Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

3.5 star property
The price is NZ$717
includes taxes & fees
3 Apr - 4 Apr
Oceanfront Breakers 137 Condo w/ Sunrise Views!
9.4 out of 10, Exceptional, (55 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$495
includes taxes & fees
23 Mar - 24 Mar
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Condo resort in Sea Pines

Marriott's Harbour Club
3.5 star property
9.0 out of 10, Wonderful, (63 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
The price is NZ$578
includes taxes & fees
19 Mar - 20 Mar
Marriott's Harbour Club

Condo resort in Mid Island

Marriott's SurfWatch
3.5 star property
9.6 out of 10, Exceptional, (194 reviews)
"Great room and courteous staff"
United States
Brian
The price is NZ$667
includes taxes & fees
19 Mar - 20 Mar
Marriott's SurfWatch
2.0 star property
The price is NZ$710
includes taxes & fees
29 Mar - 30 Mar
Family-friendly 2BR Home w/ Sofa Bed Hilton Head
9.4 out of 10, Exceptional, (55 reviews)
"Had a great time. Location was great about a 2 minute walk to beach. Condo was great"
United States
Anonymous traveller
The price is NZ$537
includes taxes & fees
25 Mar - 26 Mar
Beachy chic, steps from the beach!
10.0 out of 10, Exceptional, (146 reviews)
"Property was clean, inviting, well apportioned and exactly as advertised. Close to beach and pool. Nice location. "
United States
Gene C.
The price is NZ$694
includes taxes & fees
13 Mar - 14 Mar
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
9.8 out of 10, Exceptional, (89 reviews)
"Fantastic place, view, location and communication. 20/10. Highly recommend!"
United States
Andrew H.
The price is NZ$423
includes taxes & fees
13 Mar - 14 Mar
Reel Paradise-Beautiful escape! Bikes & Chairs
9.6 out of 10, Exceptional, (103 reviews)
"It was very clean and had a good view. The owner was prompt on communication and helping with every question I had. "
United States
Macey B.
The price is NZ$535
includes taxes & fees
23 Mar - 24 Mar
Oceanfront with easy beach access, large pool, and tiki bar/restaurant!
10.0 out of 10, Exceptional, (78 reviews)
"Great stay"
United States
jeremy h.
The price is NZ$575
includes taxes & fees
17 Mar - 18 Mar
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
8.8 out of 10, Excellent, (56 reviews)
"Great family vacation & good location. "
United States
Brandi K.
The price is NZ$508
includes taxes & fees
13 Mar - 14 Mar
Great Panoramic Views meet Beach Modern Chic !
10.0 out of 10, Exceptional, (13 reviews)
"Great location, easy walk to the beach, clean and extra thoughtful host! "
United States
Alysha H.
The price is NZ$513
includes taxes & fees
18 Mar - 19 Mar
Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️
9.4 out of 10, Exceptional, (11 reviews)
"Met all expectations "
United States
Bradley
2BD/2BATH Villa! Near Beach! HHR Building 3!

Condo resort in Mid Island

Marriott's Barony Beach Club
3.5 star property
9.4 out of 10, Exceptional, (248 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is NZ$750
includes taxes & fees
13 Mar - 14 Mar
Marriott's Barony Beach Club
10.0 out of 10, Exceptional, (4 reviews)
"Great central location for our trip, plenty of sleeping options (family of 5) and very clean. Host was excellent to coordinate with and check-in was a breeze!"
United States
Brian J.
The price is NZ$547
includes taxes & fees
18 Mar - 19 Mar
Cozy 2-bedroom villa close to Coligny!
9.8 out of 10, Exceptional, (128 reviews)
"Wonderful stay! Communication with owner was superb, so easy to get in. Location was perfect , Mike from harbor town and a mile from sea lines beach. Right around corner from bike rental so that was easy as well. Would highly recommend!"
United States
Candace L.
The price is NZ$895
includes taxes & fees
28 Mar - 29 Mar
FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!
9.6 out of 10, Exceptional, (22 reviews)
"My wife and I went on our 3 year anniversary with our 6 month old son. We loved it! We walked the area a good bit. Some great food and shopping around. The condo was very clean and in a great location. We will definitely be back!"
United States
Blake
The price is NZ$435
includes taxes & fees
23 Mar - 24 Mar
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
9.6 out of 10, Exceptional, (74 reviews)
"Very nice! Great location "
United States
MaryAnn S.
The price is NZ$570
includes taxes & fees
13 Mar - 14 Mar
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access
9.2 out of 10, Wonderful, (5 reviews)
"Everything is was excellent!!!"
United States
Cheryl S.
The price is NZ$554
includes taxes & fees
17 Mar - 18 Mar
Come Enjoy this recently remodeled Villa
10.0 out of 10, Exceptional, (99 reviews)
"The property was great for our needs, close to the beach, restaurants and biking trails. Owners were very easy to work with and very accommodating!"
United States
Kristin
The price is NZ$425
includes taxes & fees
16 Mar - 17 Mar
Castaways King Villa on Beach, Free Bikes!
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$570 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. 

Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to Coastal Discovery Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches 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?

Beach. View. Suite. 1 br. 1 ba. Sleeps 5: This highly rated holiday home rental in Hilton Head Island is located on the beach, and has an outdoor pool, a balcony and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a garden. Other favourite homes for rent in Hilton Head Island are Stunning oceanfront home with pool, private boardwalk, decks, & elevator and Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown.

How many holiday rentals are there in Hilton Head Island?

With 1028 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 Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Heron Point by Pete Dye at Sea Pines Resort and Shipyard Golf Course.

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.