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 - $107
Per Night

$425 - $895
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 - $142
Per Night

$495 - $1195
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 - $142
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 - $142
Per Night

$495 - $1195
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 - $114
Per Night

$495 - $1095
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 - $114
Per Night

$495 - $1095
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 - $121
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 - $128
Per Night

$495 - $1295
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 - $142
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 - $114
Per Night

$495 - $1125
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 - $142
Per Night

$595 - $1595
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 - $171
Per Night

$595 - $1395
Per Week

1726 Bluff-Renovated 1st Floor Villa w/ Braddock Cove Vie...

Hilton Head Island
1726 Bluff-Renovated 1st Floor Villa w/ Braddock Cove Views. Fall dates avail Located in the heart ...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

17 Kingston Cove - Charming beach cottage and renovated!

Hilton Head Island
This cute beach cottage is just a quick bicycle ride to the beach. With 3 bedrooms and 2 baths this ...
Home 3 / 2 / 8

*
Online booking available

$85 - $142
Per Night

$595 - $1595
Per Week

20 Townhouse Tennis - 3 BRs plus a bonus kids BR. Very Pr...

Hilton Head Island
20 Townhouse Tennis - 3 BRs plus a bonus kids BR. Very Pretty LUSH VIEWS, ON-SITE CLAY COURTS, SCEN...
Villa 3 / 3 / 8

*
Online booking available

$85 - $199
Per Night

$595 - $1595
Per Week

258 Stoney Creek. Lovely 3 Bedroom Townhouse in Harbour Town

Hilton Head Island
This lovely 3 bedroom, 3 bath townhouse is located in the heart of Harbour Town. Decorated in bright...
Villa 3 / 3 / 7

*
Online booking available

$85 - $199
Per Night

$595 - $3000
Per Week

204 Shipmaster. Spacious 3 bedroom Shipyard townhouse!

Hilton Head Island
This beautifully decorated, 3 bedroom, 3 bath townhouse has beautiful fairway views. Nicely furnish...
Villa 3 / 3 / 6

*
Online booking available

$85 - $199
Per Night

$595 - $1595
Per Week

306 Tennismaster. 3 BR Shipyard townhouse- 5 minutes to t...

Hilton Head Island
306 Tennismaster. 3 BR Shipyard townhouse- 5 minutes to the beach These Tennismaster Townhouse vill...
Villa 3 / 3 / 6

*
Online booking available

$85 - $199
Per Night

$595 - $1595
Per Week

7126 Harbourside I-Its all about the View, 4th floor Vill...

Hilton Head Island
7126 Harbourside I-Its all about the View, 4th floor Villa.august weeks Avail This 2 BR/2.5 Bath Ha...
Villa 2 / 3 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

823 Ketch Court - Sea Pines Townhouse in Harbourtown-Quic...

Hilton Head Island
823 Ketch Court - Sea Pines Townhouse in Harbourtown-Quick walk to the Marina NEWLY RENOVATED - UNB...
Villa 2 / 3 / 4

*
Online booking available

$85 - $171
Per Night

$595 - $2500
Per Week

89 Fairway Lane - Cute 2 BR Villa - 5 minute Walk to Beach!

Hilton Head Island
Spacious 2 bedroom, 2 bath villas on the Ocean Course Golf Course, Fairway Lane offers close acces...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

104 Northshore Place- 2 BR Villa just 100 Yards to the Be...

Hilton Head Island
104 Northshore Place- 2 BR Villa just 100 Yards to the Beach! Beautiful, ocean-oriented, 2 bedroom...
Villa 2 / 2 / 6

*
Online booking available

$85 - $199
Per Night

$595 - $1595
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 / 2 / 4

*
Online booking available

$85 - $171
Per Night

$595 - $1595
Per Week

223 Evian-2nd Floor Flat. Pool, Tennis a Quick Bike Ride ...

Hilton Head Island
223 Evian-2nd Floor Flat. Pool, Tennis a Quick Bike Ride to the Beach & more This lovely 2nd floor ...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

213 Twin Oaks - Close to the pool & Harbour Town!

Hilton Head Island
This vacation villa is an end unit overlooking the pool with easy access to the amenities in Harbour...
Villa 3 / 3 / 10

*
Online booking available

$85 - $199
Per Night

$595 - $4500
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