Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

Spotted Sandpiper 12

Hilton Head Island
5 BD/ 3 BA 2nd Row Ocean View home. King, Queen, Full & Twin, 2 Twins, 2 Twins. FREE WIFI. Multiple ...
Home 5 / 3 / 11

*
Online booking available

Contact
Owner
Directly
For Rates

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 - $430
Per Night

$995 - $2150
Per Week

"Makin Memrees" at Evian in Shipyard Plantation, Hilton Head

Hilton Head Island
Our rates do not reflect Fall discounts presently in effect. After Checking Our Availability Calenda...
Villa 2 / 2 / 5

$800 - $1250
Per Week

Wood Ibis 4

Hilton Head Island
4BD/3BA 6th row ocean home. King, King, 2 Twins, 2 Twins. SpaciousLiving Room and easy walk to beach...
Home 4 / 3 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

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

Tennismaster 302

Hilton Head Island
3BD/3.5BA Townhouse with Pool Views, Screened Porch & easy walk to the Beach. King, King & Twin, 3 T...
Villa 3 / 3.5 / 10

*
Online booking available

Contact
Owner
Directly
For Rates

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

Contact
Owner
Directly
For Rates

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

$90 - $125
Per Night

$425 - $675
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

$95 - $135
Per Night

$475 - $725
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 - $85
Per Night

$595 - $1395
Per Week

New Listing! Renovated 2 BR Treetops Villa, Free Bikes, P...

Hilton Head Island
New Listing! Renovated 2 BR Treetops Villa, Free Bikes, Pool, Tennis This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Collier Beach 16

Hilton Head Island
5BD/5.5BA Oceanfront Home w/ Private Pool (heated for a fee) 4 King beds,1 Queen & Sleep Sofa. Sofa ...
Home 5 / 5.5 / 12

*
Online booking available

Contact
Owner
Directly
For Rates

Luxurious Beachfront Villa, Water Views Free Bikes Wifi T...

Hilton Head Island
Luxurious Beachfront Villa, Water Views Free Bikes Wifi Tennis Pet Friendly BEACHFRONT TOWNHOUSE wi...
Villa 4 / 4 / 8

*
Online booking available

$199 - $625
Per Night

$1395 - $3695
Per Week

62 Night Heron-Fully renovated top/bottom, super Cute & Q...

Hilton Head Island
62 Night Heron-Fully renovated top/bottom, super Cute & Quick walk to beach Under Renovation 10/18/...
Home 3 / 2 / 6

*
Online booking available

$895 - $1895
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 - $430
Per Night

$995 - $2150
Per Week

1809 Bluff Villas-Summer weeks available. Steps to South ...

Hilton Head Island
1809 Bluff Villas-Summer weeks available. Steps to South Beach Marina & Pool This spacious 2 bedroo...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1495
Per Week

Crabline Court 34

Hilton Head Island
5 BD/ 4 BA multi-story Home with Private Pool* & Spa* can be heated for *additional fee. King, King...
Home 5 / 4 / 12

*
Online booking available

Contact
Owner
Directly
For Rates

Ocean Club 40 - Rooftop Deck!! Ocean Front

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 / 7

*
Online booking available

$239 - $540
Per Night

$1195 - $2700
Per Week

Ocean One 406 - Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 8

*
Online booking available

$190 - $410
Per Night

$950 - $2050
Per Week

Surf Court 68 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 3 / 2.5 / 8

*
Online booking available

$175 - $299
Per Night

$875 - $1495
Per Week

Beautifully renovated and cozy overlooking the pool. Step...

Hilton Head Island
Beautifully renovated and cozy overlooking the pool. Steps to the beach. Beautifully renovated and...
Condo 1 / 1 / 4

*
Online booking available

$75 - $95
Per Night

$425 - $525
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

$80 - $110
Per Night

$325 - $600
Per Week

71 Gloucester-Beautiful fully renovated home with Beautif...

Hilton Head Island
71 Gloucester-Beautiful fully renovated home with Beautiful Pool & Golf Views Wonderful newly renov...
Home 3 / 3 / 6

*
Online booking available

$895 - $2995
Per Week

Luxurious Renovated Sea Pines Home. Everything is new! Fr...

Hilton Head Island
Luxurious Renovated Sea Pines Home. Everything is new! Free Bikes & Tennis Lagoon Views Short ride...
Home 3 / 2 / 8

*
Online booking available

$156 - $256
Per Night

$1095 - $2495
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