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

Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday 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 NZ$467
includes taxes & fees
16 Aug - 17 Aug
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 NZ$604
includes taxes & fees
3 Aug - 4 Aug
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.
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, (89 reviews)
"Great stay!"
United States
Katleen M.
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 NZ$449
includes taxes & fees
20 July - 21 July
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 NZ$751
includes taxes & fees
16 Aug - 17 Aug
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
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 NZ$476
includes taxes & fees
21 July - 22 July
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, (107 reviews)
"Great place will stay again"
United States
Vickie M.
The price is NZ$518
includes taxes & fees
28 July - 29 July
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, (93 reviews)
"Great condo, location, beach. "
United States
Steven S.
The price is NZ$499
includes taxes & fees
9 Aug - 10 Aug
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 NZ$525
includes taxes & fees
16 Aug - 17 Aug
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 NZ$641
includes taxes & fees
30 July - 31 July
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 NZ$512
includes taxes & fees
22 July - 23 July
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 NZ$484
includes taxes & fees
16 Aug - 17 Aug
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
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 NZ$638
includes taxes & fees
16 Aug - 17 Aug
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, (65 reviews)
"Great location, short walk to beach and pool. "
United States
Amy H.
The price is NZ$642
includes taxes & fees
17 Aug - 18 Aug
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 NZ$695
includes taxes & fees
16 Aug - 17 Aug
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 NZ$685
includes taxes & fees
5 Aug - 6 Aug
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 NZ$729
includes taxes & fees
18 Aug - 19 Aug
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

Everything you need to know about Hilton Head Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hilton Head Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hilton Head Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hilton Head Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hilton Head Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hilton Head Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hilton Head Island holiday rentals we have selected for you start as low as NZ$751 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hilton Head Island rentals

At Expedia, we put the best Hilton Head Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hilton Head Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hilton Head Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hilton Head Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to The Sandbox, or you can select a more 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 holiday rentals that Hilton Head Island has to offer?

Beautiful Palmetto Dunes Vacation Home with Private Pool & Outdoor Living, 5 Min To Beach: This highly rated holiday home rental in Hilton Head Island offers a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books. Other favourite 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 holiday rentals are there in Hilton Head Island?

With 982 Expedia holiday rentals, you're guaranteed 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 holiday rental in Hilton Head Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hilton Head Island. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.