Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 -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 - $460
Per Night

$1000 - $2300
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 This 1st floor 2 bedro...
Villa 2 / 2 / 6

*
Online booking available

$120 - $160
Per Night

$510 - $1562
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

Seascape Villa 3088-Beautifully Decorated, Relaxing Atmos...

Hilton Head Island
Seascape Villa 3088-Beautifully Decorated, Relaxing Atmosphere This nicely decorated villa has all ...
Condo 3 / 2 / 8

*
Online booking available

$132 - $284
Per Night

$745 - $1420
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 - $460
Per Night

$1000 - $2300
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

$250 - $400
Per Night

$1100 - $2400
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 Ideally located for a s...
Home 3 / 2 / 6

*
Online booking available

$180 - $180
Per Night

$743 - $2234
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

$270 - $475
Per Night

$1200 - $2500
Per Week

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

Hilton Head Island
5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Tennis, Beach Call for Reservations - Brad: ...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
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

$88 - $184
Per Night

$445 - $920
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 7148H Call for Reservations - ...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
Per Week

Ocean Dunes Villas 113 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This newly renovated one bedroom villa has a full kitchen, combined living room dining room area and...
Condo 1 / 1 / 4

*
Online booking available

$133 - $259
Per Night

$665 - $1295
Per Week

2 BR Ocean View Villa with Spectacular Pool & Ocean Views!

Hilton Head Island
**Shorewood 536** This lovely villa offers all new furnishings, a top of the line Kitchen with Gr...
Villa 2 / 2 / 7

*
Online booking available

$270 - $435
Per Night

$1200 - $2300
Per Week

61 Dune Lane - Direct Oceanfront and Beautiful - Sleeps 12

Hilton Head Island
Extraordinary oceanfront home in the North Forest Beach area of Hilton Head. Your family will love t...
Home 5 / 6.5 / 12

*
Online booking available

$940 - $940
Per Night

$4377 - $13372
Per Week

Villamare 3524, 2 Bedrooms, Oceanfront, Outdoor & Indoor ...

Hilton Head Island
3524 Villamare in Palmetto Dunes is totally renovated. The wow factor completely defines this newly ...
Condo 2 / 2 / 6

*
Online booking available

$299 - $642
Per Night

$2095 - $4492
Per Week

Seaside Villa 379 - 1 Bedroom 1 Bathroom Oceanside 3rd Floor

Hilton Head Island
Have you been to Hilton Head Island in South Carolina before? This picturesque resort town is well k...
Condo 1 / 1 / 4

*
Online booking available

$83 - $175
Per Night

$578 - $1225
Per Week

6 Ocean Gate 200 yards to the beach. Dec/Jan/Feb Winter S...

Hilton Head Island
6 Ocean Gate 200 yards to the beach. Dec/Jan/Feb Winter Special $2000++ 6 Ocean Gate villas is a lo...
Villa 2 / 2.5 / 6

*
Online booking available

$160 - $160
Per Night

$665 - $2611
Per Week

Ocean Walk 203, 2 Bedrooms, Walk to Beach, Wifi, Pool Spa...

Hilton Head Island
With a beautiful indoor and outdoor community pools and hot tub along with a private balcony all you...
Condo 2 / 2 / 6

*
Online booking available

$104 - $208
Per Night

$469 - $1023
Per Week

2 BR Oceanside Villa with Oceanfront Pool, Baby Pool & Po...

Hilton Head Island
2 BR Oceanside Villa with Oceanfront Pool, Baby Pool & Poolside Spa **Shorewood 339** This charm...
Villa 2 / 2 / 6

*
Online booking available

$230 - $375
Per Night

$1000 - $2000
Per Week

Ocean One 106 - Beach-side 1st Floor Condo

Hilton Head Island
Stay beachside and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Gu...
Condo 3 / 3 / 10

*
Online booking available

$200 - $440
Per Night

$1000 - $2200
Per Week

Ocean One 101- Direct Ocean Front 4 Bedroom Condo

Hilton Head Island
Ocean One 101 is a 4 bedroom Ocean Front Condo. There are 2 of the 4 bedrooms facing the ocean each...
Condo 4 / 3 / 9

*
Online booking available

$300 - $700
Per Night

$1500 - $3500
Per Week

East Beach Lagoon 16

Hilton Head Island
Located in one of the most exclusive areas in Sea Pines, this cedar shingle oceanfront home is idyll...
Home 6 / 5.5 / 14

*
Online booking available

$1470 - $3160
Per Night

$7315 - $15820
Per Week

Marsh Drive 17

Hilton Head Island
Marsh Drive 17 is a five bedroom, five and a half bath home overlooking the 16th green and 17th fair...
Home 5 / 5 / 16

*
Online booking available

$630 - $4920
Per Night

$3185 - $24605
Per Week

Oceanwood 112

Hilton Head Island
This recently renovated home is conveniently located just three rows back from the ocean, which make...
Home 5 / 4 / 10

*
Online booking available

$385 - $1000
Per Night

$1960 - $5005
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