Hilton Head Island holiday rentals

Thu 25/4
Mon 29/4

Search hundreds of travel sites at once for holiday home deals in Hilton Head Island

...and more

Let KAYAK do the searching

Save on your next stay

Search and compare hundreds of travel sites at once for holiday rentals in Hilton Head Island, South Carolina

We’re completely free to use – no hidden charges or fees

Best Hilton Head Island vacation rentals

Most recommended vacation rentals in Hilton Head Island

Show all
Hilton Head Resort - Hilton Head Island - Building
€337+
Free Wi-Fi
Pool
Air conditioning
Saint Andrews Common 1774, 1 Bedroom, Sleeps 4, Pet Friendly, Pool - Hilton Head Island - Living room
Free Wi-Fi
Pool
Air conditioning
Sea Side Villas II
7.2 Good
€239+
€239+
Free Wi-Fi
Pool
Air conditioning
Hilton Head Resort
7.7 Good
€215+
€215+
Free Wi-Fi
Pool
Air conditioning
Island Club Condos 2
8.4 Very Good
€258+
€258+
Free Wi-Fi
Pool
Air conditioning
Fiddlers Cove
8.3 Very Good
€220+
€220+
Free Wi-Fi
Pool
Air conditioning
€511+
Parking
Free Wi-Fi
Pool
Air conditioning

Good to know

Low season

September

High season

September

Average price (weeknight)

€138
Cheapest month to stay with an average 0% drop in price.
Most expensive month to stay with an average 0% rise in price.
Average Sun - Thu price over the last 2 weeks.

When to book a holiday rental in Hilton Head Island

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Hilton Head Island vacation rental deals

  • 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.
  • Pet-friendly, beachfront, and pool are the most popular holiday rental property amenities in Hilton Head Island
  • Holiday rentals in Hilton Head Island are around 25% 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 Hilton Head Condo with Pool Access - Walk to Beach! (9.7, 26 reviews), Ocean View Condo - Perfect Location! 2 Br 2 Ba (9.6, 26), and Steps Away From The Beach!!! (9.5, 21), based on ratings and reviews from real travellers.
  • If you’re looking for a cheap holiday rental in Hilton Head Island, you should consider visiting during the low season. The cheapest holiday homes in Hilton Head Island can be found in January and November.
  • The cheapest night for renting a holiday home in Hilton Head Island is Tuesday. In contrast, the most expensive is Saturday.
  • Book your Hilton Head Island holiday rental at least 63 days before your stay begins to get the best price.

FAQs when booking a holiday home in Hilton Head Island

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

    The average price for a weekly Hilton Head Island holiday rental found by KAYAK users in the last 2 weeks is €3,433.

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

    The average price for a monthly Hilton Head Island holiday rental found by KAYAK users in the last 2 weeks is €14,714.

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

    in Hilton Head Island you’ll find that most holiday rentals are houses.

  • 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 5% allowing you to bring your pet along with you.

  • How much is a holiday rental in Hilton Head Island?

    KAYAK users have found holiday rentals in Hilton Head Island for as cheap as €228 in the last 3 days. The average price is €490.

  • 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 €253. 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.

Where to stay in Hilton Head Island?

Our map will help you find the perfect place to stay in Hilton Head Island by showing you the exact location of each holiday rental.