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Hilton Head Island Vacation Rentals

Find 16,882 available home rentals from 27 partners
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Top 15 Recommended vacation rentals on Hilton Head Island

Find your perfect vacation rental on Hilton Head Island from just $254 per night!

House Hilton Head Island
House ∙ 10 guests ∙ 5 bedrooms

260 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
from $474
per night
Outstanding(2 ratings)
from $474
per night
View deal
House Hilton Head Island
House ∙ 14 guests ∙ 5 bedrooms

266 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
from $723
per night
Excellent(20 ratings)
from $723
per night
View deal
House Hilton Head Island
House ∙ 12 guests ∙ 5 bedrooms

270 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
from $747
per night
Excellent(20 ratings)
from $747
per night
View deal
House Hilton Head Island
House ∙ 12 guests ∙ 6 bedrooms

House

Hilton Head Island, Beaufort County, South Carolina, United States
from $912
per night
Outstanding(13 ratings)
from $912
per night
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House Hilton Head Island
House ∙ 11 guests ∙ 4 bedrooms

294 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
from $663
per night
Very good(25 ratings)
from $663
per night
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House Hilton Head Island
House ∙ 12 guests ∙ 5 bedrooms

House

Hilton Head Island, Beaufort County, South Carolina, United States
from $836
per night
Outstanding(5 ratings)
from $836
per night
View deal
House Hilton Head Island
House ∙ 12 guests ∙ 6 bedrooms

House

Hilton Head Island, Beaufort County, South Carolina, United States
from $895
per night
Outstanding(12 ratings)
from $895
per night
View deal
House Hilton Head Island
House ∙ 11 guests ∙ 4 bedrooms

House

Hilton Head Island, Beaufort County, South Carolina, United States
from $504
per night
Outstanding(65 ratings)
from $504
per night
View deal
House Hilton Head Island
House ∙ 10 guests ∙ 4 bedrooms

186 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
from $599
per night
Excellent(20 ratings)
from $599
per night
View deal
House Hilton Head Island
House ∙ 8 guests ∙ 4 bedrooms

House

Hilton Head Island, Beaufort County, South Carolina, United States
from $296
per night
Outstanding(29 ratings)
from $296
per night
View deal
Condo Hilton Head Island
Condo ∙ 10 guests ∙ 4 bedrooms

129 m² Condo

Hilton Head Island, Beaufort County, South Carolina, United States
from $256
per night
Very good(97 ratings)
from $256
per night
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House Hilton Head Island
House ∙ 10 guests ∙ 4 bedrooms

House

Hilton Head Island, Beaufort County, South Carolina, United States
from $230
per night
Excellent(57 ratings)
from $230
per night
View deal
Condo Hilton Head Island
Condo ∙ 10 guests ∙ 5 bedrooms

275 m² Condo

Hilton Head Island, Beaufort County, South Carolina, United States
from $829
per night
Excellent(71 ratings)
from $829
per night
View deal
House Hilton Head Island
House ∙ 12 guests ∙ 6 bedrooms

House

Hilton Head Island, Beaufort County, South Carolina, United States
from $582
per night
Outstanding(4 ratings)
from $582
per night
View deal
House Hilton Head Island
House ∙ 10 guests ∙ 5 bedrooms

House

Hilton Head Island, Beaufort County, South Carolina, United States
from $328
per night
Outstanding(52 ratings)
from $328
per night
View deal

Vacation rentals and apartments with air conditioning

House  Hilton Head Island
from $570 per night
12 guests ∙ 5 bedrooms

House

5.0
Outstanding(2 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
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House  Hilton Head Island
from $344 per night
House ∙ 10 guests ∙ 5 bedrooms

130 m² House

4.8
Outstanding(19 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
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House  Hilton Head Island
from $526 per night
12 guests ∙ 5 bedrooms

House

4.5
Excellent(20 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
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Apartments with a balcony or patio

House  Hilton Head Island
from $983 per night
House ∙ 12 guests ∙ 5 bedrooms

279 m² House

4.8
Outstanding(22 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
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House  Hilton Head Island
from $610 per night
House ∙ 12 guests ∙ 5 bedrooms

325 m² House

5.0
Outstanding(99 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
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House  Hilton Head Island
from $544 per night
House ∙ 16 guests ∙ 5 bedrooms

242 m² House

4.6
Excellent(67 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
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Vacation homes and cottages with a garden

House  Hilton Head Island
from $684 per night
House ∙ 14 guests ∙ 5 bedrooms

362 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
Yard
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House  Hilton Head Island
from $492 per night
House ∙ 12 guests ∙ 5 bedrooms

318 m² House

4.7
Excellent(6 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Yard
View deal
House  Hilton Head Island
from $580 per night
House ∙ 15 guests ∙ 5 bedrooms

327 m² House

5.0
Outstanding(140 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Yard
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Budget-friendly Rentals on Hilton Head Island

Find Fantastic yet Inexpensive Rentals

House Hilton Head Island
from $601 per night
House ∙ 11 guests ∙ 4 bedrooms

206 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
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House Hilton Head Island
from $459 per night
8 guests ∙ 4 bedrooms

House

4.9
Outstanding(42 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
from $416 per night
14 guests ∙ 4 bedrooms

House

4.9
Outstanding(42 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal

Top-Rated Offers and Accommodations on Hilton Head Island

Book Vacation Rentals with the Highest User Rating

Condo Hilton Head Island
from $448 per night
Condo ∙ 10 guests ∙ 4 bedrooms

164 m² Condo

4.8
Outstanding(142 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
from $536 per night
House ∙ 11 guests ∙ 5 bedrooms

362 m² House

5.0
Outstanding(42 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
from $665 per night
House ∙ 8 guests ∙ 4 bedrooms

207 m² House

4.8
Outstanding(40 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal

Customer ratings and reviews

How are reviews collected?
Darlene W.
Guest verified by HomeToGo

The home was clean and a great location. Although the bed was a little to firm for my liking, our overall stay was delightful.

Reviewed on 3/19/2025
Villa Hilton Head Island
from $364 per night
HomeToGo
Villa ∙ 8 guests ∙ 2 bedrooms
5.0
Outstanding(19 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
John W.
Guest verified by HomeToGo

We did enjoy our stay and loved the location of the house. Close to bike rentals & restaurants. The den & wifi were wonderful as well as the washer & dryer! Loved exploring HH Island The house could use some TLC sliding glass doors/screen hard to open; kitchen pots/pans tough shape and mattresses were not very comfortable for a stay over a week. Overall, the house was very cute, nicely decorated & in a great location.

Reviewed on 3/1/2025 | Family
House Hilton Head Island
from $333 per night
HomeToGo
House ∙ 8 guests ∙ 3 bedrooms
4.0
Very good(1 rating)
Hilton Head Island, Beaufort County, South Carolina, United States
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Tom G.
Guest verified by HomeToGo

House very spacious, good location on back side of island. Prompt and clear communication. A few maintenance projects needed.

Reviewed on 2/20/2025 | Couple
House Hilton Head Island
from $404 per night
HomeToGo
House ∙ 8 guests ∙ 3 bedrooms
4.2
Very good(77 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Calvin C.
Guest verified by HomeToGo

We loved our stay at this beautiful vacation rental. The location is perfect for the shops and restaurants at Shelter Cove Marina. The property manager, Tricia was so easy to communicate with and answered all our questions quickly. The condo itself was updated and although we did not cook, the kitchen was fully outfitted. The beds were comfy and the master shower was great! The little porch was nice if you wanted to sit outside and get some fresh air. The beach access was an easy drive (pretty far to walk) and our pup loved chasing balls on the beautiful wide beach. Our only issue was the master bedroom tv lost interest access one evening and would not work. I had to reset the router the next morning which solved the issue. You do have to be a little tech savvy to work the tvs. We would definitely stay here again. Can’t wait to come back!

Reviewed on 11/16/2024 | Couple
Apartment Hilton Head Island
from $282 per night
HomeToGo
Apartment ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(44 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Nell H.
Guest verified by HomeToGo

The home was nicely decorated and well equipped for cooking. The bed was most comfortable. The wifi was great. Unfortunately, the coolness of the weather did not allow us to enjoy the romantic patio setting.

Reviewed on 10/29/2024 | Couple
Condo Hilton Head Island
from $183 per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.0
Very good(11 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Jeff M.
Guest verified by HomeToGo

Unit 903 was actually in Ship Master within the community of Shipyard. Was a very nice stay and management was very communicative quickly. Our personal preference was to have walk-in showers and this unit only had bathtubs. They had two coffee pots which took care of pods or filters so that was really nice.

Reviewed on 9/2/2024 | Couple
Villa Hilton Head Island
from $256 per night
HomeToGo
Villa ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(50 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Danny W.
Guest verified by HomeToGo

We appreciated the beauty and peacefulness of Evian in Shipyard. It was a world set apart from the busyness of the Island.

Reviewed on 4/7/2024 | Couple
Condo Hilton Head Island
from $156 per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
4.1
Very good(57 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
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Verified reviews

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Trust in the quality and comfort of your stay with verified guest reviews.

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Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities on Hilton Head Island

  • Pool (12,512)
  • WiFi (15,687)
  • Pet-friendly (2,460)
  • Kitchen (15,850)
  • Air conditioning (15,584)
  • Washing machine (13,203)
  • TV (14,756)
  • Balcony/patio (5,200)
  • Parking (1,158)
  • Dishwasher (10,823)
  • Grill (6,920)
  • Microwave (14,141)

You will have a large selection of vacation homes to choose from if you are looking for a vacation rental including a pool in Hilton Head Island. Interestingly, HomeToGo's data shows that more condo include a pool than apartment rental. Also, they can welcome 6 people, on average, while apartment rental with pools can accommodate an average of 6 people. You can also compare and find a vacation home providing a pool near the water, which is the case for nearly half of the rentals there.

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

This graph displays the average prices for the next twelve months on Hilton Head Island. Vacation rental prices are the highest in July (7/19 – 7/26). Prices drop in October to an average of $656 per night (10/25 – 11/1).

Rental availability information on Hilton Head Island

Check how busy Hilton Head Island is with our availability graph. The week with the least available rentals is in April (4/11 – 4/18), with only 20% of the vacation rentals available. The week with the most available rentals is in September (9/13 – 9/20), with 56% of the vacation rentals available.

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.

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 16,882 rentals
💳 Possible discounts up to 50%
🌙 Nightly prices starting at $254
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 2,464 homes
🏊 Vacation rentals with pools 12,583 homes
526,657 reviews
Hilton Head Island vacation rentals have an average rating of 4.6/5 on 526,657 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals on Hilton Head Island?

We found 16,882 vacation homes on Hilton Head Island available for your next trip.

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

Many travellers are searching for Pool, Internet, and Pets allowed when booking a vacation home on Hilton Head Island.

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

If you're travelling with a dog, over 15% of vacation rentals on Hilton Head Island are pet-friendly.

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

When booking a vacation rental on Hilton Head Island, remember that the rainiest months are usually July and August, with October often being the sunniest.

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