Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Tennismaster 203

Hilton Head Island
2 BD/2.5 BA townhouse overlooking pool. King, 2 Twin beds plus Sleep Sofa (Sofa bed linens rentable ...
Villa 2 / 3 / 6

*
Online booking available

$160 - $240
Per Night

$800 - $1200
Per Week

Colonnade Club 196

Hilton Head Island
3BD/3BA 2nd Floor Villa with Golf & Lagoon Views. King, Queen & 2 Twin Pool & Hot Tub on site. Gri...
Villa 3 / 3 / 6

*
Online booking available

$190 - $320
Per Night

$950 - $1600
Per Week

South Beach Club 1923

Hilton Head Island
3 BD/2.5 BA 3rd floor villa with Sound views. King, Queen & 2 Doubles. Pool on Site. 1 hr/ day fre...
Villa 3 / 3 / 8

*
Online booking available

$260 - $530
Per Night

$1300 - $2650
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

Bittern 15

Hilton Head Island
3BD/2BA fifth row ocean home with private pool (can be heated) & Tiki Hut. 2 Queens, 2 Twins & Slee...
Home 3 / 2 / 8

*
Online booking available

$330 - $660
Per Night

$1650 - $3300
Per Week

Beach Villa 9 - Oceanside Townhouse-Gated Community

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

*
Online booking available

$200 - $395
Per Night

$995 - $1975
Per Week

105 Beachwalk-Fully Renovated & 5 Minutes walk to the oce...

Hilton Head Island
105 Beachwalk-Fully Renovated & 5 Minutes walk to the ocean,Avail 7/26-8/2 Within earshot of the ro...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min wa...

Hilton Head Island
62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min walk to the ocean These cozy, 3 bedroom, 2 b...
Home 3 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Night Heron 28

Hilton Head Island
2 BD/2 BA freestanding villa with Landscape view. 2 Queen beds. Pool on site or walk easily to the ...
Villa 2 / 2 / 4

*
Online booking available

$150 - $219
Per Night

$750 - $1095
Per Week

Beach Villa 13 - Oceanside Townhouse - Recently Updated

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Beach Villa 13 e...
Condo 3 / 4 / 8

*
Online booking available

$200 - $395
Per Night

$995 - $1975
Per Week

Ocean Dunes Villa 106 - 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 / 6

*
Online booking available

$120 - $195
Per Night

$550 - $975
Per Week

4br -Direct Oceanfront Home..Private Pool and Spa

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
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 - $190
Per Night

$500 - $950
Per Week

Stoney Creek 14

Hilton Head Island
3 BD/ 3.5 BA ground level home with golf & lagoon views. 3 King beds. Private Pool. FREE WIFI. Walk ...
Home 3 / 4 / 6

*
Online booking available

$300 - $700
Per Night

$1500 - $3500
Per Week

2 BR 1 BA Oceanside Flat at Seaside Villas, Hilton Head, Sc

Hilton Head Island
Totally Remodeled in 2009!! This two bedroom, one bath villa offers internet access and a nice oce...
Apartment 2 / 1 / 6

*
Online booking available

$130 - $260
Per Night

$650 - $1300
Per Week

8 Lark - 2nd Row Ocean, Oceanviews & 3 Bedrooms

Hilton Head Island
Just second row from the ocean this wonderful 2 story beach home features and elevated deck and a pr...
Home 3 / 2 / 8

*
Online booking available

$171 - $171
Per Night

$1195 - $3295
Per Week

2415 Seacrest - 4th Floor,Ocean View. Available 8/16 & 8/...

Hilton Head Island
2415 Seacrest - 4th Floor,Ocean View. Available 8/16 & 8/23 weeks This beautiful 4th Floor 3 Bedroo...
Villa 3 / 3 / 9

*
Online booking available

$199 - $199
Per Night

$1395 - $3595
Per Week

2301 Seacrest-3rd Floor,1 BR & 2 Full Baths.available Ear...

Hilton Head Island
2301 Seacrest-3rd Floor,1 BR & 2 Full Baths.available Early Aug weeks. This 1 bedroom, 2 bath ANGLE...
Villa 1 / 2 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1695
Per Week

57 Dune Lane

Hilton Head Island
Dune's Perch - in a league of its own. 7 bedrooms, 7.5 baths with *PRIVATE HEATED POOL AND SPA and p...
Home 7 / 8 / 16

*
Online booking available

$5695 - $14450
Per Week

Genoa Court 3

Hilton Head Island
5 BD/ 5 BA home with Private Pool* & Spa* (*can be heated for a fee) King,King, King, Queen & 3 Twin...
Home 5 / 5 / 11

*
Online booking available

$500 - $2000
Per Night

$2500 - $10000
Per Week

Deluxe two bedroom resortview condo

Hilton Head Island
Deluxe two bedroom resortview condo Unit Description: This 850 sq. ft. two bedroom unit features a ...
Condo 2 / 2 / 6

*
Online booking available

$159 - $999
Per Night

$1113 - $6993
Per Week

Shorewood 438 - Beautiful Oceanview 4th Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 438 enj...
Condo 2 / 2 / 6

*
Online booking available

$170 - $359
Per Night

$850 - $1795
Per Week

Springwood 97 - Forest Beach 1st Floor Flat

Hilton Head Island
Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 97 is...
Apartment 3 / 3 / 8

*
Online booking available

$145 - $255
Per Night

$725 - $1275
Per Week

11 Myrtle Lane-4 BRs/Quick Walk to Ocean. Available Aug. ...

Hilton Head Island
11 Myrtle Lane-4 BRs/Quick Walk to Ocean. Available Aug. & Sept weeks Pretty 4 bedroom, 4 bath home...
Home 4 / 4 / 10

*
Online booking available

$156 - $156
Per Night

$1095 - $2995
Per Week

Wood Ibis 4

Hilton Head Island
4BD/3BA 6th row ocean home. King, King, 2 Twins, 2 Twins. SpaciousLiving Room and easy walk to beach...
Home 4 / 3 / 8

*
Online booking available

$330 - $600
Per Night

$1650 - $3000
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