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

Breakers 102

Hilton Head Island
1 BD/1 BA first floor villa on the beach. Queen bed & Day bed plus Sleep Sofa Linens available for ...
Villa 1 / 1 / 5

*
Online booking available

$135 - $180
Per Night

$675 - $900
Per Week

Breakers 114

Hilton Head Island
1 Bd/1 Ba 1st floor Ocean Front Villa. Queen bed & Sleep Sofa. Sleep Sofa linens available for $25. ...
Villa 1 / 1 / 4

*
Online booking available

$170 - $219
Per Night

$850 - $1095
Per Week

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
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 - $198
Per Night

$500 - $990
Per Week

Ocean Dunes Villa 302 - 1 BR 1 BA Oceanview Flat Hilton H...

Hilton Head Island
Ocean Dunes Villa 302 - 1 BR 1 BA Oceanview Flat Hilton Head, Sc This nicely furnished one bedroom ...
Condo 1 / 1 / 6

*
Online booking available

$105 - $175
Per Night

$450 - $875
Per Week

Seaside Villa 326 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 326 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Internet Access!!! More view, more b...
Condo 1 / 1 / 4

*
Online booking available

$125 - $218
Per Night

$575 - $1090
Per Week

Seaside Villa 373 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Completely remodeled and beautifully decorated in a Tommy Bahamas tropical style, this One Bedroom, ...
Condo 1 / 1 / 4

*
Online booking available

$110 - $193
Per Night

$475 - $965
Per Week

Ocean Dunes Villa 215 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This newly renovated one bedroom villa has a full kitchen, combined living room dining room area and...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

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

Hilton Head Island
Totally renovated, this beautifully decorated one bedroom villa has a full kitchen, combined living ...
Condo 1 / 1 / 4

*
Online booking available

$115 - $195
Per Night

$550 - $975
Per Week

Gorgeous views of Harbour Town from this cute 1 BR Sea Pi...

Hilton Head Island
Gorgeous views of Harbour Town from this cute 1 BR Sea Pines villa! Stunning views of the world fam...
Villa 1 / 1 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $2400
Per Week

1029 Caravel Court - Beautiful view of Harbour Town! 5/23...

Hilton Head Island
1029 Caravel Court - Beautiful view of Harbour Town! 5/23-29 Available This 1 bedroom, 1.5 bath Car...
Villa 1 / 1.5 / 3

*
Online booking available

$99 - $99
Per Night

$695 - $2400
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 / 1.5 / 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

$125 - $195
Per Night

$625 - $975
Per Week

2403 Seacrest - Pretty Ocean Views and very spacious

Hilton Head Island
2403 SEACREST - Incredible location, this pretty, 1 bedroom, 1.5 bathroom Forest Beach villa is cen...
Villa 1 / 1.5 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1795
Per Week

Ocean Dunes Villa 220 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 220 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc This one bedroom villa has a full...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

Seascape Villa 3005 - 1 bedroom villa - Resort View

Hilton Head Island
Newly furnished and a beautifully sure you'll agree this villa is a true gem!! The villa provides ...
Apartment 1 / 1 / 4

*
Online booking available

$100 - $155
Per Night

$500 - $775
Per Week

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

Hilton Head Island
Renovated in 2010, this beautifully decorated one bedroom villa has a full kitchen, combined living ...
Condo 1 / 1 / 4

*
Online booking available

$115 - $195
Per Night

$550 - $975
Per Week

Night Heron 10

Hilton Head Island
1 BD/1 BA freestanding villa with landscape view. Queen bed plus SleepSofa. (Sofa bed linens rentabl...
Villa 1 / 1 / 4

*
Online booking available

$135 - $165
Per Night

$675 - $825
Per Week

1BR 1 BA Oceanfront Seaside Villa newly renovated S Fores...

Hilton Head Island
1BR 1 BA Oceanfront Seaside Villa newly renovated S Forest Beach NEWLY RENOVATED. Many upgrades. ...
Condo 1 / 1 / 4

*
Online booking available

$125 - $218
Per Night

$575 - $1090
Per Week

Seaside Villa 349 - 1 BR 1 BA Deluxe oceanside Seaside Villa

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

*
Online booking available

$110 - $193
Per Night

$475 - $965
Per Week

503 Windsor Place-Oceanfront 5th Floor & Fully renovated....

Hilton Head Island
503 Windsor Place-Oceanfront 5th Floor & Fully renovated.available 4/11-15 This gorgeous 5th floor ...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

Seaside Villa 277 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Rennovated in 2009!! This villa offers a separate bedroom with a queen size bed, fully equipped kit...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

1 Bedroom Ocean View Condo

Hilton Head Island
1 Bedroom Ocean View Condo Unit Description: Ideal for a couple or small family, this 500 square fo...
Condo 1 / 1 / 5

*
Online booking available

$149 - $400
Per Night

$1043 - $2800
Per Week

Seaside Villa 269 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 269 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Recently renovated and beautifully de...
Condo 1 / 1 / 6

*
Online booking available

$115 - $198
Per Night

$500 - $990
Per Week

120 Ocean Dunes-1st Floor Oceanfront pretty villa ready f...

Hilton Head Island
120 Ocean Dunes-1st Floor Oceanfront pretty villa ready for your vacation. This is a totally renova...
Villa 1 / 1 / 6

*
Online booking available

$71 - $71
Per Night

$495 - $1125
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