YOUR HOME AWAY FROM HOME ON HILTON HEAD ISLAND
Nestled in the heart of South Carolina's Lowcountry, Island Head Rentals provides the perfect blend of luxury, adventure, and relaxation. Much like the iconic hospitality found at legendary retreats, Island Head Rentals delivers a tailored experience where every moment feels personal and unforgettable. With stunning waterfront properties, impeccable amenities, and unparalleled service, we create an inviting haven that combines casual elegance with the charm of coastal living. Whether you're here to soak up the sun, explore the waters, or simply unwind, Island Head Rentals invites you to discover your dream escape and make lasting memories in one of the most beautiful destinations in the world.
Discover the Best of the Lowcountry with Island Head Rentals
Immerse yourself in the charm of Hilton Head Island and experience everything the Lowcountry has to offer with Island Head Rentals. From stunning waterfront properties to unbeatable rates, we make it easy to create unforgettable memories. Whether you're seeking relaxation or adventure, our properties are your gateway to the perfect island escape.
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Heart Of Harbour Town
Our pool view 4-bedroom, 4-bathroom townhouse in the heart of Harbour Town
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The Grand Daufuskie
The ultimate island getaway in our oceanfront house on Daufuskie Island!
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The Island Head Original
5 houses from the ocean. Big Family or group, dog friendly, 6-br, 4-ba beach home.
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Barefoot Bliss at The Spa
First floor & easy access! Luxury 2-br, 2-ba condo at the Spa in Hilton Head
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Beachfront Bliss
Stunning 2-bed, 2-bath, pet friendly oceanfront Palmetto Dunes condo
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Sea Side Escape
Discover the epitome of coastal living at Sea Side Villas II in HHI with this inviting apartment.
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Sal and Babs Sea Pines Sanctuary
Nestled along the picturesque coastline of Sea Pines on Hilton Head Island
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Fiddler's Lux Villa
Large Balcony, 2 BR/2 BA Fiddler's Cove villa. Located on the quiet third floor,
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Deja Blue - Steps To Beach
Your perfect family vacation destination in South Forest Beach, 6-BR with pool and hot tub.
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Dune Side 7
Just 50 steps from Singleton Beach, a luxurious retreat with ocean views and a private pool
The Island Head Difference
Experience the charm and beauty of Hilton Head Island with Island Head Rentals. We offer a curated selection of vacation properties designed to meet your needs, whether you’re seeking a peaceful retreat or an adventure-filled getaway. From exceptional amenities to unbeatable locations, Island Head Rentals is your gateway to the Lowcountry lifestyle.
Fun Activities
Hassle Free Check-in
Affordable Rates
Prime Locations
Families & Large Groups Welcome
Pet Friendly
THE ISLAND HEAD CONNECTION
Island Head’s two owners have teamed up with a former employee, now a major player in Hilton Head’s real estate scene, and two real estate professionals to take the brand to the next level in short-term rentals.
As a guest enjoy direct bookings through Island Head Concierge for all experiences and fun things to do, including:
Bike Rentals
Watersports
Reservations
Private charters, and more.
Plus, bookings of 7+ nights include a free 2-hour private sunset cruise for up to 14 guests at select properties!
