Private Pool
22 properties available
Proudly hosted by Island Rentals of Hilton Head, this incredible Sea Pines retreat has undergone extensive updates for 2025 and offers an exceptional setting for large families or groups vacationing together. Thoughtfully designed with both a five-bedroom main house and a two-bedroom attached guest house, the property comfortably sleeps up to fourt
4th Row Ocean | Pet Friendly | Private Pool | Steps to the Beach
Proudly hosted by Island Rentals of Hilton Head. Welcome to your dream getaway — a beautifully updated, coastal-chic retreat designed for unforgettable family vacations and group escapes. Just a one-minute walk from the pristine shoreline, this elevated 4-bedroom, 2.5-bath home blend
Proudly hosted by Island Rentals of Hilton Head, this newly renovated and tastefully furnished 3-bedroom home offers stunning golf course views and an unbeatable location within Sea Pines. Situated on peaceful Tupelo Street with minimal traffic, this retreat provides the perfect balance of tranquility and convenience—just a short bike ride from the
Welcome to the Sea Pines Escape at 39 Oak Court—an upscale 5-bedroom, 5.5 bathroom retreat in Hilton Head Island\'s exclusive Sea Pines Resort. This fully renovated luxury home offers the perfect blend of modern coastal design, spacious indoor comfort, and resort-style outdoor living—perfect for your next family vacation or group getaway!
Enjoy a
Located in the Club Course section of Sea Pines, this home offers easy access to all of the amenities of Sea Pines, while still being close to the shops, dining, and activities located outside the Sea Pines gate, such as Coligny Plaza.
This home features a large open concept living area, with vaulted ceilings and a beautiful decorative fireplace.
Just a short 5-minute walk from the sand and surf, 15 Wagon Road offers the ideal blend of comfort, space, and location for your Hilton Head Island escape. Tucked away on a quiet street in the heart of Sea Pines and overlooking a peaceful lagoon, this spacious 4-bedroom, 3-bath home sleeps up to 12 guests and provides all the amenities you need for
Proudly hosted by Island Rentals of Hilton Head:
This striking Sea Pines home offers the perfect combination of comfort, style, and convenience in the heart of the Sea Pines Resort. Centrally located between the world-famous Harbour Town Yacht Basin and the Sea Pines Beach Club, guests can easily explore either destination with a short 10–15 minute
Proudly hosted by Island Rentals of Hilton Head:
Experience luxury in the heart of Sea Pines Resort at 7 Genoa Court, a stunning Harbour Town home designed for comfort, style, and relaxation. This upscale 6-bedroom, 6.5-bathroom townhome sleeps 16 guests and features four King bedrooms and two Queen-over-Queen bunk rooms, making it perfect for fami
Proudly hosted by Island Rentals of Hilton Head, this stunning home offers the perfect retreat for families, friends, and even your furry companions. Just steps from the beach and only minutes from Coligny Plaza, you\'ll have easy access to Hilton Head\'s best dining, shopping, and entertainment. Whether you\'re planning a relaxing getaway or an ac
Proudly hosted by Island Rentals of Hilton Head, 25 Red Maple is where coastal charm meets modern comfort. Nestled at the end of a peaceful cul-de-sac in Sea Pines, this fully remodeled retreat offers 4 bedrooms and 3 bathrooms, making it perfect for families, groups, or multi-generational getaways. The spacious layout includes 3 Kings, 2 Twin-over
Proudly hosted by Island Rentals of Hilton Head, 77 Lawton Road is a beautifully updated three-bedroom, three-and-a-half-bathroom home tucked away in the quiet Lawton Woods community of Sea Pines. Designed with vaulted ceilings and coastal-inspired décor, this spacious retreat offers a welcoming blend of comfort, style, and functionality—perfect fo
Proudly hosted by Island Rentals of Hilton Head, this fabulous North Forest Beach home offers an unbeatable location just 180 steps from the beach—with no busy streets to cross. Considered one of the best values in North Forest Beach, this fully furnished six-bedroom retreat is perfect for gathering friends and family for a classic Hilton Head geta
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