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

*
Online booking available

$93 - $190
Per Night

$495 - $970
Per Week

Bluff Villas 1811

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 25 2016 - Jul 01 2016 : Saturday ...
Villa 1 / 1 / 4

*
Online booking available

$145 - $265
Per Night

$735 - $1365
Per Week

Breakers 119

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 25 2016 - Jul 01 2016 : Saturday ...
Condo 1 / 1 / 4

*
Online booking available

$155 - $290
Per Night

$770 - $1470
Per Week

Breakers 215

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 25 2016 - Jul 01 2016 : Saturday ...
Villa 1 / 1 / 4

*
Online booking available

$155 - $290
Per Night

$770 - $1470
Per Week

Racquet Club Villas 2330

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 25 2016 - Jul 01 2016 : Saturday ...
Condo 1 / 1 / 4

*
Online booking available

$120 - $320
Per Night

$665 - $2240
Per Week

Racquet Club Villas 2361

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 25 2016 - Jul 01 2016 : Saturday ...
Villa 1 / 1 / 4

*
Online booking available

$120 - $320
Per Night

$665 - $2240
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 - $183
Per Night

$495 - $970
Per Week

The Village Studio

Hilton Head Island
The Village Studio Unit Description: Units have either a kitchenette or full-size kitchen, living r...
Villa 0 / 1 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

181 Seaside Villas

Hilton Head Island
Please note these Check-in Day Requirements for this property: Dec 17 2015 - Dec 31 2024 : Saturday ...
Villa 1 / 1 / 4

*
Online booking available

$145 - $225
Per Night

$805 - $1260
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

$88 - $180
Per Night

$445 - $920
Per Week

Ocean Dunes Villas 111 - 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 - $183
Per Night

$495 - $970
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 - $154
Per Night

$345 - $825
Per Week

Seaside Villa 360 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

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

*
Online booking available

$78 - $154
Per Night

$345 - $825
Per Week

1 BR Villa in Sea Pines Walking Distance to the Beach & P...

Hilton Head Island
1 BR Villa in Sea Pines Walking Distance to the Beach & Pet Friendly! **Night Heron Villa 10** T...
Villa 1 / 1 / 4

*
Online booking available

$130 - $225
Per Night

$650 - $900
Per Week

11 Hilton Head Cabanas

Hilton Head Island
Please note these Check-in Day Requirements for this property: Dec 17 2015 - Dec 31 2024 : Saturday ...
Villa 2 / 1 / 6

*
Online booking available

$140 - $195
Per Night

$980 - $1365
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

$88 - $180
Per Night

$445 - $920
Per Week

New to Market, 312 Breakers. Sleeps 4, Free Bikes, Pool

Hilton Head Island
Oceanfront Paradise. This direct oceanfront Breakers unit was just remodeled and is new to the rent...
Villa 1 / 1 / 4

*
Online booking available

$99 - $142
Per Night

$595 - $1195
Per Week

1 Bedroom Oceanside Seaside Villa 328 , 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

$78 - $154
Per Night

$345 - $825
Per Week

Seaside Villa 350 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Seaside 350 is a nicely furnished one bedroom, one bathroom Oceanside villa on the third floor of an...
Condo 1 / 1 / 6

*
Online booking available

$78 - $154
Per Night

$345 - $825
Per Week

Oceanfront 1 Bedroom Villa with Private Oceanfront Balcony!

Hilton Head Island
**Breakers 112** This cozy oceanfront villa is ideal for small families or a couple looking forwa...
Villa 1 / 1 / 4

*
Online booking available

$150 - $250
Per Night

$750 - $1195
Per Week

Oceanfront 1 Bedroom Villa with Private Oceanfront Balcony!

Hilton Head Island
**Breakers 114** This charming one bedroom villa boasts spectacular Oceanfront Views and a Privat...
Villa 1 / 1 / 4

*
Online booking available

$150 - $250
Per Night

$750 - $1195
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

$145 - $245
Per Night

$725 - $1225
Per Week

Seaside Villa 331 - 1 BR 1 BA Oceanside Flat Hilton Head

Hilton Head Island
Great view of the ocean and steps to the beach and swimming pool. This cozy condo is centrally loca...
Condo 1 / 1 / 6

*
Online booking available

$78 - $154
Per Night

$345 - $825
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 - $180
Per Night

$445 - $920
Per Week

1693 Bluff Villa - Wonderfully updated 1 BR South Beach v...

Hilton Head Island
1693 Bluff Villa - Wonderfully updated 1 BR South Beach villa! This lovely and newly updated villa ...
Villa 1 / 1 / 4

*
Online booking available

$695 - $1295
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