Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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 - $250
Per Night

$750 - $1250
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

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

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

Shorewood 507

Hilton Head Island
3 BD/3 BA oceanfront villa. King, 2 Twin beds & 2 Twin beds. Zero EntryOceanfront Pool, Hot Tub & Ba...
Villa 3 / 3 / 8

*
Online booking available

$265 - $600
Per Night

$1325 - $3000
Per Week

Bittern 15

Hilton Head Island
3BD/2BA fifth row ocean home with private pool (can be heated for a fee) . 2 Queens, 2 Twins & Sleep...
Home 3 / 2 / 8

*
Online booking available

$330 - $700
Per Night

$1650 - $3500
Per Week

Flotilla 7

Hilton Head Island
5 BD/ 5.5 BA Oceanfront home. 2 Kings, Queen, 2 Twins & 2 Full Murphy BedsLarge Oceanfront Pool & Sp...
Home 5 / 5.5 / 14

*
Online booking available

$750 - $1870
Per Night

$3750 - $9350
Per Week

Beachside Tennis 1881

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

$220 - $480
Per Night

$1100 - $2400
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

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

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

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

1108 Villamare - 1st floor renovated Villamare - 2 BRs/2 ...

Hilton Head Island
1108 Villamare - 1st floor renovated Villamare - 2 BRs/2 baths. Sleeps 6 Located Oceanfront in Palm...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $2095
Per Week

1624 Port Villa - 4 BRs with Beautiful Braddock Cove Views

Hilton Head Island
This townhouse style 4 Bedroom villa overlooks the beautiful natural marsh and tidal creek of Braddo...
Villa 4 / 3.5 / 8

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

6 Painted Bunting-3rd Row Ocean (50 yards to the beach)

Hilton Head Island
Wonderful 4 bedroom, 4.5 bath home with * HEATED Pool in Sea Pines Plantation. Located 3rd row from...
Home 4 / 4.5 / 10

*
Online booking available

$1595 - $5195
Per Week

3 Scaup - Quick walk to the beach & to South Beach Marina

Hilton Head Island
This charming 3 bedroom, 3 bathroom vacation home in South Beach, Sea Pines just received A NEW COAT...
Home 3 / 3 / 8

*
Online booking available

$1195 - $3395
Per Week

204 Northshore Place- Beautiful 2nd Floor Villa - 100 Yar...

Hilton Head Island
204 Northshore Place- Beautiful 2nd Floor Villa - 100 Yards to the beach. WHAT A GREAT NEW BEACH-OR...
Villa 2 / 2 / 4

*
Online booking available

$85 - $85
Per Night

$695 - $1795
Per Week

1 Bedroom Ocean View Condo

Hilton Head Island
1 Bedroom Ocean View Condo Unit Description: Ideal for a couple or small family, this 500 square fo...
Condo 1 / 1 / 2

*
Online booking available

$149 - $400
Per Night

$1043 - $2800
Per Week

11 Myrtle Lane-4 BRs/Quick Walk or Bike Ride to Ocean & C...

Hilton Head Island
11 Myrtle Lane-4 BRs/Quick Walk or Bike Ride to Ocean & Coligny Area Pretty 4 bedroom, 4 bath home ...
Home 4 / 4 / 10

*
Online booking available

$1095 - $3195
Per Week

Ocean Dunes Villa 318 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 318 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Recent upgrades in this one bedro...
Condo 1 / 1 / 6

*
Online booking available

$93 - $93
Per Night

$470 - $470
Per Week

Beachside Tennis 1854

Hilton Head Island
2BD/2BA second floor villa overlooking pool & beach. King & 2 Queen beds.Multiple TV's & FREE WIFI. ...
Villa 2 / 2 / 6

*
Online booking available

$220 - $480
Per Night

$1100 - $2400
Per Week

45 Crabline Court: Singleton Beach, Near Ocean

Hilton Head Island
Please note these Check-in Day Requirements for this property: May 14 2016 - May 20 2016 : Saturday ...
Home 4 / 4 / 10

*
Online booking available

$410 - $715
Per Night

$2730 - $4725
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