Title: Kailua Vacation Rentals from CA $427: 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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2026-07-17&endDate=2026-07-19&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 ![Beach](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/c6ff0ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/c3d866bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/b81832cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/640821ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath [](https://www.expedia.ca/Hana-Hotels-Beautiful-Cottage-In-The-Heart-Of-Hana.h32484007.Hotel-Information) Hana Town Center 9.6/10 Exceptional (198 reviews) "Had a very nice stay. The cottage was well equipped. I spent 8 days there. Loved this location in Hana." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lon S. CA $246 CA $593 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Hana-Hotels-Beautiful-Cottage-In-The-Heart-Of-Hana.h32484007.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 (29 reviews) "Everything was perfect!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Speranta CA $242 CA $493 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Haiku-Hotels-Yonegan-Maui-Getaways-Haiku.h117919946.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32490000/32488600/32488569/167b0628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32490000/32488600/32488569/8c976e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32490000/32488600/32488569/da2f3e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/33000000/32490000/32488600/32488569/00107baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b [](https://www.expedia.ca/Hana-Hotels-Beautiful-Home-In-The-Heart-Of-Hana.h32488569.Hotel-Information) Hana Town Center 9.2/10 Wonderful (154 reviews) "The location was fantastic and the house was very comfortable, especially the beds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa H. CA $308 CA $702 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Hana-Hotels-Beautiful-Home-In-The-Heart-Of-Hana.h32488569.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/w6117h3844x5y7-76eb8504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/44ed2965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/e555512e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/9285d001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embark on a journey through Maui with Aloha Glamp [](https://www.expedia.ca/Haiku-Hotels-Embark-On-A-Journey-Through-Maui-With-Aloha-Glamp.h27441539.Hotel-Information) Haiku-Pauwela 9.6/10 Exceptional (40 reviews) "He had everything for our camping, great experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zuka C. CA $166 CA $405 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Haiku-Hotels-Embark-On-A-Journey-Through-Maui-With-Aloha-Glamp.h27441539.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72370000/72363600/72363551/d78bb9d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/73000000/72370000/72363600/72363551/b279d8c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72370000/72363600/72363551/dc64e9e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72370000/72363600/72363551/eb674f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View! [](https://www.expedia.ca/Hana-Hotels-Oceanview-206-At-Hana-Kai-Maui-Lofted-Studio.h72363551.Hotel-Information) Hana Town Center 9.8/10 Exceptional (26 reviews) "I would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce H. CA $472 CA $674 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Hana-Hotels-Oceanview-206-At-Hana-Kai-Maui-Lofted-Studio.h72363551.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/20000000/19660000/19651200/19651188/59bdbe7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19660000/19651200/19651188/9e86a38a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/20000000/19660000/19651200/19651188/4f1bef43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/20000000/19660000/19651200/19651188/a3df70ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A/C North Shore Maui - Paia/Kuau
Just steps away to Mama’s and beach [](https://www.expedia.ca/Paia-Hotels-AC-North-Shore-Maui-PaiaKuau-BrJust-Steps-Away-To-Mamas-And-Beach.h19651188.Hotel-Information) Kuau 9.4/10 Exceptional (200 reviews) "Recently renovated and spotless! This condo had everything we needed and was comfortable and conveniently located. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison H. CA $254 CA $615 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Paia-Hotels-AC-North-Shore-Maui-PaiaKuau-BrJust-Steps-Away-To-Mamas-And-Beach.h19651188.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/51ee3252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/e37012bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/f7f2f5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/c16d15e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisher's Hana Bay Hale, Across from Hana Bay [](https://www.expedia.ca/Hana-Hotels-Fishers-Hana-Bay-Hale.h22720139.Hotel-Information) Hana Town Center 9.6/10 Exceptional (422 reviews) "Very peaceful place to stay. Enjoyed location and would stay again if I come to Hana!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas CA $268 CA $557 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Hana-Hotels-Fishers-Hana-Bay-Hale.h22720139.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/530ff241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/42da26db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/fabbfdeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/55a71571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 [](https://www.expedia.ca/Hana-Hotels-STHA-20170002-Across-From-Hana-Bay.h22722218.Hotel-Information) Hana Town Center 9.6/10 Exceptional (436 reviews) "Enjoyed the screened in porch" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $268 CA $530 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Hana-Hotels-STHA-20170002-Across-From-Hana-Bay.h22722218.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33486600/33486513/28c65710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33486600/33486513/6a1feca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33486600/33486513/1c646ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33486600/33486513/b93fc755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor! [](https://www.expedia.ca/Hana-Hotels-Oceanview-105-At-Hana-Kai-Maui-Sweet-Studio-Unit.h33486513.Hotel-Information) Hana Town Center 9.8/10 Exceptional (84 reviews) "The location was very good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim B. CA $460 CA $658 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Hana-Hotels-Oceanview-105-At-Hana-Kai-Maui-Sweet-Studio-Unit.h33486513.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111070000/111068000/111067993/21f0cbe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/112000000/111070000/111068000/111067993/e87752a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111070000/111068000/111067993/0b1aee0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/112000000/111070000/111068000/111067993/27512a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yonegan Maui Getaways - Haiku - Unit 6 [](https://www.expedia.ca/Haiku-Hotels-Yonegan-Haiku-Haven-Unit-6.h111067993.Hotel-Information) Haiku-Pauwela 9.2/10 Wonderful (35 reviews) "Great location, comfortable bed and room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kimo CA $190 CA $455 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Haiku-Hotels-Yonegan-Haiku-Haven-Unit-6.h111067993.Hotel-Information) ![Travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74640000/74630500/74630414/6b8f4679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74640000/74630500/74630414/7b3be775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74640000/74630500/74630414/9df9b922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74640000/74630500/74630414/03101843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly [](https://www.expedia.ca/Kihei-Hotels-Kihei-Pool-Hot-Tub-Beach-Access-AC-Baby-Friendly.h74630414.Hotel-Information) North Kihei 9.0/10 Wonderful (7 reviews) "Great stay, clean place. Close walk to the beach. The pool and hot tub were great and well taken care of" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danniella CA $147 CA $506 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Kihei-Hotels-Kihei-Pool-Hot-Tub-Beach-Access-AC-Baby-Friendly.h74630414.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34160000/34152900/34152879/911c08bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34160000/34152900/34152879/5dbfbfcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34160000/34152900/34152879/6ae6f44c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/35000000/34160000/34152900/34152879/245620e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View! [](https://www.expedia.ca/Hana-Hotels-Hana-Kai-Maui-Oceanview-Waiohinu-Upper-Floor-Amazing-View-Decor.h34152879.Hotel-Information) Hana Town Center 9.6/10 Exceptional (77 reviews) "Great view, excellent location. 2 -3 nights is the perfect amount of time in Hana." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim CA $495 CA $705 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Hana-Hotels-Hana-Kai-Maui-Oceanview-Waiohinu-Upper-Floor-Amazing-View-Decor.h34152879.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/2f8ffeb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/66e90678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/cfa3cd75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/13e6388b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei [](https://www.expedia.ca/Kihei-Hotels-Tropical-Honeymoon-Suite-BBQ.h19667488.Hotel-Information) North Kihei 9.8/10 Exceptional (109 reviews) "This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Troy s. CA $114 CA $653 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Kihei-Hotels-Tropical-Honeymoon-Suite-BBQ.h19667488.Hotel-Information) ![Elite Apartment, Balcony, Ocean View | Dining room](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867796/e1aafb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867796/666e99fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867796/w3000h1913x0y87-fbeec201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Apartment, Balcony, Ocean View | Living area](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867796/9d9d8f1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ocean View Residence [](https://www.expedia.ca/Kihei-Hotels-The-Ocean-View-Residence.h119867796.Hotel-Information) South Kihei 10/10 Exceptional (1 review) "Very nice condo for a longer-term stay. We loved being able to cook. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $145 CA $880 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Kihei-Hotels-The-Ocean-View-Residence.h119867796.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) | 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) ![Family Condo, 2 Bedrooms, 2 Bathrooms, Garden View (1006) | Private kitchen](https://images.trvl-media.com/lodging/111000000/110520000/110516600/110516501/d8fbc690.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) ### Kuau Plaza Paia Condo with Parking [](https://www.expedia.ca/Paia-Hotels-Kuau-Plaza-Paia-Condo-With-Parking.h110516501.Hotel-Information) Paia CA $434 CA $898 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Paia-Hotels-Kuau-Plaza-Paia-Condo-With-Parking.h110516501.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33400000/33394500/33394402/e245fd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, DVD player, books](https://images.trvl-media.com/lodging/34000000/33400000/33394500/33394402/f338844a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/34000000/33400000/33394500/33394402/007570d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33400000/33394500/33394402/fae2554b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you! [](https://www.expedia.ca/Hana-Hotels-Special-Quiet.h33394402.Hotel-Information) Kaʻeleku 9.8/10 Exceptional (239 reviews) "30 yr anniversary - perfectly relaxing for us - would stay here again for sure." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trent H. CA $414 CA $829 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Hana-Hotels-Special-Quiet.h33394402.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22210000/22202700/22202637/91fb6a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22210000/22202700/22202637/083d4c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/23000000/22210000/22202700/22202637/521b6eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/23000000/22210000/22202700/22202637/3f4afb51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground floor oceanfront, walk out to beach [](https://www.expedia.ca/Kihei-Hotels-Ground-Floor-Oceanfront.h22202637.Hotel-Information) Central Kihei 9.0/10 Wonderful (37 reviews) "Great location and beautiful beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie M. CA $147 CA $898 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Kihei-Hotels-Ground-Floor-Oceanfront.h22202637.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/87000000/86150000/86141000/86140994/f1dfdb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/87000000/86150000/86141000/86140994/0cf2957a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/87000000/86150000/86141000/86140994/4b2ed5ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86150000/86141000/86140994/878b15f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ. [](https://www.expedia.ca/Kihei-Hotels-New-Central-AC-Oceanfront-Steps-From-The-Beach.h86140994.Hotel-Information) North Kihei 9.6/10 Exceptional (15 reviews) "Wonderful place to stay. Awesome host. We had a great time and hopefully be back soon!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer D. CA $181 CA $597 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Kihei-Hotels-New-Central-AC-Oceanfront-Steps-From-The-Beach.h86140994.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/91000000/90850000/90849400/90849357/8bfac154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90850000/90849400/90849357/23810cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90850000/90849400/90849357/0d645d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90850000/90849400/90849357/d72e50d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 23 Waena Inn - Maui Private Suite [](https://www.expedia.ca/Wailuku-Hotels-Unit-11-Maui-Ohana-Modern-Studio.h90849357.Hotel-Information) Wailuku 10/10 Exceptional (10 reviews) "Fairly central location. Helpful and due to the length of our stay, offered for us to use washer/dryer, snorkels, beach towels. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzan F. CA $307 CA $460 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Wailuku-Hotels-Unit-11-Maui-Ohana-Modern-Studio.h90849357.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/95000000/94700000/94695100/94695010/163e0ab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94700000/94695100/94695010/b1c7233e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94700000/94695100/94695010/d49df28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94700000/94695100/94695010/6df15b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kuau Surf 2.0 Maui North Shore Locally-Owned [](https://www.expedia.ca/Paia-Hotels-Kuau-Surf-20-Maui-North-Shore.h94695010.Hotel-Information) Paia 9.2/10 Wonderful (23 reviews) "Clean and convenient" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ilya L CA $302 CA $520 total includes taxes & fees Apr 20 - Apr 21 [](https://www.expedia.ca/Paia-Hotels-Kuau-Surf-20-Maui-North-Shore.h94695010.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=2026-04-07&endDate=2026-04-08®ionId=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®ionId=11832&latLong=20.891568%2C-156.215303&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Kailua%2C+Hawaii%2C+United+States+of+America®ionId=11832&latLong=20.891568%2C-156.215303&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Kailua%2C+Hawaii%2C+United+States+of+America®ionId=11832&latLong=20.891568%2C-156.215303&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Kailua%2C+Hawaii%2C+United+States+of+America®ionId=11832&latLong=20.891568%2C-156.215303&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Kailua%2C+Hawaii%2C+United+States+of+America®ionId=11832&latLong=20.891568%2C-156.215303&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CONDO) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Kailua%2C+Hawaii%2C+United+States+of+America®ionId=11832&latLong=20.891568%2C-156.215303&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CABIN) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKailua-Vacation-Rentals.d11832.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKailua-Vacation-Rentals.d11832.Travel-Guide-VacationRentals) ## Top Kailua Hotel Reviews ![Maui Seaside Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/5df916fe_y.jpg) ### Maui Seaside Hotel 6/10 Okay "Nice exterior, paper thin walls. Clean but run down " [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Gods Peace Of Maui](https://images.trvl-media.com/lodging/114000000/113840000/113837400/113837325/97f6fcd3_y.jpg) ### Gods Peace Of Maui 8/10 Good "Saw a cockroach " [](https://expedia.ca/Makawao-Hotels-Gods-Peace-Of-Maui.h113837325.Hotel-Information) ![Yonegan Central Maui Getaways](https://images.trvl-media.com/lodging/118000000/117930000/117929100/117929085/644d78d6_y.jpg) ### Yonegan Central Maui Getaways 4/10 Poor "Very dirty corridors and very small rooms. " [](https://expedia.ca/Wailuku-Hotels-Yonegan-Central-Maui-Getaways.h117929085.Hotel-Information) ![Maui Sunset](https://images.trvl-media.com/lodging/1000000/30000/28500/28425/495bbfa9_y.jpg) ### Maui Sunset 6/10 Okay "Unit was clean however there was bare minimum and no condiments or extra things" [](https://expedia.ca/Kihei-Hotels-Maui-Sunset.h28425.Hotel-Information) ![Maui Beach Hotel](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 8/10 Good "Hotel is ok , except weather, great location " [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ![Courtyard Maui Kahului Airport](https://images.trvl-media.com/lodging/6000000/5090000/5087800/5087798/b61d1cc6_y.jpg) ### Courtyard Maui Kahului Airport 10/10 Excellent "The staff are friendly and courteous and when I request they deliver promptly. " [](https://expedia.ca/Kahului-Hotels-Courtyard-Maui-Kahului-Airport.h5087798.Hotel-Information) ![Maui Coast Hotel](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/88b76a3c_y.jpg) ### Maui Coast Hotel 10/10 Excellent "This hotel is absolutely gorgeous. It is very clean, spacious and secure. " [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![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 "Excellent location and room . Perfect to go to concert at Maui art centre " [](https://expedia.ca/Kahului-Hotels-Hampton-Inn-Suites-Maui-North-Shore.h112737554.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 "The property was clean and right across from the beach. Staff was friendly and rooms were very spacious. " [](https://expedia.ca/Kihei-Hotels-Maui-Beach-Vacation-Club.h2457.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. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Kailua ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [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) - [Cabin Rentals in Kailua ](https://expedia.ca/Kailua-Cabins.d11832-aaCabins.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Kailua? ### What are some of the best vacation home rentals that Kailua has to offer? ### What’s there to see and do in Kailua? ### What’s a vacation rental in Kailua like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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