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

$85 - $142
Per Night

$495 - $995
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

$85 - $156
Per Night

$495 - $1095
Per Week

25 Red Maple, Bike to Sea Pines Beach. Private Pool, Golf...

Hilton Head Island
25 Red Maple, Bike to Sea Pines Beach. Private Pool, Golf Views, Free Bikes ALL NEW BATHROOMS, REMO...
Home 3 / 2.5 / 8

*
Online booking available

$228 - $500
Per Night

$1395 - $2995
Per Week

11 Hilton Head Cabanas

Hilton Head Island
Please note these Check-in Day Requirements for this property: Dec 17 2015 - Dec 31 2024 : Saturday ...
Villa 2 / 1 / 6

*
Online booking available

$140 - $195
Per Night

$980 - $1365
Per Week

Shell Ring Road 63

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 03 2016 - Jun 28 2016 : Saturday ...
Home 3 / 3 / 6

*
Online booking available

$265 - $570
Per Night

$1365 - $3675
Per Week

Surf Court 71 - 2 bedroom Ground Floor Entry Townhouse

Hilton Head Island
Surf Court is located in Forest Beach just 1 block to the ocean. Surf Court #71 is a ground floor e...
Condo 2 / 2.5 / 6

*
Online booking available

$120 - $205
Per Night

$600 - $1025
Per Week

6 Sweet Gum Lane, near the Pool & Action, Free Bikes, Ten...

Hilton Head Island
6 Sweet Gum Lane, near the Pool & Action, Free Bikes, Tennis, Pet Friendly New additions for 2016 i...
Home 3 / 2 / 8

*
Online booking available

$142 - $500
Per Night

$895 - $2000
Per Week

Pet Friendly 5th Row Ocean Home in Sea Pines w/ Pool Acce...

Hilton Head Island
Pet Friendly 5th Row Ocean Home in Sea Pines w/ Pool Access at South Beach **South Beach Lane 47** ...
Home 4 / 2 / 8

*
Online booking available

$280 - $500
Per Night

$1400 - $2200
Per Week

4 Ocean Breeze Townhome, 3 Pools, Tennis, Beach, Pet Frie...

Hilton Head Island
4 Ocean Breeze Townhome, 3 Pools, Tennis, Beach, Pet Friendly Escape to the Beach! First Floor Mas...
Condo 3 / 3 / 8

*
Online booking available

$114 - $199
Per Night

$695 - $1395
Per Week

Luxurious Renovated 6 Cannon Row Home. Everything is new!...

Hilton Head Island
Luxurious Renovated 6 Cannon Row Home. Everything is new! Free Bikes & Tennis Lagoon Views Short r...
Home 3 / 2 / 8

*
Online booking available

$156 - $550
Per Night

$1095 - $2495
Per Week

3 BR Pet Friendly Townhouse with Lagoon & Golf Views. Bik...

Hilton Head Island
3 BR Pet Friendly Townhouse with Lagoon & Golf Views. Bike to the Beach! **Evian 240** This char...
Villa 3 / 3 / 8

*
Online booking available

$200 - $400
Per Night

$1000 - $1800
Per Week

Palatial Sea Pines Home. Great Golf Views & Private Pool....

Hilton Head Island
Palatial Sea Pines Home. Great Golf Views & Private Pool. Free Tennis Dogs Ok Breathtaking Views of...
Home 4 / 4.5 / 10

*
Online booking available

$256 - $514
Per Night

$1395 - $3595
Per Week

New Remodel! 78 Ocean Breeze Villa Free Bikes Tennis Pool...

Hilton Head Island
New Remodel! 78 Ocean Breeze Villa Free Bikes Tennis Pool Beach Pet Friendly Newly Renovated Kitche...
Condo 3 / 3 / 6

*
Online booking available

$114 - $199
Per Night

$695 - $1395
Per Week

8 Windjammer Harbour Town Home Private Pool, Free Bikes, ...

Hilton Head Island
8 Windjammer Harbour Town Home Private Pool, Free Bikes, Tennis, Pet Friendly T Bike to Beach, Vac...
Home 4 / 4 / 8

*
Online booking available

$228 - $1750
Per Night

$1395 - $7000
Per Week

8 Beach Arbor, End Unit Villa, Pool, Walk to Beach, Free ...

Hilton Head Island
8 Beach Arbor, End Unit Villa, Pool, Walk to Beach, Free Bikes, Pet Friendly Your next Hilton Head ...
Villa 2 / 2.5 / 6

*
Online booking available

$85 - $142
Per Night

$495 - $995
Per Week

45 Crabline Court: Singleton Beach, Near Ocean

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 25 2016 - Aug 05 2016 : Saturday ...
Home 4 / 4 / 10

*
Online booking available

$395 - $655
Per Night

$2625 - $4375
Per Week

Beautiful Views of Private Pool, Spa, Lagoon & Golf. Pet ...

Hilton Head Island
Beautiful Views of Private Pool, Spa, Lagoon & Golf. Pet Friendly Home! **Red Maple 20** This ch...
Home 4 / 4 / 12

*
Online booking available

$380 - $750
Per Night

$1900 - $3500
Per Week

523 Plantation Club, Beautifully Renovated, Free Bikes, P...

Hilton Head Island
523 Plantation Club, Beautifully Renovated, Free Bikes, Pool, Pet Friendly Plantation Club is locat...
Villa 2 / 2 / 8

*
Online booking available

$99 - $500
Per Night

$595 - $2000
Per Week

40 Ocean Breeze, Updated for 2016! Pet Friendly, Free Bik...

Hilton Head Island
40 Ocean Breeze, Updated for 2016! Pet Friendly, Free Bikes, Tennis & Pool Under new ownership! New...
Condo 3 / 3 / 8

*
Online booking available

$114 - $199
Per Night

$695 - $1395
Per Week

617 Queen's Grant, New Interior! Walk to Beach, Shopping,...

Hilton Head Island
617 Queen's Grant, New Interior! Walk to Beach, Shopping, Pet Friendly Features: 2 bedrooms 2 ful...
Villa 2 / 2 / 6

*
Online booking available

$99 - $156
Per Night

$595 - $1095
Per Week

26 Gunnery, Nicely Updated, Free Internet Bikes Tennis, P...

Hilton Head Island
26 Gunnery, Nicely Updated, Free Internet Bikes Tennis, Pet Friendly NEAR BEACH & OCEAN LAGOON VIE...
Home 3 / 3.5 / 8

*
Online booking available

$142 - $500
Per Night

$895 - $2000
Per Week

Beautiful 34 Ocean Breeze beach oriented. Pet friendly, f...

Hilton Head Island
Beautiful 34 Ocean Breeze beach oriented. Pet friendly, free bikes and tennis The following ameniti...
Condo 2 / 2.5 / 6

*
Online booking available

$85 - $142
Per Night

$495 - $995
Per Week

Carolina Beach Club 326 - 2 BR 2 BA Oceanside Flat

Hilton Head Island
This villa offers WIRELESSS INTERNET, two bedrooms, two bathrooms, full size kitchen, living and din...
Condo 2 / 2 / 6

*
Online booking available

$82 - $192
Per Night

$485 - $1085
Per Week

3BR/ 3 Bath, 2nd floor Pet Friendly Villa with Pool & Spa...

Hilton Head Island
3BR/ 3 Bath, 2nd floor Pet Friendly Villa with Pool & Spa on site. **Colonnade Club 196** Situat...
Villa 3 / 3.5 / 6

*
Online booking available

$200 - $400
Per Night

$1000 - $1750
Per Week

1 BR Villa in Sea Pines Walking Distance to the Beach & P...

Hilton Head Island
1 BR Villa in Sea Pines Walking Distance to the Beach & Pet Friendly! **Night Heron Villa 10** T...
Villa 1 / 1 / 4

*
Online booking available

$130 - $200
Per Night

$650 - $900
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