Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$139 - $179
Per Night

$495 - $1095
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 This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$119 - $159
Per Night

$495 - $995
Per Week

2 Red Cardinal

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 04 2016 - Aug 26 2016 : Saturday ...
Home 6 / 4 / 12

*
Online booking available

$475 - $1195
Per Night

$3325 - $8365
Per Week

1 Duckhawk Road

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 04 2016 - Aug 26 2016 : Saturday ...
Home 4 / 4 / 10

*
Online booking available

$570 - $1060
Per Night

$3990 - $7420
Per Week

Canvas Back 12

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Home 5 / 4 / 14

*
Online booking available

$610 - $1275
Per Night

$3045 - $6440
Per Week

46 Lagoon Road

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 04 2016 - Aug 26 2016 : Saturday ...
Home 3 / 2 / 8

*
Online booking available

$285 - $475
Per Night

$1995 - $3325
Per Week

New To Market! Pet Friendly 3 BR Heritage Villa, Free Bik...

Hilton Head Island
New To Market! Pet Friendly 3 BR Heritage Villa, Free Bikes and Tennis 2301 Heritage Villas Prime ...
Villa 3 / 3 / 8

*
Online booking available

$189 - $750
Per Night

$845 - $3000
Per Week

Beachwalk 207 -Townhouse-Spacious 1 Bedroom Condo

Hilton Head Island
Beachwalk 207 is a 1bedroom 2 bath condo in the quiet community in Shipyard Plantation. From this c...
Condo 1 / 2 / 4

*
Online booking available

$130 - $200
Per Night

$650 - $1000
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

$119 - $159
Per Night

$495 - $995
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

$139 - $199
Per Night

$595 - $1195
Per Week

New to Market! Pet Friendly Evian Villa. Free Bikes, Tenn...

Hilton Head Island
New to Market! Pet Friendly Evian Villa. Free Bikes, Tennis, Pool Sleeps 6 2 Bedroom Evian Villa...
Villa 2 / 2.5 / 6

*
Online booking available

$139 - $199
Per Night

$595 - $1195
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

$159 - $219
Per Night

$695 - $1495
Per Week

219 Cordillo Pkwy.

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jan 01 2016 - Dec 31 2025 : Saturday ...
Home 4 / 4 / 8

*
Online booking available

$305 - $730
Per Night

$2135 - $4375
Per Week

4 Driftwood Lane

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 04 2016 - Aug 26 2016 : Saturday ...
Home 6 / 4.5 / 14

*
Online booking available

$475 - $1195
Per Night

$3325 - $8365
Per Week

71 Heritage Road

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 04 2016 - Aug 26 2016 : Saturday ...
Home 3 / 2 / 8

*
Online booking available

$285 - $495
Per Night

$1995 - $3465
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 - $375
Per Night

$1000 - $1500
Per Week

Moorings 0910

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Villa 2 / 3 / 8

*
Online booking available

$180 - $355
Per Night

$945 - $1785
Per Week

81 Ocean Breeze, All brand new furnishings. Free Bikes, p...

Hilton Head Island
81 Ocean Breeze, All brand new furnishings. Free Bikes, pool, tennis. Dogs Ok This unit is brand ne...
Condo 2 / 2.5 / 6

*
Online booking available

$119 - $159
Per Night

$495 - $995
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

$199 - $500
Per Night

$895 - $2095
Per Week

Beautiful Spotless 148 Windward Villa, Golf Views, Free B...

Hilton Head Island
Beautiful Spotless 148 Windward Villa, Golf Views, Free Bikes, Pool, Hot Tub This charming villa is...
Villa 2 / 2.5 / 4

*
Online booking available

$139 - $179
Per Night

$495 - $1095
Per Week

20 Knotts Way

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 04 2016 - Aug 26 2016 : Saturday ...
Home 6 / 6.5 / 16

*
Online booking available

$570 - $1440
Per Night

$3990 - $10080
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

13 Governors Rd. Sea Pines Home, Free Pool Bikes Tennis P...

Hilton Head Island
13 Governors Rd. Sea Pines Home, Free Pool Bikes Tennis Pet Friendly LARGE PRIVATE SEA PINES HOME W...
Home 4 / 3.5 / 10

*
Online booking available

$199 - $625
Per Night

$895 - $2500
Per Week

2 Bedroom Pet Friendly Ground Floor Villa with Golf Views!

Hilton Head Island
**104 Fairway Lane** This lovely villa offers tranquil Lagoon and Golf course views. The villa fe...
Villa 2 / 2 / 6

*
Online booking available

$165 - $290
Per Night

$825 - $1400
Per Week

Lighthouse Tennis 2374

Hilton Head Island
Please note these Check-in Day Requirements for this property: May 20 2017 - Jun 30 2017 : Saturday ...
Villa 1 / 1 / 2

*
Online booking available

$130 - $265
Per Night

$700 - $1365
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