A coastal town with a lighthouse, marina, and golf course.

Hilton Head Island Vacation Rentals

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Our top choices for Hilton Head Island vacation rentals

Seas the Day! Beach & Sun, with Bikes & Chairs

Seas the Day! Beach & Sun, with Bikes & Chairs
South End
9.6 out of 10, Exceptional, (31 reviews)
"Kendall’s place was perfect for a long weekend! Right on the ocean, walking distance to all the restaurants and shops at Coligny Beach. We had a great time and the next time we’re in Hilton Head we’ll definitely stay here again."
United States
james
The price is CA $135
CA $390 total
includes taxes & fees
Aug 16 - Aug 17
Seas the Day! Beach & Sun, with Bikes & Chairs

Walk to Bars & Shops: Resort Condo in Hilton Head!

Walk to Bars & Shops: Resort Condo in Hilton Head!
3.5 star property
South End
The price is CA $143
CA $478 total
includes taxes & fees
Jul 22 - Jul 23
Walk to Bars & Shops: Resort Condo in Hilton Head!

Stunning Oceanview Luxury Remodel, Bikes Included!

Stunning Oceanview Luxury Remodel, Bikes Included!
South End
10.0 out of 10, Exceptional, (154 reviews)
"We enjoyed the beautiful ocean view! The villa was very accommodating and had everything we needed. Our host/hostess was very quick to respond to any questions that we had. We look forward to staying here again soon!"
United States
Connie Q.
The price is CA $132
CA $387 total
includes taxes & fees
Jul 21 - Jul 22
Stunning Oceanview Luxury Remodel, Bikes Included!

Beachy Keen Seaside Villa Near Coligny W/Bikes!

Beachy Keen Seaside Villa Near Coligny W/Bikes!
South End
9.8 out of 10, Exceptional, (90 reviews)
"Great stay!"
United States
Katleen M.
The price is CA $154
CA $415 total
includes taxes & fees
Aug 14 - Aug 15
Beachy Keen Seaside Villa Near Coligny W/Bikes!

Salty Shores! -Incredible ocean views

Salty Shores! -Incredible ocean views
South End
9.4 out of 10, Exceptional, (29 reviews)
"Perfect condo for two. Nice view of the ocean. Easy walk to the beach. Felt very safe. Shops, Dining all within a short distance."
United States
Kelly
The price is CA $117
CA $368 total
includes taxes & fees
Jul 20 - Jul 21
Salty Shores! -Incredible ocean views

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (154 reviews)
"Very nice place to stay "
United States
Alejandro
The price is CA $559
CA $615 total
includes taxes & fees
Aug 16 - Aug 17
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (73 reviews)
"Location cleanliness cozy the beach 3min walk its a great spot"
United States
kenneth
The price is CA $123
CA $376 total
includes taxes & fees
Jul 26 - Jul 27
SeaClusion-Oceanview, Mini split AC, Beach Chairs

Beautiful Couples Retreat Oceanview w/new bikes&Chairs

Beautiful Couples Retreat Oceanview w/new bikes&Chairs
South End
9.8 out of 10, Exceptional, (127 reviews)
"Very relaxing views. "
United States
ashley l.
The price is CA $137
CA $393 total
includes taxes & fees
Jul 21 - Jul 22
Beautiful Couples Retreat Oceanview w/new bikes&Chairs

Reel Paradise-Beautiful escape! Bikes & Chairs

Reel Paradise-Beautiful escape! Bikes & Chairs
South End
9.8 out of 10, Exceptional, (108 reviews)
"Great place will stay again"
United States
Vickie M.
The price is CA $168
CA $432 total
includes taxes & fees
Jul 28 - Jul 29
Reel Paradise-Beautiful escape! Bikes & Chairs

SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno
South End
9.8 out of 10, Exceptional, (94 reviews)
"Great condo, location, beach. "
United States
Steven S.
The price is CA $149
CA $407 total
includes taxes & fees
Aug 9 - Aug 10
SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

Sunset Dunes Direct Beach Access

Sunset Dunes Direct Beach Access
South End
10.0 out of 10, Exceptional, (132 reviews)
"Host was quick to reply to our questions, also kept us informed of the construction activity on the beach."
United States
Darwin K.
The price is CA $170
CA $433 total
includes taxes & fees
Aug 16 - Aug 17
Sunset Dunes Direct Beach Access

Oceanfront Hilton Head Island Condo w/ Pool!

Oceanfront Hilton Head Island Condo w/ Pool!
3.0 star property
South End
9.0 out of 10, Wonderful, (4 reviews)
"Nice!! Location great, easy instructions on entry access, nice side view of the ocean from the balcony, the host Meagan was so very nice and accommodating, very close to restaurants and stores, would love to stay here again, Thanks a million!!!! ;)"
United States
Beverly
The price is CA $220
CA $525 total
includes taxes & fees
Jul 30 - Jul 31
Oceanfront Hilton Head Island Condo w/ Pool!

Beauty at the Beach! Oceanview King bed free bikes

Beauty at the Beach! Oceanview King bed free bikes
South End
9.8 out of 10, Exceptional, (52 reviews)
"Loved our stay! The ocean views from the balcony were beautiful and having direct beach access was a huge plus. The bed was very comfortable and the host was great to communicate with. Highly recommend!"
United States
Jana M.
The price is CA $151
CA $409 total
includes taxes & fees
Jul 22 - Jul 23
Beauty at the Beach! Oceanview King bed free bikes

Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.

Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.
Mid Island
10.0 out of 10, Exceptional, (153 reviews)
"My family and I just returned from this lovely condo. Everything is just as described—-amazing view from balcony and super-clean. Also, the communication from booking to checkout was top-notch. I highly recommend!"
United States
Stephanie H.
The price is CA $168
CA $406 total
includes taxes & fees
Aug 16 - Aug 17
Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.

Walk to Bars & Shops: Resort Condo in Hilton Head!

Walk to Bars & Shops: Resort Condo in Hilton Head!
South End
9.0 out of 10, Wonderful, (78 reviews)
"Great time, would stay again"
United States
Anonymous traveller
The price is CA $93
CA $484 total
includes taxes & fees
Jul 22 - Jul 23
Walk to Bars & Shops: Resort Condo in Hilton Head!

Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
South End
9.4 out of 10, Exceptional, (84 reviews)
"Nice view from balcony, property was very clean. "
United States
Arnas C.
The price is CA $191
CA $501 total
includes taxes & fees
Aug 5 - Aug 6
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

Beachy chic, steps from the beach!

Beachy chic, steps from the beach!
Mid Island
9.4 out of 10, Exceptional, (66 reviews)
"Great location, short walk to beach and pool. "
United States
Amy H.
The price is CA $167
CA $495 total
includes taxes & fees
Aug 17 - Aug 18
Beachy chic, steps from the beach!

Steps to the beach! Newly Remodeled! New furniture. Avail

Steps to the beach! Newly Remodeled! New furniture. Avail
Mid Island
9.6 out of 10, Exceptional, (112 reviews)
"Great location, great host, perfect space! Everything was super close and convenient. Would highly recommend"
United States
Jannyn
The price is CA $133
CA $553 total
includes taxes & fees
Aug 18 - Aug 19
Steps to the beach! Newly Remodeled! New furniture. Avail

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
South End
9.6 out of 10, Exceptional, (153 reviews)
"Great location, unit was smaller than we expected it worked fine for 2 nights -right on beach perfect check in and hosts "
United States
Elizabeth
The price is CA $321
CA $558 total
includes taxes & fees
Aug 5 - Aug 6
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Beautiful Spacious w/Indoor Outdoor Pool, Hot Tub, Tennis, Pickle Ball & Beach !

Beautiful Spacious w/Indoor Outdoor Pool, Hot Tub, Tennis, Pickle Ball & Beach !
South End
10.0 out of 10, Exceptional, (13 reviews)
"Good food, beautiful beach and perfect weather."
United States
Cathy P.
The price is CA $222
CA $568 total
includes taxes & fees
Aug 18 - Aug 19
Beautiful Spacious w/Indoor Outdoor Pool, Hot Tub, Tennis, Pickle Ball & Beach !
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hilton Head Island Hotel Reviews

Find out more about Hilton Head Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hilton Head Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to The Sandbox, or you can select a secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and waterfront in Hilton Head Island. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best vacation rentals that Hilton Head Island has to offer?

Beautiful Palmetto Dunes Vacation Home with Private Pool & Outdoor Living, 5 Min To Beach: Visitors give good reviews to this Hilton Head Island vacation home rental, which offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books. Other favorite homes for rent in Hilton Head Island are Sunset Canopy at Harbourtown and Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380.

How many vacation rentals are there in Hilton Head Island?

With 982 Expedia vacation rentals, you're sure to find just the right place for your Hilton Head Island stay.

What’s there to see and do in Hilton Head Island?

Cultural attractions include Coastal Discovery Museum and Arts Center of Coastal Carolina, whereas Coligny Beach and Sea Pines Forest Preserve are a couple of picturesque spots to enjoy the outdoors. Tybee Island Beach and Marine Corps Recruit Depot Parris Island are other popular places to visit in the area.

What’s a vacation rental in Hilton Head Island like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hilton Head Island. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.