Best Hilton Hilton Head Vacation Rentals for Families, Couples and Group Travel


There is no doubt : Condé Nast Traveler readers love Hilton Head. The island of South Carolina has been voted the best island in the United States for the last five consecutive Readers’ Choice Awards. It’s no surprise that the island is so popular: a 45-minute drive from Savannah and 2.5 hours from Charleston, this is an ideal laid-back destination that can appeal to any member of the family whether they’re looking to play golf, relax on the beach, spot wildlife in the island’s multiple reserves or feast on fresh seafood. Fishing, biking, kayaking and paddleboarding opportunities abound, and plenty of outdoor activities can be enjoyed year-round, thanks to the region’s mild winters.

While you can certainly stay at a hotel on the island, like the Westin or the Omni, returning visitors may like to move to a more local location. Below, we’ve rounded up 11 great Hilton Head vacation rentals, from family reunion-sized Airbnbs to a group trip-ready condo managed by Marriott Homes & Villas.

While we have not stayed at all of the rental properties shown unless otherwise noted, these listings are verified against Superhost status, amenities, location, previous guest reviews, and decor.

All products featured on Condé Nast Traveler are independently selected by our editors. However, when you buy something through our retail links, we may earn an affiliate commission.


Comments are closed.