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

Hilton Head Island Vacation Rentals

496 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:




 
Low Country Coast Top Cities
Listings 1 - 25 of 496
First Previous
1 2 3 4 5
Next Last


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: 62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min walk to the ocean These cozy, 3 bedroom, 2 bath compact cottages with pool on site are loca... Learn More
Rates
$85 - $85 night
$595 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


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/2 BA fifth floor oceanfront villa. King and 2 Twin beds. (Sleep sofa linens provided for additional fee). Pool and Baby Pool located on site... Learn More
Rates
$220 - $440 night
$1100 - $2200 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/3 Ba 2-level home. King, Queen, 2 Fulls & 2 Twins. Sleep sofa. Private Pool* & Hot Tub* (*can be heated for a fee). Easy walk to beach.Bik... Learn More
Rates
$400 - $880 night
$2000 - $4400 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


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: 105 Beachwalk - Fully Renovated and 5 minutes walk to the beach. Within earshot of the rolling surf, this 1st floor 2 bedroom, 2 bath villa is the... Learn More
Rates
$85 - $171 night
$595 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Beach Villas is a gated community. Each unit ha... Learn More
Rates
$235 - $395 night
$1175 - $1975 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Beach Villa 13 enjoy a landscaped courtyard pool view and won't... Learn More
Rates
$235 - $395 night
$1175 - $1975 week


Non Smoking


View Details and Book Online Send Inquiry

Featured


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 second floor villa overlooking pool & beach. King & 2 Queen beds.Multiple TV's & FREE WIFI. Pool and Poolside Grilling area on site.Walk to... Learn More
Rates
$220 - $440 night
$1100 - $2200 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



Special Offer Feb 22 - Apr 26   **********20% ADVANCE BOOKING DISCOUNT... ************
4 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: <div id="TA_vrbadge310" class="TA_vrbadge"> <ul id="RQdGTS" class="TA_links vRfrSsjc"> <li id="nh3tq8t" class="GruWZSrI7ofh"><... Learn More
Rates
$1500 - $5800 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


View Details 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: 3 BD/2.5 BA 1st floor villa with Pool & Sound views. King, Queen, & 2 Twins. 1 HR/Day free tennis at S. Beach Racquest Club. Walk to the S. Beac... Learn More
Rates
$260 - $530 night
$1300 - $2650 week


Non Smoking


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD / 2 BA ocean view villa. King, Queen & Twin bed. Sleep sofa. Pool, Hot Tub & Baby Pool on site. Free WI-FI. Non-Smoking. Sleeps 7 Additional ... Learn More
Rates
$220 - $400 night
$1100 - $2000 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, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Weeks 39 and 40. Sat to Sat rental, spacious 2 floor condo, full kitchen, laundry, Jacuzzi tub, Wi-Fi, wide screen TV, private deck. Complimentar... Learn More
Rates
$1500 - $1500 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details 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: The perfect place for a beach, tennis, or golf vacation. The unit is just a 5 minute walk from one of Hilton Head Island's most beautiful beaches.... Learn More
Rates
$90 - $150 night
$550 - $675 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details 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: Recently renovated, this 1 bedroom, 1 bath OCEANFRONT villa has everything you'll want for a perfect vacation. Enjoy a wonderful view of the ocean... Learn More
Rates
$71 - $142 night
$495 - $1195 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 100 is a ground floor apartment... Learn More
Rates
$140 - $199 night
$695 - $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
$215 - $359 night
$1075 - $1795 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, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Courtside is an ocean-oriented complex with a beautiful landscaped courtyard, lagoon and large pool area. Courtside 86 is a three-story townhouse,... Learn More
Rates
$190 - $279 night
$950 - $1395 week


Non Smoking


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: 104 Northshore Place-100 yrds to the beach, 2 BR villa. 2014 weeks avail Beautiful, new, ocean-oriented, 2 bedroom, 2 bath luxury Forest Beach vil... Learn More
Rates
$85 - $199 night
$595 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



7 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 7 Bedroom, 8 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: Dune's Perch - in a league of its own. 7 bedrooms, 7.5 baths with *PRIVATE HEATED POOL AND SPA and premier class features. This exciting new home t... Learn More
Rates
$814 - $814 night
$5695 - $14450 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 Scaup - Cute 3 BR Home, close to S. Beach & quick walk to the beach. This charming 3 bedroom, 3 bathroom vacation home in South Beach, Sea Pines... Learn More
Rates
$171 - $171 night
$1195 - $3195 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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Shorewood 131 enjoy a landscap... Learn More
Rates
$200 - $315 night
$995 - $1575 week


Non Smoking


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 48 Kingston Road - Cute & Renovated 3 BR Home w/ Private Pool - Sleeps 6 WHAT COULD YOU BE WAITING FOR? A perfectly remodeled colonial-style 3 bed... Learn More
Rates
$142 - $142 night
$995 - $2795 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: 6 Turtle Lane - Pretty 3 BR Townhouse- Some winter weeks left. Book Now Located in the Oceanfront complex of Turtle Lane Club, his lovely 3 bedroo... Learn More
Rates
$156 - $156 night
$1095 - $2795 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: 233 Beachside Home-4 BR / renovated & additional 1000 sq ft added. WOW... describes this 2 story 4 bedroom, 4 1/5 bath Beachside home with on-site... Learn More
Rates
$171 - $171 night
$1195 - $3195 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 View
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Fantastic newly redecorated 3 bedroom Shorewood Villa! This villa has had a complete overhaul with new granite countertops, stainless steel applian... Learn More
Rates
$128 - $128 night
$895 - $2295 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 43 is a ground floor apartment ... Learn More
Rates
$140 - $199 night
$695 - $995 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry





Listings 1 - 25 of 496
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.