Sleeps up to 28

Ideal for extended family reunions, corporate retreats & special celebrations.

Discover the perfect getaway for large groups with vacation rentals on Hilton Head Island that can accommodate up to 28 guests. Ideal for family reunions, corporate retreats, or special celebrations, these expansive properties offer luxurious amenities and ample space. Enjoy gourmet kitchens, multiple living areas (indoors and out), private pools, and direct beach access from many. Each rental is designed to provide comfort and convenience, ensuring a memorable stay for everyone. Add in our Luxury Concierge service, and trip planning has never been easier!

Located near Hilton Head's top attractions, restaurants, and golf courses, these rentals provide the ultimate group vacation experience. Book your large group vacation rental today for an unforgettable stay on Hilton Head Island.


Properties Available 7 properties available
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
Hot HOT 59
7 Guscio Way Icone Collection Icon
House -
$599.00 - $3,329.00 / per night
Bedrooms 8 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 24 guests
Rating 4.7 (9)
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
58 Sandcastle Court
House -
$278.00 - $841.00 / per night
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 22 guests
Rating 5 (2)
This beautiful, nine-bedroom, newly renovated Beachcomber house sports a private pool and spa and provides expansive living spaces, as well as fabulous views of the beach and the Atlantic Ocean from the sweeping picture windows. Situated on the most prestigious street in Sea Pines community, this oceanfront home exudes elegance and sophistication.
Oceanfront Oceanfront
Oceanfront
27 South Beach Lagoon
House -
$873.00 - $4,017.00 / per night
Bedrooms 9 bedrooms
Bathrooms 10 baths
Half Bathrooms 1 half bath
Guests 28 guests
Rating 5 (3)
The property is situated among the palmettos and oak trees of Hilton Head Island and steps away from the Atlantic Ocean. The lapping of the waves on the beach of this oceanfront home will put you to sleep, while the bedrooms on the street side of the house get a peek at the lagoon across the way. This luxury home is near the southern tip of the isl
Oceanfront Oceanfront
Oceanfront
25 South Beach Lagoon
House -
$823.00 - $3,249.00 / per night
Bedrooms 8 bedrooms
Bathrooms 7 baths
Guests 21 guests
Rating 5 (5)
This 7,500-square-foot beachfront home features a private, in-ground pool with a spa and a patio overlooking the Atlantic Ocean. With private beach access, this home is perfect for those long beach days! The kitchen is equipped with stainless steel appliances, a split, two-sink granite island set, and ample countertop space, so there\'s plenty of r
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23 Black Skimmer Icone Collection Icon
House -
$930.00 - $4,476.00 / per night
Bedrooms 8 bedrooms
Bathrooms 9 baths
Half Bathrooms 1 half bath
Guests 26 guests
Rating 5 (7)
There is no need to look any further than oceanfront Beachside Bliss for your next family reunion or friends’ getaway, as this one-of-a-kind, 8,000-square-foot luxury home will spoil everyone lucky enough to come along! As soon as the sun comes up, your days will be filled with island fun in the oceanfront pool with a spa and a hot tub. A few feet
Hot HOT 83
43 South Beach Lagoon Icone Collection Icon
House -
$899.00 - $5,069.00 / per night
Bedrooms 8 bedrooms
Bathrooms 10 baths
Half Bathrooms 2 half baths
Guests 24 guests
Rating 4.8 (5)
7 Sea Front is a recently updated, elegant 2nd row ocean home with a golf simulator. Located in Burkes Beach, this home has 7 bedrooms with great porches, a private pool, and a game room featuring a brand new golf simulator and ping pong table. This home is perfect for large groups and offers ample space to spread out. On the first floor, be welc
7 Sea Front Icone Collection Icon
House - Pet Friendly
$398.00 - $1,725.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 24 guests
Rating 5 (7)

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