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 - $198
Per Night

$500 - $990
Per Week

Battery 25

Hilton Head Island
4BD/3.5BA home overlooking # 5 Fairway of Harbour Town Golf Linkswith Private Pool & Spa (can be hea...
Home 4 / 4 / 8

*
Online booking available

$375 - $400
Per Night

$1875 - $2000
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 - $114
Per Night

$595 - $1395
Per Week

Breakers 320

Hilton Head Island
1BD/1BA Pool & Ocean View Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oce...
Villa 1 / 1 / 4

*
Online booking available

$145 - $145
Per Night

$725 - $725
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

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

Huntington 7632

Hilton Head Island
3 Bd/ 3.5 Ba townhouse with lagoon view. King, Queen & 2 Twin beds. Walk easily to the Beach. Pool &...
Villa 3 / 4 / 6

*
Online booking available

$270 - $270
Per Night

$1350 - $1350
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 Under Renovation 11/1/2014...
Home 3 / 2 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1795
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

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 - $240
Per Night

$1100 - $1200
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 - $205
Per Night

$550 - $1025
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

Shorewood 536

Hilton Head Island
2BD/2BA 5th Floor Pool & Ocean Front villa. King, Queen & Twin. Sleep Sofa (sofa linens for a $25 fe...
Villa 2 / 2 / 6

*
Online booking available

$220 - $220
Per Night

$1100 - $1100
Per Week

Seacrest 1105

Hilton Head Island
2 BD/2 BA first floor villa with beautiful ocean views. King, 2 Doubles & Sleep Sofa (Sofa bed linen...
Villa 2 / 2 / 8

*
Online booking available

$240 - $240
Per Night

$1200 - $1200
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

Shorewood 131 - Oceanside 1st Floor Condo

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 - $235
Per Night

$795 - $1175
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 - $270
Per Night

$850 - $1350
Per Week

Shorewood 437 - 4th Floor Ocean View

Hilton Head Island
Shorewood Villas is in the heart of South Forest Beach and a short stroll over to Coligny Plaza, whe...
Condo 2 / 2 / 5

*
Online booking available

$170 - $270
Per Night

$850 - $1350
Per Week

26 Canvasback - 4 BR Coastal Living inspired Fully Renova...

Hilton Head Island
26 Canvasback - 4 BR Coastal Living inspired Fully Renovated home. Located 3rd row from the ocean t...
Home 4 / 3 / 10

*
Online booking available

$285 - $399
Per Night

$1995 - $5395
Per Week

3503 Seacrest-Direct Oceanfront 5th Floor - 9/20 Week Ava...

Hilton Head Island
3503 Seacrest-Direct Oceanfront 5th Floor - 9/20 Week Available This attractive 5th floor PENTHOUSE...
Villa 3 / 3 / 8

*
Online booking available

$228 - $314
Per Night

$1595 - $4495
Per Week

1503 Villamare

Hilton Head Island
Located Oceanfront in Palmetto Dunes, these luxurious villas are surrounded by lagoons and paved wal...
Villa 2 / 2 / 8

*
Online booking available

$142 - $185
Per Night

$995 - $2395
Per Week

1 Quail Street- 5th Row Ocean - Sleeps 12 -20% Aug & Sept...

Hilton Head Island
1 Quail Street- 5th Row Ocean - Sleeps 12 -20% Aug & Sept weeks. Book Now. This 5 bedroom, 4.5 bat...
Home 5 / 5 / 12

*
Online booking available

$285 - $427
Per Night

$1995 - $5195
Per Week

Ocean One 504 - Oceanside 5th Floor Condo

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 - $235
Per Night

$795 - $1175
Per Week

Sea Crest 2509 - Oceanview 5th Floor Condo

Hilton Head Island
Stay in an exceptional 5th floor oceanside condo within a newly built North Forest Beach oceanfront ...
Condo 3 / 3 / 9

*
Online booking available

$265 - $420
Per Night

$1325 - $2095
Per Week

Courtside 31- Gorgeous & Updated 1st Floor Flat

Hilton Head Island
Courtside 31 is a ground floor condo with easy access and no steps to navigate. Courtside is locate...
Condo 2 / 2 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
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