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Holiday rentals in Hilton Head Island

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Travel insights for holiday rentals in Hilton Head Island

Use these up-to-date, data-driven insights about booking a holiday rental in Hilton Head Island including ideal times to book, pricing trends, and more.

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 March ($400). Conversely, the most expensive month to stay in Hilton Head Island is July ($1,088).

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 ($393). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $591.

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 $202 per night.

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Cheapest holiday 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 $288 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 9 March 2026
Currently, these are the lowest-priced holiday rentals in Hilton Head Island we've come across for the dates selected. As prices can vary by date, change the dates if you're flexible to compare rates.
Ocean View at Island Club
Ocean View at Island Club

Ocean View at Island Club

Hilton Head Island, SC, United States
6.3 km from city centre
$288
Avg. per night
View Deal
The Cottages by Spinnaker Resorts
The Cottages by Spinnaker Resorts

The Cottages by Spinnaker Resorts

Hilton Head Island, SC, United States
7.4 km from city centre
Air conditioning
Free Wi-Fi
$1,863
Avg. per night
View Deal

Where to stay in Hilton Head Island

Explore different neighbourhoods and areas within Hilton Head Island to find the perfect location for your stay. Map data was last updated on 9 March 2026.
Scroll to and zoom in on the areas in Hilton Head Island you plan on visiting to find nearby properties. Clicking a property's name will unlock more information and allow you to book that particular holiday rental.

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 9 March 2026.

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

    $603/night is a typical cost for a holiday rental in Hilton Head Island throughout the year. Rental prices do vary though, and you’ll find that July is the most expensive month to book, and October is the cheapest month to book. HotelsCombined users recently found Hilton Head Island holiday rentals for as low as $196/night. In general, any Hilton Head Island rental for $446 or less is a good deal.

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

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

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