Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

$132 - $284
Per Night

$745 - $1420
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 Call for Reservations - Brad: ...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

2 BR Oceanfront 2nd Floor Villa with Private Oceanfront B...

Hilton Head Island
2 BR Oceanfront 2nd Floor Villa with Private Oceanfront Balcony! **Shorewood 203** This lovely 2...
Villa 2 / 2 / 6

*
Online booking available

$270 - $475
Per Night

$1200 - $2500
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 Ideally located for a s...
Home 3 / 2 / 6

*
Online booking available

$180 - $180
Per Night

$770 - $2234
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 This 1st floor 2 bedro...
Villa 2 / 2 / 6

*
Online booking available

$120 - $160
Per Night

$526 - $1562
Per Week

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

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 7148H Call for Reservations - ...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
Per Week

Fabulous Top Floor Villa on the Beach with Sound/ Ocean V...

Hilton Head Island
Fabulous Top Floor Villa on the Beach with Sound/ Ocean Views at South Beach! **Beachside Tennis 18...
Villa 2 / 2 / 6

*
Online booking available

$250 - $400
Per Night

$1100 - $2400
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

$200 - $460
Per Night

$1000 - $2300
Per Week

Hilton Head Island Villa

Hilton Head Island
Brigantine Quarters is located on the south end of Hilton Head Island in Shipyard Plantation with gr...
Villa 2 / 2 / 6

$700 - $900
Per Week

Beach Villa 13 - Oceanside Updated 3 Bedroom Townhouse

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

$200 - $460
Per Night

$1000 - $2300
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

$88 - $184
Per Night

$445 - $920
Per Week

Hilton Head Beach Club 35-Newly renovated and beautifully...

Hilton Head Island
Hilton Head Beach Club 35-Newly renovated and beautifully decorated Villa. The Condo is styled as a...
Condo 2 / 1.5 / 4

*
Online booking available

$82 - $212
Per Night

$485 - $1060
Per Week

1203 Seacrest- Awesome Ocean Views of grounds, pool and b...

Hilton Head Island
1203 Seacrest- Awesome Ocean Views of grounds, pool and beach. Fabulous 2 bedroom, 2 bath villa is ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $280
Per Night

$944 - $2897
Per Week

Sandhill Crane 22

Hilton Head Island
Sandhill Crane 22 is an oceanfront home that offers six bedrooms, six and a half baths. This home fe...
Home 6 / 6 / 18

*
Online booking available

$1905 - $4125
Per Night

$9555 - $20650
Per Week

Shorewood 133

Hilton Head Island
Shorewood 133 is a two bedroom, two bathroom condo located in the Forest Beach area is offers slight...
Villa 2 / 2 / 6

*
Online booking available

$225 - $470
Per Night

$1120 - $2380
Per Week

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

Hilton Head Island
A 3-bedroom, 3-bathroom condo that sleeps 8 people (and a pet or 2), Anchorage 7472 offers you all t...
Condo 3 / 3 / 8

*
Online booking available

$104 - $208
Per Night

$730 - $1458
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

$104 - $208
Per Night

$730 - $1458
Per Week

Xanadu 12-B, 3 Bedroom, Pool, Tennis, Walk to Beach, Sleep 8

Hilton Head Island
Xanadu 12-B Villas is a 3 bedroom, 3 bath spacious villa, the only 3rd row from the beach, has a bea...
Condo 3 / 3 / 8

*
Online booking available

$128 - $266
Per Night

$893 - $1861
Per Week

Seaside Villa 113 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
TOTALLY RENNOVATED AND BEAUTIFUL!!! This villa offers a separate bedroom with a queen size bed, ki...
Villa 1 / 1 / 4

*
Online booking available

$83 - $178
Per Night

$445 - $945
Per Week

229 Beachside Homes -Quick Walk to the Beach & South Beac...

Hilton Head Island
229 Beachside Homes -Quick Walk to the Beach & South Beach Marina This 2-story, 4 bedroom, 4 bathro...
Home 4 / 4 / 10

*
Online booking available

$220 - $220
Per Night

$1095 - $3363
Per Week

2113 Seacrest-1st Floor, steps to the beach & Coligny. La...

Hilton Head Island
2113 Seacrest-1st Floor, steps to the beach & Coligny. Landscape View This wonderful 2 bedroom, 2 b...
Villa 2 / 2 / 6

*
Online booking available

$160 - $220
Per Night

$760 - $2340
Per Week

Courtside 43 - Forest Beach 1st Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

Ocean One 511 - Oceanfront 5th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 511 enjoy panoramic v...
Condo 2 / 2 / 8

*
Online booking available

$220 - $480
Per Night

$1100 - $2400
Per Week

Seascape Villa 3239 - Ocean Oriented, Short walk to the b...

Hilton Head Island
Seascape Villa 3239 - Ocean Oriented, Short walk to the beach & Coligny Plaza This Nicely Decorated...
Condo 3 / 2 / 10

*
Online booking available

$132 - $284
Per Night

$745 - $1420
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