Hilton Head Island Homes with Private,Community Pool Description

Welcome to Hilton Head Island, a stunning gem nestled in the heart of South Carolina's Lowcountry, renowned for its breathtaking beaches, lush landscapes, and vibrant community. This enchanting island, located in Beaufort County, is a premier destination for those seeking a blend of relaxation, recreation, and a rich cultural experience. With its temperate climate and abundant sunshine, Hilton Head offers year-round outdoor activities, including world-class golf courses, scenic bike trails, and pristine parks.

One of the most appealing aspects of living in Hilton Head Island is the wide array of homes available, particularly those featuring private and community pools. Imagine stepping into your own backyard oasis, where you can unwind under the warm sun or host gatherings with friends and family. These homes provide a perfect blend of luxury and convenience, allowing you to enjoy the ultimate island lifestyle.

Community pools offer an additional layer of charm, creating a social atmosphere where neighbors become friends. Whether you’re taking a refreshing dip after a long day or lounging poolside with a good book, these spaces foster a sense of community and connection.

Living in Hilton Head Island means having access to beautiful homes equipped with these desirable amenities. With the ocean just a stone's throw away and the vibrant culture of the island at your fingertips, you’ll find that every day feels like a vacation. Embrace the island life and discover your dream home with a private or community pool in this idyllic paradise!

Newest Hilton Head Island Homes with Private,Community Pool Description

$7,800,000

6 Beds ⋅ 8 Baths ⋅ HILTONHEAD-510819 MLS

Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

10 Drayton Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$5,500,000

4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511537 MLS

Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$699,000

3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510563 MLS

Luxury waterfront villa offering one of the largest 3-bedroom, 2-bath floor plan in Village at Skull Creek. Perfectly positioned as a desirable end unit, this exceptional residence captures breathtaking views of Skull Creek Marina and spectacular sunset vistas. The spacious enclosed Carolina Room provides an ideal setting to relax and enjoy the waterfront scenery year-round. Designed for comfort and entertaining, the expansive living room features a cozy fireplace and abundant natural light. With significantly more living space than most comparable units in the community, this villa combines elegance, privacy, and value. This community has a deep-water dock, swimming pool, and the renowned Country Club of Hilton Head. This residence offers the perfect balance of convenience and tranquility. Nestled within one of the area's most sought-after private communities, it provides a peaceful retreat while remaining close to premier amenities. For those seeking panoramic water views, exceptional privacy, and an unparalleled coastal lifestyle, this is a rare opportunity not to be missed. Just outside of the community's gates are some of Hilton Head Island's finest waterfront dining options. Make Hilton Head Island home today!

6 Village North Drive Unit 12, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$2,625,000

5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-510379 MLS

Welcome to 5 Heritage Court! This beautifully designed newer-style home offers an exceptional blend of space, comfort, and privacy in the highly sought-after Heritage Woods community within Sea Pines.Featuring 5 spacious bedrooms and 5 full bathrooms, the home is thoughtfully designed with multiple gathering areas, making it ideal for hosting family and friends. Nestled on a quiet cul-de-sac, the property enjoys a private setting backing to Sea Pines open space, providing a peaceful natural backdrop.Just two doors from the leisure trail, you'll enjoy a convenient bike ride or stroll directly to the beach. Whether you're looking for a primary residence, second home, or investment property, this home checks every box.Outdoor living is enhanced by a recently resurfaced pool and the addition of a relaxing spa, creating the perfect setting for entertaining or unwinding after a day on the island. With its desirable location, spacious floor plan, and excellent rental potential, 5 Heritage Court offers a rare opportunity to enjoy the best of Hilton Head Island living.

5 Heritage Court, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$105,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509533 MLS

Looking for a piece of island paradise without all of the upkeep & expense? This is the one for you. Enjoy 13-weeks a year on a rotating basis in Shelter Cove. Nicely updated & well-appointed, bring nothing but your suitcase. Enjoy both marina & deep-water views from this 5th floor, penthouse unit. Fireplaced living, walk-in shower and covered porch are just a few highlights. Walk out your door to restaurants, shops, boating & entertainment. As part of Palmetto Dunes, you get to enjoy 3-miles of sandy beach, miles of leisure trails, 3 golf courses, tennis & pickleball, a navigable lagoon system & so much more. What are you waiting for?

9 Harbourside Lane Unit 7338D, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$2,840,000

5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-508201 MLS

Behind a private gated entrance framed by illuminated live oak lined drive, this exceptional Wexford estate offers over 5,500 square feet of refined living. This Lowcountry estate embodies timeless elegance and is truly one of a kind. A dramatic foyer with soaring arched windows welcomes you to beautifully appointed spaces, including a library, formal and casual living areas, multiple en-suite ample sized bedrooms, and a newly remodeled kitchen. Thoughtful details such as an elevator, Brazilian hardwood floors, fireplaces, and expansive porches enhance everyday living. Outdoors, enjoy a resort-style pool, covered entertaining spaces, and a private courtyard setting. Complete with a four-car garage and access to Wexford's world-class golf, marina, tennis, pickleball, dining, and club amenities. This home is an exceptional offering within one of Hilton Head Island's most prestigious communities.

29 Oxford Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$5,195,000

6 Beds ⋅ 7 Baths ⋅ HILTONHEAD-506680 MLS

Experience the perfect blend of luxury, comfort, and investment potential in this exceptional **direct oceanfront** retreat on Singleton Beach. Offering the rare opportunity to own a beachfront home in one of Hilton Head Island's most desirable locations, this property is designed for both personal enjoyment and vacation rental success.Thoughtfully designed with spacious living areas, the home features an open-concept floor plan filled with natural light, ideal for entertaining or relaxing after a day on the beach. The well-appointed kitchen flows seamlessly into the main living space, while multiple bedrooms provide comfort and privacy for owners and guests alike. Inviting outdoor living spaces offer the perfect setting to unwind, dine, and enjoy the sights and sounds of the Atlantic Ocean.The property has a proven rental history and strong income potential. Current ownership has taken a more selective approach to rentals, prioritizing personal use and minimizing wear and tear, creating an opportunity for a future owner to optimize the rental program based on their goals.Recent improvements include three new HVAC systems, with one replaced in 2024 and two replaced in 2025, providing added efficiency, reliability, and comfort throughout the home.Whether you're seeking a private beachfront retreat, a second home, or an investment property, this direct oceanfront residence offers an exceptional combination of location, condition, and rental potential on Singleton Beach.

19 Singleton Beach Place, Hilton Head Island

Listing courtesy of Palmetto Coast Realty Group.

$2,099,000

5 Beds ⋅ 4 Baths ⋅ HILTONHEAD-505477 MLS

Pristine finishes and meticulous craftsmanship define this newly renovated Sea Pines home. Thoughtfully redesigned with a second-floor addition, the now five-bedroom, four-bath residence offers refined coastal living with beautifully curated interiors and exceptional outdoor spaces. A resort-style pool and expansive decking with sleek cable railings create a retreat surrounded by a tranquil Lowcountry landscape. Inside, abundant new windows fill the open-concept living spaces with natural light, highlighting the oak flooring and clean architectural lines. The kitchen features quartz countertops, custom soft-close cabinetry, and a full suite of KitchenAid appliances centered around a generous island. The adjoining living and dining areas flow effortlessly to the outdoor living spaces. Each of the four bathrooms has been thoughtfully finished with designer tile, modern fixtures, and spa-inspired details, while the spacious bedrooms provide comfort and flexibility for both family and guests. The primary suite has a beautifully appointed ensuite bath and generous storage. Located within the gates of Sea Pines Resort, this home places you moments from the best of Hilton Head Island living. Miles of shaded bike trails, world-class golf including Harbour Town Golf Links and Atlantic Dunes, the Sea Pines Racquet Club, and the renowned Sea Pines Beach Club are all within easy reach. This property also presents a compelling short-term rental opportunity in one of the island's most sought-after vacation destinations

72 Lawton Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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.