Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

4br -Direct Oceanfront Home..Private Pool and Spa

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

Fairway Lane 104

Hilton Head Island
2BD/2BA golf view villa . Queen & 2 Twins. Putting Green & Tennis on site. Sofa bed (sofa linens p...
Villa 2 / 2 / 6

*
Online booking available

$155 - $230
Per Night

$775 - $1150
Per Week

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

$199 - $850
Per Night

$1395 - $3695
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 Bike to Beach, Vacation ...
Home 4 / 4 / 8

*
Online booking available

$199 - $1750
Per Night

$1395 - $7000
Per Week

Pristine End Unit, Golf Views, Easy Pool Access, Close to...

Hilton Head Island
Pristine End Unit, Golf Views, Easy Pool Access, Close to Beach, Pet Friendly THIS VILLA IS ONLY AV...
Villa 2 / 2 / 6

*
Online booking available

$500 - $500
Per Night

$595 - $2000
Per Week

Comfortable Beach Townhome In The Heart of all the Hilton...

Hilton Head Island
Comfortable Beach Townhome In The Heart of all the Hilton Head Action! Escape to the Beach! First ...
Villa 3 / 3 / 8

*
Online booking available

$99 - $156
Per Night

$695 - $1395
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

$71 - $128
Per Night

$495 - $995
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 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Oversized 2 Bd Jewel, Walk to Beach, 20 yds to Pool, Free...

Hilton Head Island
Oversized 2 Bd Jewel, Walk to Beach, 20 yds to Pool, Free Bikes, Pet Friendly Queens Grant 671 is a...
Villa 2 / 2 / 6

*
Online booking available

$71 - $142
Per Night

$495 - $1095
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

$71 - $128
Per Night

$495 - $995
Per Week

Harbour Town Haven, New to Market 3 Bb Villa in the heart...

Hilton Head Island
Harbour Town Haven, New to Market 3 Bb Villa in the heart of Sea Pines Action #805 Clipper Court W...
Villa 3 / 3 / 6

*
Online booking available

$114 - $800
Per Night

$795 - $3200
Per Week

Night Heron 10

Hilton Head Island
1 BD/1 BA freestanding villa with landscape view. Queen bed plus SleepSofa. (Sofa bed linens rentabl...
Villa 1 / 1 / 4

*
Online booking available

$125 - $165
Per Night

$625 - $825
Per Week

Sea Pines Home Ocean Views, 80 Yds to Beach Free Bikes Te...

Hilton Head Island
Sea Pines Home Ocean Views, 80 Yds to Beach Free Bikes Tennis Pet Friendly 80 Yards to Beach - P...
Home 4 / 3 / 8

*
Online booking available

$156 - $750
Per Night

$1095 - $3000
Per Week

South Beach Lane 47

Hilton Head Island
4 BD/ 2 BA 5th Row Ocean home adjacent to the beach walk. King, King, Double & 2 Twin beds. Free Mem...
Home 4 / 2 / 8

*
Online booking available

$270 - $440
Per Night

$1350 - $2200
Per Week

Genoa Court 3

Hilton Head Island
5 BD/ 5 BA home with Private Pool* & Spa* (*can be heated for a fee) King,King, King, Queen & 3 Twin...
Home 5 / 5 / 11

*
Online booking available

$500 - $2000
Per Night

$2500 - $10000
Per Week

Quiet End Unit Townhome, Pet Friendly, Free Bikes, Tennis...

Hilton Head Island
Quiet End Unit Townhome, Pet Friendly, Free Bikes, Tennis Walk to Beach, Pool Be Right in the Middl...
Villa 3 / 3 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1395
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 / 3 / 6

*
Online booking available

$110 - $200
Per Night

$550 - $1000
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 - $700
Per Night

$1600 - $3500
Per Week

Sea Pines Home near the Pool & Action, Free Bikes, Tennis...

Hilton Head Island
Sea Pines Home near the Pool & Action, Free Bikes, Tennis, Pet Friendly In the heart of all the act...
Home 3 / 2 / 8

*
Online booking available

$128 - $750
Per Night

$895 - $3000
Per Week

New to Market! Ocean Club Villa. Pool, Free Bikes, Wifi. ...

Hilton Head Island
New to Market! Ocean Club Villa. Pool, Free Bikes, Wifi. Steps to the beach. Location, Location, Lo...
Villa 2 / 2 / 5

*
Online booking available

$114 - $171
Per Night

$795 - $1495
Per Week

Red Maple 20

Hilton Head Island
4 BD/4 BA two story home with Private Pool* & Spa* (*can be heated for a fee). Golf & Lagoon Views. ...
Home 4 / 4 / 12

*
Online booking available

$330 - $600
Per Night

$1650 - $3000
Per Week

Regal Sea Pines Home, Free Pool Bikes Tennis Pet Friendly

Hilton Head Island
LARGE PRIVATE SEA PINES HOME WITH FENCED YARD 4 Bedroom, 4 Bath Home. 5 Minute Drive To The Beach ...
Home 4 / 4 / 10

*
Online booking available

$128 - $800
Per Night

$895 - $3200
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 / 5 / 10

*
Online booking available

$199 - $500
Per Night

$1395 - $3695
Per Week

Poolside 2nd Story End Unit Villa, Walk to Beach, Free Bi...

Hilton Head Island
Poolside 2nd Story End Unit Villa, Walk to Beach, Free Bikes, Pet Friendly Your next Hilton Head Va...
Villa 2 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
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