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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 ($248). Conversely, the most expensive month to stay in Hilton Head Island is July ($457).

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 ($279). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $502.

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 $149 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 9,582 hotels in Hilton Head Island and price data was last updated on 30 April 2025. The average price for a hotel in Hilton Head Island is $353/night.
Show all 9,582 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
$448
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
$322
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
$373
Avg. per night
View Deal
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
$172
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
$120
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
$82
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 30 April 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 30 April 2025.

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

    The average cost for a holiday rental in Hilton Head Island is $354/night. A good holiday rental deal in Hilton Head Island would be for $267/night or less. The cheapest rental deal found recently by our users was $94/night. If you’re flexible with your travel dates, then try to avoid booking February, the most expensive month of the year. Booking May 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.

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