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.


Properties Available 44 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Beautifully updated 3-bedroom villa in Shelter Cove. Come in, take a seat, and relax in the living room. The living room, kitchen, and dining room have an open layout. The kitchen has granite countertops, new stainless steel appliances, and smooth ceilings.
7474 Anchorage Villas
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (15)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Note: New photos of the backyards brand new fire pit and hot tub coming soon! From the moment you arrive, the home welcomes you with its inviting façade featuring two balconies, a cozy front porch, and a secluded swing-bench nook tucked to the side, perfect
Pet-Friendly Pet-Friendly
Pet-Friendly
Your entire family deserves time away... even the family dog. Preview our selection of pet friendly properties.
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2 Azalea
House - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 10 guests
Rating 5 (12)
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
Oceanfront Oceanfront
Oceanfront
Where the beach is your backyard. Discover our luxury oceanfront collection.
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1206 Seacrest
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (25)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 466 Captains Walk is a beautiful oceanfront villa is just steps away from the beach. This spacious 2nd floor villa has been completely renovated and offers full-length sliding glass doors opening to the private balcony in both the living room and master bedro
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466 Captains Walk Icone Collection Icon
Villa -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (61)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 1506 Villamare, Luxury 5th Floor, Closest to the Beach, Views All Around This property now offers an exciting new amenity with a free pickleball and tennis pass in Palmetto Dunes, which includes two free hours of court time every day of your stay! Nestled i
Oceanfront Oceanfront
Oceanfront
Where the beach is your backyard. Discover our luxury oceanfront collection.
Learn More
1506 Villamare
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (89)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Single-level home with 3 bedrooms and a short walk to the beach! Enjoy close access to the beach in this fully renovated coastal chic ranch home with a hot tub and private outdoor shower! All-new kitchens, baths, furniture, and more ensure a comfortable and r
Monthly Stay Monthly Stay
Monthly Stay
6 East Garrison
House -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (61)
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 Fairway Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (14)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. No details were missed in this amazing 3-bedroom Palmetto Dunes home. Amazing golf course views greet you as soon as you walk in the door. The large living room\'s main sitting area has a sleeper sofa, a loveseat, and a desk. Heading further through this ho
Pet-Friendly Pet-Friendly
Pet-Friendly
Your entire family deserves time away... even the family dog. Preview our selection of pet friendly properties.
Learn More
10 Troon Fairway Collection Icon
House - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (35)
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,
89 The Moorings
Villa -
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (57)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Located on a quiet street, with Harbour Town Golf Course just steps away, 35 Battery has a light, bright feel and an open, single-level floor plan. Upon entering the front door, a foyer leads guests directly into the living/dining room, which has cathedral ce
Booked for Heritage Booked for Heritage
Booked for Heritage
35 Battery Road
House -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (20)
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
Oceanfront Oceanfront
Oceanfront
Where the beach is your backyard. Discover our luxury oceanfront collection.
Learn More
504 Barrington Arms
Villa -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (34)
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This two-story Fazio villa boasts peaceful golf course views and is perfect for a family vacation. With close proximity to the spectacular beaches of Palmetto Dunes with new furnishings, flooring and remodeled baths, and an oversized covered deck overlooking
26 Fazio Villas Fairway Collection Icon
Villa -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 8 guests
Rating 5 (17)

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