Hilton Head/General Homes with Two Story Style

Welcome to Hilton Head Island, South Carolina—a breathtaking coastal paradise known for its stunning beaches, lush landscapes, and vibrant community. Nestled in Beaufort County, this idyllic island offers a unique blend of Southern charm and modern amenities, making it the perfect place to call home. With miles of pristine shoreline, world-class golf courses, and an array of outdoor activities, Hilton Head is not just a destination; it's a lifestyle.

Among the diverse array of homes available in this enchanting region, two-story residences stand out for their spaciousness and versatility. Ideal for families, these homes provide ample room for both relaxation and entertainment. Picture yourself unwinding in a sun-drenched living room or hosting gatherings in a beautifully designed kitchen that flows seamlessly into an inviting dining area. With multiple stories, these homes often come equipped with private retreats, such as master suites and home offices, allowing for a perfect balance between privacy and togetherness.

Living in a two-story home on Hilton Head Island means enjoying the best of both worlds: the tranquility of island life and the convenience of nearby amenities. From boutique shopping and exquisite dining to recreational activities like kayaking and biking, everything you need is just a stone's throw away.

Whether you’re drawn to the allure of oceanfront views or the charm of a tree-lined neighborhood, Hilton Head Island offers a variety of two-story homes that cater to your unique lifestyle. Embrace the coastal living experience and discover your dream home in this beautiful corner of South Carolina!

Newest Hilton Head/General Homes with Two Story Style

$650,000

3 Beds ⋅ 3 Baths ⋅ 1,876 SqFt. ⋅ HILTONHEAD-512957 MLS

Picture coming home to a place where island life feels easy from the moment you pull through the gates. Tucked inside Beach City Place, 38 Circlewood Drive is a 2019-built, 3-bedroom home with approximately 1,876 square feet of warm, welcoming space designed around the way you actually live.The popular Cumberland floor plan flows naturally from room to room, giving you space to gather, cook, relax, and host without ever feeling crowded. Your first-floor primary suite offers a private retreat at the end of the day, with everything you need on one level. Upstairs, two additional bedrooms and a versatile loft give you room to grow into, whether that means a guest space for visiting friends, a quiet home office, a cozy movie spot, or a corner for the hobbies you love.One of the home's most inviting spaces is the Carolina Room, a bright, relaxing spot to sip your morning coffee, curl up with a book, or simply enjoy the Lowcountry light in every season. From there, step out to your fenced backyard, ready for evening cookouts, a small garden, or lazy weekend afternoons outdoors. A two-car garage keeps bikes, beach chairs, and everyday essentials neatly tucked away. Beach Life in Beach City Place means the beach is part of your routine, easily reached by bike, golf cart, or on foot all less than five minutes. Cable and Wi-Fi are included in the HOA, so settling in is refreshingly simple.With a newer build, first-floor primary living, flexible space, and a location woven into the island's beach lifestyle, 38 Circlewood Drive is ready to welcome you home. Come see it for yourself and imagine the life you could create here.

38 Circlewood Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$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.

$1,378,000

3 Beds ⋅ 4 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-512828 MLS

Welcome to luxury coastal living in the gated Oakview community off Spanish Wells Road. Featuring spectacular, unobstructed views of the tidal marsh and Intracoastal Waterway, this custom-built 3-bedroom, 3.5-bath home showcases over $225,000 in recent indoor and outdoor upgrades. Main Living & Chef's Kitchen Upgraded Interiors: Newly installed luxury plank flooring throughout the main level and an open-concept living room centered around a cozy gas-log marble fireplace. Gourmet Kitchen: Features sleek new shaker cabinets, premium quartz countertops, a dedicated wine bar, and high-end appliances-including a Wolf induction cooktop, wall oven, and microwave, paired with a Thermador refrigerator. Flex Space: A versatile main-floor room with deck access and an adjoining full bath, ideal as an office or additional guest suite. Owner's Sanctuary & Upper-Level Primary Suite: A massive retreat featuring large picture windows, a private Trex deck with sweeping marsh views, two expansive walk-in closets, and an oversized adjacent laundry room. En-Suite Spa Bath: Includes a double vanity, deep soaking tub, custom-tiled walk-in shower, and refined finishes. Guest Suite: Spacious secondary bedroom complete with its own walk-in closet and breathtaking marsh views. Resort-Style Outdoor Oasis Upper Deck: Features a weatherproofed Trex balcony designed to keep the lower living space completely dry. Brand-New Lower Level Patio & Pool: A custom-built Ramon pool, a fully fenced yard, and an expansive stone patio complete with a firepit, outdoor shower, half bath, and outdoor kitchen featuring a gas grill. Lower-Level Storage & Bonus Room: Includes a 2-car garage alongside a climate-controlled flex room perfect for a gym, workshop, or additional storage. This property seamlessly blends high-end modern updates with tranquil, picture-perfect island scenery. The tidal marsh is perfect for kayaking or paddle boarding. Membership available at Spanish Wells Club for golf, tennis, and pickleball.

35 Silver Oak Drive, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$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.

$997,500

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.

$649,000

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

JUST REDUCED! MOTIVATED SELLER!!! Must see this home 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.

$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.

$559,000

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.

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