Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

Condo resort in Mid Island

Marriott's SurfWatch
3.5 star property
9.6 out of 10, Exceptional, (195 reviews)
"Very clean room and resort "
United States
Larisa
The price is NZ$964
includes taxes & fees
11 Apr - 12 Apr
Marriott's SurfWatch
9.0 out of 10, Wonderful, (10 reviews)
"Had a great time- the place is exactly as advertised and the owner was extremely helpful and available if we had any questions. Loved our stay!"
United States
Christy T.
The price is NZ$432
includes taxes & fees
25 Mar - 26 Mar
Coastal Nest - Oceanviews! Near Coligny
9.6 out of 10, Exceptional, (23 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
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
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$587
includes taxes & fees
24 Mar - 25 Mar
Oceanfront with easy beach access, large pool, and tiki bar/restaurant!
3.5 star property
The price is NZ$721
includes taxes & fees
15 Apr - 16 Apr
Oceanfront Breakers 137 Condo w/ Sunrise Views!
9.4 out of 10, Exceptional, (56 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$558
includes taxes & fees
25 Mar - 26 Mar
Beachy chic, steps from the beach!
9.8 out of 10, Exceptional, (58 reviews)
"The room is close to the beach, easy walk to restaurants and shops. Good place for 2 people."
United States
Callie
Shore To Please! Oceanview couples retreat w/bikes
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$437
includes taxes & fees
25 Mar - 26 Mar
Castaways King Villa on Beach, Free Bikes!
9.4 out of 10, Exceptional, (55 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$566
includes taxes & fees
12 Apr - 13 Apr
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
9.8 out of 10, Exceptional, (56 reviews)
"Excellent location, bikes included, central air and comfy bed!"
United States
R D.
The price is NZ$445
includes taxes & fees
2 Apr - 3 Apr
Good Times and Tan Lines!-Central air, free bikes!

Condo resort in South End

Marriott's Grande Ocean
3.5 star property
9.4 out of 10, Exceptional, (171 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
The price is NZ$1,092
includes taxes & fees
29 Mar - 30 Mar
Marriott's Grande Ocean
9.4 out of 10, Exceptional, (198 reviews)
"Great location and clean. Bed was great "
United States
Jon H.
The price is NZ$860
includes taxes & fees
13 Apr - 14 Apr
3 Minute Drive to Beach at this 1 Bedroom Harbour Town Condo with Lagoon Views
9.8 out of 10, Exceptional, (69 reviews)
"Great place for a quick getaway!"
United States
Bridget G.
The price is NZ$430
includes taxes & fees
25 Mar - 26 Mar
OceanEscape – Steps to the Beach
9.4 out of 10, Exceptional, (98 reviews)
"Great place great vacation thank you"
United States
Brett S.
The price is NZ$470
includes taxes & fees
12 Apr - 13 Apr
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay. We loved the ocean theme at the apartment. Very clean rooms. Kids enjoyed swimming in the indoor pool, parents enjoyed hot tub and sauna especially on rainy days. They have indoor and outdoor pools. We liked walking on the boardwalk to the beach. We highly recommend this place and would love to return there again. "
United States
Victor
The price is NZ$478
includes taxes & fees
13 Apr - 14 Apr
'wright by the Beach': Hilton Head Condo w/ Perks
10.0 out of 10, Exceptional, (206 reviews)
"Everything was clean and ready for our stay. "
United States
Cindy J.
Totally Beachin' Coligny OceanViews w/Bikes/chairs
9.8 out of 10, Exceptional, (29 reviews)
"Everything was perfect & just what we needed!"
United States
Abby S.
The price is NZ$641
includes taxes & fees
5 Apr - 6 Apr
Condo w/ Pool 2BR Close to beach Free WiFi
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$553
includes taxes & fees
21 Apr - 22 Apr
Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️

Villa in Mid Island

OCEAN VIEW - TOP FLOOR
8.8 out of 10, Excellent, (107 reviews)
"The place was very clean, the host was kind and helpful, and the ocean view was amazing from the balcony. Would definitely stay here again. "
United States
Jackson S.
The price is NZ$492
includes taxes & fees
3 Apr - 4 Apr
OCEAN VIEW - TOP FLOOR
8.8 out of 10, Excellent, (11 reviews)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
The price is NZ$387
includes taxes & fees
25 Mar - 26 Mar
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
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$577 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 Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380 and Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch.

How many holiday rentals are there in Hilton Head Island?

With 1018 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.