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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 October ($816). Conversely, the most expensive month to stay in Hilton Head Island is April ($1,497).

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 ($920). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $1,993.

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 $279 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 9,564 hotels in Hilton Head Island and price data was last updated on 9 June 2025. The average price for a hotel in Hilton Head Island is $620/night.
Show all 9,564 stays
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
$136
Avg. per night
View Deal
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
$744
Avg. per night
View Deal
Hilton Beachfront Resort and Spa Hilton Head Island
Hilton Beachfront Resort and Spa Hilton Head Island

Hilton Beachfront Resort and Spa Hilton Head Island

1 Hotel Circle, Hilton Head Island, SC, United States
6.4 km from city centre
Pool
Free Wi-Fi
$534
Avg. per night
View Deal
Coral Sands Resort by Palmera
Coral Sands Resort by Palmera

Coral Sands Resort by Palmera

66 Pope Avenue, Hilton Head Island, SC, United States
7.7 km from city centre
Free Wi-Fi
Parking
$325
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 June 2025.
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 June 2025.

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

    $621/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 February is the most expensive month to book, and April is the cheapest month to book. HotelsCombined users recently found Hilton Head Island holiday rentals for as low as $189/night. In general, any Hilton Head Island rental for $432 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 Hilton Beachfront Resort and Spa Hilton Head Island.

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