Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Te...

Hilton Head Island
5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Tennis, Beach This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
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

$895 - $1995
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

$595 - $1395
Per Week

New To Market! Immaculate Shelter Cove Villa, Free Bikes,...

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 2 Bedrooms, 2 Bathrooms, Elev...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
Per Week

Hilton Head Island Villa

Hilton Head Island
Brigantine Quarters is located on the south end of Hilton Head Island in Shipyard Plantation with gr...
Villa 2 / 2 / 6

$700 - $900
Per Week

Beach Villa 13 - Oceanside Updated 3 Bedroom Townhouse

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

$200 - $440
Per Night

$1000 - $2200
Per Week

2 BR Oceanfront 2nd Floor Villa with Private Oceanfront B...

Hilton Head Island
2 BR Oceanfront 2nd Floor Villa with Private Oceanfront Balcony! **Shorewood 203** This lovely 2...
Villa 2 / 2 / 6

*
Online booking available

$240 - $380
Per Night

$1200 - $2750
Per Week

Fabulous Top Floor Villa on the Beach with Sound/ Ocean V...

Hilton Head Island
Fabulous Top Floor Villa on the Beach with Sound/ Ocean Views at South Beach! **Beachside Tennis 18...
Villa 2 / 2 / 6

*
Online booking available

$220 - $400
Per Night

$1100 - $2750
Per Week

Hilton Head Beach Villa 18 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Beautifully Decorated!! Located oceanfront on South Forest Beach Drive this complex offers three be...
Condo 3 / 3 / 8

*
Online booking available

$249 - $319
Per Night

$1170 - $2570
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

3 BR, 2 bath Seascape Villa 3088 - courtyard view, nicely...

Hilton Head Island
3 BR, 2 bath Seascape Villa 3088 - courtyard view, nicely decorated This nicely decorate villa has ...
Condo 3 / 2 / 8

*
Online booking available

$124 - $184
Per Night

$620 - $1370
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

$200 - $440
Per Night

$1000 - $2200
Per Week

1502 Seacrest -5th Floo r/ Beautiful Oceanviews -

Hilton Head Island
This pretty 5th floor Oceanview villa is decorated on bright cheery colors that are sure to delight ...
Villa 2 / 2 / 8

*
Online booking available

$995 - $2595
Per Week

38 Crabline Court- Near Ocean, Pet Friendly, Pool

Hilton Head Island
38 Crabline Court: 5 BR/ 4 BA, Sleeps 14, .6 miles to the beach   First Floor: Kitchen, Living, Din...
Home 5 / 4 / 14

*
Online booking available

$400 - $760
Per Night

$2800 - $5320
Per Week

123 Forest Beach Villas

Hilton Head Island
Adorable 3 bedroom, 2 bathroom villa with lagoon views. Step inside and you will find a spacious gre...
Villa 3 / 2 / 6

*
Online booking available

$150 - $285
Per Night

$1050 - $1995
Per Week

Villamare 1109

Hilton Head Island
Villamare 1109 is a resort view two bedroom condo located in Palmetto Dunes. It is located on the fi...
Villa 2 / 2 / 8

*
Online booking available

$285 - $535
Per Night

$1435 - $2695
Per Week

8 Hilton Head Cabana

Hilton Head Island
Welcome to 8 Hilton Head Cabana located in South Forest Beach! This 2 story villa has been updated ...
Home 2 / 1.5 / 6

*
Online booking available

$125 - $200
Per Night

$875 - $1400
Per Week

Bradley Beach 42, 6 Bedrooms, Private Pool, Near Ocean Sl...

Hilton Head Island
Bradley Beach 42 is a 6 bedroom, 4.5 bathroom home with small pool offers fun, charm and excitement ...
Home 6 / 4.5 / 13

*
Online booking available

$379 - $936
Per Night

$1895 - $4678
Per Week

Turtle Lane Club 16

Hilton Head Island
Turtle Lane 16 is a three bedroom condo located a just steps away from the ocean in Sea Pines.The li...
Villa 3 / 3 / 6

*
Online booking available

$340 - $885
Per Night

$1715 - $4445
Per Week

Ketch Court 824

Hilton Head Island
Ketch Court 824 is a three bedroom condo located in the heart of Harbour Town in Sea Pines. This is ...
Villa 3 / 2 / 8

*
Online booking available

$180 - $575
Per Night

$945 - $2905
Per Week

Villamare 2117

Hilton Head Island
Villamare 2117 is a resort view, two bedroom condo located in Palmetto Dunes. This condo is located ...
Villa 2 / 2 / 8

*
Online booking available

$215 - $475
Per Night

$1155 - $2380
Per Week

Sandy Beach Trail 1, 5 Bedrooms w/Den, Private Pool, Spa,...

Hilton Head Island
1 Sandy Beach Trail, Singleton Beach is an incredible 6 bedroom, 5 1/2 bathroom private pool home on...
Home 5 / 5.5 / 14

*
Online booking available

$558 - $1616
Per Night

$2788 - $8079
Per Week

Shorewood 212A, 2 Bedrooms, Oceanfront, 2nd Floor, Sleeps 4

Hilton Head Island
212A Shorewood in South Forest Beach is a beautiful 2 bedroom oceanfront villa with views of both th...
Condo 2 / 2 / 4

*
Online booking available

$279 - $550
Per Night

$1395 - $2750
Per Week

Sea Crest 2509 - Oceanview 5th Floor Condo

Hilton Head Island
Stay in an exceptional 5th floor oceanside condo within a newly built North Forest Beach oceanfront ...
Condo 3 / 3 / 9

*
Online booking available

$275 - $620
Per Night

$1375 - $3100
Per Week

Shorewood 202 - Direct Oceanfront Beautiful Condo!!

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 202 enj...
Condo 2 / 2 / 7

*
Online booking available

$215 - $460
Per Night

$1075 - $2300
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