Hilton Head Island Vacation Rentals & Condos

Compare 487 vacation rentals. Enter your trip dates to get started.
USA > South Carolina > Hilton Head

Make Hilton Head your next getaway—choose from 487 great Hilton Head Island Vacation Rentals & Condos

If you're traveling along the southeastern coast, make some time to check out family-friendly Hilton Head Island and see why it was voted the Best Island in the Continental U.S. for the second year in a row, second best in the entire world, and one of the top 10 family beaches. When it's time to find a place to lay your head for a night or two, be sure to check out our comfortable Hilton Head Island vacation rentals, beach house rentals, and condo rentals.

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


Condo rentals

View 355 Condo rentals

House rentals

View 94 House rentals


View 26 Villas

Hilton Head vacation rentals for every getaway

Dog-friendly Hot tub Internet
Island Club 5302 3D Tour
2 Bed | 2 Bath | Sleeps 6

Island Club 5302 - Hilton Head, SC

From $230
Beach Lagoon 3D Tour
9 Bed | 8.5 Bath | Sleeps 24

Beach Lagoon - Hilton Head, SC

From $1,238
Grand Times 3D Tour
5 Bed | 4 Bath | Sleeps 14

Grand Times - Hilton Head, SC

From $378
St. Andrews Common 1867 3D Tour
1 Bed | 1.5 Bath | Sleeps 4

St. Andrews Common 1867 - Hilton Head, SC

From $83
Fiddlers Cove 6H 3D Tour
2 Bed | 2 Bath | Sleeps 6

Fiddlers Cove 6H - Hilton Head, SC

From $94

View 482 more homes

Recent Hilton Head vacation rental reviews

We have rented a lot of homes and this was by far the nicest yet. With our adult children and their families spread out around the country, this was the perfect place to meet and spend Spring Break! The (3) bedrooms each have their own bathrooms, giving everyone privacy. Our son was working remotely and the internet service was fast, so he didn't miss a beat. The hosts, Cynthia and John responded immediately when we had a couple of questions. They even gave us recommendations as to their favorite places to go! Hilton Head is a special island, and we love everything about it. The condo is located within Palmetto Dunes and is centrally located on the island, so it is easy to get anywhere you want to go! It is also very close to the beach. We did it all... played a lot of golf and pickle ball. We biked everywhere and we even walked the beach and sat by the pool. Our weather was perfect! All this to say, you won't go wrong with this beautiful condo. Just please don't try to book Spring Break, so it'll be available for us every year! Many thanks to the wonderful hosts!
angela b. | Apr 2021
This is a great condo! Everything was clean, in working order and a great location. Walking distance to the sound and South Marina is a great convenience.
Kelly V. | Apr 2021
We love it here! Already booked for 2022! That will be our 3rd year in the same unit. Great location- clean —awesome views. Suggestion : bring some inside and beach games - envious of those who had them. Can’t wait till next spring !
Jayne V. | Apr 2021

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Hilton Head, SC?

If you're staying in the charming rural city of Okatie, you'll be a mere 14 miles from Hilton Head Island and 31 miles from quaint and quintessentially southern Savannah, GA.

Things to do in Hilton Head, SC

With over 33 public and private golf courses to its credit, Hilton Head Island is a golfer's dream. It's even been named No. 10 on Golf Digest's list of World's Best Golf Resorts. Take your pick from parkland and oceanfront courses and spend your vacation days exploring world-class class sites designed by notable golf architects and pros.

From casual to fine cuisine, Hilton Head offers guests over 250 restaurants - 20 of which are on the waterfront - featuring Asian, French, Mediterranean, and traditional Southern Lowcountry cuisine. From sun-up to sun-down, you and your guests can imbibe on tasty cocktails and feast on fresh ingredients, including fresh-caught fish and seafood.

Get out and about and check out the Farmer's Market at Bluffton, less than seven miles away, and sample local produce, browse specialty items, like jams, chutneys, and chocolates, and grab some barbecue, gumbo, or dumplings at the vendor booths. Head to the Shops at Sea Pines Center for jewelry, artwork, crafts, and more. And be sure to catch some live music at a variety of venues in and around the area. 

Make one of our Hilton Head Island vacation condo rentals your home away from home, and set yourself up for an unforgettable vacation experience in South Carolina.

Discover Hilton Head

Pet-Friendly East Coast Vacations Your Dog Will Love

5 Oceanfront Hilton Head Vacation Rentals With Pools