luxury houses with pool for sale Hilton Head Island, United States

8 Anson Park Road East is an estate that simply leaves an impression. Set on nearly an acre in Palmetto Bluff's highly sought-after May River Forest, this extraordinary property was created by assembling two premier homesites, capturing sweeping views across the 10th fairway to the May River with spectacular sunrise vistas beyond. The result is over 7,500 square feet in the main residence complemented by a beautifully positioned 1,400 square-foot guest house that provides exceptional privacy for family and friends. In total, more than 9,000 square feet of refined living space unfolds across the property, where seven beautifully appointed bedrooms transform this remarkable estate into a true home. The estate was designed for both grand entertaining and intimate everyday living, a balance that is exceedingly evident throughout. Every inch of this property reflects the collaboration of exceptional craftsmen, an elite architectural and design team, and owners whose uncompromising vision ensured every detail was thoughtfully executed. All seven bedrooms feature bespoke en suite baths, while the kitchen transcends what is typically considered custom. A curated butler's pantry, lacquered wet bar with a full-height Sub-Zero wine cabinet, custom electronic draperies, four powder rooms, a wrapping room, three laundry facilities, oversized three car garage, his and her studies, soaring ceilings precisely where they belong, and dressing rooms that rival the finest luxury boutiques are just a glimpse of what awaits. Outside, a heated pool and spa anchor the home's outdoor living spaces, offering a natural extension of the interiors. Covered screened porches and open-air gathering areas are positioned to take full advantage of the views and setting, creating an easy flow for both quiet mornings and evenings meant for entertaining. 8 Anson Park Road East is located nearly adjacent to the May River Golf Club, tucked just inside the private security gate to the highly sought-after May River Forest enclave within Palmetto Bluff. The location is an extremely short golf cart ride to Wilson Village, Palmetto Bluff's original and storied village with world-class dining, boat excursions and dockage options, as well as the historic Wilson hunting lodge ruins; one of the most picturesque and beloved areas of the community. The location is idyllic, the home is of the finest quality, the views are beyond exceptional, and the lifestyle is unparalleled.

Welcome to 12 Damascus-an idyllic coastal cottage situated on a large lot in the heart of River Road in Palmetto Bluff! The fully renovated main house features the best in one-level living--a large chef's kitchen, open living space and separate dining room with custom built-ins, plus a wrap-around screened in porch tucked amidst the trees and two ensuites, including a large primary suite with separate office space. A brand new addition adds to the incredible functionality of this home with a two car garage plus a workroom and a guest apartment over the garage that features a full kitchen with laundry, open living space, a separate bedroom and bathroom. The perfect space for family and friends to enjoy the Lowcountry life! Filled with custom details and craftsmanship, this home offers a peaceful and serene escape yet is close to all the Palmetto Bluff amenities, including the member-only pool, fitness center, playground, dog park, the inland waterway and trails. This home has it all!

A refined expression of Lowcountry luxury, this exceptional Moreland cottage embodies the effortless elegance and timeless appeal that define life in Palmetto Bluff. Eligible for short-term rentals, the residence presents a rare opportunity to enjoy an extraordinary lifestyle while offering exceptional investment potential. Designed with impeccable attention to detail, the home's light-filled interior unfolds through an inviting open floor plan where sophisticated finishes and thoughtful craftsmanship create an atmosphere of understated luxury. The gourmet kitchen serves as the centerpiece of the home, appointed with premier Wolf and Sub-Zero appliances, custom cabinetry, and beautifully curated spaces for both intimate gatherings and grand entertaining.Seamlessly extending the living experience outdoors, the private patio is anchored by an Isokern fireplace, offering a warm and inviting retreat for evening cocktails, al fresco dining, and year-round enjoyment beneath the Lowcountry sky.Three beautifully appointed en-suite bedrooms, along with a stylish powder room, provide exceptional comfort and privacy for family and guests alike. Perfectly positioned just moments from Moreland's celebrated amenities, including acclaimed dining, resort-style recreation, and miles of scenic trails, this remarkable cottage captures the essence of luxury living in one of Palmetto Bluff's most sought-after neighborhoods.

Welcome to 364 Waterfowl Road - an expansive Palmetto Bluff retreat set on over an acre of land on the beautiful inland waterway in the highly desirable River Road neighborhood. With sprawling views of the water, this home features endless opportunities for indoor and outdoor entertaining with its wrap-around porches, outdoor kitchen, large backyard and private dock to its expansive kitchen, scullery and great room, impressive wine room, wet bar and fully-equipped entertainment suite with pool table, media space, and more. With two primary suites downstairs and two additional suites upstairs, this home offers ample space for family and friends to enjoy gorgeous views and Lowcountry life. Filled with custom details and craftsmanship, this home offers a private and serene escape yet is close to all the Palmetto Bluff amenities, including the member-only pool, fitness center and trails. Don't miss out on Lowcountry luxury at its best!

Welcome to 216 Vinson Road! This brand new construction in Moreland Village features five bedrooms and five and a half bathrooms, including two downstairs suites plus a separate guest suite over the garage with kitchenette. The sprawling living spaces with a large open chef's kitchen with Wolf and Sub-Zero appliances, wet bar and dining area allow for ample room for family and friends to gather. Plus, the expansive screened-in porch that looks out onto protected green space provides the ideal indoor and outdoor living, allowing for the best of Palmetto Bluff life. Peaceful and serene, yet close to all the amenities of Moreland Village, including restaurants, bowling alley, two pools and fitness center, this new home has it all!

Discover refined Lowcountry living in this stunning custom home within Hampton Hall, an award-winning private community and Distinguished Club. Thoughtfully designed with impeccable craftsmanship and detailed millwork, this elegant residence sits on a peaceful cul-de-sac with serene lake views. The gourmet kitchen showcases rich cherry cabinetry and top-tier appliances, ideal for both everyday living and entertaining. With up to five bedrooms-including a private guest suite above the three-car garage-there's ample space for family and visitors alike. Residents of Hampton Hall enjoy an exceptional lifestyle, featuring a 22,000-square-foot lakeside clubhouse, indoor 25-meter lap pool, over six miles of scenic trails, racquet sports, a Pete Dye-Signature championship golf course, and upscale dining. Just minutes from beaches, rivers, and vibrant local festivals, this home offers the perfect blend of luxury, comfort, and coastal charm.

At 10 Oldfield Village Road, a new Lowcountry Lifestyle begins with what you do not inherit: someone else's floor plan, updates, or compromises. Framed by Red Oak Lake, distant golf views, and a wooded preserve beyond, this 2026-built Lowcountry residence offers the rare satisfaction of brand-new construction in one of the area's most distinctive private communities. Set on a .53-acre estate lot, the home spans 3,220 sq ft with 4 bedrooms, 4 baths, and a bonus room/home office, blending classic Lowcountry architecture with modern livability. A full metal roof gives the home lasting presence, while the unusually oversized attached garage sets it apart in Oldfield, where detached garages are more common. With heightened ceilings, the space is ideal for future car lift potential, substantial storage, kayaks, gear, or collector vehicles. Inside, the floor plan is designed for how today's luxury buyers actually live: open yet composed, light-filled without wasted space, and flexible for entertaining, working from home, or hosting extended guests. The kitchen anchors the main living area, keeping the cook connected to conversation and the view, while the living and dining spaces flow naturally together. The private primary suite offers quiet separation, generous scale, and a true retreat-like feel, while each secondary bedroom is thoughtfully placed for comfort and privacy. The bonus room adds the versatility buyers want but rarely find executed this well.Outside, the setting creates an immediate sense of permanence: lake in the foreground, golf and preserve views beyond, and an estate-sized homesite that feels established from day one. Oldfield offers a richly layered Lowcountry lifestyle with golf, river and outfitter access, wellness and equestrian amenities, dining, events, and scenic trails. For the buyer who wants new construction, a private-community lifestyle, and originality over resale repetition, 10 Oldfield Village Road is more than a home. It is the chance to be first.