luxury seaside houses for sale Fripp Island, United States

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.

Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

Welcome to 90 Sandcastle Court, a spacious and beautifully appointed beach home in the gated Sandcastles by the Sea community. Featuring one of the community's larger floor plans, this furnished, turnkey property offers five bedrooms, four full baths, two half baths, and elevator access to all levels.The open-concept main living area includes a gourmet kitchen with granite countertops, GE Monogram appliances, a gas range, generous dining space, and ample room for entertaining. The lower level provides flexible living and recreation space with convenient access to the private pool, hot tub, patio, and outdoor entertainment areas. Additional highlights include a large deck, artificial turf lawn, EV charging outlet, and multiple indoor and outdoor gathering spaces. Ideally located within walking distance of the beach and convenient to Hilton Head Island's restaurants, shops, and attractions. Offered fully furnished with approximately $110,000 in gross rental revenue already booked for 2026, this property is ready to enjoy as a primary residence, second home, or income-producing vacation rental.

Just 100 yards from the Atlantic Ocean, this 4-bedroom, 4.5-bath Singleton Beach home offers the kind of Hilton Head lifestyle buyers dream about. With 2,930 sq. ft., a private pool, elevator and multiple balconies, the home is perfectly suited for relaxed coastal living and entertaining. Each bedroom features its own en-suite bath, while the primary suite enjoys a private balcony. The central island location puts you close to Chaplin Park, bike paths, pickleball, golf, shopping, dining and Coco's on the Beach, with the sand just a short walk away. Never used as a rental, the property has been privately enjoyed and also offers excellent vacation rental potential, with a rental projection available.

Direct waterfront in Mariners Point, this three bedroom villa presents an exceptional opportunity to own along the water within the gates of Hilton Head Plantation. The enclosed waterside porch takes full advantage of the setting, with sunset vistas across the Intracoastal Waterway. Three spacious bedrooms provide comfortable accommodations for family and guests, while the villa complex pool is an added bonus. Exterior elevators make the second floor unit easily accessible as well. Hilton Head Plantation offers 24-hour gated security and a fantastic collection of amenities, including the Spring Lake Pavilion and pool, the newly refurbished Dolphin Head Beach with its waterfront park and pavilion, the Country Club of Hilton Head, and four golf courses. Beyond the gates, an abundance of acclaimed restaurants, shopping, boating and all that Hilton Head Island has to offer are just minutes away. With its direct waterfront setting, spacious floor plan and access to one of the island's most established communities, this Mariners Point villa presents an especially attractive opportunity.

Rare Waterfront Villa in Indian Springs. This end-unit villa occupies one of the most coveted positions in Indian Springs — unobstructed, panoramic marsh and water views that turn every sunset into an event. Step onto your private wraparound porch and take in the tidal breezes, the shifting light on the marsh, and the kind of quiet that makes Lowcountry living worth it. The community dock and pool are just steps from your door. The location is as convenient as it is beautiful. You're moments from Hilton Head Plantation's back gate, with the Country Club of Hilton Head directly across the street and Skull Creek Marina's waterfront dining just a short drive away. Inside, the villa has been freshly updated throughout: new luxury vinyl plank flooring, smooth ceilings, new trim, fresh paint, refreshed kitchen cabinetry, and a new refrigerator. As an end unit, light pours in from multiple exposures, filling the open living space and framing those water views from nearly every room. The wraparound porch extends your entertaining space outdoors, ideal for morning coffee or evening cocktails with a view. Hilton Head Plantation ranks among the island's premier private communities, offering four championship golf courses, private tennis and pickleball, miles of biking and walking trails, a private beach park, community gardens, and 24-hour security — all wrapped in genuine neighborhood connection. Move-in ready and rarely available, this Indian Springs villa is equally suited as a primary residence, second home, or investment property. Waterfront opportunities like this don't last — schedule your private showing today.