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

$1,039,000

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

Experience breathtaking sunsets, panoramic marsh and deepwater 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.

$770,000

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

Welcome to Point Comfort Woods, a desirable neighborhood for the boating enthusiast! 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 to enjoy the Lowcountry lifestyle. 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 conveniently located under the stairs. With its boat-friendly features, thoughtful updates, and convenient location near the Cross Island Parkway, this home is ready to welcome you to the Lowcountry!

16 Kingbird Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$490,000

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

Enjoy easy island living in this 2BR/2BA second-floor 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.

$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

Welcome to The Palm 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.

220 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$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.

$269,000

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

Arguably one of the best-positioned villas in Palmetto Bay 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.

$579,000

2 Beds ⋅ 2 Baths ⋅ 1,665 SqFt. ⋅ HILTONHEAD-512420 MLS

One of the Preserve at Indigo Run's most popular model and very nicely updated and upgraded. This a second floor unit with high ceilings, wood burning fireplace, and an over-sized two car attached garage. Private wooded views, an updated kitchen and bathroom add to the appeal of this very special villa adjacent to the prestigious Indigo Run community. The spacious Magnolia floor plan features two nicely-sized bedrooms, two full baths, 1,665 square feet and a great layout with many windows and plenty of natural light. Enjoy a dining area, eat in kitchen with island and pantry, laundry room (washer and dryer convey), and large entry way. Security gate, pool, tennis, club house, cabana and fitness center. No POA fees.

4 Indigo Run Drive Unit 3320, Hilton Head Island

Listing courtesy of Real Estate Five Of The Lowcountry.

$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.

$379,900

2 Beds ⋅ 3 Baths ⋅ 1,120 SqFt. ⋅ HILTONHEAD-511966 MLS

Completely renovated 2bd/2.5 bath townhome on slab foundation with wood burning fireplace. This condo has been completely remodeled to include LVP flooring, PEX plumbing and water heater moved to storage closet on front porch, new kitchen with quartz countertops, new carpet, new bathrooms and much more! This condo is located near the community pool, tennis courts, gym and playground - and getting off the island is a breeze as it is close to the HHI bridge.

5 Gumtree Road Unit D3, Hilton Head Island

Listing courtesy of Coastal Realty Group.

$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.

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.