Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Bluff 1817

Hilton Head Island
2BD/2BA 3rd floor villa overlooking Braddock Cove. King , 2 Twin beds. Sleep Sofa linens available f...
Villa 2 / 2 / 6

*
Online booking available

$185 - $250
Per Night

$925 - $1250
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

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

Hilton Head Island
Welcome to “Makin Memrees”, a vacation rental villa in the Evian Resort area of Shipyard Plantation ...
Villa 2 / 2 / 5

$800 - $1250
Per Week

Captains Walk 481

Hilton Head Island
2 BD/2 BA fifth floor oceanfront villa. King & 2 Twin beds plus Sleep Sofa. Sofa linens available f...
Villa 2 / 2 / 6

*
Online booking available

$285 - $440
Per Night

$1425 - $2200
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 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

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

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

$128 - $128
Per Night

$895 - $1895
Per Week

Schooner Court 704

Hilton Head Island
4BD/4.5BA Townhouse with breathtaking views of Calibogue Sound.Located in the Heart of Harbourtown, ...
Villa 4 / 4.5 / 8

*
Online booking available

$360 - $550
Per Night

$1800 - $2750
Per Week

Evian 185

Hilton Head Island
2 BD/2 BA second floor end unit villa overlooking lagoon & golf course. King + day bed, 2 Twin beds ...
Villa 2 / 2 / 6

*
Online booking available

$185 - $240
Per Night

$925 - $1200
Per Week

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

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 / 3.5 / 8

*
Online booking available

$199 - $419
Per Night

$995 - $2095
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 9 - Oceanside-Gated Community-Take $100 Off A...

Hilton Head Island
Beach Villa 9 - Oceanside-Gated Community-Take $100 Off All Summer Weeks Stay ocean-side and enjoy ...
Condo 3 / 3 / 7

*
Online booking available

$199 - $419
Per Night

$995 - $2095
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

72 Dune Lane - 2nd Row Ocean (Less than 20 yards to the b...

Hilton Head Island
72 Dune Lane - 2nd Row Ocean (Less than 20 yards to the beach) Very Spacious This pretty 2nd row oc...
Home 5 / 4.5 / 12

*
Online booking available

$285 - $285
Per Night

$1995 - $5195
Per Week

23 West Beach Lagoon-3rd Row Ocean with Pretty Lagoon Views

Hilton Head Island
What a great beach home! Located in the ?Gold Coast? area of Sea Pines, this 3 bedroom, 4 bath home...
Home 3 / 4 / 8

*
Online booking available

$171 - $171
Per Night

$1195 - $3295
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 - $750
Per Night

$1875 - $3750
Per Week

Ocean One 211 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 211 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$239 - $530
Per Night

$1195 - $2650
Per Week

Shorewood 437 - Fully Remodeled 2015 Ocean & Pool 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 / 6

*
Online booking available

$190 - $379
Per Night

$950 - $1895
Per Week

27 Ocean Club- Steps to the beach. 7/4 & 7/25 weeks avail...

Hilton Head Island
27 Ocean Club- Steps to the beach. 7/4 & 7/25 weeks available. Welcome to 27 Ocean Club Villa in So...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1795
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

An unbelievable oceanfront view!

Hilton Head Island
This beautifully decorated 2 bedroom, 2 bath, 2nd floor beach villa looks straight to the sea. An u...
Villa 2 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

27 Mallard- Renovated! 4th Row Ocean - Book Now for Aug/Sept

Hilton Head Island
This beautifully renovated 6 bedroom, 6 bath home with *Heated Pool and Hot Tub is sure to bring rel...
Home 6 / 6 / 16

*
Online booking available

$399 - $399
Per Night

$2795 - $7195
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