Hilton Head Island vacation rentals

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Best Hilton Head Island vacation rentals

Most recommended vacation rentals in Hilton Head Island

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Hilton Head Resort - Hilton Head Island - Building
Free Wi-Fi
Pool
Spa
Fiddlers Cove
8.2 Very good
$212+
$212+
Free Wi-Fi
Pool

Good to know

Low season

November

High season

July

Average price (weeknight)

$469

Average price (weekend night)

$247
Cheapest month to stay with an average 25% drop in price.
Most expensive month to stay with an average 49% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a vacation 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 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.
  • Vacation rentals in Hilton Head Island are around 37% 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 Hilton Head Condo with Pool Access - Walk to Beach! (9.7, 27 reviews), Hilton Head Villa with Balcony Walk to the Beach! (9.6, 34), and Ocean View Condo - Perfect Location! 2 Br 2 Ba (9.6, 34), 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 November and December.
  • The cheapest night for renting a vacation home in Hilton Head Island is Sunday. In contrast, the most expensive is Wednesday.
  • Book your Hilton Head Island vacation rental at least 46 days before your stay begins to get the best price.
  • 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 1 days.
  • The cheapest Hilton Head Island vacation rental found on KAYAK in the last 2 weeks was $152, while the most expensive was $429.

FAQs when booking a vacation home in Hilton Head Island

  • 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 $3,436.

  • 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 $14,724.

  • 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, boats, bungalows, cabins, condos, cottages, houses, houseboats 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 with Pool and Beach Access and Hilton Head Resort.

  • 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 homes that can sleep 6 people or more by KAYAK users are Resort Condo with 3 Pools and Tennis, Walk to Beach!, Hilton Head Resort Villa with Ocean and Marsh Views! and Resort-Style Hilton Head Condo - Walk to Beach!.

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

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

    KAYAK users have found vacation rentals in Hilton Head Island for as cheap as $167 in the last 3 days. The average price is $491.

  • 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 $268. 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.

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 vacation rental.