Perfect Places Vacation Rentals
Traveler Login Owner Login
Chinese (Traditional) Portugeuse Spanish Italian German French English

Hilton Head Island Vacation Rentals

591 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 101 - 125 of 591
First Previous
3 4 5 6 7
Next Last


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: 3 BD/3 BA second floor oceanfront villa. King, Queen and 2 Twin beds.Large oceanfront pool and baby pool on site. Pool is heated Oct, Nov, Mar & Ap... Learn More
Rates
$265 - $530 night
$1325 - $2650 week


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 8
Location: Hilton Head Island, South Carolina, United States
Description: 3427 Villamare - 4th Floor Oceanview- available 7/26-8/2 week. Beautiful 2 bedroom, 2 bath corner villa rental on the 4th floor of Villamare, OCEA... Learn More
Rates
$114 - $114 night
$795 - $1995 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 Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 2BD/2BA ocean front villa located on the 3rd floor. King bed, Queen &Twin bed. Sleep Sofa (Sofa linens provided for $25 fee) Pool, Hot Tub && Zero ... Learn More
Rates
$240 - $460 night
$1200 - $2300 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



6 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 6 Bedroom, 7 Bathroom, Sleeps 19
Location: Hilton Head Island, South Carolina, United States
Description: 31 Dune Lane -Oceanfront, Brand New Custom Built- September Weeks Avail. Fantastic brand new custom built 6 bedroom, 6.5 bath OCEAN FRONT home wit... Learn More
Rates
$5395 - $13695 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 4
Location: Hilton Head Island, South Carolina, United States
Description: Ocean View Flat with Free Wireless Internet 2 Bedrooms/2 Bathrooms, first floor, ocean view flat on South Forest Beach. This unit was completely re... Learn More
Rates
$114 - $114 night
$795 - $1895 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 8
Location: Hilton Head Island, South Carolina, United States
Description: This beautifully furnished two bedroom, two bathroom, first floor unit has been recently renovated. This villa features a large living area with an... Learn More
Rates
$85 - $171 night
$595 - $1395 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 10
Location: Hilton Head Island, South Carolina, United States
Description: 2215 Seacrest - 2nd Floor & Pretty! August & September weeks Avail. 2215 SeaCrest OCEANSIDE RENOVATION SENSATION! Lovely 2nd-floor, 3 bedroom, 3 ... Learn More
Rates
$171 - $171 night
$1195 - $2895 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Beautifully remodeled Forest Beach home rental leaves nothing to chance. 4 bedrooms plus a den ( w/ queen sleeper sofa) , 5 baths, HEATED POOL & H... Learn More
Rates
$342 - $342 night
$2395 - $6095 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: 2BD/2BA 3rd floor villa overlooking Braddock Cove. King , 2 Twin beds. Sleep Sofa linens available for $25 fee. 3 TV's & FREE WI-FI. Pool access at... Learn More
Rates
$160 - $240 night
$800 - $1200 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 6
Location: Hilton Head Island, South Carolina, United States
Description: This is a lovely 3 bedroom, 2 bath Sea Pines villa on the water. Next door to the marina for water sports and Salty Dog Cafe dining and cocktails, ... Learn More
Rates
$142 - $214 night
$995 - $1695 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3503 Seacrest-Direct Oceanfront 5th Floor - 9/20 Week Available This attractive 5th floor PENTHOUSE OCEANFRONT villa has outstanding ocean front v... Learn More
Rates
$228 - $228 night
$1595 - $4495 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Beautiful 2nd row ocean-oriented home in Sea Pines, Hilton Head, is located next to the Beach Club. With a SHADED PATHWAY TO THE BEACH, and gorgeou... Learn More
Rates
$242 - $242 night
$1695 - $4495 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 5 BD/ 4 BA multi-story Home with Private Pool* & Spa* can be heated for *additional fee. King, King, 2 Queens, 2 Doubles, Queen. FREE Beach Shuttl... Learn More
Rates
$385 - $770 night
$1925 - $3850 week


Non Smoking   Swimming Pool   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: 4 BD/3 BA 3rd Row Ocean Home with Private Pool (can be heated for a fee)King, Queen, 2 Twins plus Childrens Loft with Double & 2 Twin beds. Walk ea... Learn More
Rates
$320 - $700 night
$1600 - $3500 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 6 Cassina - 3rd Row Ocean, spacious and cute! August Availability Dramatic, Funky & Fun is the best way to describe this 4 bedroom, 4.5 bath hous... Learn More
Rates
$214 - $214 night
$1495 - $4095 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, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 47 is a two-story townhouse w... Learn More
Rates
$110 - $199 night
$550 - $995 week


Non Smoking


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: This ocean view villa is designed onthree levels with wall-to-wall and floor-to-ceiling glass door units on the main (kitchen/dining/living) level ... Learn More
Rates
$275 - $510 night
$1300 - $2550 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 10
Location: Hilton Head Island, South Carolina, United States
Description: 11 Myrtle Lane-4 BRs/Quick Walk to Ocean. Available Aug. & Sept weeks Pretty 4 bedroom, 4 bath home with *PRIVATE HEATED POOL has everything you n... Learn More
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 - Beach Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: You can't beat the location in South Forest Beach of this completely renovated 2 bedroom, 2 bath townhouse at # 13 Ocean Club. The Ocean Club Comp... Learn More
Rates
$150 - $150 night
$995 - $1695 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: 2BD/2BA townhouse overlooking # 1 Fairway of Galleon Course. King & 2 Twinbeds + Sleep Sofa. (Sofa linens rentable for $25 fee) Pool & FREE Tennis ... Learn More
Rates
$155 - $230 night
$775 - $1150 week


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 6
Location: Hilton Head Island, South Carolina, United States
Description: A charming OCEANFRONT 3rd floor 2 bedroom, 2 bath villa in Palmetto Dunes has everything on your vacation rental checklist: view from all bedrooms ... Learn More
Rates
$128 - $128 night
$895 - $2195 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 433 Captains Walk-Oceanfront, walk right from your patio to the pool & ocean. FROM THE 1st FLOOR, EVERYTHING'S EASY TO GET TO! You can't ask for ... Learn More
Rates
$128 - $128 night
$895 - $2195 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 10
Location: Hilton Head Island, South Carolina, United States
Description: 3101 Seacrest-Fully Renovated & more! Late Sept/Oct Weeks Available This OCEANFRONT 3 bedroom, 3 bath villa located on the first floor of building... Learn More
Rates
$228 - $228 night
$1595 - $4395 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, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 57 is a two-story townhouse, ... Learn More
Rates
$110 - $199 night
$550 - $995 week


Non Smoking


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 a balcony accessible by the living room and master bedroom, guests staying in Shorewood 332 enjoy a great view of the Atlantic Ocean and the S... Learn More
Rates
$170 - $359 night
$850 - $1795 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 101 - 125 of 591
First Previous
3 4 5 6 7
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.