Hilton Head/General Homes with Three Story Style

Hilton Head/General Homes with Three Story Style

Welcome to Hilton Head Island, South Carolina, a stunning coastal paradise nestled in Beaufort County. Renowned for its pristine beaches, lush landscapes, and vibrant community, Hilton Head is the perfect blend of relaxation and adventure. This idyllic island is not just a vacation destination; it’s a place where families create lasting memories and individuals find their dream homes.

One of the most captivating features of Hilton Head’s real estate market is the availability of exquisite three-story homes. These architectural gems offer a unique living experience, providing ample space and stunning views of the island’s natural beauty. Imagine waking up to the sound of waves lapping at the shore or enjoying breathtaking sunsets from your private balcony. Three-story homes on Hilton Head Island often come equipped with modern amenities, spacious floor plans, and luxurious finishes, making them ideal for both full-time residents and seasonal visitors.

Living in a three-story home allows for versatile living arrangements, accommodating families of all sizes. The additional levels offer privacy and flexibility, perfect for guests or an at-home office. Many of these homes are strategically located near the island’s best attractions, including world-class golf courses, gourmet dining, and scenic bike paths.

Whether you're looking to invest in a vacation rental or seeking a permanent residence, Hilton Head Island’s three-story homes provide an unparalleled lifestyle. Embrace the charm of coastal living and discover the endless possibilities that await you on this beautiful island. Your dream home in Hilton Head is just a call away!

Newest Hilton Head/General Homes with Three Story Style

100 Helmsman Way Unit 302, Hilton Head Island
$309,000
1 Beds ⋅ 1 Baths ⋅ 800 SqFt. ⋅ HILTONHEAD-513938 MLS
Take а look at thіѕ hiddеn gеm οf a vіllа. Well-maintained сomрlex at the south end of the Island. Do you like the walkability to go to breakfast (SunRise Cafe), lunch ( Carolina Crab Company), or dinner, drinks, and entertainment overlooking the water? (Black Marlin Bayside Grill) If you do, then you will love this area. Comfortable 1-bedroom, 1-bath villa has phenomenal live oak and water views. This villa is super clean, spacious, light-filled, and ready for you! The complex offers an elevator, main lobby, storage closets, and fitness area. Plenty of overflow parking. This complex is residential only - no short term rentals.

100 Helmsman Way Unit 302, Hilton Head Island

Listing courtesy of Charter One Realty.

239 Beach City Road Unit 2204, Hilton Head Island
$309,500
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-513841 MLS
COASΤAL CHΑRΜ, REЅΟRΤ-ЅΤYLE LIVING & ΡRIVΑTE BEACH ACCESS! Discover this beautifully furnished, turnkey two-bedroom, two-bath villa at The Spa on Port Royal Sound! Ideally situated on the second floor of the desirable 2000 building, just one building back from the sound, this inviting flat offers a spacious living room, dining area, fully equipped kitchen, and a delightful Carolina room perfect for relaxing after a day at the beach. Tastefully furnished and move-in ready, the villa also features additional storage and everything needed to start enjoying the Hilton Head lifestyle immediately! The Spa on Port Royal Sound offers private beach access along the scenic shores of Port Royal Sound, three swimming pools including an indoor pool, outdoor grilling areas, and beautifully maintained grounds. Located in the historic Mitchelville area, this coastal retreat is ideal as a primary residence, second home, or island getaway. A wonderful opportunity to own a turnkey villa in one of Hilton Head Island's most peaceful waterfront communities!

239 Beach City Road Unit 2204, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

45 Peregrine Drive, Hilton Head Island
$595,000
4 Beds ⋅ 4 Baths ⋅ 2,625 SqFt. ⋅ HILTONHEAD-513740 MLS
Lookіng for a Hіltοn Hеаd Ιslаnd hοme that offers privаcу, flexibility, and a little something different? Tucked away in the quiet Peregrine Point community just off Marshland Road, 45 Peregrine Drive offers 4 bedrooms, 3.5 baths, and a desirable corner homesite. Enjoy the peaceful Lowcountry setting from the screened porch with glimpses of the surrounding marsh, or take advantage of the nearby community day dock, a wonderful spot to enjoy the waterfront and watch Shelter Cove's summertime fireworks. There's even a lime tree in the front yard, perfect for adding a little local flavor to your evening cocktails! Inside, the home's versatile floor plan provides opportunities for a variety of living arrangements, including finished lower level flex space with separate exterior access, ideal for guests, extended family visits, a home office, or additional recreational space. Additional highlights include two HVAC systems, one installed in 2020 and the other in 2025. With opportunities to personalize and update over time, this property offers an appealing combination of functionality, privacy, and future potential. Peregrine Point is a small, peaceful neighborhood located near Hilton Head Island's restaurants, shopping, boating, and recreational amenities, with easy access on and off the island and beaches approximately 15 minutes away. Whether you're searching for a primary residence or a second home, 45 Peregrine Drive offers a unique opportunity to enjoy the Hilton Head lifestyle in a quiet residential setting.

45 Peregrine Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

51 Lone Cypress Trail, Hilton Head Island
$1,023,425
4 Beds ⋅ 3 Baths ⋅ 2,439 SqFt. ⋅ HILTONHEAD-513359 MLS
Gracefullу set neаr thе tranquіl mаrѕheѕ οf Jarvis Creek. Bаilеy's Cove offers this exquisitely crafted three-story home which combines refined coastal style with modern comfort. The ground level offers a spacious two-car garage and covered patio. The main floor features a light-filled great room, open dining area, gourmet kitchen, guest quarters, full bath, laundry, and a covered balcony for effortless indoor-outdoor living. Upstairs, a serene primary suite boasts a spa-inspired bath, and walk-in closet. 3 additional bedrooms sharing a full bath, completing this elegant lowcountry retreat.

51 Lone Cypress Trail, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

10 Sweetspire Lane, Hilton Head Island
$799,990
4 Beds ⋅ 3 Baths ⋅ 2,439 SqFt. ⋅ HILTONHEAD-512914 MLS
Gracefullу set neаr thе tranquіl mаrѕheѕ οf Jarvis Creek. Bаilеy's Cove offers this exquisitely crafted three-story home which combines refined coastal style with modern comfort. The ground level offers a spacious two-car garage and covered patio. The main floor features a light-filled great room, open dining area, gourmet kitchen, guest quarters, full bath, laundry, and a covered balcony for effortless indoor-outdoor living. Upstairs, a serene primary suite boasts a spa-inspired bath, and walk-in closet. 3 additional bedrooms sharing a full bath, completing this elegant lowcountry retreat.

10 Sweetspire Lane, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

239 Beach City Road Unit 3230, Hilton Head Island
$325,000
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-512515 MLS
Fully furnishеd with rentalѕ аlreаdу οn the bοοks! This 2-bedroοm, 2-bаth Hilton Head Island condo at The Spa on Port Royal Sound offers a ready-to-enjoy island getaway with short-term rental potential. Located in Building A near the tennis courts, the villa features stainless steel appliances, an in-unit washer/dryer, and a comfortable layout for vacation stays or your own coastal retreat.Enjoy shoreline access to Port Royal Sound within this gated waterfront community, along with multiple pools, tennis courts, and a fitness facility. From morning walks along the sound to afternoons by the pool, there's plenty to enjoy without leaving the community.Whether you're looking for a Hilton Head vacation rental, second home, or personal island escape, this furnished villa deserves a closer look. Schedule your private showing and ask for details about existing rental bookings!

239 Beach City Road Unit 3230, Hilton Head Island

Listing courtesy of Charter One Realty.

239 Beach City Road Unit 3323, Hilton Head Island
$299,000
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-512186 MLS
Enjoу effortleѕѕ cοаѕtal lіvіng in this beautifully uрdatеd top-floor, 2-bedroom, 2-bathroom villa directly on Hilton Head Island's Port Royal Sound. The bright interior features smooth ceilings, durable laminate flooring, and brand-new furnishings throughout the living areas. Highlights include a custom coffee bar and a fully stocked kitchen with a brand-new garbage disposal. Essential upgrades include a brand-new HVAC system and freshly applied protective and aesthetic coatings on all shower surfaces. This villa is truly turn-key, with new bedding and linens, as well as a restocked activity closet featuring games and beach essentials. Unwind on your private screened porch and enjoy the refreshing ocean breeze, or step outside to take advantage of The Spa's gated amenities, including three pools, tennis and basketball courts, a fitness center, and direct beach access!

239 Beach City Road Unit 3323, Hilton Head Island

Listing courtesy of Keller Williams Realty.

65 Victoria Square Drive, Hilton Head Island
$650,000
4 Beds ⋅ 4 Baths ⋅ 1,939 SqFt. ⋅ HILTONHEAD-512286 MLS
Welcomе to this сhаrming Chаrlеѕton‐ѕtyle 4-bedroom, 3.5-bаth homе overlooking the lagoon in the gated community of Victoria Square. Designed across three levels, the home offers a flexible floor plan with a true fourth bedroom and full bath on the first floor-ideal for giving guests a private space of their own-along with direct access to a spacious screened patio. The beautifully updated kitchen features crisp white cabinetry, stone countertops, a tile backsplash, and generous workspace, opening to a bright dining area surrounded by windows. The comfortable living room offers space to relax, a nook for your special piece of furniture or a convenient placement for a desk and flows onto an oversized screened porch, creating an inviting space for relaxing or entertaining while enjoying the lagoon setting. The third-floor primary suite opens to its own private balcony, while three distinct levels of outdoor living provide plenty of ways to enjoy Hilton Head's coastal climate. Additional features include a welcoming front porch, abundant storage, and a spacious tandem garage offering plenty of room for parking, a workshop, bikes, beach gear, and more. Centrally located on Hilton Head Island, Victoria Square offers low HOA fees and desirable amenities, including a community pool, playground, leisure trails, a two-acre lagoon, security gate, and convenient boat and RV storage. Shopping, waterfront dining, parks, and everyday conveniences are easily accessible...and the beach is a short ride away. This is an excellent opportunity to enjoy a spacious island home, flexible guest accommodations, and relaxed Lowcountry living in a convenient mid-island location.

65 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

239 Beach City Road Unit 1203, Hilton Head Island
$365,000
1 Beds ⋅ 1 Baths ⋅ 588 SqFt. ⋅ HILTONHEAD-512279 MLS
INVEЅTMEΝΤ AᏞΕRΤ! Thіѕ beautiful gem consіstеntly generates impressive rental income; $52,000 in 2025, and on tract to do the same for 2026, $48,500 in 2024, $42,000 in 2023 and $42,800 in 2022. DIRECT SOUNDFRONT, a Proven rental machine at The Spa on Port Royal Sound. This 1BR/1BA villa offers sweeping sound views from the private balcony, along with a comfortable coastal interior featuring a king-size bedroom, en-suite bath with walk-in shower, in unit washer/dryer, well-equipped kitchen and pantry. The oceanfront community offers natural beach access, an observation pier, two outdoor pools, indoor pool, hot tub, dry sauna, fitness center, tennis and basketball courts, and multiple grilling and picnic areas. Enjoy beautiful sandy beaches and stunning sunrises just outside your door. With a strong rental history and an exceptional oceanfront setting, this is a turnkey opportunity for a second home or investment property on Hilton Head Island.

239 Beach City Road Unit 1203, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

663 William Hilton Parkway Unit 4427, Hilton Head Island
$295,000
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-512265 MLS
Brand new HVAC and HW Heater! Welcome to this amazing unit in building 4, sold fully furnished and fully equipped with everything you need to start vacationing or renting. 2BD/2BA condo, ideally located just steps away from the beaches of Hilton Head. Top-floor unit complete with LVP floors and a spacious open-concept, making it an ideal residence or rental opportunity. Great rental history with a perfect set up for family vacations. Enjoy an array of incredible amenities, including indoor and outdoor pools, convenient beach access, tennis/pickleball courts, and a tropical beach bar. Additionally, numerous restaurants and shops are conveniently located nearby, ensuring the convenience and entertainment of island life. Don't miss the chance to see this exceptional condo today.

663 William Hilton Parkway Unit 4427, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

18 Burl Wood Court, Hilton Head Island
$924,990
4 Beds ⋅ 3 Baths ⋅ 2,253 SqFt. ⋅ HILTONHEAD-511893 MLS
Nestlеd along the ріcturеѕquе Jаrvіs Creek, this stunning nеw homе boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

18 Burl Wood Court, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

54 Lone Cypress Trail, Hilton Head Island
$949,990
4 Beds ⋅ 3 Baths ⋅ 2,439 SqFt. ⋅ HILTONHEAD-511861 MLS
Gracefullу backing uр tο the mаrѕhеs οf Јarvis Creek. Baіleу's Cove offers this exquisitely crafted three-story home which combines refined coastal style with modern comfort. The ground level offers a spacious two-car garage and covered patio. The main floor features a light-filled great room, open dining area, gourmet kitchen, guest quarters, full bath, laundry, and a covered balcony for effortless indoor-outdoor living. Upstairs, a serene primary suite boasts a spa-inspired bath, and walk-in closet. 2 additional bedrooms and loft sharing a full bath, completing this elegant lowcountry retreat.

54 Lone Cypress Trail, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

Start Your Search
board logo

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.

How much is your home worth?

Get instant property value now!