Hilton Head Vacation Rentals
2,575 rentals with 35,338 photos.Flexible dates? Try the dateboard.
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Most Popular
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Forest Beach
Fabulous 4 bedroom, 4 bath oceanfront beach house with heated pool has all the ingredients for a memorable family vacation. At 1730 heated square feet, with spectacular views from almost every room, your family will wan...
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per night
4 beds
4 baths
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Sea Pines
Nestled in the heart of Sea Pines, Hoot Owl Cottage is a short walk or bike ride from the beach, Harbour Town, and the shops and restaurants of Sea Pines Center. This recently remodeled and professionally decorated home...
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per night
4 beds
3 baths
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Inverness
Our Villa is newly renovated and has the most beautiful view of Fazio Golf Course
in Inverness Village. Our rates are extremely competitive and include all cleaning fee and taxes. We promise that you will love it!
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per night
2 beds
2 baths
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Listings
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Island Club
This rental takes luxury to a whole new level with its modern design and relaxing views. Updated Oceanfront Resort Rental in Folly FieldThis is a spectacular bright and cheery 2 bedroom, 2 bath ocean view villa in the I...
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per night
2 beds
2 baths
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Island Club
This rental takes luxury to a whole new level with its modern design and relaxing views. Completely Remodeled Ocean View VillaA Completely Remodeled Hilton Head rentals recently updated, this beautiful two bedroom, two ...
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per night
2 beds
2 baths
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Island Club
With the beach only a few steps away this Hilton Head Rental will have you relaxing in style. Unit with Pool Access and Wireless InternetTwo bedroom, two bath, unit. A Hilton Head vacation rental perfect for any trip, t...
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per night
2 beds
2 baths
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Island Club
Oceanfront Rental with Pool AccessThis spacious unit has enough room for the whole family. This two bedroom, two bath, ocean front Hilton Head Island rental is just a step away from the beach. This unit is a 1st flooroc...
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per night
2 beds
2 baths
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Island Club
This amazing villa is close to shopping, fine dining, entertainment, and the beach. With this fun and friendly family environment you are sure to get the most out of your time with us in Hilton Head. Ocean View Unit on ...
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per night
2 beds
2 baths
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Island Club
This villa offers a wide range of activities to keep the whole family entertained and relaxed while enjoying this home away from home. Third Floor Rental with Ocean ViewsA Two bedroom, two bath Hilton Head vacation rent...
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per night
2 beds
2 baths
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Island Club
This villa is the perfect place to relax and take time to enjoy the beaches of the famous Hilton Head Island. Fourth Floor Ocean View Unit with InternetEnjoy a stay at Island Club 3401, a Hilton Head resort home with fu...
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per night
2 beds
2 baths
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Island Club
Complete with ocean view and beach access. Island Club 3404 is sure to be the highlight of your vacation. Renovated Ocean View Unit in Folly FieldBright, sunny, comfortable villa with a great side oceanview from the 4th...
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per night
2 beds
2 baths
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Island Club
Ocean View Villa with Free Wireless InternetA new addition to our rental program, this two bedroom / two bath oceanview villa has been recently updated with a bright and "beachy" decor. You will enjoy the remodeled open...
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per night
2 beds
2 baths
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Island Club
This Villa is the perfect place to relax and take time to enjoy the beaches of the famous Hilton Head Island area. Newly Renovated Third Floor Ocean View Unit with Tennis AccessYou'll love Hilton Head Island accommodati...
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per night
2 beds
2 baths
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Island Club
This rental takes luxury to a whole new level with its modern design and relaxing views. Third Floor Ocean View Rental with PoolA recently remodeled two bedroom, two bath, 3rd floor ocean view unit. Located in the Hilto...
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per night
2 beds
2 baths
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Island Club
This villa is the perfect place to relax and take time to enjoy the beaches of the famous Hilton Head Island area. Fourth Floor Ocean View Rental with PoolTwo bedroom, two bath, 4th floor ocean view unit. Fantastic view...
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per night
2 beds
2 baths
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Island Club
Vacation by the beach! Fifth floor unit with view of ocean, beach, and playground. Two bedroom and two full baths condominium in 19 acre gated and patrolled community. Nine hartru and two hard tennis courts and a tennis...
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per night
2 beds
2 baths
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Island Club
This villa offers a wide range of activities to keep the whole family entertained and relaxed while enjoying this home away from home. First Floor Oceanfront Villa with Pool AccessYou'll have the perfect vacation in Hil...
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per night
2 beds
2 baths
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Island Club
This villa offers a wide range of activities to keep the whole family entertained and relaxed while enjoying this home away from home. Fourth Floor Ocean View Rental with PoolCheck out our Hilton Head rentals with great...
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per night
2 beds
2 baths
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Island Club
Take a break and enjoy your Hilton Head vacation in style when you rent Island Club 6501. Fifth Floor Ocean View Unit with BalconyFifth floor oceanview Hilton Head resort penthouse. Sweeping overview of the ocean that i...
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per night
2 beds
2 baths
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Shorewood
This amazing resort is close to shopping, fine dining, entertainment, and the beach. With this fun and friendly family environment you are sure to get the most out of your time with us in Hilton Head. Ocean View Flat wi...
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per night
2 beds
2 baths
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Sea Pines
This unit has amazing lagoon views that will relax and inspire you. Sea Pines Lagoon View Ocean Oriented HouseThis three bedroom plus loft, three bath home is a Hilton Head rental you'll love, located a short bike ride ...
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per night
3 beds
3 baths
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Fazio
This Hilton Head Island rental is a short walk to the club house and just moments from the beach. Remodeled Unit on the George Fazio Golf CourseA beautifully remodeled 3 bedroom townhouse located on the 18th fairway of ...
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per night
3 beds
3 baths
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Fazio
One of the premier rental on Hilton Head, Fazio Villas 11 is sure to be a hit with the whole family. Stunning tropical views and elegant beach themed decor, you just wont find a better rental than this. Three Bedroom Un...
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per night
3 beds
3 baths
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Reviews
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Best Palmetto Dunes/Queens Grant Location!
by
Riley H.
on 11/13/12
We have rented villas in the Queens Grant area many times. Many do not have very sunny locations or good views. This one has a great location on the lagoon, southwest exposure, is close to the golf course, has a grassy area for the kids and dogs t...
Read more
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Great condo!
by
Susan
on 07/26/12
Very well kept condo. You can tell the owner takes pride in this property. A great place to take the family for a relaxing vacation.
Read more
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Blog Posts
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March 22, 2013
I arrived in Hilton Head late on Thursday night. The town doesn’t seem to believe in street lights! I eventually made it to my hotel, The Westin Hilton Head Island Resort and Spa. I received a newly r...
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January 26, 2013
I was doing 3rd grade level home work with my 8 yr old; studying rocks and minerals. 10 minutes into the lesson I noticed my sons eyes begin to glaze and I could tell, I had lost him, he was done and ...
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January 07, 2013
As a surprise, my boss took me and Pam on a trip to Hilton Head for our beginning of the year Planning Meeting. We stayed at the beautiful Inn at Harbour Town in Sea Pines. I'd never been to Hilton He...
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November 16, 2012
If you’re tuned into the Blog Fab Fashionistas’ Instagram and/or Twitter feeds, you may have noticed a few pics from me and the BFF’s last weekend as we headed out for a bit of fun in the sun on our f...
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October 10, 2012
Hilton Head Island is similar yet different to Koh Samui. They are both vacation paradise destination with tourist frolicking in the sun and sea. HHI offers a network of cycling and jogging paths th...
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September 28, 2012
The Sea Pines Resort has announced plans for a new Heron Point (Pete Dye designed) and Ocean Course clubhouse. The 16,000 square foot clubhouse will be sited where the Plantation Club is now. Our fami...
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September 11, 2012
Perhaps there is nothing better than a vacation spot that feels just like home. Indeed, we can navigate the Sea Pines Plantation on Hilton Head Island with out eyes shut- or as the case was this year...
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August 14, 2012
In May of 2009, two people were apprehended by police for the theft of five turtles from the Tybee Island Marine Science Center in Tybee Island, off of the coast of Savannah, Georgia. Late in the aft...
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August 14, 2012
In May of 2009, two people were apprehended by police for the theft of five turtles from the Tybee Island Marine Science Center in Tybee Island, off of the coast of Savannah, Georgia. Late in the aft...
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August 09, 2012
After the 4th of July, it was time to pack for a quick trip to Hilton Head to pick up Ray’s 2003 t-bird, which was still down there, and needed to come back to New York to be inspected. On July 6th we...
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Clear Dates