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 29 properties available
This beautiful home is only steps away from the beach! Simply a lovely second-row home that invites you to come inside and enjoy. After a walk on the beach only steps from the home, relax by the pool, enjoy lunch and a nap on the deck, or sit by the fire pit on a winter evening. Located on the first floor is one of the two living rooms. The first
Hot HOT 50
11 Grey Widgeon Icone Collection Icon
House -
$469.00 - $1,398.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 4.7 (14)
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
Hot HOT 55
30 Ruddy Turnstone | Ruddy Retreat
House - Pet Friendly
$526.00 - $1,427.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.9 (10)
This fantastic 2nd row of the ocean is nestled in the palms of the Palmetto Dunes resort. With 6 bedrooms and 6.5 baths, this low-country home is the perfect getaway for family and friends! A circular drive leads to a beautiful entrance way and wraparound porch. The grand foyer opens to a huge family room, a fully equipped chef-quality kitchen, a
Hot HOT 50
3 Iron Clad
House -
$528.00 - $1,726.00 / per night
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 12 guests
Rating 4.6 (8)
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
Hot HOT 59
28 Corine Lane
House -
$239.00 - $631.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 4.7 (9)
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
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4 Quail Street
House -
$421.00 - $1,083.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.8 (8)
Welcome to The Sandbox! Newly renovated and outlined with elegance in every detail, this 3-story oceanfront home is truly perfect for your next Hilton Head Island family getaway. This home has an extremely open floor plan that allows an easy flow between the living room, kitchen, and dining area. The living room is well-appointed and spacious, an
Hot HOT 93
9 Guscio Way Icone Collection Icon
House -
$1,137.00 - $3,373.00 / per night
Bedrooms 8 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 5 (11)
A South Forest Beach classic, this beautiful 5th row ocean home is ready to be your next relaxing beach vacation destination! Nicely appointed with many updates throughout, we know you\'ll love this very comfortable Hilton Head Island house situated just a minute or two\'s walk from beach access at the end of the street. The outdoor enthusiast wil
Hot HOT 75
1 Bayberry Lane
House -
$316.00 - $1,078.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 18 guests
Rating 4.9 (11)
As you ascend the stairs to the main level of the home, you are immediately greeted with an open floor plan and serene coastal colors. This stunning kitchen features a gorgeous island with four barstools, stainless steel appliances, white cabinetry, and everything you will need to prepare award-winning family meals. The living area features a comfo
Hot HOT 67
58 Sandcastle Court
House -
$344.00 - $842.00 / per night
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 22 guests
Rating 5 (2)
Fabulous two-story second row home The balconies and decks overlook the incredible pool. Take the secret path through the canopy and reach the beach in a 1-minute walk. This 6-bedroom, 5.5-bath home with 2 living rooms sleeps 15 and promises unforgettable family vacations in a spacious and elegant setting. The first floor has a wide open floor pla
Hot HOT 69
1 Man O War Icone Collection Icon
House -
$788.00 - $2,336.00 / per night
Bedrooms 6 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 15 guests
Rating 5 (7)
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
Hot HOT 64
2 Royal Tern Icone Collection Icon
House -
$410.00 - $1,725.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 14 guests
Rating 4.8 (9)
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
Hot HOT 50
130 Mooring Buoy Icone Collection Icon
House -
$599.00 - $1,622.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (8)
The grand entrance staircase will transport you to another world through the Italian-style portico, where you are immediately greeted by an expansive ocean view. Walking into the main house, you are greeted by a beautiful, curved staircase leading you up to the main living area. The living, kitchen, and dining areas open to breathtaking ocean view
Hot HOT 63
7 Junket Icone Collection Icon
House - Pet Friendly
$1,241.00 - $3,566.00 / per night
Bedrooms 6 bedrooms
Bathrooms 7 baths
Half Bathrooms 2 half baths
Guests 15 guests
Rating 4.8 (6)

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