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Holiday hires in Hilton Head Island

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

Hilton Head Island, United States
1 May — 2 May2
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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 ($624). Conversely, the most expensive month to stay in Hilton Head Island is July ($1,204).

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 Tuesday ($845). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $1,542.

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 $233 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 9,575 hotels in Hilton Head Island and price data was last updated on 24 April 2025. The average price for a hotel in Hilton Head Island is $559/night.
Show all 9,575 stays
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
$702
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
$504
Avg. per night
View Deal
The Westin Hilton Head Island Resort & Spa
The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

2 Grasslawn Ave, Hilton Head Island, SC, United States
6.6 km from city centre
Free Wi-Fi
$576
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
$124
Avg. per night
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Hilton Garden Inn Hilton Head
Hilton Garden Inn Hilton Head

Hilton Garden Inn Hilton Head

1575 Fording Island Road, Hilton Head Island, SC, United States
5.3 km from city centre
Free Wi-Fi
Parking
$270
Avg. per night
View Deal
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
$157
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 24 April 2025.
Scroll to and zoom in on the areas in Hilton Head Island you plan on visiting to find nearby properties. Users can click on a holiday 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 24 April 2025.

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

    $559 per night is how much a holiday rental in Hilton Head Island costs, on average. $192 per night was the cheapest price recently found by our users, though anything for $429 per night or less is a good deal. Keep in mind that Hilton Head Island holiday rental prices fluctuate throughout the year: the most expensive month to book is May, and the cheapest time to book is January.

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

    If you’re looking to book a Resort holiday rental in Hilton Head Island, then you have 103 to choose from. We recommend looking at Omni Hilton Head Oceanfront Resort as it’s currently the most popular Resort rental among our users.

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