Perfect Places Vacation Rentals
Traveler Login Owner Login

Hilton Head Island Vacation Rentals

641 Hilton Head Island Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Hilton Head Island, Low Country Coast, South Carolina, United States.

Looking for South Carolina vacation rentals in other areas of the state? Click here. Or visit our home page for even more vacation rentals.
Destination:

Bedrooms (min)   Sleeps (min)
Interest: Accommodations:
Pet Friendly Internet
Online Booking Pool

Handicap Accessible


Select Arrival Dates
Arrival: Departure:

  Exclude unknown availability
Enter Keywords:


Price per Night Range:


 
Low Country Coast Top Cities
Listings 51 - 75 of 641
First Previous
1 2 3 4 5
Next Last


3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3 Bed/3 Bath Townhome Unit Description: Located on the picturesque Palmetto Dunes inland waterway, Ocean Cove at Palmetto Dunes features designer ...
Rates
Contact Owner
Directly For Rates


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Condo in Hilton Head Island - Ocean Front
Condo: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Ocean One 101 is a 4 bedroom Ocean Front Condo. There are 2 of the 4 bedrooms facing the ocean each with a King Size bed, stroll out your slider o...
Rates
$285 - $625 night
$1425 - $3125 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 707 Schooner Court-Located in Harbourtown looking over Calibogue Sound-Pretty UNPARALLELED VIEWS OF THE CALIBOGUE SOUND, BUOY ROMANCE RIGHT ACROSS...
Rates
$364 - $364 night
$2550 - $4500 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 209 enjoy panoramic views of the Atlantic Ocean and its white sandy ...
Rates
$190 - $419 night
$950 - $2095 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 23 Beach Villas is one of only 30 Villas in a complex situated on 6 acres of oceanfront property. Expansive 2 acre oceanfront courtyard and pool fo...
Rates
$245 - $465 night
$1150 - $2325 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Renovated in 2009 and beautifully decorated, this villa has two bedrooms, two bathrooms, a full sized kitchen and a combined living room/dining roo...
Rates
$170 - $305 night
$900 - $1525 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/4 BA Fourth Row Ocean Home with Private Pool (can be heated for an add'l fee) Multiple Living Areas, Billiard Room, Screened Porch. King, Ki...
Rates
$500 - $1100 night
$2500 - $5500 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 412 Captains Walk-2nd Floor Oceanfront Views,Heated Pool/Spa in Mid March-Apr We cannot overstate the feeling of calm when looking out across the ...
Rates
$171 - $171 night
$1195 - $2995 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 3BD/3BA 2nd Floor Villa with Golf & Lagoon Views. King, Queen & 2 Twin Pool & Hot Tub on site. Grilling Area on site. Walk or Bike to the Ship...
Rates
$190 - $320 night
$950 - $1600 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 1205 Seacrest-Oceanviews and stunning interior, Heated Outdoor Pool 3/15-5/1 Recently remodeled, this fabulous 2nd floor, 2 bedroom, 2 bathroom OC...
Rates
$142 - $142 night
$995 - $2595 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 112 is a ground floor apartment...
Rates
$110 - $200 night
$550 - $1000 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 6 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 25 Ruddy Turnstone - $600 Off Spring Rental Weeks till 5/23. Book Now Gorgeous custom built Sea Pines home is ready for your family! 5 bedrooms wi...
Rates
$427 - $427 night
$2995 - $7495 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 116 Breakers - Cute 1st floor oceanfront North Forest Beach villa! This cute 1 bedroom oceanfront Breakers villa was renovated in 2014! Upgrades i...
Rates
$71 - $71 night
$495 - $1295 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 1303 Seacrest - Gorgeous ocean views! Quick walk to dining & shopping This beautiful 2 bedroom, 2 bath villa OCEANVIEW villa located in building 1...
Rates
$142 - $142 night
$995 - $2595 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: EXTRA WINDOWS, EXTRAORDINARY VIEWS! This1 bedroom, 1 bath, 2nd floor OCEANFRONT END UNIT villa rental features extra windows with views of the oc...
Rates
$71 - $71 night
$495 - $1295 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 67 is a ground floor apartment ...
Rates
$110 - $200 night
$550 - $1000 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean Club 12 enjoy a landscap...
Rates
$150 - $310 night
$750 - $1550 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: With decks off the living room and master bedroom, guests staying in Ocean One 411 enjoy panoramic views of the Atlantic Ocean and its white sandy ...
Rates
$250 - $570 night
$1250 - $2850 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court 4 - New Unit - Update 2014 - Short Walk to the Beach Surf Court is an ocean-oriented complex with first-floor apartments, two-story and...
Rates
$110 - $215 night
$550 - $1075 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 231 Beachside Homes -4 BRs and close to every South Beach amenity! HILTON HEAD ISLAND AS IT WAS MEANT TO BE ENJOYED! A 4 bedroom, 4 bath Beachside...
Rates
$156 - $156 night
$1095 - $2995 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/ 2BA oceanfront villa. King & 2 twin beds. Sleep Sofa ( sofa linens provided for $25 fee). Zero Entry Oceanfront Pool, Hot Tub & Baby Pool.Poo...
Rates
$240 - $460 night
$1200 - $2300 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



5 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 16 Piping Plover - Oceanfront, Fully Renovated 5 BR Home. Sleeps 12 Amazing oceanfront home in Sea Pines with private heated* pool! Words hardly d...
Rates
$4195 - $10595 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



5 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 5 Bedroom, 5.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 11 Flotilla- Oceanfront & Beautiful- 2 Living Area & Gourmet Kitchen Spectacular OCEANFRONT home that is newly decorated. This lovely 5 bedroom 5...
Rates
$4395 - $11095 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Fun, family-friendly, 4 bedroom, 3 bath beach home with *heated pool and spa (*pool can be heated for an additional charge April 2 - November 25),...
Rates
$171 - $171 night
$1195 - $3295 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 2311 Racquet Club - 3 BR/1st floor flat - Spring dates available Recently renovated, this traditional 3 bedroom, 2 bath Racquet Club Villa RIGHT I...
Rates
$85 - $85 night
$595 - $3000 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 51 - 75 of 641
First Previous
1 2 3 4 5
Next Last

This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.
 
There was a day when Hilton Head Island was accessible only by boat or ferry. That was over 50 years ago, and now Hilton Head ranks as one of the most popular destinations not just in South Carolina, but in the United States and the world.

But that popularity has not come at a price. City planners have made sure that Hilton Head doesn't become another beach resort town--not that there's anything wrong with beach resort towns. Sometimes, you just need something a little different, and Hilton Head Island gives it to you.

Planning has ensured that high-quality design is incorporated into the architecture, whether it's a home or business. There are more than 25 miles of bike paths and walking trails, which helps you enjoy the island in a way you never could inside of a car.

Of course, Hilton Head is the place for upscale golf. There are 40 courses in the area, and a few of the must plays are Harbour Town Golf Links, The Robert Trent Jones Course at Palmetto Dunes, Crescent Pointe Golf Club and more. If you're looking for value, try Old South Golf Links, Galleon Course, Brigantine Couse and Clipper Course.

Hilton Head's not just enjoying a bucolic South Carolina coastal town and golf. There are nine miles of baby powder soft beaches along the warm Atlantic Ocean. The average ocean temperature is 82 degrees. Two beaches to check out are Alder Lane and Coligny Beach.

After a day at the beach, enjoy shopping and a great meal in Harbour Town. It's on the marina and features the red and white lighthouse that Hilton Head is famous for. You can also rent wave runners, book dolphin tours, and find just about any souvenir you want.