Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Sandpiper 21

Hilton Head Island
6 BD/6.5 BA 5th row ocean home. Private Pool* & Hot Tub* (*can be heated for a fee). 3 Kings & 6 T...
Home 6 / 6.5 / 12

*
Online booking available

$500 - $1200
Per Night

$2500 - $6000
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

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

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

Shorewood 139

Hilton Head Island
2BD/2BA first floor villa with Private Balcony. King, 2 Twins plus Sleep Sofa (linens for SS provide...
Villa 2 / 2 / 6

*
Online booking available

$225 - $310
Per Night

$1125 - $1550
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

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

$155 - $199
Per Night

$775 - $995
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

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

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

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

Sandpiper 30

Hilton Head Island
6BD/4BA 3rd Row Ocean home with Private Pool (can be heated for fee)4 Kings, 2 Fulls, 2 Twins, Day B...
Home 6 / 4 / 16

*
Online booking available

$550 - $1380
Per Night

$2750 - $6900
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

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

Water Oak 33

Hilton Head Island
3BD/3BA home with Private Pool & Billiard Room. King, King, Queen,Twin & Trundle. Multiple Flat Scre...
Home 3 / 3.5 / 8

*
Online booking available

$440 - $560
Per Night

$2200 - $2800
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

Night Heron 28

Hilton Head Island
2 BD/2 BA freestanding villa with Landscape view. 2 Queen beds. Pool on site or walk easily to the ...
Villa 2 / 2 / 4

*
Online booking available

$170 - $190
Per Night

$850 - $950
Per Week

7 Barrier Beach Cove - Brand New Custom Home - 5 mins wal...

Hilton Head Island
7 Barrier Beach Cove - Brand New Custom Home - 5 mins walk to the beach. This brand new custom buil...
Home 6 / 6.5 / 16

*
Online booking available

$2495 - $6495
Per Week

537 Shorewood- 5th floor villa looks straights over the p...

Hilton Head Island
537 Shorewood- 5th floor villa looks straights over the pool to the ocean. This FULLY RENOVATED bea...
Villa 2 / 2 / 7

*
Online booking available

$795 - $1995
Per Week

89 Dune Lane-7 Bedrooms, Oceanfront.

Hilton Head Island
A magnificent 7 bedroom*, 7.5 bath oceanfront home with *heated pool and hot tub boasts 3 living roo...
Home 7 / 7.5 / 19

*
Online booking available

$6695 - $15300
Per Week

Racquet Club 2312 - Harbour Town Area One Level Condo

Hilton Head Island
Racquet Club is near the Sea Pines Center and the famous Harbour Town Yacht Basin. Both venues offer...
Condo 1 / 1 / 4

*
Online booking available

$125 - $195
Per Night

$625 - $975
Per Week

Ocean Dunes Villa 102 - Deluxe 1 BR 1 BA Oceanview Condo

Hilton Head Island
Renovated in 2010, this beautifully decorated one bedroom villa has a full kitchen, combined living ...
Condo 1 / 1 / 4

*
Online booking available

$115 - $195
Per Night

$550 - $975
Per Week

Beachwood 1E - Oceanside One Level 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

$139 - $235
Per Night

$695 - $1175
Per Week

Ocean One 321 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 321 enjoy panoramic v...
Condo 3 / 3 / 7

*
Online booking available

$239 - $530
Per Night

$1195 - $2650
Per Week

Surf Court 64 - Stunning Beach Condo - Short Walk to the ...

Hilton Head Island
Surf Court 64 - Stunning Beach Condo - Short Walk to the Ocean. Surf Court is an ocean-oriented com...
Condo 2 / 2.5 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
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