How much is a vacation rental for a week in Hilton Head Island?

The average price for a weekly Hilton Head Island vacation rental found by KAYAK users in the last 2 weeks is $2,057.

How much is a vacation rental for a month in Hilton Head Island?

The average price for a monthly Hilton Head Island vacation rental found by KAYAK users in the last 2 weeks is $8,816.

What types of vacation rentals are available in Hilton Head Island?

There are loads of different property types that you can make your vacation home in Hilton Head Island. You’ll find apartments, cabins, condos, cottages, houses, holiday parks, timeshares and villas.

What are some of the most-loved vacation rentals available in Hilton Head Island?

There are many types of properties available for Hilton Head Island vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Hilton Head Resort Condo: Pool Bar & Beach Access and Coastal Condo w/ Balcony & Luxe Resort Amenities!.

What are the most popular Hilton Head Island vacation rentals for a large group?

If you’re a large group then you’ll need plenty of space. The highest rated vacation home that can sleep 6 people or more by KAYAK users is Resort Amenities and Beach Access Hilton Head Condo.

Are there any pet-friendly vacation rentals in Hilton Head Island?

There are a number of dog and pet-friendly Hilton Head Island vacation rentals, with around 8% allowing you to bring your pet along with you.

How much is a vacation rental in Hilton Head Island for tonight?

In the last 72 hours, users have found Hilton Head Island vacation rentals for tonight for as low as $273.

How much is a vacation rental in Hilton Head Island for this weekend?

In the last 72 hours, users have found Hilton Head Island vacation rentals for this weekend for as low as $226 per night.

How can I find vacation rentals near me in Hilton Head Island?

Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where is a good place to stay on Hilton Head Island with children?

For those visiting with their family and children, there are great Hilton Head Island vacation rentals for you. Take the Mid-Island Marvel W/ Resort Amenities 2 Bedroom Condo for example, the resort has a pool and is near Coligny Beach. Shelter Cove Harbor is just about a 6-minute drive away where you’ll find shops, restaurants, and a playground.

Which vacation rentals have a beachfront view in Hilton Head Island?

Hilton Head Island is known for its beautiful dunes and beaches. Find a vacation rental along the coast like the Direct Ocean Front First Floor 1br/1bath Condo. From your window, you can see the ocean and you won’t have to cross any streets to get there. The beach is just 1-min away.

Where is a good place to stay to enjoy Hilton Head Island golfing?

There are various golf courses in the Hilton Head Island area, so most likely any of the vacation rental options will be near a course. The Newly Remodeled Near Harbour Town, 2 bedroom villa, is near both the Harbor Town Golf Links 18-hole course as well as Heron Point by Pete Dye.

Where to stay on a business trip to Hilton Head Island?

If you’re in town on a business trip or need to get work done during your stay, look for a secluded spot away from top destinations like Harbour Town or Coligny. Hilton Head Island vacation rentals like Colonnade Club 152 could be a good choice. This rental offers free internet access and air-conditioned units.

Hilton Head Island Vacation Rentals from $145/night

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Best Hilton Head Island vacation rentals

Beach Access Oceanfront Hilton Head Studio

8.7 Very good

$239+

Free Wi-Fi

Pool

Walk to Beach: Hilton Head Island Tennis Retreat!

8.6 Very good

$231+

Free Wi-Fi

Pool

Spa

Steps to Beach Ocean-View Hilton Head Villa! - Hilton Head Island - Pool

Steps to Beach Ocean-View Hilton Head Villa!

7.9 Good

$159+

Free Wi-Fi

Pool

Less Than 1 Mi to Beach Hilton Head Condo with Pool Access! - Hilton Head Island - Living room

Less Than 1 Mi to Beach Hilton Head Condo with Pool Access!

8.7 Very good

$217+

Free Wi-Fi

Oceanfront Hilton Head Island Condo with Pool! - Hilton Head Island - Living room

Oceanfront Hilton Head Island Condo with Pool!

8.6 Very good

$274+

Free Wi-Fi

Pool

Elegant 2-bedroom pet-friendly villa w 2 parking spaces - Hilton Head Island - Bedroom

Elegant 2-bedroom pet-friendly villa w 2 parking spaces

8.3 Very good

$382+

Parking

Pool

Pet friendly

Walk to Pool and Beach Hilton Head Island Condo! - Hilton Head Island - Pool

Walk to Pool and Beach Hilton Head Island Condo!

8.4 Very good

$260+

Free Wi-Fi

Pool

Evian - Hilton Head Island - Living room

Evian

8.7 Very good

$383+

Free Wi-Fi

Pool

Pet friendly

Beach View, Pool and Tennis Hilton Head Island Unit - Hilton Head Island - Pool

Beach View, Pool and Tennis Hilton Head Island Unit

8.6 Very good

$263+

Free Wi-Fi

Pool

Pool and Beach Access Hilton Head Resort Condo - Hilton Head Island - Pool

Pool and Beach Access Hilton Head Resort Condo

9.3 Wonderful

$250+

Free Wi-Fi

Pool

#82 Spectacular Condo Ideal Location 2bdr/2parking - Hilton Head Island - Bedroom

#82 Spectacular Condo Ideal Location 2bdr/2parking

$251+

Free Wi-Fi

Pool

Walk to Bars and Shops Resort Condo in Hilton Head! - Hilton Head Island - Pool

Walk to Bars and Shops Resort Condo in Hilton Head!

8 Very good

$338+

Free Wi-Fi

Pool

Walk to South Beach Idyllic Sea Pines Villa! - Hilton Head Island - Building

Walk to South Beach Idyllic Sea Pines Villa!

9.1 Wonderful

$278+

Free Wi-Fi

Pool

On 50-Acre Hilton Head Resort Bright Beach Condo! - Hilton Head Island - Pool

On 50-Acre Hilton Head Resort Bright Beach Condo!

9.3 Wonderful

$310+

Free Wi-Fi

Pool

Walk to Folly Field Beach Condo in Hilton Head! - Hilton Head Island - Pool

Walk to Folly Field Beach Condo in Hilton Head!

6.6 Okay

$238+

Free Wi-Fi

Pool

Hilton Head Resort Condo w/ Pools, Beach Access! - Hilton Head Island

Hilton Head Resort Condo w/ Pools, Beach Access!

8.7 Very good

$235+

Pool

Spa

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KAYAK’s insights for vacation rentals in Hilton Head Island

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Hilton Head Island with confidence.

Which month has the cheapest vacation rental rates in Hilton Head Island?

Vacation rentals are cheapest in Hilton Head Island in March, with average rates of $273. In comparison, August is the most expensive month, with prices at $475.

What is the cheapest day of the week to book a vacation rental in Hilton Head Island?

Saturday offers the lowest rates in Hilton Head Island, with an average nightly price of $287. The highest prices are found on Tuesday, with average rates at $360.

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

Book at least 64 days before your stay begins to get the best price for your Hilton Head Island vacation rental.

Find deals

Low season	March
High season	August
Average price (weeknight)	$323
Average price (weekend night)	$310

Cheapest month to stay with an average 16% drop in price.

Most expensive month to stay with an average 46% rise in price.

Average Sun - Thu price over the last 2 weeks.

Average Fri & Sat price over the last 2 weeks.

If you’re traveling with your furry friend to Hilton Head Island, you’ll find what you’re looking for through KAYAK’s pet-friendly vacation rentals. Stay somewhere like the Pet-Friendly Resort Villa with Fenced Yard and BBQ. The yard is great for a pet to hang out as well as being near pet-friendly beaches and just about two miles from the Chaplin Best Friends Dog Park.
For those in town who wish to be near the airport, you can stay at Hilton Head Island house rentals like the Large & Affordable Town Home #37. This place sleeps six and is just a mile and a half from the Hilton Head Airport.
If you’re visiting Hilton Head Island and require facilities with increased accessibility, The Pet-Friendly Resort Villa that has fenced yard and BBQ is an entire unit located on the ground floor as well as accessible for limited mobility.
Hilton Head Island is a great destination for outdoor activities. If you’re visiting the area and enjoy biking and hiking, you can stay at Hilton Head Island vacation rentals like the Sea Pines Resort Home with Deck – Drive to the Beach. The Audubon Newhall Preserve is less than half a mile away.
If you’re looking to enjoy the Hilton Head Island nightlife during your stay, we suggest looking for a vacation rental near Pope Avenue. The Condo with Discounted Rates Walk to Beach and Pool would be a good option.
Beachfront, hot tub, pool, air-conditioned, and pet friendly are the most popular vacation rental property amenities in Hilton Head Island
Vacation rentals in Hilton Head Island are around 70% more expensive than hotels on average. Search here to compare prices for all accommodation types in Hilton Head Island.
The best vacation rental properties in Hilton Head Island are Family Getaway - Boardwalk to the Beach, 3 pools, Tennis (9.7, 20 reviews), Coastal Condo w/ Balcony & Luxe Resort Amenities! (9.6, 32), and Walk to Hilton Head Island Beach Villa with Balcony (9.6, 40), based on ratings and reviews from real travelers.
If you’re looking for a cheap vacation rental in Hilton Head Island, you should consider visiting during the low season. The cheapest vacation homes in Hilton Head Island can be found in March and January.
The cheapest night for renting a vacation home in Hilton Head Island is Friday. In contrast, the most expensive is Thursday.
Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Hilton Head Island for 4 days.
The cheapest Hilton Head Island vacation rental found on KAYAK in the last 2 weeks was $174, while the most expensive was $952.

See more tips

How much is a vacation rental for a week in Hilton Head Island?
The average price for a weekly Hilton Head Island vacation rental found by KAYAK users in the last 2 weeks is $2,057.
How much is a vacation rental for a month in Hilton Head Island?
The average price for a monthly Hilton Head Island vacation rental found by KAYAK users in the last 2 weeks is $8,816.
What types of vacation rentals are available in Hilton Head Island?
There are loads of different property types that you can make your vacation home in Hilton Head Island. You’ll find apartments, cabins, condos, cottages, houses, holiday parks, timeshares and villas.
What are some of the most-loved vacation rentals available in Hilton Head Island?
There are many types of properties available for Hilton Head Island vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Hilton Head Resort Condo: Pool Bar & Beach Access and Coastal Condo w/ Balcony & Luxe Resort Amenities!.
What are the most popular Hilton Head Island vacation rentals for a large group?
If you’re a large group then you’ll need plenty of space. The highest rated vacation home that can sleep 6 people or more by KAYAK users is Resort Amenities and Beach Access Hilton Head Condo.
Are there any pet-friendly vacation rentals in Hilton Head Island?
There are a number of dog and pet-friendly Hilton Head Island vacation rentals, with around 8% allowing you to bring your pet along with you.
How much is a vacation rental in Hilton Head Island for tonight?
In the last 72 hours, users have found Hilton Head Island vacation rentals for tonight for as low as $273. Search here for similar prices
How much is a vacation rental in Hilton Head Island for this weekend?
In the last 72 hours, users have found Hilton Head Island vacation rentals for this weekend for as low as $226 per night. Search here for similar prices
How can I find vacation rentals near me in Hilton Head Island?
Take a look at our vacation rentals map to find the best vacation rental homes near you.
Where is a good place to stay on Hilton Head Island with children?
For those visiting with their family and children, there are great Hilton Head Island vacation rentals for you. Take the Mid-Island Marvel W/ Resort Amenities 2 Bedroom Condo for example, the resort has a pool and is near Coligny Beach. Shelter Cove Harbor is just about a 6-minute drive away where you’ll find shops, restaurants, and a playground.
Which vacation rentals have a beachfront view in Hilton Head Island?
Hilton Head Island is known for its beautiful dunes and beaches. Find a vacation rental along the coast like the Direct Ocean Front First Floor 1br/1bath Condo. From your window, you can see the ocean and you won’t have to cross any streets to get there. The beach is just 1-min away.
Where is a good place to stay to enjoy Hilton Head Island golfing?
There are various golf courses in the Hilton Head Island area, so most likely any of the vacation rental options will be near a course. The Newly Remodeled Near Harbour Town, 2 bedroom villa, is near both the Harbor Town Golf Links 18-hole course as well as Heron Point by Pete Dye.
Where to stay on a business trip to Hilton Head Island?
If you’re in town on a business trip or need to get work done during your stay, look for a secluded spot away from top destinations like Harbour Town or Coligny. Hilton Head Island vacation rentals like Colonnade Club 152 could be a good choice. This rental offers free internet access and air-conditioned units.