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

$61 - $75
Per Night

$425 - $895
Per Week

New Listing! Renovated 2 BR Treetops Villa, Free Bikes, P...

Hilton Head Island
New Listing! Renovated 2 BR Treetops Villa, Free Bikes, Pool, Tennis This newly renovated villa has...
Villa 2 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

712 Barrington Park - 1 Bedroom Lagoon view villa - Sleeps 4

Hilton Head Island
Enjoy a fun vacation in the Barrington Park Villas. This OCEANSIDE Lagoon View villa is 1 Bedroom, 1...
Villa 1 / 2 / 4

*
Online booking available

$71 - $85
Per Night

$495 - $1095
Per Week

Spotless Evian Villa, Free Bikes Tennis and Wifi

Hilton Head Island
2 Bedroom Evian Villa 1 King Bed 2 Twin Beds 2 Bathrooms 4 Bicycles Included 4 B...
Villa 2 / 2 / 4

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

709 Barrington Park-Lagoon View & on the Ocean! Fall date...

Hilton Head Island
709 Barrington Park-Lagoon View & on the Ocean! Fall dates still available. Enjoy a fabulous vacati...
Villa 1 / 2 / 4

*
Online booking available

$71 - $85
Per Night

$495 - $1095
Per Week

313 Breakers

Hilton Head Island
Recently renovated, this 1 bedroom, 1 bath OCEANFRONT villa has everything you'll want for a perfect...
Villa 1 / 1 / 4

*
Online booking available

$71 - $85
Per Night

$495 - $1195
Per Week

Comfortable First Floor End Unit. Walk to the Beach, Pool...

Hilton Head Island
Comfortable First Floor End Unit. Walk to the Beach, Poolside, Pet Friendly Setting The Price, Amen...
Villa 2 / 2 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

217 Breakers - 2nd Floor Oceanfront - What a view!

Hilton Head Island
EXTRA WINDOWS, EXTRAORDINARY VIEWS! This1 bedroom, 1 bath, 2nd floor OCEANFRONT END UNIT villa ren...
Villa 1 / 1 / 4

*
Online booking available

$71 - $100
Per Night

$495 - $1295
Per Week

New Beach Gem. Tennis, Pool & Lagoon Views, Free Bikes

Hilton Head Island
Great Location in the heart of South Forest Beach Freshly painted, new carpet. 2 Bedroom Villa Te...
Villa 2 / 3 / 6

*
Online booking available

$71 - $142
Per Night

$495 - $1095
Per Week

Oversized 2 Bd Jewel, Walk to Beach, 20 yds to Pool, Free...

Hilton Head Island
Oversized 2 Bd Jewel, Walk to Beach, 20 yds to Pool, Free Bikes, Pet Friendly Queens Grant 671 is a...
Villa 2 / 2 / 6

*
Online booking available

$71 - $142
Per Night

$495 - $1095
Per Week

New Beach Treasure, Free Bikes, Pool, Tennis, Pet Friendly

Hilton Head Island
This townhome is located just steps from the main pool (one of three on the resort) and a short walk...
Condo 2 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Poolside 2nd Story End Unit Villa, Walk to Beach, Free Bi...

Hilton Head Island
Poolside 2nd Story End Unit Villa, Walk to Beach, Free Bikes, Pet Friendly Your next Hilton Head Va...
Villa 2 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

19 Night Heron - Cute, 1 BR Cottage - Available 8/16 & 8/...

Hilton Head Island
19 Night Heron - Cute, 1 BR Cottage - Available 8/16 & 8/23 weeks QUIET INTIMACY OVERLOOKING A LUSH...
Home 1 / 1 / 3

*
Online booking available

$71 - $85
Per Night

$495 - $995
Per Week

198 Greens - 7 minutes walk to the beach. Cute 1 BR Townh...

Hilton Head Island
198 Greens - 7 minutes walk to the beach. Cute 1 BR Townhouse This 1 bedroom, 1.5 bath townhouse co...
Villa 1 / 2 / 4

*
Online booking available

$71 - $85
Per Night

$495 - $1195
Per Week

Within earshot of the rolling surf

Hilton Head Island
Within earshot of the rolling surf, this 1 bedroom, 2 bath villa is located in the closest Shipyard ...
Villa 1 / 2 / 4

*
Online booking available

$71 - $85
Per Night

$495 - $1195
Per Week

120 Ocean Dunes - 1st Floor Oceanfront pretty villa. Summ...

Hilton Head Island
120 Ocean Dunes - 1st Floor Oceanfront pretty villa. Summer Weeks Available. This is a totally reno...
Villa 1 / 1 / 6

*
Online booking available

$71 - $85
Per Night

$495 - $1125
Per Week

Upscale Interior. Private Back Deck. Free Bikes Pool Tenn...

Hilton Head Island
Upscale Interior. Private Back Deck. Free Bikes Pool Tennis Pet Friendly Escape to the Beach! New D...
Villa 2 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Cozy Ocean Breeze Villa, Walk to the Beach, Free Bikes, 3...

Hilton Head Island
Cozy Ocean Breeze Villa, Walk to the Beach, Free Bikes, 3 on-site Pools. This spacious townhouse ha...
Villa 2 / 3 / 4

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

New to rental market! Beautiful Renovated Plantation Club...

Hilton Head Island
New to rental market! Beautiful Renovated Plantation Club Villa Pet Friendly Plantation Club is loc...
Villa 2 / 2 / 8

*
Online booking available

$71 - $500
Per Night

$495 - $2000
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 / 3 / 4

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Walk to Beach, New Listing! New Interior! 2 Bd Villa Pet ...

Hilton Head Island
Walk to Beach, New Listing! New Interior! 2 Bd Villa Pet Friendly Features: 2 bedrooms 2 full bat...
Villa 2 / 2 / 6

*
Online booking available

$71 - $142
Per Night

$495 - $1095
Per Week

1691 Bluff Villas - Cute 1 BR Villa, 2nd floor a quick wa...

Hilton Head Island
1691 Bluff Villas - Cute 1 BR Villa, 2nd floor a quick walk to the beach This 1 bedroom, 1 bath fla...
Villa 1 / 1 / 4

*
Online booking available

$71 - $85
Per Night

$495 - $1195
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

$85 - $114
Per Night

$595 - $1395
Per Week

2311 Racquet Club - 3 BR/1st floor flat - Sept/Oct dates ...

Hilton Head Island
2311 Racquet Club - 3 BR/1st floor flat - Sept/Oct dates available Recently renovated, this traditi...
Villa 3 / 2 / 8

*
Online booking available

$85 - $128
Per Night

$595 - $3000
Per Week

258 Evian - Pretty 2nd floor villa - 5 minute bike ride t...

Hilton Head Island
258 Evian - Pretty 2nd floor villa - 5 minute bike ride to the beach. This lovely 2nd floor townhou...
Villa 2 / 2 / 6

*
Online booking available

$85 - $114
Per Night

$595 - $1395
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