Hilton Head Island Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Springwood 97 - Forest Beach 1st Floor Flat

Hilton Head Island
Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 97 is...
Apartment 3 / 3 / 8

*
Online booking available

$150 - $265
Per Night

$750 - $1325
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 / 3 / 8

*
Online booking available

$199 - $430
Per Night

$995 - $2150
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

$90 - $125
Per Night

$425 - $675
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

$199 - $430
Per Night

$995 - $2150
Per Week

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$95 - $135
Per Night

$475 - $725
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

Seaside Villa 304 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Seaside 304 is a one bedroom, one bath ocean side condo with an efficiency kitchen, living and dini...
Condo 1 / 1 / 5

*
Online booking available

$80 - $110
Per Night

$325 - $600
Per Week

Seascape Villa 3009, 2 bedroom, 2 bath, resort view

Hilton Head Island
Seascape 3009 is nicely decorated two story town home located across the street from one of the best...
Condo 2 / 2 / 6

*
Online booking available

$77 - $97
Per Night

$435 - $560
Per Week

Seascape Villa 3251, 2 bedroom, 2 bath, lagoon view

Hilton Head Island
Seascape Villas offers a relaxing atmosphere with naturally landscaped grounds with walking trails, ...
Condo 2 / 2 / 4

*
Online booking available

$77 - $97
Per Night

$435 - $560
Per Week

Lake Forest 3304 - Sea Pines One Level Condo

Hilton Head Island
Lake Forest is a quiet community adjacent to the 600 acre Sea Pines Forest Preserve which features t...
Condo 2 / 2 / 6

*
Online booking available

$145 - $225
Per Night

$725 - $1125
Per Week

2 BR 2 BA Poolside Flat at Xanadu Villas, Hilton Head, Sc

Hilton Head Island
Internet Access!! This villa is a flat style apartment that offers two bedrooms and two bathrooms a...
Condo 2 / 2 / 6

*
Online booking available

$77 - $176
Per Night

$435 - $910
Per Week

Ocean Dunes Villa 220 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 220 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc This one bedroom villa has a full...
Condo 1 / 1 / 6

*
Online booking available

$95 - $135
Per Night

$475 - $725
Per Week

Ocean One 202 - Oceanside 2nd Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 4 / 4 / 10

*
Online booking available

$259 - $545
Per Night

$1295 - $2725
Per Week

Ocean Club 40 - Rooftop Deck!! Ocean Front

Hilton Head Island
With an over 660 square ft. rooftop deck plus a deck off of the living room area, guests staying in ...
Condo 3 / 3 / 7

*
Online booking available

$239 - $540
Per Night

$1195 - $2700
Per Week

Ocean One 211 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 211 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$239 - $540
Per Night

$1195 - $2700
Per Week

Ocean One 419 -Updated Lovely Oceanfront 4th Floor Condo

Hilton Head Island
Ocean One 419 is OCEAN FRONT on the FOURTH FLOOR of a five story elevator building. This 3 bedroom ...
Condo 3 / 3 / 10

*
Online booking available

$259 - $580
Per Night

$1295 - $2900
Per Week

Surf Court 64 - Stunning Beach Condo - Short Walk to the ...

Hilton Head Island
Surf Court 64 - Stunning Beach Condo - Short Walk to the Ocean. Surf Court is an ocean-oriented com...
Condo 2 / 2.5 / 6

*
Online booking available

$115 - $205
Per Night

$575 - $1025
Per Week

Ocean Dunes Villa 302 - 1 BR 1 BA Oceanview Flat Hilton H...

Hilton Head Island
Ocean Dunes Villa 302 - 1 BR 1 BA Oceanview Flat Hilton Head, Sc This nicely furnished one bedroom ...
Condo 1 / 1 / 6

*
Online booking available

$80 - $115
Per Night

$375 - $625
Per Week

Surf Court 69 - Forest Beach Townhouse

Hilton Head Island
Surf Court is located 1 block to the beach and 1 block to Van Der Meer Tennis center. Vacationers s...
Condo 3 / 2.5 / 6

*
Online booking available

$165 - $285
Per Night

$825 - $1425
Per Week

1 Bedroom 1 Bathroom Oceanfront Flat at Ocean Dunes Villas

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 5

*
Online booking available

$95 - $135
Per Night

$475 - $725
Per Week

Beachwalk 109 - Shipyard Townhouse

Hilton Head Island
Beachwalk condominiums are within Shipyard Plantation, a private residental and resort community. Th...
Condo 2 / 2.5 / 6

*
Online booking available

$145 - $230
Per Night

$725 - $1150
Per Week

Courtside 65 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 5

*
Online booking available

$115 - $205
Per Night

$575 - $1025
Per Week

Surf Court 32 - 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

$175 - $299
Per Night

$875 - $1495
Per Week

Ocean Club 47 - Oceanfront 1st Floor Flat

Hilton Head Island
The beach is steps away from this oceanfront ground floor condo in South Forest Beach. With a privat...
Condo 2 / 2 / 6

*
Online booking available

$179 - $375
Per Night

$895 - $1875
Per Week

Surf Court 14 - Impressive Must See!! 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

$120 - $220
Per Night

$600 - $1100
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