Hilton Head Island Vacation Rentals

Our Favorite Vacation Rentals in Hilton Head Island

  • Coastal Resort Condo w/ Pools & Beach Shuttle!
     2br Villa
    RedAwning
    From
    $357
  • Home Away Home #2
     Country House
    Booking.com
    From
    $79
  • Tranquil Palm Retreat
     3br Home/Apartment
    HolidayLettings
    From
    $267
  • Villa w/ Pools, Sauna, Tennis & Beach Boardwalk!
     2br Home/Apartment
    RedAwning
    From
    $288
  • St. Andrews Common 1867
     Country House
    Booking.com
    From
    $93
  • Resort-Style Hilton Head Condo - Walk to Beach!
     2br Home/Apartment
    HolidayLettings
    From
    $200
  • New Listing! Cheerful Beach Villa w/ 2 Pools
     Villa
    RedAwning
    From
    $339
  • Windsor II
     Country House
    Booking.com
    From
    $167

Check prices for these upcoming dates

Hilton Head Island Vacation Rentals with a Pool

  • Entire Beach Front Resort Condo
    ExcellentHome/Apartment
    Airbnb
    From
    $132
  • Pristine South End HHI Condo
    Excellent2br Home/Apartment
    Airbnb
    From
    $215
  • King Studio Close to South End
    ExcellentHome/Apartment
    Airbnb
    From
    $107
  • COZY BEACH VACATION VILLA WITH ALL YOU NEED
    Good2br Home/Apartment
    Airbnb
    From
    $240

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
    $154
  • NEW! The Retreat at Broad Creek
     2br Home/Apartment
    Airbnb
    From
    $141
  • Colonnade Club Villa
    Okay2br Home/Apartment
    Airbnb
    From
    $294

Hilton Head Island Pet-Friendly Vacation Rentals

  • South end condo close to beaches, shopping, sea pines
     2br Villa
    HolidayLettings
    From
    $416
  • Hilton Head Home w/ Resort Amenities + Views!
     3br Home/Apartment
    HolidayLettings
    From
    $403
  • "Banana" Caribbean-inspired, Studio Apartment
    ExcellentHome/Apartment
    HolidayLettings
    From
    $214
  • Peaceful Beach Getaway
     3br Home/Apartment
    HolidayLettings
    From
    $267

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
77° 32°
2
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
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
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

  • — 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
  • — 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
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School

Vacation Rentals in Hilton Head Island

Find the perfect accommodation for your vacation at AllTheRooms.com. We compare Airbnb, Priceline, RedAwning and others. We have 24,557 vacation rentals, hotels and other accommodation types in Hilton Head Island ranging from low-cost options to extravagant places to stay. A typical accommodation in Hilton Head Island costs on average $292 per night.

If you need an internet connection during your time in Hilton Head Island, then you can choose from over 5,937 places to stay that have WiFi internet. 85 of our accommodations include a breakfast in the price. Choose from 2,158 accommodations 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 5,056 places to stay that provide parking. We have 5,138 accommodations that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in any of 754 accommodations that are designated as pet-friendly.

In Hilton Head Island AllTheRooms currently compares hotels, vacation rentals, hostels from more than 4 providers, including 4,645 places to stay from Airbnb, 622 accommodations from Priceline and 622 places to stay from RedAwning.

8,039 accommodations in Hilton Head Island have been reviewed; 22% are rated highly. You can instantly book any of 9,601 places to stay right now.

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