Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price
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

240 Evian

Hilton Head Island
3BD/3BA townhouse with golf and lagoon views. King, Queen & 2 Twins.Pool & Tennis located on site. W...
Villa 3 / 3 / 8

*
Online booking available

$180 - $319
Per Night

$900 - $1595
Per Week

103 Evian

Hilton Head Island
This spacious 3 bedroom, 3.5-bath townhouse villa is located in the popular Evian section of Shipyar...
Villa 3 / 3.5 / 8

$172 - $285
Per Night

$860 - $1425
Per Week

21 Battery

Hilton Head Island
4BD/4BA home situated on 5th Fairway of Harbour Town Golf Links. King, King, Queen, 2 Twins & Sleep ...
Home 4 / 4 / 10

*
Online booking available

$300 - $1000
Per Night

$1500 - $5000
Per Week

8 Ocean Breeze

Hilton Head Island
You are only 1 block from beautiful South Forest Beach when you stay in this 2 bedroom, and 2.5-bath...
Villa 2 / 2.5 / 6

$119 - $199
Per Night

$595 - $995
Per Week

Moorings #9596

Hilton Head Island
The beach is but a minute away from this newly painted and updated 2nd floor, 2 bedroom, and 3-bath ...
Villa 2 / 3 / 8

$220 - $280
Per Night

$1100 - $1400
Per Week

181 Colonnade Club

Hilton Head Island
Located on the 1st floor in a small complex of 2-story buildings, this villa has 2 bedrooms, 2 baths...
Villa 2 / 2 / 6

$119 - $199
Per Night

$595 - $995
Per Week

1 Sea Spray

Hilton Head Island
4 BD/3 BA 3rd Row Ocean Home with Private Pool (can be heated for a fee)King, Queen, 2 Twins plus Ch...
Home 4 / 3 / 10

*
Online booking available

$320 - $700
Per Night

$1600 - $3500
Per Week

578 Queens Grant

Hilton Head Island
This finely decorated townhouse is an end, first floor unit in the Queens Grant complex. This update...
Villa 2 / 2 / 6

$119 - $209
Per Night

$595 - $1045
Per Week

146 Colonnade Club

Hilton Head Island
Tucked in a quiet corner of Shipyard Plantation, this renovated & tastefully decorated 2nd floor, 2 ...
Villa 2 / 2 / 6

$119 - $199
Per Night

$595 - $995
Per Week

14 Stoney Creek

Hilton Head Island
3 BD/ 3.5 BA ground level home with golf & lagoon views. 3 King beds. Private Pool. FREE WI_FI. Walk...
Home 3 / 4 / 6

*
Online booking available

$300 - $700
Per Night

$1500 - $3500
Per Week

11 Crabline

Hilton Head Island
This grand home features 7 spacious bedrooms, 6 full baths and 2 half baths. The space and privacy t...
Home 7 / 6.5 / 18

$379 - $819
Per Night

$1895 - $4095
Per Week

1677 St. Andrews

Hilton Head Island
Looking for a quiet getaway in a lush lowcountry setting? Well look no further than this 2nd floor,...
Villa 2 / 2 / 4

$119 - $219
Per Night

$595 - $1095
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

404 Tennis Master

Hilton Head Island
Securing a vacation reservation at this recently updated Tennismaster townhome villa is the perfect ...
Villa 3 / 3.5 / 8

$172 - $285
Per Night

$860 - $1425
Per Week

1772 St. Andrews

Hilton Head Island
This 2 bedroom, 2 Bath in St. Andrews Commons is a luxurious getaway in the middle of the beautiful ...
Villa 2 / 2 / 6

$119 - $219
Per Night

$595 - $1095
Per Week

200 Beachwalk

Hilton Head Island
A 5-minute walk from the beach will bring you to this cheerful 2 bedroom, 2-bath, 2nd floor villa in...
Villa 2 / 2.5 / 6

$129 - $239
Per Night

$645 - $1195
Per Week

801 Tennis Master

Hilton Head Island
Welcome to this spectacular 3 bedroom and 3.5 bath townhome in Shipyard that has many nice upgrades....
Villa 3 / 3.5 / 8

$172 - $285
Per Night

$860 - $1425
Per Week

173 Evian

Hilton Head Island
TV/DVD, large windows, a wet bar, a corner dining table with seating for 4, double windows overlooki...
Villa 2 / 2 / 8

$139 - $219
Per Night

$695 - $1095
Per Week

203 Tennismaster

Hilton Head Island
2 BD/2.5 BA townhouse overlooking pool. King, 2 Twin beds plus Sleep Sofa (linens for SS provided fo...
Villa 2 / 3 / 6

*
Online booking available

$150 - $230
Per Night

$750 - $1150
Per Week

196 Colonnade Club

Hilton Head Island
3BD/3BA 2nd Floor Villa with Golf & Lagoon Views. King, Queen and 2 Twin beds. Pool & Hot Tub (sum...
Villa 3 / 3 / 6

*
Online booking available

$180 - $319
Per Night

$900 - $1595
Per Week

165 Greens

Hilton Head Island
This beautiful villa has been recently remodeled, giving it a vacation friendly tropical feel. A fr...
Villa 2 / 2.5 / 6

$129 - $229
Per Night

$645 - $1145
Per Week

Carolina Beach Club 225 - 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

$120 - $240
Per Night

$600 - $1200
Per Week

4 Up Wind

Hilton Head Island
Enjoy a tranquil lagoon view from this newly furnished 3 bedroom, 3 baths, single home located in a ...
Home 3 / 3 / 8

$279 - $589
Per Night

$1395 - $2945
Per Week

677 Queens Grant

Hilton Head Island
The patio of this Queens Grant townhouse villa looks out upon the serene landscape and across the st...
Villa 3 / 2.5 / 8

$139 - $249
Per Night

$695 - $1245
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