Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Night Heron 64

Hilton Head Island
3BD/2BA home with Lagoon View. King, Queen & Double, 2 Double beds.On site Pool, Walk easily to the ...
Home 3 / 2 / 10

*
Online booking available

$200 - $360
Per Night

$1000 - $1800
Per Week

Dune Lane 116

Hilton Head Island
4BD/3.5Ba 2nd row oceanview home with Private Pool* (*can be heated for add'l fee) 2 Kings, Queen, 2...
Home 4 / 3.5 / 10

*
Online booking available

$550 - $1200
Per Night

$2750 - $6000
Per Week

New Listing! Renovated 2 BR Treetops Villa, Free Bikes, P...

Hilton Head Island
New Listing! Renovated 2 BR Treetops Villa, Free Bikes, Pool, Tennis This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$85 - $128
Per Night

$495 - $1095
Per Week

105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to ...

Hilton Head Island
105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to Shipyard Beach Club Within earshot of the ...
Villa 2 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1395
Per Week

Captains Walk 481

Hilton Head Island
2 BD/2 BA fifth floor oceanfront villa. King & 2 Twin beds plus Sleep Sofa. Sofa linens available f...
Villa 2 / 2 / 6

*
Online booking available

$220 - $480
Per Night

$1100 - $2400
Per Week

Luxurious Beachfront Villa, Water Views Free Bikes Wifi T...

Hilton Head Island
Luxurious Beachfront Villa, Water Views Free Bikes Wifi Tennis Pet Friendly BEACHFRONT TOWNHOUSE wi...
Villa 4 / 4 / 8

*
Online booking available

$256 - $625
Per Night

$1395 - $3795
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

Hilton Head Beach Villa 18 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Beautifully Decorated!! Located oceanfront on South Forest Beach Drive this complex offers three be...
Condo 3 / 3 / 8

*
Online booking available

$232 - $232
Per Night

$1170 - $1170
Per Week

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

Shorewood 139

Hilton Head Island
2BD/2BA first floor villa with Private Balcony. King, 2 Twins plus Sleep Sofa (linens for SS provide...
Villa 2 / 2 / 6

*
Online booking available

$190 - $340
Per Night

$950 - $1700
Per Week

Beach Villa 9 -3 bedrooms Oceanside-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

$199 - $430
Per Night

$995 - $2150
Per Week

62 Night Heron-Fully renovated top/bottom, super Cute & Q...

Hilton Head Island
62 Night Heron-Fully renovated top/bottom, super Cute & Quick walk to beach Under Renovation 10/18/...
Home 3 / 2 / 6

*
Online booking available

$895 - $1895
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 / 3 / 8

*
Online booking available

$199 - $430
Per Night

$995 - $2150
Per Week

"Makin Memrees" at Evian in Shipyard Plantation, Hilton Head

Hilton Head Island
Welcome to “Makin Memrees”, a vacation rental villa in the Evian Resort area of Shipyard Plantation ...
Villa 2 / 2 / 5

$800 - $1250
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

11 Marsh Wren-2nd Row Ocean beach home - Coastal Fun -

Hilton Head Island
This wonderful 2nd row, 2 story 5 BR, 3BA home with *HEATED Pool is just steps to the beach! Located...
Home 5 / 3 / 14

*
Online booking available

$2295 - $5995
Per Week

7627 Huntington-Quick150 yards walk to the beach.

Hilton Head Island
This expertly decorated 2nd floor flat at Huntington is a 2 bedroom, 2 bath villa with a beautiful l...
Villa 2 / 2 / 7

*
Online booking available

$114 - $242
Per Night

$795 - $1995
Per Week

73-74 Moorings- Book Now/inquire about nightly, weekly or...

Hilton Head Island
73-74 Moorings- Book Now/inquire about nightly, weekly or monthly rentals Snowbird Monthly Rent - ...
Villa 2 / 3 / 8

*
Online booking available

$99 - $99
Per Night

$695 - $1495
Per Week

1702 Bluff Villas-Fully Renovated & Beautiful 1st Floor V...

Hilton Head Island
1702 Bluff Villas-Fully Renovated & Beautiful 1st Floor Villa! New on Vrbo This charming two bedroo...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1495
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 / 7.5 / 16

*
Online booking available

$5695 - $14450
Per Week

258 Stoney Creek. Lovely 3 Bedroom Townhouse in Harbour Town

Hilton Head Island
This lovely 3 bedroom, 3 bath townhouse is located in the heart of Harbour Town. Decorated in bright...
Villa 3 / 3 / 7

*
Online booking available

$128 - $156
Per Night

$895 - $3000
Per Week

Stoney Creek 18

Hilton Head Island
3 BD/ 3.5 BA 2-story home w/ golf view. King & 2 Queens. Sleep Sofa. (Sofa linens available for $...
Home 3 / 3.5 / 8

*
Online booking available

$300 - $700
Per Night

$1500 - $3500
Per Week

263 Stoney Creek-Pretty, Peaceful Marsh Views for the Nat...

Hilton Head Island
263 Stoney Creek-Pretty, Peaceful Marsh Views for the Nature Lovers. This delightful and updated 2 ...
Villa 2 / 2.5 / 6

*
Online booking available

$114 - $128
Per Night

$795 - $2500
Per Week

Ocean One 504 -Updated Oceanside 5th Floor Condo

Hilton Head Island
Guests staying in Ocean One 504 enjoy a landscape view and won't have to cross a street to reach the...
Condo 2 / 2 / 6

*
Online booking available

$165 - $325
Per Night

$825 - $1625
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 - $78
Per Night

$320 - $320
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