Hilton Head Island Vacation Rentals

Our Favorite Vacation Rentals in Hilton Head Island

  • New Listing! All-Suite W/ 3 Pools - Walk To Beach! Townhouse
     Country House
    Booking.com
    From
    $143
  • Home Away Home
     Country House
    Booking.com
    From
    $63
  • William Hilton Condo #4305 Condo
     Home/Apartment
    Booking.com
    From
    $110
  • St. Andrews Common 1867
     Country House
    Booking.com
    From
    $106
  • Beachhut✪sl10✪WiFi✪kingb✪grill
     Country House
    Booking.com
    From
    $161
  • 1510 Villamare
     Country House
    Booking.com
    From
    $263
  • Beachwalk 204
     Country House
    Booking.com
    From
    $132
  • 30 Knotts Way
     Country House
    Booking.com
    From
    $750

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
    $126
  • Island Vibe Oasis
    Excellent3br Home/Apartment
    Airbnb
    From
    $297
  • (1) Renovated/walk to beach from Fiddler's Cove!
    Excellent2br Home/Apartment
    Airbnb
    From
    $120
  • HOME AWAY FROM HOME! NEWLY RENOVATED KITCHEN!
    Excellent2br Home/Apartment
    Airbnb
    From
    $123

Hilton Head Island Vacation Rentals with Wi-Fi

  • The Private Islands of Old House Cay
    Excellent3br Home/Apartment
    Airbnb
    From
    $650
  • Yacht Escape - Hilton Head Island SC
    Excellent2br Home/Apartment
    Airbnb
    From
    $120
  • NEW! The Retreat at Broad Creek
     2br Home/Apartment
    Airbnb
    From
    $141
  • Pristine South End HHI Condo
    Excellent2br Home/Apartment
    Airbnb
    From
    $215

Hilton Head Island Pet-Friendly Vacation Rentals

  • Peace in Paradise on island-pets welcome!
    Excellent2br Home/Apartment
    Airbnb
    From
    $182
  • Goregeous 3 Bedroom Townhome
     3br Home/Apartment
    Airbnb
    From
    $407
  • Village House Villa
    Good2br Home/Apartment
    Airbnb
    From
    $223
  • Home away from Home
    Good3br Home/Apartment
    Airbnb
    From
    $144

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

Most expensive
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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
72° 36°
8
75° 23°
2
79° 37°
2
84° 37°
2
82° 45°
3
90° 52°
2
97° 72°
4
93° 72°
8
93° 72°
3
93° 55°
1
88° 48°
3
81° 34°
5
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Rainy days

This climate histogram shows you the weather patterns in Hilton Head Island. The warmest months in Hilton Head Island are July and April, when temperatures reach 97 ˚F. The coolest month is December, when temperatures drop to 23 ˚F. The wettest month in Hilton Head Island is January with 8.48 inches of rain, while the driest month is April with 0.76 inches of rain.

What Expert Travelers Think

  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston
  • — AllTheRooms.com makes travel easier, enjoyable and inexpensive through its provision of ample information, data and every possible accommodation available to choose from

    ArtMatters.Info
    ArtMatters.InfoArtMatters.Info
  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide

Vacation Rentals in Hilton Head Island

Find the perfect accommodation for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, RedAwning and many more. We have 24,198 vacation rentals, hotels and other places to stay in Hilton Head Island ranging from cheap options to luxury places to stay. A typical rental in Hilton Head Island costs on average $292 a night.

If you want to stay connected during your trip, then you can choose from over 5,833 accommodations in Hilton Head Island that have WiFi. We have 80 accommodations that come with breakfast included. Choose from 2,135 places to stay that provide gym options, so you won't miss a single workout. If you are driving to Hilton Head Island, you'll want to pick from 4,986 places to stay that provide parking. 4,998 places to stay have a a pool or jacuzzi

AllTheRooms has 750 pet-friendly places to stay in Hilton Head Island, so if you're traveling with your cat or dog you won't have any problems.

We aggregate vacation rentals, hotels and other unique accommodation types from loads of providers in Hilton Head Island, including 4,496 places to stay from Airbnb, 646 accommodations from Priceline and 622 places to stay from RedAwning

7,961 of the accommodations in Hilton Head Island have been reviewed and rated. 24% are rated excellent or good. 9,399 places to stay in are instantly bookable.

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