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Vacation rentals in Hilton Head Island

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Travel insights for vacation rentals in Hilton Head Island

Use these up-to-date, data-driven insights about booking a vacation 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 (C$ 332). Conversely, the most expensive month to stay in Hilton Head Island is April (C$ 1,089).

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 (C$ 791). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is C$ 1,126.

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 C$ 229 per night.
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Other accommodations in Hilton Head Island

Find the perfect vacation rental for your stay in Hilton Head Island. There are 9,607 hotels in Hilton Head Island and price data was last updated on 1 July 2025. The average price for a hotel in Hilton Head Island is C$ 529/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
C$ 150
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
C$ 105
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
C$ 531
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 1 July 2025.
Utilize the map to find properties close to the Hilton Head Island area(s) or attractions you plan on visiting. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.

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 1 July 2025.

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

    Hilton Head Island vacation rentals are C$ 529/night on average. However, you may find that prices fluctuate depending on the time of year. For example, February is the most expensive month to book a vacation rental in Hilton Head Island, and March is often the cheapest month to book. Recently, our users found rentals for C$ 179/night - which is currently the cheapest price. Keep in mind that anything C$ 388/night or less is still considered a good deal.

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

    Yes, there are 103 Resort vacation rentals in Hilton Head Island. According to our data, Omni Hilton Head Oceanfront Resort is currently the most popular Resort rental in the city.

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