Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

1735 Bluff Villas - 2nd floor Braddock Cove View - 1 BR/ ...

Hilton Head Island
1735 Bluff Villas - 2nd floor Braddock Cove View - 1 BR/ efficiency. This romantic one bedroom effi...
Villa 1 / 1 / 2

*
Online booking available

$71 - $71
Per Night

$495 - $995
Per Week

1 bedroom Forest Beach Villa

Hilton Head Island
Relax and enjoy your Hilton Head Island experience in this charming 1 bedroom, 1 bath villa which ha...
Condo 1 / 1 / 2

*
Online booking available

$100 - $125
Per Night

$525 - $800
Per Week

407 Ocean Dunes Villas - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
With a spectacular view of the Atlantic Ocean from the oceanfront balcony, this villa is just steps ...
Apartment 1 / 1 / 2

*
Online booking available

$140 - $190
Per Night

$650 - $1175
Per Week

The Greens 204 - Shipyard Townhouse

Hilton Head Island
The Greens condominiums are within Shipyard Plantation, a private residental and resort community. T...
Condo 1 / 2 / 2

*
Online booking available

$119 - $195
Per Night

$595 - $975
Per Week

1846 Beachside Tennis - Beautiful 1 BR sound front villa ...

Hilton Head Island
1846 Beachside Tennis - Beautiful 1 BR sound front villa in Sea Pines! This gorgeous 1 bedroom vill...
Villa 1 / 1 / 2

*
Online booking available

$2295 - $2395
Per Week

19 Night Heron - Cute, 1 BR Cottage - 5 minutes walk to t...

Hilton Head Island
19 Night Heron - Cute, 1 BR Cottage - 5 minutes walk to the beach QUIET INTIMACY OVERLOOKING A LUSH...
Home 1 / 1 / 3

*
Online booking available

$71 - $71
Per Night

$495 - $995
Per Week

1029 Caravel Court - Beautiful view of Harbour Town! 5/11...

Hilton Head Island
1029 Caravel Court - Beautiful view of Harbour Town! 5/11-16 Available This 1 bedroom, 1.5 bath Car...
Villa 1 / 1.5 / 3

*
Online booking available

$99 - $115
Per Night

$695 - $1395
Per Week

Deluxe one bedroom oceanfront condo

Hilton Head Island
Deluxe one bedroom oceanfront condo Unit Description: This 500 sq. ft. one bedroom unit features a ...
Condo 1 / 1 / 4

*
Online booking available

$119 - $999
Per Night

$833 - $6993
Per Week

Cozy, Private, Spotless Villa, Golf Views, Free Bikes, Po...

Hilton Head Island
Cozy, Private, Spotless Villa, Golf Views, Free Bikes, Pool, Hot Tub This charming villa is located...
Villa 2 / 2.5 / 4

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Seaside Villa 126 - 1 BR 1 BA Direct Oceanfront Flat Hilt...

Hilton Head Island
Seaside Villa 126 - 1 BR 1 BA Direct Oceanfront Flat Hilton Head NEWLY RENOVATED. Many upgrades. ...
Condo 1 / 1 / 4

*
Online booking available

$125 - $218
Per Night

$575 - $1090
Per Week

2366 Racquet Club- Updated 1st floor villa, quick walk to...

Hilton Head Island
2366 Racquet Club- Updated 1st floor villa, quick walk to Harbourtown This lovely 1 bedroom villa i...
Villa 1 / 1 / 4

*
Online booking available

$100 - $100
Per Night

$700 - $2300
Per Week

Seaside Villa 316 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
THIS IS A ONE OF A KIND villa is unlike some others offers an AIR CONDITIONER IN THE BEDROOM with...
Condo 1 / 1 / 4

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

2203 Seacrest- Newly Updated 2nd Floor Villa!

Hilton Head Island
Enjoy a relaxing retreat at the luxurious oceanfront SeaCrest Resort. 2203 is a spacious villa boast...
Villa 1 / 1.5 / 4

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

2315 Windsor Place II -Beautiful Oceanfront 1 Bedroom Villa!

Hilton Head Island
One of the finest oceanfront accommodations located in the heart of Palmetto Dunes Resort. This 3rd...
Villa 1 / 2 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1695
Per Week

Racquet Club 2312 - Harbour Town Area One Level Condo

Hilton Head Island
Racquet Club is near the Sea Pines Center and the famous Harbour Town Yacht Basin. Both venues offer...
Condo 1 / 1 / 4

*
Online booking available

$125 - $195
Per Night

$625 - $975
Per Week

Breakers 219

Hilton Head Island
1BD/1BA Pool & Ocean View Villa on Second floor. Queen bed plus SleepSofa. Sleep Sofa Linens availab...
Villa 1 / 1 / 4

*
Online booking available

$170 - $219
Per Night

$850 - $1095
Per Week

Seascape Villa 3005 - 1 bedroom villa - Resort View

Hilton Head Island
Newly furnished and a beautifully sure you'll agree this villa is a true gem!! The villa provides ...
Apartment 1 / 1 / 4

*
Online booking available

$100 - $120
Per Night

$500 - $775
Per Week

503 Windsor Place-Oceanfront & Fully renovated. Summer we...

Hilton Head Island
503 Windsor Place-Oceanfront & Fully renovated. Summer weeks available This gorgeous 5th floor vill...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

2403 Seacrest - Pretty Ocean Views and very spacious

Hilton Head Island
2403 SEACREST - Incredible location, this pretty, 1 bedroom, 1.5 bathroom Forest Beach villa is cen...
Villa 1 / 1.5 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1795
Per Week

Seaside Villa 343 - 1 BR 1 BA Oceanside Flat Hilton Head

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 - $178
Per Night

$400 - $890
Per Week

Ocean One 415 - Oceanfront 4th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 415 enjoy panoramic v...
Condo 2 / 2 / 4

*
Online booking available

$210 - $439
Per Night

$1050 - $2195
Per Week

4506 Windsor Court - Beautiful Oceanfront Palmetto Dunes ...

Hilton Head Island
4506 Windsor Court - Beautiful Oceanfront Palmetto Dunes Villa! Beautiful 2 bedroom, 2 bath ocean f...
Villa 2 / 2 / 4

*
Online booking available

$171 - $171
Per Night

$1195 - $2395
Per Week

Seaside Villa 266 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

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

*
Online booking available

$110 - $193
Per Night

$475 - $965
Per Week

204 Northshore Place- Beautiful 2nd Floor Villa - 100 Yar...

Hilton Head Island
204 Northshore Place- Beautiful 2nd Floor Villa - 100 Yards to the beach. WHAT A GREAT NEW BEACH-OR...
Villa 2 / 2 / 4

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Brand New Luxurious Oceanfront Breakers Villa. Sleeps 4, ...

Hilton Head Island
Brand New Luxurious Oceanfront Breakers Villa. Sleeps 4, Free Wifi Beachfront Two words: The Beach....
Villa 1 / 1 / 4

*
Online booking available

$85 - $142
Per Night

$595 - $1195
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