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 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
11 Grey Widgeon
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
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 equipped with a comfortable sleeper sofa. There are lots of b
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.
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 perf
130 Mooring Buoy
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.
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 w
9 Armada
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
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
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
Step inside to an impressive, oversized entryway that immediately sets the tone for this exceptional home. The grand entrance features a sweeping spiral staircase to the left, convenient elevator access, and direct entry to the garage, all thoughtfully design
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.
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 trai
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.
This stunning Palmetto Dunes beach home has recently undergone a full renovation, boasting 5 bedrooms and offering a short stroll to both the beach and the Robert Trent Jones Golf Course. The highlight of this retreat is the brand new private pool, perfect fo
13 Sea Lane
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
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