Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$672 - $2175
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

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

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 7148H Call for Reservations - ...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
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

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

$469 - $1521
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

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

$149 - $284
Per Night

$745 - $1420
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

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

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

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

$99 - $184
Per Night

$445 - $920
Per Week

Seaside Villa 350 - charming villa with great ocean view,...

Hilton Head Island
Seaside Villa 350 - charming villa with great ocean view, close to pool Seaside 350 is a nicely fur...
Condo 1 / 1 / 6

*
Online booking available

$89 - $173
Per Night

$345 - $865
Per Week

Ocean Dunes 420 Ocean front newly renovated villa close t...

Hilton Head Island
Ocean Dunes 420 Ocean front newly renovated villa close to Coligny & dining WOW !!! Beautiful !!! ...
Condo 1 / 1 / 4

*
Online booking available

$133 - $259
Per Night

$665 - $1295
Per Week

4 BR Oceanview Home with Private Pool just 20 yards to th...

Hilton Head Island
4 BR Oceanview Home with Private Pool just 20 yards to the Beach! **Dune Lane 116** Ideal for Be...
Home 4 / 3.5 / 10

*
Online booking available

$560 - $900
Per Night

$2800 - $6000
Per Week

Queens Grant 784

Hilton Head Island
This beautiful two bedroom villa was completely renovated during the fall of 2014. It is located clo...
Villa 2 / 2 / 8

*
Online booking available

$135 - $305
Per Night

$700 - $1505
Per Week

Tennismaster 1205, Luxury 3 Br, 3.5 Ba, Pool, Sleeps 6

Hilton Head Island
1205 Tennismaster in Shipyard is absolutely “over the top” describes this luxury villa like no other...
Condo 3 / 3.5 / 6

*
Online booking available

$183 - $358
Per Night

$1716 - $1978
Per Week

101 Northshore - 2 BR Villa just 100 Yards to the Beach!

Hilton Head Island
Beautiful ocean-oriented 2 bedroom, 2 bath luxury villa just steps to the beach. Located on the 1st...
Villa 2 / 2 / 8

*
Online booking available

$159 - $239
Per Night

$631 - $1988
Per Week

6 Cedar Waxwing - 4th row from the ocean & beautifully re...

Hilton Head Island
6 Cedar Waxwing - 4th row from the ocean & beautifully renovated The best in Sea Pines living! This...
Home 4 / 4 / 8

*
Online booking available

$340 - $340
Per Night

$1533 - $5081
Per Week

Ocean Dunes Villas 203-Beautifully decorated Ocean View v...

Hilton Head Island
Ocean Dunes Villas 203-Beautifully decorated Ocean View villa This nicely furnished one bedroom vil...
Condo 1 / 1 / 6

*
Online booking available

$94 - $181
Per Night

$445 - $905
Per Week

Ocean Dunes Villas 310-Beautiful, Newly renovated Oceanfr...

Hilton Head Island
Ocean Dunes Villas 310-Beautiful, Newly renovated Oceanfront Villa Newly renovated in 2013 and beau...
Condo 2 / 2 / 6

*
Online booking available

$202 - $372
Per Night

$1010 - $1860
Per Week

Courtside 43 - 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

$130 - $225
Per Night

$650 - $1125
Per Week

Huntington 7629

Hilton Head Island
Huntington 7629 is a two bedroom condo located just a short walk from the beach in Palmetto Dunes. ...
Villa 2 / 2 / 6

*
Online booking available

$205 - $425
Per Night

$1015 - $2170
Per Week

Queens Grant 765

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) Queens Grant 765 is a lovely thre...
Villa 3 / 3 / 6

*
Online booking available

$160 - $350
Per Night

$840 - $1750
Per Week

South Beach Club 1924

Hilton Head Island
This lovely condo overlooks the Calibogue Sound. With easy and quick access to the beach, pool and m...
Villa 3 / 3 / 6

*
Online booking available

$325 - $705
Per Night

$1645 - $3535
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