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

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

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

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

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

In the last 72 hours, users have found Hilton Head Island holiday rentals for tonight for as low as €250.

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

In the last 72 hours, users have found Hilton Head Island holiday rentals for this weekend for as low as €207 per night.

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

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

If I want to stay near Hilton Head Island city centre, where should I stay?

The Hilton Head Island holiday home, Hilton Head Golfers Getaway Waterfront Location, is the ideal choice of location for those who are wanting to be located only a short distance of 0.6 miles from the city centre of Hilton Head Island. Sleeping up to ten, this house is also equipped with four bedrooms and two bathrooms. Guests will find themselves at a short distance of two miles from attractions like Hudson’s and Skull Creek. It’s the perfect choice of stay, no matter the occasion.

Where should I stay if I want to be close to Hilton Head Airport (HHH)?

The Hilton Island house rental, Brand New & Beautiful #82, is the ideal choice of stay for those wanting to only be at a 0.6-mile distance from the airport. Guests will also be located directly near a movie theatre, shops, and the Sea Turtle Market.

Where can I stay if I’m visiting Hilton Head Island in a group?

Consider staying at the Hilton Head holiday rental, Evian 166 – Two Bedroom Condo, if you’re planning on visiting Hilton Head Island in a group. The condo an accommodate up to six guests and offers two bedrooms and two bathrooms. Guests staying here can also benefit from the free parking and free Wi-Fi available. Guests will find themselves within one mile of attractions like Coligny Beach and Van Der Meer Tennis Academy.

If I’m visiting Hilton Head Island on a budget, where should I stay?

Those who are looking for budget-friendly accommodation at a low price should consider the Hilton Head Island holiday rental and two-star Candlewood Suits Bluffton – Hilton Head. If you’re staying here, then you can also benefit from free parking and also free Wi-Fi.

Hilton Head Island Holiday Rentals from €122/night

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Best Hilton Head Island vacation rentals

Beach Access Oceanfront Hilton Head Studio

8.7 Very Good

€221+

Free Wi-Fi

Pool

Air conditioning

Walk to Beach: Hilton Head Island Tennis Retreat!

8.6 Very Good

€217+

Free Wi-Fi

Pool

Air conditioning

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

Steps to Beach Ocean-View Hilton Head Villa!

7.9 Good

€146+

Free Wi-Fi

Pool

Air conditioning

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

€202+

Free Wi-Fi

Air conditioning

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

Oceanfront Hilton Head Island Condo with Pool!

8.6 Very Good

€258+

Free Wi-Fi

Pool

Air conditioning

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

€351+

Parking

Pool

Pet friendly

Air conditioning

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

€241+

Free Wi-Fi

Pool

Air conditioning

Evian - Hilton Head Island - Living room

Evian

8.7 Very Good

€349+

Free Wi-Fi

Pool

Pet friendly

Air conditioning

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

€245+

Free Wi-Fi

Pool

Air conditioning

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

Pool and Beach Access Hilton Head Resort Condo

9.3 Wonderful

€234+

Free Wi-Fi

Pool

Air conditioning

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

#82 Spectacular Condo Ideal Location 2bdr/2parking

€230+

Free Wi-Fi

Pool

Air conditioning

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

€310+

Free Wi-Fi

Pool

Air conditioning

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

Walk to South Beach Idyllic Sea Pines Villa!

9.1 Wonderful

€257+

Free Wi-Fi

Pool

Air conditioning

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

€292+

Free Wi-Fi

Pool

Air conditioning

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

€222+

Free Wi-Fi

Pool

Air conditioning

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

Hilton Head Resort Condo w/ Pools, Beach Access!

8.7 Very Good

€216+

Pool

Air conditioning

Go to map

KAYAK’s insights for holiday 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 January, with average rates of €232. In comparison, May is the most expensive month, with prices at €408.

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 €238. The highest prices are found on Thursday, with average rates at €412.

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	September
High season	September

Cheapest month to stay with an average 0% drop in price.

Most expensive month to stay with an average 0% rise in price.

If you’re wanting a good deal then consider staying at the four-star Omni Hilton Head Oceanfront Resort. Included in the price of your stay, you can benefit from free parking and free Wi-Fi, and also access to a variety of pools.
Consider staying at Okatie Hilton Head Hotel if you want to be at a short distance from Island West Gold Club. The accommodation is located only a short distance of 1.4 miles from the attraction and offers free breakfast to its guests.
Those who are seeking a bit of luxury on their trip to Hilton Head Island should consider staying at the house Beachfront Escape. The house is the optimism of luxury and sleeps up to 12 guests. With four bedrooms and six bathrooms, guests will find themselves near attractions like Tanger Outlet Centre. This accommodation is located directly on the beach and offers a hot tub and free Wi-Fi to its guests.
Hilton Head Island Beach is a great visiting attraction for adults and children alike. Those wishing to stay here should consider the Hilton Head Island holiday rental and three-star Holiday Inn Resort Beach House. The accommodation is located 5.4 miles away and is the perfect choice of stay.
If you’re visiting Hilton Head Island as a couple then consider staying at the four-star Marriott Hilton Head Resort & Spa. This accommodation has spa facilities on offer and is accommodating to guests seeking a romantic getaway or small break.
Beachfront, hot tub, pool, air-conditioned, and pet friendly are the most popular holiday rental property amenities in Hilton Head Island
Holiday rentals in Hilton Head Island are around 71% more expensive than hotels on average. Search here to compare prices for all accommodation types in Hilton Head Island.
The best holiday 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 travellers.
Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Hilton Head Island for 4 days.

See more tips

What types of holiday rentals are available in Hilton Head Island?
There are loads of different property types that you can make your holiday home in Hilton Head Island. You’ll find apartments, cabins, condos, cottages, houses, campsites, timeshares and villas.
Are there any pet-friendly holiday rentals in Hilton Head Island?
There are a number of dog and pet-friendly Hilton Head Island holiday rentals, with around 8% allowing you to bring your pet along with you.
How much is a holiday rental in Hilton Head Island for tonight?
In the last 72 hours, users have found Hilton Head Island holiday rentals for tonight for as low as €250. Search here for similar prices
How much is a holiday rental in Hilton Head Island for this weekend?
In the last 72 hours, users have found Hilton Head Island holiday rentals for this weekend for as low as €207 per night. Search here for similar prices
How can I find holiday rentals near me in Hilton Head Island?
Take a look at our holiday rentals map to find the best holiday rental homes near you.
If I want to stay near Hilton Head Island city centre, where should I stay?
The Hilton Head Island holiday home, Hilton Head Golfers Getaway Waterfront Location, is the ideal choice of location for those who are wanting to be located only a short distance of 0.6 miles from the city centre of Hilton Head Island. Sleeping up to ten, this house is also equipped with four bedrooms and two bathrooms. Guests will find themselves at a short distance of two miles from attractions like Hudson’s and Skull Creek. It’s the perfect choice of stay, no matter the occasion.
Where should I stay if I want to be close to Hilton Head Airport (HHH)?
The Hilton Island house rental, Brand New & Beautiful #82, is the ideal choice of stay for those wanting to only be at a 0.6-mile distance from the airport. Guests will also be located directly near a movie theatre, shops, and the Sea Turtle Market.
Where can I stay if I’m visiting Hilton Head Island in a group?
Consider staying at the Hilton Head holiday rental, Evian 166 – Two Bedroom Condo, if you’re planning on visiting Hilton Head Island in a group. The condo an accommodate up to six guests and offers two bedrooms and two bathrooms. Guests staying here can also benefit from the free parking and free Wi-Fi available. Guests will find themselves within one mile of attractions like Coligny Beach and Van Der Meer Tennis Academy.
If I’m visiting Hilton Head Island on a budget, where should I stay?
Those who are looking for budget-friendly accommodation at a low price should consider the Hilton Head Island holiday rental and two-star Candlewood Suits Bluffton – Hilton Head. If you’re staying here, then you can also benefit from free parking and also free Wi-Fi.

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Hilton Head Island holiday rentals

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KAYAK’s insights for holiday 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 January, with average rates of €232. In comparison, May is the most expensive month, with prices at €408.

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 €238. The highest prices are found on Thursday, with average rates at €412.

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.

Good to know

Low season

High season

Top tips for finding Hilton Head Island vacation rental deals

FAQs when booking a holiday home in Hilton Head Island

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

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

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

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

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

If I want to stay near Hilton Head Island city centre, where should I stay?

Where should I stay if I want to be close to Hilton Head Airport (HHH)?

Where can I stay if I’m visiting Hilton Head Island in a group?

If I’m visiting Hilton Head Island on a budget, where should I stay?

Where to stay in Hilton Head Island?

Everything you need to know for your stay in Hilton Head Island

Hotels near airports in Hilton Head Island

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