Title: 5 Stars Hotels in Kailua, Haiku from CA $578 - Find Cheap Kailua Hotels With 5 Stars | Expedia.ca [Kailua Travel Guide](https://expedia.ca/Kailua.dx11832)[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)[Flights to Kailua](https://expedia.ca/Cheap-Flights-To-Kailua.d11832.Travel-Guide-Flights)[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) ![](https://mediaim.expedia.com/destination/1/a42fa477d95ebfbccef32c86caac5f76.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Kailua, Haiku from CA $578 ![](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 5 Star Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2025-10-14&endDate=2025-10-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2025-10-15&endDate=2025-10-16&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=11832&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kailua 5 Star Hotels ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/101000000/100970000/100963600/100963582/f537c1fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo | Living area](https://images.trvl-media.com/lodging/101000000/100970000/100963600/100963582/c6acb995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100970000/100963600/100963582/98e97d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo | Living area](https://images.trvl-media.com/lodging/101000000/100970000/100963600/100963582/a0ab1941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 2 Oceanview Modern Resort Vistas Central Kihei 10/10 Exceptional (5) "This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!" [](https://www.expedia.ca/Kihei-Hotels-2-2-Oceanview-Modern-Resort-Vistas.h100963582.Hotel-Information) ![Luxury Condo | Balcony](https://images.trvl-media.com/lodging/97000000/96450000/96448200/96448155/26b6bec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo | Extra beds](https://images.trvl-media.com/lodging/97000000/96450000/96448200/96448155/7861cddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/97000000/96450000/96448200/96448155/d5c0e23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo | Private kitchen](https://images.trvl-media.com/lodging/97000000/96450000/96448200/96448155/4d0d378f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centrally Located Elegant Vistas South Kihei 10/10 Exceptional (1) "Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!" [](https://www.expedia.ca/Kihei-Hotels-Centrally-Located-Elegant-Vistas.h96448155.Hotel-Information) ![Outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/104000000/103900000/103892000/103891972/aaadbf4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/104000000/103900000/103892000/103891972/dac19e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Ocean View](https://images.trvl-media.com/lodging/104000000/103900000/103892000/103891972/0b8f6070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Ocean View | Living area](https://images.trvl-media.com/lodging/104000000/103900000/103892000/103891972/c44f01d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Kihei Paradise Vistas Central Kihei 10/10 Exceptional (2) "This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. " [](https://www.expedia.ca/Kihei-Hotels-Oceanfront-Kihei-Paradise-Vistas.h103891972.Hotel-Information) ![](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%2F5Star-Kailua-Hotels.s50-0-d11832.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Kailua-Hotels.s50-0-d11832.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Kailua. ![Hilton Grand Vacations Club Maui Bay Villas](https://images.trvl-media.com/lodging/1000000/10000/3100/3001/a09d50ad_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Grand Vacations Club Maui Bay Villas 575 S Kihei Road, Kihei, HI CA $448 CA $578 total Oct 15 - Oct 16 includes taxes & fees 9/10 Wonderful! (203 reviews) [](https://expedia.ca/Kihei-Hotels-Maui-Bay-Villas-By-Hilton-Grand-Vacations.h3001.Hotel-Information) ![Hana-Maui Resort, a Destination by Hyatt Residence](https://images.trvl-media.com/lodging/1000000/10000/1000/933/f8d26b60_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hana-Maui Resort, a Destination by Hyatt Residence 5031 Hana Hwy, Hana, HI CA $619 CA $816 total Nov 12 - Nov 13 includes taxes & fees 9/10 Wonderful! (1,001 reviews) [](https://expedia.ca/Hana-Hotels-Hana-Maui-Resort.h933.Hotel-Information) ![Chic & Elegant Oceanfront Vistas](https://images.trvl-media.com/lodging/96000000/95860000/95857000/95856979/c74408aa_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Chic & Elegant Oceanfront Vistas 938 S Kihei Rd, 521, Kihei, HI [Get rates](https://expedia.ca/Hotel-Search?startDate=28%2F10%2F2025&endDate=29%2F10%2F2025&selected=95856979&PinnedHotelID=95856979&HadPinnedHotel=true®ionId=11832) 9.8/10 Exceptional! (26 reviews) [](https://expedia.ca/Kihei-Hotels-Chic-Elegant-Oceanfront-Vistas.h95856979.Hotel-Information) Still don't see what you're looking for? [See all properties in Kailua.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F10%2F2025&endDate=16%2F10%2F2025®ionId=11832&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F10%2F2025&endDate=16%2F10%2F2025®ionId=11832&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F10%2F2025&endDate=16%2F10%2F2025®ionId=11832&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F10%2F2025&endDate=16%2F10%2F2025®ionId=11832&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F10%2F2025&endDate=16%2F10%2F2025®ionId=11832&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=15%2F10%2F2025&endDate=16%2F10%2F2025®ionId=11832&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Kailua Check out Twin Falls and Garden of Eden Arboretum—just a couple of the sights around Kailua. [See all hotels in Kailua](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&adults=2®ionId=11832) ![](https://mediaim.expedia.com/destination/1/a42fa477d95ebfbccef32c86caac5f76.jpg?impolicy=fcrop&w=900&h=598&p=1&q=high) ## Top Kailua Hotel Reviews ## Find out more about Kailua ## Five Star Hotels in Kailua There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Kailua so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Kailua and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Kailua Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Kailua The results are in, and Kailua 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Kailua! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Kailua today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Kailua? > How much you pay for a 5-star hotel in Kailua can vary depending on what time of year you travel and how long you plan to be away, among several factors. Use our price per night filter and other search tools to score the best rate on a high-end getaway. > > > > - Search for the lowest price per night from CA $578 ### What makes a hotel 5 stars in Kailua? > In Kailua, a hotel needs to offer a certain level of upscale conveniences to be rated 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their guest-focused standard of service. You can expect things like nightly turn-down services, concierge services and in-room massages. Some may even offer thoughtful touches such as a welcome gift. ### Are there any 5-star all-inclusive resorts in Kailua? > Our convenient filters are the best way to find exactly what you're looking for. Select "5-star" and "All inclusive" to show the most luxurious resorts in Kailua where your accommodations, meals, activities and entertainment are included in the price. 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