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 Breeze #59

Hilton Head Island
You are only 1 block from beautiful South Forest Beach when you stay in this end unit, 2 bedroom, an...
Villa 2 / 2.5 /

$119 - $199
Per Night

$595 - $995
Per Week

247 Stoney Creek

Hilton Head Island
This newly renovated beautiful 1 bedroom 1.5 bathroom townhouse located in famous Sea Pines Resort i...
Villa 1 / 1 / 2

*
Online booking available

$99 - $321
Per Night

$695 - $2250
Per Week

1735 Bluff Villas - Efficiency villa with small kitchen a...

Hilton Head Island
This romantic one bedroom efficiency is well appointed and newly decorated, with a view of Braddock ...
Villa 1 / 1 / 2

*
Online booking available

$71 - $114
Per Night

$495 - $795
Per Week

Beautiful 1 bedroom Deluxe Oceanview Seaside Villa 313

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 2

*
Online booking available

$110 - $150
Per Night

$475 - $850
Per Week

Wow, this completely renovated 1 BR, 1 bath compact cottage

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

*
Online booking available

$85 - $114
Per Night

$595 - $895
Per Week

This 1 BR, 1.5 bath townhouse comes with a spectacular fa...

Hilton Head Island
This 1 bedroom, 1.5 bath townhouse comes with a spectacular fairway view. Private decks, nicely deco...
Villa 1 / 2 / 4

*
Online booking available

$85 - $156
Per Night

$595 - $1095
Per Week

Renovated and pretty this 1 bedroom,1 bath Oceanfront villa.

Hilton Head Island
Renovated and pretty this 1 bedroom,1 bath OCEANFRONT villa. Located on the 1st floor, the owners ...
Villa 1 / 1 / 4

*
Online booking available

$114 - $142
Per Night

$795 - $1095
Per Week

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

Hilton Head Island
Beautifully furnished, this 2nd Floor Oceanfront villa with private balcony affords a beautiful view...
Condo 1 / 1 / 4

*
Online booking available

$115 - $180
Per Night

$500 - $900
Per Week

14 Night Heron

Hilton Head Island
1 BD/ 1 BA freestanding villa with landscape views. Queen bed with TVplus Sleep Sofa (linens provide...
Villa 1 / 1 / 4

*
Online booking available

$110 - $165
Per Night

$550 - $825
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

$109 - $999
Per Night

$763 - $6993
Per Week

Seaside Villa 249 - 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 / 4

*
Online booking available

$105 - $135
Per Night

$400 - $775
Per Week

1677 St. Andrews

Hilton Head Island
Looking for a quiet getaway in a lush lowcountry setting? Well look no further than this 2nd floor,...
Villa 2 / 2 / 4

$119 - $219
Per Night

$595 - $1095
Per Week

Ocean Dunes Villa 308 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
Newley Rennovated in 2011!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen si...
Condo 1 / 1 / 4

*
Online booking available

$140 - $210
Per Night

$650 - $1050
Per Week

1691 Bluff Villas

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

$85 - $156
Per Night

$595 - $1095
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 - $185
Per Night

$550 - $925
Per Week

2403 Seacrest - Pretty Ocean Views 1 bedroom Seacrest Villa!

Hilton Head Island
2403 SEACREST - Incredible location, this nicely redecorated 1 bedroom, 1.5 bathroom Forest Beach vi...
Villa 1 / 2 / 4

*
Online booking available

$128 - $171
Per Night

$895 - $1695
Per Week

Within earshot of the rolling surf, 1 bedroom, 2 bath

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

*
Online booking available

$85 - $156
Per Night

$595 - $1095
Per Week

Very Cute & Oceanside with All the Right Touches! 2203 Se...

Hilton Head Island
2nd floor, 1 BR, 1.5 BA, SeaCrest villa is perfect for you! Cheery decor, recently redecorated, you ...
Villa 1 / 2 / 4

*
Online booking available

$114 - $214
Per Night

$795 - $1495
Per Week

Breakers #117

Hilton Head Island
The Best of the Breakers - Gorgeous 1 bedroom, 1 bath direct ocean front, end unit has been recently...
Villa 1 / 1 / 4

$129 - $219
Per Night

$645 - $1095
Per Week

2301 Seacrest

Hilton Head Island
This 1 bedroom, 2 bath ANGLED OCEANVIEW villa is very cute. Located in builiding 2 you can see view...
Villa 1 / 2 / 4

*
Online booking available

$114 - $171
Per Night

$795 - $1595
Per Week

741 Schooner Court

Hilton Head Island
2 BD/ 2.5 BA townhouse overlooking the Calibogue Sound. King & 2 Twins. Free access to the Harbour...
Villa 2 / 2.5 / 4

*
Online booking available

$180 - $500
Per Night

$900 - $2500
Per Week

Breakers #309

Hilton Head Island
Let this 1 bedroom, 1-bath 3rd floor villa be your gateway to the sun, sand, and surf of North Fores...
Villa 1 / 1 / 4

$129 - $219
Per Night

$645 - $1095
Per Week

102 Breakers

Hilton Head Island
1 BD/1 BA first floor villa on the beach. Queen bed. (Sofa linens provided for additional fee) Poo...
Villa 1 / 1 / 4

*
Online booking available

$120 - $176
Per Night

$600 - $880
Per Week

Forest Beach Villa #415

Hilton Head Island
Be one of the first to enjoy the amenities and tropical decor of this newly renovated, 1 bedroom, an...
Villa 1 / 1 / 4

$102 - $169
Per Night

$510 - $845
Per Week

Seaside Villa 173 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Just recently rennovated in April of 2010!! This one bedroom, one bath offers a wonderful view of t...
Condo 1 / 1 / 4

*
Online booking available

$110 - $150
Per Night

$475 - $850
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