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Browse All Hilton Head Island SC Properties with Pool for Sale

$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.

$1,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503185 MLS
Own Your Spring Escape at Swallowtail in Sea Pines - Week 11! Claim your perfect spring retreat with deeded Week 11 in the heart of Hilton Head Island's premier Sea Pines community. This beautifully situated Swallowtail villa overlooks the 12th fairway of the Heron Point Golf Course, delivering that ideal mix of peaceful golf-course views and effortless access to the island's best amenities. Nestled between the iconic Harbour Town lighthouse and the sun-soaked Sea Pines Beach Club, you'll enjoy quick access to world-class golf, pristine beaches, waterfront dining, and boutique shopping. Mornings on the course, afternoons by the ocean, evenings exploring Harbour Town-your spring getaway is always ready when you are. This is carefree, low-maintenance island living at its best. Don't miss the opportunity-secure your Week 11 spring escape today!

70 Lighthouse Road Unit 2890, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,995,000
4 Beds ⋅ 3 Baths ⋅ 2,564 SqFt. ⋅ HILTONHEAD-503030 MLS
Experience the best of Hilton Head Island beach living at 116 Dune Lane, a beautifully updated second-row home in the highly sought-after North Forest Beach community. Just steps from the Atlantic Ocean with convenient beach path access, this 4-bedroom, 3-bath residence offers the perfect combination of coastal charm, modern updates, and an exceptional location.Designed for easy living and entertaining, the open floor plan is filled with natural light and features updated flooring, stylish coastal finishes, and spacious gathering areas. The renovated kitchen offers abundant workspace and overlooks the dining and living areas, creating an inviting atmosphere for family, friends, or vacation guests.Step outside to your own private island retreat. The backyard features a sparkling in-ground pool, expansive sun deck, and plenty of space to relax after a day at the beach. One of the property's most valuable features is the rare two-car garage, offering ample storage for vehicles, golf carts, bicycles, and all your beach gear-a true luxury in North Forest Beach.Whether you're searching for a primary residence, vacation home, or investment property, this home checks every box. North Forest Beach remains one of the most desirable areas on Hilton Head Island thanks to its walkability, beautiful beaches, and close proximity to Coligny Plaza, where you'll find restaurants, shopping, entertainment, and island events. Miles of bike paths are just outside your door, making it easy to explore everything Hilton Head has to offer.Buyers looking for a Hilton Head beach house with a private pool, second-row location, and strong vacation rental appeal know how difficult it is to find a home that offers all three. The thoughtful renovations, exceptional outdoor living space, and unbeatable location make this property equally attractive for personal enjoyment and income-producing opportunities (subject to Town of Hilton Head Island regulations).From sunrise walks on the beach to afternoons by the pool and evenings dining at nearby waterfront restaurants, this home offers the coastal lifestyle buyers dream about. Opportunities like this are increasingly rare in North Forest Beach, making 116 Dune Lane a property you won't want to miss. Schedule your private showing today and discover why North Forest Beach continues to be one of Hilton Head Island's premier destinations for luxury coastal living.

116 Dune Lane, Hilton Head Island

Listing courtesy of Innovate Real Estate Hilton Head.

$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-502997 MLS
Week 30 Spicebush Villas in Sea Pines! Nestled in the heart of Hilton Head's iconic Sea Pines community, this ownership puts you steps from the Sea Pines Beach Club and the Plantation Club Golf Course. Your Spicebush Week #30 is a front-row ticket to everything people love about the island - championship golf, sugar-soft beaches, waterfront restaurants, and the season's best events. Wake up to sea breeze, chase golden sunsets, and soak in the unmistakable charm that makes Sea Pines a world-class destination. With effortless, low-maintenance ownership, your island getaway is always waiting - ready to deliver relaxation, adventure, and everything in between.

124 N Sea Pines Drive Unit 584, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-501423 MLS
Experience the magic of Hilton Head Island. Prime deeded summer weeks 31. Swallowtail at Sea Pines, a beloved and cherished property, offers the dream vacation lifestyle luxurious, carefree. Nestled midway between Harbour Towns iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you steps from world-class golf, pristine beaches, waterfront dining, and vibrant arts. Whether you crave serene mornings by the ocean, sunset sails, or championship fairways, everything you love is just moments away! Your Summer, Your Way Flexibility Included!

70 Lighthouse Road Unit 2901, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$3,999,999
6 Beds ⋅ 7 Baths ⋅ 3,097 SqFt. ⋅ HILTONHEAD-453418 MLS
Introducing an extraordinary 2026 brand new construction luxury residence at 71 Dune Lane. Perfectly positioned oceanside in the sought after North Forest Beach enclave. This 6-bedroom, 6.5-bath home, set within one of Hilton Head Island's most prestigious beach corridors, celebrates modern coastal living with ocean views, premium design, and thoughtful functionality. Architectural design by Neil Gordon with construction by Dan Anderson Construction, reflecting exceptional craftsmanship throughout. From the moment you enter, the home's open and luminous spaces flow naturally toward the Atlantic horizon. Entertain in style with a dedicated first-floor 2 car garage and additional entertainment space, resort-style relaxation with your heated pool and spa, and enjoy effortless access throughout the home by elevator. The expansive primary suites are thoughtfully oriented to capture sweeping ocean views, creating a serene retreat that epitomizes beachfront luxury. Sold fully furnished for your convenience. Whether you're looking for a primary residence, second home, or a powerhouse short term rental property, this home offers it all. An exceptional income producing property with over $325,000 in projected rental income. Vacation in your investment.

71 Dune Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$6,999,000
5 Beds ⋅ 6 Baths ⋅ 3,669 SqFt. ⋅ HILTONHEAD-500303 MLS
Welcome to your coastal sanctuary in Sea Pines Resort-an exquisite 2ND ROW new-construction home designed for luxury living and / or exceptional rental potential. This 5-bedroom, 5.5-bath masterpiece offers approximately 3,669 heated square feet of finely crafted space, perfectly positioned on a 2nd-row homesite with STRONG OCEAN VIEWS and effortless access to the wide white sand beaches of Hilton Head Island.From the moment you enter, a private elevator and light-filled foyer set the tone for a home that blends coastal elegance with modern comfort. The open-concept main level showcases a chef's kitchen with premium appliances, custom cabinetry, and a large island that flows seamlessly into the dining and living areas-ideal for entertaining large groups or enjoying intimate family gatherings. Expansive windows and glass doors draw your eye outward to the ocean and to the resort-style outdoor living spaces.Step outside to your private oasis: an infinity-edge pool and spa that appear to melt into the horizon, framed by a spacious covered lanai and multiple porches. Enjoy al fresco dining, lounging, or watching the sunset by the outdoor fireplace-this home was designed to embrace indoor-outdoor living at its finest. Just steps away, a convenient beach path delivers you onto one of Hilton Head's most beautiful stretches of sand.Each of the six bedrooms is thoughtfully appointed with its own en-suite bath, offering comfort and privacy for owners and guests alike. Multiple primary suites, generous bunk or guest rooms, and carefully planned bath layouts make this home ideal for multi-generational living or high-occupancy vacation rentals. The half bath is perfectly positioned for pool and common-area use.Every detail was considered for both luxury and durability: high-end finishes, impact-rated windows and doors, designer lighting, and a floor plan optimized for today's coastal lifestyle. Ample storage, a ground-level drop zone for beach gear, and flexible gathering spaces ensure that the home is as functional as it is beautiful.

18 Oyster Catcher Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,995,000
5 Beds ⋅ 6 Baths ⋅ 5,336 SqFt. ⋅ HILTONHEAD-454359 MLS
Discover timeless elegance in this exceptional Long Cove residence-first time on the market. Situated on one of the finest homesites in the community, this property overlooks Broad Creek, the marsh, and the 14th green of the Pete Dye Golf Course. The home features 5 spacious ensuite bedrooms, including a first-floor primary suite. Enjoy several living areas, a home office with detailed woodworking, and two upstairs bedrooms that open to a balcony & beautiful water view. Outdoor spaces shine with a screened porch, tiered decks, custom pool, and amazing sunsets over the water. New roof (2023), 3-car garage, and just a short walk to the marina! (Virtual staging has been used in some photographs)

59 Turnbridge Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,300,000
6 Beds ⋅ 7 Baths ⋅ 7,320 SqFt. ⋅ HILTONHEAD-453824 MLS
Your Dream Awaits with a 4-minute walk to the beach, inside this stunning, renovated, luxury masterpiece nestled in an exclusive beachside gated community. This Goliath-sized, breathtaking home is a place to live, a lifestyle, and a lucrative STR investment. Enjoy a very short walk to the beach, one of your many private terraces overlooking your private heated pool or the golf course, and evenings spent entertaining in exquisite designer spaces. Modern amenities, Expansive floor plan, peaceful, private & gated, & a proven rental revenue stream. Your chance has arrived to own a slice of heaven that could pay for itself. Community/home video available.

12 Port Tack, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$10,995,000
7 Beds ⋅ 9 Baths ⋅ 6,200 SqFt. ⋅ HILTONHEAD-452384 MLS
An oceanfront masterpiece designed for elevated coastal living and exceptional entertaining. The open great room - anchored by a coffered ceiling and fireplace-flows seamlessly into an expansive chef's kitchen with a generous center island and an ocean-view dining area. On the main level, the primary suite enjoys serene pool-to-ocean vistas, while a private study with sleeper sofa and adjacent full bath offers flexible accommodations. Upstairs, four guest suites capture sweeping ocean views, complemented by two bunk rooms-each with its own full bath-creating an ideal retreat for multi-generational gatherings. Outdoors, a resort-caliber setting awaits: a large private pool with heated spa and separate children's pool, plus an exclusive boardwalk leading directly to the beach. A covered patio with outdoor kitchen, spacious dining area, and TV lounge completes the experience-perfect from sunrise coffee to evening cocktails. Solar panels support efficient heating and cooling. Proven rental performance exceeds $500,000 in 2024 and 2025. For the discerning oceanfront buyer, this is a must-see.

15 Grey Widgeon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach (505).

$4,750,000
6 Beds ⋅ 8 Baths ⋅ 6,741 SqFt. ⋅ HILTONHEAD-451281 MLS
The ultimate home, perfect for entertaining! Spacious 2nd-row, 6 BR | 6 BA | 2 HB home on Armada in Palmetto Dunes just steps from 3 miles of award-winning beach. Freshly painted with coastal-chic décor, this home has a spectacular 1st floor featuring a chef's eat-in kitchen, dining room, living room, wet bar off the leisure room, powder room & sunroom. Offers a 3-stop elevator & three primary suites on the 2nd-floor. Outdoor entertainment area offers an idyllic wooded view, a covered lounging & dining area with a wet bar and grill, & a large pool with a spa. Ample parking with a large driveway & garage. Guests and owners have access to all the amenities in Palmetto Dunes: golf, tennis, pickleball, an 11-mile lagoon, golf at the Arthur Hills Golf Course in Leamington, and much more. Short walk or bike ride to the heart of Palmetto Dunes. Seasonal Dunes Buggy is available throughout Palmetto Dunes and the Shelter Cove area. Short walk or bike ride to resort amenities!

9 Armada Street, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$4,250,000
6 Beds ⋅ 6 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-450230 MLS
Stunning deep-water residence in Sea Pines features a private, oversized dock with a boat lift, offering unparalleled waterfront access. Spanning nearly 6,000 square feet, the open floor plan showcases breathtaking, unobstructed water views. The entertainer’s dream kitchen boasts a 60” Viking gas range, double stainless steel refrigerator, walk-in pantry, and a striking 12-foot granite bar complete with a wine cooler and ice maker. The outdoor living space features a circular driveway with pervious pavers, a resort-style private pool and hot tub, and a fire pit—all set within over 3,000 square feet of beautifully designed patio space. OSCREA

25 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.

$2,995,000
5 Beds ⋅ 6 Baths ⋅ 3,860 SqFt. ⋅ HILTONHEAD-448993 MLS
Location-Location Location! Experience Lowcountry living in this awesome 3rd-row ocean, 5 BR | 5.5 BA home in Palmetto Dunes on the beautiful, 11-mile lagoon system! Walkway to the beach across the street to 3 miles of newly nourished, award-winning beach. Southern charm curb appeal-beautiful columns, expansive verandas on front and back of the home, window shutters & brick accents. Offers idyllic outdoor enjoyment with a pool, a large deck, a lagoon dock, and a great covered entertainment deck for dining and lounging. Huge garage, 3- stop elevator. LVL 1: The dining room can easily convert to a 2nd private separate tv room/den/office/sleeping area, plus living room, eat-in kitchen table and bar area, powder room, laundry room, and Master BR #1. LVL 2: Master BR #2 and 3 BR | 3 BA. Huge basement area suitable for a game room.

155 Mooring Buoy, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$4,600,000
4 Beds ⋅ 6 Baths ⋅ 6,042 SqFt. ⋅ HILTONHEAD-447864 MLS
This one-of-a-kind property is privately sited on almost an acre lot with panoramic marsh and water views providing the perfect backdrop for spectacular sunsets. Kermit Huggins, renowned architect, designed this property with 2 structures that harmoniously co-exist with their natural surroundings. Special features include new metal roof, hardwood flooring, pella windows/doors, renovated kitchen,& interior paint. The main house boasts an upper level luxurious owner suite & guest house has 2 en-suite bedrooms plus kitchenette. Incredible outdoor living with heated/chilled saltwater pool, expansive deck, and private dock. Waterfront Perfection!

29 Baynard Park Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,395,000
5 Beds ⋅ 4 Baths ⋅ 2,720 SqFt. ⋅ HILTONHEAD-447145 MLS
Sale subject to third-party/lender approval. Seller pursuing short sale. Property sold as-is. Folly Field Rental Machine built in 2019! Buxton Floorplan. Gated community only 10 minutes to the beach! This 5-bedroom, 4 full bath home has an open floor plan with a large kitchen, dining area, and living room with an attached screened porch! One bedroom furnished as a bunk room. The elevator takes you from the garage to all 3 floors above. Luxury Vinyl Plank (LVP) throughout. Private heated in-ground pool overlooking a brick paver patio and landscaped view. Sold fully furnished. Sleeps 18. Great opportunity for a primary home, secondary home, or investment property! Currently on the Short Term Rental Market.

101 Sandcastle Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,699,000
7 Beds ⋅ 8 Baths ⋅ 4,639 SqFt. ⋅ HILTONHEAD-440375 MLS
NOW SOLD FURNISHED! Welcome to your dream coastal retreat! This stunning NEW CONSTRUCTION home, JUST COMPLETED and STEPS TO THE BEACH offers an unparalleled blend of luxury and comfort in the heart of South Forest Beach. Spanning an impressive 4,639 square feet, this exquisite residence features 7 spacious bedrooms and 7.5 beautifully appointed bathrooms, making it the perfect getaway for families or groups seeking a memorable beach experience. As you step inside, youll be greeted by an open and airy floor plan adorned with luxurious LVP flooring throughout, providing both durability and elegance. The heart of the home is the expansive living area, complete with a cozy gas fireplace, perfect for those cooler evenings. The gourmet kitchen is a chef's delight, featuring top-of-the-line stainless steel appliances, an 11-foot bar with stunning quartz countertops, and a convenient butler's pantry. The adjacent wet bar, equipped with an ice maker and beverage fridge, ensures youre always ready to entertain.Each of the 7 bedrooms is a private sanctuary, with ample space and natural light. The bathrooms are equally impressive, showcasing custom tile work and granite countertops, ensuring a spa-like experience for you and your guests.Step outside to your own private oasis, where a large heated pool awaits, perfect for relaxing or hosting summer gatherings. The outdoor space is designed for enjoyment, with plenty of room for lounging and soaking up the sun.This home is equipped with a 3-stop elevator, making it accessible and convenient for all ages. The large garage provides ample storage for beach gear, bikes, and more, ensuring you have everything you need for your beach adventures.Located just steps from the pristine beach and a short bike ride to the vibrant Coligny Plaza and Celebration Park, this property offers the ultimate in convenience and leisure. There are several weeks already booked for the Summer. With short-term rental projections of up to $250,000, this home is not only a perfect personal retreat but also a lucrative investment opportunity. Don't miss your chance to own this exceptional property in one of the most sought-after locations on the island. Schedule your private tour today and experience the perfect blend of luxury, comfort, and coastal living!

110 Shell Midden Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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Hilton Head Island Homes with Pool

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