Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Schooner Court 741

Hilton Head Island
2 BD/ 2.5 BA townhouse overlooking the Calibogue Sound. King & 2 Twins. Harbour Town Pool Access. ...
Villa 2 / 3 / 4

*
Online booking available

$220 - $600
Per Night

$1100 - $3000
Per Week

105 Beachwalk-Fully Renovated & Quick walk to the beach,A...

Hilton Head Island
105 Beachwalk-Fully Renovated & Quick walk to the beach,Avail 8/16 & 8/23 wks Within earshot of the...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

Battery 21

Hilton Head Island
4BD/4BA home on 5th Fairway of Harbour Town Golf Links. King, King, Queen & 2 Twins. Sleep Sofa line...
Home 4 / 4 / 10

*
Online booking available

$375 - $1200
Per Night

$1875 - $6000
Per Week

Schooner Court 704

Hilton Head Island
4BD/4.5BA Townhouse with breathtaking views of Calibogue Sound.Located in the Heart of Harbourtown, ...
Villa 4 / 5 / 8

*
Online booking available

$275 - $1300
Per Night

$1375 - $6500
Per Week

Surf Scoter 12

Hilton Head Island
4 BD/4 BA, 4th row ocean, two story home. Screened porch. 2 Kings, Queen, Queen & Twin beds. Slee...
Home 4 / 4 / 11

*
Online booking available

$420 - $920
Per Night

$2100 - $4600
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...
Home 3 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
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

$200 - $395
Per Night

$995 - $1975
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

$200 - $395
Per Night

$995 - $1975
Per Week

Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Beautifully decorated, this one bedro...
Condo 1 / 1 / 6

*
Online booking available

$115 - $190
Per Night

$500 - $950
Per Week

Shorewood 539

Hilton Head Island
2 BD/ 2 BA 5th floor ocean view villa. King, Queen & Sleep Sofa. (sofa linens rentable for $25 fee) ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $350
Per Night

$1000 - $1750
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

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

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 6

*
Online booking available

$120 - $195
Per Night

$550 - $975
Per Week

2415 Seacrest - 4th Floor,Ocean View. Available 8/16 & 8/...

Hilton Head Island
2415 Seacrest - 4th Floor,Ocean View. Available 8/16 & 8/23 weeks This beautiful 4th Floor 3 Bedroo...
Villa 3 / 3 / 9

*
Online booking available

$199 - $199
Per Night

$1395 - $3595
Per Week

89 Dune Lane-Oceanfront - 7 BRs, Available 8/23 & 8/30 we...

Hilton Head Island
89 Dune Lane-Oceanfront - 7 BRs, Available 8/23 & 8/30 weeks. A magnificent 7 bedroom*, 7.5 bath oc...
Home 7 / 8 / 19

*
Online booking available

$5695 - $15300
Per Week

Pelican 7

Hilton Head Island
4 BD/3 Ba Home. King, Queen, 2 Fulls & 2 Twins. Sleep sofa. (Sofa linens available for $25 fee) P...
Home 4 / 3 / 12

*
Online booking available

$400 - $880
Per Night

$2000 - $4400
Per Week

36 Kingston Road - Pretty, 4 Bedrooms Home w/ Pool & Spa.

Hilton Head Island
What a great home!! This 4 bedroom, 3 bath home with large *HEATED pool and Spa has an awesome view ...
Home 4 / 3 / 9

*
Online booking available

$171 - $171
Per Night

$1195 - $3095
Per Week

206 Barrington Arms- Oceanfront Views. Available August w...

Hilton Head Island
206 Barrington Arms- Oceanfront Views. Available August weeks. Enjoy a fabulous vacation in the lux...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

Beautiful 2 bedroom Oceanview villa in Palmetto Dunes

Hilton Head Island
This two bedroom oceanfront , 2nds floor villa has been completely renovation with all new cabinets...
Villa 2 / 2 / 6

*
Online booking available

$1195 - $2495
Per Week

Ocean One 209 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 209 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$170 - $359
Per Night

$850 - $1795
Per Week

Racquet Club 2312 - Harbour Town Area One Level Condo

Hilton Head Island
Racquet Club is near the Sea Pines Center and the famous Harbour Town Yacht Basin. Both venues offer...
Condo 1 / 1 / 4

*
Online booking available

$120 - $189
Per Night

$595 - $945
Per Week

Beachwalk 125 - 3 BR Short Walk to the Beach - Renovatedt...

Hilton Head Island
Beachwalk 125 - 3 BR Short Walk to the Beach - Renovatedtownhouse Beachwalk condominiums are within...
Condo 3 / 4 / 8

*
Online booking available

$170 - $299
Per Night

$850 - $1495
Per Week

2 Bedroom 2 Bathroom Resort View Flat at Shorewood Villas

Hilton Head Island
Nicely decorated, this spacious two bedroom, two bath flat style apartment with a view of the resort...
Condo 2 / 2 / 6

*
Online booking available

$205 - $355
Per Night

$950 - $1600
Per Week

Seaside Villa 250 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Nicely Decorated!! This villa offers a separate bedroom with a queen size bed, fully equipped kitch...
Condo 1 / 1 / 6

*
Online booking available

$105 - $170
Per Night

$400 - $850
Per Week

8 Hilton Head Beach Villa-Oceanfront Villa Complex w/ Poo...

Hilton Head Island
8 Hilton Head Beach Villa-Oceanfront Villa Complex w/ Pool - Pretty Villa! Hilton Head Beach Villas...
Villa 3 / 3 / 8

*
Online booking available

$156 - $156
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