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

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

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

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

Renovated and pretty this 1 bedroom,1 bath Oceanfront villa.

Hilton Head Island
Renovated and pretty this 1 bedroom,1 bath OCEANFRONT villa. Located on the 1st floor, the owners ...
Villa 1 / 1 / 4

*
Online booking available

$99 - $146
Per Night

$695 - $1025
Per Week

Beautiful 1 bedroom Oceanview villa in Palmetto Dunes!

Hilton Head Island
Enjoy a fabulous vacation in the luxurious Barrington Villas. This 1 bedroom, 1.5 Bath 2nd floor oce...
Condo 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1595
Per Week

2407 Seacrest

Hilton Head Island
This 1 bedroom, 1.5 bath OCEANVIEW villa located on the 4th floor in builiding 2. Completely Update...
Villa 1 / 2 / 4

*
Online booking available

$156 - $256
Per Night

$1095 - $1795
Per Week

Beautiful 1 Bedroom Oceanview villa in Palmetto Dunes!

Hilton Head Island
This gorgeous 5th floor villa with stunning ocean views is airy and sophisticated. Fine furnishings ...
Villa 1 / 2 / 4

*
Online booking available

$156 - $242
Per Night

$1095 - $1695
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

1685 Bluff

Hilton Head Island
1BD/1BA second floor villa. King bed plus Sleep Sofa(Sofa linens for a fee) Walk easily to the Be...
Villa 1 / 1 / 4

*
Online booking available

$120 - $176
Per Night

$600 - $880
Per Week

Beautiful 2 bedroom townhouse in Harbour Town!

Hilton Head Island
NEWLY RENOVATED - UNBELIEVABLE LOCATION This 2 bedroom, 2.5 bath Sea Pines villa is ideal for locati...
Villa 2 / 3 / 4

*
Online booking available

$114 - $214
Per Night

$795 - $1210
Per Week

Ocean Dunes Villa 308 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
Newley Rennovated in 2011!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen si...
Condo 1 / 1 / 4

*
Online booking available

$140 - $210
Per Night

$650 - $1050
Per Week

1029 Caravel Court

Hilton Head Island
This 1 bedroom, 1 bath Caravel Court villa has a spectacular view of the Harbour Town Lighthouse and...
Villa 1 / 1 / 4

*
Online booking available

$93 - $300
Per Night

$650 - $1016
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

313 Breakers

Hilton Head Island
Recently renovated, this 1 bedroom, 1 bath OCEANFRONT villa has everything you'll want for a perfect...
Villa 1 / 1 / 4

*
Online booking available

$99 - $146
Per Night

$695 - $1025
Per Week

Seaside Villa 182 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Beautifully Decorated!! This villa offers a separate bedroom with a queen size bed, fully equipped ...
Condo 1 / 1 / 4

*
Online booking available

$105 - $135
Per Night

$400 - $775
Per Week

Beautiful 1 bedroom Seacrest Villa!

Hilton Head Island
2403 SEACREST - NEWLY REDECORATED AND READY FOR A SPIN! Incredible location, this newly redecorated ...
Villa 1 / 2 / 4

*
Online booking available

$128 - $242
Per Night

$895 - $1695
Per Week

Deluxe Seaside Villa 345 - 1 BR 1 BA Oceanside Flat

Hilton Head Island
TOTALLY RENNOVATED AND BEAUTIFUL!!! This villa offers a separate bedroom with a king size bed, full...
Condo 1 / 1 / 4

*
Online booking available

$110 - $150
Per Night

$475 - $850
Per Week

Breakers #309

Hilton Head Island
Let this 1 bedroom, 1-bath 3rd floor villa be your gateway to the sun, sand, and surf of North Fores...
Villa 1 / 1 / 4

$129 - $219
Per Night

$645 - $1095
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

The Greens 204 - Shipyard Townhouse

Hilton Head Island
The Greens condominiums are within Shipyard Plantation, a private residental and resort community. T...
Condo 1 / 2 / 4

*
Online booking available

$115 - $185
Per Night

$575 - $925
Per Week

1655 St. Andrews

Hilton Head Island
This updated, 1st floor, 1 bedroom and 1.5-bath, bright, end-unit St. Andrews villa is just the thin...
Villa 1 / 1.5 / 4

$109 - $189
Per Night

$545 - $945
Per Week

4109 Windsor Place

Hilton Head Island
All the privacy of a deserted beach with the luxury of lush tropical décor makes this 1 bedroom, 2 b...
Villa 1 / 2 / 4

$165 - $319
Per Night

$825 - $1595
Per Week

1691 Bluff Villas

Hilton Head Island
This 1 bedroom, 1 bath flat is located on the 3rd floor of a 3-story walk-up. Spacious, brightly d...
Villa 1 / 1 / 4

*
Online booking available

$81 - $129
Per Night

$565 - $900
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