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 - $142
Per Night

$595 - $1595
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 - $310
Per Night

$995 - $1550
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 - $135
Per Night

$550 - $700
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 - $310
Per Night

$995 - $1550
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

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

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

Ocean One 103

Hilton Head Island
3BD/3BA ground floor ocean front villa. 2 King beds, 2 Double beds plusSleep sofa. (Sofa bed linens ...
Villa 3 / 3 / 10

*
Online booking available

$265 - $345
Per Night

$1325 - $1725
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 - $250
Per Night

$1000 - $1250
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

$700 - $800
Per Night

$3500 - $4000
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

Bittern 15

Hilton Head Island
3BD/2BA fifth row ocean home with private pool (can be heated for a fee) . 2 Queens, 2 Twins & Sleep...
Home 3 / 2 / 8

*
Online booking available

$330 - $360
Per Night

$1650 - $1800
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 - $130
Per Night

$500 - $650
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 - $400
Per Night

$1875 - $2000
Per Week

9 Driftwood - Oceanfront , 4 BR and Large 15 x 34 Pool. P...

Hilton Head Island
9 Driftwood - Oceanfront , 4 BR and Large 15 x 34 Pool. Pretty! Outstanding 4 bedroom, 4 bath OCEAN...
Home 4 / 5 / 8

*
Online booking available

$456 - $456
Per Night

$3195 - $8195
Per Week

Haul Away 33

Hilton Head Island
4 BD/3.5 BA elevated home with golf course view. 2 Kings & 4 Twins. Private Pool (can be heated fo...
Home 4 / 4 / 10

*
Online booking available

$330 - $350
Per Night

$1650 - $1750
Per Week

Ocean One 311 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 311 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$250 - $410
Per Night

$1250 - $2050
Per Week

Deluxe Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilto...

Hilton Head Island
Deluxe Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilton Head Totally Renovated in 2010 and Beaut...
Condo 2 / 2 / 6

*
Online booking available

$200 - $245
Per Night

$1000 - $1200
Per Week

Breakers 322 - 3rd Floor 1 BR Condo in North Forest Beach

Hilton Head Island
Breakers 322 is a 3rd floor, non elevator building. Breakers 322 is a 1 bedroom condo with a balcon...
Condo 1 / 1 / 4

*
Online booking available

$135 - $185
Per Night

$675 - $925
Per Week

Courtside 66 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with a large pool, and beautiful landscaped garden with lagoo...
Condo 2 / 3 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
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

2212 Seacrest - 2nd Floor, 3 BR, Oceanviews and more. Bea...

Hilton Head Island
2212 Seacrest - 2nd Floor, 3 BR, Oceanviews and more. Beautiful!!! The beach is beckoning you from ...
Villa 3 / 3 / 8

*
Online booking available

$199 - $356
Per Night

$1395 - $3395
Per Week

Lake Forest 3356

Hilton Head Island
3 BD/3 BA townhouse w/ lagoon view. 2 Kings & 2 Twins. Pool & Tennis on site. Walk to the Forest Pr...
Villa 3 / 3 / 8

*
Online booking available

$190 - $235
Per Night

$950 - $1175
Per Week

Courtside 107 - Updated Forest Beach Townhouse - Brand New

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 3 / 7

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

Ocean One 402 - Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 4 / 3 / 9

*
Online booking available

$250 - $410
Per Night

$1250 - $2050
Per Week

Ocean Dunes Villa 418 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 418 - 1 BR 1 BA Oceanfront Flat Hilton Head Rennovated in 2010!! This villa offe...
Condo 1 / 1 / 6

*
Online booking available

$120 - $135
Per Night

$550 - $700
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