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 day to stay in a vacation rental in Hilton Head Island?

The cheapest day to stay in Hilton Head Island is Saturday (C$ 551). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is C$ 1,223.

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

Based on vacation rental prices in Hilton Head Island found by KAYAK users over the last 12 months.

Book at least 71 days before your stay begins to get the best price for your Hilton Head Island vacation rental.

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 C$ 204 per night. There is currently one property in Hilton Head Island that can be booked for this price. DoubleTree by Hilton Hilton Head Island is one of the hotels that can be booked for the lowest price in Hilton Head Island. Price data was last updated on 5 August 2026
Out of the vacation rentals in Hilton Head Island we've come across, these properties are priced the lowest. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
36 South Forest Beach Drive, Hilton Head Island, SC, United States
8.5 km from city centre
Free Wi-Fi
Parking
C$ 204
Avg. per night

Other accommodations in Hilton Head Island

Find the perfect vacation rental for your stay in Hilton Head Island. There are 7,525 hotels in Hilton Head Island and price data was last updated on 5 August 2026. The average price for a hotel in Hilton Head Island is .
1575 Fording Island Road, Hilton Head Island, SC, United States
5.3 km from city centre
Parking
C$ 201
Avg. per night
200 Museum Street, Hilton Head Island, SC, United States
2.4 km from city centre
Free Wi-Fi
Parking
C$ 171
Avg. per night
5 Regency Parkway, Hilton Head Island, SC, United States
5.0 km from city centre
Free Wi-Fi
Air Conditioning
C$ 107
Avg. per night
7 Lighthouse Lane, Hilton Head Island, SC, United States
10.3 km from city centre
Free Wi-Fi
Parking
C$ 683
Avg. per night
1 Hotel Circle, Hilton Head Island, SC, United States
6.4 km from city centre
Pool
Free Wi-Fi
C$ 337
Avg. per night
2 Grasslawn Avenue, Hilton Head Island, SC, United States
6.7 km from city centre
Free Wi-Fi
C$ 418
Avg. per night

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 5 August 2026.
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 5 August 2026.

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

    Hilton Head Island vacation rentals are C$ 548/night on average. However, you may find that prices fluctuate depending on the time of year. For example, July is the most expensive month to book a vacation rental in Hilton Head Island, and January is often the cheapest month to book. Recently, our users found rentals for C$ 92/night - which is currently the cheapest price. Keep in mind that anything C$ 349/night or less is still considered a good deal.

  • What is the best Hilton Head Island vacation rental?

    Marriott's Surf Watch, A Marriott Vacation Club Resort has a 9.4 rating from 57 users, making it the best Hilton Head Island vacation rental based on our data.

  • What’s the closest vacation rental to Hilton Head Island Airport?

    It’s only 2.9 km from Hilton Head Island Airport to Marriott's Surf Watch, A Marriott Vacation Club Resort (the nearest Hilton Head Island vacation rental to the airport).

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

    Harbour Town is the best part of Hilton Head Island to stay in based on our user data. Out of all our users who looked at Hilton Head Island vacation rentals, 98% of them looked for stays in the Harbour Town neighbourhood in the last year. The Steps to Harbour Town Lighthouse & Marina + 2BR + Pool Access happens to be the most popular vacation rental in the Harbour Town neighbourhood of Hilton Head Island.

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

    Yes, there are 373 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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