Ocean Side Port Royal Drive Homes For Sale

4 Beds ⋅ 5 Baths ⋅ 3,590 SqFt. ⋅ 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.

$1,850,000

4 Beds ⋅ 4 Baths ⋅ 3,218 SqFt. ⋅ HILTONHEAD-511500 MLS

Experience the best of Hilton Head living in this beautifully designed home within the highly sought-after Port Royal Community. Perfectly positioned directly across from the residents' beach path, the Atlantic Ocean is less than 0.3 miles away, making beach days part of everyday life.Thoughtfully designed with exceptional bedroom separation, this predominantly single-story home offers 4 bedrooms and 4 baths, including a guest suite above the garage that can be closed off from the main home offering comfortable space for extended family or homeowners. The welcoming floor plan features a gracious foyer, formal dining room, spacious living room with a fireplace, and an inviting kitchen with counter seating, a sun-filled breakfast nook, and an adjoining great room with a second fireplace. The screened porch and expansive deck overlook the 11th fairway of the Barony Course, creating a peaceful backdrop for relaxing or entertaining.The spacious primary suite offers a calm and restful setting with a walk-in closet, dual vanities, a soaking tub, a separate shower, and a water closet. Two additional ensuite guest rooms are privately situated in their own wing.Set on a generous 0.636-acre homesite with room for a pool, this 3,218-square-foot home is part of one of Hilton Head Island's premier residential communities, where short-term rentals are prohibited. Residents enjoy private beach access, an oceanfront beach house, leisure trails, tennis, pickleball, gardens, 24-hour security, and optional membership to the Port Royal Golf Club.

108 S Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 2,462 SqFt. ⋅ HILTONHEAD-507815 MLS

Tucked inside the prestigious oceanfront community of Port Royal Plantation, this charming courtyard-style home offers an inviting blend of privacy, space, and coastal convenience-just moments from the beach. Approximately 2,452 square feet, the home welcomes you with a foyer entry that opens into a thoughtfully designed layout. A dining area & spacious living room w/ a cozy corner fireplace create an ideal setting for both everyday living & entertaining, while a wet bar adds a touch of sophistication. The full kitchen features a delightful breakfast nook perfect for casual meals or morning coffee. True to its courtyard design, the main living spaces flow seamlessly to a lovely private paved patio-an intimate outdoor retreat surrounded by mature landscaping and set along a peaceful lagoon, offering beauty and privacy. The home includes 3 bedrooms and 3 full baths, with a desirable separation of space. The primary suite is conveniently located on the main level and features sliding doors that open directly to the serene courtyard. Upstairs, the only room is a private ensuite guest bedroom complete with its own balcony-an ideal haven for visitors. Additional highlights include a dedicated laundry room, a two-car garage, and a layout well-suited for low-maintenance living-perfect as a full-time residence or a "lock-and-leave" getaway. The courtyard style provides charm and gardening opportunities without extensive upkeep. Residents of Port Royal Plantation enjoy an exceptional lifestyle with access to a beachfront community center featuring an expansive deck, screened porch, pool, playground, fire pits, basketball court, and multipurpose rooms. The community also offers tennis and pickleball courts, leisure trails, gardens, and 24-hour security. Optional membership available at Port Royal Golf & Tennis Club. A rare opportunity to own a distinctive home in one of Hilton Head's most sought-after private communities-where coastal living meets comfort and character.

6 Princeton Circle, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$990,000

3 Beds ⋅ 2 Baths ⋅ 1,911 SqFt. ⋅ HILTONHEAD-506192 MLS

Charming beach house just steps from Hilton Head's beautiful shoreline, offering the perfect blend of comfort and potential. This cozy 3-bedroom, 2-bath home features a convenient beach path right behind the property, making seaside walks effortless and part of your daily routine. Lovingly cared for over the years, the home includes a 2024 roof, providing peace of mind for years to come. Inside, the layout is warm and inviting, ready for a new owner to add their personal touches and truly make it their own. Step outside to enjoy a spacious back deck-ideal for relaxing, or entertaining. Additional highlights include a 2-car garage. Perfectly priced for buyers looking to customize and create their dream coastal retreat. Port Royal is a gated island community with a beach house, oversized pool, playground, and more.

11 Coquina Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: The Ocean Broker.

$1,750,000

4 Beds ⋅ 4 Baths ⋅ 2,531 SqFt. ⋅ HILTONHEAD-505119 MLS

On the ocean-facing side of Fairway Winds in Port Royal Plantation, this special property captures the very best of coastal living. Perfectly positioned on a glistening lagoon with sweeping golf views, the setting delivers constant breezes, beautiful morning sun, and easy proximity to the beach. It's a location that simply feels right.Designed as a true lifestyle home, the courtyard-style layout offers privacy and effortless outdoor living on a manageable lot. The stunning Ipe wood deck is the heart of it all - complete with a plunge pool and Sunbrella awnings - creating a resort-like retreat ideal for quiet mornings or relaxed evenings with friends.Inside, the home has been thoughtfully renovated and improved year after year- including windows, doors, and virtually every surface. The first floor features an open living and dining area anchored by a tabby fireplace, a beautifully appointed kitchen with center island, and a welcoming front den with a second fireplace. A full guest bath and laundry room add convenience, while the first-floor primary suite is a true sanctuary with dual vanities, custom closets, heated floors and towel warmers, zero-entry shower, and doors opening to the private deck. Upstairs, an ensuite guest room plus two additional bedrooms with a shared bath provide comfortable space for family and visitors.Lovingly maintained and beautifully cared for, this is a turnkey opportunity for someone looking to simplify without compromise - enough room to host, yet easy to maintain. Fairway Winds is known for its friendly atmosphere and close-knit feel, all within the exceptional amenities of Port Royal's private oceanfront community.

3 Fairway Winds Place, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$1,725,000

4 Beds ⋅ 4 Baths ⋅ 4,230 SqFt. ⋅ HILTONHEAD-505086 MLS

Second row in Port Royal Plantation - where proximity to the beach via a private path defines the lifestyle and the value. Just moments from the sand, this exceptional homesite offers the rare opportunity to own this close to the Atlantic within one of Hilton Head's most private oceanfront communities.The home has been comprehensively updated, including a new 2024 roof, fresh interior and exterior paint, renovated kitchen and baths, and updated flooring throughout. While fully improved, it still carries the warmth and character of a classic coastal residence. The original garage was thoughtfully converted into a heated and cooled media/leisure room, creating additional flexible living space (and may be converted back if desired). A circular drive enhances both curb appeal and ease of access.Second-row living in Port Royal includes private beach access, an oceanfront beach club, golf, tennis, pickleball, leisure trails, and 24-hour security - a combination of location and community that is increasingly rare.

85 S Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$6,800,000

5 Beds ⋅ 6 Baths ⋅ 4,622 SqFt. ⋅ HILTONHEAD-503236 MLS

Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This impeccably crafted 5-bedroom, 5.5-bath residence offers breathtaking panoramic Atlantic views and sophisticated coastal living at its finest. Built in 2010 and meticulously maintained, this home blends timeless architecture with modern elegance and exceptional construction quality. A grand foyer and soaring ceilings welcome you into open, light-filled living spaces designed to capture the beauty of the shoreline from nearly every room. Walls of glass frame sweeping ocean vistas, while refined interior finishes include custom millwork, stone and wood flooring, and luxurious designer details throughout. The chef's kitchen features premium appliances, a generous island, and seamless flow into multiple dining and gathering areas-ideal for both intimate living and entertaining. The primary suite is a serene retreat with stunning views, a spa-inspired bathroom, and ample closet space. Each guest suite offers privacy and comfort, with ensuite baths and refined appointments. Step outside to your private beachfront oasis, complete with an oceanside pool and spa, expansive terraces, outdoor living areas, and direct access to Hilton Head's pristine shoreline. Enjoy sunsets, sea breezes, and the tranquil sound of waves from beautifully designed outdoor spaces. This home has been thoughtfully updated and enhanced with a new 30-year roof installed in 2023, two tankless water heaters, HomeTeam in-wall pest control system, DogWatch invisible fencing, a home security system, multiple new HVAC systems, upgraded lighting, custom living room cabinetry, extended oceanside patio, refinished exterior surfaces, new mini-split in the finished garage room, new appliances, and numerous additional improvements completed between 2018-2025. Additional features include an elevator, multiple living and media spaces, an oversized 4-car garage, impact-rated windows, and exceptional storage throughout. Located on one of Port Royal's most sought-after oceanfront streets, this residence offers the rare combination of luxury, privacy, and direct beach access within a secure, gated oceanfront community. A true coastal masterpiece-crafted for those seeking exceptional oceanfront living on Hilton Head Island.

16 Planters Row, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Hilton Head Properties.

$6,500,000

3 Beds ⋅ 5 Baths ⋅ 5,725 SqFt. ⋅ HILTONHEAD-502804 MLS

Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

20 N Port Royal Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$1,100,000

5 Beds ⋅ 4 Baths ⋅ 3,408 SqFt. ⋅ HILTONHEAD-502108 MLS

Location is everything! Just 3rd row from the ocean and steps from the private Port Royal beach, this 5-bedroom, 3.5-bath home sits on an extra-large almost half an acre! The property features a private pool, screened porch, and beautiful lagoon views, offering endless potential to create your dream Lowcountry retreat. The kitchen opens to a spacious family room and dining area, with heart pine floors, a wet bar, plantation shutters, and a separate formal dining room. The primary bath has been remodeled, and the home offers an inviting floor plan ideal for both relaxing and entertaining. While the property is being sold as-is and would benefit from some updating, its priced to sell and the location and lot size are unmatched. A rare opportunity to own in the sought-after private beachfront community of Port Royal!

98 S Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Peirce Group Brokered by EXP Realty LLC.

$2,220,000

4 Beds ⋅ 5 Baths ⋅ 3,972 SqFt. ⋅ HILTONHEAD-501097 MLS

Only 300 yards from the sand, this Port Royal home ensures the Beach is part of your everyday life. The custom floor plan pairs coastal ease with modern design, set on an oversized (.86 acre) corner lot w a golf view. Inside, soaring ceilings and an open inviting layout create a light-filled gathering space with fireplace, dining, kitchen, beverage bar, and walk-in pantry. A welcoming front room with fireplace, primary suite, office, guest room & laundry complete the main level. Upstairs, a split design offers three more guest suites, including a bunk room retreat perfect for family & friends. Outdoors, enjoy lush gardens, open & covered patios designed by master gardeners. Living in Port Royal means access to private beach access, a beach house, lap pool, fire pits, leisure trails, pickleball, tennis, playground, community gardens, and 24-hour security in Hilton Heads only private oceanfront community with no short-term rentals. A warm & social setting.

33 N Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Engel & Volkers.

$2,000,000

4 Beds ⋅ 4 Baths ⋅ 2,962 SqFt. ⋅ HILTONHEAD-500277 MLS

Port Royal Beach Retreat!

19 Fairway Winds Place, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$2,050,000

3 Beds ⋅ 4 Baths ⋅ 2,533 SqFt. ⋅ HILTONHEAD-455067 MLS

Welcome to 24 Ocean Point North a modern and stunning 2nd-row beach home in Port Royal! This home has been updated throughout with all new hardwood floors, renovated kitchen with a Thermador induction Range, Viking French door oven, and quartzite counters. The upgrades continue with a refreshed powder room, polyaspartic garage floor, automatic blinds, professional landscape/hardscape and so much more! Outside you’ll find a rare on Hilton Head Island enclosed backyard that provides an extra layer of privacy along with an expansive patio to sit and enjoy the sea breeze. Ocean Point offers exclusive amenities to its owners with a private community pool located just across the street and private beach access via a dedicated beach path.

24 Ocean N Point, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Charter One Realty.

$3,800,000

4 Beds ⋅ 4 Baths ⋅ 3,024 SqFt. ⋅ HILTONHEAD-453775 MLS

Wake to the sound of waves in this serene Oceanfront home in Port Royal’s Ocean Point North. Designed to let nature take center stage, this timeless retreat offers ocean views from the kitchen, coffee nook, living rm, w/fireplace & dining area-all on the main floor along w/ primary suite, den, laundry & powder rm. Upstairs: 2nd primary suite, guest suite & ocean view rm w/balcony. Enjoy a screen porch, covered grill area, hot tub & 2-car garage. Ocean Point has its own pool & paths plus access to Port Royal’s beach house, lap pool, tennis, pickleball, trails & more.No short-term rentals—just friendly, coastal living. An exceptional offering!

4 Ocean N Point, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$1,275,000

3 Beds ⋅ 2 Baths ⋅ 1,814 SqFt. ⋅ HILTONHEAD-453891 MLS

Coastal charm meets modern luxury in this beautifully renovated beachside cottage - minutes to the Atlantic Ocean & nestled on a generous half-acre lot. New roof, southern hardwood floors, reimagined chef’s kitchen w/ quartz countertops, custom soft-close cabinetry & stainless appliances with a private courtyard. Upgrades include designer wet bar, porcelain-tiled bathrooms, elegant walk-in showers, & “show-stopping” 558 sq ft screened porch crafted w/Savannah grey brick pavers & rustic fireplace. Located in exclusive beachfront community (short-term rentals are not allowed) Prime beach location- room for pool -exceptional design- truly a 10!

113 S Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$1,625,000

3 Beds ⋅ 3 Baths ⋅ 2,530 SqFt. ⋅ HILTONHEAD-453684 MLS

Just steps from the beach, this beautifully maintained 3-bedroom, 2.5-bath second-row home is a rare find in Port Royal. Tucked into a quiet cul-de-sac with its own private beach walk. Bright updated kitchen with adjacent dining & living areas flow seamlessly. The primary suite boasts a spa-like bathroom with dual vanities & walk-in shower. Out back, enjoy a private oasis with a sparkling pool and lush landscaping. Other features include a 2-car garage with ample storage. Located in Hilton Head Island’s only private oceanside community, enjoy access to exclusive oceanfront Beach House, community pool, tennis, golf, and more.

12 N Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

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