Discover a selection of 9,000 vacation rentals in Hilton Head Island, SC that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $107 per night, and houses and villas are popular options for a stay in Hilton Head Island. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Hilton Head Island
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Destination guide

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. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Things to do

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)
  • Ocean Course at The Sea Pines Resort (2.4 mi / 3.8 km)
  • Palmetto Dunes Club (2.5 mi / 4.1 km)
  • The Golf Courses of Palmetto Dunes (2.5 mi / 4.1 km)
  • Harbour Town Golf Links (3.1 mi / 5.1 km)
Weather

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 79°F.

Natural features

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 (1 mi / 1.7 km)
  • Coligny Beach (1.8 mi / 2.9 km)
  • South Beach (4.3 mi / 6.9 km)
  • Folly Field Beach Park (5.8 mi / 9.4 km)
  • North Beach (11.1 mi / 17.9 km)
  • Mid Beach (11.7 mi / 18.8 km)
How to get there

Traveling to and around Hilton Head Island

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

What are the top vacation rentals in or near Hilton Head Island?

Whether you're searching for an intimate retreat for you and your boo or somewhere roomy to fit all your friends, you'll find some top vacation rentals in and around Hilton Head Island. Here are a couple we think you'll like:

  • Around 1 mile from the center of Hilton Head Island, you'll find it hard to resist "Castle By The Sea 7br/8ba Luxury Home With Elevator". It has 7 bedrooms and handy features including a highchair and a private pool.
  • Another great option is "Large Home With Beautiful Private Pool And Spa", which is around 3 miles from Hilton Head Island. Offering 5 bedrooms, an iron and ironing board and tennis, it has everything you need to make your stay comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Hilton Head Island vacation rental for you.

What are the best tiny house vacation rentals in or near Hilton Head Island?

You need only set foot inside one of Vrbo's tiny house vacation rentals in Hilton Head Island to discover that amazing things really do come in tiny packages. Designed to maximize every inch of space, these mini digs promise a big vacation experience:

  • Take a couple of days off to enjoy a simpler way of life at "Cottage/tiny House Living Accommodation In Beaufort For Cost". Located in Pigeon Point, a dryer and a dining table are just a couple of the amenities included here.
  • "Romantic Shabby Chic Tiny House By The Marsh" in Beaufort is another great choice. Heating and cable/satellite TV services will help make your stay here extra comfortable.

What are the top-rated vacation rentals for weekend getaways in or near Hilton Head Island?

Clock off on Friday afternoon and then forget all about work. If it's time for some relaxation and fun, these retreats in and near Hilton Head Island promise an unforgettable weekend getaway:

  • "Brand New Beaufort Cottage, Best Location" is a favorite option around 19 miles north of the center of Hilton Head Island. You don't have to go far to find something fun to do around this vacation rental. Get out and discover Barony Course at Port Royal Golf Club and Robert Trent Jones Course. Activities like sailing and horse riding will add a nice touch to your whirlwind break.
  • Alternatively, get into vacation mode at "9 Wisteria Ln - 1 Level Renovated Home". About 3 miles southwest of Hilton Head Island, fun activities around here include windsurfing and basketball. Prefer to go sightseeing? Make a beeline for Palmetto Dunes Club and Crescent Pointe Golf Club.

Can I find studio apartments for rent in and around Hilton Head Island?

Studio apartments set a high bar when it comes to location and convenience. Get comfy in one of these studio apartments for rent in or near Hilton Head Island and get a taste of the local vibe and energy:

  • Unpack your suitcase at "Brand New Beaufort Cottage, Best Location". Amenities including off-street parking options and a porch will help you feel at home here.
  • Alternatively, get away to "Downtown Beaufort Carriage House", which offers conveniences such as a garden and a nearby marina.

There are plenty of sights around Hilton Head Island you shouldn't miss. Satisfy the culture lover in you with a visit to Workshop Theatre and Columbia Museum of Art.

Can I find short term rentals in or near Hilton Head Island?

Whether you're after a cozy cabin or a house to fit the entire family, you'll find the perfect place on Vrbo. Treat yourself to a mini break at one of these favorites in or near Hilton Head Island:

  • Close to the center of Hilton Head Island, "9 Wisteria Ln - 1 Level Renovated Home" rolls out the welcome mat for short-term guests. When you're not chilling out in your comfortable digs, get out and discover the area's best sights.
  • Alternatively, spend a couple of nights at "2 Min Walk 2 Beach, Pvt Heated Pool". This comfy, conveniently located property will feel like your home away from home.

What are the best romantic weekend getaways in or near Hilton Head Island?

Whether spent in a luxury condo or a rustic cabin, a romantic weekend getaway is one of the best ways to add some fire to your relationship. Whisk your special someone away for a couple of leisurely days at one of these sought-after escapes in or near Hilton Head Island:

  • Located around 1 mile from Hilton Head Island, "Castle By The Sea 7br/8ba Luxury Home With Elevator" is the perfect place for doting lovebirds. A swimming pool and outdoor furniture are some of the many amenities you'll find here.
  • "Large Home With Beautiful Private Pool And Spa" is another retreat that'll woo you. It's about 3 miles from Hilton Head Island and comes with a swimming pool and a balcony.

What are the best large group vacation rentals in or near Hilton Head Island?

Check out these large group vacation rentals in or near Hilton Head Island where you won't have to leave anyone off your invite list:

  • There's loads of space to move around at "Castle By The Sea 7br/8ba Luxury Home With Elevator". Around 1 mile southeast of Hilton Head Island, this impressive retreat has 7 bedrooms accommodating up to 18 guests. Top amenities include a swimming pool and a kitchen.
  • "2 Min Walk 2 Beach, Pvt Heated Pool" is another option that'll fit the whole gang. It's around 3 miles to the east of Hilton Head Island, has 5 bedrooms and sleeps up to 12 guests. A garden and a swimming pool are just a couple of things designed to make your visit even more comfortable.

What are the best houses for rent with a pool in or near Hilton Head Island?

Nothing spells fun like a pool. Grab your flamingo floatie and browse these houses in or near Hilton Head Island that come with this vacation perk:

  • Get your vacation on at "Downtown Beaufort Carriage House", where your top priority will be hanging out by the pool. Amenities including a TV and a toaster help make this escape a favorite with guests.
  • Spend lazy days swimming or catching a few peaceful moments beside the water at "Private 4br/4. 5ba House With 2 Golf Carts". This vacation rental is another favorite and features free toiletries, a dining table and more.

Unsure how to pack for your Hilton Head Island break? This appealing destination has a humid subtropical climate. In the summer months, you can expect average temperatures of between 75 ºF and 90 ºF. Browse our selection of Hilton Head Island vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more ideas about where to stay.

What are the best large family vacation rentals in or near Hilton Head Island?

Whether your ideal escape is out in the country or on the beach, you'll enjoy it even more if you share it with family and friends. Stay in one of these large family vacation rentals in or near Hilton Head Island and bring the whole crew:

  • Get your nearest and dearest under the same roof at "Castle By The Sea 7br/8ba Luxury Home With Elevator", which has 7 bedrooms that sleep up to 18 guests. This retreat is located 1 mile to the southeast of Hilton Head Island and comes with amenities such as childrens activities and a fridge.
  • "Large Home With Beautiful Private Pool And Spa" is another popular option. It's about 3 miles to the northeast of Hilton Head Island, has 5 bedrooms and can accommodate up to 10 guests. Handy amenities here include a microwave oven and coffee and tea making facilities.

If you're looking for family-friendly attractions in the area, you won't have far to go. Riverbanks Zoo and Garden, Columbia Canal and Riverfront Park and South Carolina State Fairgrounds promise lots of fun for all ages.

Can I find family cabin rentals in or near Hilton Head Island?

Get away from the hustle and bustle and treat the ones you love to a different type of vacation. Stay in one of these family cabin rentals in or near Hilton Head Island and get the camping experience — but with all the comforts of home!

  • "Stunning And Remote Riverfront Home With Private Dock And Gas Grill" - Enjoy fun and good times with your nearest and dearest at this escape, which is around 20 miles north of central Hilton Head Island. A DVD player and a kitchen are among its family-friendly amenities.
  • "Newly Renovated Two - Story Home W" - Another excellent option, this vacation rental comes with coffee and tea making facilities, a fridge and more. You'll find it around 19 miles to the northeast of Hilton Head Island.

For more options, use the search bar at the top of the page and adjust the filters to find the Hilton Head Island vacation rental that's perfect for your needs.

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