Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Hilton Head Island Villa

Hilton Head Island
Brigantine Quarters is located on the south end of Hilton Head Island in Shipyard Plantation with gr...
Villa 2 / 2 / 6

$700 - $900
Per Week

Fabulous Top Floor Villa on the Beach with Sound/ Ocean V...

Hilton Head Island
Fabulous Top Floor Villa on the Beach with Sound/ Ocean Views at South Beach! **Beachside Tennis 18...
Villa 2 / 2 / 6

*
Online booking available

$250 - $360
Per Night

$1100 - $2750
Per Week

Beach Villa 9 -3 bedrooms Oceanside-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

$140 - $246
Per Night

$980 - $2538
Per Week

Crown Reef 2 bed 2 bath villa minutes from the beach.

Hilton Head Island
Our relaxing 2 bedroom, 2 bath Crown Reef villa is a first floor end unit in family-centered Port Ro...
Villa 2 / 2 / 8

$111 - $154
Per Night

$780 - $1080
Per Week

Seascape Villa 3088-Beautifully Decorated, Relaxing Atmos...

Hilton Head Island
Seascape Villa 3088-Beautifully Decorated, Relaxing Atmosphere This nicely decorated villa has all ...
Condo 3 / 2 / 8

*
Online booking available

$175 - $310
Per Night

$875 - $1550
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

2 BR Oceanfront 2nd Floor Villa with Private Oceanfront B...

Hilton Head Island
2 BR Oceanfront 2nd Floor Villa with Private Oceanfront Balcony! **Shorewood 203** This lovely 2...
Villa 2 / 2 / 6

*
Online booking available

$260 - $350
Per Night

$1300 - $2800
Per Week

62 Night Heron-Fully renovated top/bottom, super Cute & Q...

Hilton Head Island
62 Night Heron-Fully renovated top/bottom, super Cute & Quick walk to beach Ideally located for a s...
Home 3 / 2 / 6

*
Online booking available

$180 - $220
Per Night

$895 - $2221
Per Week

Beach Villa 13 - Oceanside Updated 3 Bedroom Townhouse

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

*
Online booking available

$140 - $246
Per Night

$980 - $2538
Per Week

105 Beachwalk-Fully 1st Floor. Quick walk to Beach Club &...

Hilton Head Island
105 Beachwalk-Fully 1st Floor. Quick walk to Beach Club & Fido Friendly This 1st floor 2 bedroom, 2...
Villa 2 / 2 / 6

*
Online booking available

$120 - $159
Per Night

$595 - $1631
Per Week

Seaside Villa 268 - Nicely renovated oceanfront close to ...

Hilton Head Island
Seaside Villa 268 - Nicely renovated oceanfront close to dining & shopping Beautifully decorated, t...
Condo 1 / 1 / 6

*
Online booking available

$115 - $200
Per Night

$525 - $1000
Per Week

2nd Row Ocean - 5 Bedroom, 5.5 Bath Home with Pool & Spa

Hilton Head Island
**Mooring Buoy 164** This exquisite 2nd Row Ocean Home is just steps from the beach and features ...
Home 5 / 5.5 / 14

*
Online booking available

$750 - $1360
Per Night

$3750 - $10000
Per Week

Walk to Harbour Town! 2Br Lagoon-Front Villa w/ Pool, Ten...

Hilton Head Island
Walk to Harbour Town! 2Br Lagoon-Front Villa w/ Pool, Tennis & Balconies Located in the coveted Sea...
Villa 2 / 2.5 / 5

*
Online booking available

$99 - $322
Per Night

$717 - $2257
Per Week

Springwood Villas 26 - Beautifully Updated! Just Minutes ...

Hilton Head Island
Springwood Villas 26 - Beautifully Updated! Just Minutes To The Beach!! Remodeling in process which...
Condo 3 / 3.5 / 10

*
Online booking available

$230 - $350
Per Night

$1150 - $1750
Per Week

Seaside Villa #318 Charming with Beautiful Ocean View, Ju...

Hilton Head Island
Seaside Villa #318 Charming with Beautiful Ocean View, Just steps to Beach! This villa has a 5 nigh...
Villa 1 / 1 / 4

*
Online booking available

$110 - $205
Per Night

$525 - $1025
Per Week

36 Kingston Road - Pool, Spa and Golf Course Views.

Hilton Head Island
Close proximity to the beach, world renowned Van der Meer Tennis Resort, and excellent views of the ...
Home 4 / 3 / 9

*
Online booking available

$240 - $320
Per Night

$1195 - $3507
Per Week

Surf Court 7 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2.5 / 6

*
Online booking available

$100 - $123
Per Night

$700 - $1225
Per Week

Surf Court 53 - Perfect Family Retreat - 2 BRs 2 1/2 Baths

Hilton Head Island
Surf Court is an ocean-oriented complex, 1 block to the beach. Surf Court 53 is a 2 story townhouse...
Condo 2 / 2.5 / 6

*
Online booking available

$100 - $119
Per Night

$700 - $1270
Per Week

Harbour Town Club 1264

Hilton Head Island
Harbour Town Club 1264 is a four bedroom town home located in the heart of Harbour Town in Sea Pines...
Villa 4 / 4 / 12

*
Online booking available

$250 - $1525
Per Night

$1260 - $7630
Per Week

Lighthouse Tennis 2413

Hilton Head Island
Lighthouse Tennis 2413 is a two bedroom condo located just a short walk from Harbour Town in Sea Pin...
Villa 2 / 2 / 6

*
Online booking available

$125 - $465
Per Night

$630 - $2345
Per Week

South Beach Club 1903

Hilton Head Island
This exclusive condo has a million dollar view! Overlooking the Calibogue Sound and pool, this updat...
Villa 3 / 2 / 6

*
Online booking available

$315 - $795
Per Night

$1610 - $3990
Per Week

Evian 135, 2 Bedroom, Golf Views, Pool, Pet Friendly, Sle...

Hilton Head Island
Surround yourself with elegant furnishings and lush garden views in this European-inspired unit. You...
Condo 2 / 2 / 6

*
Online booking available

$84 - $221
Per Night

$586 - $1550
Per Week

29-B Dune Lane - Oceanfront

Hilton Head Island
29-B Dune Lane is currently under reconstruction and will be available for rentals starting in April...
Home 5 / 6.5 / 16

*
Online booking available

$7196 - $16426
Per Week

5301 Treetops, 2 Bedroom Villa, Sleeps 6, Pool, Tennis, B...

Hilton Head Island
5301 Treetops, a two bedroom, two and a half bathroom, is an ideal condo for your next family vacati...
Condo 2 / 2.5 / 6

*
Online booking available

$90 - $236
Per Night

$633 - $1654
Per Week

2 bedroom 2 Bath Island Club 1305 - Ocean View

Hilton Head Island
Only steps from the beach, 1305 Island Club, is a third floor villa in the Atlantis building which h...
Condo 2 / 2 / 7

*
Online booking available

$199 - $339
Per Night

$995 - $1695
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