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.
42 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Direct Oceanfront 3 bedrooms Villa with gorgeous renovations
This 3-bedroom, 3-bath villa offers a comfortable vacation for friends or family groups. Enjoy ocean views with access to your private balcony through the living room or master bedroom. The living
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
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.
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 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.
For a limited time, this property is offering complimentary pool heat for all new stays booked in October and November, making it even easier to enjoy the pool throughout your fall getaway.
32 Bradley Beach Road is a gorgeous beach house located a short walk
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Notice: This property has recently undergone thoughtful updates, including a stunning new six-seat dining table, two stylish and cozy new chairs in the living room, and more! Brand new photos have been uploaded as of March 2026.
This stunning villa has been
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.
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.
This Palmetto Dunes beach home features 4 bedrooms and is only a short walk to the beach—that is, if you ever want to leave this gem!
15 Sea Lane features a spacious open floor plan and plenty of natural sunlight! Unwind in the living room as you watch TV on
15 Sea Lane
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
2517 Windsor Place is a beautifully appointed three-bedroom, three-bathroom oceanfront villa that blends spacious design with effortless coastal elegance. Ideal for golf getaways, family vacations, or couples traveling together, this villa offers a thoughtful
2517 Windsor II
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,
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