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Vacation rentals in Hilton Head Island

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Travel insights for vacation rentals in Hilton Head Island

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Hilton Head Island.

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 ($200). Conversely, the most expensive month to stay in Hilton Head Island is May ($710).

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 Saturday ($336). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $566.

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

Save money by booking a vacation rental at least 26 days before your trip to Hilton Head Island. The lowest price found when booking 26 days ahead was $167 per night.
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Cheapest vacation 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 $989 per night. There is currently one property in Hilton Head Island that can be booked for this price. The Cottages by Spinnaker Resorts is one of the hotels that can be booked for the lowest price in Hilton Head Island. Price data was last updated on August 20, 2025
Out of the vacation rentals in Hilton Head Island we've come across, these properties are priced the lowest. Consider alternative dates if you're able to compare prices.
The Cottages by Spinnaker Resorts
The Cottages by Spinnaker Resorts

The Cottages by Spinnaker Resorts

Hilton Head Island, SC, United States
4.6 mi from city centre
Air Conditioning
$989
Avg. per night
View Deal

Other accommodations in Hilton Head Island

Find the perfect vacation rental for your stay in Hilton Head Island. There are 10,252 hotels in Hilton Head Island and price data was last updated on August 20, 2025. The average price for a hotel in Hilton Head Island is $419/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
3.1 mi from city centre
Free Wi-Fi
Air Conditioning
$67
Avg. per night
View Deal
Simple Rewards Inn
Simple Rewards Inn

Simple Rewards Inn

200 Museum Street, Hilton Head Island, SC, United States
1.4 mi from city centre
Free Wi-Fi
Parking
$75
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
6.4 mi from city centre
Free Wi-Fi
Parking
$397
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
4.8 mi from city centre
Free Wi-Fi
Parking
$200
Avg. per night
View Deal

Where to stay in Hilton Head Island

Explore different neighborhoods and areas within Hilton Head Island to find the perfect location for your stay. Map data was last updated on August 20, 2025.
Utilize the map to find properties close to the Hilton Head Island area(s) or attractions you plan on visiting. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

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 August 20, 2025.

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

    $420 per night is how much a vacation rental in Hilton Head Island costs, on average. $121 per night was the cheapest price recently found by our users, though anything for $322 per night or less is a good deal. Keep in mind that Hilton Head Island vacation rental prices fluctuate throughout the year: the most expensive month to book is June, and the cheapest time to book is February.

  • What part of Hilton Head Island is best to stay in?

    The best neighborhood to stay in Hilton Head Island is Harbour Town, according to our user data. 95% of our users who looked for vacation rentals in Hilton Head Island searched for properties in the Harbour Town area. If you’re also interested in booking a vacation rental in Harbour Town, consider the Relax By Pool Harbour Town Resort Condo - the neighborhood’s most popular rental property.

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

    At the moment, there are 103 properties listed as a Resort vacation 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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