Kailua Holiday Rentals from NZ$624: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Kailua has to offer?

Kaiholo Hale : This holiday home rental outside Kailua is by the ocean, and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

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Holiday Rentals in Kailua

"Clean, quiet, beautiful view, lots of lizards."

includes taxes & fees

15 July - 16 July

"nice place"

includes taxes & fees

30 July - 31 July

"This property is amazing! Not right on the water but great view of the ocean, can hear the ocean and 3minute walk to the beach!! Beautiful property and plenty of extras such as a jacuzzi, sauna, boogie boards, beach chairs, beach toys for the kids, and an on-site private outside shower to clean up after walking or playing in the beach. "

includes taxes & fees

15 July - 16 July

"Just as described and perfect for our 1 night in Hāna. Loved being able to walk to the beach across the street and down the road a bit"

includes taxes & fees

11 July - 12 July

1 bedroom, iron/ironing board, travel cot, free WiFi

"Wonderful property, perfect for an overnight in Hāna."

includes taxes & fees

11 July - 12 July

"For Hana, this was a great find. AC in both bedrooms. Nice porch with a great view. Full kitchen. Modern rain shower was great after the long drive. Check and out was easy. "

includes taxes & fees

10 July - 11 July

"Wanted a place for my family to stay while we enjoyed the road to Hana in Maui. This place checked the boxes. "

includes taxes & fees

2 July - 3 July

"What an amazing place to stay and enjoy beautiful Hana. The home is clean, comfortable and updated. We loved the property and how well kept the landscaping - it gives you a feeling of a high-end resort! Will stay her again!"

includes taxes & fees

10 July - 11 July

"This place was more than enough for our family of 5! We could have fit another family with us! Very clean, easy check in. The instructions on finding the place were spot on. We would definitely stay here again!"

includes taxes & fees

3 July - 4 July

includes taxes & fees

9 July - 10 July

"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."

includes taxes & fees

6 July - 7 July

"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."

includes taxes & fees

11 July - 12 July

"This location is great. An easy walk to eat/shop in Paia and Baldwin Beach or Paia Bay Beach. Quiet neighborhood, friendly neighbors. The property has everything you need. "

includes taxes & fees

4 July - 5 July

4 bedrooms, iron/ironing board, free WiFi, bed sheets

"We had a great time at this VRBO! It was so clean and was the perfect lay out for our family. The beds were comfortable and the views were gorgeous! We will definitely be staying again. "

includes taxes & fees

5 July - 6 July

"Clean, cozy and nicely designed. This condo has an amazing view and access to the beach and pool. Kitchen is well equipped, even has a milk warmer/frother which I appreciate so much as a lover of lattes. We'll happily stay here again on our next trip to Maui. "

includes taxes & fees

6 July - 7 July

includes taxes & fees

13 July - 14 July

"Place was great and would definitely stay again! There was a nice yard and a closet full of beach gear, chairs and coolers we made use of. Only thing that would have been better was if the hot tub was not on a timer that shuts off later at night. Great spot!!"

includes taxes & fees

5 July - 6 July

"Quiet neighborhood setting. Nice backyard for relaxing. Well equipped with beach accessories including snorkel gear. Large whirlpool tub and comfortable bed. Be prepared for carrying luggage to second floor."

includes taxes & fees

27 July - 28 July

"Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!"

includes taxes & fees

5 July - 6 July

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Find out more about Kailua

Everything you need to know about Kailua 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 Kailua 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 Kailua holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kailua holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kailua. 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 Kailua 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 Kailua holiday rentals we have selected for you start as low as NZ$624 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kailua rentals

At Expedia, we put the best Kailua 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 Kailua 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 Kailua 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 Kailua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Kailua properties

5/5 Excellent

"I was here over 20 years ago and never forgot the feeling I had staying in the hibiscus cottage with the most amazing breeze coming through, surrounded by Hawaiian farmland and a peace you have to experience to know. When I stayed here the second time I felt that feeling all over again. It’s a magic I can’t explain, but if you come here, you’ll know exactly what I mean. Pure heaven."

A verified traveller stayed at Gods Peace Of Maui

Posted 3 days ago

5/5 Excellent

"This is a great property for an overnighter or longer. Conveniently centrally located where you can do your errands or work, close to shops and restaurants & if your familiar where the cheap eats are. If you need a place to stay with elderly or your pet dog, highly recommended because you can stay on ground floors & be close to the beach/harbor area and exits without walking very far. There are several exits to different parking areas so you don’t have to walk far unlike other big resorts. I like staying in a smaller resort without the big tourist crowd, easy walking and accessibility to whatever you need if you don’t need the luxury amenities. I was pleasantly surprised the room is great. Wish it came with a microwave in our double bedroom but not a deal breaker. Can’t wait to come back again. Thank you Maui Beach."

A verified traveller stayed at Maui Beach Hotel

Posted 6 days ago

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Frequently asked questions

Can I find a holiday rental in Kailua?

Yes, there are holiday rentals close to the most popular sights in Kailua, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Kailua has to offer?

Kaiholo Hale: This holiday home rental outside Kailua is by the ocean, and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

What’s there to see and do in Kailua?

While exploring the area, visit family-friendly sights like Waikamoi Preserve, or get outside and enjoy nature at Twin Falls. In the wider area, you’ll find Garden of Eden Arboretum and Maui Garden Of Eden - Botanical Gardens & Arboretum.

What’s a holiday rental in Kailua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kailua. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and bustling concierge 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 a great option for a small group gathering.

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Kailua Holiday Rentals

Check prices for these dates

Holiday Rentals in Kailua

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Frequently asked questions