Hilton Head Vacation Rentals & Condos

Compare 676 vacation rentals.
An error was detected and reported for this component.
USA > South Carolina > Hilton Head

Make Hilton Head your next getaway

Escape to Hilton Head Island, where pristine beaches, world-class golf courses, and scenic bike trails create the perfect Lowcountry getaway. Whether you're looking for a relaxing retreat or an adventure-filled vacation, this charming island offers something for everyone. From oceanfront resort rentals to family-friendly beach homes, our vacation rentals put you close to everything that makes Hilton Head a top destination.

Explore Hilton Head condo rentals, house rentals, villas, and more

housing_type_condo.jpg

Condo rentals

View 474 Condo rentals
housing_type_house.jpg

House rentals

View 95 House rentals
housing_type_villa.jpg

Villas

View 91 Villas

Popular amenities for Hilton Head vacation rentals

Popular
Dog-friendly Hot tub Internet
Lands End 39
3 Bedroom | 3 Bath | Sleeps 8

Lands End 39 - Hilton Head, SC

$476 avg / night
4.38 (58)
Seaside Villas II 289
1 Bedroom | 1 Bath | Sleeps 6

Seaside Villas II 289 - Hilton Head, SC

$156 avg / night
Springwood Villas 88
2 Bedroom | 2 Bath | Sleeps 6

Springwood Villas 88 - Hilton Head, SC

$137 avg / night
4.68 (22)
Beach Club Bungalow
3 Bedroom | 2 Bath | Sleeps 8

Beach Club Bungalow - Hilton Head, SC

$282 avg / night
HH Beach & Tennis 322AR
2 Bedroom | 2 Bath | Sleeps 6

HH Beach & Tennis 322AR - Hilton Head, SC

$198 avg / night

View 671 more homes

Recent Hilton Head guest reviews

We loved everything about this rental. The location was so convenient. The home was very clean and comfortable. The pool was an excellent size and so nice that it could be heated. The team was very responsive to any request. We will be back! Thank you.
Tamara O. | Apr 2025
This villa was located close to the Salty Dog and the beach. It is a short walk to the trolley which was very convenient. The villa was clean and the furniture was comfortable.
Sally B. | Apr 2025
We had such a good weekend and my husband and I spent more time in the unit than out of it. Also Vacasa left a gift bag full of a variety of snacks. Great touch!
Amanda H. | Apr 2025
Hilton Head vacation rental FAQ

Yes, 108 of our Hilton Head homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 699 of our Hilton Head vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Hilton Head vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Hilton Head team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Hilton Head, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Why choose Hilton Head Island?

Beautiful beaches

With 12 miles of sandy shoreline, Hilton Head is a paradise for beach lovers. Spend your days soaking up the sun, swimming in the Atlantic, or taking a leisurely stroll along the water’s edge.

World-class golf

Hilton Head is a golfer’s dream, home to championship courses designed by legendary architects. Whether you're a seasoned pro or a casual player, you'll find stunning fairways and challenging greens with breathtaking coastal views.

Outdoor adventures

Explore the island’s natural beauty by bike, kayak, or boat. Paddle through winding salt marshes, take a dolphin-watching tour, or bike along miles of scenic trails shaded by towering live oaks and Spanish moss.

Lowcountry cuisine

From fresh seafood to classic Southern flavors, Hilton Head’s dining scene is a foodie’s delight. Savor shrimp and grits, Lowcountry boils, and locally caught fish at waterfront restaurants with stunning sunset views.

Family-friendly fun

Hilton Head is perfect for families, with activities that entertain all ages. Climb the iconic Harbour Town Lighthouse, spot wildlife at the Coastal Discovery Museum, or spend the afternoon paddleboarding in the island’s calm waters.

Your Hilton Head Island escape awaits

Whether you're planning a romantic retreat, a golf getaway, or a family beach vacation, our Hilton Head Island rentals provide the perfect home base. Book your stay today and experience the beauty and charm of this beloved coastal destination with Vacasa.

Do you offer long-term or snowbird rentals on Hilton Head Island?

Yes. Hilton Head Island is a beloved coastal destination we offer beachfront homes, villas, and resort accommodations ideal for snowbirds and extended stays. Simply review our long-term rental inventory to begin planning the extended stay of your dreams. 

Explore snowbird and long-term rentals on Hilton Head Island >

Hilton Head travel inspiration

The ultimate guide to a dog-friendly East Coast vacation

Top Hilton Head Island oceanfront rentals with a pool

Explore long-term rentals in Hilton Head

Su
Mo
Tu
We
Th
Fr
Sa
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3