Hilton Head Island Vacation Rentals - HomeToGo base64Hash Hilton Head Island Vacation Rentals - HomeToGo

Hilton Head Island Vacation Rentals

Find 13,678 available home rentals from 28 partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • House
    • Apartment
    • Resort

  • Distance to center

    • 2 km
    • 5 km
    • Any

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Kitchen
    • Air conditioning
    • Washing machine
    • TV
    • Balcony/patio
    • Parking
    • Dishwasher
    • Microwave
    • Yard
    • Jacuzzi
    • Fireplace
    • Sauna
    • Crib
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals on Hilton Head Island

Find your perfect vacation rental on Hilton Head Island from just $190 per night!

House Hilton Head Island
House ∙ 16 guests ∙ 6 bedrooms

369 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
This spacious house rental on Hilton Head Island features a private heated pool, fireplace, and room for 16, perfect for a getaway.
from $432
per night
Very good(43 ratings)
from $432
per night
View deal
House Hilton Head Island
House ∙ 14 guests ∙ 6 bedrooms

325 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
This house rental on Hilton Head Island features a private heated pool, kitchen, balcony, and space for 14 guests.
from $740
per night
Outstanding(68 ratings)
from $740
per night
View deal
House Hilton Head Island
House ∙ 12 guests ∙ 4 bedrooms

House

Hilton Head Island, Beaufort County, South Carolina, United States
This house rental on Hilton Head Island features a kitchen and parking, accommodating up to 12 guests for a memorable getaway.
from $393
per night
Outstanding(55 ratings)
from $393
per night
View deal
Condo Hilton Head Island
Condo ∙ 6 guests ∙ 2 bedrooms

129 m² Condo

Hilton Head Island, Beaufort County, South Carolina, United States
from $236
per night
Outstanding(12 ratings)
from $236
per night
View deal
Condo Hilton Head Island
Condo ∙ 12 guests ∙ 5 bedrooms

Condo

Hilton Head Island, Beaufort County, South Carolina, United States
This waterfront condo on Hilton Head Island features a pool, beach access, and a balcony, perfect for 12 guests to unwind.
from $467
per night
Very good(18 ratings)
from $467
per night
View deal
Condo Hilton Head Island
Condo ∙ 8 guests ∙ 3 bedrooms

Condo

Hilton Head Island, Beaufort County, South Carolina, United States
This Hilton Head Island condo offers a pool, kitchen, balcony, and pet-friendly amenities for up to 8 guests, perfect for families.
from $167
per night
Outstanding(3 ratings)
from $167
per night
View deal
House Hilton Head Island
House ∙ 8 guests ∙ 3 bedrooms

House

Hilton Head Island, Beaufort County, South Carolina, United States
from $309
per night
Outstanding(41 ratings)
from $309
per night
View deal
House Hilton Head Island
House ∙ 10 guests ∙ 4 bedrooms

158 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
This house rental on Hilton Head Island offers beach access, a pool, and a yard, perfect for families looking to relax.
from $456
per night
Outstanding(243 ratings)
from $456
per night
View deal
Villa Hilton Head Island
Villa ∙ 6 guests ∙ 3 bedrooms

153 m² Villa

Hilton Head Island, Beaufort County, South Carolina, United States
This villa on Hilton Head Island features a pool, kitchen, parking, and pet-friendly options, perfect for a family getaway.
from $274
per night
Outstanding(65 ratings)
from $274
per night
View deal
House Hilton Head Island
House ∙ 8 guests ∙ 3 bedrooms

167 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
A welcoming house rental on Hilton Head Island with a fireplace, kitchen, and parking, perfect for accommodating 8 guests.
from $356
per night
Outstanding(14 ratings)
from $356
per night
View deal
Condo Hilton Head Island
Condo ∙ 8 guests ∙ 3 bedrooms

Condo

Hilton Head Island, Beaufort County, South Carolina, United States
This condo on Hilton Head Island features a private pool, balcony, and kitchen, accommodating up to 8 guests for an unforgettable stay.
from $259
per night
Outstanding(7 ratings)
from $259
per night
View deal
House Hilton Head Island
House ∙ 12 guests ∙ 5 bedrooms

322 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
This house rental in Hilton Head Island features a private pool, kitchen, and parking, accommodating up to 12 guests for an unforgettable vacation.
from $934
per night
Outstanding(2 ratings)
from $934
per night
View deal
House Hilton Head Island
House ∙ 10 guests ∙ 4 bedrooms

158 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
This Hilton Head Island house rental features a private pool, jacuzzi, and a spacious yard, perfect for family getaways.
from $432
per night
Outstanding(8 ratings)
from $432
per night
View deal
House Hilton Head Island
House ∙ 12 guests ∙ 5 bedrooms

218 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
This house rental on Hilton Head Island features a heated private pool, a spacious yard, and ample room for 12 guests to unwind.
from $661
per night
Outstanding(55 ratings)
from $661
per night
View deal
House Hilton Head Island
House ∙ 10 guests ∙ 3 bedrooms

265 m² House

Hilton Head Island, Beaufort County, South Carolina, United States
This Hilton Head Island house rental features a private pool, fireplace, kitchen, and parking for up to 10 guests.
from $345
per night
Excellent(66 ratings)
from $345
per night
View deal

Vacation homes and cottages with a garden

Condo Hilton Head Island
from $172 per night
Condo ∙ 8 guests ∙ 2 bedrooms

116 m² Condo

4.8
Outstanding(112 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Yard
View deal
House Hilton Head Island
from $482 per night
House ∙ 11 guests ∙ 4 bedrooms

265 m² House

5.0
Outstanding(95 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Yard
View deal
House Hilton Head Island
from $1,474 per night
House ∙ 12 guests ∙ 5 bedrooms

325 m² House

5.0
Outstanding(17 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Yard
View deal
See all offers

Vacation rentals and apartments with air conditioning

House Hilton Head Island
from $432 per night
House ∙ 8 guests ∙ 3 bedrooms

206 m² House

4.9
Outstanding(35 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
View deal
House Hilton Head Island
from $603 per night
House ∙ 10 guests ∙ 4 bedrooms

214 m² House

5.0
Outstanding(42 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
View deal
Villa Hilton Head Island
from $379 per night
Villa ∙ 6 guests ∙ 3 bedrooms

153 m² Villa

4.5
Excellent(50 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
View deal
See all offers

Apartments with a balcony or patio

House Hilton Head Island
from $511 per night
House ∙ 14 guests ∙ 5 bedrooms

361 m² House

4.3
Very good(64 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
View deal
House Hilton Head Island
from $847 per night
House ∙ 10 guests ∙ 5 bedrooms

279 m² House

5.0
Outstanding(44 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
View deal
House Hilton Head Island
from $551 per night
House ∙ 17 guests ∙ 4 bedrooms

279 m² House

4.7
Excellent(66 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
View deal
See all offers

Budget-friendly Rentals on Hilton Head Island

Find Fantastic yet Inexpensive Rentals

House Hilton Head Island
from $2,033 per night
House ∙ 22 guests ∙ 8 bedrooms

632 m² House

5.0
Outstanding(178 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Condo Hilton Head Island
from $275 per night
Condo ∙ 8 guests ∙ 3 bedrooms

147 m² Condo

4.9
Outstanding(39 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
from $400 per night
House ∙ 8 guests ∙ 4 bedrooms

184 m² House

4.6
Excellent(48 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

Villa Hilton Head Island
from $340 per night
Villa ∙ 8 guests ∙ 3 bedrooms

149 m² Villa

4.8
Outstanding(101 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Condo Hilton Head Island
from $185 per night
Condo ∙ 6 guests ∙ 3 bedrooms

113 m² Condo

4.6
Excellent(51 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
from $475 per night
House ∙ 12 guests ∙ 4 bedrooms

House

4.7
Excellent(48 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal

Discover real guest reviews to help you choose the perfect stay on Hilton Head Island

How are reviews collected?
richard h.
Guest verified by HomeToGo

This place was Clean, great location, and the owner and property manager Brian are responsive.

Reviewed on 10/5/2025
Apartment Hilton Head Island
from $162 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.7
Excellent(30 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Maureen B.
Guest verified by HomeToGo

Beautiful and clean. Only complaint — we had 90 temps that week. A/C did not reach upstairs main bedroom. Guest bedroom was freezing!

Reviewed on 7/23/2025 | Couple
Villa Hilton Head Island
from $211 per night
Villa ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(81 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Betty W.
Guest verified by HomeToGo

The home was very clean and had everything needed and as a bonus had pool supplies!

Reviewed on 7/22/2025
Apartment Hilton Head Island
from $227 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.2
Very good(65 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 $360 per night
House ∙ 8 guests ∙ 3 bedrooms
4.5
Excellent(2 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 $249 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(77 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
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 $176 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.4
Very good(6 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 $154 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.0
Very good(64 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Show more

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

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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 (11,850)
  • WiFi (12,458)
  • Pet-friendly (2,109)
  • Kitchen (13,002)
  • Air conditioning (13,342)
  • Washing machine (10,456)
  • TV (12,979)
  • Balcony/patio (5,615)
  • Parking (959)
  • Dishwasher (11,252)
  • Grill (6,826)
  • Microwave (11,446)

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 one-third 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 (7/4 – 7/11). Prices drop in January to an average of $789 per night (1/17 – 1/24).

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 December (12/12 – 12/19), with only 8% of the vacation rentals available. The week with the most available rentals is in May (5/16 – 5/23), with 68% 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 13,678 rentals
🌙 Nightly prices starting at $190
⭐ Popular amenities Pool, Internet and Pets allowed
🐾 Pet friendly homes 2,129 homes
🏊 Vacation rentals with pools 11,910 homes
452 reviews
Hilton Head Island vacation rentals have an average rating of 4.4/5 on 452 reviews left by travelers.

Frequently Asked Questions

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

We found 13,678 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 16% 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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