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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 October (S$ 304). Conversely, the most expensive month to stay in Hilton Head Island is April (S$ 902).

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 Thursday (S$ 565). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is S$ 1,050.

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 S$ 215 per night.
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Other accommodations in Hilton Head Island

Find the perfect holiday rental for your stay in Hilton Head Island. There are 9,561 hotels in Hilton Head Island and price data was last updated on 15 June 2025. The average price for a hotel in Hilton Head Island is S$ 499/night.
Show all 9,561 stays
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
S$ 154
Avg. per night
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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
S$ 105
Avg. per night
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The Inn & Club at Harbour Town
The Inn & Club at Harbour Town

The Inn & Club at Harbour Town

7 Lighthouse Lane, Hilton Head Island, SC, United States
10.3 km from city centre
Free Wi-Fi
Parking
S$ 574
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 15 June 2025.
Utilize the map to find properties close to the Hilton Head Island area(s) or attractions you plan on visiting. Users can click on a vacation rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

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 15 June 2025.

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

    On average, it costs S$ 499 per night for a Hilton Head Island holiday rental, but S$ 350 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Hilton Head Island was for S$ 146 per night. If you can, try to avoid booking your rental February (as this is the most expensive month). Booking April (the cheapest month) may end up saving you money.

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

    There are 103 holiday rentals in Hilton Head Island that fall under the Resort category, the most popular is Hilton Beachfront Resort and Spa Hilton Head Island.

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