Hilton Head Island Vacation House Rentals

Courtside 105 - Charming Updated Forest Beach Townhouse
8.9

Very good

·
Hilton Head Island
·
2 br
·
Sleeps 7
·
Balcony · Beach · In Unit Laundry ·
From
$105/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Beach
In Unit Laundry
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Balcony, Kitchen
4 Merganser Court -Private Pool, Fido Friendly & Quick Walk to Beach/Marina
9.4

Excellent

·
Hilton Head Island
·
3 br
·
Sleeps 10
·
Fitness Center · Fireplace · Beach ·
From
$609/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Fitness Center
Fireplace
Beach
Private Pool
In Unit Laundry
Pool
Air Conditioning
Wifi
Other spaces
Kitchen
7 Bayberry - 2nd row ocean AND very spacious
8.3

Very good

·
Hilton Head Island
·
6 br
·
Sleeps 19
·
Hot Tub · Fitness Center · Fireplace ·
From
$927/night
Check availability
Property
House · 6 Beds · 7 baths
Amenities
Hot Tub
Fitness Center
Fireplace
Beach
Private Pool
In Unit Laundry
Pool
Air Conditioning
Other spaces
Kitchen
Oceanfront Home w/ Large Pool, Private Boardwalk, Elevator, & Pool Table
8.8

Very good

·
Hilton Head Island
·
6 br
·
Sleeps 23
·
Waterfront · Ocean · On Site Laundry ·
From
$1,988/night
Check availability
Property
House · 6 Beds · 7 baths
Amenities
Waterfront
Ocean
On Site Laundry
Fitness Center
Fireplace
Beach
Private Pool
In Unit Laundry
Other spaces
Balcony, Kitchen
77 Plantation Dr-Walk to Harbour Town or Bike ride to Beach.
9.5

Excellent

·
Hilton Head Island
·
4 br
·
Sleeps 8
·
Fitness Center · Fireplace · Beach ·
From
$432/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Fitness Center
Fireplace
Beach
Private Pool
In Unit Laundry
Pool
Air Conditioning
Wifi
Other spaces
Kitchen
3 Scaup-Pool /Spa, Quick walk to the beach/South Beach Marina & Fido Friendly
9.1

Excellent

·
Hilton Head Island
·
3 br
·
Sleeps 8
·
Hot Tub · Fitness Center · Beach ·
From
$479/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Hot Tub
Fitness Center
Beach
Private Pool
In Unit Laundry
Pool
Air Conditioning
Wifi
Other spaces
Kitchen
31B Dune Lane -Formerly 31 Dune Ln - Oceanfront, Custom Built and Beautiful
10

Excellent

·
Hilton Head Island
·
6 br
·
Sleeps 19
·
Hot Tub · Waterfront · Ocean ·
From
$1,571/night
Check availability
Property
House · 6 Beds · 8 baths
Amenities
Hot Tub
Waterfront
Ocean
Fitness Center
Fireplace
Beach
Private Pool
In Unit Laundry
Other spaces
Kitchen
10 Curlew- Direct Oceanfront w/ Pool & SPA
9.8

Excellent

·
Hilton Head Island
·
5 br
·
Sleeps 14
·
Hot Tub · Waterfront · Ocean ·
From
$949/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Hot Tub
Waterfront
Ocean
Fitness Center
Fireplace
Beach
Private Pool
In Unit Laundry
Other spaces
Kitchen

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
44 Mooring Buoy - 3rd Row Ocean, Fido Friendly & Large Pool
9.3

Excellent

·
Hilton Head Island
·
5 br
·
Sleeps 14
·
Fitness Center · Beach · Private Pool ·
From
$691/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Fitness Center
Beach
Private Pool
In Unit Laundry
Pool
Air Conditioning
Wifi
Oven
Other spaces
Kitchen
Ocean Club 38 - Oceanfront Townhouse with Large Rooftop Deck
8.3

Very good

·
Hilton Head Island
·
3 br
·
Sleeps 6
·
Waterfront · Ocean · Balcony ·
From
$282/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Waterfront
Ocean
Beach
In Unit Laundry
Pool
Air Conditioning
Wifi
Oven
Other spaces
Balcony, Kitchen
Gorgeous Updated Home with Private Pool Close to Beach - Sleeps 13!
9.1

Excellent

·
Hilton Head Island
·
4 br
·
Sleeps 13
·
Walk In Closets · Hot Tub · On Site Laundry ·
From
$679/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Walk In Closets
Hot Tub
On Site Laundry
Private Pool
In Unit Laundry
Pool
Air Conditioning
Wifi
Other spaces
Kitchen
37 Shell Ring: BESTNEST by Beverly Serral
9.8

Excellent

·
Hilton Head Island
·
3 br
·
Sleeps 6
·
Carpet · On Site Laundry · Beach ·
From
$600/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Carpet
On Site Laundry
Beach
In Unit Laundry
Pool
Air Conditioning
Wifi
Dishwasher
Other spaces
Kitchen
1 Curlew- 5th Row Ocean - Less than 75 yards to the beach.
9.7

Excellent

·
Hilton Head Island
·
5 br
·
Sleeps 16
·
Fitness Center · Fireplace · Beach ·
From
$684/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Fitness Center
Fireplace
Beach
Private Pool
In Unit Laundry
Pool
Air Conditioning
Wifi
Other spaces
Kitchen
13 Dune Lane - Oceanfront & Large Screened Porch
8.8

Very good

·
Hilton Head Island
·
5 br
·
Sleeps 11
·
Waterfront · Ocean · Fitness Center ·
From
$861/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Waterfront
Ocean
Fitness Center
Fireplace
Beach
Private Pool
In Unit Laundry
Pool
Other spaces
Kitchen
69 Shell Ring - Nestled in A Quiet Sea Pines Community offering Pool & Tennis
9.6

Excellent

·
Hilton Head Island
·
3 br
·
Sleeps 8
·
Fitness Center · Beach · In Unit Laundry ·
From
$355/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Fitness Center
Beach
In Unit Laundry
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Other spaces
Kitchen
VOTED VRBO TOP 25 , Oceanfront, Elevator, Private Pool and Spa!!
9.4

Excellent

·
Hilton Head Island
·
7 br
·
Sleeps 20
·
Deck · Workspace · Waterfront ·
From
$1,085/night
Check availability
Property
House · 7 Beds · 8 baths
Amenities
Waterfront
Ocean
On Site Laundry
Fitness Center
Beach
Private Pool
In Unit Laundry
Pool
Other spaces
Deck, Workspace, Balcony, Kitchen
51 Lawton Road

No reviews

·
Hilton Head Island
·
Studio
·
Sleeps 18
·
Fireplace · Free Parking · Private Pool ·
From
$837/night
Check availability
Property
Apartment · Studio · 4 baths
Amenities
Fireplace
Free Parking
Private Pool
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Other spaces
Kitchen
86 Otter Road

No reviews

·
Hilton Head Island
·
Studio
·
Sleeps 10
·
Free Parking · Air Conditioning · Wifi ·
From
$362/night
Check availability
Property
Apartment · Studio · 2 baths
Amenities
Free Parking
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
18 Wisteria Lane

No reviews

·
Hilton Head Island
·
Studio
·
Sleeps 9
·
Free Parking · Air Conditioning · Wifi ·
From
$354/night
Check availability
Property
Apartment · Studio · 2 baths
Amenities
Free Parking
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
40 North Forest Beach

No reviews

·
Hilton Head Island
·
Studio
·
Sleeps 20
·
Free Parking · Private Pool · Pool ·
From
$1,500/night
Check availability
Property
Apartment · Studio · 7 baths
Amenities
Free Parking
Private Pool
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
6 High Water

No reviews

·
Hilton Head Island
·
Studio
·
Sleeps 8
·
Fireplace · Free Parking · Private Pool ·
From
$871/night
Check availability
Property
Apartment · Studio · 4 baths
Amenities
Fireplace
Free Parking
Private Pool
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Other spaces
Kitchen
6 Laurel Lane

No reviews

·
Hilton Head Island
·
Studio
·
Sleeps 23
·
Fireplace · Free Parking · Private Pool ·
From
$1,598/night
Check availability
Property
Apartment · Studio · 7 baths
Amenities
Fireplace
Free Parking
Private Pool
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Other spaces
Kitchen
15 Heath Drive

No reviews

·
Hilton Head Island
·
Studio
·
Sleeps 16
·
Free Parking · Private Pool · Pool ·
From
$950/night
Check availability
Property
Apartment · Studio · 5 baths
Amenities
Free Parking
Private Pool
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
19 Dewberry

No reviews

·
Hilton Head Island
·
Studio
·
Sleeps 12
·
Free Parking · Air Conditioning · Wifi ·
From
$582/night
Check availability
Property
Apartment · Studio · 3 baths
Amenities
Free Parking
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
34 Bradley Beach

No reviews

·
Hilton Head Island
·
Studio
·
Sleeps 24
·
Free Parking · Private Pool · Pool ·
From
$1,606/night
Check availability
Property
Apartment · Studio · 6 baths
Amenities
Free Parking
Private Pool
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
34 Shell Ring - Coastal Vacation Rentals HHI

No reviews

·
Hilton Head Island
·
Studio
·
Sleeps 10
·
Fireplace · Free Parking · Air Conditioning ·
From
$461/night
Check availability
Property
Apartment · Studio · 3 baths
Amenities
Fireplace
Free Parking
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
8 Juniper Lane

No reviews

·
Hilton Head Island
·
Studio
·
Sleeps 10
·
Free Parking · Private Pool · Pool ·
From
$1,247/night
Check availability
Property
Apartment · Studio · 3 baths
Amenities
Free Parking
Private Pool
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
1 Catbird

No reviews

·
Hilton Head Island
·
4 br
·
Sleeps 12
·
Free Parking · Air Conditioning · Wifi ·
From
$817/night
Check availability
Property
Apartment · 4 Beds · 5 baths
Amenities
Free Parking
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
Coligny Gem with Community Perks Walk to Beach

No reviews

·
Hilton Head Island
·
2 br
·
Sleeps 6
·
Beach · Free Parking · In Unit Laundry ·
From
$77/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Beach
Free Parking
In Unit Laundry
Pool
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
Hilton Head Island Townhome with Screened Porch

No reviews

·
Hilton Head Island
·
4 br
·
Sleeps 8
·
Fireplace · Free Parking · In Unit Laundry ·
From
$178/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Fireplace
Free Parking
In Unit Laundry
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
Bittern 15

No reviews

·
Hilton Head Island
·
3 br
·
Sleeps 8
·
Ski In Ski Out · Assigned Parking · Workspace ·
From
$431/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Ski In Ski Out
Assigned Parking
Free Parking
Private Pool
Pool
Air Conditioning
Wifi
Oven
Other spaces
Workspace, Balcony, Kitchen
Heritage Villa 2256

No reviews

·
Hilton Head Island
·
2 br
·
Sleeps 7
·
Assigned Parking · Workspace · Outdoor Space ·
From
$287/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Waterfront
Ocean
Free Parking
Pool
Air Conditioning
Wifi
Oven
Other spaces
Workspace, Balcony, Kitchen
Mallard 25

No reviews

·
Hilton Head Island
·
2 br
·
Sleeps 10
·
Ski In Ski Out · Assigned Parking · Workspace ·
From
$776/night
Check availability
Property
Apartment · 2 Beds · 4 baths
Amenities
Ski In Ski Out
Assigned Parking
Free Parking
Private Pool
Pool
Air Conditioning
Wifi
Oven
Other spaces
Workspace, Balcony, Kitchen
Mallard 24

No reviews

·
Hilton Head Island
·
4 br
·
Sleeps 8
·
Assigned Parking · Workspace · Outdoor Space ·
From
$575/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Assigned Parking
Free Parking
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Workspace, Balcony, Kitchen
Mooring Buoy 187, 4 Bedrooms, Deck, Lagoon, Sleeps 10

No reviews

·
Hilton Head Island
·
4 br
·
Sleeps 12
·
Assigned Parking · Hot Tub · Fireplace ·
From
$559/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Assigned Parking
Hot Tub
Fireplace
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Other spaces
Kitchen
Modern Retreat with Patio and BBQ Less Than 1 Mi to Beach!
2

Poor

·
Hilton Head Island
·
3 br
·
Sleeps 8
·
Lake · Outdoor Space · Waterfront ·
From
$233/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Lake
Waterfront
Ocean
Beach
Free Parking
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Tanglewood
8.8

Very good

·
Hilton Head Island
·
2 br
·
Sleeps 7
·
Workspace · Outdoor Space · On Site Laundry ·
From
$151/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
On Site Laundry
In Unit Laundry
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Workspace, Balcony, Kitchen
Jessamine 7, 3 bedrooms, Walk to Beach, Sleeps 8
7.8

Very good

·
Hilton Head Island
·
3 br
·
Sleeps 10
·
Assigned Parking · Fireplace · Pool ·
From
$324/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Assigned Parking
Fireplace
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
Bright Hilton Head Cottage with Deck about 2 Mi to Beach

No reviews

·
Hilton Head Island
·
2 br
·
Sleeps 4
·
Fireplace · Free Parking · In Unit Laundry ·
From
$147/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Fireplace
Free Parking
In Unit Laundry
Wifi
Oven
Dishwasher
Furnished
Residents Lounge
Other spaces
Kitchen
Hilton Head Island Townhome Walk to Beach!
10

Excellent

·
Hilton Head Island
·
2 br
·
Sleeps 7
·
Beach · Free Parking · In Unit Laundry ·
From
$124/night
Check availability
Property
Apartment · 2 Beds · 3 baths
Amenities
Beach
Free Parking
In Unit Laundry
Pool
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
Springwood Villas II
9

Excellent

·
Hilton Head Island
·
3 br
·
Sleeps 8
·
On Site Laundry · In Unit Laundry · Pool ·
From
$145/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
On Site Laundry
In Unit Laundry
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
In the Heart of Harbour Town 2BR 2BA Pool Access Close to Beach

No reviews

·
Hilton Head Island
·
2 br
·
Sleeps 7
·
Hardwood Floor · Carpet · Assigned Parking ·
From
$169/night
Check availability
Property
Apartment · 2 Beds · 3 baths
Amenities
Hardwood Floor
Carpet
Assigned Parking
Beach
Free Parking
Private Pool
In Unit Laundry
Pool
Other spaces
Workspace, Kitchen
Palmetto Peace Condo Less Than 1 Mi to Coligny Beach!

No reviews

·
Hilton Head Island
·
2 br
·
Sleeps 5
·
Free Parking · Air Conditioning · Wifi ·
From
$126/night
Check availability
Property
Apartment · 2 Beds · 3 baths
Amenities
Free Parking
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
Heritage Villas
9

Excellent

·
Hilton Head Island
·
2 br
·
Sleeps 8
·
Outdoor Space · On Site Laundry · Balcony ·
From
$110/night
Check availability
Property
Apartment · 2 Beds · 3 baths
Amenities
On Site Laundry
In Unit Laundry
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Balcony, Kitchen
Sound Villas

No reviews

·
Hilton Head Island
·
5 br
·
Sleeps 16
·
Workspace · Outdoor Space · Waterfront ·
From
$614/night
Check availability
Property
Apartment · 5 Beds · 5 baths
Amenities
Waterfront
Ocean
On Site Laundry
In Unit Laundry
Pool
Air Conditioning
Wifi
Oven
Other spaces
Workspace, Balcony, Kitchen
29 St. George
9

Excellent

·
Hilton Head Island
·
3 br
·
Sleeps 8
·
Outdoor Space · On Site Laundry · In Unit Laundry ·
From
$214/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
On Site Laundry
In Unit Laundry
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
9 Wren Drive/South Beach: BESTNEST by Beverly Serral *True Walk to Beach*
10

Excellent

·
Hilton Head Island
·
5 br
·
Sleeps 14
·
On Site Laundry · Beach · Private Pool ·
From
$881/night
Check availability
Property
House · 5 Beds · 6 baths
Amenities
On Site Laundry
Beach
Private Pool
In Unit Laundry
Pool
Air Conditioning
Wifi
Oven
Other spaces
Kitchen
Luxurious 4 Bedroom, Near Ocean Home w/ Private Pool, Pet Friendly,
9.4

Excellent

·
Hilton Head Island
·
4 br
·
Sleeps 12
·
On Site Laundry · Balcony · Fitness Center ·
From
$500/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
On Site Laundry
Fitness Center
Beach
Private Pool
In Unit Laundry
Pool
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
5 Heron - Ikea inspired beach home. Great Family Compound.
10

Excellent

·
Hilton Head Island
·
5 br
·
Sleeps 12
·
Hot Tub · Fitness Center · Beach ·
From
$543/night
Check availability
Property
House · 5 Beds · 6 baths
Amenities
Hot Tub
Fitness Center
Beach
Private Pool
In Unit Laundry
Pool
Air Conditioning
Wifi
Other spaces
Kitchen
Courtside 110 - Large 3 BR Townhouse - Short Walk To Beach
8.5

Very good

·
Hilton Head Island
·
3 br
·
Sleeps 8
·
Beach · In Unit Laundry · Pool ·
From
$176/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Beach
In Unit Laundry
Pool
Air Conditioning
Wifi
Oven
Dishwasher
Furnished
Other spaces
Kitchen
Showing 1 - 50 of 1,916 results
Next
Home > South-carolina Vacation Rentals > Hilton Head Island Vacation Rentals > Hilton Head Island house Vacation Rentals
Updated: March 25, 2023

Learn about vacation rentals in

Hilton Head Island

Explore 7418 vacation rentals near Hilton Head Island, South Carolina. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Hilton Head Island, you can see photos of Hilton Head Island vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Hilton Head Island vacation rentals in specific areas. Whether you’re looking for a Hilton Head Island staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Hilton Head Island is $77 per night and the highest price is $1,988 per night.
1916 of the vacation rentals near Hilton Head Island are houses. The average bathroom count for a vacation house near Hilton Head Island is 4. The average price for vacation houses near Hilton Head Island is $616 per night. There are 1233 vacation homes under this price. The most common amenities for vacation rentals near Hilton Head Island are: furnished, dishwasher, and kitchen. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

1127 available

2 bed rentals

3384 available

3 bed rentals

1468 available

4+ bed rentals

1253 available

Getting around Hilton Head Island

Walking

3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Car

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Points of interest in Hilton Head Island

Groceries

2/10
No grocery stores within walking distance

Shopping

3/10
Some shops within walking distance

Cafes

1/10
Few or no cafés within walking distance

Restaurants

3/10
Few or no restaurants within walking distance

Nightlife

2/10
Few or no bars within walking distance

Hilton Head Island Vacation House Rentals FAQ

How many house vacation rentals in Hilton Head Island are available?

As of March 25, 2023, there are 1916 house vacation rentals in Hilton Head Island available.

Do any Hilton Head Island house rentals have internet access?

There are 1589 house rentals in Hilton Head Island that have internet access.

Are there any pet friendly house rentals in Hilton Head Island?

There are 379 pet friendly house rentals in Hilton Head Island. A pet friendly rental allows pets such as dogs or cats. We recommend contacting the listing owner for more specific pet details.

Are there any house rentals in Hilton Head Island with more than 1 bedroom?

There are 1890 house rentals in Hilton Head Island with more than 1 bedroom. Use the filters on Vacations by Zumper to find more specific rental properties.

More Options

Compare over 500K vacation listings

Search in one place

Our marketplace is populated with rentals from trusted partners like Vrbo, Booking.com, and more, so you can search a wide selection on a single platform.

City Vacation Rentals In South Carolina

Vacation Rentals York, SC

Vacation Destinations in South Carolina