Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

1735 Bluff Villas - 2nd floor Braddock Cove View - 1 BR/ ...

Hilton Head Island
1735 Bluff Villas - 2nd floor Braddock Cove View - 1 BR/ efficiency. This romantic one bedroom effi...
Villa 1 / 1 / 2

*
Online booking available

$61 - $107
Per Night

$425 - $895
Per Week

1 bedroom Forest Beach Villa

Hilton Head Island
Relax and enjoy your Hilton Head Island experience in this charming 1 bedroom, 1 bath villa which ha...
Condo 1 / 1 / 2

*
Online booking available

$100 - $155
Per Night

$500 - $775
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 / 2

*
Online booking available

$120 - $189
Per Night

$595 - $945
Per Week

19 Night Heron - Cute, 1 Bedroom Cottage

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

*
Online booking available

$71 - $121
Per Night

$495 - $995
Per Week

1029 Caravel Court-Beautiful Harbourview,Romantic! Availa...

Hilton Head Island
1029 Caravel Court-Beautiful Harbourview,Romantic! Available-8/7-10 & 8/30 wk This 1 bedroom, 1.5 b...
Villa 1 / 2 / 3

*
Online booking available

$85 - $142
Per Night

$595 - $2100
Per Week

Schooner Court 741

Hilton Head Island
2 BD/ 2.5 BA townhouse overlooking the Calibogue Sound. King & 2 Twins. Harbour Town Pool Access. ...
Villa 2 / 3 / 4

*
Online booking available

$220 - $600
Per Night

$1100 - $3000
Per Week

206 Barrington Arms- Oceanfront Views. Available August w...

Hilton Head Island
206 Barrington Arms- Oceanfront Views. Available August weeks. Enjoy a fabulous vacation in the lux...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

Racquet Club 2312 - Harbour Town Area One Level Condo

Hilton Head Island
Racquet Club is near the Sea Pines Center and the famous Harbour Town Yacht Basin. Both venues offer...
Condo 1 / 1 / 4

*
Online booking available

$120 - $189
Per Night

$595 - $945
Per Week

Ocean Dunes Villa 206 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
With a spectacular view of the Atlantic Ocean from the oceanfront balcony, the villa is just steps t...
Condo 1 / 1 / 4

*
Online booking available

$140 - $225
Per Night

$650 - $1125
Per Week

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

Hilton Head Island
Ocean Club Villa 39 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This oceanfront complex on South Fo...
Condo 2 / 2 / 4

*
Online booking available

$225 - $385
Per Night

$1050 - $1750
Per Week

2 bedroom, 2 bath Seaside Villa, Newly renovated

Hilton Head Island
Nicely Decorated!! This 3rd floor offers a great ocean side view of the Atlantic Ocean. **Call for D...
Condo 2 / 2 / 4

*
Online booking available

$130 - $260
Per Night

$650 - $1300
Per Week

Deluxe one bedroom oceanfront condo

Hilton Head Island
Deluxe one bedroom oceanfront condo Unit Description: This 500 sq. ft. one bedroom unit features a ...
Condo 1 / 1 / 4

*
Online booking available

$159 - $999
Per Night

$1113 - $6993
Per Week

1691 Bluff Villas - Cute 1 BR Bluff Villa. Available 8/2-9

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

$71 - $142
Per Night

$495 - $1195
Per Week

Ocean Dunes Villa 303 - 1 BR 1 BA Deluxe Oceanview Flat

Hilton Head Island
Totally Rennovated in 2010!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen s...
Condo 1 / 1 / 4

*
Online booking available

$115 - $195
Per Night

$550 - $975
Per Week

Ocean Dunes Villa 115 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 4

*
Online booking available

$120 - $195
Per Night

$550 - $975
Per Week

2315 Windsor Place II -Beautiful Oceanfront -Available 8/...

Hilton Head Island
2315 Windsor Place II -Beautiful Oceanfront -Available 8/30-9/6 week One of the finest Oceanfront a...
Villa 1 / 2 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1695
Per Week

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

Hilton Head Island
Seaside Villa 126 - 1 BR 1 BA Direct Oceanfront Flat Hilton Head NEWLY RENOVATED. Many upgrades. ...
Condo 1 / 1 / 4

*
Online booking available

$125 - $210
Per Night

$575 - $1050
Per Week

2203 Seacrest - Prett 2nd Floor Villa. Available 8/16 & 8...

Hilton Head Island
2203 Seacrest - Prett 2nd Floor Villa. Available 8/16 & 8/23 Wks Enjoy a relaxing retreat at the lu...
Villa 1 / 2 / 4

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Seaside Villa 343 - 1 BR 1 BA Oceanside Flat Hilton Head

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 4

*
Online booking available

$105 - $170
Per Night

$400 - $850
Per Week

2407 Seacrest -4th Floor,Beautiful Ocean Views - 20% off ...

Hilton Head Island
2407 Seacrest -4th Floor,Beautiful Ocean Views - 20% off Aug weeks This 1 bedroom, 1.5 bath OCEANVI...
Villa 1 / 2 / 4

*
Online booking available

$114 - $114
Per Night

$795 - $1895
Per Week

6304 Hampton Place-Beautiful Oceanfront 1 BR -Available -...

Hilton Head Island
6304 Hampton Place-Beautiful Oceanfront 1 BR -Available -8/23 & 8/30 wks BEAUTIFUL PALMETTO DUNES R...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$995 - $1995
Per Week

217 Breakers - 2nd Floor Oceanfront - What a view!

Hilton Head Island
EXTRA WINDOWS, EXTRAORDINARY VIEWS! Recently renovated, this 1 bedroom, 1 bath, 2nd floor OCEANFRO...
Villa 1 / 1 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1195
Per Week

Seaside Villa 226 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 226 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Nicely Decorated!! Wireless Internet...
Condo 1 / 1 / 4

*
Online booking available

$115 - $190
Per Night

$500 - $950
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

$135 - $230
Per Night

$675 - $1150
Per Week

Ocean One 415 - Oceanfront 4th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 415 enjoy panoramic v...
Condo 2 / 2 / 4

*
Online booking available

$190 - $419
Per Night

$950 - $2095
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