Sleeps up to 10
Ideal rental properties for large families & groups
Discover the perfect vacation rental on Hilton Head Island that comfortably accommodates up to 10 guests. Ideal for large families, groups of friends, or multi-generational trips, these rentals offer ample space and luxurious amenities. Enjoy fully-equipped kitchens, spacious living areas, multiple bedrooms, and beautiful outdoor spaces.
Located near Hilton Head's stunning beaches, world-class golf courses, and vibrant dining scene, these properties ensure a memorable and relaxing stay. Book your Hilton Head Island vacation rental today and experience the ultimate blend of comfort, convenience, and coastal charm, perfect for large gatherings and unforgettable vacations.
43 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
504 Barrington Arms is a lovely three-bedroom, three-bathroom direct oceanfront condo on the fifth floor. Enjoy panoramic ocean views and updated furnishings and décor throughout. The dining area is adjacent to both the living room and the well-equipped kitch
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Now Complete, Stunning Outdoor Upgrades!
The beautiful new saltwater heated plunge pool and spacious back deck are now finished and ready for its first guests to enjoy. Updated professional photos of the new outdoor space have now been uploaded so you can soo
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This completely renovated Palmetto Dunes villa is sure to make you feel right at home! Welcome to 89 The Moorings, featuring 2 bedrooms and 3 bathrooms with enough room to host up to 8 guests very comfortably. Guests can enjoy the feel of brand new flooring,
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
A stunning retreat in the heart of Palmetto Dunes, designed for relaxation and entertaining. Step into the bright and inviting living room, where floor-to-ceiling windows flood the space with natural light and offer serene views of the golf course. Comfortab
6 High Water
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This property has recently undergone thoughtful updates, including a full kitchen renovation with new appliances, a fresh paint job, brand new bedding, brand new flooring, updated primary bathroom and more! Brand new photos have been uploaded as of March 2026
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This spectacular villa has been renovated with new flooring, painting, and furniture. Walking into the villa welcomes you to an open-concept living area featuring high ceilings and large windows that bathe the space in natural light. The living room is elegan
233 Turnberry Villas
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
435 Captain\'s Walk overlooks the pool out to the ocean! Lots of recent updates!
435 Captain\'s Walk is a second-floor, 3-bedroom, 3-bathroom end unit that overlooks the pool and out to the ocean. A beautiful, updated villa with great views—you couldn\'t ask
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
533 Shorewood is an amazing 2-bedroom, 2-bathroom oceanfront villa with a pool and ocean views! This stunning beach condo sleeps 7 and is on the 5th floor with elevator access, featuring all new furniture and décor, a community pool, beach access, and more!
533 Shorewood Place
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This stunning oceanfront 3-bedroom villa is situated within the highly sought-after Captain\'s Walk complex in Palmetto Dunes. Palmetto Dunes is a premier resort community known for its pristine beaches, lush golf courses, and picturesque surroundings. This v
401 Captains Walk
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Perfectly situated within the heart of Palmetto Dunes and just a short stroll from the beach, 3 Cartgate offers the ideal combination of spacious living, thoughtful updates, and relaxed coastal comfort. Recently enhanced with new flooring throughout much of t
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This home has been freshly updated with brand new exterior paint, kitchen countertops, renovated bedrooms and bathrooms, a new grill, and more exciting upgrades throughout! Photos have been updated to reflect these updates as of February 2026.
This pet-frien
36 Red Oak
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
1206 Sea Crest is a spacious 2nd-floor corner villa in the Sea Crest complex where you can enjoy direct oceanfront views.
As you enter the front door into a small foyer, you will notice the very nice plank-style flooring. To the left is a guest bedroom with
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