Luxury Vacation Rentals for Large Groups in Hilton Head Island
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 49 large group vacation rentals – enter your dates for availability.
Hilton Head Island, South Carolina
Wander Hilton Head Golden
Next avail.
Dec 2 - Dec 4
610
Hilton Head Island, South Carolina
Wander Hilton Head Pines
Next avail.
Dec 2 - Dec 4
410
Hilton Head Island, South Carolina
Wander Hilton Head Diamond
Next avail.
Dec 2 - Dec 4
511
Hilton Head Island, South Carolina
Wander Hilton Head Tides
Next avail.
Dec 2 - Dec 5
612
Hilton Head Island, South Carolina
Wander Hilton Head Emerald
Next avail.
Dec 2 - Dec 4
512
Hilton Head Island, South Carolina
Wander Hilton Head Daze
Next avail.
Dec 2 - Dec 4
512
Hilton Head Island, South Carolina
Wander Hilton Head Vanguard
Next avail.
Dec 9 - Dec 11
512
Hilton Head Island, South Carolina
Wander Hilton Head South
Next avail.
Dec 2 - Dec 4
412
Welcome to your large group retreat in Hilton Head Island
Bring the whole crew to Hilton Head Island and spread out in style. Wander offers luxury vacation rentals in Hilton Head Island tailored for large groups, with generous great rooms, multiple king suites, and flexible bunk or twin rooms for the younger set.
Gather with ease around chef-ready kitchens with double refrigerators and expansive dining areas, then step to resort-worthy backyards with pools, hot tubs, and grilling stations. Expect ultra fast WiFi, spotless housekeeping, plush linens, and 24/7 concierge support.
Every home is handpicked and professionally operated, so what you see in the photos is exactly what you arrive to. Perfect for reunions, milestone weekends, or team offsites.
Hilton Head Island, South Carolina
Wander Hilton Head Cove
Next avail.
Dec 2 - Dec 4
618
Hilton Head Island, South Carolina
Wander Hilton Head Paradise
Next avail.
Dec 2 - Dec 5
718
Hilton Head Island, South Carolina
Wander Hilton Head Oasis
Next avail.
Jan 2 - Jan 5
518
Hilton Head Island, South Carolina
Wander Hilton Head Coral
Next avail.
Dec 2 - Dec 4
619
Hilton Head Island, South Carolina
Wander Hilton Head Lookout
Next avail.
Dec 2 - Dec 4
824
Hilton Head Island, South Carolina
Wander Hilton Head Crystal
Next avail.
Dec 4 - Dec 6
724
Hilton Head Island, South Carolina
Wander Hilton Head Dunes
Next avail.
Dec 2 - Dec 4
616
Hilton Head Island, South Carolina
Wander Hilton Head Atlantic
Next avail.
Dec 2 - Dec 4
826
Hilton Head Island, South Carolina
Wander Hilton Head Dunes
Next avail.
Dec 2 - Dec 4
616
Hilton Head Island, South Carolina
Wander Hilton Head Paradise
Next avail.
Dec 2 - Dec 5
718
Hilton Head Island, South Carolina
Wander Hilton Head Bliss
Next avail.
Dec 11 - Dec 14
722
Hilton Head Island, South Carolina
Wander Hilton Head Diamond
Next avail.
Dec 2 - Dec 4
511
Hilton Head Island, South Carolina
Wander Hilton Head Crystal
Next avail.
Dec 4 - Dec 6
724
Hilton Head Island, South Carolina
Wander Hilton Head Emerald
Next avail.
Dec 2 - Dec 4
512
Hilton Head Island, South Carolina
Wander Hilton Head Coast
Next avail.
Feb 28 - Mar 4
620
Hilton Head Island, South Carolina
Wander Hilton Head Moon
Next avail.
Dec 2 - Dec 4
514
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
All homes in Hilton Head Island
Hilton Head Island, South Carolina
Wander Hilton Head Golden
Next avail.
Dec 2 - Dec 4
610
Hilton Head Island, South Carolina
Wander Hilton Head Pines
Next avail.
Dec 2 - Dec 4
410
Hilton Head Island, South Carolina
Wander Hilton Head Diamond
Next avail.
Dec 2 - Dec 4
511
Hilton Head Island, South Carolina
Wander Hilton Head Tides
Next avail.
Dec 2 - Dec 5
612
Hilton Head Island, South Carolina
Wander Hilton Head Emerald
Next avail.
Dec 2 - Dec 4
512
Hilton Head Island, South Carolina
Wander Hilton Head Daze
Next avail.
Dec 2 - Dec 4
512
Hilton Head Island, South Carolina
Wander Hilton Head Vanguard
Next avail.
Dec 9 - Dec 11
512
Hilton Head Island, South Carolina
Wander Hilton Head South
Next avail.
Dec 2 - Dec 4
412
Discover more large groups activities in Hilton Head Island
Barrier-island beauty defines Hilton Head. Twelve miles of wide Atlantic beaches meet windswept dunes, tidal marshes, and live oaks draped in Spanish moss.
Days flow from sunrise bike rides on hard-packed sand to kayaking Broad Creek and spotting dolphins in Calibogue Sound. Golfers can take on storied courses like Harbour Town Golf Links and Palmetto Dunes. Nature lovers wander Sea Pines Forest Preserve and nearby Pinckney Island National Wildlife Refuge.
After dark, enjoy Lowcountry flavors, waterfront sunsets, and an easygoing coastal rhythm that makes gatherings feel effortless. This is why Wander's luxury vacation rentals in Hilton Head Island are the perfect choice for large groups, whether you're traveling for work or leisure.