Hilton Head Island Vacation Rentals

Our Favorite Vacation Rentals in Hilton Head Island

  • Home Away Home
     Country House
    Booking.com
    From
    $104
  • Unique condo w/ bay view, balcony & spiral staircase - great location!
     Home/Apartment
    HolidayLettings
    From
    $211
  • Hilton Head Resort 3117
     Villa
    Booking.com
    From
    $125
  • Book Your Summer Stay! Oceanfront Villa!
    ExcellentCountry House
    HolidayLettings
    From
    $192
  • St. Andrews Common 1867
     Country House
    Booking.com
    From
    $107
  • Family friendly condo with an ocean view, pool, and close to the beach!
     2br Home/Apartment
    HolidayLettings
    From
    $373
  • 23 Duck Hawk
     Country House
    Booking.com
    From
    $120
  • $100 NT Winter Special! 2 BD/2BA Condo at South Forest Beach
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $260

Check prices for these upcoming dates

Hilton Head Island Vacation Rentals with a Pool

  • New & Modern #58 HEY SNOWBIRDS!!! $1300/Mo NOW!
    Good2br Home/Apartment
    Airbnb
    From
    $231
  • HOME AWAY FROM HOME! NEWLY RENOVATED KITCHEN!
    Excellent2br Home/Apartment
    Airbnb
    From
    $229
  • Pristine South End HHI Condo
    Excellent2br Home/Apartment
    Airbnb
    From
    $243
  • # King Studio Close to South End
    ExcellentHome/Apartment
    Airbnb
    From
    $157

Hilton Head Island Vacation Rentals with Wi-Fi

  • Hilton Head Seaside Vacation Rental
    ExcellentHome/Apartment
    Airbnb
    From
    $175
  • Goregeous 3 Bedroom Townhome
     3br Home/Apartment
    Airbnb
    From
    $407
  • Beachfront 2BR Surfwatch Villa + Amenities
     2br Home/Apartment
    Airbnb
    From
    $622
  • Beautiful Hilton Head Island Cottages, Blue
     4br Home/Apartment
    Airbnb
    From
    $424

Hilton Head Island Pet-Friendly Vacation Rentals

  • First-Floor Condo - Steps to Beach, Coligny Plaza!
     2br Home/Apartment
    HolidayLettings
    From
    $258
  • Eclectic island sanctuary w/ private deck & lagoon view - dog-friendly!
     3br Home/Apartment
    HolidayLettings
    From
    $373
  • Hilton Head Island Villa w/ Pool, Walk to Beach!
     2br Country House
    HolidayLettings
    From
    $238
  • Modern home w/ a charming back patio! Golf available on-site & dogs welcome!
     3br Home/Apartment
    HolidayLettings
    From
    $422

Hilton Head Island Travel Guide

Hilton Head Island in South Carolina is best known as a golfers paradise.

Things to Do in Hilton Head Island

When you're looking for a break from playing golf, top things to do include visiting the Harbour Town Lighthouse, exploring the Coastal Discovery Museum, which is made up of historic buildings and beautiful gardens, and spending the day at the Pinckney Island National Wildlife Refuge, where you can catch a glimpse of animals such as alligators and deer. There are also plenty of beautiful beaches nearby, where you can unwind or do a spot of watersports.

Best Time to Visit Hilton Head Island

The best time to visit Hilton Head Island is in the summer months of July and August, when the weather is hot and sunny.

A Local's Guide to Hilton Head Island Vacation Rentals

The South Carolina resort of Hilton Head Island is part of the Lowcountry region known for Atlantic Ocean beaches and golf courses. The perfect place for a family vacation, there is so much to do both on the island and the nearby mainland.

See & Do

The Harbor Town Lighthouse and Museum is on the southwest tip of the island, the Coastal Discovery Museum gives visitors a chance to discover the history of the area and there are plenty of places to take in views of the Atlantic Ocean. With 12 miles of beaches, 24 world-class golf courses, 300 tennis courts and hundreds of restaurants, bars and cafes, there are plenty of activities for travelers to enjoy.

Nature

A perfect vacation on Hilton Head Island includes lots of outdoor activities. Nature-lovers can take a trip to the Pinckney Island National Wildlife Refuge salt marsh, between the island and mainland, which is home to deer, alligators and birds.

Arts and culture enthusiasts can head to one of the many galleries in South Caroline including the Gullah museum or Heritage Library on Hilton Head.

Events

There are also many theaters on Hilton Head Island which show plays, concerts or performances throughout the year and there are also live music venues dotted around the resort.

Types of Rentals

There are hundreds of rentals in Hilton Head Island including beach houses, villas and condos, and oceanfront homes with a range of sizes and locations to suit family, friends and couples. There are places open to people on a budget that start at just $10 per night.

For working vacationers, WiFi is available at 2,612 locations and there are also 384 places with a gym on site for fitness fanatics. Pet-friendly rentals are also available for people traveling with a cat or dog and there are accommodations that also include breakfast.

Stay at a golf resort like Palmetto Dunes for on-site golfing or for an exclusive location the Port Royal Plantation is a premier private oceanfront residential community.

The peak season is in March when the rates for rooms and condos is most expensive. Vacation rentals are cheapest in September as it is the areas low season, the upside of staying in Sarasota in September is the fact the area will be quieter. Arrive midweek for the best deals and avoid weekends to get a cheaper stay.

Price and Availability in Hilton Head Island

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The cheapest day to stay at a vacation rental in Hilton Head Island tends to be Saturday, while the most expensive day tends to be Monday. Vacation homes in Hilton Head Island tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Hilton Head Island is in July, while the cheapest month is in December. The most popular time to book a vacation rental in Hilton Head Island is in the high season in July. Hilton Head Island has its low season in December, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Hilton Head Island

Rainy days
79° 36°
1
79° 36°
2
84° 41°
3
97° 61°
1
95° 64°
14
95° 70°
2
93° 70°
4
93° 66°
4
88° 54°
2
76° 34°
2
77° 32°
9
77° 32°
2
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Rainy days

This climate histogram shows you the weather patterns in Hilton Head Island. The warmest months in Hilton Head Island are August and July, when temperatures reach 97 ˚F. The coolest month is January, when temperatures drop to 32 ˚F. The wettest month in Hilton Head Island is July with 14.35 inches of rain, while the driest month is August with 1.14 inches of rain.

What Expert Travelers Think

  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

    Monica
    MonicaNYCTechMommy
  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels

Vacation Rentals in Hilton Head Island

At AllTheRooms.com we have accommodations from all of your favorite providers - Airbnb, Priceline, RedAwning and others. Hilton Head Island has 20,781 hotels, vacation rentals and other unique places to stay, with prices to suit careful travellers, extravagant travelers and everything in between. On average, an accommodation in Hilton Head Island will cost you $281 per night.

Those looking to get some work done during their trip to Hilton Head Island can pick from 5,419 places to stay that include WiFi. 84 places to stay include a breakfast. Choose from 2,071 places to stay that provide gym options, so you don't miss a single workout. If you are driving to Hilton Head Island, you'll want to pick from 4,639 places to stay that provide parking. We have 4,970 places to stay that have a pool or jacuzzi.

If you're traveling with a furry friend, then make sure to select one of the 657 pet-friendly accommodations available.

We combine a wide variety of Hilton Head Island accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 4 providers, including 4,508 places to stay from Airbnb, 646 accommodations from Priceline and 530 places to stay from RedAwning.

7,797 of our accommodations in Hilton Head Island have been reviewed and rated. 23% are rated excellent or good. 8,958 places to stay in are instantly bookable.

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