Vacation rentals in Hilton Head Island - HomeToGo base64Hash Vacation rentals in Hilton Head Island - HomeToGo

Vacation rentals in Hilton Head Island

Find 17,573 available house rentals from 31 partners
Anytime
Guests
Anytime
Guests

Top 15 Recommended vacation rentals in Hilton Head Island

Find your perfect vacation rental in Hilton Head Island from just $100 per night!

House Hilton Head Island
Oct 18 - Oct 25
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly vacation home with jacuzzi, private pool & grill | Next to the beach

Hilton Head Island, Beaufort County, South Carolina, United States
$599
per night
Outstanding(5 ratings)
$599
per night
View deal
House Hilton Head Island
-49%
Aug 23 - Aug 30
House ∙ 11 guests ∙ 4 bedrooms

House with private pool, terrace & grill

Hilton Head Island, Beaufort County, South Carolina, United States
$617$313
per night
Very good(25 ratings)
$617$313
per night
View deal
House Hilton Head Island
-49%
Oct 18 - Oct 25
House ∙ 12 guests ∙ 6 bedrooms

Vacation home with barbecue, terrace & private pool | Lake view

Hilton Head Island, Beaufort County, South Carolina, United States
$1,253$642
per night
Outstanding(12 ratings)
$1,253$642
per night
View deal
House Hilton Head Island
-29%
Oct 18 - Oct 25
House ∙ 12 guests ∙ 6 bedrooms

Vacation home with patio & BBQ

Hilton Head Island, Beaufort County, South Carolina, United States
$561$397
per night
Outstanding(3 ratings)
$561$397
per night
View deal
House Hilton Head Island
-52%
Sep 20 - Sep 27
House ∙ 12 guests ∙ 5 bedrooms

Family-friendly lovely vacation home with terrace & BBQ | City view | Close to the beach | Dogs allowed

Hilton Head Island, Beaufort County, South Carolina, United States
$831$397
per night
Good(2 ratings)
$831$397
per night
View deal
House Hilton Head Island
-41%
Oct 18 - Oct 25
House ∙ 10 guests ∙ 4 bedrooms

House with terrace, BBQ & private pool | Nature view

Hilton Head Island, Beaufort County, South Carolina, United States
$619$367
per night
Excellent(20 ratings)
$619$367
per night
View deal
House Hilton Head Island
-51%
May 7 - May 14
House ∙ 12 guests ∙ 7 bedrooms

Family-friendly vacation home with terrace, jacuzzi & private pool | Good for workation

Hilton Head Island, Beaufort County, South Carolina, United States
$922$449
per night
Excellent(31 ratings)
$922$449
per night
View deal
House Hilton Head Island
-57%
Sep 27 - Oct 4
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with pool, barbecue & patio

Hilton Head Island, Beaufort County, South Carolina, United States
$348$149
per night
Excellent(57 ratings)
$348$149
per night
View deal
House Hilton Head Island
-40%
Feb 28 - Mar 7
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped vacation home with barbecue, private pool & terrace | Lake view | Good for workation

Hilton Head Island, Beaufort County, South Carolina, United States
$556$336
per night
Outstanding(35 ratings)
$556$336
per night
View deal
House Hilton Head Island
-64%
Sep 27 - Oct 4
House ∙ 10 guests ∙ 3 bedrooms

Family-friendly house with pool & BBQ

Hilton Head Island, Beaufort County, South Carolina, United States
$558$201
per night
Outstanding
$558$201
per night
View deal
House Hilton Head Island
-35%
Sep 7 - Sep 14
House ∙ 11 guests ∙ 5 bedrooms

Vacation home with patio, private pool & barbeque | Close to the beach

Hilton Head Island, Beaufort County, South Carolina, United States
$651$423
per night
Outstanding(43 ratings)
$651$423
per night
View deal
House Hilton Head Island
-19%
Apr 13 - Apr 20
House ∙ 12 guests ∙ 4 bedrooms

House with 4 rooms for 12 persons

Hilton Head Island, Beaufort County, South Carolina, United States
$318$257
per night
Outstanding(20 ratings)
$318$257
per night
View deal
House Hilton Head Island
Oct 18 - Oct 25
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented house with terrace & grill | Nature view | Beach nearby

Hilton Head Island, Beaufort County, South Carolina, United States
$412
per night
Outstanding(52 ratings)
$412
per night
View deal
House Hilton Head Island
Oct 4 - Oct 11
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with private pool, terrace & BBQ | Nature view | Perfect for remote work

Hilton Head Island, Beaufort County, South Carolina, United States
$320
per night
Outstanding(2 ratings)
$320
per night
View deal
House Hilton Head Island
-43%
May 10 - May 17
House ∙ 14 guests ∙ 5 bedrooms

Child-friendly vacation home with pool & barbecue | Pets allowed

Hilton Head Island, Beaufort County, South Carolina, United States
$618$350
per night
Good(1 rating)
$618$350
per night
View deal

Vacation rentals and apartments with air conditioning

Condo  Hilton Head Island
Oct 18 - Oct 25
-37%
$330
$210
per night
Condo ∙ 10 guests ∙ 2 bedrooms

Condo with pool, patio & barbecue

4.4
Very good(98 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
View deal
House  Hilton Head Island
Oct 25 - Nov 1
-58%
$650
$276
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with barbeque, terrace & private pool | Nature view

3.8
Good(78 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
View deal
House  Hilton Head Island
Sep 19 - Sep 26
-48%
$720
$371
per night
House ∙ 12 guests ∙ 5 bedrooms

Family-friendly vacation home with pool & barbecue | Next to the beach

4.0
Very good(1 rating)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

House  Hilton Head Island
Sep 27 - Oct 4
-59%
$302
$124
per night
House ∙ 10 guests ∙ 3 bedrooms

Children-friendly vacation home with pool, patio & hot tub

4.6
Excellent(57 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
View deal
House  Hilton Head Island
Apr 26 - May 3
-54%
$1,183
$546
per night
House ∙ 12 guests ∙ 5 bedrooms

House with hot tub, patio & private pool | Nature view

4.8
Outstanding(21 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
View deal
House  Hilton Head Island
Sep 20 - Sep 27
-49%
$605
$308
per night
House ∙ 14 guests ∙ 6 bedrooms

Vacation home with terrace, grill & private pool

4.5
Excellent(40 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
View deal
See all offers

Vacation homes and rentals with a yard

House  Hilton Head Island
May 31 - Jun 7
$1,170
per night
House ∙ 14 guests ∙ 7 bedrooms

Vacation home with garden, terrace & private pool | Nature view

4.7
Excellent(18 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Yard
View deal
House  Hilton Head Island
May 1 - May 8
-18%
$700
$575
per night
House ∙ 11 guests ∙ 5 bedrooms

Vacation home with terrace, private pool & BBQ

5.0
Outstanding(67 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Yard
View deal
House  Hilton Head Island
Sep 20 - Sep 27
-38%
$850
$525
per night
House ∙ 10 guests ∙ 4 bedrooms

Children-friendly vacation home with pool, BBQ & garden | Nature view | Close to the beach

5.0
Outstanding(47 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Yard
View deal
See all offers

Best Vacation Home Deals in Hilton Head Island

Save up to 53%

Condo Hilton Head Island
Sep 5 - Sep 12
-20%
$251
$201
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Children-friendly wonderful condo with pool, patio & BBQ | Close to the beach

4.3
Very good(91 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
Oct 18 - Oct 25
-41%
$433
$256
per night
House ∙ 12 guests ∙ 4 bedrooms

Child-friendly vacation home with terrace, barbeque & private pool | Beach nearby | Pet-friendly

4.2
Very good(70 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
May 4 - May 11
-53%
$527
$248
per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with patio & grill | Nature view

4.7
Excellent(23 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal

17,573 welcoming vacation homes from 31 providers are listed in Hilton Head Island, with prices beginning at $100 per night. Using HomeToGo you can immediately compare the offers of each available rental to find the best price and save up to 41%.

Budget-friendly Vacation Rentals in Hilton Head Island

Find Fantastic yet Inexpensive Offers

House Hilton Head Island
Sep 1 - Sep 8
-42%
$321
$186
per night
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly charming house with terrace | Beach nearby

4.3
Very good(79 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
Sep 20 - Sep 27
-22%
$170
$133
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly house with terrace & barbecue | Beach nearby

4.4
Very good(33 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
Apr 26 - May 3
-54%
$877
$408
per night
House ∙ 14 guests ∙ 7 bedrooms

Child-friendly house with barbeque, patio & private pool | Perfect for remote work

5.0
Outstanding(30 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal

Top-Rated Rentals and Accommodations in Hilton Head Island

Book Vacation Rental Offers with the Highest User Rating

House Hilton Head Island
-55%
Sep 20 - Sep 27
House ∙ 13 guests ∙ 5 bedrooms

House with barbeque, private pool & terrace

Hilton Head Island, Beaufort County, South Carolina, United States
$880$400
per night
Excellent(71 ratings)
$880$400
per night
View deal
House Hilton Head Island
-43%
May 4 - May 11
House ∙ 14 guests ∙ 4 bedrooms

Vacation home with barbeque, patio & private pool

Hilton Head Island, Beaufort County, South Carolina, United States
$879$499
per night
Outstanding(68 ratings)
$879$499
per night
View deal
House Hilton Head Island
-27%
Oct 10 - Oct 17
House ∙ 12 guests ∙ 6 bedrooms

Fully equipped lovely vacation home

Hilton Head Island, Beaufort County, South Carolina, United States
$589$428
per night
Outstanding(21 ratings)
$589$428
per night
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 $263
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 $240
per night
HomeToGo
House ∙ 8 guests ∙ 3 bedrooms
4.0
Very good(1 rating)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
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 $287
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 $198
per night
HomeToGo
Apartment ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(44 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 $135
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 $181
per night
HomeToGo
Villa ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(50 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Rosemary S.
Guest verified by HomeToGo

The home was clean, comfortable and very well equipped with everything we needed for our yearly vacation to HHI. Furnishings were new and not beaten down like some vacation rentals.

Reviewed on 8/26/2024 | Family
House Hilton Head Island
from $597
per night
HomeToGo
House ∙ 25 guests ∙ 6 bedrooms
5.0
Outstanding(10 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Brian P.
Guest verified by HomeToGo

Had everything we needed. This was our second time in this home, will definitely be back. Plenty of room for a family of 8.

Reviewed on 6/17/2024 | Family
House Hilton Head Island
from $557
per night
HomeToGo
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding(24 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Jennifer C.
Guest verified by HomeToGo

A large enough space for everyone to spread out and do their own thing but still able to gather all in on area for games and meals. The decor was very nice but the light fabrics kept me tense with small children.

Reviewed on 5/22/2024 | Family
House Hilton Head Island
from $468
per night
HomeToGo
House ∙ 13 guests ∙ 5 bedrooms
5.0
Outstanding(6 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Show more

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

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

Price clarity, no surprises

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 in Hilton Head Island

  • Pool (13,243)
  • Pet-friendly (2,588)
  • WiFi (16,240)
  • Kitchen (16,629)
  • Air conditioning (16,353)
  • Washing machine (11,661)
  • TV (15,517)
  • Balcony/patio (5,496)
  • Parking (1,053)
  • No smoking (15,816)
  • Dishwasher (11,322)
  • Microwave (14,914)

You can find a large selection of vacation homes to choose from if you are looking for a property offering a pool in Hilton Head Island. Condo with pools in Hilton Head Island are a great option for groups of 6 and usually cost around $571 per night. You can also compare and find a vacation rental providing a pool near the water, which is the case for nearly half of the rentals in this destination.

Price and Availability Index in Hilton Head Island

Click on any bar to see price and availability information

Vacation Rental Price Information in Hilton Head Island

We gathered the average prices for accommodations in Hilton Head Island for the next year. Prices reach their highest point in July, when the average nightly rate for renting a vacation home is $557 (7/19 – 7/26). However, in October (10/25 – 11/1), prices decrease to an average of $485 per night.

Rental availability information in Hilton Head Island

This graph shows the level of availability for vacation rentals over the next twelve months. Be careful if you plan to go to Hilton Head Island in April, as it comprises the busiest week of the next 12 months (4/4 – 4/11). Alternatively, 56% of vacation rentals are still available during a week in September (9/13 – 9/20).

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 in 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 top sights in Hilton Head Island?

3 Great Wineries Close to Your Hilton Head Island Vacation Rental

1. Island Winery

This reputable wine estate is reason enough for most travelers to visit the island. Island Winery produces craft wines and combines local and imported grapes to produce Low Country specialty wines. Your expert hosts will answer all your questions while you taste their refreshing rosé, white, and red wines. Island Winery is open for tastings every day except Sundays.

2. Rollers Wine & Spirits

To familiarize yourself with international wines, visit Rollers, a local business since 1960. You'll find wines from all over the world on their shelves and can get an attractive discount by using eco-friendly bags featuring their logo.

3. Carolina Tasting Room

For a wine smoothie or a glass of local wine, visit Carolina Tasting Room. The wine bar has a selection of more than 50 wines to choose from. If you buy some wine, you won’t have to pay for sampling.

Where are the unique attractions in Hilton Head Island?

The 3 Best Beaches on Hilton Head Island

1. Coligny

Sociable people gather on Coligny, the island's most popular beach. Facing the Atlantic Ocean, the sandy beach features walking and biking paths, beach facilities, and restaurants.

2. Fish Haul Creek

Located in the northeast of Hilton Head, this secluded beach is ideal for solitude seekers and observers of wildlife.

3. Burkes Beach

This sandy beach, edged by a park and facing the ocean, is accessible by bike and popular among dog owners.

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

6 Highlights of Hilton Head

1. 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.

2. 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.

3. 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.

4. 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.

5. 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.

6. Fishing

People of all ages come to Jarvis Creek Park for a relaxing day of fishing. You're very likely to catch bass here. Alternatively, Charles C. Haigh Pier is located in the Intercoastal Waterway, the pier offers anglers access to deeper waters. You could also Join a boat tour to for some deep sea fishing. Let the captain know what you'd like to catch, and they'll guide you to the best location.

Information about vacation rentals in Hilton Head Island

🏡 Vacation rentals available 17,573 rentals
💳 Possible discounts up to 41%
🌙 Nightly prices starting at $100
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 2,594 homes
🏊 Vacation rentals with pools 13,246 homes
536,616 reviews
Hilton Head Island vacation rentals have an average rating of 4.7/5 on 536,616 reviews left by travelers.

Frequently Asked Questions

What is the price per night for a vacation home in Hilton Head Island?

The average accommodation in Hilton Head Island is priced at $100 per night. $784 is the average nightly price for house rentals in Hilton Head Island. Condos in Hilton Head Island cost $406 per night on average.

How many vacation rentals are available for booking in Hilton Head Island?

There are currently 17,573 rentals from 31 different providers in Hilton Head Island.

What amenities are most popular for vacation homes in Hilton Head Island?

If you're looking to book a vacation rental in Hilton Head Island, others search for homes with Pool, Pets allowed and Internet.

How many vacation homes with pools are in Hilton Head Island?

There are 13,246 rentals across 31 providers in Hilton Head Island.

Are dogs allowed in vacation homes in Hilton Head Island?

If traveling with a dog in Hilton Head Island, 15% of vacation rentals allow pets.

What's the best time to travel to Hilton Head Island?

July and August are usually the warmest months in Hilton Head Island with temperatures around 90 °F. The coldest months in Hilton Head Island are January and February, with 43 °F on average.

Discover more vacation accommodations

Top Vacation Destinations

Top cities to visit

Find more vacation rental types in Hilton Head Island

The most popular districts and quarters in Hilton Head Island:

image-tag