Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

The Greens 204 - Shipyard Townhouse

Hilton Head Island
The Greens condominiums are within Shipyard Plantation, a private residental and resort community. T...
Condo 1 / 2 / 2

*
Online booking available

$119 - $195
Per Night

$595 - $975
Per Week

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

$71 - $71
Per Night

$495 - $995
Per Week

407 Ocean Dunes Villas - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
With a spectacular view of the Atlantic Ocean from the oceanfront balcony, this villa is just steps ...
Apartment 1 / 1 / 2

*
Online booking available

$140 - $235
Per Night

$650 - $1175
Per Week

1 bedroom Forest Beach Villa

Hilton Head Island
Relax and enjoy your Hilton Head Island experience in this charming 1 bedroom, 1 bath villa which ha...
Condo 1 / 1 / 2

*
Online booking available

$100 - $155
Per Night

$525 - $800
Per Week

1846 Beachside Tennis - Beautiful 1 BR sound front villa ...

Hilton Head Island
1846 Beachside Tennis - Beautiful 1 BR sound front villa in Sea Pines! This gorgeous 1 bedroom vill...
Villa 1 / 1 / 2

*
Online booking available

$2295 - $2395
Per Week

19 Night Heron - Cute, 1 BR Cottage - 5 minutes walk to t...

Hilton Head Island
19 Night Heron - Cute, 1 BR Cottage - 5 minutes walk to the beach QUIET INTIMACY OVERLOOKING A LUSH...
Home 1 / 1 / 3

*
Online booking available

$71 - $71
Per Night

$495 - $995
Per Week

1029 Caravel Court-Beautiful view of Harbour Town! Summer...

Hilton Head Island
1029 Caravel Court-Beautiful view of Harbour Town! Summer Dates Available This 1 bedroom, 1.5 bath ...
Villa 1 / 1.5 / 3

*
Online booking available

$99 - $115
Per Night

$695 - $1395
Per Week

Breakers 112

Hilton Head Island
1 BD/1 BA Oceanfront villa on the 1st floor. Queen bed plus Sleep Sofa. Sleep Sofa Linens available...
Villa 1 / 1 / 4

*
Online booking available

$170 - $219
Per Night

$850 - $1095
Per Week

Seaside Villa 234 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Seaside 234 is a beautifully decorated villa that offers a separate bedroom with a queen size bed, f...
Condo 1 / 1 / 4

*
Online booking available

$110 - $193
Per Night

$475 - $965
Per Week

Surf Court 81 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2.5 / 4

*
Online booking available

$110 - $200
Per Night

$550 - $1000
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 - $71
Per Night

$495 - $1295
Per Week

Large Ocean Breeze Villa, Walk to Beach, Free Bikes, Wifi...

Hilton Head Island
Large Ocean Breeze Villa, Walk to Beach, Free Bikes, Wifi, 3 on-site Pools This spacious townhouse ...
Condo 2 / 2.5 / 4

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Deluxe one bedroom oceanfront condo

Hilton Head Island
Deluxe one bedroom oceanfront condo Unit Description: This 500 sq. ft. one bedroom unit features a ...
Condo 1 / 1 / 4

*
Online booking available

$119 - $999
Per Night

$833 - $6993
Per Week

Ocean Dunes Villa 206 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
With a spectacular view of the Atlantic Ocean from the oceanfront balcony, the villa is just steps t...
Condo 1 / 1 / 4

*
Online booking available

$140 - $235
Per Night

$650 - $1175
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

116 Breakers - Cute 1st floor oceanfront North Forest Bea...

Hilton Head Island
116 Breakers - Cute 1st floor oceanfront North Forest Beach villa! This cute 1 bedroom oceanfront B...
Villa 1 / 1 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1295
Per Week

Seaside Villa 182 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Beautifully Decorated!! This villa offers a separate bedroom with a queen size bed, fully equipped ...
Condo 1 / 1 / 4

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

Breakers 109

Hilton Head Island
1BD/1BA Oceanfront Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oceanfront...
Villa 1 / 1 / 4

*
Online booking available

$170 - $219
Per Night

$850 - $1095
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 - $71
Per Night

$495 - $1295
Per Week

503 Windsor Place-Oceanfront & Fully renovated. Summer we...

Hilton Head Island
503 Windsor Place-Oceanfront & Fully renovated. Summer weeks available This gorgeous 5th floor vill...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

2403 Seacrest - Pretty Ocean Views and very spacious

Hilton Head Island
2403 SEACREST - Incredible location, this pretty, 1 bedroom, 1.5 bathroom Forest Beach villa is cen...
Villa 1 / 1.5 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1795
Per Week

Seascape Villa 3005 - 1 bedroom villa - Resort View

Hilton Head Island
Newly furnished and a beautifully sure you'll agree this villa is a true gem!! The villa provides ...
Apartment 1 / 1 / 4

*
Online booking available

$100 - $155
Per Night

$500 - $775
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 / 1.5 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1095
Per Week

Night Heron 16

Hilton Head Island
2BD/2BA freestanding villa with wooded view. Queen & 2 Twin beds Pool onsite. Walk easily to the be...
Villa 2 / 2 / 4

*
Online booking available

$170 - $219
Per Night

$850 - $1095
Per Week

1 Bed/1 Bath at 207 The Breakers

Hilton Head Island
1 Bed/1 Bath at 207 The Breakers Unit Description: Just steps from Coligny Beach Park, these recent...
Condo 1 / 1 / 4

*
Online booking available

$139 - $999
Per Night

$973 - $6993
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