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

1881 Beachside Tennis

Hilton Head Island
2 BD/2 BA 5th floor villa with views of ocean, pool & sound. King & 2 Queens. Vaulted ceiling in l...
Villa 2 / 2 / 6

*
Online booking available

$200 - $440
Per Night

$1000 - $2200
Per Week

991 Inverness

Hilton Head Island
This newly renovated spacious villa is decorated with a Metropolitan Home/Crate and Barrel style, w...
Villa 3 / 3 / 10

$199 - $309
Per Night

$995 - $1545
Per Week

Beach Villa 13 - Oceanside Townhouse

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 4 / 8

*
Online booking available

$195 - $390
Per Night

$975 - $1950
Per Week

Evian is nestled in one of Shipyard's most beautiful sett...

Hilton Head Island
Evian is nestled in one of Shipyard's most beautiful settings. Lovely 2nd level 2 BR, 2BA townhouse ...
Villa 2 / 2 / 6

*
Online booking available

$99 - $180
Per Night

$695 - $1260
Per Week

1105 Seacrest

Hilton Head Island
2 BD/2 BA first floor villa with beautiful ocean views. King, 2 Doubles & Sleep Sofa (SS linens for ...
Villa 2 / 2 / 8

*
Online booking available

$220 - $480
Per Night

$1100 - $2400
Per Week

33 Dune Lane

Hilton Head Island
The very best! Nothing could top the beauty of this 7 bedroom, 7.5 bathroom oceanfront home with *H...
Home 7 / 8 / 16

*
Online booking available

$985 - $1985
Per Night

$6895 - $13895
Per Week

30 Knotts Way

Hilton Head Island
5 BD/5.5 BA 2nd row ocean home with oceanviews. 2 Kings, 2 Queens, 2 Doubles & 2 Twins. Private Poo...
Home 5 / 5 / 14

*
Online booking available

$600 - $1650
Per Night

$3000 - $8250
Per Week

Forest Beach Villa #429

Hilton Head Island
Tell your friends that you're staying in one of the Forest Beach "penthouse" Villas when you reserve...
Villa 2 / 2 / 6

$119 - $199
Per Night

$595 - $995
Per Week

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

Hilton Head Island
Internet Access!!! Beautifully furnished, this 3rd Floor Oceanfront villa with private balcony offe...
Condo 1 / 1 / 6

*
Online booking available

$115 - $180
Per Night

$500 - $900
Per Week

114 Breakers

Hilton Head Island
1 Bd/1 Ba 1st floor villa with direct Ocean Front view. Queen bed & queensofa bed. Private balcony...
Villa 1 / 1 / 4

*
Online booking available

$145 - $219
Per Night

$725 - $1095
Per Week

8 Full Sweep

Hilton Head Island
This 5 bedroom, 5.5 bath home in the beautiful Palmetto Dunes Resort comes with all the personal tou...
Home 5 / 5.5 / 12

$399 - $959
Per Night

$1995 - $4795
Per Week

'Almost' Oceanfront 2nd Row Oceanview House-Redecorated 2012

Hilton Head Island
- Redecorated in 2013! Amazing rates offered! - 6 BR / 4 BA (K, K, K+SS, Q+TR, QQ, Bunk Bed, SS) - 2...
Home 6 / 4 / 16

$550 - $850
Per Night

$2595 - $5995
Per Week

2415 Seacrest

Hilton Head Island
This beautiful 4th Floor 3 Bedroom, 3 Bath OCEANVIEW villa offers you a terrific view of the Atlanti...
Villa 3 / 3 / 9

*
Online booking available

$228 - $485
Per Night

$1595 - $3395
Per Week

Sep 1 - Dec 31   **********10% ADVANCE BOOKING DISCOUNT... ************

Direct Oceanfront Home -Wks 8/10 8/17 $4640 20% discount

Hilton Head Island
<div id="TA_vrbadge310" class="TA_vrbadge"> <ul id="RQdGTS" class="TA_links vRfrSsjc"> &...
Home 4 / 3 / 12

$1530 - $5220
Per Week

Ocean Dunes Villa 210 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes is a four story complex composed of 84 villas, located on South Forest Beach Drive along...
Condo 2 / 2 / 6

*
Online booking available

$195 - $300
Per Night

$900 - $1425
Per Week

Amazing Oceanview 2nd Row Home! Steps from Beach!

Hilton Head Island
- Brand New Furniture as of 2011! - 7 BR / 7.5 BA (K,K+SS,K+TR,QQ,Q,Q,Bunks+Tr,SS) - 2 bedroom atta...
Home 7 / 7.5 / 20

$650 - $850
Per Night

$3295 - $9345
Per Week

Beach Villa 9 - Oceanside Townhouse

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 7

*
Online booking available

$195 - $390
Per Night

$975 - $1950
Per Week

240 Evian

Hilton Head Island
3BD/3BA townhouse with golf and lagoon views. King, Queen & 2 Twins.Pool & Tennis located on site. W...
Villa 3 / 3 / 8

*
Online booking available

$180 - $319
Per Night

$900 - $1595
Per Week

Amazing Oceanview 2nd Row Home! Steps from Beach!

Hilton Head Island
- Brand New Furniture as of 2011! - 5-5.5 BA (K,K+SS,K+TR,QQ,Q,Q,Bunks+Tr,SS) - 2 bedroom attached ...
Home 5 / 5.5 / 16

$650 - $850
Per Night

$3295 - $9345
Per Week

An unbelievable oceanfront view!

Hilton Head Island
This beautifully decorated 2 bedroom, 2 bath, 2nd floor beach villa looks straight to the sea. An u...
Villa 2 / 2 / 6

*
Online booking available

$169 - $296
Per Night

$1180 - $2075
Per Week

Spinnaker Hilton Head 2 Bdr Condo with Golf / Tennis Package

Hilton Head Island
Weeks 39 and 40. Sat to Sat rental, spacious 2 floor condo, full kitchen, laundry, Jacuzzi tub, Wi-...
Condo 2 / 2.5 / 6

$1500 - $1500
Per Week

73-74 Moorings

Hilton Head Island
This 1st floor 2 bedroom, 3 bath villa is located only a few steps away from the beach of the Atlant...
Villa 2 / 3 / 8

*
Online booking available

$106 - $191
Per Night

$745 - $1340
Per Week

1029 Caravel Court

Hilton Head Island
This 1 bedroom, 1 bath Caravel Court villa has a spectacular view of the Harbour Town Lighthouse and...
Villa 1 / 1 / 4

*
Online booking available

$93 - $300
Per Night

$650 - $1016
Per Week

62 Night Heron

Hilton Head Island
These cozy, 3 bedroom, 2 bath compact cottages with pool on site are located in a pleasant, wooded s...
Villa 3 / 2 / 6

*
Online booking available

$107 - $186
Per Night

$750 - $1300
Per Week

Courtside 105 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 3 / 7

*
Online booking available

$105 - $195
Per Night

$525 - $975
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