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$1,650,000
4 Beds ⋅ 3 Baths ⋅ 2,015 SqFt. ⋅ HILTONHEAD-511511 MLS
Location is everything! This ocean-oriented, four-bedroom, three-and-one-half-bath condominium is just steps from the Atlantic Ocean and the shops, dining and entertainment of South Beach Marina Village in Sea Pines.Ideally positioned beside the new community pool, the residence offers a private rear deck as well as an upstairs deck off the primary suite. Enjoy convenient access to the beach, leisure trails, pickleball, restaurants, shopping and endless opportunities for recreation.Whether you are seeking a primary residence, vacation retreat or investment property, this is a wonderful opportunity to begin making lasting Hilton Head Island memories.

225 S Sea Pines Drive Unit 1401, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$7,400,000
4 Beds ⋅ 6 Baths ⋅ 5,831 SqFt. ⋅ HILTONHEAD-511454 MLS
Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled European craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ HILTONHEAD-510784 MLS
Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-level home offers the relaxed coastal lifestyle that makes Sea Pines one of Hilton Head Island's most sought-after destinations. Thoughtfully renovated and offered beautifully furnished, the home blends timeless Lowcountry charm with modern updates, making it ready to enjoy from day one.Inside, the open-concept floor plan is designed for gathering. The updated kitchen flows seamlessly into a bright and inviting family room with custom built-ins and a convenient desk nook for remote work or vacation planning. New flooring, updated lighting, and stylish finishes create a fresh, welcoming atmosphere throughout.The main house features three spacious bedrooms, while a separate guest cottage provides additional space for extended family, friends, or vacation guests. The flexible layout is ideal for second-home owners looking to maximize both enjoyment and rental potential.Step outside and discover the true magic of this property. A private Savannah brick courtyard surrounds the sparkling pool, creating an intimate outdoor retreat perfect for entertaining, relaxing, and making memories. Beyond the pool, a picturesque lagoon meanders through the backyard beneath a canopy of live oaks, providing a beautiful natural backdrop filled with Lowcountry wildlife and year-round scenery. A charming waterside gazebo offers the perfect spot for morning coffee, afternoon reading, or evening cocktails as the sun filters through the trees.Located in the heart of Sea Pines, owners and guests enjoy easy access to beaches, championship golf, miles of leisure trails, Harbour Town, South Beach Marina, shopping, dining, and all the amenities that have made Hilton Head Island a premier vacation destination for generations.Whether you're searching for a family retreat, a second home, or an investment property with proven vacation rental appeal, this exceptional Sea Pines residence delivers the best of island living.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$2,100,000
4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS
Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$799,000
3 Beds ⋅ 3 Baths ⋅ 1,988 SqFt. ⋅ HILTONHEAD-511236 MLS
Opportunity is Calling!!! Beach Oriented Large (1,988 sq/ft) 3 bedroom 2 1/2 bath Villa located in Palmetto Dunes. This Exceptional Condo has solid existing rental revenue 2025 - $76k and 2024 $68k rented via AirBnB. Ideal for investors seeking a high performing vacation rental on Hilton Head Island. This condo features a beautifully renovated kitchen with stainless steel appliances, granite countertops, new LVP in Primary bedroom ad coastal paint colors throughout, which adds to the tranquil vibe. Step out onto the back deck and enjoy cooking on a gas grille ad dining on a large outdoor patio table, with community pool just steps away! Queens Grant is located within Palmetto Dunes, which gives your guest access to three championship golf courses, tennis/pickleball courts, and BEACH is just a short bike ride. Other benefits Palmetto Dunes offers are shopping stores, dinning, scenic bike trails and 11 miles lagoon system for Kayaking.

45 Queens Folly Road Unit 640, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$5,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511193 MLS
Experience luxury ownership in Indigo Run's exclusive Owners Club. This deeded equity share home offers 27 days of annual use in a beautifully furnished 3BR/3BA residence of approximately 2,000 square feet. Designed for effortless "lock-and-leave" living, the home features dual primary suites, an open floor plan, a fully equipped kitchen, and a relaxing porch for enjoying the Lowcountry lifestyle.The all-inclusive annual ownership fee of $4,900 covers property taxes, insurance, utilities, housekeeping, and all interior and exterior maintenance. Owners enjoy exceptional amenities including a clubhouse, fitness center, resort-style pool, hot tubs, tennis, and unlimited golf at Indigo Run's Golden Bear Golf Club plus seven additional courses (cart fees apply). Exchange opportunities through RCI and Interval International provide access to vacation destinations worldwide. Enjoy luxury Hilton Head Island ownership without the responsibilities of full-time homeownership.

32 Aberdeen Court, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,149,000
4 Beds ⋅ 5 Baths ⋅ 2,665 SqFt. ⋅ HILTONHEAD-511192 MLS
Rare four-bedroom waterfront residence at The Charles, offering the space and privacy of a gracious Lowcountry home with the ease of luxury, lock-and-leave living. Set directly along Skull Creek, this approximately 2,665 square-foot, single-level residence captures wide water views, waterfront breezes, and memorable western sunsets toward Pinckney Island and the protected wildlife refuge beyond. Two screened porches-together providing approximately 280 square feet of outdoor living create inviting places to enjoy morning coffee, sunset cocktails, or the changing scenery along Skull Creek. The thoughtful floor plan offers four ensuite bedrooms, a rarity in a waterfront condominium setting, making this an exceptional choice for owners who value room for family and guests without the maintenance demands of a standalone waterfront home. Expansive living and entertaining areas, an elegant fireplace, an eat-in kitchen with pantry, and a dedicated wine cellar support both relaxed everyday living and effortless hosting.The first-floor location provides particularly convenient access to the waterfront pool, fire pit, grilling area, porte-cochère, assigned parking, and private storage. At The Charles, owners enjoy a secure, gated setting with 24 hour guard service and the peace of mind that comes with professionally maintained building exteriors and grounds.This is waterfront living at its most convenient: four ensuite bedrooms, direct Skull Creek views, exceptional outdoor space, and the freedom to arrive, relax, and leave whenever you choose-without a yard, exterior maintenance, or the responsibilities of a waterfront house.

63 Skull Creek Drive Unit 104, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

$7,950,000
7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ HILTONHEAD-510860 MLS
One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$302,000
2 Beds ⋅ 2 Baths ⋅ 757 SqFt. ⋅ HILTONHEAD-510571 MLS
Tucked among mature landscaping in the highly desirable gated community of Fiddler's Cove Beach & Racquet Club, this beautifully updated and fully furnished second-floor villa offers the perfect blend of comfort, privacy, and coastal charm. With 2 bedrooms, 2 baths, and a strong rental history, this turnkey property is ideal as a vacation getaway, investment opportunity, or full-time island retreat. Natural light fills the open living space where tile flooring and tasteful furnishings create a warm and inviting atmosphere. Step onto the private balcony and enjoy peaceful views of lush landscaping, offering a sense of serenity and seclusion rarely found in resort communities. The kitchen features white cabinetry, beautifully-toned quartz countertops, and an efficient L-shaped design with plenty of workspace, storage, and a sink facing the dining area-a rare feature. A full-size washer and dryer add everyday convenience. The spacious primary bedroom provides a relaxing retreat, while the guest bedroom, furnished with two twin beds, offers privacy and comfort for family and friends. A sleeper sofa allows additional accommodations for guests. Freshly painted and meticulously maintained, this villa is truly move-in ready. Whether you're spending the day at the beach, enjoying the resort amenities, or relaxing on your private balcony, you'll immediately feel at home. Fiddler's Cove offers exceptional amenities, including 24-hour gated security, heated and chilled pools, a hot tub, 10 Har-Tru tennis courts, pickleball courts, two indoor racquetball courts, playgrounds, and gathering areas with both charcoal and gas grills. Just a short walk or bike ride from the beach, this villa captures the relaxed Hilton Head lifestyle so many dream of-where mornings begin with ocean breezes and evenings end surrounded by the beauty and tranquility of the Lowcountry.

45 Folly Field Road Unit 3G, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$4,495,000
4 Beds ⋅ 5 Baths ⋅ 4,074 SqFt. ⋅ HILTONHEAD-510566 MLS
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.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,995,000
3 Beds ⋅ 3 Baths ⋅ 2,301 SqFt. ⋅ HILTONHEAD-510509 MLS
Welcome to 151 Mooring Buoy, a classic Palmetto Dunes beach home offering the ideal blend of coastal charm, rental potential, and unbeatable proximity to the Atlantic Ocean! Located just four rows from the ocean, this 3-bedroom, 3-bath property sits on a serene lagoon and features its own private heated pool, creating the perfect setting for relaxation, entertaining, or short-term rental income. Inside, the home offers a bright, open layout with soaring ceilings, abundant natural light, and comfortable gathering spaces. The kitchen and living areas flow seamlessly to the outdoor deck and pool, making indoor-outdoor living effortless. Each bedroom is generously sized, including an inviting primary suite with peaceful lagoon views. The lagoon-front setting provides a tranquil backdrop for morning coffee, kayaking, or simply enjoying the wildlife that makes Palmetto Dunes so special. With strong rentals on the books already, a premier location, and room to update or expand, this property is an exceptional opportunity and value for both personal enjoyment and long-term investment.

151 Mooring Buoy, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$3,295,000
5 Beds ⋅ 5 Baths ⋅ 5,019 SqFt. ⋅ HILTONHEAD-510120 MLS
Welcome to 9 Promontory Court. This remarkable 5-bedroom, 5-bath residence enjoys a coveted location overlooking multiple holes of the George Fazio Golf Course, complemented by panoramic views of Palmetto Dunes' iconic 11-mile lagoon system. With remarkable craftsmanship and design, the home offers thoughtful entertaining spaces balanced by intimate guest retreats, creating an ideal blend of elegance and comfort. The open-concept kitchen serves as the heart of the home and multiple living spaces allow for optimal entertaining for both small and large gatherings. Beautifully crafted, high-end details elevate every room, including soaring ceilings, custom millwork, and floor-to-ceiling windows that bathe the home in natural light and showcase the stunning golf and lagoon landscape beyond. An elevator provides effortless access throughout the residence. Step outside to experience true Lowcountry living. Relax in the heated pool and spa, entertain effortlessly across expansive covered and uncovered outdoor living spaces, and gather around the newly installed outdoor fireplace for cozy evenings under the stars. Launch a kayak or boat from your private dock to explore the tranquil lagoon and fish for redfish, tarpon, and stripers. Offering exceptional privacy, peaceful water views, and beach access just minutes away, this remarkable property embodies the very best of Hilton Head luxury living.

9 Promontory Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$6,995,000
5 Beds ⋅ 7 Baths ⋅ 4,655 SqFt. ⋅ HILTONHEAD-510012 MLS
Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

77 Dune Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$8,995,000
5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS
Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$459,000
2 Beds ⋅ 3 Baths ⋅ 1,051 SqFt. ⋅ HILTONHEAD-509930 MLS
Completely furnished 2BR 2.5BA townhome in the Forest Beach area with a short 10 minute stroll to the beach. A quick walk to shops and restaurants (Coligny Plaza), parking available for several guest cars, pets okay for guests which always increases your rental potential. Three pools on site as well as tennis, the perfect vacation spot without breaking the bank.

137 Cordillo Parkway Unit 7016, Hilton Head Island

Listing courtesy of Dwell Vacation Rentals, LLC.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509911 MLS
Model Open Daily from noon until 4. Best view in all of Ocean Palms overlooking the wide part of the lagoon all the way up the 8th fairway of the Barony golf course. Spectacular view!!! Ownership includes, golf for 4 players daily for cart fee only, free tennis or pickle ball, shuttle service to the beach, the Westin, to the golf and tennis center and Shelter Cove. Brand new furniture coming before the end of August.

14 Wimbledon Court Unit 502-2, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$6,500,000
5 Beds ⋅ 7 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-509318 MLS
There is a particular kind of home that reveals itself slowly. That earns your attention rather than demanding it. 12 Brams Point Road is that home. Set on one and a half acres along the Calibogue Sound within the exclusive enclave of Spanish Wells, this is one of Hilton Head Island's true deep-water residential positions. Spanish Wells is not a club-centric community. It is one that values privacy, quality of life, and living by the water. A sandy beach at the water's edge and the optional Spanish Wells Club, with its walking 9-hole course, Har-Tru tennis, pickleball, and waterside clubhouse, are simply there for those who want them. The first chapter belongs to a world-renowned transplant surgeon and his wife, who conceived and built this home under their own exacting supervision, with the precision and uncompromising standard that defines a life spent at the highest level of human endeavor. Among the things they built into it from the start: a geothermal HVAC system, at a moment when very few residential builders were thinking that far ahead. The second chapter belongs to a noted art collector and architecture connoisseur who knew precisely what this home was when he found it, and precisely what it needed. He did not renovate it. He completed it, adding the Havana deck, the infinity edge spilling into a dedicated lap pool below, the fully screened outdoor great room with fireplace and full kitchen, and the layers of landscape that make the privacy here feel effortless and absolute. In 2023, the geothermal system was completely replaced and upgraded to the newest available filtration technology, producing hospital-quality air throughout. A standard that, across two ownerships, was never incidental. Five bedroom suites, each with its own private view of water or gardens. Gallery walls throughout. A layout open, connected, and completely private. A dock permit in hand. Traded once, in 2018. Offered now for only the second time. Come home to 12 Brams Point.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$955,000
3 Beds ⋅ 2 Baths ⋅ 1,545 SqFt. ⋅ HILTONHEAD-508893 MLS
Nestled just steps from the ocean, this charming beach cottage offers the perfect blend of coastal comfort and relaxed seaside living. Three bedrooms and two full baths plus a huge kitchen, breakfast room and light-filled great room. A huge laundry room/mud room is great for extra storage. A one-car carport keeps your car out of the sun. The massive backyard is fenced and has an oversized deck with a hot tub, a sandy area great for your hammock, and a storage shed. The impressive live oak tree welcomes you as you drive up. With sunlit interiors, breezy open spaces, and thoughtfully curated décor inspired by the ocean, the cottage creates a warm and inviting weekend getaway or permanent beach home. Spend mornings on the back deck enjoying a cup of coffee, afternoons spent on sandy beaches, and evenings under stunning coastal sunsets. Whether you're seeking a peaceful getaway or a memorable beachside escape, this cottage provides a cozy haven where every day feels like a vacation. Folly Field is a quaint community just a short stroll to Nalas Beach Bar, a short bike ride to Shelter Cove, and all of its fun spots (restaurants, shopping, nightlife, and waterfront activities). This home has been lovingly updated and you will be totally impressed!

8 Azalea Street, Hilton Head Island

Listing courtesy of Charter One Realty.

$5,499,800
5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS
Designed for those who love to entertain with purpose and elegance, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$599,000
2 Beds ⋅ 3 Baths ⋅ 1,530 SqFt. ⋅ HILTONHEAD-508444 MLS
Beautifully furnished and updated 2 bedroom, 2.5 bath villa in very popular Shipmaster community. Great outdoor spaces. Large bedrooms can accommodate multiple bedding configurations for rental market. The living area has an oversized slider that overlooks an extended patio in a park like setting. The second floor has 2 large bedrooms with ensuite baths and sliding doors to private balconies. Walk, bike or drive .7 miles to the Shipyard Beach Club and boardwalk access. Close to private community pool and private tennis/pickleball court and a short walk to beach. Amazing rental potential, ideal for a primary residence or relaxing getaway.

63 Shipyard Drive Unit 1703, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,295,000
3 Beds ⋅ 3 Baths ⋅ 2,481 SqFt. ⋅ HILTONHEAD-508616 MLS
Ritzy South Shore Commons, steps to one of the best Atlantic Ocean beaches in the Country! One-level living with an unusually spacious floor plan. Timeless elegance with exceptional artisan craftsmanship and vintage accents set this property apart. A large separate dining room, gourmet cook's kitchen with island and eating area opening up to a delightful balcony, love the upgraded appliances! Built-in wet bar, wine fridge, private screened porch and a perfectly flowing floor plan offers plenty of opportunity for elegant entertaining, and decorating in any style. This is the pinnacle of Lowcountry living, that does not often come onto the market.

125 S Shore Drive Unit 1101, Hilton Head Island

Listing courtesy of Brokers Real Estate.

$745,900
2 Beds ⋅ 3 Baths ⋅ 1,647 SqFt. ⋅ HILTONHEAD-508214 MLS
This beautifully updated 2-bedroom, 2.5-bath Harbourside II villa on the 4th floor puts you at the heart of Shelter Cove Marina. A unique additional window frames stunning marina views from your living room, while the expansive balcony delivers the premier vantage point for Shelter Cove's beloved fireworks and live concert series. Both bedrooms feature en suite baths; a half bath serves the main living area. Interior updates include smooth ceilings, crown moulding and baseboards, an additional bar area, freshly painted, new furnishings, and more! With shops, restaurants, and waterfront walking paths steps away, this villa offers the Lowcountry waterfront lifestyle in one of Hilton Head Island's most sought-after communities.

13 Harbourside Lane Unit 7164, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$399,000
1 Beds ⋅ 1 Baths ⋅ 518 SqFt. ⋅ HILTONHEAD-508191 MLS
Looking for a high gross rental unit on the beach, look no further. 2025 Gross Rentals topped $37k in 2025. Wake up to the sound of the ocean in this perfectly located beachfront vacation rental, just steps from Coligny Plaza. With numerous shops, restaurants, and a grocery store right across the street, plus Celebration Park nearby, you can park your car and enjoy everything close by. This inviting one-bedroom, one-bath condo is ideal for couples or small families looking for a relaxing coastal getaway. The full kitchen features newer stainless steel appliances, making it easy to cook meals at home. The private bedroom includes a comfortable queen-sized bed and ample storage. Built-in hallway bunk bed perfect for kids. The living room also offers a sofa sleeper for additional guests. For added convenience, the unit includes an in-unit washer and dryer-perfect for extended stays. Whether you're here to relax on the beach, explore local dining, or enjoy nearby parks and activities, this condo puts you in the heart of it all.

4 N Forest Beach Drive Unit 134, Hilton Head Island

Listing courtesy of Lowcountry Realty Group, LLC.

$3,295,000
4 Beds ⋅ 6 Baths ⋅ 6,572 SqFt. ⋅ HILTONHEAD-508097 MLS
Set on nearly 0.70 acres in the heart of Wexford, this distinctive estate-sized golf course home offers an exceptional combination of architectural character, privacy, and the sought-after lifestyle of one of Hilton Head Island's premier private club communities. A sweeping horseshoe driveway, framed by mature landscaping, leads to a secluded courtyard and a welcoming entry. Unique architectural details define the home, including a dramatic barrel ceiling with skylight in the foyer, antique doors, rich reclaimed-wood flooring, and impressive vaulted ceilings. The expansive great room is designed for both grand entertaining and comfortable everyday living, with multiple seating and dining areas, space for a baby grand piano, a massive stone fireplace, and seamless access to outdoor living. The adjacent chef's kitchen features a breakfast area, walk-in pantry, and direct access to the covered outdoor dining area. The private primary suite includes a sitting area surrounded by floor-to-ceiling windows, a distinctive cross-vaulted ceiling, direct pool and spa access, oversized and secondary walk-in closets, private laundry, and well-appointed bath with soaking tub and separate water closet. Additional living spaces include a remarkable lower-level bar/gameroom or collector's room with vaulted ceilings, exposed beams, built-in bar, intricate fireplace, courtyard access, and full bath. Above the oversized 3-car garage are a spacious fitness room or den and two ensuite bedrooms, including one with a private deck. A fourth guest suite features an ensuite bath, generous closet space and French doors to the courtyard. The private backyard is beautifully positioned along the golf course while surrounded by mature landscaping for exceptional privacy. A secluded pool and spa, covered dining area, and additional deck create a peaceful outdoor retreat. Additional features include an oversized three-car garage, workshop, wine storage, and dual laundry areas. Wexford members enjoy a premier private club lifestyle with a private marina, championship golf, Har-Tru tennis, pickleball, croquet, resort-style pools, clubhouse dining, community fire pit, and year-round social activities. The new Harbour Center and expanded Clubhouse add even more gathering and social spaces at the center of the community. A rare opportunity to own an architecturally distinctive luxury golf course home in a gated private club community with marina access on Hilton Head Island.

19 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$239,500
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-508086 MLS
Experience the ultimate island lifestyle in this nicely updated 2-bedroom, 2-bathroom villa located in The Spa at Hilton Head. Freshly painted with new LVP flooring throughout. This third-floor gem is situated in one of the most tranquil buildings within the complex, offering peaceful landscape & tennis court views with refreshing coastal breezes from your private balcony. The complex offers 2 outdoor pools, an indoor pool, a hot tub, a dry sauna, multiple tennis courts, a walking track & fitness center. Pickleball courts are coming soon and are currently under construction. The beach and the lookout pier are a short walk from the condo. HVAC and water heater are newer for peace of mind. This is a wonderful short-term rental or second-home opportunity for an investor seeking a beach-oriented condo under $250k on Hilton Head Island. RENTAL PROJECTIONS of $35,000.00 Plus. MOTIVATED SELLERS, bring all offers!

239 Beach City Road Unit 3336, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$485,000
2 Beds ⋅ 2 Baths ⋅ 1,160 SqFt. ⋅ HILTONHEAD-507582 MLS
Beautifully situated in a quiet corner of the island, this charming villa offers the perfect blend of comfort, privacy, and convenience. Featuring two spacious bedrooms and one and a half baths, the villa provides ample room for relaxing and entertaining. Enjoy outdoor living on the inviting front patio or the beautiful brick patio, which backs up to serene woods, perfect for morning coffee or evening gatherings. Located just moments from Coligny Plaza's vibrant shopping and dining, Lowcountry Celebration Park, and the famous Coligny Beach, you'll be close to the best of island living. This pet-friendly villa is currently on the short-term rental market, offering excellent income potential for investors or a flexible vacation retreat. With one of the lowest monthly regime fees on the island-including insurance, this property is both an exceptional value and a rare find. Perfect for those seeking a peaceful getaway or a strong rental performer near Hilton Head's most beloved amenities.

11 Tanglewood Drive Unit 2, Hilton Head Island

Listing courtesy of Collins Group Realty.

$489,000
2 Beds ⋅ 3 Baths ⋅ 1,416 SqFt. ⋅ HILTONHEAD-507776 MLS
Welcome to your Lowcountry escape-an impeccably renovated 2-bed, 2.5-bath Treetops villa tucked in the heart of Hilton Head's beloved South Forest Beach. This end-unit villa offers the perfect blend of modern coastal style, privacy, and unbeatable convenience, all just moments from the island's pristine beaches, Coligny Plaza, and miles of scenic bike paths. Step inside to find a bright, open living space with updated flooring, fresh coastal finishes, and abundant natural light. The beautifully remodeled kitchen features sleek cabinetry, quartz countertops, stainless steel appliances, and a spacious layout ideal for entertaining after a day in the sun. Upstairs, both bedrooms offer renovated baths, generous closets, and serene treetop views-creating a peaceful retreat for owners and guests alike. A convenient half bath on the main level adds functionality for everyday living. Enjoy morning coffee or evening cocktails on the private balcony, surrounded by lush palms and coastal breezes. As an end unit, this villa offers enhanced privacy and easy access to the large community pool, located just steps away. Whether you're seeking a full-time residence, second home, or strong rental investment, this villa delivers the ideal combination of location, style, and island living.

137 Cordillo Parkway Unit 6601, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

$4,499,000
7 Beds ⋅ 9 Baths ⋅ 4,440 SqFt. ⋅ HILTONHEAD-507459 MLS
Exceptional second-row ocean-oriented home in North Forest Beach, just moments from the sand via a short beach path and conveniently located near Coligny Plaza. Built in 2021, this stunning coastal retreat offers 7 bedrooms, 7 full baths, and 2 half baths across 4,440 square feet of thoughtfully designed living space.Featuring soaring ceilings and an open-concept layout, the home is designed for both luxury living and entertaining. The chef's kitchen is a standout with double islands, high-end finishes, and ample space for gathering. An elevator provides easy access to all levels, while multiple living areas-including two tranquil screened porches-offer seamless indoor-outdoor living.Step outside to a private backyard oasis complete with a heated pool and spa, perfect for relaxing after a day at the beach. Situated on a desirable corner lot at the quiet end of Dune Lane, the property offers ample private parking and added privacy.Sold fully furnished and golf cart friendly, this home is not only a beautiful coastal getaway but also a proven, lucrative investment opportunity in one of Hilton Head Island's most sought-after rental locations.

134 Dune Lane, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$105,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507306 MLS
Look at this VIEW!!! Fifth floor, 2 BR, 2 BA penthouse villa. Beautifully appointed and fully equipped, just bring your suitcase & enjoy! Own 13-weeks a year on a rotating basis. Experience all four seasons and a different holiday week each year. The perfect way to claim your piece of Island paradise without the worry & upkeep. Set on the marina in Shelter Cove Harbour & Marina, restaurants, shops, entertainment & excursions are just outside the door. Located within world renowned Palmetto Dunes Oceanfront Resort, 3-miles of sandy beach, leisure trails, an 11-mile navigable lagoon system, 3 golf courses, pickleball & tennis are yours to enjoy. What are you waiting for? It's the perfect entry into the Island market.

9 Harbourside Lane Unit UNIT 7336, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$1,739,000
6 Beds ⋅ 6 Baths ⋅ 3,662 SqFt. ⋅ HILTONHEAD-506891 MLS
Welcome to this exceptional coastal retreat in the private, gated community of Fish Haul on Hilton Head Island. Built in 2020, this stunning 6-bedroom, 5 full and 1 half bath home offers the perfect blend of luxury, comfort, and investment potential. Ideally located just moments from Fish Haul Beach, the property features beautiful Port Royal Sound views and is designed to accommodate large gatherings with ease. The spacious, thoughtfully designed layout includes expansive living areas, multiple porches and decks, and seamless indoor-outdoor living throughout. The chef's kitchen is equipped with high-end appliances, ample storage, and an open flow ideal for entertaining. The inviting living room provides the perfect setting for relaxing evenings, while the adjoining outdoor spaces offer plenty of seating and a grill for hosting. Step outside to your private backyard oasis featuring a heated saltwater pool, putting green, and lush landscaping. Multiple porches-some with charming swings-create peaceful spots to unwind and enjoy the coastal breeze. With upscale finishes, strong rental potential, and the ability to comfortably sleep large groups, this home is an outstanding investment opportunity or personal getaway. A rare offering in one of Hilton Head's most serene and sought-after neighborhoods. Strong Short Term rental numbers for 2026: over $160,000!! Fast walk to the beach with a brand-new board walk, grab your beach chair and be there in 3 minutes!

2 Talon Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

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