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
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 54
30 Ruddy Turnstone | Ruddy Retreat
House - Pet Friendly
$495.00 - $1,647.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.9 (10)
No detail is missed in this Sea Pines home. Walk in and be instantly welcomed by the natural light and amazing pool views. This lovely home has multiple living and sitting spaces with brand new flatscreen TVs and offers plenty of space for the whole family to relax and ensure that guests can be together while having ample room to spread out. Light
35 Red Oak
House -
$649.00 - $1,899.00 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 5 (10)
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
Hot HOT 53
11 Junket Icone Collection Icon
House -
$969.00 - $4,199.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 2 half baths
Guests 18 guests
Rating 4.8 (8)
Can you just imagine hearing the birds chirping and the wildlife rustling in the greenery as you watch the herons wading in the lagoon? Can you hear the ping of the golfer’s tee shot? Is the contact between the driver and the golf ball making the sweetest sound? Can you imagine relaxing by the inviting pool while hearing the sizzle of your steak co
42 Stoney Creek Fairway Collection Icon
House -
$599.00 - $2,599.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 15 guests
Rating 4.8 (6)
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 -
$549.00 - $1,603.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 14 guests
Rating 5 (7)
9 Armada is a gorgeous second row home directly on the beach path in Palmetto Dunes Resort. This spacious 6,800 square foot home is perfect for entertaining, dining, reading, or relaxing! The kitchen features granite counters, two sinks, two dishwashers, a warming drawer, a wine cooler, and bar seating. The kitchen opens to the dining area and gre
Hot HOT 73
9 Armada Icone Collection Icon
House -
$553.00 - $2,732.00 / per night
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 1 half bath
Guests 19 guests
Rating 5 (2)
Welcome to 19 Sea Lane! Situated in Palmetto Dunes and featuring 5 bedrooms and updated 4.5 baths, this lovely elevated single-level home offers a spacious living room, an open kitchen with a center island, and a grilling area with outdoor seating. This beach-oriented home is equipped with six flat-screen TVs and high-speed Wi-Fi. All new interior
19 Sea Lane Fairway Collection Icon
House - Pet Friendly
$219.00 - $867.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 4.9 (12)
Elegance is understated in this Lowcountry home, truly one of a kind. The setting could not get more perfect. This fabulous home offers 4 bedrooms, 2 master suites, 2 queen bedrooms, and a bunk room. The home boasts multiple living areas on the inside, a gourmet kitchen, and a massive backyard that includes a private pool, covered outdoor living ro
Hot HOT 139
51 Haul Away Fairway Collection Icon
House -
$429.00 - $1,355.00 / per night
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (10)
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 -
$225.00 - $780.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 4.8 (10)
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
Hot HOT 70
103 Dune Lane Icone Collection Icon
House - Pet Friendly
$1,299.00 - $5,010.00 / per night
Bedrooms 7 bedrooms
Bathrooms 7 baths
Half Bathrooms 1 half bath
Guests 20 guests
Rating 5 (9)
Welcome to 12 Cassina Lane! This oceanfront stunner is located in South Forest Beach to offer panoramic ocean views and places you only minutes away from fun at Coligny Plaza. Upon entry, you walk into the first-floor great room of the home, which consists of a living room, kitchenette, and dining area. The living room has plenty of seating around
Hot HOT 70
12 Cassina Lane Icone Collection Icon
House -
$560.00 - $2,702.00 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bathrooms 1 half bath
Guests 12 guests
Rating 4.8 (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 58
3 Iron Clad
House -
$459.00 - $2,099.00 / per night
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 12 guests
Rating 4.6 (9)

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