Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Shorewood 536

Hilton Head Island
2BD/2BA 5th Floor Pool & Ocean Front villa. King, Queen & Twin. Sleep Sofa (sofa linens for a fee) O...
Villa 2 / 2 / 6

*
Online booking available

$220 - $420
Per Night

$1100 - $2100
Per Week

62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min wa...

Hilton Head Island
62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min walk to the ocean These cozy, 3 bedroom, 2 b...
Villa 3 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Shorewood 507

Hilton Head Island
3 BD/3 BA oceanfront villa. King, 2 Twin beds and 2 Twin beds. Large Oceanfront Pool, Hot Tub & B...
Villa 3 / 3 / 6

*
Online booking available

$265 - $530
Per Night

$1325 - $2650
Per Week

Beach Villa 9 - Oceanside Townhouse-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

$235 - $395
Per Night

$1175 - $1975
Per Week

The Greens 167

Hilton Head Island
2 BD/ 2.5 BA townhouse with golf course view. King & 2 Twin beds plus Sleep Sofa ( linens for a fee)...
Villa 2 / 3 / 6

*
Online booking available

$155 - $230
Per Night

$775 - $1150
Per Week

105 Beachwalk - Fully Renovated and 5 minutes walk to the...

Hilton Head Island
105 Beachwalk - Fully Renovated and 5 minutes walk to the beach. Within earshot of the rolling surf...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

Painted Bunting 1

Hilton Head Island
3 BD/3 BA 4th row ocean home. 2 Kings, Queen & Twin plus Sleep Sofa.Private Pool (can be heated for ...
Home 3 / 3 / 9

*
Online booking available

$350 - $770
Per Night

$1750 - $3850
Per Week

Beach Villa 13 - Oceanside Townhouse - Recently Updated

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Beach Villa 13 e...
Condo 3 / 4 / 8

*
Online booking available

$235 - $395
Per Night

$1175 - $1975
Per Week

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

Feb 22 - Apr 26   **********20% ADVANCE BOOKING DISCOUNT... ************

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

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

Captains Walk 481

Hilton Head Island
2 BD/2 BA fifth floor oceanfront villa. King and 2 Twin beds. (Sleep sofa linens provided for addit...
Villa 2 / 2 / 6

*
Online booking available

$220 - $440
Per Night

$1100 - $2200
Per Week

217 Breakers - 2nd Floor Oceanfront - What a view!

Hilton Head Island
EXTRA WINDOWS, EXTRAORDINARY VIEWS! Recently renovated, this 1 bedroom, 1 bath, 2nd floor OCEANFRO...
Villa 1 / 1 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1195
Per Week

2201 Seacrest - 1 Bedroom, 2 Full Bath and Fully Renovated.

Hilton Head Island
This very cute 1 bedroom, 2 baths SeaCrest Villa is beautifully decorated in bright cheery colors. ...
Villa 1 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

1127 Harbourtown Green - Spectacular views 3BR penthouse ...

Hilton Head Island
1127 Harbourtown Green - Spectacular views 3BR penthouse w/ Hot Tub! This spectacular 2 story penth...
Villa 3 / 3 / 8

*
Online booking available

$428 - $428
Per Night

$2995 - $18000
Per Week

Courtside 92 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 3 / 6

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

Surf Court 31 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 3 / 2.5 / 8

*
Online booking available

$190 - $279
Per Night

$950 - $1395
Per Week

1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, ...

Hilton Head Island
1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, Marina & Tennis Light, African touches eve...
Villa 4 / 4 / 8

*
Online booking available

$185 - $299
Per Night

$1295 - $2395
Per Week

371 SeaSide Villas

Hilton Head Island
371 SeaSide Villas Unit Description: Relax in this 1 bedroom condo with a living, dining, and kitch...
Condo 1 / 1 / 4

*
Online booking available

$109 - $999
Per Night

$763 - $6993
Per Week

22 Surf Scoter - 3 Bedroom 3rd Row ocean beach home.

Hilton Head Island
This 3 bedroom, 3 bath traditional Sea Pines beach home with private pool is just 3rd row from the o...
Home 3 / 3 / 6

*
Online booking available

$142 - $142
Per Night

$995 - $2795
Per Week

459 Plantation Club - Quick walk to the Sea Pines Beach C...

Hilton Head Island
459 Plantation Club - Quick walk to the Sea Pines Beach Club - 3 BRs. These 3 Bedroom, 3.5 Bath spa...
Villa 3 / 4 / 9

*
Online booking available

$114 - $228
Per Night

$795 - $1795
Per Week

Haul Away 33

Hilton Head Island
4 BD/ 3.5 BA elevated multi-story home with golf course view. 2 Kings & 4 Twins. Private Pool (can ...
Home 4 / 4 / 10

*
Online booking available

$295 - $600
Per Night

$1475 - $3000
Per Week

Gadwall 3

Hilton Head Island
4 BD/ 4 BA 2nd Row Ocean. King, King, Queen & Trundle, Queen & Trundle. Private Pool (can b...
Home 4 / 4 / 12

*
Online booking available

$500 - $1200
Per Night

$2500 - $6000
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

Courtside 97 - 1st Floor Flat - Short walk to the Beach

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

Ocean One 321 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 321 enjoy panoramic v...
Condo 3 / 3 / 7

*
Online booking available

$285 - $515
Per Night

$1425 - $2575
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