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 320

Hilton Head Island
1BD/1BA Pool & Ocean View Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oce...
Villa 1 / 1 / 4

*
Online booking available

$145 - $199
Per Night

$725 - $995
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

$93 - $93
Per Night

$470 - $470
Per Week

120 Ocean Dunes-Oceanfront, Renovated & Cute. No stairs!

Hilton Head Island
This is a totally renovated, freshly painted and professionally decorated 1 bedroom, 1 bath 1st-floo...
Villa 1 / 1 / 6

*
Online booking available

$71 - $71
Per Night

$495 - $1125
Per Week

Ocean Dunes Villas 312 - 1 BR 1 BA 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

$93 - $93
Per Night

$470 - $470
Per Week

Brand New Luxurious Oceanfront Breakers Villa. Sleeps 4, ...

Hilton Head Island
Brand New Luxurious Oceanfront Breakers Villa. Sleeps 4, Free Wifi Beachfront Two words: The Beach....
Villa 1 / 1 / 4

*
Online booking available

$99 - $142
Per Night

$595 - $1195
Per Week

313 Breakers-Direct Oceanfront, you can't beat this view!...

Hilton Head Island
313 Breakers-Direct Oceanfront, you can't beat this view! Oceanfront Pool Recently renovated, this ...
Villa 1 / 1 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1295
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

$113 - $113
Per Night

$570 - $570
Per Week

Seaside Villa 284 - 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

$78 - $78
Per Night

$320 - $320
Per Week

Deluxe one bedroom resortview condo

Hilton Head Island
Deluxe one bedroom resortview condo Unit Description: This 500 sq. ft. one bedroom unit features a ...
Condo 1 / 1 / 6

*
Online booking available

$99 - $999
Per Night

$693 - $6993
Per Week

Direct Oceanfront with panoramic view of beach. Cozy and ...

Hilton Head Island
Direct Oceanfront with panoramic view of beach. Cozy and nicely appointed. Panoramic view and dire...
Condo 1 / 1 / 5

*
Online booking available

$88 - $88
Per Night

$420 - $420
Per Week

Ocean Dunes Villa 103 - Deluxe 1 BR 1 BA Oceanview Condo

Hilton Head Island
Renovated in 2008, this beautifully decorated one bedroom villa has a full kitchen, combined living ...
Condo 1 / 1 / 4

*
Online booking available

$88 - $88
Per Night

$470 - $470
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 / 2

*
Online booking available

$149 - $400
Per Night

$1043 - $2800
Per Week

Seaside Villa 316 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
THIS IS A ONE OF A KIND villa is unlike some others offers an AIR CONDITIONER IN THE BEDROOM with...
Condo 1 / 1 / 4

*
Online booking available

$78 - $78
Per Night

$320 - $320
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

$78 - $78
Per Night

$320 - $320
Per Week

Seaside Villa 266 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Newly remodeled and WOW what a view!! This villa offers a separate bedroom with a new king size bed...
Condo 1 / 1 / 4

*
Online booking available

$83 - $83
Per Night

$395 - $395
Per Week

Seaside Villa 247 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Internet Access!!!! This villa offers a separate bedroom with a queen size bed, nicely equipped kit...
Condo 1 / 1 / 4

*
Online booking available

$78 - $78
Per Night

$320 - $320
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

$73 - $73
Per Night

$445 - $445
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

$88 - $88
Per Night

$470 - $470
Per Week

Ocean Dunes Villa 118 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
Newly renovated! This newly renovated one bedroom villa has a full kitchen, combined living room din...
Condo 1 / 1 / 6

*
Online booking available

$93 - $93
Per Night

$470 - $470
Per Week

2366 Racquet Club-1st floor, Pretty & a Quick Walk to Har...

Hilton Head Island
2366 Racquet Club-1st floor, Pretty & a Quick Walk to Harbourtown This lovely 1 bedroom villa is lo...
Villa 1 / 1 / 4

*
Online booking available

$107 - $108
Per Night

$700 - $2300
Per Week

Deluxe Seaside Villa 345 - 1 BR 1 BA Oceanside Flat

Hilton Head Island
**Weekly rentals only Saturday to Saturday June and July** TOTALLY RENNOVATED AND BEAUTIFUL!!! Thi...
Condo 1 / 1 / 4

*
Online booking available

$83 - $83
Per Night

$395 - $395
Per Week

Ocean Dunes Villas 313 - 1 BR 1 BA 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 / 4

*
Online booking available

$113 - $113
Per Night

$570 - $570
Per Week

Breakers 112

Hilton Head Island
1 BD/1 BA Oceanfront villa on the 1st floor. Queen bed plus Sleep Sofa. Sleep Sofa Linens available...
Villa 1 / 1 / 4

*
Online booking available

$150 - $239
Per Night

$750 - $1195
Per Week

1B/1B Condo at 371 SeaSide Villas

Hilton Head Island
1B/1B Condo at 371 SeaSide Villas Unit Description: Relax in this 1 bedroom condo with a living, di...
Condo 1 / 1 / 6

*
Online booking available

$109 - $149
Per Night

$763 - $1043
Per Week

Ocean Dunes Villa 320 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 320 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Ocean Dunes 320 is a villa you?re...
Condo 1 / 1 / 6

*
Online booking available

$93 - $93
Per Night

$470 - $470
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