Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Hilton Head Island
105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to Shipyard Beach Club Within earshot of the ...
Villa 2 / 2 / 6

*
Online booking available

$595 - $1395
Per Week

New To Market! Immaculate Shelter Cove Villa, Free Bikes,...

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 2 Bedrooms, 2 Bathrooms, Elev...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
Per Week

Anchorage 7486, 2 BRs, Lagoon View, Pool, Hot Tub, Sleeps 6

Hilton Head Island
7486 Anchorage, Shelter Cove. This 2 bedroom, 2 bath villa offers a unique split level floor plan f...
Villa 2 / 2 / 6

*
Online booking available

$119 - $179
Per Night

$595 - $1095
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 This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

Lighthouse Tennis 2374

Hilton Head Island
Please note these Check-in Day Requirements for this property: May 20 2017 - Jun 30 2017 : Saturday ...
Villa 1 / 1 / 2

*
Online booking available

$130 - $265
Per Night

$700 - $1365
Per Week

Wendover Dunes 8136

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Condo 2 / 2 / 8

*
Online booking available

$240 - $515
Per Night

$1260 - $2625
Per Week

Egret 5, Luxury 6 BRs, Elevator, Private Pool Spa, Sleeps 20

Hilton Head Island
5 Egret, North Forest Beach. This is a spacious and extraordinary 6 Bedroom/6.5 baths, over 4,000 s...
Home 6 / 6.5 / 20

*
Online booking available

$539 - $930
Per Night

$2695 - $7618
Per Week

Carolina Beach Club 326 - 2 BR 2 BA Oceanside Flat

Hilton Head Island
This villa offers WIRELESSS INTERNET, two bedrooms, two bathrooms, full size kitchen, living and din...
Condo 2 / 2 / 6

*
Online booking available

$82 - $122
Per Night

$485 - $685
Per Week

1 Duckhawk Road

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 04 2016 - Aug 26 2016 : Saturday ...
Home 4 / 4 / 10

*
Online booking available

$570 - $1060
Per Night

$3990 - $7420
Per Week

Folly Field 44-A, 3 BR, Private Pool, Near Beach, Sleeps 6

Hilton Head Island
44 Folly Field Road, Folly Field Beach. This is a beautiful totally renovated 3 Bedroom, 3 Bathroom...
Home 3 / 3 / 6

*
Online booking available

$1392 - $1531
Per Week

St. Andrews Common 1664, 1 BR plus loft, Large Pool, Slee...

Hilton Head Island
St. Andrews Common 1664, 1 BR plus loft, Large Pool, Sleeps 8 1664 St. Andrews, Palmetto Dunes. Th...
Villa 2 / 2 / 8

*
Online booking available

$129 - $190
Per Night

$650 - $1195
Per Week

St. Andrews Common 1856, 1 BR, Pet Friendly, Large Pool, ...

Hilton Head Island
St. Andrews Common 1856, 1 BR, Pet Friendly, Large Pool, Sleeps 4 1856 St. Andrews, Palmetto Dunes....
Villa 1 / 1.5 / 4

*
Online booking available

$595 - $1265
Per Week

Swingle Manor 7, 5 BRs, Private Pool, Spa, Walk to Beach,...

Hilton Head Island
Swingle Manor 7, 5 BRs, Private Pool, Spa, Walk to Beach, Sleeps 16 7 Swingle Manor, Burke's Beach....
Home 5 / 5.8 / 16

*
Online booking available

$499 - $608
Per Night

$2495 - $6925
Per Week

Lighthouse Tennis 2395, 2 BR, Lagoon View, Pool, Tennis, ...

Hilton Head Island
Lighthouse Tennis 2395, 2 BR, Lagoon View, Pool, Tennis, Sleeps 6 2395 Lighthouse Tennis Villa, Sea...
Villa 2 / 2 / 4

*
Online booking available

$129 - $356
Per Night

$650 - $1781
Per Week

5 Juniper Lane-Pretty 3rd Row Ocean.

Hilton Head Island
Coastal chic, this newly renovated and updated 5 bedroom home with elevator located 3rd row from the...
Home 5 / 3 / 14

*
Online booking available

$1995 - $5095
Per Week

Luxurious Sound Villa, Water Views, Beach Free Bikes Wifi...

Hilton Head Island
Luxurious Sound Villa, Water Views, Beach Free Bikes Wifi Tennis Pet Friendly BEACHFRONT TOWNHOUSE ...
Villa 4 / 4 / 8

*
Online booking available

$299 - $449
Per Night

$1395 - $3795
Per Week

Greens 184, 3 BRs, Pool, Golf View, Walk to Beach, Sleeps 8

Hilton Head Island
184 The Greens, Shipyard Plantation. Experience this newly remodeled for 2016, end unit townhome wi...
Villa 3 / 3 / 8

*
Online booking available

$199 - $319
Per Night

$995 - $2050
Per Week

Dune Lane 101

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Home 5 / 4 / 12

*
Online booking available

$930 - $1940
Per Night

$4690 - $9800
Per Week

48 Hilton Head Cabana

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 04 2016 - Aug 26 2016 : Saturday ...
Home 2 / 2.5 / 4

*
Online booking available

$125 - $210
Per Night

$945 - $1470
Per Week

Singleton Beach 11A, 2 BRs, Oceanfront, Elevator, Private...

Hilton Head Island
Singleton Beach 11A, 2 BRs, Oceanfront, Elevator, Private Pool, Sleeps 4 11A Singleton Place, Singl...
Home 2 / 2 / 6

*
Online booking available

$411 - $479
Per Night

$2055 - $2397
Per Week

Low Country Manor, 6 BR Private Heated Pool, 3rd Row to B...

Hilton Head Island
Low Country Manor, 6 BR Private Heated Pool, 3rd Row to Beach, Sleeps 16 Low Country, 4 Sandy Beach...
Home 6 / 6.5 / 16

*
Online booking available

$419 - $910
Per Night

$2095 - $7255
Per Week

16 Ibis Street

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 04 2016 - Aug 26 2016 : Saturday ...
Home 4 / 3 / 10

*
Online booking available

$345 - $700
Per Night

$2415 - $4900
Per Week

462 Plantation Club End Unit, Golf Views, Close to Beach,...

Hilton Head Island
462 Plantation Club End Unit, Golf Views, Close to Beach, Pet Friendly *KITCHEN, BATHROOMS, TELEVIS...
Villa 2 / 2 / 6

*
Online booking available

$116 - $500
Per Night

$595 - $2000
Per Week

Calibogue Club 2609, 3 BR, Tennis, Pool on site, Sleeps 8

Hilton Head Island
2609 Calibogue Club, Sea Pines Plantation If you think an ocean front view is the best view possibl...
Villa 3 / 3.5 / 8

*
Online booking available

$239 - $804
Per Night

$1195 - $4017
Per Week

Evian 138, 2nd floor, 2 BR, Pool, Tennis, Shipyard Planta...

Hilton Head Island
Evian 138, 2nd floor, 2 BR, Pool, Tennis, Shipyard Plantation 138 Evian, Shipyard Plantation. This...
Villa 2 / 2 / 6

*
Online booking available

$139 - $190
Per Night

$695 - $1250
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