Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

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

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

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

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

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

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

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

$743 - $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

$510 - $1562
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

70 S. Sea Pines-Beautiful Views of Braddock Cove & a Quic...

Hilton Head Island
70 S. Sea Pines-Beautiful Views of Braddock Cove & a Quick Walk to the Beach. Breath-taking Braddoc...
Home 6 / 6 / 14

*
Online booking available

$480 - $480
Per Night

$1929 - $6594
Per Week

3429 Villamare

Hilton Head Island
This attractive 4th floor, 2 bedroom, 2 bath Villamare villa located in Palmetto Dunes offers a love...
Villa 2 / 2 / 8

*
Online booking available

$160 - $220
Per Night

$732 - $2228
Per Week

508 Windsor Place-Oceanfront 5Th Floor Penthouse!

Hilton Head Island
Wow is all you can say when you enter this 5th-floor oceanfront 3 bedroom, 3 bath villa. Located in ...
Villa 3 / 3 / 8

*
Online booking available

$320 - $420
Per Night

$1452 - $4185
Per Week

Ocean One 521 - Oceanfront 5th Floor Spectacular Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 521 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$200 - $460
Per Night

$1000 - $2300
Per Week

Ocean Dunes Villa 421 - Beautifully renovated Oceanfront ...

Hilton Head Island
Ocean Dunes Villa 421 - Beautifully renovated Oceanfront and Pool view Villa Renovated in 2008!!! ...
Condo 2 / 2 / 6

*
Online booking available

$165 - $312
Per Night

$900 - $1560
Per Week

31 Springwood Villa

Hilton Head Island
Come relax in our completed renovated Springwood Villa. This 1st floor 2 bedroom, 2 bathroom villa f...
Villa 2 / 2 / 6

*
Online booking available

$100 - $200
Per Night

$700 - $1400
Per Week

Fabulous Ocean Views from this 2 Bedroom Villa in Shorewood

Hilton Head Island
**Shorewood 433** Situated on the 4th floor this charming villa looks directly out to the Oceanfr...
Villa 2 / 2 / 6

*
Online booking available

$230 - $350
Per Night

$1000 - $1850
Per Week

Island Club 3202, 2 Bedroom, Oceanfront View, Pool, Sleeps 6

Hilton Head Island
3202 Island Club in Folly Field Beach is perfect for the smaller family. This villa has been recentl...
Condo 2 / 2 / 6

*
Online booking available

$164 - $358
Per Night

$1150 - $2508
Per Week

Ocean Dune Villa 221, 2 Bedroom, Ocean Front, Pool, Sleeps 6

Hilton Head Island
This nicely decorated, fully renovated two bedrooms, two bathrooms, the direct oceanfront villa has ...
Condo 2 / 2 / 6

*
Online booking available

$134 - $275
Per Night

$956 - $956
Per Week

2 Ocean Club - Oceanfront complex and just steps to the b...

Hilton Head Island
2 Ocean Club - Oceanfront complex and just steps to the beach! Welcome to 2 Ocean Club Villa in Sou...
Villa 2 / 2 / 7

*
Online booking available

$795 - $1795
Per Week

2203 Seacrest- Newly Updated 2nd Floor Villa! Pool, Spa &...

Hilton Head Island
2203 Seacrest- Newly Updated 2nd Floor Villa! Pool, Spa & Fitness on-site This relaxing 1 bedroom, ...
Villa 1 / 1.5 / 4

*
Online booking available

$160 - $220
Per Night

$663 - $2007
Per Week

1205 Seacrest- Pretty Villa, Beach & Ocean Views

Hilton Head Island
Wonderful 2 bedroom, 2 bath villa located on the second floor in building 1 at The SeaCrest Resort. ...
Villa 2 / 2 / 7

*
Online booking available

$200 - $280
Per Night

$939 - $2901
Per Week

Ocean One 411 - Stunning Ocean Views from 4th Floor

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 411 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$270 - $620
Per Night

$1350 - $3100
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