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 7148H 2 Bedrooms, 2 Bathrooms,...
Villa 2 / 2 / 8

*
Online booking available

$113 - $149
Per Night

$495 - $1095
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

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

$200 - $280
Per Night

$559 - $1953
Per Week

Racquet Club Villas 2340

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) Racquet Club Villa 2340 is a two ...
Villa 2 / 2 / 6

*
Online booking available

$155 - $455
Per Night

$770 - $2310
Per Week

Evian 288, 3 Bedrooms, Golf & Lagoon View, Sleeps 8

Hilton Head Island
288 Evian in Shipyard Plantation is spacious and was recently renovated. This 3 bedroom villa includ...
Condo 3 / 3 / 8

*
Online booking available

$134 - $310
Per Night

$1333 - $1333
Per Week

New to Market! Pet Friendly Evian Villa Free Bikes, Tenni...

Hilton Head Island
New to Market! Pet Friendly Evian Villa Free Bikes, Tennis Pool Sleeps 6 225E New Updates for 2017!...
Villa 2 / 2.5 / 6

*
Online booking available

$113 - $166
Per Night

$495 - $1095
Per Week

Fazio 19, 3 Bedrooms, Beautiful Pool View, Sleeps 10

Hilton Head Island
Fazio 19, Palmetto Dunes is a beautiful 3 bedroom condo with pool. Named for the Fazio Golf course i...
Condo 3 / 3 / 10

*
Online booking available

$143 - $318
Per Night

$1561 - $1561
Per Week

Renovated 2 Bed/2.5 Bath Pet Friendly Villa Free Bikes Te...

Hilton Head Island
Renovated 2 Bed/2.5 Bath Pet Friendly Villa Free Bikes Tennis Pool Beach 82Ob You will be convenien...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

Belted Kingfisher 3

Hilton Head Island
Just a two minute walk to the beach, Belted Kingfisher 3 is a newly renovated home with upgrades thr...
Home 4 / 4 / 13

*
Online booking available

$650 - $1385
Per Night

$3220 - $6930
Per Week

Turnberry 211

Hilton Head Island
Turnberry 211 is a beautifully updated two bedroom town home, with a private deck overlooking the la...
Villa 2 / 2 / 5

*
Online booking available

$180 - $360
Per Night

$875 - $1820
Per Week

2 Red Cardinal

Hilton Head Island
This beautiful 6 bedroom, 4.5 bath home is located on the ocean side of Sea Pines Drive in Sea Pines...
Home 6 / 4 / 12

*
Online booking available

$475 - $1195
Per Night

$3325 - $8365
Per Week

2 BR * Pet Friendly * Single Level Villa & Easy Walk to t...

Hilton Head Island
2 BR * Pet Friendly * Single Level Villa & Easy Walk to the Beach! **Beachwalk Villa 204** Situa...
Villa 2 / 2 / 7

*
Online booking available

$160 - $200
Per Night

$800 - $1000
Per Week

1425 South Beach Villa

Hilton Head Island
Welcome to 1425 South Beach Villa located in Sea Pines Plantation across from South Beach Marina! Th...
Villa 4 / 3 / 10

*
Online booking available

$230 - $475
Per Night

$1610 - $3325
Per Week

71 Heritage Road

Hilton Head Island
Welcome to 71 Heritage Road located in the heart of Sea Pines Plantation! This beautiful single flo...
Home 3 / 2 / 8

*
Online booking available

$285 - $495
Per Night

$1995 - $3465
Per Week

Beautiful 34 Ocean Breeze beach oriented. Pet friendly, f...

Hilton Head Island
Beautiful 34 Ocean Breeze beach oriented. Pet friendly, free bikes and tennis The following ameniti...
Condo 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

516 Plantation Club-Fully renovated & Quick Walk to Beach.

Hilton Head Island
Beautiful 2 bedroom, 2 bath villa in the heart of Sea Pines Plantation. This villa was upgraded thro...
Villa 2 / 2 / 6

*
Online booking available

$220 - $300
Per Night

$575 - $1978
Per Week

48 Hilton Head Cabana

Hilton Head Island
Welcome to 48 Hilton Head Cabana a beautiful ocean oriented 2 story townhome located in North Forest...
Home 2 / 2.5 / 4

*
Online booking available

$125 - $210
Per Night

$945 - $1470
Per Week

Newly Updated, Private Back Deck. Free Bikes Pool Tennis ...

Hilton Head Island
Newly Updated, Private Back Deck. Free Bikes Pool Tennis Pet Friendly 21Ob Escape to the Beach! New...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

St. Andrews Common 1760, Golf Views, 2 Bedroom, Pool, Sle...

Hilton Head Island
If you love peaceful, serene, and, for the most part, private golf views from a wraparound porch, yo...
Condo 2 / 2 / 6

*
Online booking available

$113 - $239
Per Night

$1028 - $1028
Per Week

Fiddler's Cove 28C, 2 Bedroom, Sleeps 6, Pool

Hilton Head Island
Hilton Head Island's best-kept secret! You can experience an economic vacation near the beach, golf,...
Condo 2 / 2 / 6

*
Online booking available

$104 - $239
Per Night

$1028 - $1028
Per Week

Anchorage 7472, 3 Bedrooms, Penthouse, Heated Community P...

Hilton Head Island
Anchorage 7472, Penthouse located in the Shelter Cove area of Palmetto Dunes, this top floor three b...
Condo 3 / 3 / 8

*
Online booking available

$104 - $230
Per Night

$989 - $989
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 - $1900
Per Week

Carolina Place 3417, 3 Bedrooms, Sea Pines, Pool, Tennis,...

Hilton Head Island
If you are looking for a bright, airy floor plan and an end unit with a tranquil setting overlooking...
Condo 3 / 3 / 8

*
Online booking available

$143 - $359
Per Night

$1544 - $1544
Per Week

Newly Furnished Home, Walk to Beach 4 bed 4 baths Sleeps ...

Hilton Head Island
Newly Furnished Home, Walk to Beach 4 bed 4 baths Sleeps 10, Pet Friendly 1Dr Wonderful outdoor liv...
Home 4 / 4 / 10

*
Online booking available

$166 - $625
Per Night

$895 - $2500
Per Week

1 Duckhawk Road

Hilton Head Island
Welcome to 1 Duck Hawk Road in Sea Pines Plantation, a beautiful ocean side home with a private pool...
Home 4 / 4 / 10

*
Online booking available

$625 - $1060
Per Night

$4375 - $7420
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