Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

New To Market! Immaculate Shelter Cove Villa, Free Bikes,...

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 2 Bedrooms, 2 Bathrooms, Elev...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
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

$595 - $1395
Per Week

5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Te...

Hilton Head Island
5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Tennis, Beach This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

Queens Grant 765

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) Queens Grant 765 is a lovely thre...
Villa 3 / 3 / 6

*
Online booking available

$195 - $375
Per Night

$1015 - $1890
Per Week

St. Andrews Common 1774, 1 Bedroom, Pool, Pet Friendly, S...

Hilton Head Island
1774 St. Andrews in Palmetto Dunes. This totally redecorated beautiful 1BR/1.5 BA pet friendly 1st f...
Condo 1 / 1.5 / 4

*
Online booking available

$119 - $230
Per Night

$595 - $1150
Per Week

St. Andrews Common 1658, Ground Floor, 1 Bedroom, Large Pool

Hilton Head Island
This Palmetto Dunes 1 bedroom, 1.5 bath, 1st floor, spacious villa is convenient to everything on Hi...
Condo 1 / 1.5 / 4

*
Online booking available

$119 - $230
Per Night

$595 - $1150
Per Week

Slack Tide 6, 4 Bedrooms, Lagoon View, Pet Friendly, Slee...

Hilton Head Island
6 Slack Tide, Palmetto Dunes features 4 bedrooms and awesome views of the lagoon! So bring your fish...
Home 4 / 3.5 / 11

*
Online booking available

$214 - $705
Per Night

$1495 - $3523
Per Week

Greens 190, 3 Bedrooms, Corner Unit, Large Pool, Walk to ...

Hilton Head Island
190 The Greens in Shipyard Plantation is the ultimate villa for a peaceful and serene escape. This 3...
Condo 3 / 3 / 10

*
Online booking available

$179 - $350
Per Night

$895 - $1750
Per Week

Lagoon Road 29, 4 Bedroom, Wooded View, Close to Beach, S...

Hilton Head Island
29 Lagoon Road in North Forest Beach is amazing! Located on a lagoon and only 2 blocks from the beac...
Home 4 / 3 / 10

*
Online booking available

$210 - $484
Per Night

$1050 - $2420
Per Week

Xanadu 6-C, 1 Bedroom, Large Pool, Tennis, Walk to Beach

Hilton Head Island
Are you looking for a beautiful place to stay during your vacation to South Carolina? Look no furthe...
Condo 1 / 1 / 4

*
Online booking available

$110 - $219
Per Night

$595 - $1095
Per Week

5 Juniper Lane-Pretty 3rd Row Ocean.

Hilton Head Island
Coastal chic, this newly renovated and updated 5 bedroom home with elevator located 3rd row from the...
Home 5 / 3 / 14

*
Online booking available

$1995 - $5295
Per Week

124 N Forest Beach Ct-Oceanfront, Pool & Hot Tub

Hilton Head Island
Beautiful is the only word that comes to mind when describing this 6 bedroom, 6 ½ bath beautiful OC...
Home 6 / 6.5 / 14

*
Online booking available

$3795 - $9495
Per Week

Shell Ring Road 63

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) This spacious ranch-style home off...
Home 3 / 3 / 6

*
Online booking available

$290 - $625
Per Night

$1470 - $3115
Per Week

Wendover Dunes 8136

Hilton Head Island
This is a Pet Friendly Condo! (Dogs Only - Must Call for Details) Wendover Dunes 8136 is a second f...
Condo 2 / 2 / 8

*
Online booking available

$240 - $515
Per Night

$1260 - $2590
Per Week

Luxurious Sound Villa, Water Views, Beach Free Bikes Wifi...

Hilton Head Island
Luxurious Sound Villa, Water Views, Beach Free Bikes Wifi Tennis Dog Friendly BEACHFRONT TOWNHOUSE ...
Villa 4 / 4 / 8

*
Online booking available

$299 - $625
Per Night

$1395 - $3795
Per Week

Cotton 1, 3 Bedrooms, Private Pool, Pet Friendly, Sleeps 8

Hilton Head Island
1 Cotton Lane in Sea Pines Plantation is completely renovated and absolutely beautiful! The perfect ...
Home 3 / 3 / 8

*
Online booking available

$319 - $797
Per Night

$1595 - $3985
Per Week

Pet Friendly 5th Row Ocean Home in Sea Pines w/ Pool Acce...

Hilton Head Island
Pet Friendly 5th Row Ocean Home in Sea Pines w/ Pool Access at South Beach **South Beach Lane 47** ...
Home 4 / 2 / 8

*
Online booking available

$280 - $380
Per Night

$1400 - $2500
Per Week

Charming 3 bedroom home in Sea Pines with Private Pool

Hilton Head Island
**Water Oak 33** This lovely 3 Bedroom home is situated within the Sea Pines Resort and features ...
Home 3 / 3 / 8

*
Online booking available

$350 - $750
Per Night

$1750 - $3750
Per Week

Racquet Club Villas 2327

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) This beautifully updated two bedr...
Villa 2 / 2 / 8

*
Online booking available

$155 - $450
Per Night

$805 - $2240
Per Week

Singleton Beach 11, Oceanfront, 6 Bedrooms, Private Pool,...

Hilton Head Island
11 Singleton Place, Singleton Beach. This 6 Bedroom, 6 Bathroom oceanfront home with private pool an...
Home 6 / 6 / 18

*
Online booking available

$850 - $2355
Per Night

$4250 - $11775
Per Week

Evian 138, 2 Bedroom, Pool, Tennis, Sleeps 6

Hilton Head Island
138 Evian in Shipyard Plantation is a 2nd floor condo with serene and peaceful views including beaut...
Condo 2 / 2 / 6

*
Online booking available

$139 - $250
Per Night

$695 - $1250
Per Week

Swingle Manor 7, 5 Bedrooms, Private Pool, Spa, Wifi, Sle...

Hilton Head Island
Swingle Manor 7 is a grand fourth row home that will make you question leaving, even if it is a shor...
Home 5 / 6 / 16

*
Online booking available

$385 - $1454
Per Night

$2695 - $7271
Per Week

Village House 307, 2 Bedrooms, Pet Friendly, Elevator, Sl...

Hilton Head Island
307 Village House in Port Royal Plantation is an attractive 2 bedroom 2 bath, 3rd floor, with elevat...
Condo 2 / 2 / 8

*
Online booking available

$150 - $270
Per Night

$750 - $1350
Per Week

3BR/ 3 Bath, 2nd floor Pet Friendly Villa with Pool & Spa...

Hilton Head Island
3BR/ 3 Bath, 2nd floor Pet Friendly Villa with Pool & Spa on site. **Colonnade Club 196** Situat...
Villa 3 / 3.5 / 6

*
Online booking available

$200 - $360
Per Night

$1000 - $2000
Per Week

St. Andrews Common 1753, 2 Bedrooms, Pet Friendly, Sleeps 7

Hilton Head Island
1753 St. Andrews Commons in Palmetto Dunes. Enter this property and let your cares slip away! Cozy a...
Condo 2 / 2 / 7

*
Online booking available

$150 - $259
Per Night

$750 - $1295
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