Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$207 - $275
Per Night

$895 - $2261
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

$220 - $460
Per Night

$1100 - $2300
Per Week

Seascape Villa 3088-Beautifully Decorated, Relaxing Atmos...

Hilton Head Island
Seascape Villa 3088-Beautifully Decorated, Relaxing Atmosphere This nicely decorated villa has all ...
Condo 3 / 2 / 8

*
Online booking available

$132 - $267
Per Night

$745 - $1420
Per Week

Crown Reef 2 bed 2 bath villa minutes from the beach.

Hilton Head Island
Our relaxing 2 bedroom, 2 bath Crown Reef villa is a first floor end unit in family-centered Port Ro...
Villa 2 / 2 / 8

$111 - $154
Per Night

$780 - $1080
Per Week

105 Beachwalk-Fully 1st Floor. Quick walk to Beach Club &...

Hilton Head Island
105 Beachwalk-Fully 1st Floor. Quick walk to Beach Club & Fido Friendly This 1st floor 2 bedroom, 2...
Villa 2 / 2 / 6

*
Online booking available

$120 - $120
Per Night

$595 - $1582
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

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 - $550
Per Night

$1100 - $2750
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

$220 - $460
Per Night

$1100 - $2300
Per Week

Seaside Villa 268 - Nicely renovated oceanfront close to ...

Hilton Head Island
Seaside Villa 268 - Nicely renovated oceanfront close to dining & shopping Beautifully decorated, t...
Condo 1 / 1 / 6

*
Online booking available

$88 - $184
Per Night

$445 - $920
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

8 Lark - Cute, 2nd Row Ocean w/ Pretty Views.

Hilton Head Island
Location, location, location! Fantastic second-row beach house with an elevated deck, heated* pool, ...
Home 3 / 2 / 8

*
Online booking available

$1295 - $3962
Per Week

89 Dune Lane-Oceanfront, Large Private Pool & Hot Tub

Hilton Head Island
This magnificent 7 bedroom*, 7.5 bath oceanfront home with *heated pool and hot tub boasts 3 living ...
Home 7 / 7.5 / 19

*
Online booking available

$1085 - $1085
Per Night

$7595 - $19026
Per Week

18 Ibis Street- Book now for 2019.

Hilton Head Island
This North Forest Beach rental is a magnificent modern 7 bedroom home with 7 full bathrooms, plus 3 ...
Home 7 / 7.5 / 20

*
Online booking available

$880 - $880
Per Night

$4395 - $13587
Per Week

Courtside 110 - Townhouse -3 Bedroom Short Walk to the Beach

Hilton Head Island
Courtside is an ocean-oriented complex, about 1 1/2 blocks to the beach. Courtside 110 is a 3 story...
Condo 3 / 3.8 / 8

*
Online booking available

$200 - $325
Per Night

$1000 - $1625
Per Week

Hilton Head Beach Villa 4 - 3 BR 3 BA Oceanfront Townhome

Hilton Head Island
Located oceanfront on South Forest Beach Drive, this oceanfront tri-level townhome offers three bed...
Condo 3 / 3 / 6

*
Online booking available

$417 - $674
Per Night

$3370 - $3370
Per Week

18 Sand Dollar Road: Oceanfront, Large Pool & Deck With H...

Hilton Head Island
Rest assured that you can stop your vacation rental home search because you will not find one better...
Home 7 / 7 / 20

*
Online booking available

$940 - $2250
Per Night

$4095 - $15750
Per Week

Lovely 3 BR, 3.5 Bath Townhouse, On Site Pool and Easy Wa...

Hilton Head Island
Lovely 3 BR, 3.5 Bath Townhouse, On Site Pool and Easy Walk to Beach! **Tennismaster 302** This ...
Villa 3 / 3.5 / 10

*
Online booking available

$230 - $400
Per Night

$1000 - $1850
Per Week

Carolina Place 3421

Hilton Head Island
Carolina Place 3421 is a single level, three-bedroom, two-bath condo located in Sea Pines. This is a...
Condo 3 / 2 / 6

*
Online booking available

$145 - $365
Per Night

$770 - $1820
Per Week

Plantation Club 508

Hilton Head Island
Plantation Club 508 is a three bedroom, three and a half bathroom condo located a short bike ride fr...
Condo 3 / 3 / 8

*
Online booking available

$180 - $2285
Per Night

$910 - $2520
Per Week

Xanadu 7-D, 2 Bedroom, Pool, Tennis, Walk to Beach, Sleeps 6

Hilton Head Island
Look no further than Xanadu 7-D when booking your South Carolina vacation. This cozy condo is snuggl...
Condo 2 / 2 / 6

*
Online booking available

$108 - $209
Per Night

$758 - $1464
Per Week

31 Mallard Rd - 2nd Row Ocean, Pool/Spa & Outside Living ...

Hilton Head Island
31 Mallard Rd - 2nd Row Ocean, Pool/Spa & Outside Living Area 31 Mallard is an impressive second ro...
Home 6 / 6.5 / 20

*
Online booking available

$3595 - $10192
Per Week

Greens Villa #108 - 2 BRs Near Ocean - Call for Seashore ...

Hilton Head Island
Greens Villa #108 - 2 BRs Near Ocean - Call for Seashore for Specials! The Greens 108 is 2 Bedroom/...
Condo 2 / 2.5 / 6

*
Online booking available

$160 - $250
Per Night

$800 - $1250
Per Week

6 Night Heron - Decorator Furnished, Romantic Cottage

Hilton Head Island
Completely renovated from top to bottom, no detail has been spared in this AMAZING remodel! This 1 b...
Villa 1 / 1 / 3

*
Online booking available

$142 - $210
Per Night

$999 - $1470
Per Week

Fairway Lane 102

Hilton Head Island
How would you like to wake up every morning and relax alongside one of Sea Pines most popular golf c...
Villa 2 / 2 / 6

*
Online booking available

$125 - $305
Per Night

$665 - $1540
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