Hilton Head Island Vacation Rentals

Compare 12,344 available properties from 25 providers
Hilton Head Island
Anytime
2 guests
Save up to 26%

Best Vacation Home Deals in Hilton Head Island

-26%
e.g. 11/9 - 11/16
Apartment ∙ 6 guests ∙ 2 bedrooms
Hilton Head Island, Beaufort County, South Carolina, United States
from $191 $259
Vrbo
5.0
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-20%
e.g. 10/12 - 10/19
House ∙ 2 guests ∙ 1 bedroom
Hilton Head Island, Beaufort County, South Carolina, United States
from $137 $171
Vrbo
4.8
View deal
-17%
e.g. 8/31 - 9/7
House ∙ 4 guests ∙ 1 bedroom
Hilton Head Island, Beaufort County, South Carolina, United States
from $119 $142
Vrbo
4.8
View deal

Book the ideal property from $68 per night by searching among the 12,344 properties available in Hilton Head Island. Every one of the properties from the different providers are directly compared by our algorithm to help you save up to 26%.

Recommended Vacation Rentals in Hilton Head Island

Find your perfect vacation rental in Hilton Head Island: from $68 per night

Apartment ∙ 3 guests ∙ 1 bedroom
Hilton Head Island, Beaufort County, South Carolina, United States
from $69
HomeAway
4.6
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House ∙ 4 guests ∙ 1 bedroom
Hilton Head Island, Beaufort County, South Carolina, United States
from $118
Vrbo
4.6
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Apartment ∙ 6 guests ∙ 2 bedrooms
Hilton Head Island, Beaufort County, South Carolina, United States
from $90
Vrbo
4.8
View deal
House ∙ 4 guests ∙ 1 bedroom
Hilton Head Island, Beaufort County, South Carolina, United States
from $109
Vrbo
4.9
View deal
House ∙ 4 guests ∙ 1 bedroom
Hilton Head Island, Beaufort County, South Carolina, United States
from $71
Vrbo
4.9
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House ∙ 6 guests ∙ 3 bedrooms
Hilton Head Island, Beaufort County, South Carolina, United States
from $114
Vrbo
4.4
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Apartment ∙ 4 guests ∙ 2 bedrooms
Hilton Head Island, Beaufort County, South Carolina, United States
from $147
HomeAway
4.8
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Apartment ∙ 2 guests ∙ 1 bedroom
Hilton Head Island, Beaufort County, South Carolina, United States
from $60
Airbnb
4.7
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Apartment ∙ 2 guests ∙ 1 bedroom
Hilton Head Island, Beaufort County, South Carolina, United States
from $68
Airbnb
4.9
View deal
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Vacation Houses With Pools

Pool
Apartment ∙ 4 guests ∙ 1 bedroom
Hilton Head Island, Beaufort County, South Carolina, United States
from $93
Vrbo
5.0
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Pool
Apartment ∙ 6 guests ∙ 2 bedrooms
Hilton Head Island, Beaufort County, South Carolina, United States
from $52
Vrbo
4.2
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Pool
House ∙ 6 guests ∙ 2 bedrooms
Hilton Head Island, Beaufort County, South Carolina, United States
from $110
Vrbo
4.9
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See all offers

Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 4 guests ∙ 2 bedrooms
Hilton Head Island, Beaufort County, South Carolina, United States
from $114
Vrbo
4.9
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Fishing
House ∙ 4 guests ∙ 2 bedrooms
Hilton Head Island, Beaufort County, South Carolina, United States
from $278
Vrbo
4.3
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Fishing
Apartment ∙ 4 guests ∙ 1 bedroom
Hilton Head Island, Beaufort County, South Carolina, United States
from $79
Vrbo
4.8
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Apartments With Balconies or Patios

Balcony/Patio
Apartment ∙ 5 guests ∙ 2 bedrooms
Hilton Head Island, Beaufort County, South Carolina, United States
from $116
Vrbo
4.8
View deal
Balcony/Patio
House ∙ 5 guests ∙ 2 bedrooms
Hilton Head Island, Beaufort County, South Carolina, United States
from $105
Vrbo
4.8
View deal
Balcony/Patio
Apartment ∙ 4 guests ∙ 2 bedrooms
Hilton Head Island, Beaufort County, South Carolina, United States
from $138
Vrbo
4.1
View deal
See all offers

Popular Rental Amenities in Hilton Head Island

  • Kitchen (11,268)
  • Internet (10,932)
  • Pool (10,348)
  • TV (9,927)
  • AC (9,600)
  • Washer (9,250)
  • Microwave (8,505)
  • Dishwasher (8,099)
  • No smoking (7,199)
  • Grill (6,005)
  • Parking (5,098)
  • No pets (4,398)
Accommodations can be narrowed down based on various criteria. Above, you will find the number of rentals that offer a specific feature in Hilton Head Island. HomeToGo's data highlights that "TVs" and "internet" are the most frequently provided amenities in Hilton Head Island. You could even find rentals if you enjoy soaking in the hot tub (618 rentals include "Jacuzzis" in Hilton Head Island) or if you want to sweat it out in a sauna (368 rentals in Hilton Head Island include "saunas").

Price and Availability Index in Hilton Head Island

Vacation Rental Price Information in Hilton Head Island

The graph shows average prices of rental prices in Hilton Head Island for the next twelve months. Hilton Head Island is more expensive in July (7/20 - 7/27), where prices are on average $271 a night. Prices decrease in November to an average of $181 per night (11/9 - 11/16).

Rental Availability Information in Hilton Head Island

Check out the graph above to find out how many accommodations are available in Hilton Head Island(in %). It is in July that you will find the week with the least available rentals (7/20 - 7/27). The week with the most available rentals is in October (10/26 - 11/2), with 71% of the vacation rentals available.

The Weather in Hilton Head Island

59°
43°
61°
43°
68°
52°
75°
59°
81°
66°
86°
73°
90°
75°
88°
75°
84°
72°
77°
63°
68°
50°
64°
48°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. The highest average temperatures are in the month of July. January is the coolest month, with average minimal temperature reaching 42°. The rainiest month is July while the driest month is October.

Accommodations in Hilton Head Island

In Hilton Head Island, house rentals are the most typical accommodations being offered. In addition, the median size of house rentals in Hilton Head Island is 1,920 ft² and they cost, on average, $411 a night. Moreover, these properties are optimal for 9 it represents the average number of people house rentals can accommodate in Hilton Head Island. Users looking for another type of acommodation will also find many apartment rentals, which are the other most popular property type in Hilton Head Island. Our data reveals that the average price of apartment rentals is $240 a night for an area of 1,120 ft².

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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Getting There

Getting to Hilton Head Island

Getting to your Hilton Head vacation rental is convenient by air, sea, or land. The nearest major transportation hub to the island is Savannah, around 50 miles away.

By air

Direct flights to Hilton Head Airport, which is a short drive to all accommodation units, are available from New York City, Washington, D.C., Chicago, and Atlanta. You could also fly to Savannah International Airport from Houston, Miami, Dallas, Denver, and several other major US cities. Uber and taxis provide convenient and efficient transfers to the island.

By boat

Marinas all over the island offer docking services. You can access them from the open sea and the Intercoastal Waterway.

By car

Highway 278, running from Arkansas, connects the island to the mainland. Visitors traveling from other parts of the country should head to Savannah via the I-95 and I-16 before turning toward Hilton Head.

Food & Drinks

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.

Attractions

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.

Family Activities

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.

Local Attractions

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.

Local Events

The Hilton Head Island Wine and Food Festival

Hilton Head Island Wine and Food Festival, a multi-day cultural and gastronomic celebration, takes place in Harbor Town at Sea Pines Resort in mid-March. Ticket prices vary depending on what features are included.

1. Sip and Stroll

Bring a wine glass for a tour of Harbor Town shops participating in the event and sample tasty wines and get attractive discounts.

2. Grand Tasting

The central event of the festival, the Grand Tasting introduces specially selected wines from all over the world. Sample exclusive, award-winning wines, and combine them with starters for the premium experience. Live musicians entertain throughout the event.

3. Public Tasting

The largest event of the Hilton Head Island Wine and Food Festival, the Public Tasting presents hundreds of international and local wines, and stages live cultural performances and entertainment for guests of all ages.

Sights & things to do 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.

We compare more than 600 providers, including:

Booking.com Vacation Rentals in Hilton Head Island Vrbo Vacation Rentals in Hilton Head Island HomeAway Vacation Rentals in Hilton Head Island Airbnb Vacation Rentals in Hilton Head Island TripAdvisor Vacation Rentals in Hilton Head Island VacationRentals.com Vacation Rentals in Hilton Head Island HouseTrip Vacation Rentals in Hilton Head Island FlipKey Vacation Rentals in Hilton Head Island 9flats.com Vacation Rentals in Hilton Head Island VaycayHero Vacation Rentals in Hilton Head Island PerfectPlaces.com Vacation Rentals in Hilton Head Island Homestay.com Vacation Rentals in Hilton Head Island Only-apartments Vacation Rentals in Hilton Head Island Interhome Vacation Rentals in Hilton Head Island Bedycasa Vacation Rentals in Hilton Head Island Novasol Vacation Rentals in Hilton Head Island HomeEscape Vacation Rentals in Hilton Head Island

Things to See and Do in Hilton Head Island

Vacation Destinations Near Hilton Head Island

Top Hilton Head Island Neighborhoods

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