Hilton Head Island vacation rentals

We found 8,125 vacation rentals — enter your dates for availability

your current months are September, 2023 and October, 2023.
September 2023
October 2023
Select from 2791 houses, 323 apartments, and other vacation rentals to find the perfect place for your stay in Hilton Head Island. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, such as air conditioning and a TV. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Take in the waterfront beauty of Hilton Head Island

The island views and other outdoor surroundings create an inviting atmosphere in Hilton Head Island. This city's golfing, biking and bird watching draw many visitors. Marine Corps Recruit Depot Parris Island and River Street are just a couple of the must-sees. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Hilton Head Island

Are you hoping to discover attractions to visit while you're in the area? Travelers enjoy Hilton Head Island for its golfing, biking and bird watching. Venture out of your cozy vacation rental and experience everything that makes Hilton Head Island a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Heron Point by Pete Dye at Sea Pines Resort (0.3 mi / 0.5 km)
  • Shipyard Golf Course (0.9 mi / 1.5 km)
  • Van Der Meer Tennis Academy (1.7 mi / 2.7 km)
  • Palmetto Dunes Club (2.5 mi / 4.1 km)
  • The Golf Courses of Palmetto Dunes (2.5 mi / 4.1 km)
  • Atlantic Dunes by Davis Love III (2.6 mi / 4.1 km)

Exploring the beaches and other natural features in Hilton Head Island

Travelers enjoy Hilton Head Island for its island views, seaside and sunrises. Whether you're an active traveler or just want to spend some time taking in the scenery, Hilton Head Island is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Sea Pines Forest Preserve (0.8 mi / 1.3 km)
  • Coligny Beach (1.8 mi / 2.9 km)
  • South Beach (4.3 mi / 6.9 km)
  • Singleton Beach (4.4 mi / 7.1 km)
  • Folly Field Beach Park (5.8 mi / 9.4 km)
  • North Beach (11.1 mi / 17.8 km)

Seasonal weather averages in Hilton Head Island

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 82°F.

Traveling to and around Hilton Head Island

The nearest airport is in Hilton Head Island Airport (HHH), located 6.1 mi (9.9 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Savannah - Hilton Head International Airport (SAV), which is 26.3 mi (42.3 km) away.

Explore destinations around Hilton Head Island