Title: Book the Best Kailua LUXURY Hotels - Upscale Hotels in Kailua, HI | Expedia.ca [Hotels in Kailua](https://expedia.ca/Kailua-Hotels.d11832.Travel-Guide-Hotels)[Vacation Rentals in Kailua](https://expedia.ca/Kailua-Vacation-Rentals.d11832.Travel-Guide-VacationRentals)[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) ![0_AA042902](https://images.trvl-media.com/place/11832/f4f17189-d15a-4ba6-8920-fd41c1191d66.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Kailua, HI - ![](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 availability on Kailua Luxury Hotels Tonight [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2025-12-08&endDate=2025-12-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2025-12-09&endDate=2025-12-10&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Kailua Luxury Hotels ![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/10000/1000/933/f8d26b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, free beach shuttle](https://images.trvl-media.com/lodging/1000000/10000/1000/933/165b99af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Suite, 1 King Bed, Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/1000/933/c9c38afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Partial Ocean View](https://images.trvl-media.com/lodging/1000000/10000/1000/933/c688bfe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hana-Maui Resort, a Destination by Hyatt Residence Hana Town Center 9.0/10 Wonderful (1001) "Great staff. Beautiful setting" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Nathaniel CA $715 CA $917 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Hana-Hotels-Hana-Maui-Resort.h933.Hotel-Information) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/05f0293f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Lanai, Garden View (1 Bedroom (1013)) | Living area](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/be937f04.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/111000000/110440000/110438900/110438855/1dd409d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, 1 Bedroom, Air conditioning, Garden View (1 Bedroom (1007)) | Private kitchen](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/e98e6773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kihei Ali'i Kai Condos with Free Parking South Kihei 9.0/10 Wonderful (20) "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 [](https://www.expedia.ca/Kihei-Hotels-Kihei-Alii-Kai-Condos-With-Ocean-View-And-Parking.h110438855.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3100/3001/a09d50ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3100/3001/9d0db4ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, free cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3100/3001/3ff05126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3001/7e46fb96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Grand Vacations Club Maui Bay Villas North Kihei 9.2/10 Wonderful (217) "Wonderful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher D CA $469 CA $602 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Kihei-Hotels-Maui-Bay-Villas-By-Hilton-Grand-Vacations.h3001.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993493/f530e78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993493/16a19c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video-game console, DVD player, books](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993493/ab35817d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993493/ac4a560a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pacific Shores 2bd 2bth Kihei MAUI Condo Kamaole Beach HAWAII Vacation Rental South Kihei 9.6/10 Exceptional (48) "Good location near beach with AC in each room, many beds were good for a larger group." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Daniel C. CA $275 CA $733 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Kihei-Hotels-Pacific-Shores-2bd-2bth-Kihei-MAUI-Condo-Kamaole-Beach-HAWAII-Vacation-Rental.h18993493.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/18800000/18797600/18797529/05759fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18800000/18797600/18797529/a4a6c124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18800000/18797600/18797529/f9339227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18800000/18797600/18797529/09927f4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fantastic Clear Ocean View, incredible value Central Kihei 7.8/10 Good (12) "great location close to the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe C. CA $235 CA $633 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Kihei-Hotels-Fantastic-Clear-Ocean-View.h18797529.Hotel-Information) ![Smart TV, video games, DVD player, books](https://images.trvl-media.com/lodging/24000000/23610000/23607900/23607827/f51ef1cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/24000000/23610000/23607900/23607827/195be5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23610000/23607900/23607827/342047ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23610000/23607900/23607827/54837c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 100% Walk Score to Eat & Play Across from KamaolĂ© Beach. 2bd 2bd AC Kihei Condo South Kihei 9.6/10 Exceptional (18) "Great place to stay! Our family of a 1 year old and 6 adults stayed at this Condo in Kihei for 5 days. The condo was clean and supplied with everything we needed- from beach gear to baby accommodations (high chair and pack n play). The beach is within walking distance. The parking stalls were compact size and a little tight for the suv we had but other than that everything met our expectations. Communication with Rebecca (the owner) was great, she responded as soon as she could. Overall it was... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole G. CA $385 CA $881 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Kihei-Hotels-100-Walk-Score-To-Eat-Play-Across-From-Kamaole-Beach-2bd-2bd-AC-Kihei-Condo.h23607827.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=2025-12-22&endDate=2025-12-23®ionId=11832&adults=2&sort=LUXURY&star=50&openPlayBack=true) ## Top Kailua Hotel Reviews ![Maui Seaside Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "The staff was very accommodating And the beds great!" [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Maui Coast Hotel](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "Excellent location." [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![Maui Sunset](https://images.trvl-media.com/lodging/1000000/30000/28500/28425/94a746a3_y.jpg) ### Maui Sunset 10/10 Excellent "No spotless because it wasn’t ready when we arrived due to mistake on housekeeping schedule of us arriving, leaky tub and partially clogged sink in main room but other than that it was adequate " [](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 10/10 Excellent "Convenient location " [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.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 "Loved how close to the beach it is! Property was well maintained and staff was very helpful!" [](https://expedia.ca/Kihei-Hotels-Maui-Beach-Vacation-Club.h2457.Hotel-Information) ![Sugar Beach Resort](https://images.trvl-media.com/lodging/3000000/2840000/2833100/2833007/7a703a44_y.jpg) ### Sugar Beach Resort 10/10 Excellent "The room was clean, but the bed was not comfortable at all. " [](https://expedia.ca/Kihei-Hotels-Sugar-Beach-Resort-By-Vacasa.h2833007.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 "Clean room,helpful and pleasant staff, good food in the Bistro, quiet, comfortable room." [](https://expedia.ca/Kahului-Hotels-Courtyard-Maui-Kahului-Airport.h5087798.Hotel-Information) ![Hana-Maui Resort, a Destination by Hyatt Residence](https://images.trvl-media.com/lodging/1000000/10000/1000/933/f8d26b60_y.jpg) ### Hana-Maui Resort, a Destination by Hyatt Residence 10/10 Excellent "Gorgeous, peaceful bungalow with an ocean view. This is a great way to get away from it all and experience the road to Hana and beyond. We stayed two nights and really enjoyed it. Food options for dinner were several food trucks or a restaurant across the street that we passed on. We tried the Mexican food truck and nearby Huli Huli chicken. That and some provisions we picked up along the way filled us up after hiking and exploring. We would have tried room service but it was not app based and involved calling the restaurant across the street and maybe going to pick up. Instead, we just enjoyed the accommodations and ate banana bread for dessert. The staff were lovely and accommodating. The restaurant for breakfast was pretty good but not amazing. The property, tranquil ocean views and sounds, large bungalow and adjacent adventure are worth staying here to be off the grid in a semi luxurious environment surrounded by nature." [](https://expedia.ca/Hana-Hotels-Hana-Maui-Resort.h933.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your stay in Kailua? ### When can I expect good weather in Kailua? ### What's there to see and do in Kailua? ## Explore a world of travel with Expedia - Lodging - Packages - Cars - More ways to book - [Hotels near Charles Lindbergh Grave ](https://www.expedia.ca/Charles-Lindbergh-Grave-Hotels.0-l553248621532639043-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Haiku ](https://www.expedia.ca/Haiku-Haiku-Hotels-All-Inclusive-Hotel.0-n553248635976473011-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Lake Hotels in Haiku ](https://www.expedia.ca/Haiku-Haiku-Hotels-Lake-Hotels.0-n553248635976473011-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Haiku ](https://www.expedia.ca/Haiku-Hotels-Adults-Only-Resorts.0-0-d7694-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Haiku ](https://www.expedia.ca/Haiku-Hotels-Business-Hotel.0-0-d7694-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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