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Vacation 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 January ($195). Conversely, the most expensive month to stay in Hilton Head Island is May ($722).

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 Saturday ($383). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $560.

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

Save money by booking a vacation rental at least 77 days before your trip to Hilton Head Island. The lowest price found when booking 77 days ahead was $168 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 $892 per night. There is currently one property in Hilton Head Island that can be booked for this price. The Cottages by Spinnaker Resorts is one of the hotels that can be booked for the lowest price in Hilton Head Island. Price data was last updated on 31 July 2025
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Hilton Head Island. Consider alternative dates if you're able to compare prices.
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
$892
Avg. per night
View Deal

Other accommodations in Hilton Head Island

Find the perfect holiday rental for your stay in Hilton Head Island. There are 10,227 hotels in Hilton Head Island and price data was last updated on 31 July 2025. The average price for a hotel in Hilton Head Island is $397/night.
Simple Rewards Inn
Simple Rewards Inn

Simple Rewards Inn

200 Museum Street, Hilton Head Island, SC, United States
2.2 km from city centre
Free Wi-Fi
Parking
$100
Avg. per night
View Deal
Red Roof Inn Hilton Head Island
Red Roof Inn Hilton Head Island

Red Roof Inn Hilton Head Island

5 Regency Parkway, Hilton Head Island, SC, United States
5.0 km from city centre
Free Wi-Fi
Air conditioning
$74
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 31 July 2025.
Scroll through the map to find vacation rentals close to the Hilton Head Island neighborhood(s) you plan on visiting. You can find more information on a particular vacation rental within the map by clicking on its name.

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 31 July 2025.

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

    The average cost for a holiday rental in Hilton Head Island is $398/night. A good holiday rental deal in Hilton Head Island would be for $304/night or less. The cheapest rental deal found recently by our users was $123/night. If you’re flexible with your travel dates, then try to avoid booking July, the most expensive month of the year. Booking February is the cheapest month to book a holiday rental in Hilton Head Island.

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

    Yes, there are 103 Resort holiday rentals in Hilton Head Island. According to our data, Hilton Beachfront Resort and Spa Hilton Head Island is currently the most popular Resort rental in the city.

Find better results for your stay in Hilton Head Island

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