A Closer Look at Vacation Homes on Hilton Head Island

By Hilton Head Insider

If you’re searching for a stay that feels truly personal, Hilton Head Island’s vacation homes are the perfect fit. With hundreds of options to choose from, you’re sure to find a rental that fits your style—whether it’s a beachfront retreat, a golf course escape, or a luxury property with access to resort amenities. With distinctive design, private spaces, and little touches that make your stay unique, you’ll feel at home—because you are!

Pick the Perfect Property

Standalone Vacation Homes

Island Time curates hand-selected luxury homes and villas with concierge-level services and world-class amenities in sought-after communities. For those seeking an ultra-luxurious home base, their exclusive Icône Collection elevates your stay with impeccable design, cutting-edge technology, and prime locations.

Looking for something different? Rental services like Island Rentals of Hilton Head, Vacation Time of Hilton Head, and Beach Properties of Hilton Head make it easy to find your perfect getaway with curated categories like golf course views, private pools, and budget-friendly options.

On-Resort Vacation Rentals

Palmetto Dunes Oceanfront Resort offers an array of vacation villas, from cozy one-bedroom retreats to spacious four-bedroom accommodations, as well as rental homes with three to six bedrooms—perfect for larger groups. Here, guests enjoy access to the resort’s amenities, including tennis and pickleball courts, world-class golf courses, boat rentals, and kids’ programs.

The Sea Pines Resort offers over 400 vacation homes and villas, ranging from one to seven bedrooms. From stunning ocean views, pristine golf course scenery, or the natural beauty of the Lowcountry, there’s a property to match your style and guest list. Rentals include access to premier amenities, including championship golf, dining, activities, and perks like complimentary tennis (when available), preferred tee times, and priority dining reservations through your Guest Amenity Card.

Why Rent a Vacation Home?

Sometimes, your stay needs a more expansive setting than a hotel room. Renting a vacation home means more room to spread out, space to make memories, and little touches that make your getaway uniquely yours.

A Space to Call Your Own

There’s nothing like having your own space. A vacation rental offers a different way to unwind—one where private bedrooms, a spacious backyard for family barbecues, and the comfort of exclusive amenities create a peaceful retreat. You’ll enjoy space and peace of mind to relax your way.

Room For Everyone

Vacation rentals make family reunions, bachelorette weekends, or getaways with friends easy, with plenty of space to gather, spread out, and enjoy each other’s company. And with laundry facilities and ample storage space, you won’t need to worry about overpacking or clutter.

Just-For-You Amenities

Enjoy access to amenities you’d typically share with other guests all to yourself. Many vacation rentals offer private heated pools, charming balconies and porches, gardens, fire pits, and beach chairs. Some go even further, offering extras like golf carts, meditation rooms, tennis courts, and fishing lagoons.

No Pets Left Behind

Are you traveling with pets? Many Hilton Head Island vacation homes are pet-friendly, offering fenced yards and plenty of space for your four-legged family members. Choose a home near dog-friendly beaches like Burkes Beach or Fish Haul Beach Park so everyone can enjoy the getaway.