Reunite at One of Hilton Head Island’s Luxurious Vacation Rentals  

By Esme Benjamin

With summer just around the corner, many Americans are tentatively planning a vacation with their friends and family. Hilton Head Island’s pristine beaches, wildlife-filled nature preserves, delicious local-seafood restaurants and world-class golf courses make it the perfect setting for a long-awaited trip – whether you have a milestone celebration to catch up on, or simply being able to gather is a celebration in itself.

When it comes to accommodation options for this epic reunion, you will be spoiled for choice. While Hilton Head Island is lauded for its luxury full-service resorts (think: trusted brands including Marriott, Omni, Sonesta and Westin), the destination also boasts an impressive array of homes and villas for rent. 

When you book a home or villa, you get privacy and independence. These luxury properties come with everything you need, from fully-fitted kitchens so you can prepare your own meals (or hire a chef to cook for you), to in-residence laundry, swimming pools and private balconies. Stay on-site at one of Hilton Head Island’s resorts and you’ll have the best of both worlds – a self-contained space with the added perk of access to the resort’s amenities and quick access to the island's 60+ miles of leisure pathways. Read on for a few of the best Hilton Head Island vacation rentals.

Whether you envision your group in a cozy villa set among the trees or a huge ocean-adjacent mansion, you’ll find a vacation rental to suit at The Sea Pines Resort. Pick from homes, condos or villas in four distinct locations – Harbour Town, Oceanside, South Beach and Plantation – each one outfitted with all the amenities you could need for your stay. When you’re not relaxing poolside, check out The Sea Pines Resort’s famous golf courses, award-winning Smith Stearns Tennis Academy, gorgeous beaches or peaceful 600 acre nature preserve. 

Browse vacation rentals at seapines.com

Palmetto Oceanfront Resort packs three world-class golf courses, a full-service deep water marina with tons of top-rated restaurants and an 11-mile lagoon system into its lush grounds. Pick from a range of villas with one to four bedrooms and shared access to amenities, or one of the resort’s three to six bedroom residences – expansive, luxury homes with their own pools and/or direct beach access, bookable for stays of a week or more.  

Browse vacation rentals at palmettodunes.com

Island Time Hilton Head calls itself a “curator of coastal lifestyle,” and works directly with homeowners and guests to create the best experience possible. The company’s huge selection encompasses some of the most luxurious vacation rentals on the island, including properties at resorts. As locals themselves, Island Time Hilton Head’s founders also love to provide tips and recommendations to help you get the very best out of your trip.

Browse vacation rentals at islandtimehhi.com

If you’re not sure where to begin your search for a vacation rental, Beach Properties of Hilton Head is a good choice. Travelers can search by location (ideal if you have strong feelings about being by the beach versus the buzz of the harbor, for example), type of rental (home or villa), number of guests accommodated and even pet-friendly properties. Plus, when you book through Beach Properties of Hilton Head you’ll get little extra touches, like a “starter supplies” gift to welcome you on the first day of your vacation.

Browse vacation rentals at beach-property.com

This article was sponsored by Hilton Head Island