Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Springwood 97 - Forest Beach 1st Floor Flat

Hilton Head Island
Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 97 is...
Apartment 3 / 3 / 8

*
Online booking available

$145 - $260
Per Night

$725 - $1300
Per Week

Beach Villa 9 -3 bedrooms Oceanside-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

$199 - $419
Per Night

$995 - $2095
Per Week

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
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

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

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 / 3 / 8

*
Online booking available

$199 - $419
Per Night

$995 - $2095
Per Week

Ocean Club 38 - Oceanfront Townhouse with Large Rooftop Deck

Hilton Head Island
With an over 660 square ft. rooftop deck, plus a deck off of the living room area, guests staying in...
Condo 3 / 3 / 6

*
Online booking available

$239 - $530
Per Night

$1195 - $2650
Per Week

Courtside 105 - Charming Updated 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 / 7

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

Ocean Dunes Villa 308 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
Newly Renovated in 2011.This one bedroom villa has a full kitchen, combined living room dining room...
Condo 1 / 1 / 4

*
Online booking available

$140 - $235
Per Night

$650 - $1175
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 ...
Condo 1 / 1 / 4

*
Online booking available

$100 - $155
Per Night

$500 - $775
Per Week

Seaside Villa 138 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Recently renovated... This villa offers a separate bedroom with a queen size bed, fully equipped kit...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
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

Seaside Villa 370 =- 1 BR 1 BA Oceanfront Flat Hilton Hea...

Hilton Head Island
Seaside Villa 370 =- 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Beautifully decorated one bedroom, o...
Condo 1 / 1 / 4

*
Online booking available

$125 - $218
Per Night

$575 - $1090
Per Week

Seaside Villa 273 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa is one of the closest villas to the ocean and has a wonderful ocean view. This one bedroo...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

Ocean One 413 - Oceanfront 4th Floor Condo

Hilton Head Island
With decks off the living room and two bedrooms, guests staying in Ocean One 413 enjoy panoramic vie...
Condo 3 / 3 / 7

*
Online booking available

$259 - $570
Per Night

$1295 - $2850
Per Week

Courtside 97 - 1st Floor Flat - Wonderful Ground Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

Courtside 113 - 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 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

Ocean Gate 9 - Forest Beach Townhouse

Hilton Head Island
This ocean-oriented townhouse is two-stories with the entry and first floor a few steps above street...
Condo 2 / 2.5 / 6

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

Ocean Dunes Villas 117 - 2 BR 2 BA Oceanfront Flat

Hilton Head Island
This nicely decorated two bedroom, two bathroom villa has a full sized kitchen and a combined living...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

Ocean Dunes Villas 204 - 2 Bedroom 2 Bathroom Oceanview Flat

Hilton Head Island
This nicely decorated villa has two bedrooms, two bathrooms, a full sized kitchen and a combined liv...
Condo 2 / 2 / 6

*
Online booking available

$150 - $275
Per Night

$750 - $1375
Per Week

Walk to Beach, New Interior, Pet Friendly, Free Bikes, Po...

Hilton Head Island
Walk to Beach, New Interior, Pet Friendly, Free Bikes, Pool & Tennis Escape to the Beach! Looking ...
Condo 3 / 3 / 8

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

Seaside Villa 284 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

Courtside 58 - Forest Beach 1st Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

Surf Court 70 - 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 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

Ocean Dunes Villa 316 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 316 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This nicely decorated oceanfront ...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
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