luxury houses with pool for sale Fripp Island, United States

Set directly on the ocean in the private community of Port Royal on Hilton Head Island, this custom beachfront home has undergone an exceptional interior transformation, resulting in a 'like new' premium state-of-the-art beach home as special as its oceanfront backdrop. The entire main living area was reconfigured and upgraded, offering natural light, enhanced ocean views, and overall, a superior easy living floor plan. The kitchen, living, and dining spaces now flow together seamlessly and are anchored by an oversized granite island, custom cabinetry, and statement lighting. Walls of windows fill the home with natural light and frame the ocean beyond, while extensive custom millwork, built-ins, and beautiful wood floors give the home a level of character you simply don't find everywhere. Two gas fireplaces, separate living and family rooms, a private office, a home gym, and an elevator add to the way this home actually lives. There are two ocean-view primary suites, including one on the main level. Upstairs, the completely redesigned primary suite feels like its own private retreat. The bedroom opens to a private oceanfront balcony, while the bath features two separate water closets, dual vanities, two custom walk-in closets, a large soaking tub, and an oversized tiled shower. Outside is where the setting really takes over. A screened porch overlooks the private pool, fenced yard, serene landscaping, and ocean beyond. Custom outdoor lighting carries the home into the evening, while mature trees and thoughtfully designed landscaping create privacy without taking away from the view. Offering over 5000 heated square feet of private oceanfront living with 2 living rooms, 4 large bedrooms, a huge oceanfront office, an oceanfront gym and an elevator. This isn't simply a home near the beach. This is private oceanfront living at its very finest.

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.

It begins where the road ends and the water takes over. Beyond Charleston, beyond the crowds, and beyond the pace of everyday life lies one of the South Carolina coast's best-kept secrets. Positioned on 3.4 private waterfront acres in the heart of the ACE Basin, one of the most protected and ecologically significant stretches of coastline on the Eastern Seaboard, this extraordinary deepwater estate offers something that has become nearly impossible to find: complete privacy, protected views, and direct access to a world that will never be developed. Surrounded by thousands of acres of preserved marshland, wildlife habitat, and open water, the property feels remarkably removed from everything, yet connected to the very essence of Lowcountry living... Here, your view is not another house or a crowded shoreline. It is an ever-changing landscape of marsh, sky, and water stretching toward St. Helena Sound. Dolphins pass through the tides. Boats glide quietly along the Intracoastal. Each evening, the sun melts into the horizon, creating the kind of sunset most people only experience on vacation.nnThe home itself was thoughtfully designed to celebrate this setting at every turn. Spanning more than 5,000 square feet across three levels, nearly every room captures panoramic views of the Intracoastal Waterway and surrounding marshes. Expansive covered porches and terraces wrap the home, creating seamless transitions between indoor and outdoor living while providing front-row seats to one of the most spectacular natural backdrops in the Southeast.nnInside, craftsmanship and character define the experience. Custom Charlestowne stained glass welcomes you through the front entry, while maple hardwood floors with Brazilian cherry inlays, hand-painted artisan tilework, extensive crown molding, marble and stone finishes, and three wood-burning fireplaces create a home that feels both timeless and substantial. A three-stop elevator connects each level, blending comfort and convenience into everyday living.nAt the center of the home, a bright and inviting kitchen anchors the living spaces, designed for everything from quiet mornings overlooking the water to hosting family and friends after a day on the boat. Throughout the home, every gathering space was positioned to maximize the extraordinary views that surround the property. The primary suite occupies its own private wing on the second floor, creating a retreat that rivals any luxury resort. Framed by panoramic water views and warmed by its own fireplace, the suite opens directly onto a covered porch overlooking the Intracoastal. Dual executive offices provide an ideal work-from-home environment, while oversized walk-in closets and a spa-inspired bath with soaking tub, oversized shower, and dual vanities complete the experience. It is a space designed equally for productivity, relaxation, and privacy. For those who live life on the water, the dock is every bit as impressive as the residence itself. Extending into deep water along the Intracoastal, the commercial-scale dock features a large covered pier head with extensive seating, two boat lifts, and a floating dock capable of accommodating additional vessels. Whether your passion is offshore fishing, boating to Charleston, exploring the waterways of the ACE Basin, or simply enjoying a sunset cruise, the lifestyle begins just steps from your back door. The outdoor experience continues with a heated saltwater pool, expansive entertaining areas, mature gardens, an oyster-roasting area, climate-controlled storage building, equipment sheds, and thoughtfully curated grounds designed for year-round enjoyment. Modern infrastructure, including fiber optic internet, a whole-home reverse osmosis water filtration system, and an oversized whole-house generator, ensures the property performs as beautifully as it lives. The rarest luxury in today's world is not square footage. It is privacy. It is knowing that the views surrounding you today will remain unchanged decades from now. It is having deepwater access, acreage, protected land, and complete serenity in a single property. Properties like this rarely become available because there are simply no opportunities to recreate them. This is more than a waterfront estate. It is a private coastal sanctuary, a legacy property, and one of the most remarkable offerings on the South Carolina coast.

Stunning views of Millers Pond that expand to marsh views of Fish Haul Creek to Port Royal Sound. Enjoy colorful sunrises; watch the fish jump and the birds play amongst nature's backdrop! This sunlit home features 4 bedrooms and 4 full baths. There is a spacious screened porch to enjoy the views. Large kitchen with gas stovetop and walk-in pantry that opens to the family room, all with stunning views. The living room features a gas fireplace with a cathedral ceiling. Separate dining room for entertaining with lit tray ceilings. Wood floors in the living areas with carpet in the bedrooms. Large laundry room with a sink and storage. Enjoy sitting on the swing under the oak tree while you enjoy the ever-changing backdrop of Millers Pond. There is an oversized 2-car garage. The 4th bedroom can be used as a bonus room/office. This home is a short distance to the beautiful private beaches in Port Royal Plantation. Enjoy the beach house, large oceanfront community pool, leisure trails, tennis courts, pickleball courts, bike paths, arboretum, and more. Freshly painted interior, new ductwork (10/25), and well water for irrigation.

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.

Built in 2017, 64 Sandcastle Court is the newest home on Hilton Head Island within a short walk or bike ride to the beach currently priced below $1,600,000. In a market as competitive as this one, that distinction matters. Even with professional management in place, the owners live nearby and keep a close and consistent watch on the property and everything in it. There are no surprises here for the new owner. The result is a home in overall excellent condition, a level of care that is genuinely uncommon in the short-term rental market and immediately evident to anyone who walks through the door. The home sits within Sandcastles by the Sea, a small, gated community in the quiet Folly Field corridor of Hilton Head Island. This part of the Island is more residential in character, less trafficked, and consistently in demand among guests who return season after season for exactly that reason. Five bedrooms, four and a half baths, across four levels of well-appointed living space comfortably accommodating 10 to 12 guests. Two king primary suites anchor the sleeping arrangements. An open-concept main level flows naturally for large groups, with covered deck access and serene lagoon views that photograph beautifully and generate the kind of reviews that fill calendars. A middle level offers its own covered deck and loft lounge, a quieter retreat from the main gathering areas. A top-floor bunk room rounds out the accommodations. Both rear decks can be screened, extending comfortable outdoor living well into the shoulder season. The ground level is an experience unto itself. A large two-car garage provides generous storage for bikes, a golf cart, and beach gear. A covered outdoor living area beneath a beautiful wood-planked ceiling creates a natural gathering space for game days, movie nights, or simply watching the afternoon go by in the shade. A gas fire table with lava rock burns poolside on the patio, with the lagoon as its backdrop. An outdoor shower and a private heated pool with direct lagoon views complete the picture. The rear and side yard can be fully fenced, an important consideration for families with children or pets. Folly Field Beach is five minutes by bike along a well-kept path and three minutes by golf cart. Shelter Cove is equally accessible by bike, with waterfront dining, boutique shopping, entertainment, parks, and the Island's beloved Tuesday evening fireworks every summer, a tradition that has drawn guests back to this particular part of the Island for years. Hilton Head Island has been named the Top Island in the United States by Conde Nast Traveler for nine consecutive years, most recently in 2025. Southern Living named it the South's Best Beach Town. Travel + Leisure included it in the World's Best Awards. With the Island's generational track record, guest demand is certainly not a trend. Rental projections reach $129,000 annually with pet-friendly management and $116,000 without. All existing guest reservations convey with the purchase, providing immediate income continuity from the day of closing. There is also a second way to think about this property entirely. The owners have used it for their own enjoyment throughout the year, hosting friends and family for 12 or more weeks annually alongside the rental calendar. At $1,500,000, fully furnished and turn-key, with no surprises in condition and years of reliable operation ahead, 64 Sandcastle Court may be the Investment with Benefits you've been searching for.

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.

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.

MASSIVE RENOVATION-EVERY DETAIL REIMAGINED. This is not simply an updated home-it is the result of a complete transformation by a retired luxury homebuilder who purchased the property new in 1986 and, after moving in full-time in 2018, meticulously reimagined virtually every inch of the home and grounds. The craftsmanship, quality, and attention to detail are evident at every turn. Highlights include a resort-style heated and chilled saltwater pool with waterfall, bubbler, and paver surround; Estate wire-brushed alder hardwood flooring and tile throughout; Sub-Zero and Wolf appliances; Cambria quartz countertops in the kitchen; granite countertops in every bath; extensive custom cabinetry and built-ins; Delta plumbing fixtures; solid-core doors; 5-inch crown molding; vaulted tongue-and-groove ceilings in the living room and screened porch; and a coffered ceiling in the office. Major system improvements include Jeld-Wen Low-E impact-rated windows and doors, HVAC systems, asphalt roof, stairway to large attic over garage, foam attic insulation, garage doors, epoxy garage flooring, paver driveway, and professionally designed landscaping by The Greenery. Perhaps the greatest luxury of all is the lifestyle. Enjoy your own private resort on a picturesque lake, then stroll just ten minutes to one of Hilton Head Island's pristine Atlantic beaches. This is a home where nothing has been overlooked and every day feels like a vacation.