Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Pelican 7

Hilton Head Island
4 BD/3 Ba Home. King, Queen, 2 Fulls & 2 Twins. Sleep sofa. (Sofa linens available for $25 fee) P...
Home 4 / 3 / 12

*
Online booking available

$400 - $880
Per Night

$2000 - $4400
Per Week

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

Ocean One 407

Hilton Head Island
2 BD/2 BA ocean front villa. King & 2 Twin beds, Sleep Sofa ( sofa linensprovided for additional $25...
Villa 2 / 2 / 6

*
Online booking available

$220 - $440
Per Night

$1100 - $2200
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

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

Night Heron 16

Hilton Head Island
2BD/2BA freestanding villa with wooded view. Queen, 2 Twin beds & Sleep Sofa (Sleep Sofa linens rent...
Villa 2 / 2 / 6

*
Online booking available

$150 - $219
Per Night

$750 - $1095
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

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

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

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

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

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

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

Surf Court 66 - Charming Townhouse - 1 block to the Beach

Hilton Head Island
Surf Court 66 is a two-story townhouse, one flight above street level. These properties are within 1...
Condo 2 / 3 / 6

*
Online booking available

$110 - $199
Per Night

$550 - $995
Per Week

Shorewood 332 - Oceanview 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 332 enj...
Condo 2 / 2 / 6

*
Online booking available

$170 - $359
Per Night

$850 - $1795
Per Week

3 BR, 2 bath Seascape Villa 3088 - courtyard view, nicely...

Hilton Head Island
3 BR, 2 bath Seascape Villa 3088 - courtyard view, nicely decorated This nicely decorate villa has ...
Condo 3 / 2 / 8

*
Online booking available

$150 - $270
Per Night

$750 - $1350
Per Week

One Bedroom

Hilton Head Island
One Bedroom Unit Description: These stylish, one-bedroom units are the perfect retreat for families...
Villa 1 / 1 / 4

*
Online booking available

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5 Juniper Lane-5 Bedrooms, 3rd Row Ocean- New to Vrbo

Hilton Head Island
Coastal chic, this newly renovated and updated 5 bedroom home with elevator located 3rd row from the...
Home 5 / 4 / 14

*
Online booking available

$285 - $285
Per Night

$1995 - $5095
Per Week

Ocean Dunes Villa 102 - Deluxe 1 BR 1 BA Oceanview Condo

Hilton Head Island
Totally Rennovated in 2010 and Beautifully Decorated!! This villa offers WIRELESS INTERNET, a separa...
Condo 1 / 1 / 4

*
Online booking available

$115 - $195
Per Night

$550 - $975
Per Week

Night Heron Lakeside 3

Hilton Head Island
3BD/ 2.5BA home with beautiful Lagoon Views. Easy walk to the Beach. Pool and FREE Tennis on site. T...
Home 3 / 3 / 8

*
Online booking available

$270 - $440
Per Night

$1350 - $2200
Per Week

An unbelievable oceanfront view!

Hilton Head Island
This beautifully decorated 2 bedroom, 2 bath, 2nd floor beach villa looks straight to the sea. An u...
Villa 2 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

Beachwalk 122 - Shipyard 1st Floor Flat

Hilton Head Island
Beachwalk condominiums are within Shipyard Plantation, a private residental and resort community. Th...
Condo 2 / 2 / 6

*
Online booking available

$140 - $219
Per Night

$695 - $1095
Per Week

Beautiful 1 bedroom Deluxe Oceanview Seaside Villa 313

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 4

*
Online booking available

$105 - $170
Per Night

$400 - $850
Per Week

31 Dune Lane -Oceanfront, Brand New Custom Built- Septemb...

Hilton Head Island
31 Dune Lane -Oceanfront, Brand New Custom Built- September Weeks Avail. Fantastic brand new custom...
Home 6 / 7 / 19

*
Online booking available

$5395 - $13695
Per Week

5 Robin Street -Fully Renovated 3rd row ocean- New to Vrbo

Hilton Head Island
Inspired from the pages of Coastal Living Magazine this fantastic 4 bedroom home is just steps to th...
Home 4 / 4 / 10

*
Online booking available

$228 - $228
Per Night

$1595 - $4195
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