Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Luxurious Beachfront Villa, Water Views Free Bikes Wifi T...

Hilton Head Island
Luxurious Beachfront Villa, Water Views Free Bikes Wifi Tennis Pet Friendly BEACHFRONT TOWNHOUSE wi...
Villa 4 / 4 / 8

*
Online booking available

$256 - $625
Per Night

$1395 - $3795
Per Week

New Listing! Renovated 2 BR Treetops Villa, Free Bikes, P...

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

*
Online booking available

$85 - $128
Per Night

$495 - $1095
Per Week

45 Crabline Court: Singleton Beach, Near Ocean

Hilton Head Island
Please note these Check-in Day Requirements for this property: May 14 2016 - May 20 2016 : Saturday ...
Home 4 / 4 / 10

*
Online booking available

$410 - $715
Per Night

$2730 - $4725
Per Week

Colonnade Club 196

Hilton Head Island
3BD/3BA 2nd Floor Villa with Golf & Lagoon Views. King, Queen & 2 Twin Pool & Hot Tub on site. Gri...
Villa 3 / 3 / 6

*
Online booking available

$190 - $350
Per Night

$950 - $1750
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 - $82
Per Night

$485 - $485
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

$125 - $200
Per Night

$625 - $1000
Per Week

Comfortable First Floor End Unit. Walk to the Beach, Pool...

Hilton Head Island
Comfortable First Floor End Unit. Walk to the Beach, Poolside, Pet Friendly Setting The Price, Amen...
Villa 2 / 2 / 6

*
Online booking available

$85 - $128
Per Night

$495 - $1095
Per Week

Sea Spray 1

Hilton Head Island
4 BD/3 BA 3rd Row Ocean Home with Private Pool (can be heated for a fee)King, Queen, 2 Twins plus Ch...
Home 4 / 3 / 10

*
Online booking available

$320 - $750
Per Night

$1600 - $3750
Per Week

1 Collier Beach Road: Oceanview, Singleton Beach, Pet Fri...

Hilton Head Island
Please note these Check-in Day Requirements for this property: May 14 2016 - May 20 2016 : Saturday ...
Home 5 / 6.5 / 16

*
Online booking available

$640 - $1265
Per Night

$3955 - $8855
Per Week

Upscale Harbour Town Home, Private Pool, Free Bikes & Ten...

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

*
Online booking available

$228 - $1750
Per Night

$1395 - $7000
Per Week

Fairway Lane 71

Hilton Head Island
2 BD/2 BA villa w/ golf & lagoon view. King & 2 Twins. Sofa bed. (Sofa linens available $25 fee.) F...
Villa 2 / 2 / 6

*
Online booking available

$155 - $280
Per Night

$775 - $1400
Per Week

Ocean Club 31 - Updated 1st Floor Flat

Hilton Head Island
Stay Oceanside steps to the beach at Ocean Club. Guests staying at Ocean Club enjoy a beautifully l...
Condo 2 / 2 / 6

*
Online booking available

$159 - $319
Per Night

$795 - $1595
Per Week

Ocean Club Villa 36 - 2 BR 2 BA Oceanside Townhome Hilton...

Hilton Head Island
Ocean Club Villa 36 - 2 BR 2 BA Oceanside Townhome Hilton Head, Sc Wireless oceanfront complex on ...
Condo 2 / 2 / 6

*
Online booking available

$132 - $132
Per Night

$735 - $735
Per Week

New to rental market! Beautiful Renovated Plantation Club...

Hilton Head Island
New to rental market! Beautiful Renovated Plantation Club Villa Pet Friendly Plantation Club is loc...
Villa 2 / 2 / 8

*
Online booking available

$99 - $500
Per Night

$595 - $2000
Per Week

Walk to Beach, New Interior, Pet Friendly, Free Bikes, Po...

Hilton Head Island
Walk to Beach, New Interior, Pet Friendly, Free Bikes, Pool & Tennis Escape to the Beach! Looking ...
Condo 3 / 3 / 8

*
Online booking available

$114 - $156
Per Night

$695 - $1495
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 ...
Home 2 / 1 / 6

*
Online booking available

$130 - $195
Per Night

$910 - $1365
Per Week

38 Crabline Court- Near Ocean, Pet Friendly, Pool

Hilton Head Island
Please note these Check-in Day Requirements for this property: May 14 2016 - May 20 2016 : Saturday ...
Home 5 / 4 / 14

*
Online booking available

$450 - $770
Per Night

$2870 - $5145
Per Week

Surf Court 71 - Pet Friendly 2 bedroom 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

$115 - $205
Per Night

$575 - $1025
Per Week

Upscale Interior. Private Back Deck. Free Bikes Pool Tenn...

Hilton Head Island
Upscale Interior. Private Back Deck. Free Bikes Pool Tennis Pet Friendly Escape to the Beach! New D...
Villa 2 / 2.5 / 6

*
Online booking available

$85 - $128
Per Night

$495 - $1095
Per Week

Spacious Townhouse, Walk to Beach & Pool, Free Bikes & Te...

Hilton Head Island
Spacious Townhouse, Walk to Beach & Pool, Free Bikes & Tennis, Pet Friendly This Fabulous 3 Bedroom...
Villa 3 / 3 / 8

*
Online booking available

$114 - $156
Per Night

$695 - $1495
Per Week

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

Hilton Head Island
Please note these Check-in Day Requirements for this property: May 14 2016 - May 20 2016 : Saturday ...
Home 5 / 4.5 / 14

*
Online booking available

$450 - $770
Per Night

$2870 - $5145
Per Week

Beautiful 2 BR beach oriented villa. Pet friendly, free b...

Hilton Head Island
Beautiful 2 BR beach oriented villa. Pet friendly, free bikes and tennis The following amenities ar...
Condo 2 / 2.5 / 6

*
Online booking available

$85 - $128
Per Night

$495 - $1095
Per Week

Oversized 2 Bd Jewel, Walk to Beach, Free Tennis, Free Bi...

Hilton Head Island
Oversized 2 Bd Jewel, Walk to Beach, Free Tennis, Free Bikes, Pet Friendly This beautiful unit come...
Villa 2 / 2 / 6

*
Online booking available

$99 - $142
Per Night

$595 - $1195
Per Week

New To Market! Beautiful Sea Pines Home. Private Pool, Go...

Hilton Head Island
New To Market! Beautiful Sea Pines Home. Private Pool, Golf Views, Free Bikes ALL NEW BATHROOMS, RE...
Home 3 / 2.5 / 8

*
Online booking available

$228 - $500
Per Night

$1395 - $3095
Per Week

Luxurious Renovated Sea Pines Home. Everything is new! Fr...

Hilton Head Island
Luxurious Renovated Sea Pines Home. Everything is new! Free Bikes & Tennis Lagoon Views Short ride...
Home 3 / 2 / 8

*
Online booking available

$156 - $550
Per Night

$1095 - $2695
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