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

Shorewood 308

Hilton Head Island
2 BD/ 2BA oceanfront villa. King & 2 twin beds. Sleep Sofa ( sofa linens provided for $25 fee). Zero...
Villa 2 / 2 / 6

*
Online booking available

$240 - $240
Per Night

$1200 - $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

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

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 - $850
Per Night

$1395 - $3695
Per Week

Lake Forest 3356

Hilton Head Island
3 BD/3 BA townhouse w/ lagoon view. 2 Kings & 2 Twins. Pool & Tennis on site. Walk to the Forest Pr...
Villa 3 / 3 / 8

*
Online booking available

$190 - $190
Per Night

$950 - $950
Per Week

Kingston Cove 23

Hilton Head Island
3 BD/ 2 BA Home with Screened Porch overlooking Lagoon & Golf Course.King, Queen, 2 Twins plus Futon...
Home 3 / 2 / 7

*
Online booking available

$220 - $220
Per Night

$1100 - $1100
Per Week

Beautiful 6 Bedroom 2nd row w/Ocean view on Hilton Head

Hilton Head Island
Gracious in design, the home provides enough room and privacy for just about everything and everyone...
Home 6 / 5 / 14

$600 - $1000
Per Night

$4500 - $6695
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

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 10/18/201...
Home 3 / 2 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1795
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 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Breakers 109

Hilton Head Island
1BD/1BA Oceanfront Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oceanfront...
Villa 1 / 1 / 4

*
Online booking available

$150 - $150
Per Night

$750 - $750
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

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

$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 / 4 / 8

*
Online booking available

$199 - $419
Per Night

$995 - $2095
Per Week

Stoney Creek 18

Hilton Head Island
3 BD/ 3.5 BA 2-story home w/ golf view. King & 2 Queens. Sleep Sofa. (Sofa linens available for $...
Home 3 / 4 / 8

*
Online booking available

$300 - $330
Per Night

$1500 - $1650
Per Week

20 Townhouse Tennis - 3 BRs plus a bonus kids BR. Very Pr...

Hilton Head Island
20 Townhouse Tennis - 3 BRs plus a bonus kids BR. Very Pretty LUSH VIEWS, ON-SITE CLAY COURTS, SCEN...
Villa 3 / 3 / 8

*
Online booking available

$85 - $128
Per Night

$595 - $1595
Per Week

1624 Port Villa - 4 BRs with Beautiful Braddock Cove Views

Hilton Head Island
This townhouse style 4 Bedroom villa overlooks the beautiful natural marsh and tidal creek of Braddo...
Villa 4 / 4 / 10

*
Online booking available

$128 - $171
Per Night

$895 - $2195
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

$230 - $530
Per Night

$1150 - $2650
Per Week

Shorewood 438 - Beautiful Oceanview 4th Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 438 enj...
Condo 2 / 2 / 6

*
Online booking available

$170 - $365
Per Night

$850 - $1825
Per Week

11 Gunnery Lane-5 BR beach home- 4 minute bike ride to th...

Hilton Head Island
11 Gunnery Lane-5 BR beach home- 4 minute bike ride to the beach TV?S EVERYWHERE, BIKE PATH PASSES ...
Home 5 / 6 / 12

*
Online booking available

$170 - $270
Per Night

$1195 - $3195
Per Week

Stoney Creek 14

Hilton Head Island
3 BD/ 3.5 BA ground level home with golf & lagoon views. 3 King beds. Private Pool. FREE WIFI. Walk ...
Home 3 / 4 / 6

*
Online booking available

$300 - $330
Per Night

$1500 - $1650
Per Week

Surf Court 74 - Forest Beach Townhouse

Hilton Head Island
Surf Court 74 is an ocean-oriented complex with first-floor entry. This property is a 3 story townh...
Condo 3 / 3 / 8

*
Online booking available

$165 - $280
Per Night

$825 - $1400
Per Week

Waterford D-4

Hilton Head Island
2 BD/2BA Golf Course view villa on # 1 Fairway of Galleon Course. King & 2 Twin beds plus sleep sof...
Villa 2 / 2 / 6

*
Online booking available

$155 - $155
Per Night

$775 - $775
Per Week

2215 Seacrest - 2nd Floor & Pretty! Fall/Winter Dates sti...

Hilton Head Island
2215 Seacrest - 2nd Floor & Pretty! Fall/Winter Dates still Available 2215 SeaCrest OCEANSIDE RENO...
Villa 3 / 3 / 10

*
Online booking available

$171 - $199
Per Night

$1195 - $2895
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