Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$115 - $190
Per Night

$500 - $950
Per Week

Evian 240

Hilton Head Island
3BD/3BA townhouse with golf and lagoon views. King, Queen & 2 Twins.Pool & Tennis located on site. W...
Villa 3 / 3 / 8

*
Online booking available

$190 - $330
Per Night

$950 - $1650
Per Week

105 Beachwalk-Fully Renovated & Quick walk to the beach,A...

Hilton Head Island
105 Beachwalk-Fully Renovated & Quick walk to the beach,Avail 8/16 & 8/23 wks Within earshot of the...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

Schooner Court 741

Hilton Head Island
2 BD/ 2.5 BA townhouse overlooking the Calibogue Sound. King & 2 Twins. Harbour Town Pool Access. ...
Villa 2 / 3 / 4

*
Online booking available

$220 - $600
Per Night

$1100 - $3000
Per Week

Beachside Tennis 1881

Hilton Head Island
2 BD/2 BA 5th floor villa with views of Ocean, Pool & Sound. King & 2 Queens. Vaulted ceiling in l...
Villa 2 / 2 / 6

*
Online booking available

$220 - $440
Per Night

$1100 - $2200
Per Week

Beach Villa 13 - Oceanside Townhouse - Recently Updated

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Beach Villa 13 e...
Condo 3 / 4 / 8

*
Online booking available

$200 - $395
Per Night

$995 - $1975
Per Week

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 6

*
Online booking available

$120 - $195
Per Night

$550 - $975
Per Week

4br -Direct Oceanfront Home..Private Pool and Spa

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

South Beach Club 1905

Hilton Head Island
3 BD/2.5 BA 1st floor villa with Pool & Sound views. King, Queen & 2 Twins. 1 HR/Day free tennis...
Villa 3 / 2 / 6

*
Online booking available

$260 - $530
Per Night

$1300 - $2650
Per Week

Beach Villa 9 - Oceanside Townhouse-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 - $395
Per Night

$995 - $1975
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

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 - $85
Per Night

$595 - $1595
Per Week

Battery 21

Hilton Head Island
4BD/4BA home on 5th Fairway of Harbour Town Golf Links. King, King, Queen & 2 Twins. Sleep Sofa line...
Home 4 / 4 / 10

*
Online booking available

$375 - $1200
Per Night

$1875 - $6000
Per Week

11 Flotilla- Oceanfront & Beautiful-Available 8/16, 8/30 ...

Hilton Head Island
11 Flotilla- Oceanfront & Beautiful-Available 8/16, 8/30 & 9/6 wks Spectacular OCEANFRONT home that...
Home 5 / 6 / 10

*
Online booking available

$4395 - $11095
Per Week

6 bedroom, ocean front home located in North Forest Beach

Hilton Head Island
WINDOWS ON THE WORLD, DESIGNER LINEN DREAMS This gorgeous and just renovated in 2011 three-story OC...
Home 6 / 7 / 14

*
Online booking available

$5195 - $13295
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 - $199
Per Night

$595 - $1595
Per Week

Ocean One 120 - Oceanside 1st Floor Condo- 10% off Aug 9-16

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$160 - $315
Per Night

$795 - $1575
Per Week

Shorewood 430 - New Unit - Stunning Oceanview 4th Floor C...

Hilton Head Island
Shorewood 430 - New Unit - Stunning Oceanview 4th Floor Condo With an oversized balcony accessible ...
Condo 2 / 2 / 6

*
Online booking available

$170 - $359
Per Night

$850 - $1795
Per Week

Lake Forest 3336 - Sea Pines One Level Condo

Hilton Head Island
Lake Forest is a quiet community adjacent to the 600 acre Sea Pines Forest Preserve which features t...
Condo 2 / 2 / 6

*
Online booking available

$140 - $215
Per Night

$695 - $1075
Per Week

Ocean Club 31 - Updated 1st Floor Flat

Hilton Head Island
Stay Oceanside steps to the beach at Ocean Club. Guests staying at Ocean Club enjoy a beautifully l...
Condo 2 / 2 / 6

*
Online booking available

$150 - $295
Per Night

$750 - $1475
Per Week

One Bedroom

Hilton Head Island
One Bedroom Unit Description: These stylish, one-bedroom units are the perfect retreat for families...
Villa 1 / 1 / 4

*
Online booking available

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10 Curlew - Oceanfront - 5 Bedrooms, Sleeps 10 w/ Pool & Spa

Hilton Head Island
Beach living at its finest can be found in this modern OCEANFRONT 5 bedroom, 4.5 bathroom home with ...
Home 5 / 5 / 10

*
Online booking available

$3595 - $9295
Per Week

66 Dune Lane-2nd Row Ocean & 4 Bedrooms + Den -

Hilton Head Island
Beautifully remodeled Forest Beach home rental leaves nothing to chance. 4 bedrooms plus a den ( w/...
Home 4 / 5 / 10

*
Online booking available

$342 - $342
Per Night

$2395 - $6095
Per Week

Shorewood 332 - Oceanview 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 332 enj...
Condo 2 / 2 / 6

*
Online booking available

$170 - $359
Per Night

$850 - $1795
Per Week

Courtside 110 - Forest Beach Townhouse

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 / 4 / 8

*
Online booking available

$165 - $279
Per Night

$825 - $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