Large Groups

Bring Everyone To Hilton Head Island

Planning your next family vacation, family reunion, work retreat, or special event? Hilton Head Island is the perfect destination, and Island Time offers the ideal accommodation solutions for large groups. Choose from our expansive selection of spacious homes designed to cater to big families and groups, ensuring everyone stays comfortably together under one roof.

Our large vacation homes on Hilton Head Island not only provide ample space and privacy but also boast a range of luxurious amenities like private pools, gourmet kitchens, and outdoor entertainment areas, perfect for any group gathering. Staying in one of our homes allows your group to enjoy shared experiences and create lasting memories without the confines of separate hotel rooms.

Choosing a vacation home on Hilton Head Island for your large group means convenience, comfort, and connection. Enjoy the ease of group bookings, and the advantage of cost-effective per-person pricing. Let our expert team help you find the perfect home for your group's needs, making your stay as seamless as possible.

Embrace the beauty and community of Hilton Head Island for your next big event. Our properties offer the perfect backdrop for creating new stories and celebrating together. Book your group's stay with us and experience the best that Hilton Head has to offer!


Properties Available 27 properties available
Welcome to 6 Grey Widgeon! This breath-taking 4th-row home is one of a kind and has everything you need and more for your next Hilton Head vacation. The great room is spacious and is sure to keep guests feeling right at home with its stylish but cozy furnishings! Soaring ceilings and huge windows allow plenty of natural sunlight to shine through
6 Grey Widgeon Icone Collection Icon
House -
$409.00 - $1,609.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 16 guests
Rating 4.9 (11)
This magnificent home provides stunning furnishings and exceptional ocean views from almost every room. A grand stairwell takes you to the entry, where you will find an open floor plan with wall-to-wall arched windows and sweeping ocean views. The living room has sophisticated yet comfortable furnishings and access to the wonderful pool area. Off t
9 Galleon Icone Collection Icon
House -
$513.00 - $2,904.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 5 (5)
This oceanfront stunner was built in 2019 and offers amazing views as well as direct access to the beach with a private boardwalk. Walk into an amazing great room to unwind from a day out in the sun. The living room has two couches and two comfy chairs that lead out to the first balcony to soak in the picture-perfect view of the ocean. The kitche
Oceanfront Oceanfront
Oceanfront
103 Dune Lane Icone Collection Icon
House - Pet Friendly
$1,209.00 - $5,148.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 20 guests
Rating 5 (11)
Welcome to 11 Junket! This oceanfront home is newly updated and offers direct access to the beach as well as an expansive outdoor entertainment area that is sure to be your favorite spot for summer days! Upon entry, you walk into the home\'s sitting room, which has a dining table for 4 and comfortable seating that is perfect to unwind on over your
Oceanfront Oceanfront
Oceanfront
11 Junket Icone Collection Icon
House -
$939.00 - $3,919.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 18 guests
Rating 4.8 (9)
This beautifully updated 5-bedroom, 4-bath home with a 2-car garage, elevator, and private pool is located at Singleton By The Beach. This home is located by the beautiful Chaplin Park, which offers free tennis, pickleball, basketball courts, and walking trails! The coastal chic décor offers modern elegance that is perfect for a relaxing beach vac
28 Corine Lane
House - Pet Friendly
$209.00 - $644.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 4.8 (12)
Brand New Construction 3rd row home in Palmetto Dunes! 130 Mooring Buoy is a beautiful 5-bedroom, 4.5-bath luxury home nestled in the beautiful Palmetto Dunes Oceanfront Resort. Just three rows from the beach, this home is meticulously designed for your perfect vacation. With an open first-floor layout, the entire family can spread out without mi
130 Mooring Buoy Icone Collection Icon
House -
$581.00 - $2,023.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (9)
Welcome to 26 Bradley Circle! Views, views, and more views! What better way to start your day than listening to the surf, enjoying the beautiful scenery of the marsh with active wildlife, and the ocean just beyond while sipping your coffee on the deck? An expansive, gorgeous beach is just a 1-minute walk away! 26 Bradley is the perfect location o
26 Bradley Circle
House - Pet Friendly
$309.00 - $1,357.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (6)
Welcome to 2 Royal Tern! This charming Sea Pines home is 4th row from the beach and features 5 bedrooms along with 5 bathrooms and 2 half bathrooms to host 14 guests very comfortably. The first floor features a very open floor plan that offers easy access between the multiple living spaces, kitchen and wet bar, and dining room. Guests can enjoy pl
2 Royal Tern Icone Collection Icon
House -
$311.00 - $1,743.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 4.9 (11)
Modern comforts meet the classic styling of this traditional beach home. If you are looking for a house that has the look and feel of the beach house from your childhood memories, look no further. The home has gone through a complete renovation to restore it to its original beauty. The home offers five bedrooms and four bathrooms, just three rows
Recently Updated Recently Updated
Recently Updated
4 Quail Street
House -
$385.00 - $1,203.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (10)
Welcome to 30 Ruddy Turnstone! With beautiful craftsmanship throughout the well-appointed house. The ground level has a newly refinished pine floor and an open-plan design, with the large kitchen overlooking the cozy living room. There are lots of books to read; there is lots of seating on the sofas; a kitchen bar that seats 4 overlooks the kitchen
30 Ruddy Turnstone | Ruddy Retreat
House - Pet Friendly
$436.00 - $1,700.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.9 (11)
Welcome to 7 Guscio Way! This oceanfront home offers unforgettable views and a private pool and spa. This home features a game room and an open great room. The open floor plan is a must and is perfect for entertaining. The gourmet kitchen features updated appliances and is perfect for gathering together. Upon entry, you walk into the home\'s livi
Oceanfront Oceanfront
Oceanfront
7 Guscio Way Icone Collection Icon
House -
$599.00 - $3,479.00 / per night
Bedrooms 8 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 24 guests
Rating 4.8 (10)
This completely remodeled Sea Pines home sits on the 11th fairway and 15th green of the Harbour Town Golf Course! With 5 bedrooms and 6 bathrooms, this sunlight-filled home can host up to 14 guests comfortably. As you enter the home, you are met with an extremely open floor plan that is designed with sophistication and tastefully decorated. The li
100 Baynard Cove Fairway Collection Icon
House -
$511.00 - $1,596.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (7)

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