Kailua Vacation Rentals

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Kailua holiday rentals

Terrace/patio

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (31 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is RM569
RM1,280 total
includes taxes & fees
16 Jun - 17 Jun
Yonegan Maui Getaways - Haiku
Interior

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
Kuau Plaza Paia Condo with Parking
Interior

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 RM504
RM1,587 total
includes taxes & fees
22 Jun - 23 Jun
Lanai & Steps to Beach! Stunning South Maui Condo
On the beach, white sand

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
8.0 out of 10, Very good, (3 reviews)
"My stay was okay. "
United States
Rosalba
The price is RM607
RM2,970 total
includes taxes & fees
20 Jun - 21 Jun
The Kalama Residence
Dining room

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 RM290
RM2,294 total
includes taxes & fees
10 Jun - 11 Jun
The Ocean View Residence
On the beach, white sand, beach towels

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 RM1,801
RM3,335 total
includes taxes & fees
21 Jun - 22 Jun
Waiohuli Beach Hale Ocean View Condos with Parking
In-room dining

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, (37 reviews)
"Everything was set up to be an amazing experience and we would definitely stay again."
Canada
Tamara
The price is RM1,149
RM2,201 total
includes taxes & fees
16 Jun - 17 Jun
Kihei Ali'i Kai Condos with Free Parking
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 Kailua Hotel Reviews

Maui Seaside Hotel

Maui Seaside Hotel

8/10 Good
"My stay overall was great. We booked a renovated room & it was beautifully decorated and suited our needs. Some things in the room that I did notice 1. The window sill was very dusty 2. The bathroom door is a barn door and all though you could close it, there was still a gap big enough for sound to be clearly heard in the rest of the room 3. The barn door also blocked the mini fridge cabinet so we had to open the door to get to the fridge. If someone was in the bathroom you would have to wait til they were done or do a quick open then close of the doors. Another thing about the location of the renovated rooms, we had someone who uses a manual wheelchair and there was a sharp & steep turn that we he had to maneuver to get him to and from our room. Thankfully we were on the ground floor but it was really difficult for him to maneuver on his own so his independence was restricted. Also the distance from the wheelchair accessible entrance to the elevator is a little far. If we had a room on the higher floors, we’d have to enter from the middle of the building and go about the length of 10 guest rooms to get to the elevator. This is just something to think about. We did have a great stay and this place allowed us to enjoy much needed family time. Thank you to Maui Seaside and the team there for making this trip great."
Deana 2-night trip
Posted 2 hours ago
Maui Seaside Hotel

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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Look no further and take a look at our great range of rental properties in Kailua!

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 Maui Garden Of Eden - Botanical Gardens & Arboretum and Maui Spa Retreat.

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.