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

Vacation rentals in Hilton Head Island

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Top 15 most Recommended Vacation Rentals in Hilton Head Island

Discover your ideal Hilton Head Island vacation rental with real-time comparisons of 13,808 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Hilton Head Island
House ∙ 16 guests ∙ 5 bedrooms

Children-friendly house with terrace, private pool & BBQ | Nature view | Dogs allowed

Hilton Head Island, Beaufort County, South Carolina, United States
from $431
per night
Outstanding(102 ratings)
from $431
per night
View deal
Condo Hilton Head Island
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with pool & terrace

Hilton Head Island, Beaufort County, South Carolina, United States
from $179
per night
Excellent(63 ratings)
from $179
per night
View deal
Villa Hilton Head Island
Villa ∙ 8 guests ∙ 3 bedrooms

Child-friendly villa with patio & barbecue

Hilton Head Island, Beaufort County, South Carolina, United States
from $113
per night
Excellent(36 ratings)
from $113
per night
View deal
House Hilton Head Island
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with private pool & terrace | Nature view

Hilton Head Island, Beaufort County, South Carolina, United States
from $591
per night
Outstanding(43 ratings)
from $591
per night
View deal
House Hilton Head Island
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with pool, terrace & grill

Hilton Head Island, Beaufort County, South Carolina, United States
from $436
per night
Outstanding(96 ratings)
from $436
per night
View deal
House Hilton Head Island
House ∙ 8 guests ∙ 3 bedrooms

House with patio, private pool & barbeque

Hilton Head Island, Beaufort County, South Carolina, United States
from $233
per night
Outstanding(9 ratings)
from $233
per night
View deal
House Hilton Head Island
House ∙ 18 guests ∙ 6 bedrooms

Fully equipped house with private pool, hot tub & barbeque

Hilton Head Island, Beaufort County, South Carolina, United States
from $641
per night
Excellent(57 ratings)
from $641
per night
View deal
Condo Hilton Head Island
Condo ∙ 8 guests ∙ 4 bedrooms

Fully equipped condo with barbecue, pool & patio | Close to the beach

Hilton Head Island, Beaufort County, South Carolina, United States
from $368
per night
Outstanding(36 ratings)
from $368
per night
View deal
Condo Hilton Head Island
Condo ∙ 8 guests ∙ 3 bedrooms

Children-friendly pleasant condo with pool | Nature view | Pet-friendly

Hilton Head Island, Beaufort County, South Carolina, United States
from $116
per night
Outstanding(2 ratings)
from $116
per night
View deal
House Hilton Head Island
House ∙ 15 guests ∙ 6 bedrooms

Child-friendly lovely vacation home with barbeque, private pool & terrace | Next to the beach

Hilton Head Island, Beaufort County, South Carolina, United States
from $345
per night
Outstanding(207 ratings)
from $345
per night
View deal
House Hilton Head Island
House ∙ 15 guests ∙ 5 bedrooms

Child-friendly pleasant vacation home with barbecue, terrace & private pool | Next to the beach | Pets allowed

Hilton Head Island, Beaufort County, South Carolina, United States
from $268
per night
Outstanding(201 ratings)
from $268
per night
View deal
House Hilton Head Island
House ∙ 16 guests ∙ 4 bedrooms

House with private pool, terrace & barbecue | Lake view

Hilton Head Island, Beaufort County, South Carolina, United States
from $414
per night
Outstanding(115 ratings)
from $414
per night
View deal
House Hilton Head Island
House ∙ 10 guests ∙ 3 bedrooms

Vacation home with barbecue

Hilton Head Island, Beaufort County, South Carolina, United States
from $201
per night
Outstanding(49 ratings)
from $201
per night
View deal
House Hilton Head Island
House ∙ 14 guests ∙ 5 bedrooms

Children-friendly ample vacation home with private pool, BBQ & jacuzzi | Beach nearby | Pet-friendly

Hilton Head Island, Beaufort County, South Carolina, United States
from $192
per night
Outstanding(39 ratings)
from $192
per night
View deal
House Hilton Head Island
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with patio, BBQ & private pool

Hilton Head Island, Beaufort County, South Carolina, United States
from $178
per night
Outstanding(104 ratings)
from $178
per night
View deal

Vacation rentals and apartments with air conditioning

House  Hilton Head Island
from $240
per night
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped beautiful vacation home with terrace, private pool & barbeque | Nature view | Next to the beach | Pets allowed

3.9
Good(90 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
View deal
Villa  Hilton Head Island
from $493
per night
Villa ∙ 9 guests ∙ 4 bedrooms

Villa with garden, BBQ & heated pool | Nature view

5.0
Outstanding(166 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
View deal
House  Hilton Head Island
from $424
per night
House ∙ 16 guests ∙ 6 bedrooms

Fully equipped big vacation home with patio, BBQ & private pool | Nature view | Pets allowed

4.3
Very good(43 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Air conditioning
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Vacation houses with Balconies or Patios

Villa  Hilton Head Island
from $211
per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with heated pool, hot tub & terrace | Nature view

5.0
Outstanding(105 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
View deal
House  Hilton Head Island
from $401
per night
House ∙ 16 guests ∙ 4 bedrooms

Child-friendly house with patio, BBQ & heated pool | Nature view | Next to the beach | Pets allowed

4.9
Outstanding(73 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
View deal
House  Hilton Head Island
from $319
per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with yard, private pool & grill

4.8
Outstanding(163 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Balcony/Patio
View deal
See all offers

Vacation homes and rentals with a yard

Villa  Hilton Head Island
from $142
per night
Villa ∙ 5 guests ∙ 2 bedrooms

Villa with pool, BBQ & hot tub | Nature view

4.7
Excellent(207 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Yard
View deal
Villa  Hilton Head Island
from $342
per night
Villa ∙ 12 guests ∙ 4 bedrooms

Villa with heated pool, patio & barbeque

4.9
Outstanding(98 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Yard
View deal
House  Hilton Head Island
from $444
per night
House ∙ 15 guests ∙ 5 bedrooms

Children-friendly house with private pool, patio & grill

5.0
Outstanding(48 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
Yard
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Hilton Head Island offering exceptional value for money

House Hilton Head Island
from $379
per night
House ∙ 10 guests ∙ 4 bedrooms

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

4.7
Excellent(48 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
from $407
per night
House ∙ 21 guests ∙ 5 bedrooms

Family-oriented vacation home with patio, yard & private pool | Dogs allowed

4.8
Outstanding(126 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
from $281
per night
House ∙ 12 guests ∙ 4 bedrooms

House with 4 rooms for 12 persons

4.9
Outstanding(37 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal

Top-Rated Vacation rentals in Hilton Head Island

Book the highest-rated Hilton Head Island vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Hilton Head Island
from $315
per night
House ∙ 12 guests ∙ 4 bedrooms

Family-oriented vacation home with pool, grill & patio | Perfect for remote work | Pets are welcome

4.9
Outstanding(9 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
House Hilton Head Island
from $145
per night
House ∙ 6 guests ∙ 2 bedrooms

House with pool

5.0
Outstanding
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
Condo Hilton Head Island
from $229
per night
Condo ∙ 11 guests ∙ 3 bedrooms

Condo with patio, pool & jacuzzi

5.0
Outstanding(42 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal

Discover real guest reviews to help you choose the perfect stay in 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 $106
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 $140
per night
Villa ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(79 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 $136
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 $248
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
-8%
$157
from $144
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 $125
per night
Condo ∙ 4 guests ∙ 1 bedroom
4.4
Very good(6 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 $585
per night
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 $567
per night
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 $465
per night
House ∙ 13 guests ∙ 5 bedrooms
5.0
Outstanding(7 ratings)
Hilton Head Island, Beaufort County, South Carolina, United States
View deal
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Find your dream stay

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

Popular Features & Amenities in Hilton Head Island

  • Pool (12,117)
  • Pet-friendly (2,128)
  • WiFi (12,543)
  • Kitchen (12,925)
  • Air conditioning (13,365)
  • Washing machine (10,692)
  • TV (12,820)
  • Balcony/patio (5,916)
  • Parking (1,127)
  • No smoking (12,603)
  • Dishwasher (11,487)
  • Microwave (11,686)

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 $532 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 $574 (7/11 – 7/18). However, in December (12/6 – 12/13), prices decrease to an average of $480 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 November, as it comprises the busiest week of the next 12 months (11/7 – 11/14). Alternatively, 74% of vacation rentals are still available during a week in November (11/22 – 11/29).

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 13,808 rentals
💳 Possible discounts up to 14%
🌙 Nightly prices starting at $143
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 2,166 homes
🏊 Vacation rentals with pools 12,259 homes
1,038 reviews
Hilton Head Island vacation rentals have an average rating of 4.4/5 on 1,038 reviews left by travelers.

Frequently Asked Questions

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

The price of a night's stay in Hilton Head Island starts at $143. Nightly prices for condos are $374 on average. Villas in Hilton Head Island cost $469 per night on average.

How many vacation rentals are available to book in Hilton Head Island?

Currently there are 13,808 vacation rentals in Hilton Head Island to choose from and rent for your trip.

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

The most popular amenities for home rentals in Hilton Head Island include accommodations that have: Pets allowed, Pool, and Internet.

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

Discover 12,259 vacation rentals available to book in Hilton Head Island.

Are pets allowed in vacation rentals in Hilton Head Island?

If traveling with a pet in Hilton Head Island, 16% of rentals are pet-friendly.

Top cities to visit

The most popular districts and quarters in Hilton Head Island:

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