Insights
Cheapest hotels
Where to stay

Vacation rentals in Hilton Head Island

Search and compare Hilton Head Island, SC vacation rentals from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travelers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customize your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Travel insights for vacation rentals in Hilton Head Island

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Hilton Head Island.

What is the cheapest month to book a vacation rental in Hilton Head Island?

The cheapest month to book a vacation rental in Hilton Head Island is January ($268). Conversely, the most expensive month to stay in Hilton Head Island is July ($663).

What is the cheapest day to stay in a vacation rental in Hilton Head Island?

The cheapest day to stay in Hilton Head Island is Monday ($234). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $429.

How far ahead should you book a vacation rental in Hilton Head Island?

Save money by booking a vacation rental at least 47 days before your trip to Hilton Head Island. The lowest price found when booking 47 days ahead was $119 per night.

Find deals

Cheapest vacation rentals in Hilton Head Island, South Carolina

Discover affordable stays in Hilton Head Island that provide a quality experience without breaking the bank. Hotels in Hilton Head Island can be found for as low as $186 per night. There is currently one property in Hilton Head Island that can be booked for this price. Ocean View at Island Club is one of the hotels that can be booked for the lowest price in Hilton Head Island. Price data was last updated on March 19, 2026
Out of the vacation rentals in Hilton Head Island we've come across, these properties are priced the lowest. Consider alternative dates if you're able to compare prices.
Ocean View at Island Club
Ocean View at Island Club

Ocean View at Island Club

Hilton Head Island, SC, United States
3.9 mi from city centre
$186
Avg. per night
View Deal

Other accommodations in Hilton Head Island

Find the perfect vacation rental for your stay in Hilton Head Island. There are 7,687 hotels in Hilton Head Island and price data was last updated on March 19, 2026. The average price for a hotel in Hilton Head Island is $369/night.
Shipyard by Spinnaker Resorts
Shipyard by Spinnaker Resorts

Shipyard by Spinnaker Resorts

35 Deallyon Ave, Hilton Head Island, SC, United States
5.0 mi from city centre
Free Wi-Fi
Parking
$166
Avg. per night
View Deal
Palmera Inn and Suites
Palmera Inn and Suites

Palmera Inn and Suites

12 Park Lane, Hilton Head Island, SC, United States
3.6 mi from city centre
Free Wi-Fi
$121
Avg. per night
View Deal
Marriott's Harbour Club, A Marriott Vacation Club Resort
Marriott's Harbour Club, A Marriott Vacation Club Resort

Marriott's Harbour Club, A Marriott Vacation Club Resort

144 Lighthouse Road, Hilton Head Island, SC, United States
6.3 mi from city centre
Free Wi-Fi
$340
Avg. per night
View Deal
Simple Rewards Inn
Simple Rewards Inn

Simple Rewards Inn

200 Museum Street, Hilton Head Island, SC, United States
1.4 mi from city centre
Free Wi-Fi
Parking
$101
Avg. per night
View Deal

Where to stay in Hilton Head Island

Explore different neighborhoods and areas within Hilton Head Island to find the perfect location for your stay. Map data was last updated on March 19, 2026.
Utilize the map to find properties close to the Hilton Head Island area(s) or attractions you plan on visiting. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

Facts about staying in Hilton Head Island

Find useful tips and insights about staying in Hilton Head Island to help you make the most of your experience. FAQs were last updated on March 19, 2026.

  • How much does a vacation rental in Hilton Head Island cost?

    $370 per night is how much a vacation rental in Hilton Head Island costs, on average. $116 per night was the cheapest price recently found by our users, though anything for $267 per night or less is a good deal. Keep in mind that Hilton Head Island vacation rental prices fluctuate throughout the year: the most expensive month to book is July, and the cheapest time to book is October.

  • What is the best Hilton Head Island vacation rental?

    Marriott's Surf Watch, A Marriott Vacation Club Resort has a 9.4 rating from 58 users, making it the best Hilton Head Island vacation rental based on our data.

  • What’s the closest vacation rental to Hilton Head Island Airport?

    It’s only 1.8 mi from Hilton Head Island Airport to Marriott's Surf Watch, A Marriott Vacation Club Resort (the nearest Hilton Head Island vacation rental to the airport).

  • What part of Hilton Head Island is best to stay in?

    The best neighborhood to stay in Hilton Head Island is Harbour Town, according to our user data. 33% of our users who looked for vacation rentals in Hilton Head Island searched for properties in the Harbour Town area. If you’re also interested in booking a vacation rental in Harbour Town, consider the Relax By Pool Harbour Town Resort Condo - the neighborhood’s most popular rental property.

  • What’s the most popular vacation rental in Hilton Head Island near Folly Field?

    If you’re looking for a vacation rental close to Folly Field while in Hilton Head Island, then the most popular is Marriott's Surf Watch, A Marriott Vacation Club Resort with a 9.4/10 review score from 58 users. The distance from Folly Field to Marriott's Surf Watch, A Marriott Vacation Club Resort is 0.5 mi.

  • Are there Hilton Head Island vacation rentals with “Kitchen/Kitchenette” listed as an amenity?

    1 vacation rental in Hilton Head Island currently mentions “Kitchen/Kitchenette” as a listed amenity. We recommend booking the Marriott's Surf Watch, A Marriott Vacation Club Resort, which is the most popular Hilton Head Island vacation rental featuring this amenity.

  • Are there any Resort vacation rentals in Hilton Head Island?

    At the moment, there are 103 properties listed as a Resort vacation rental in Hilton Head Island. A popular Resort in Hilton Head Island amongst our users is Omni Hilton Head Oceanfront Resort.

See more FAQs

Find better results for your stay in Hilton Head Island

Consider other places to stay in Hilton Head Island

Stay at one of these places that users have found on HotelsCombined.
Hilton Head Island Motels
Hilton Head Island Resorts