Hilton Head Island Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Springwood 97 - Forest Beach 1st Floor Flat

Hilton Head Island
Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 97 is...
Apartment 3 / 3 / 8

*
Online booking available

$175 - $255
Per Night

$875 - $1275
Per Week

Beach Villa 13 - Oceanside Townhouse - Recently Updated

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Beach Villa 13 e...
Condo 3 / 4 / 8

*
Online booking available

$235 - $395
Per Night

$1175 - $1975
Per Week

Beach Villa 9 - Oceanside Townhouse-Gated Community

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. B...
Condo 3 / 3 / 7

*
Online booking available

$235 - $395
Per Night

$1175 - $1975
Per Week

Spinnaker Hilton Head 2 Bdr Condo with Golf / Tennis Package

Hilton Head Island
Weeks 39 and 40. Sat to Sat rental, spacious 2 floor condo, full kitchen, laundry, Jacuzzi tub, Wi-...
Condo 2 / 2.5 / 6

$1500 - $1500
Per Week

Ocean One 523 Penthouse - 5th Floor - Spectacular View

Hilton Head Island
Ocean One 523 is very spacious with a unique floorplan with the only units at Ocean One with a secon...
Condo 4 / 4 / 10

*
Online booking available

$405 - $750
Per Night

$2025 - $3750
Per Week

Ocean Club 29 - Oceanside 1st Floor Flat

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$190 - $295
Per Night

$950 - $1475
Per Week

Ocean One 322 - Oceanside 3rd Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 7

*
Online booking available

$230 - $395
Per Night

$1150 - $1975
Per Week

Ocean One 521 - Oceanfront 5th Floor Spectacular Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 521 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$235 - $419
Per Night

$1175 - $2095
Per Week

Twin Oaks 205 - Harbour Town Area Townhouse

Hilton Head Island
Twin Oaks is named for the specimen live oak trees that adorn this community. The complex is surroun...
Condo 3 / 3 / 8

*
Online booking available

$195 - $275
Per Night

$975 - $1375
Per Week

Beachwalk 109 - Shipyard Townhouse

Hilton Head Island
Beachwalk condominiums are within Shipyard Plantation, a private residental and resort community. Th...
Condo 2 / 2.5 / 6

*
Online booking available

$165 - $219
Per Night

$825 - $1095
Per Week

Courtside 26 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 6

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

Deluxe one bedroom oceanfront condo

Hilton Head Island
Deluxe one bedroom oceanfront condo Unit Description: This 500 sq. ft. one bedroom unit features a ...
Condo 1 / 1 / 4

*
Online booking available

$159 - $999
Per Night

$1113 - $6993
Per Week

Surf Court 12 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2.5 / 6

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

Surf Court 68 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 3 / 3 / 8

*
Online booking available

$190 - $279
Per Night

$950 - $1395
Per Week

Shorewood 537 - Oceanview 5th Floor Condo

Hilton Head Island
With a 5th floor balcony accessible by the living room and master bedroom, guests staying in Shorewo...
Condo 2 / 2 / 6

*
Online booking available

$215 - $359
Per Night

$1075 - $1795
Per Week

2 br/2 ba evian 165

Hilton Head Island
2 br/2 ba evian 165 Unit Description: Located along picturesque fairways and Lowcountry lagoons, th...
Condo 2 / 2 / 5

*
Online booking available

$149 - $999
Per Night

$1043 - $6993
Per Week

Shorewood 430 - New Unit - Stunning Oceanview 4th Floor C...

Hilton Head Island
Shorewood 430 - New Unit - Stunning Oceanview 4th Floor Condo With an oversized balcony accessible ...
Condo 2 / 2 / 6

*
Online booking available

$215 - $359
Per Night

$1075 - $1795
Per Week

Ocean One 321 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 321 enjoy panoramic v...
Condo 3 / 3 / 7

*
Online booking available

$285 - $515
Per Night

$1425 - $2575
Per Week

Ocean One 406 - Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 7

*
Online booking available

$230 - $395
Per Night

$1150 - $1975
Per Week

Schooner Court 726 - Townhome with Calibogue View

Hilton Head Island
Schooner Court is in the heart of Harbour Town ... steps away from the famous Yacht Basin, the candy...
Condo 4 / 5 / 12

*
Online booking available

$280 - $470
Per Night

$1400 - $2350
Per Week

2 bedroom ocean view villa

Hilton Head Island
2 bedroom ocean view villa Unit Description: This 2 bedroom, 2 bath ocean view villa offers private...
Condo 2 / 2 / 6

*
Online booking available

$169 - $999
Per Night

$1183 - $6993
Per Week

41 Coligny Villas

Hilton Head Island
41 Coligny Villas Unit Description: This 3-story town home has 3 bedrooms and 2.5 baths, is in walk...
Condo 3 / 2 / 8

*
Online booking available

$159 - $999
Per Night

$1113 - $6993
Per Week

Ocean One 203 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 203 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$305 - $555
Per Night

$1525 - $2775
Per Week

Ocean One 121 - Oceanfront 1st Floor Condo

Hilton Head Island
The beach is steps away from your Ocean One patio at this oceanfront complex in South Forest Beach. ...
Condo 3 / 3 / 8

*
Online booking available

$285 - $515
Per Night

$1425 - $2575
Per Week

Courtside 118 - Forest Beach 1st Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

Hilton Head Island Getaway Information

Once you step onto Hilton Head Island you will immediately understand why it has been such a popular resort town for years. The many golf courses, restaurants, beaches, historical sights, and outdoor activities make a Hilton Head vacation home rental the perfect choice for your next family trip.

Located about an hour and a half south of Charleston, Hilton Head Island is one of the largest barrier islands along the Atlantic coast. The island is rich with history, having been home to ancient Native American inhabitants, explorers from Europe, grand plantations, civil war battles and more. Many sites exist today for visitors to learn about the fascinating history of the island. The island is particularly well known for its golf courses, most notably the Harbour Town Golf Links, which hosts the annual PGA Verizon Heritage Classic. The Harbour Town Lighthouse, which looms behind the 18th hole has come to represent the course and the island. Another symbol of the Harbour Town area is the age old Liberty Oak Tree. With the help of Hilton Head locals, this majestic tree has been carefully preserved and serves as a backdrop for many nights filled with entertainment and friends. Another popular part of the island is the South Beach area. South Beach is home to many specialty shops, restaurants, and a marina. The most famous of the restaurants is undoubtedly the Salty Dog Cafe. Most vacationers would find a trip to Hilton Head incomplete without a visit to this landmark. When it comes to outdoor activities, Hilton Head is in no short supply. The Sea Pines Forester Preserve is a stretching expanse of breathtaking plants and wildlife. You can explore the area on your own or take one of the many guided tours that are offered. The island is also home to freshwater forested wetlands, freshwater marshes, and saltwater marshes, all which enhance the natural beauty of the island. Many people visiting Hilton Head hope for a chance to see the Loggerhead Sea Turtles which make their nests on the ocean shore. The people of the island have gone to great lengths to protect these turtles and ask that all guests enjoy the creatures from a distance. All of the beaches on Hilton Head are open to the public, but a great deal of the beach access is private. To ensure that everyone can easily get to the beach, the town provides seven public beach access sites at various locations around the island. Some of the beaches have designated swimming areas and during the warmer months lifeguards are usually stationed at them and the other crowded beaches. When you feel like getting out onto the water there are many opportunities for sailing, parasailing, and day cruises. Other activities the whole family can partake in include making your way around the island and checking out the nine lighthouses or visiting the Coastal Discovery Museum, a children's museum featuring displays on marine life, outdoor butterfly gardens, and more.

More Getaway Locations and Properties