Hilton Head Island Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Ocean Dunes Villa 106 - 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 / 6

*
Online booking available

$120 - $135
Per Night

$550 - $700
Per Week

Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Beautifully decorated, this one bedro...
Condo 1 / 1 / 6

*
Online booking available

$115 - $130
Per Night

$500 - $650
Per Week

Seaside Villa 367 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 367 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Completely remodeled in 2006, this vi...
Condo 1 / 1 / 6

*
Online booking available

$115 - $130
Per Night

$500 - $650
Per Week

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

Hilton Head Island
EXTRA WINDOWS, EXTRAORDINARY VIEWS! This1 bedroom, 1 bath, 2nd floor OCEANFRONT END UNIT villa ren...
Villa 1 / 1 / 4

*
Online booking available

$71 - $128
Per Night

$495 - $1295
Per Week

Within earshot of the rolling surf

Hilton Head Island
Within earshot of the rolling surf, this 1 bedroom, 2 bath villa is located in the closest Shipyard ...
Villa 1 / 2 / 4

*
Online booking available

$71 - $142
Per Night

$495 - $1195
Per Week

Seaside Villa 391 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 6

*
Online booking available

$105 - $115
Per Night

$400 - $575
Per Week

Ocean Dunes Villa 102 - Deluxe 1 BR 1 BA Oceanview Condo

Hilton Head Island
Totally Rennovated in 2010 and Beautifully Decorated!! This villa offers WIRELESS INTERNET, a separa...
Condo 1 / 1 / 4

*
Online booking available

$115 - $130
Per Night

$550 - $700
Per Week

206 Barrington Arms-Oceanfront Views. Fall at the beach i...

Hilton Head Island
206 Barrington Arms-Oceanfront Views. Fall at the beach is warm & beautiful Enjoy a fabulous vacati...
Villa 1 / 2 / 4

*
Online booking available

$128 - $199
Per Night

$895 - $1895
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 - $140
Per Night

$575 - $725
Per Week

712 Barrington Park - 1 Bedroom Lagoon view villa - Sleeps 4

Hilton Head Island
Enjoy a fun vacation in the Barrington Park Villas. This OCEANSIDE Lagoon View villa is 1 Bedroom, 1...
Villa 1 / 2 / 4

*
Online booking available

$71 - $114
Per Night

$495 - $1095
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

$71 - $142
Per Night

$495 - $1195
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 - $170
Per Night

$595 - $850
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 - $170
Per Night

$595 - $850
Per Week

2301 Seacrest-3rd Floor,1 BR & 2 Full Baths.available Sep...

Hilton Head Island
2301 Seacrest-3rd Floor,1 BR & 2 Full Baths.available Sept/Oct dates This 1 bedroom, 2 bath ANGLED ...
Villa 1 / 2 / 4

*
Online booking available

$99 - $171
Per Night

$695 - $1695
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 - $115
Per Night

$400 - $575
Per Week

Seaside Villa 273 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa is one of the closest villas to the ocean and has a wonderful ocean view. This one bedroo...
Condo 1 / 1 / 6

*
Online booking available

$105 - $115
Per Night

$400 - $575
Per Week

1 Bed/1 Bath at 207 The Breakers

Hilton Head Island
1 Bed/1 Bath at 207 The Breakers Unit Description: Just steps from Coligny Beach Park, these recent...
Condo 1 / 1 / 4

*
Online booking available

$165 - $999
Per Night

$1155 - $6993
Per Week

19 Night Heron - Cute, 1 BR Cottage - Available 8/16 & 8/...

Hilton Head Island
19 Night Heron - Cute, 1 BR Cottage - Available 8/16 & 8/23 weeks QUIET INTIMACY OVERLOOKING A LUSH...
Home 1 / 1 / 3

*
Online booking available

$71 - $121
Per Night

$495 - $995
Per Week

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

Hilton Head Island
Seaside Villa 325 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Internet Access!!!! This villa offer...
Condo 1 / 1 / 6

*
Online booking available

$115 - $130
Per Night

$500 - $650
Per Week

Seaside Villa 250 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Nicely Decorated!! This villa offers a separate bedroom with a queen size bed, fully equipped kitch...
Condo 1 / 1 / 6

*
Online booking available

$105 - $115
Per Night

$400 - $575
Per Week

913 Cutter Court - Fully renovated 2nd floor villa. Summe...

Hilton Head Island
913 Cutter Court - Fully renovated 2nd floor villa. Summer Weeks Available Quality, Comfort, Locati...
Villa 1 / 1 / 4

*
Online booking available

$85 - $142
Per Night

$595 - $2100
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 - $160
Per Night

$650 - $850
Per Week

2503 Seacrest - 5th Floor and pretty oceanviews! Avail. 8...

Hilton Head Island
2503 Seacrest - 5th Floor and pretty oceanviews! Avail. 8/30-9/6 wk This 1 bedroom, 1.5 bath OCEANV...
Villa 1 / 2 / 4

*
Online booking available

$114 - $214
Per Night

$795 - $1995
Per Week

Seaside Villa 386 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
The villa offers a separate bedroom with a queen size bed, full size kitchen, living and dining area...
Condo 1 / 1 / 6

*
Online booking available

$105 - $115
Per Night

$400 - $575
Per Week

198 Greens - 7 minutes walk to the beach. Cute 1 BR Townh...

Hilton Head Island
198 Greens - 7 minutes walk to the beach. Cute 1 BR Townhouse This 1 bedroom, 1.5 bath townhouse co...
Villa 1 / 2 / 4

*
Online booking available

$71 - $142
Per Night

$495 - $1195
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