Find Vacation Rentals in Hilton Head Island, Beaufort County

We have 18,498 properties to choose from
Anytime
Guests
Anytime
Guests

Popular Hilton Head Island Vacation Rentals

Find the perfect Hilton Head Island vacation rental

House Hilton Head Island
from $879 per night
House ∙ 14 guests ∙ 5 bedrooms

301 m² House

4.8
Outstanding(90 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Details
House Hilton Head Island
from $294 per night
14 guests ∙ 4 bedrooms

House

4.9
Outstanding(37 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Details
House Hilton Head Island
from $913 per night
House ∙ 14 guests ∙ 6 bedrooms

337 m² House

4.3
Very good(58 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Details
House Hilton Head Island
from $959 per night
18 guests ∙ 7 bedrooms

House

5.0
Outstanding(54 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Details
House Hilton Head Island
from $1,024 per night
24 guests ∙ 10 bedrooms

House

4.8
Outstanding(42 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Details
Condo Hilton Head Island
from $277 per night
Condo ∙ 8 guests ∙ 3 bedrooms

169 m² Condo

4.9
Outstanding(34 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Details
House Hilton Head Island
from $427 per night
House ∙ 12 guests ∙ 5 bedrooms

325 m² House

5.0
Outstanding(98 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Details
House Hilton Head Island
from $1,305 per night
House ∙ 22 guests ∙ 8 bedrooms

632 m² House

5.0
Outstanding(178 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Details
House Hilton Head Island
from $1,033 per night
18 guests ∙ 8 bedrooms

House

5.0
Outstanding(54 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Details
Show more

Vacation rentals with Wi-Fi

House  Hilton Head Island
from $299 per night
House ∙ 10 guests ∙ 5 bedrooms

260 m² House

5.0
Outstanding(2 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Internet
Details
House  Hilton Head Island
from $163 per night
10 guests ∙ 3 bedrooms

House

4.6
Excellent(56 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Internet
Details
Condo  Hilton Head Island
from $664 per night
Condo ∙ 10 guests ∙ 5 bedrooms

275 m² Condo

4.7
Excellent(71 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Internet
Details
Show more

Vacation rentals and apartments with air conditioning

House  Hilton Head Island
from $556 per night
House ∙ 14 guests ∙ 5 bedrooms

233 m² House

5.0
Outstanding(14 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
Details
House  Hilton Head Island
from $229 per night
House ∙ 8 guests ∙ 4 bedrooms

261 m² House

4.8
Outstanding(23 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
Details
House  Hilton Head Island
from $270 per night
House ∙ 8 guests ∙ 4 bedrooms

177 m² House

4.5
Excellent
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
Details
Show more

Apartments and vacation rentals with a kitchen

House  Hilton Head Island
from $243 per night
House ∙ 10 guests ∙ 3 bedrooms

226 m² House

4.5
Excellent(55 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Kitchen
Details
House  Hilton Head Island
from $325 per night
12 guests ∙ 4 bedrooms

House

4.6
Excellent(44 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Kitchen
Details
House  Hilton Head Island
from $725 per night
House ∙ 13 guests ∙ 5 bedrooms

337 m² House

4.5
Excellent(35 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Kitchen
Details
Show more

Frequently Asked Questions

Can I find cheap vacation rentals in Hilton Head Island?

Accommodation in Hilton Head Island cost from $165 per night.

Is there a wide selection of vacation rentals in Hilton Head Island?

There are 18,498 vacation rental offers in Hilton Head Island available to book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Hilton Head Island Information

About Hilton Head Island

Commonly known for its amazing golfing, Hilton Head is also great for tennis, volleyball, polo, and more. The island even hosts many prestigious sporting events throughout the year. With a wide variety of first-class resorts to choose from and 12 miles of pristine beaches, Hilton Head also makes a great vacation. Take a look at the swamp at the Sea Pines Forest Preserve or take a stroll down the boardwalk.

Things to do in Hilton Head Island

Hilton Head boasts 24 world class golf courses and 350 tennis courts. In between matches, enjoy an easy day in the sun on one of the top 10 family beaches in the United States. If you're looking for outdoor adventure, try horseback riding through a forest preserve or biking on the beach or moss-draped trails. Of course, no trip to Hilton Head is complete without trying their famous Lowcountry cuisine. Very similar to New Orleans and Cajun cuisine, Lowcountry cuisine also has a vibrant African cuisine influence and offers a menu full of shrimp, fish, crabs, and oysters.

Day trips from Hilton Head Island

Hilton Head is less than an hour away from Savannah, Georgia, so it's definitely worth a trip across the state line. Savannah is a picturesque southern town with its period architecture, oak-lined streets, and good old southern hospitality. There are plenty of historical sites and museums to explore as well as the supposedly haunted Bonaventure Cemetery. Or, spend the day sipping mint juleps along with fresh seafood and creamy grits! If you'd rather stay stateside, make the trip to Charleston. This historic town is also bursting with Southern charm and hospitality. Take a stroll down Waterfront park while enjoying the view of the Battery and the French Quarter or have a peaceful day at the gardens at Middleton Place.

Hilton Head Island accommodations

Hilton Head offers everything you could possible imagine. Choose to stay at an oceanfront resort where your every need is taken care of, or try a private vacation rental with all the luxuries of home. For a true getaway, stay at the Inn & Club at Harbour Town - Sea Pines Resort. From the second you're met at the grand entrance, your entire stay will be like a dream. For some family-friendly fun, stay at Disney's Hilton Head Island Resort. The resort has a full calendar of activities that the kids will love.

Transportation in Hilton Head Island

Arrive at Hilton Head by flying through the Hilton Head Island Airport or the Savannah/Hilton Head International Airport. There is very little public transportation in Hilton Head, but because the town is so small, you don't even need it! Depending on where you stay, you can easily access everything you need by foot or bike.

Popular Day Trips Near Hilton Head Island

What are the trendiest neighborhoods in Hilton Head Island?

image-tag