Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Shorewood 539

Hilton Head Island
2 BD/ 2 BA 5th floor ocean view villa. King, Queen & Sleep Sofa. (sofa linens rentable for $25 fee) ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $350
Per Night

$1000 - $1750
Per Week

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

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

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

Schooner Court 704

Hilton Head Island
4BD/4.5BA Townhouse with breathtaking views of Calibogue Sound.Located in the Heart of Harbourtown, ...
Villa 4 / 5 / 8

*
Online booking available

$275 - $1300
Per Night

$1375 - $6500
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

Full Sweep 16

Hilton Head Island
4 BD/4.5BA home with lagoon & golf view. 2 Queens & 4 Twin beds. Private Pool* & Spa* (*can be heate...
Home 4 / 4 / 10

*
Online booking available

$800 - $1200
Per Night

$4000 - $6000
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

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

Shorewood 308

Hilton Head Island
2 BD/ 2BA oceanfront villa. King & 2 twin beds. Sleep Sofa ( sofa linens provided for $25 fee). Zero...
Villa 2 / 2 / 6

*
Online booking available

$240 - $460
Per Night

$1200 - $2300
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

89 Fairway Lane -5-7 minute walk to the beach. Available ...

Hilton Head Island
89 Fairway Lane -5-7 minute walk to the beach. Available weeks in Aug & Sept Spacious 2 bedroom, 2 ...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

1764 Bluff Villas

Hilton Head Island
This spacious 2 bedroom is beautifully furnished, with hardwood flooring. Located on the 3rd floor o...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

Courtside 65 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 5

*
Online booking available

$110 - $199
Per Night

$550 - $995
Per Week

7636 Huntington - 5 Bedrooms and All new kitchen - Book Now!

Hilton Head Island
Start de-stressing the moment you walk in on the main floor and see the shaded lagoon view through s...
Villa 5 / 4 / 12

*
Online booking available

$199 - $399
Per Night

$1395 - $3095
Per Week

Ocean Dunes Villa 303 - 1 BR 1 BA Deluxe Oceanview Flat

Hilton Head Island
Totally Rennovated in 2010!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen s...
Condo 1 / 1 / 4

*
Online booking available

$115 - $195
Per Night

$550 - $975
Per Week

Courtside 85 - Ground Floor - Forest Beach

Hilton Head Island
Courtside 85 is a short walk to the beach and ocean. The unit includes free tennis at Van Der Meer ...
Condo 2 / 2 / 6

*
Online booking available

$110 - $199
Per Night

$550 - $995
Per Week

Breakers 102

Hilton Head Island
1 BD/1 BA first floor villa on the beach. Queen bed & Day bed plus Sleep Sofa Linens available for ...
Villa 1 / 1 / 5

*
Online booking available

$125 - $180
Per Night

$625 - $900
Per Week

2315 Windsor Place II -Beautiful Oceanfront -Available 8/...

Hilton Head Island
2315 Windsor Place II -Beautiful Oceanfront -Available 8/30-9/6 week One of the finest Oceanfront a...
Villa 1 / 2 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1695
Per Week

Shorewood 202 - Direct Oceanfront Beautiful Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 202 enj...
Condo 2 / 2 / 6

*
Online booking available

$190 - $419
Per Night

$950 - $2095
Per Week

Ocean Dunes Villa 409 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 409 - 2 BR 2 BA Oceanfront Flat Hilton Head Completely remodeled, 409 Ocean Dunes...
Condo 2 / 2 / 6

*
Online booking available

$200 - $335
Per Night

$1000 - $1675
Per Week

Deluxe 2 BR 2 BA Oceanview Condo - Ocean Dunes Villa 104

Hilton Head Island
Totally Rennovated in 2007 and Beautifully Decorated!!! This villa offers WIRELESS INTERNET, two be...
Condo 2 / 2 / 6

*
Online booking available

$150 - $275
Per Night

$750 - $1375
Per Week

Ocean Dunes Villa 302 - 1 BR 1 BA Oceanview Flat Hilton H...

Hilton Head Island
Ocean Dunes Villa 302 - 1 BR 1 BA Oceanview Flat Hilton Head, Sc This villa offers WIRELESS INTERNE...
Condo 1 / 1 / 6

*
Online booking available

$105 - $170
Per Night

$450 - $850
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