Ocean Side Port Royal Drive Homes For Sale

4 Beds ⋅ 4 Baths ⋅ 3,300 SqFt. ⋅ HILTONHEAD-511945 MLS

Oceanfront living takes center stage at this inviting residence in Ocean Point, a private section of the prestigious Port Royal community on Hilton Head Island. Set along the Atlantic, the home enjoys an exceptional coastal setting, with the oceanfront property between the residence and beach maintained by Ocean Point-providing owners the beauty of this remarkable landscape without the responsibility of maintaining it themselves.Inside, the home offers a comfortable blend of classic character and refreshed coastal style, with spacious living areas designed to complement the spectacular setting. Warm heart-of-pine floors, a natural connection between the kitchen and Carolina Room, and multiple bedrooms with ocean views create an inviting island retreat. The first-floor primary suite offers a private escape, while generous gathering spaces are ideal for family and entertaining.Ocean Point owners enjoy a private pool immediately adjacent to the property, as well as exclusive beach access. Port Royal's exceptional amenities add even more to the lifestyle, including an oceanfront Olympic-size pool, Beach House, playground, fire pits, pickleball and tennis courts, leisure trails, and private security.Thoughtfully refreshed and beautifully appointed, this special oceanfront residence offers a rare opportunity to enjoy the best of Hilton Head Island-where the ocean, exceptional amenities, and relaxed coastal living are right outside your door.

13 Ocean N Point, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,750,000

4 Beds ⋅ 5 Baths ⋅ 4,075 SqFt. ⋅ HILTONHEAD-512097 MLS

Welcome to a truly special island retreat in prestigious Port Royal on Hilton Head Island. This 4-bedroom, 3-full-bath, 2-half-bath West Indies-inspired home captures the essence of relaxed coastal luxury, with timeless architecture and an effortless sense of place. Just steps away from private beach access, it offers the perfect setting for barefoot mornings, sunset gatherings, and unforgettable days by the sea. A rare opportunity to experience the beauty, privacy, and laid-back elegance of Hilton Head Island at its finest.

6 Drayton Place, Hilton Head Island

Listing courtesy of Engel & Volkers.

$4,250,000

3 Beds ⋅ 3 Baths ⋅ 2,733 SqFt. ⋅ HILTONHEAD-511980 MLS

Reimagine oceanfront living on one of Hilton Head Island's most exceptional beachfront properties. Set beneath magnificent live oaks and surrounded by mature natural landscaping, this private retreat offers sweeping ocean views, ample room for expansion, and the rare opportunity to renovate, enhance, or create a new coastal estate tailored to your vision. Ideally positioned in the most coveted section of Port Royal Plantation, the property enjoys a peaceful setting away from the island's resort corridor while remaining minutes from renowned dining, golf, shopping, and amenities. The expansive rear deck is perfectly suited for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. The existing residence offers 3 bedrooms and 2.5 baths, with the half bath easily converted back to its original full-bath configuration. Wide-plank pine floors, a beautifully renovated chef's kitchen, and walls of glass create warm, inviting interiors that connect seamlessly with the surrounding landscape. Adding to the property's distinction is its remarkable architectural history. Designed by internationally acclaimed architect Dean Winesett, whose work has appeared in *Architectural Digest* and *Southern Living*, the home was also featured in *Southern Living* and reflects his signature Lowcountry style and craftsmanship. Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that define this exclusive oceanfront community. Private amenities reserved for property owners and their guests include an oceanfront Beach House and swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and an array of recreational and social offerings. An irreplaceable beachfront setting, celebrated architectural legacy, exceptional private amenities, and endless possibilities combine to create one of the most compelling oceanfront opportunities currently available on Hilton Head Island.

4 Middleton Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$2,500,000

4 Beds ⋅ 5 Baths ⋅ 3,508 SqFt. ⋅ HILTONHEAD-511633 MLS

Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

14 Salt Spray Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$5,500,000

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.

$1,750,000

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.

$1,530,000

3 Beds ⋅ 3 Baths ⋅ 2,438 SqFt. ⋅ HILTONHEAD-507471 MLS

Beautiful ocean-side custom home in Port Royal, fully remodeled in 2018 and in excellent condition. This 3-bedroom, 2.5-bath home offers true single-level living with a 2-car garage, all set on nearly an acre in one of Hilton Head's most sought-after communities. The home features a completely updated kitchen with quartz countertops, stainless steel appliances, and a gas range, along with renovated bathrooms, updated flooring, fresh paint, and vaulted ceilings throughout. The living room offers a brick fireplace and soaring ceilings, creating a bright and inviting space. The spacious layout provides great bedroom separation, including a primary suite with a large walk-in closet, glass-enclosed shower, and double vanities. Enjoy outdoor living with a screened porch and expansive back deck overlooking a serene fairway and lagoon view. Additional highlights include being sold fully furnished-move right in and start enjoying the coastal lifestyle. Just a short walk to the beach! Located in Port Royal, the island's only private oceanfront gated community with no short-term rentals, offering unmatched privacy and tranquility.

3 Craven Place, Hilton Head Island

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

$999,000

3 Beds ⋅ 2 Baths ⋅ 2,038 SqFt. ⋅ HILTONHEAD-507205 MLS

Located in Port Royal Plantation, Hilton Head Island's only private, gated oceanfront community, this home is set on a generous .63-acre lot offering privacy, a tranquil setting, and relaxed coastal living. The single-level floor plan features multiple living areas for everyday living, entertaining, or workspace needs. Vaulted ceilings and a white-wash brick fireplace center the living room, while the open kitchen with new appliances flows seamlessly into the main living area. Recent improvements include a new roof, refreshed baths, interior paint, flooring, and appliances, enhancing the home's classic beach house charm. The quiet, tucked-away setting is complemented by a natural private yard, and a detached 2-car garage completes the property. Conveniently located only .2 miles from multiple beach access points and close to Port Royal's exceptional oceanfront amenities, including an Olympic-size pool, children's zero-entry pool, playground, tennis, pickleball, oceanfront deck, screen porch areas, gardens, bike paths, leisure trails, and 24-hour security.

35 Scarborough Head Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: William Raveis - Carolina LLC.

$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.

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