Title: Kailua Vacation Rentals from CA $383: Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Kailua](https://expedia.ca/Kailua-Hotels.d11832.Travel-Guide-Hotels)[Kailua Car Rentals](https://expedia.ca/Car-Rentals-In-Kailua.d11832.Car-Rental-Guide)[Kailua Vacation Packages](https://expedia.ca/Kailua.d11832.Destination-Travel-Guides)

![Caption--- - black rock, Maui at The Sheraton](https://images.trvl-media.com/place/11832/ccc4ca4c-93a7-4f98-8afa-0926ee4aa0ed.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/11832/ccc4ca4c-93a7-4f98-8afa-0926ee4aa0ed.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Kailua vacation rentals

![Family Apartment, 2 Bedrooms, Balcony, Mountain View | In-room dining](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/98247403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom, Lanai, Garden View (1 Bedroom (1013)) | Private kitchen](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/8b35f3c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, 1 King Bed with Sofa bed, Garden View (1 BR 1011) | Living area](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/c45a55fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/7987d84e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Kihei Ali'i Kai Condos with Free Parking

[](https://www.expedia.ca/Kihei-Hotels-Kihei-Alii-Kai-Condos-With-Ocean-View-And-Parking.h110438855.Hotel-Information)

South Kihei

8.8/10

Excellent

(23 reviews)

"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emma

CA $298

CA $729 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Kihei-Hotels-Kihei-Alii-Kai-Condos-With-Ocean-View-And-Parking.h110438855.Hotel-Information)

![Studio, Garden View (Haiku #6) | Terrace/patio](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/c916924e_edited_d3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Garden View (Haiku #3)](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/7e83a53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/ced36266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/5dd9fc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yonegan Maui Getaways - Haiku 

[](https://www.expedia.ca/Haiku-Hotels-Yonegan-Maui-Getaways-Haiku.h117919946.Hotel-Information)

Haiku

8.8/10

Excellent

(19 reviews)

"It is a cozy place. It has all the amenities. It feels like home"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Roberto

CA $209

CA $383 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Haiku-Hotels-Yonegan-Maui-Getaways-Haiku.h117919946.Hotel-Information)

![On the beach, white sand](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867771/9b24ce26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867771/3f40313f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Condo, Balcony, Ocean View | Extra beds](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867771/f512763b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Condo, Balcony, Ocean View | Balcony](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867771/439541c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Kalama Residence

[](https://www.expedia.ca/Kihei-Hotels-The-Kalama-Residence.h119867771.Hotel-Information)

South Kihei

7.0/10

Good

(2 reviews)

"My stay was okay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rosalba

CA $491

CA $1,619 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Kihei-Hotels-The-Kalama-Residence.h119867771.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/111000000/110520000/110516600/110516501/0365c627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Condo, 2 Bedrooms, 2 Bathrooms, Garden View (1006) | Living area](https://images.trvl-media.com/lodging/111000000/110520000/110516600/110516501/888ea37d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Condo, 2 Bedrooms, 2 Bathrooms, Garden View (1006) | Balcony view](https://images.trvl-media.com/lodging/111000000/110520000/110516600/110516501/6e321c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Condo, 2 Bedrooms, 2 Bathrooms, Garden View (1006) | In-room dining](https://images.trvl-media.com/lodging/111000000/110520000/110516600/110516501/3fdc808d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kuau Plaza Paia Condo with Parking

[](https://www.expedia.ca/Paia-Hotels-Kuau-Plaza-Paia-Condo-With-Parking.h110516501.Hotel-Information)

Paia

CA $428

CA $890 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Paia-Hotels-Kuau-Plaza-Paia-Condo-With-Parking.h110516501.Hotel-Information)

![Family Apartment, 2 Bedrooms, 2 Bathrooms, Ocean View (1015) | Living area](https://images.trvl-media.com/lodging/124000000/123190000/123183400/123183314/888b5e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, 2 Bedrooms, 2 Bathrooms, Ocean View (1015) | Balcony](https://images.trvl-media.com/lodging/124000000/123190000/123183400/123183314/2c880297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/124000000/123190000/123183400/123183314/0fc456b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, 2 Bedrooms, 2 Bathrooms, Ocean View (1015) | Balcony view](https://images.trvl-media.com/lodging/124000000/123190000/123183400/123183314/b8298f7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR/2BA Oceanfront Condo in Maui Sunset

[](https://www.expedia.ca/Kihei-Hotels-1015-Maui-Sunset-B-515.h123183314.Hotel-Information)

Central Kihei

CA $679

CA $1,195 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Kihei-Hotels-1015-Maui-Sunset-B-515.h123183314.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&regionId=11832&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Kailua%2C+Hawaii%2C+United+States+of+America&regionId=11832&latLong=20.891568%2C-156.215303&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APART_HOTEL)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Kailua%2C+Hawaii%2C+United+States+of+America&regionId=11832&latLong=20.891568%2C-156.215303&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CONDO)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Kailua%2C+Hawaii%2C+United+States+of+America&regionId=11832&latLong=20.891568%2C-156.215303&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Kailua%2C+Hawaii%2C+United+States+of+America&regionId=11832&latLong=20.891568%2C-156.215303&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Kailua%2C+Hawaii%2C+United+States+of+America&regionId=11832&latLong=20.891568%2C-156.215303&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Kailua%2C+Hawaii%2C+United+States+of+America&regionId=11832&latLong=20.891568%2C-156.215303&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

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## Top Kailua Hotel Reviews

![Hampton Inn & Suites Maui North Shore](https://images.trvl-media.com/lodging/113000000/112740000/112737600/112737554/w3840h2556x0y3-56e27344_y.jpg)

### Hampton Inn & Suites Maui North Shore

10/10 Excellent

"New facility, friendly staff"

[](https://expedia.ca/Kahului-Hotels-Hampton-Inn-Suites-Maui-North-Shore.h112737554.Hotel-Information)

![Maui Coast Hotel](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg)

### Maui Coast Hotel

10/10 Excellent

"Amazing amenities, staff and location! "

[](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information)

![Hilton Grand Vacations Club Maui Bay Villas](https://images.trvl-media.com/lodging/1000000/10000/3100/3001/a09d50ad_y.jpg)

### Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent

"Great service all around "

[](https://expedia.ca/Kihei-Hotels-Maui-Bay-Villas-By-Hilton-Grand-Vacations.h3001.Hotel-Information)

![Maui Beach Vacation Club](https://images.trvl-media.com/lodging/1000000/10000/2500/2457/618976ae_y.jpg)

### Maui Beach Vacation Club

10/10 Excellent

"Great location - right across from the beach"

[](https://expedia.ca/Kihei-Hotels-Maui-Beach-Vacation-Club.h2457.Hotel-Information)

![Maui Beach Hotel](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg)

### Maui Beach Hotel

10/10 Excellent

"Friendly"

[](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information)

![Maui Seaside Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg)

### Maui Seaside Hotel

10/10 Excellent

"Staff has been great. The rooms are a little on the old side, but well appointed and very clean. This hotel is a great location and easy walkabout area."

[](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information)

![Courtyard Maui Kahului Airport](https://images.trvl-media.com/lodging/6000000/5090000/5087800/5087798/04b763de_y.jpg)

### Courtyard Maui Kahului Airport

10/10 Excellent

"Spacious rooms and clean beds"

[](https://expedia.ca/Kahului-Hotels-Courtyard-Maui-Kahului-Airport.h5087798.Hotel-Information)

![Maui Schooner Resort](https://images.trvl-media.com/lodging/1000000/890000/880600/880544/074bc0c8_y.jpg)

### Maui Schooner Resort

10/10 Excellent

"Wonderful location. Dated but clean! Would definitely come back. "

[](https://expedia.ca/Kihei-Hotels-Maui-Schooner-Resort.h880544.Hotel-Information)

![Gods Peace Of Maui](https://images.trvl-media.com/lodging/114000000/113840000/113837400/113837325/51cf4e1f_y.jpg)

### Gods Peace Of Maui

10/10 Excellent

"Mika and Tammy were super nice!! The kitchen and smaller pantries were well stocked and thoughtfully laid out. We were so comfortable in our rooms, and loved that there are so many different bathrooms to choose from. You get to have more interactions with the other guests versus staying in a hotel. We’ve made so many friends here. This was such a down-to-earth experience, we’d definitely choose to stay here over a resort anytime!"

[](https://expedia.ca/Makawao-Hotels-Gods-Peace-Of-Maui.h113837325.Hotel-Information)

## Find out more about Kailua

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kailua. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Condo Rentals in Kailua ](https://expedia.ca/Kailua-Condos.d11832-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Kailua ](https://expedia.ca/Kailua-Apartments.d11832-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Kailua ](https://expedia.ca/Kailua-Private-Vacation-Homes.d11832-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Kailua ](https://expedia.ca/Kailua-Cottages.d11832-aaCottages.Travel-Guide-Accommodation)
- [Aparthotels in Kailua ](https://expedia.ca/Kailua-Apart-Hotels.d11832-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Kailua ](https://expedia.ca/Kailua-Bed-And-Breakfast.d11832-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Resorts in Kailua ](https://expedia.ca/Kailua-Resort-Hotels.d11832-aaResortHotels.Travel-Guide-Accommodation)
- [Villas in Kailua ](https://expedia.ca/Kailua-Villas.d11832-aaVillas.Travel-Guide-Accommodation)
- [Guest Houses in Kailua ](https://expedia.ca/Kailua-Guest-Houses.d11832-aaGuestHouses.Travel-Guide-Accommodation)
- [Residences in Kailua ](https://expedia.ca/Kailua-Residences.d11832-aaResidences.Travel-Guide-Accommodation)
- [Hostels in Kailua ](https://expedia.ca/Kailua-Hostels.d11832-aaHostels.Travel-Guide-Accommodation)
- [Farmstay in Kailua ](https://expedia.ca/Kailua-Agritourism.d11832-aaAgritourism.Travel-Guide-Accommodation)
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## Frequently asked questions

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