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

$363 per night is how much a vacation rental in Hilton Head Island costs, on average. $123 per night was the cheapest price recently found by our users, though anything for $280 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 May, and the cheapest time to book is January.

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. 97% 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.

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 Hilton Beachfront Resort and Spa Hilton Head Island.

Hilton Head Island Vacation Rentals, Apartments & Condos

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 ($254). Conversely, the most expensive month to stay in Hilton Head Island is July ($559).

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 Friday ($334). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $531.

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

Save money by booking a vacation rental at least 64 days before your trip to Hilton Head Island. The lowest price found when booking 64 days ahead was $149 per night.

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Other accommodations in Hilton Head Island

Show all 9,573 stays

Simple Rewards Inn

200 Museum Street, Hilton Head Island, SC, United States

1.4 mi from city centre

Free Wi-Fi

Parking

$100

Avg. per night

View Deal

Marriott's Grande Ocean, A Marriott Vacation Club Resort

51 South Forest Beach Drive, Hilton Head Island, SC, United States

5.4 mi from city centre

Pool

Free Wi-Fi

$721

Avg. per night

View Deal

Bluewater by Spinnaker Resorts

10 Bluewater Marina Drive, Hilton Head Island, SC, United States

1.2 mi from city centre

Pool

Free Wi-Fi

Parking

$273

Avg. per night

View Deal

Hilton Beachfront Resort and Spa Hilton Head Island

1 Hotel Circle, Hilton Head Island, SC, United States

4.0 mi from city centre

Pool

Free Wi-Fi

$327

Avg. per night

View Deal

The Westin Hilton Head Island Resort & Spa

2 Grasslawn Ave, Hilton Head Island, SC, United States

4.1 mi from city centre

Free Wi-Fi

$373

Avg. per night

View Deal

Where to stay in Hilton Head Island

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

How much does a vacation rental in Hilton Head Island cost?
$363 per night is how much a vacation rental in Hilton Head Island costs, on average. $123 per night was the cheapest price recently found by our users, though anything for $280 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 May, and the cheapest time to book is January.
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. 97% 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.
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 Hilton Beachfront Resort and Spa Hilton Head Island.

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 ($254). Conversely, the most expensive month to stay in Hilton Head Island is July ($559).

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 Friday ($334). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $531.

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

Save money by booking a vacation rental at least 64 days before your trip to Hilton Head Island. The lowest price found when booking 64 days ahead was $149 per night.

Other accommodations in Hilton Head Island

Find the perfect vacation rental for your stay in Hilton Head Island. There are 9,573 hotels in Hilton Head Island and price data was last updated on April 17, 2025. The average price for a hotel in Hilton Head Island is $363/night.

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 April 17, 2025.

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 April 17, 2025.

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

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

Are there any Resort vacation rentals in Hilton Head Island?

Find better results for your stay in Hilton Head Island

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Vacation rentals in Hilton Head Island

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

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 ($254). Conversely, the most expensive month to stay in Hilton Head Island is July ($559).

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 Friday ($334). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $531.

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

Save money by booking a vacation rental at least 64 days before your trip to Hilton Head Island. The lowest price found when booking 64 days ahead was $149 per night.

Other accommodations in Hilton Head Island

Find the perfect vacation rental for your stay in Hilton Head Island. There are 9,573 hotels in Hilton Head Island and price data was last updated on April 17, 2025. The average price for a hotel in Hilton Head Island is $363/night.

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 April 17, 2025.

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 April 17, 2025.

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

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

Are there any Resort vacation rentals in Hilton Head Island?

Find better results for your stay in Hilton Head Island

Explore these cities in South Carolina

Looking to explore South Carolina during your trip? These are other popular cities nearby that HotelsCombined users visit