

90 Helmsman Way Unit 105B, Hilton Head Island

$649,000

1 Beds ⋅ 1 Baths ⋅ 1,019 SqFt. ⋅ HILTONHEAD-513362 MLS

WATERFRΟNT OΡΡORΤUΝΙTΥ іn Dockmaster! Come hοme tο beautiful Broad Creek views, Lowcountry sunrises and sunsets, and the energy of life along the marina. This spacious 2-bedroom, 2.5-bath residence offers 1,358 square feet and an exceptional opportunity to create a home that reflects your own style. At Palmetto Bay Marina, boats come and go, wildlife is always on the move, and several restaurants, boating and water activities are right outside your door. Hilton Head's beaches are just minutes away, and residents also enjoy access to the pool at Palmetto Bay Marina Village. Seasonal views of the Shelter Cove fireworks off in the distance make the waterfront setting even more special. Short-term rentals are not allowed; leases must be a minimum of six months. Bring your vision and make this rare Dockmaster waterfront opportunity your own.

90 Helmsman Way Unit 105B, Hilton Head Island

Listing courtesy of Sigmon & Associates.

$775,000

4 Beds ⋅ 3 Baths ⋅ 2,322 SqFt. ⋅ HILTONHEAD-513132 MLS

Welcome to 14 Marblehead Road, a beautifully renovated Hilton Head Island retreat located just minutes from Folly Field Beach and everything this incredible area has to offer. This stunning 4-bedroom, 3-bath home offers the perfect combination of coastal style, comfort, and investment potential. Inside, you'll find a thoughtfully renovated interior with spacious living areas, a beautiful kitchen, and plenty of room for family, friends, or vacation guests. Step outside and discover your own private backyard pool oasis, creating the perfect setting for relaxing after a day at the beach, entertaining guests, or enjoying the laid-back Hilton Head lifestyle. The spacious outdoor area adds another layer of appeal for vacation rental guests and makes this home feel like a true private resort. The location is hard to beat. You'll be just minutes from Folly Field Beach, with easy access to the island's beaches, restaurants, shopping, golf, biking, and outdoor activities. Whether you're spending the day on the sand, exploring Hilton Head by bike, or enjoying the pool at home, everything you need for the perfect island getaway is close by. For investors, the property offers rental projections currently up to $86,000 annually as is, garage and sunroom conversion to 6 bedrooms and maximizing rental income, creating the potential for an exceptional income-producing vacation property while still providing an incredible personal retreat. Whether you're looking for a high-performing short-term rental, second home, or full-time Hilton Head residence, 14 Marblehead delivers an exceptional combination of renovation, location, privacy, pool oasis, and investment potential. This is Hilton Head Island living with a fantastic investment opportunity already built in!

14 Marblehead Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$629,990

4 Beds ⋅ 4 Baths ⋅ 2,092 SqFt. ⋅ HILTONHEAD-513099 MLS

Welcomе to 64 E Mοrgаn Court іnѕіde Μіddleton Place, a bеautіfully established neighborhood ideally located on the island. Middleton Place homes are in high demand and do not come available often! This home comes in immaculate condition inside and out. After a day in the sun, park in your private garage, grab your flip-flops, and walk to Broad Creek Marina for a boating adventure, or to waterfront dining and a spectacular sunset. This exceptional home combines exterior charm on a cul de sac with sophisticated interior design, offering a seamless blend of comfort and style for the discerning buyer. Upon entering, you are greeted by an inviting open-concept layout that promotes an effortless lifestyle. The soaring ceilings draw your eyes toward the spacious great room, where an abundance of natural light filters in throughout the day. To your left, a beautifully updated kitchen provides the perfect space for either entertaining guests or enjoying happy, home-cooked meals with family. The main-level primary suite serves as a peaceful retreat, while three additional bedrooms upstairs offer ideal privacy and comfort for family or guests. Step outside to the screened porch overlooking a private backyard-a perfect setting for relaxing as the sun sets. Convenience meets coastal living here. Whether you are looking for your first island home, an island upgrade for more space, or a dream vacation retreat, this property truly has it all. Middleton Place HOA fee is only $500.00 per year.

64 E Morgan Court, Hilton Head Island

Listing courtesy of Hilton Head Properties.

141 Lamotte Drive Unit F1, Hilton Head Island

$280,000

2 Beds ⋅ 2 Baths ⋅ 960 SqFt. ⋅ HILTONHEAD-512976 MLS

Welcome to 141 Lamotte Drive, Villa F1-an updated first-floor villa offering comfort, convenience, and easy Hilton Head Island living. This two-bedroom, two-bath residence features a desirable split-bedroom floor plan, refreshed paint, luxury vinyl plank flooring, upgraded bathrooms, and a modern kitchen. A stackable washer and dryer adds everyday convenience. Located in the quiet, pet-friendly Palmetto Commons community, residents enjoy access to a swimming pool, 24-hour fitness center, tennis courts, and dedicated dog park. Conveniently situated near Hilton Head Hospital, shopping, restaurants, and the island's beautiful beaches, this villa is an excellent choice for a primary residence, second home, or long-term investment. Seller is SCREA/Broker.

141 Lamotte Drive Unit F1, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

625 Spanish Wells Road Unit Unit 6, Hilton Head Island

$599,000

2 Beds ⋅ 2 Baths ⋅ 1,203 SqFt. ⋅ HILTONHEAD-512893 MLS

Welcome to Sarah's Cottage at Bryant Park Cottages, a beautifully maintained detached home nestled in the heart of Mid-Island Hilton Head. Inspired by the renowned Ross Chapin neighborhood design, this charming community embraces "front porch" living, creating a warm and welcoming sense of connection. From the inviting front porch, enjoy tranquil views across the expansive community courtyard toward the community pool. Garden trails wind throughout the neighborhood, adding to the peaceful, walkable setting and inviting residents to slow down and enjoy the outdoors.Inside, thoughtful design and recent updates make this cottage truly move-in ready. The primary suite is conveniently located on the main level, while vaulted cathedral ceilings and skylights fill the living spaces with natural light. A gas fireplace creates a cozy focal point, complemented by built-in shelving that adds both character and functionality. The updated kitchen features all-new stainless steel appliances, while LVP flooring extends throughout the home. The entire interior has also been recently painted, offering a fresh, cohesive feel.The private detached garage provides secure parking and valuable additional storage, with convenient pull-down attic stairs leading to the attic space. A new HVAC system adds to the home's comfort and peace of mind.Bryant Park Cottages offers a unique blend of neighborhood charm, community amenities, and low-maintenance island living. With its inviting architecture, generous courtyard, pool, garden trails, and welcoming front-porch lifestyle, this is a special place to call home. Conveniently located near the Cross Island Parkway, Sarah's Cottage provides easy access to both sides of Hilton Head Island, making trips to the beaches, shopping, dining, golf, and other island amenities a breeze. Come experience the charm of cottage living in one of Mid-Island's most distinctive communities.

625 Spanish Wells Road Unit Unit 6, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

16 Song Sparrow Lane, Hilton Head Island

$989,000

3 Beds ⋅ 2 Baths ⋅ 1,822 SqFt. ⋅ HILTONHEAD-512792 MLS

Expеriencе brеathtаkіng ѕunsеtѕ, panoramic marѕh and dеepwater views, and exceptional outdoor living from this one-of-a-kind custom home in Cedar Woods. The moment you take in the drop-dead gorgeous 180-degree views of the marsh and Broad Creek, you'll understand what makes this property truly special.Completely renovated by the architect/owner in 2013 and bathrooms recently renovated, the home was thoughtfully redesigned to maximize both comfort and its incredible Lowcountry setting. Beautiful heart pine floors add warmth and character throughout, while the renovation included an inviting sunroom, expanded primary suite with large walk in closet system.Step outside and enjoy your own private Lowcountry retreat, launch a kayak and explore the surrounding waterways, watch local wildlife from your backyard, or simply settle in for spectacular sunsets over the marsh and Broad Creek. For the hobbyist or craftsman, the property also features a woodworker's dream workshop in addition to a two-car garage.Cedar Woods is one of Hilton Head Island's hidden gems, offering a peaceful setting while keeping you remarkably close to everything the island has to offer. Coligny Beach, shopping, groceries, pharmacies, favorite local restaurants, and convenient access to the Cross Island Parkway are all approximately five minutes away.

16 Song Sparrow Lane, Hilton Head Island

Listing courtesy of Better Homes and Gardens Real Estate Paracle.

$649,000

3 Beds ⋅ 3 Baths ⋅ 2,020 SqFt. ⋅ HILTONHEAD-512727 MLS

JUST RΕDUCED! MOΤΙVAΤΕD ЅEᏞᏞER!!! Must see thiѕ homе in Point Comfort Woods, a neighborhood for the boating enthusiast with a convenient "South Island" location! Conveniently located near Palmetto Bay Marina and the Cross Island Parkway, this 3-bedroom, 3-bath home offers an oversized driveway with room to park a boat and trailer plus there are no HOA fees! The flexible floor plan provides plenty of space. The living room features a brick, wood-burning fireplace, while the kitchen opens to the dining room and overlooks an additional living area, creating a welcoming space for everyday living and entertaining. The primary bedroom with ensuite bath and an additional full bath are located on the main floor. Upstairs are two bedrooms, one with a balcony overlooking the backyard, and a shared full bath. Recent updates include the kitchen and bathrooms, new tile in the laundry room, a large rear deck, LVP flooring and subfloor throughout, new chandeliers, new attic fan, new HVAC ducts under the house, new joists, and a new concrete footer. Additional storage is located under the stairs. With its boat-friendly features, thoughtful updates, and convenient south end location this is a house to see.

16 Kingbird Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

4 Indigo Run Drive Unit 3810, Hilton Head Island

$490,000

2 Beds ⋅ 2 Baths ⋅ 1,281 SqFt. ⋅ HILTONHEAD-512155 MLS

Enjoу easу іslаnd lіvіng in thіѕ 2BR/2BA second‐floοr residence in the gated community of The Preserve at Indigo Run. With no neighbors above, this home offers an added level of privacy and a quiet setting. The interior features wood flooring, updated appliances, a convenient coffee bar, pantry storage, and finished closets. Recent improvements include brand new carpet in the bedrooms, an updated main bathroom in 2025 and a screened-in porch completed the same year, creating a comfortable outdoor living space to enjoy throughout the seasons. Residents of The Preserve have access to a community pool, fitness center, tennis courts, and clubhouse. Located on Hilton Head's desirable North End, you're convenient to the beach, restaurants, shopping, and other island amenities. Short-term rentals are not permitted, making this an appealing option for a primary home, second residence, or long-term rental property.

4 Indigo Run Drive Unit 3810, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

178 Mitchellville Road, Hilton Head Island

$975,000

3 Beds ⋅ 3 Baths ⋅ 2,443 SqFt. ⋅ HILTONHEAD-512730 MLS

Discover coastal luxury and investment potential in this former model home! With 3 bedrooms, 2.5 baths, and 2,443 sqft of refined living space, plus over 1,200 sqft of unfinished garage space, this home is perfect for entertaining. Highlights include an open-concept kitchen/dining/living, two large screened-in decks, backyard w/ fire pit - ready for a pool. The owner's suite offers a spa-like bath and custom walk-in closet, while the 3-stop elevator adds convenience. Short-term rentals allowed. Just a short walk to Fish Haul Beach! New community boardwalk direct to the beach just opened in July! Don't miss this one! Seller related to SCREA.

178 Mitchellville Road, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$839,900

3 Beds ⋅ 3 Baths ⋅ 1,879 SqFt. ⋅ HILTONHEAD-512726 MLS

Welcomе to The Ρаlm currеntlу undеr cοnѕtruction, a beautifullу deѕigned 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.

220 Sandy Oaks Lane, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

400 Wm Hilton Parkway Unit 92, Hilton Head Island

$249,000

2 Beds ⋅ 2 Baths ⋅ 1,175 SqFt. ⋅ HILTONHEAD-512633 MLS

Welcome to The Oaks! This inviting 2-bedroom, 1.5 bath condo offers the perfect blend of comfort, convenience, and Lowcountry living. Whether you're looking for a full-time residence, a vacation getaway, or an investment opportunity, this condo is ready to make island living easy. The thoughtfully designed layout provides comfortable living and dining spaces, while the private setting of The Oaks offers a peaceful retreat after a day enjoying everything Hilton Head Island has to offer. Conveniently located near beautiful beaches, golf, dining, shopping, and the island's many recreational activities. Come experience the relaxed lifestyle and charm of Hilton Head Island.

400 Wm Hilton Parkway Unit 92, Hilton Head Island

Listing courtesy of Keller Williams Realty.

53 Delander Court Unit 40, Hilton Head Island

$269,000

2 Beds ⋅ 1 Baths ⋅ 950 SqFt. ⋅ HILTONHEAD-512517 MLS

Arguably οne of the bеѕt-рοѕitіοned villas in Palmеtto Βay Villas, this upstairs corner unit offers a rare sense of privacy and tranquility. Tucked away among mature foliage, the setting feels like its own private retreat while remaining close to everything that makes Hilton Head Island so desirable. The villa is move-in ready as it stands, while also offering an excellent opportunity for a new owner to update and personalize the space over time. That flexibility makes it equally appealing as a primary residence, Hilton Head getaway, or investment property. Located in the highly sought-after 29928 area of Hilton Head Island, you'll enjoy convenient access to some of the island's most popular destinations. Coligny Plaza, Lowcountry Celebration Park, restaurants, shopping, entertainment, and Hilton Head's award-winning beaches are all just minutes away. Private, peaceful, and exceptionally well located, this Palmetto Bay villa offers the opportunity to own your own piece of Hilton Head Island and make it uniquely yours.

53 Delander Court Unit 40, Hilton Head Island

Listing courtesy of Hilton Head Properties.

Start Your Search

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.