Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

507 Shorewood

Hilton Head Island
3 BD/3 BA oceanfront villa. King, 2 Twin beds and 2 Twin beds. Large Oceanfront Pool, Hot Tub & B...
Villa 3 / 3 / 6

*
Online booking available

$240 - $525
Per Night

$1200 - $2625
Per Week

Ocean Dunes Villa 210 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes is a four story complex composed of 84 villas, located on South Forest Beach Drive along...
Condo 2 / 2 / 6

*
Online booking available

$195 - $300
Per Night

$900 - $1425
Per Week

1854 Beachside Tennis

Hilton Head Island
2BD/2BA second floor villa overlooking pool & beach. King & 2 Queen beds.Multiple TV's & FREE WIFI. ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $440
Per Night

$1000 - $2200
Per Week

8384 Moorings

Hilton Head Island
Both of your balconies have a landscape view, but sit, be still, and if the surf is up, let the soot...
Villa 2 / 2 / 8

$220 - $280
Per Night

$1100 - $1400
Per Week

Seaside Villa 325 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Internet Access!!! Beautifully furnished, this 3rd Floor Oceanfront villa with private balcony offe...
Condo 1 / 1 / 6

*
Online booking available

$115 - $180
Per Night

$500 - $900
Per Week

11 Marsh Wren - This wonderful 2nd row, 5 Br, 3Ba home wi...

Hilton Head Island
This wonderful 2nd row, 2 story 5 BR, 3BA home with *HEATED Pool is just steps to the beach! Located...
Home 5 / 3 / 14

*
Online booking available

$293 - $585
Per Night

$2050 - $4095
Per Week

175 Colonnade Club

Hilton Head Island
This sparkling 2 bedroom 2 bath first floor unit is centrally located in the middle of beautiful Shi...
Villa 2 / 2 / 6

$119 - $199
Per Night

$595 - $995
Per Week

3507 Windsor Court South

Hilton Head Island
This 5th floor OCEANFRONT penthouse villa located in the heart of the Palmetto Dunes Resort, has br...
Villa 3 / 3 / 8

*
Online booking available

$271 - $542
Per Night

$1895 - $3795
Per Week

159 Beachwalk

Hilton Head Island
This completely renovated and redecorated 2 bedroom, 2.5 bath Beachwalk condo is something not to ov...
Villa 2 / 2.5 / 8

$129 - $239
Per Night

$645 - $1195
Per Week

203 Shorewood

Hilton Head Island
2 BD/2 BA oceanfront villa. King and 2 Twin beds. Sleep Sofa (linens provided for add'l fee) Large...
Villa 2 / 2 / 6

*
Online booking available

$200 - $440
Per Night

$1000 - $2200
Per Week

261 Stoney Creek

Hilton Head Island
This delightful 2 bedroom, 2.5 bathroom townhouse located in famous Sea Pines Resort is Harbour Town...
Villa 2 / 3 / 6

*
Online booking available

$99 - $414
Per Night

$695 - $1195
Per Week

136 Shorewood

Hilton Head Island
2 BD / 2 BA ocean view villa. King, Queen & Twin bed. Sleep sofa. Pool, Hot Tub & Baby Pool on site....
Villa 2 / 2 / 7

*
Online booking available

$195 - $395
Per Night

$975 - $1975
Per Week

Beach Villa 9 - Oceanside Townhouse

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

$195 - $390
Per Night

$975 - $1950
Per Week

12 Portside

Hilton Head Island
Outstanding is the thought that comes to mind when describing this lovely 4 bedroom, 4 bath Portside...
Home 4 / 4 / 8

*
Online booking available

$221 - $428
Per Night

$1550 - $2995
Per Week

Beach Villa 13 - Oceanside Townhouse

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 4 / 8

*
Online booking available

$195 - $390
Per Night

$975 - $1950
Per Week

Amazing Oceanview 2nd Row Home! Steps from Beach!

Hilton Head Island
- Brand New Furniture as of 2011! - 7 BR / 7.5 BA (K,K+SS,K+TR,QQ,Q,Q,Bunks+Tr,SS) - 2 bedroom atta...
Home 7 / 7.5 / 20

$650 - $850
Per Night

$3295 - $9345
Per Week

'Almost' Oceanfront 2nd Row Oceanview House-Redecorated 2012

Hilton Head Island
- Redecorated in 2013! Amazing rates offered! - 6 BR / 4 BA (K, K, K+SS, Q+TR, QQ, Bunk Bed, SS) - 2...
Home 6 / 4 / 16

$550 - $850
Per Night

$2595 - $5995
Per Week

Amazing Oceanview 2nd Row Home! Steps from Beach!

Hilton Head Island
- Brand New Furniture as of 2011! - 5-5.5 BA (K,K+SS,K+TR,QQ,Q,Q,Bunks+Tr,SS) - 2 bedroom attached ...
Home 5 / 5.5 / 16

$650 - $850
Per Night

$3295 - $9345
Per Week

1505 Villamare - 2 BR, 2 bath villa has outstanding views...

Hilton Head Island
This 5th floor 2 bedroom, 2 bath villa has outstanding views of the ocean. Updated furnishings comp...
Villa 2 / 2 / 8

*
Online booking available

$164 - $328
Per Night

$1150 - $2295
Per Week

Sep 1 - Dec 31   **********10% ADVANCE BOOKING DISCOUNT... ************

Direct Oceanfront Home -Wks 8/10 8/17 $4640 20% discount

Hilton Head Island
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Home 4 / 3 / 12

$1530 - $5220
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

10 Night Heron

Hilton Head Island
1 BD/1 BA freestanding villa with landscape view. Queen bed plus SleepSofa. Pool on site. Walk or bi...
Villa 1 / 1 / 4

*
Online booking available

$110 - $165
Per Night

$550 - $825
Per Week

7627 Huntington - With Beautiful Lagoon Views and 2 minut...

Hilton Head Island
This expertly decorated 2nd floor flat at Huntington is a 2 bedroom, 2 bath villa with a beautiful l...
Villa 2 / 2 / 7

*
Online booking available

$143 - $264
Per Night

$1000 - $1850
Per Week

508 Windsor Place I

Hilton Head Island
Wow! Is all you can say when you enter this 5th floor OCEANFRONT 3 bedroom, 3 bath villa is located...
Villa 3 / 3 / 8

*
Online booking available

$271 - $542
Per Night

$1895 - $3795
Per Week

3 Second Street

Hilton Head Island
In the renaissance of Hilton Head's mid-island beach neighborhoods, this new 6 bedroom and 6.5-bath ...
Home 6 / 6.5 / 14

$399 - $959
Per Night

$1995 - $4795
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