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Hilton Head Island Vacation Rentals

Find 11,097 available offers from 18 partners
Hilton Head Island
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$100 - $199
From $200
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Distance to center
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2 km
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Discover Hilton Head Island with a luxury vacation rental

Voted number the one island on the continent, Hilton Head's popularity is widespread. Choosing one of the vacation homes on offer here will ensure that you too will have an unforgettable experience when visiting the island. With beautiful beach front cottages or stylish apartments on offer, there's something for everyone's taste. Whether you're after world class tennis or top golf courses, Hilton Head has got you covered. Supreme dining experiences and a rich natural heritage are yours when you book a vacation rental on Hilton Head Island.

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Best Vacation Home Deals on Hilton Head Island

Save up to 41%

Condo Hilton Head Island
Feb 10 - Feb 17
-27%
$1,003
$734 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Hilton Head Island with Main Pool + Ocean Views
4.9
Outstanding (74 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Villa Hilton Head Island
Oct 29 - Nov 5
-32%
$733
$502 per night
Villa ∙ 5 guests ∙ 2 bedrooms
Villa in Hilton Head Island with Over-Sized Balcony + Oceanfront Views
5.0
Outstanding (38 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Condo Hilton Head Island
Nov 18 - Nov 25
-41%
$512
$304 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Hilton Head Island with Pool + Direct View
4.9
Outstanding (155 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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11,097 beautiful vacation homes from 17 different vacation rental websites, including Homelidays and Booking.com, can be booked in Hilton Head Island. The website HomeToGo directly sorts all of these properties to help you save up to 41%!

Top-Rated Offers and Accommodations on Hilton Head Island

Book Vacation Rentals with the Highest User Rating

Villa Hilton Head Island
Jan 6 - Jan 13
-15%
$315
$267 per night
Villa ∙ 5 guests ∙ 2 bedrooms
Family Friendly Beautiful Villa in Hilton Head Island with Pool & Grill
4.9
Outstanding (158 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Villa Hilton Head Island
Nov 18 - Nov 25
$217 per night
Villa ∙ 4 guests ∙ 1 bedroom
Villa in Hilton Head Island with Pool & Grill + Ocean View + Beach Nearby
4.9
Outstanding (121 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Villa Hilton Head Island
Nov 18 - Nov 25
-33%
$346
$231 per night
Villa ∙ 4 guests ∙ 1 bedroom
Nice Villa in Hilton Head Island with Large Balcony, Queen Sofabed + Lagoon View + Next to Beach
5.0
Outstanding (21 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Recommended Vacation Rentals on Hilton Head Island

Find your perfect vacation rental on Hilton Head Island: from $132 per night

Villa Hilton Head Island
Feb 10 - Feb 17
-57%
$741
$323 per night
Villa ∙ 6 guests ∙ 2 bedrooms
Villa in Hilton Head Island with Large Pool
5.0
Outstanding (155 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Condo Hilton Head Island
Oct 7 - Oct 14
-54%
$923
$426 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Hilton Head Island with Private Balcony + Ocean View
5.0
Outstanding (11 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Condo Hilton Head Island
May 4 - May 11
-36%
$1,139
$727 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Lovely Condo in Hilton Head Island with Oceanfront Pool + Panoramic Views + Beach Nearby
4.9
Outstanding (76 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Condo Hilton Head Island
Dec 2 - Dec 9
-59%
$1,126
$460 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Hilton Head Island with Outdoor Pool + Close to Beach
4.8
Outstanding (30 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Villa Hilton Head Island
Aug 19 - Aug 26
-55%
$1,202
$537 per night
Villa ∙ 6 guests ∙ 2 bedrooms
Villa in Hilton Head Island with Full Pool + Oceanfront Views
4.8
Outstanding (16 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Condo Hilton Head Island
Nov 15 - Nov 22
-19%
$273
$221 per night
Condo ∙ 3 guests ∙ 1 bedroom
Condo in Hilton Head Island with Pool
4.9
Outstanding (23 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Condo Hilton Head Island
Dec 2 - Dec 9
-57%
$780
$335 per night
Condo ∙ 4 guests ∙ 1 bedroom
Wonderful Condo in Hilton Head Island with Private Balcony + Ocean Views + Beach Nearby
4.9
Outstanding (31 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Condo Hilton Head Island
Nov 18 - Nov 25
-23%
$487
$378 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in Hilton Head Island with Pool & Grill + Lagoon View
5.0
Outstanding (92 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Condo Hilton Head Island
May 11 - May 18
-16%
$793
$665 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Hilton Head Island with Large Balcony + Spectacular Views
5.0
Outstanding (71 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Budget-friendly Rentals on Hilton Head Island

Find Fantastic yet Inexpensive Rentals

Villa Hilton Head Island
Jan 1 - Jan 8
$389 per night
Villa ∙ 8 guests ∙ 3 bedrooms
Villa in Hilton Head Island with Grill & Pool
5.0
Outstanding (118 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Condo Hilton Head Island
Dec 2 - Dec 9
-33%
$231
$155 per night
Condo ∙ 4 guests ∙ 1 bedroom
Beautiful Condo in Hilton Head Island with Pool
5.0
Outstanding (12 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Condo Hilton Head Island
Oct 7 - Oct 14
$329 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Hilton Head Island with Private Patio + S-Eye View
5.0
Outstanding (2 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Hilton Head Island accommodation with high-speed internet.

House  Hilton Head Island
$114 per night
House ∙ 6 guests ∙ 2 bedrooms
Nice House in Hilton Head Island with Outdoor Pool + Picturesque Views
5.0
Outstanding (10 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Internet
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Condo  Hilton Head Island
$318 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Tybee Island + Beach Nearby
5.0
Outstanding (135 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Internet
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Villa  Hilton Head Island
$307 per night
Villa ∙ 6 guests ∙ 2 bedrooms
Villa in Hilton Head Island with Oceanfront Pool + Same Views
4.8
Outstanding (44 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Internet
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Hilton Head Island rental with full kitchen.

Villa  Hilton Head Island
Nov 18 - Nov 25
$530 per night
Villa ∙ 8 guests ∙ 2 bedrooms
Pleasant Villa in Hilton Head Island with Pool + Ocean Views + Close to Beach
4.7
Excellent (87 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Kitchen
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Villa  Hilton Head Island
Nov 18 - Nov 25
-42%
$429
$251 per night
Villa ∙ 6 guests ∙ 1 bedroom
Villa in Hilton Head Island with Private Balcony + Sunrise Views
4.6
Excellent (27 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Kitchen
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Villa  Hilton Head Island
Dec 2 - Dec 9
-56%
$1,020
$450 per night
Villa ∙ 6 guests ∙ 2 bedrooms
Villa in Hilton Head Island with Private Balcony
5.0
Outstanding (3 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Kitchen
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Apartments with a balcony or patio

Looking for a home with a balcony? Check out these vacation homes on Hilton Head Island with their own private patios and balconies.

House  Hilton Head Island
Nov 18 - Nov 25
-20%
$230
$184 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Hilton Head Island with Grill, Yard & Pool
4.8
Outstanding (22 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
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Villa  Hilton Head Island
Dec 2 - Dec 9
-43%
$532
$305 per night
Villa ∙ 6 guests ∙ 2 bedrooms
Villa in Hilton Head Island with Quiet Pool
4.8
Outstanding (56 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
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Condo  Hilton Head Island
Dec 2 - Dec 9
-65%
$1,121
$391 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Hilton Head Island with Private Balcony + Ocean View
4.9
Outstanding (84 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
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Popular Rental Amenities on Hilton Head Island

  • Pool (10,409)
  • WiFi (11,321)
  • Pet-friendly (990)
  • Kitchen (11,012)
  • Air conditioning (10,846)
  • Washing machine (9,606)
  • TV (10,700)
  • Balcony/patio (572)
  • Parking (653)
  • Dishwasher (10,176)
  • Grill (6,004)
  • Microwave (10,922)

Finding an accommodation with a pool shouldn't be too difficult on Hilton Head Island. Nearly all of the vacation rentals have one. Also, accommodations with pools on Hilton Head Island have an average price of $829 a night. Most of the listed properties with pools are condo. many of Hilton Head Island's properties offering a pool are situated within two kilometres of water, choose between some pool time or waterfront moments.

Price and Availability Index in Hilton Head Island

Click on any bar to see price and availability information

Vacation Rental Price Information on Hilton Head Island

In the above graph, you will find information on average prices of the vacation homes & apartments on Hilton Head Island. Prices rise in June and reach an average of $857 a night (6/29 - 7/6), making it the most expensive time to book a rental in the next 12 months. The cheapest week is in January (1/13 - 1/20). Prices fall to an average of $374 per night.

Rental availability information on Hilton Head Island

Our availability graph helps you identify the busiest months on Hilton Head Island. The week with the lowest percentage of available accommodations is in December (12/2 - 12/9). Conversely, you will find the highest percentage of available offers on Hilton Head Island in June (6/22 - 6/29).

The Weather on Hilton Head Island

max.
Min.
15°
7 days 7
max.
Min.
16°
9 days 9
max.
Min.
20°
11°
9 days 9
max.
Min.
24°
15°
9 days 9
max.
Min.
27°
19°
7 days 7
max.
Min.
30°
23°
8 days 8
max.
Min.
32°
24°
11 days 11
max.
Min.
31°
24°
11 days 11
max.
Min.
29°
22°
9 days 9
max.
Min.
25°
17°
5 days 5
max.
Min.
20°
10°
6 days 6
max.
Min.
18°
9 days 9
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram on Hilton Head Island. In the next 6 months, July will have higher average temperatures. No heat wave is expected in January, where minimum average temperatures usally hit a 6° low. The rainiest month is July while the driest month is October.

7-Day Weather Forecast on Hilton Head Island

Sun., 24 Sep.
29°
22°

15%

12 h

19 km/h

Mon., 25 Sep.
28°
21°

10%

6 h

9 km/h

Tue., 26 Sep.
28°
23°

15%

8 h

13 km/h

Wed., 27 Sep.
26°
23°

15%

2 h

13 km/h

Thu., 28 Sep.
26°
22°

15%

0 h

18 km/h

Fri., 29 Sep.
27°
22°

10%

7 h

20 km/h

Sat., 30 Sep.
27°
24°

15%

8 h

20 km/h

Where to find the best food on Hilton Head Island?

Scrumptious seafood and local wines

Dig into Hilton Head's superb selection of seafood at one of the island's excellent seaside restaurants. From Atlantic salmon to juicy lobster and shrimp, you can feast like royalty on local Fruits de Mer. A diversity of cuisines will tempt your taste buds — from sashimi to steak, perfectly cooked to your liking.

What are the best activities for families on Hilton Head Island?

Playing at the Sandbox on Hilton Head Island

This interactive kids' museum is specially designed for younger visitors, with a thrilling range of exhibits that will delight and stimulate them. They'll discover awesome play areas, aquariums and a room that blends sound with color. For the little engineers, there are Builders of Tomorrow, while future pilots will love the Flight Deck. Programs like Imagination Hour and Leap into Learning Wednesdays bring the community together to learn through play.

What are the must-see attractions on Hilton Head Island?

Highlights of Hilton Head

Coastal Discovery Museum

When you visit this museum, you will be immersed in the ecology of the South Carolina coast. Discover natural history and cultural heritage all in one place as you explore 68 acres filled with oaks, marshes, and gardens. Meet alligators at live demonstrations and enter the butterfly enclosure to see these insects in full flutter.

Pinckney Island National Wildlife Reserve

Over 250 species inhabit this diverse landscape. Songbirds warble in the branches of the scrub, whilst red foxes and bobcats dart silently through the bushes. Watch out for raptors cruising overhead. Follow the trails through this natural paradise, where learning and exploration cross paths.

Harbour Town Light

This lighthouse houses a remarkable collection of artwork, antique golf memorabilia, vintage apparel, and automobiles. You'll also find classic games, clocks, and timekeepers here, plus a library of historic books that you'll want to graze over for hours.

Arts Center of Coastal Carolina

There's always an exciting performance happening at Hilton Head's vibrant Arts Center. Whether you're a jazz enthusiast, a musical fanatic or you have a passion for contemporary dance, there's something for everyone. What's more, enthralling contemporary art exhibits fill the gallery space in the Bank of America Room and Walter Greer Gallery.

Harbour Town Golf Links

This course requires finesse, creativity, and precision as opposed to strength, and its various par threes rank among the best in the world. Harbour Town's par four 18th hole is one of the most feared in the golfing world. Constant enhancements to the course provide you with a premium game.

Information about vacation rentals on Hilton Head Island

🏡 Vacation rentals available 11,097 homes
💳 Possible discounts up to 41%
🌙 Nightly prices starting at $114
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 907 homes
🏊 Vacation rentals with pools 10,003 homes

Frequently Asked Questions

What is the typical price of a vacation home on Hilton Head Island?

Accommodation prices on Hilton Head Island start at $114 per night.

What is the typical availability of Villa on Hilton Head Island?

December has the highest availability of Villa on Hilton Head Island, so you can expect plenty of selection, even for last-minute bookings.

What are the most popular vacation home amenities on Hilton Head Island?

The most popular amenities for rentals on Hilton Head Island include vacation homes with Pool, Internet, or Pets allowed.

How many Villa and House rental can I find on Hilton Head Island?

Hilton Head Island has 11,097 Villa and House rental available to book.

Are there pet-friendly vacation rentals on Hilton Head Island?

If you're travelling with a dog, over 8% of vacation rentals on Hilton Head Island are pet-friendly.

What's the best month to visit Hilton Head Island?

The warmest time of year on Hilton Head Island is July and August, with the nightly price of a vacation home starting at $114.

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What are the top neighbourhoods on Hilton Head Island?

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