Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Seascape Villa 3088-Beautifully Decorated, Relaxing Atmos...

Hilton Head Island
Seascape Villa 3088-Beautifully Decorated, Relaxing Atmosphere This nicely decorated villa has all ...
Condo 3 / 2 / 8

*
Online booking available

$132 - $284
Per Night

$745 - $1420
Per Week

Beach Villa 9 -3 bedrooms Oceanside-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

$200 - $460
Per Night

$1000 - $2300
Per Week

Beach Villa 13 - Oceanside Updated 3 Bedroom Townhouse

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

*
Online booking available

$200 - $460
Per Night

$1000 - $2300
Per Week

105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to ...

Hilton Head Island
105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to Shipyard Beach Club This 1st floor 2 bedro...
Villa 2 / 2 / 6

*
Online booking available

$120 - $160
Per Night

$452 - $1518
Per Week

2 BR Oceanfront 2nd Floor Villa with Private Oceanfront B...

Hilton Head Island
2 BR Oceanfront 2nd Floor Villa with Private Oceanfront Balcony! **Shorewood 203** This lovely 2...
Villa 2 / 2 / 6

*
Online booking available

$270 - $475
Per Night

$1200 - $2500
Per Week

Seaside Villa 268 - Nicely renovated oceanfront close to ...

Hilton Head Island
Seaside Villa 268 - Nicely renovated oceanfront close to dining & shopping Beautifully decorated, t...
Condo 1 / 1 / 6

*
Online booking available

$88 - $184
Per Night

$445 - $920
Per Week

Hilton Head Island Villa

Hilton Head Island
Brigantine Quarters is located on the south end of Hilton Head Island in Shipyard Plantation with gr...
Villa 2 / 2 / 6

$700 - $900
Per Week

Fabulous Top Floor Villa on the Beach with Sound/ Ocean V...

Hilton Head Island
Fabulous Top Floor Villa on the Beach with Sound/ Ocean Views at South Beach! **Beachside Tennis 18...
Villa 2 / 2 / 6

*
Online booking available

$250 - $400
Per Night

$1100 - $2400
Per Week

5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Te...

Hilton Head Island
5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Tennis, Beach Call for Reservations - Brad: ...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

62 Night Heron-Fully renovated top/bottom, super Cute & Q...

Hilton Head Island
62 Night Heron-Fully renovated top/bottom, super Cute & Quick walk to beach Ideally located for a s...
Home 3 / 2 / 6

*
Online booking available

$180 - $180
Per Night

$645 - $2170
Per Week

805 Clipper Court Harbour Town Views, Bike to Beach, Pet ...

Hilton Head Island
805 Clipper Court Harbour Town Views, Bike to Beach, Pet Friendly, Free Bikes Call for Reservations...
Villa 3 / 3 / 6

*
Online booking available

$149 - $800
Per Night

$795 - $3200
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

89 Dune Lane-7 Bedrooms, Oceanfront

Hilton Head Island
This magnificent 7 bedroom*, 7.5 bath oceanfront home with *heated pool and hot tub boasts 3 living ...
Home 7 / 7.5 / 19

*
Online booking available

$1520 - $1520
Per Night

$7700 - $17990
Per Week

77 Plantation Dr-Walk to Harbour Town or Bike ride to Beach.

Hilton Head Island
Beautifully decorated 4 Bedroom, 4.5 bath Sea Pines home boasts an incredible view of the 15th hole ...
Home 4 / 4.5 / 8

*
Online booking available

$300 - $2800
Per Night

$1400 - $14000
Per Week

Ocean Dunes Villa 408 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 408 - 1 BR 1 BA Oceanfront Flat Hilton Head This villa offers WIRELESS INTERNET, ...
Condo 1 / 1 / 6

*
Online booking available

$101 - $215
Per Night

$560 - $1075
Per Week

Seaside Villa 112-Lovely Villa offers a Separate BR with ...

Hilton Head Island
Seaside Villa 112-Lovely Villa offers a Separate BR with a Queen bed This villa offers a separate b...
Condo 1 / 1 / 6

*
Online booking available

$78 - $162
Per Night

$345 - $865
Per Week

21 Singleton Beach Place

Hilton Head Island
This 6 bedrooms 7.5 bathrooms extravagant home is newly constructed (just built in 2016) with amazin...
Home 6 / 7.5 / 18

*
Online booking available

$830 - $2440
Per Night

$3605 - $17080
Per Week

Ocean Gate

Hilton Head Island
This self standing two bedroom, two and a half bath home is a great choice for your family vacation....
Cottage 2 / 2.5 / 6

*
Online booking available

$140 - $250
Per Night

$910 - $1750
Per Week

Inverness Village 919

Hilton Head Island
Inverness 919 is a multi-level three-bedroom condo located in Palmetto Dunes overlooking the lagoon....
Villa 3 / 3 / 9

*
Online booking available

$160 - $360
Per Night

$805 - $1820
Per Week

Ketch Court 825

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) Ketch Court 825 is a two bedroom ...
Villa 2 / 1 / 6

*
Online booking available

$125 - $510
Per Night

$665 - $2555
Per Week

Plantation Club 425

Hilton Head Island
Plantation Club 425 is a recently updated two bedroom villa, finished with stylish furniture and tas...
Villa 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$770 - $1960
Per Week

SeaCrest 2300

Hilton Head Island
SeaCrest 2300 is a four bedroom penthouse that offers views of the Atlantic and is located in Forest...
Villa 4 / 3 / 14

*
Online booking available

$470 - $1220
Per Night

$2380 - $6090
Per Week

Anchorage 7472, 3 Bedrooms, Penthouse, Heated Community P...

Hilton Head Island
A 3-bedroom, 3-bathroom condo that sleeps 8 people (and a pet or 2), Anchorage 7472 offers you all t...
Condo 3 / 3 / 8

*
Online booking available

$125 - $227
Per Night

$875 - $1586
Per Week

St. Andrews Common 1751, 1 Bedroom, Ground Level, Large Pool

Hilton Head Island
St. Andrews Common 1751 in Palmetto Dunes. New to the program and ready to welcome you to your next ...
Condo 1 / 2 / 4

*
Online booking available

$99 - $201
Per Night

$694 - $1409
Per Week

1833 Beachside Tennis - Views of the Calibogue Sound! New...

Hilton Head Island
1833 Beachside Tennis - Views of the Calibogue Sound! New to Vrbo This charming 2 Bedroom, 2 bath s...
Villa 2 / 2 / 6

*
Online booking available

$180 - $240
Per Night

$706 - $2463
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