An aerial view of a coastal town with clear turquoise waters, two prominent islands, and lush green hills.

Kailua Vacation Rentals

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Our top choices for Kailua holiday rentals

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (35 reviews)
"This was our second visit to Maui, so we wanted to try something different; we chose something upcountry instead of on the beach this time. We will likely go back to the beach for future visits, because we really didn’t enjoy having to drive all the way back and change after spending time on the beach. That said, the property was not a bad choice. Our stay was pleasant, with the exception of a random leak that happened in the unit’s restroom. Also, the patio could have been a little cleaner. We...
United States
Steve
The price is RM577
RM1,298 total
includes taxes & fees
5 Aug - 6 Aug
Yonegan Maui Getaways - Haiku

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
3.0 star property
Haiku
The price is RM1,615
RM4,227 total
includes taxes & fees
28 Jul - 29 Jul
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is RM2,448
RM4,357 total
includes taxes & fees
26 Jul - 27 Jul
Kuau Plaza Paia Condo with Parking

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
8.0 out of 10, Very good, (1 review)
The price is RM2,685
RM4,493 total
includes taxes & fees
19 Aug - 20 Aug
2BR/2BA Oceanfront Condo in Maui Sunset

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.4 out of 10, Exceptional, (45 reviews)
"We enjoy our stay at this 1 bd apartment. The location is nice, beach is 10 -15 min walk. Restaurants and stores are nearby. However, I am going to give them 4 stars out of 5. The laundry machine is a bit old. The storage containers need to be replaced. They had really small containers without lid and a couple of lids without containers itself. We had trouble getting to the house at the first time and the instructions were incomplete. We arrived late night and were tired after long flight. It...
United States
Khilola
The price is RM715
RM2,106 total
includes taxes & fees
30 Jul - 31 Jul
Kihei Ali'i Kai Condos with Free Parking

Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
9.8 out of 10, Exceptional, (6 reviews)
"Grounds were beautiful. Beach view and access great. Quality of condo was in need of refreshing. Some broken doors, and in need of repair. The condo was clean."
United States
Eric
The price is RM1,022
RM2,470 total
includes taxes & fees
3 Aug - 4 Aug
Waiohuli Beach Hale Ocean View Condos with Parking

Lanai & Steps to Beach! Stunning South Maui Condo

Lanai & Steps to Beach! Stunning South Maui Condo
3.5 star property
North Kihei
The price is RM597
RM1,599 total
includes taxes & fees
6 Aug - 7 Aug
Lanai & Steps to Beach! Stunning South Maui Condo

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
8.0 out of 10, Very good, (3 reviews)
"Great stay! The place was clean, well located, and exactly as described. Smooth communication and very comfortable overall. Would definitely recommend."
France
Daniel
The price is RM683
RM3,158 total
includes taxes & fees
27 Jul - 28 Jul
The Kalama Residence

Ocean-view Kihei Condo w/ Lanai: Steps to Beach!

Ocean-view Kihei Condo w/ Lanai: Steps to Beach!
3.0 star property
North Kihei
Ocean-view Kihei Condo w/ Lanai: Steps to Beach!

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is RM356
RM2,460 total
includes taxes & fees
3 Aug - 4 Aug
The Ocean View Residence
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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Find out more about Kailua

Search for holiday rentals in Kailua on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Kailua using one of the methods below:

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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?

Yonegan Maui Getaways - Haiku : This holiday home rental outside of Kailua is located near the beach, and has 1 hot tub, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, a coffee maker and kitchenware.

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 Haleakala National Park. 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.