Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Ocean Breeze #59

Hilton Head Island
You are only 1 block from beautiful South Forest Beach when you stay in this end unit, 2 bedroom, an...
Villa 2 / 2.5 /

$119 - $199
Per Night

$595 - $995
Per Week

1735 Bluff Villas

Hilton Head Island
This romantic one bedroom efficiency is well appointed and newly decorated, with a view of Braddock ...
Villa 1 / 1 / 2

*
Online booking available

$54 - $104
Per Night

$375 - $725
Per Week

247 Stoney Creek

Hilton Head Island
This newly renovated beautiful 1 bedroom 1.5 bathroom townhouse located in famous Sea Pines Resort i...
Villa 1 / 1 / 2

*
Online booking available

$90 - $321
Per Night

$630 - $1050
Per Week

Beautiful 1 bedroom Deluxe Oceanview Seaside Villa 313

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 2

*
Online booking available

$110 - $150
Per Night

$475 - $850
Per Week

Wow, this completely renovated 1 BR, 1 bath compact cottage

Hilton Head Island
QUIET INTIMACY OVERLOOKING A LUSH LAGOON.Wow, this updated 1 bedroom, 1 bath compact cottage is loca...
Home 1 / 1 / 3

*
Online booking available

$82 - $128
Per Night

$575 - $895
Per Week

114 Breakers

Hilton Head Island
1 Bd/1 Ba 1st floor villa with direct Ocean Front view. Queen bed & queensofa bed. Private balcony...
Villa 1 / 1 / 4

*
Online booking available

$145 - $219
Per Night

$725 - $1095
Per Week

209 Captains Quarters

Hilton Head Island
This beautifully decorated 2 bedroom 2 bath harbor view villa is one of Hilton Head's hidden gems. ...
Villa 2 / 2 / 4

$119 - $199
Per Night

$595 - $995
Per Week

913 Cutter Court

Hilton Head Island
Quality, Comfort, Location in the Heart of Harbour TownThis tastefully appointed vacation condo offe...
Villa 1 / 1 / 4

*
Online booking available

$93 - $300
Per Night

$650 - $1016
Per Week

Xanadu Villa D14 - 1 BR 1 BA Poolside Flat Hilton Head, Sc

Hilton Head Island
Newly renovated one bedroom condo located on the 4th floor overlooking the pool. This elegantly remo...
Condo 1 / 1 / 4

*
Online booking available

$100 - $140
Per Night

$500 - $700
Per Week

Ocean Club Villa 39 - 2 BR 2 BA Oceanfront Flat Hilton He...

Hilton Head Island
On the Ocean at South Forest Beach, Ocean Club is one of Hilton Head Island's most popular and conve...
Condo 2 / 2 / 4

*
Online booking available

$225 - $385
Per Night

$1050 - $1750
Per Week

Breakers #117

Hilton Head Island
The Best of the Breakers - Gorgeous 1 bedroom, 1 bath direct ocean front, end unit has been recently...
Villa 1 / 1 / 4

$129 - $219
Per Night

$645 - $1095
Per Week

5104 Hampton

Hilton Head Island
Sun, Surf, and Sand are the theme of this 1 bedroom, 2 bath villa in the Hampton Place complex of Pa...
Villa 1 / 2 / 4

$169 - $359
Per Night

$845 - $1795
Per Week

Breakers 322 - 3rd Floor 1 BR Condo in North Forest Beach

Hilton Head Island
Breakers 322 is a 3rd floor, non elevator building. Breakers 322 is a 1 bedroom condo with a balcon...
Condo 1 / 1 / 4

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

Breakers #331

Hilton Head Island
What a great view! Relax on the porch and listen to the sound of the rolling waves. This 3rd floor...
Villa 1 / 1 / 4

$129 - $219
Per Night

$645 - $1095
Per Week

Forest Beach Villa 303 - Forest Beach One Level Flat

Hilton Head Island
Forest Beach Villas 303 is 100 yards from the Coligny Beach Park with one pedestrian friendly road t...
Condo 2 / 2 / 4

*
Online booking available

$105 - $195
Per Night

$525 - $975
Per Week

Breakers #322

Hilton Head Island
This 3rd floor Breakers villa is a deluxe 1 bedroom and 1bath. Preparing meals will be a pleasur...
Villa 1 / 1 / 4

$129 - $219
Per Night

$645 - $1095
Per Week

14 Night Heron

Hilton Head Island
1 BD/ 1 BA freestanding villa with landscape views. Queen bed with TVplus Sleep Sofa (linens provide...
Villa 1 / 1 / 4

*
Online booking available

$110 - $165
Per Night

$550 - $825
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

2 BR 11/2 Bath Hilton Head Beach Club - Pool and Courtyar...

Hilton Head Island
Rennovated in 2009!! This beautifully decorated townhome offers two bedrooms, one and a half bathro...
Condo 2 / 2 / 4

*
Online booking available

$115 - $195
Per Night

$550 - $975
Per Week

505 Windsor Place

Hilton Head Island
Beautiful 1 bedroom 2 bathroom villa, with awesome views. The decor is beach themed with ample seati...
Villa 1 / 2 / 4

$165 - $319
Per Night

$825 - $1595
Per Week

102 Breakers

Hilton Head Island
1 BD/1 BA first floor villa on the beach. Queen bed. (Sofa linens provided for additional fee) Poo...
Villa 1 / 1 / 4

*
Online booking available

$120 - $176
Per Night

$600 - $880
Per Week

112 Breakers

Hilton Head Island
1 BD/1 BA Oceanfront villa on the 1st floor. Queen bed plus Sleep Sofa. (sofa linens provided for a...
Villa 1 / 1 / 4

*
Online booking available

$145 - $219
Per Night

$725 - $1095
Per Week

Seaside Villa 126 - 1 BR 1 BA Direct Oceanfront Flat Hilt...

Hilton Head Island
NEWLY RENOVATED. Many uprgades. Nicely furnished, this 1st Floor Oceanfront villa with private ba...
Condo 1 / 1 / 4

*
Online booking available

$125 - $195
Per Night

$575 - $975
Per Week

Forest Beach Villa #415

Hilton Head Island
Be one of the first to enjoy the amenities and tropical decor of this newly renovated, 1 bedroom, an...
Villa 1 / 1 / 4

$102 - $169
Per Night

$510 - $845
Per Week

117 Barrington Ct.

Hilton Head Island
Barrington Court is a very fitting name and location for this upscale, 1st floor, 1 bedroom, and 1.5...
Villa 1 / 1.5 / 4

$179 - $319
Per Night

$895 - $1595
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