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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 January (S$ 181). Conversely, the most expensive month to stay in Hilton Head Island is July (S$ 1,774).

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 Monday (S$ 316). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is S$ 657.

How far ahead should you book a vacation rental in Hilton Head Island?

Save money by booking a vacation rental at least 47 days before your trip to Hilton Head Island. The lowest price found when booking 47 days ahead was S$ 154 per night.

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Cheapest holiday rentals in Hilton Head Island, South Carolina

Discover affordable stays in Hilton Head Island that provide a quality experience without breaking the bank. Hotels in Hilton Head Island can be found for as low as S$ 192 per night. There is currently one property in Hilton Head Island that can be booked for this price. Ocean View at Island Club is one of the hotels that can be booked for the lowest price in Hilton Head Island. Price data was last updated on 13 December 2025
These Hilton Head Island properties charge the lowest price per night of those we've come across. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
Ocean View at Island Club
Ocean View at Island Club

Ocean View at Island Club

Hilton Head Island, SC, United States
6.3 km from city centre
S$ 192
Avg. per night
View Deal
The Cottages by Spinnaker Resorts
The Cottages by Spinnaker Resorts

The Cottages by Spinnaker Resorts

Hilton Head Island, SC, United States
7.4 km from city centre
Air conditioning
Free Wi-Fi
S$ 1,419
Avg. per night
View Deal

Other accommodations in Hilton Head Island

Find the perfect holiday rental for your stay in Hilton Head Island. There are 7,502 hotels in Hilton Head Island and price data was last updated on 13 December 2025. The average price for a hotel in Hilton Head Island is S$ 637/night.
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$ 68
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 13 December 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 13 December 2025.

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

    On average, it costs S$ 637 per night for a Hilton Head Island holiday rental, but S$ 510 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$ 98 per night. If you can, try to avoid booking your rental July (as this is the most expensive month). Booking February (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 Omni Hilton Head Oceanfront Resort.

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