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!
26 properties available
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
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 p
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This oceanfront home sits in the prestigious Palmetto Dunes Resort and offers panoramic ocean views from every angle.
The great room, kitchen, and dining area make up the great room of the home; the extremely open floor plan allows for an easy flow and plent
10 Ketch
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
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
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Welcome to this stunningly renovated fourth row beach home in the heart of Palmetto Dunes, where luxurious indoor living, resort-style outdoor spaces, and breathtaking lagoon views come together on an oversized double lot just moments from the beach. Guests w
135 Mooring Buoy
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
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 so
42 Stoney Creek
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
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 fam
1 Man O War
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
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
2 Royal Tern
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
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
103 Dune Lane
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
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 extr
100 Baynard Cove
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This oceanfront home is newly updated and offers direct beach access and an expansive outdoor entertainment area sure to be a favorite for summer days! Designed for gatherings large and small, it combines breathtaking Atlantic views with spacious, thoughtfull
11 Junket
THIS HOME IS A SMOKE-FREE HOME AND IS RESERVED FOR NON-SMOKERS ONLY (THIS INCLUDES RENTERS AND ANY GUESTS).
SMOKING IS STRICTLY PROHIBITED ANYWHERE IN OR ON THIS OCEANFRONT PROPERTY, BOTH INDOOR AND OUTDOORS. SMOKING, VAPING, OR THE USE OF ANY TOBACCO PRODUCTS IS PROHIBITED ANYWHERE IN OR ON THE PROPERTY.
NO PETS / ANIMALS ALLOWED (THIS INCLUDE
19 Armada
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Welcome to this spacious and beautifully designed beach retreat located in the highly sought after Singleton Beach community, known for its stunning custom homes and unbeatable proximity to the shoreline. With multiple living spaces, private balconies, elevat
Tell us what you're looking for and someone will contact you with available options.