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

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

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

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

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

$469 - $1521
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

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

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 - $460
Per Night

$1000 - $2300
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

$149 - $284
Per Night

$745 - $1420
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

$672 - $2174
Per Week

Seaside Villa 268 - Nicely renovated oceanfront close to ...

Hilton Head Island
Seaside Villa 268 - Nicely renovated oceanfront close to dining & shopping Beautifully decorated, t...
Condo 1 / 1 / 6

*
Online booking available

$99 - $184
Per Night

$445 - $920
Per Week

104 Northshore Place- 2 BR Villa just 100 Yards to the Be...

Hilton Head Island
104 Northshore Place- 2 BR Villa just 100 Yards to the Beach! This ocean oriented 2 bedroom, 2 bath...
Villa 2 / 2 / 6

*
Online booking available

$140 - $220
Per Night

$553 - $1903
Per Week

Ocean One 203 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 203 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$270 - $620
Per Night

$1350 - $3100
Per Week

6304 Hampton Place- Oceanfront Views, Pool, Spa & So Much...

Hilton Head Island
6304 Hampton Place- Oceanfront Views, Pool, Spa & So Much More! This romantic Hampton Place rental ...
Villa 1 / 2 / 4

*
Online booking available

$200 - $240
Per Night

$770 - $2175
Per Week

Hilton Head Beach Villa 12 - Spacious and cozy Ocean view...

Hilton Head Island
Hilton Head Beach Villa 12 - Spacious and cozy Ocean view Townhome w/carport Located oceanfront on ...
Condo 3 / 3 / 8

*
Online booking available

$204 - $474
Per Night

$1020 - $2370
Per Week

Ocean Club Villa 41 -Fabulous Oceanfront View, Just a few...

Hilton Head Island
Ocean Club Villa 41 -Fabulous Oceanfront View, Just a few steps to the sand! Welcome to Ocean Club ...
Condo 2 / 2 / 6

*
Online booking available

$187 - $339
Per Night

$935 - $1695
Per Week

Ocean Dunes Villa 409 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 409 - 2 BR 2 BA Oceanfront Flat Hilton Head Completely remodeled, 409 Ocean Dunes...
Condo 2 / 2 / 6

*
Online booking available

$202 - $372
Per Night

$1010 - $1860
Per Week

5 Juniper Lane-Pretty 3rd Row Ocean.

Hilton Head Island
Gorgeous newly renovated *pet-friendly home. Just a short walk to the beach, this 3rd-row ocean 5 b...
Home 5 / 3 / 14

*
Online booking available

$400 - $400
Per Night

$1783 - $5741
Per Week

31 Crabline Court: Singleton Beach, Near Ocean, Pet Friendly

Hilton Head Island
This beautiful pet friendly home features a covered pool and a fenced in backyard, perfect for famil...
Home 5 / 4.5 / 14

*
Online booking available

$385 - $740
Per Night

$2695 - $5145
Per Week

Fabulous Ocean Views from this 2 Bedroom Villa in Shorewood

Hilton Head Island
**Shorewood 539** This nicely appointed villa offers beautiful views of the Atlantic Ocean. Walk ...
Villa 2 / 2 / 6

*
Online booking available

$230 - $375
Per Night

$1000 - $2100
Per Week

Hampton Place 6506

Hilton Head Island
Hampton Place 6506 is an ocean view two-bedroom condo located in Palmetto Dunes. This condo is locat...
Villa 2 / 2 / 6

*
Online booking available

$305 - $660
Per Night

$1540 - $3290
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

Racquet Club Villas 2340

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) Racquet Club Villa 2340 is a two ...
Villa 2 / 2 / 6

*
Online booking available

$135 - $415
Per Night

$665 - $2100
Per Week

Beach & Tennis Admirals Row 105, Ocean Front, 1 Bedroom, ...

Hilton Head Island
The Hilton Head Beach and Tennis Resort is your final destination for fun during your vacation. When...
Condo 1 / 1 / 6

*
Online booking available

$109 - $219
Per Night

$766 - $1531
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