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

Hilton Head Island vacation rentals are C$ 583/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$ 140/night - which is currently the cheapest price. Keep in mind that anything C$ 426/night or less is still considered a good deal.

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 Relax By Pool Harbour Town Resort Condo 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 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.

Hilton Head Island Vacation Rentals, Apartments & Condos

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 January (C$ 229). Conversely, the most expensive month to stay in Hilton Head Island is July (C$ 1,353).

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 (C$ 285). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 729.

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 C$ 166 per night.

Find deals

Cheapest vacation rentals in Hilton Head Island, South Carolina

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.

Show all 7,564 vacation rentals

Ocean View at Island Club

Hilton Head Island, SC, United States

6.3 km from city centre

C$ 276

Avg. per night

View Deal

The Cottages by Spinnaker Resorts

Hilton Head Island, SC, United States

7.4 km from city centre

Air Conditioning

Free Wi-Fi

C$ 1,534

Avg. per night

View Deal

Other accommodations in Hilton Head Island

Show all 7,564 stays

Marriott's Surf Watch, A Marriott Vacation Club Resort

10 Surfwatch Way, Hilton Head Island, SC, United States

5.5 km from city centre

Pool

Free Wi-Fi

C$ 258

Avg. per night

View Deal

Simple Rewards Inn

200 Museum Street, Hilton Head Island, SC, United States

2.2 km from city centre

Free Wi-Fi

Parking

C$ 106

Avg. per night

View Deal

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$ 74

Avg. per night

View Deal

Where to stay in Hilton Head Island

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

How much does a vacation rental in Hilton Head Island cost?
Hilton Head Island vacation rentals are C$ 583/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$ 140/night - which is currently the cheapest price. Keep in mind that anything C$ 426/night or less is still considered a good deal.
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 Relax By Pool Harbour Town Resort Condo 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 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.

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 January (C$ 229). Conversely, the most expensive month to stay in Hilton Head Island is July (C$ 1,353).

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 (C$ 285). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 729.

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 C$ 166 per night.

Cheapest vacation rentals in Hilton Head Island, South Carolina

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.

Other accommodations in Hilton Head Island

Find the perfect vacation rental for your stay in Hilton Head Island. There are 7,564 hotels in Hilton Head Island and price data was last updated on 4 December 2025. The average price for a hotel in Hilton Head Island is C$ 583/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 4 December 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 4 December 2025.

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

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

Are there any Resort vacation rentals in Hilton Head Island?

Find better results for your stay in Hilton Head Island

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Looking to explore South Carolina during your trip? These are other popular cities nearby that HotelsCombined users visit

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Vacation rentals in Hilton Head Island

Search and compare Hilton Head Island, SC vacation rentals from hundreds of travel sites on HotelsCombined and save.

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 January (C$ 229). Conversely, the most expensive month to stay in Hilton Head Island is July (C$ 1,353).

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 (C$ 285). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 729.

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 C$ 166 per night.

Cheapest vacation rentals in Hilton Head Island, South Carolina

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.

Other accommodations in Hilton Head Island

Find the perfect vacation rental for your stay in Hilton Head Island. There are 7,564 hotels in Hilton Head Island and price data was last updated on 4 December 2025. The average price for a hotel in Hilton Head Island is C$ 583/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 4 December 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 4 December 2025.

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

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

Are there any Resort vacation rentals in Hilton Head Island?

Find better results for your stay in Hilton Head Island

Explore these cities in South Carolina

Looking to explore South Carolina during your trip? These are other popular cities nearby that HotelsCombined users visit