Title: 5 Stars Hotels in Kaupo, Hana from CA $817 - Find Cheap Kaupo Hotels With 5 Stars | Expedia.ca [Kaupo Travel Guide](https://expedia.ca/Kaupo.dx11826)[Hotels in Kaupo](https://expedia.ca/Kaupo-Hotels.d11826.Travel-Guide-Hotels)[Vacation Rentals in Kaupo](https://expedia.ca/Kaupo-Vacation-Rentals.d11826.Travel-Guide-VacationRentals)[Flights to Kaupo](https://expedia.ca/Cheap-Flights-To-Kaupo.d11826.Travel-Guide-Flights)[Things to do in Kaupo](https://expedia.ca/Things-To-Do-In-Kaupo.d11826.Travel-Guide-Activities)[Kaupo Car Rentals](https://expedia.ca/Car-Rentals-In-Kaupo.d11826.Car-Rental-Guide)[Kaupo Vacation Packages](https://expedia.ca/Kaupo.d11826.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/412ef9807c8494de27c2c701b373deea.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tim & Nat ✈ # 5 Stars Hotels in Kaupo, Hana from CA $817 ![](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 Kaupo 5 Star Hotels Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-10-15&endDate=2025-10-16&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-10-16&endDate=2025-10-17&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=11826&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=11826&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kaupo 5 Star Hotels ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/d4acdf82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/887fcb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Regional cuisine](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/ee7d62b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea 9.4/10 Exceptional (1002) "Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! " CA $1,227 CA $1,531 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.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-Kaupo-Hotels.s50-0-d11826.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Kaupo-Hotels.s50-0-d11826.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 Kaupo. ![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 $817 total Nov 15 - Nov 16 includes taxes & fees 9/10 Wonderful! (1,001 reviews) [](https://expedia.ca/Hana-Hotels-Hana-Maui-Resort.h933.Hotel-Information) ![Luxurious Wailea Ocean Vistas](https://images.trvl-media.com/lodging/96000000/95810000/95803400/95803334/d19be331_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Luxurious Wailea Ocean Vistas 10 Wailea Ekolu Place, 1504, Kihei, HI [Get rates](https://expedia.ca/Hotel-Search?startDate=29%2F10%2F2025&endDate=30%2F10%2F2025&selected=95803334&PinnedHotelID=95803334&HadPinnedHotel=true®ionId=11826) 10/10 Exceptional! (7 reviews) [](https://expedia.ca/Kihei-Hotels-Luxurious-Wailea-Ocean-Vistas.h95803334.Hotel-Information) ![Test property Compliance 1](https://images.trvl-media.com/lodging/75000000/74600000/74599500/74599456/25cdc65e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Test property Compliance 1 Test Street 49, Kula, HI [Get rates](https://expedia.ca/Hotel-Search?startDate=29%2F10%2F2025&endDate=30%2F10%2F2025&selected=74599456&PinnedHotelID=74599456&HadPinnedHotel=true®ionId=11826) [](https://expedia.ca/Dubrovnik-Hotels-Bifrostproperty1.h74599456.Hotel-Information) Still don't see what you're looking for? [See all properties in Kaupo.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=11826&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=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=11826&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=11826&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=11826&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=11826&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F10%2F2025&endDate=17%2F10%2F2025®ionId=11826&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 Kaupo Venture to sights like Haleakala National Park as you discover the local area in Kaupo. [See all hotels in Kaupo](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&adults=2®ionId=11826) ![](https://mediaim.expedia.com/destination/2/412ef9807c8494de27c2c701b373deea.jpg?impolicy=fcrop&w=899&h=598&p=1&q=high) Photo by Tim & Nat ✈ ## Top Kaupo Hotel Reviews ![Hotel Wailea, Relais & Chateaux - Adults Only](//images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40_y.jpg) ### Hotel Wailea, Relais & Chateaux - Adults Only 10/10 Excellent "This place. So special. The crème de la creme. 5+stars. Cannot WAIT to go back!" [](https://expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ## Find out more about Kaupo ## Five Star Hotels in Kaupo 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 Kaupo 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 Kaupo and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Kaupo 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 Kaupo The results are in, and Kaupo 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 Kaupo! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Kaupo 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 Kaupo? > The amount you pay for a 5-star hotel in Kaupo can vary depending on when you want to travel and how long you plan to be away, among a range of factors. Take advantage of our price per night filter and other search tools to land the best deal on a high-end stay. > > > > - Search for the lowest price per night from CA $817 ### What makes a hotel 5 stars in Kaupo? > Flawless guest service is the defining feature of every 5-star hotel in Kaupo. From the second you arrive, staff cater to your every whim, whether arranging customized tours or providing in-room massages. Plus, hotels have to feature superior conveniences to be eligible for a 5-star rating. These can include luxury toiletries, saunas or spas, swimming pools, gastronomic kitchens and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Kaupo? > Use our convenient filters to find a luxurious retreat in Kaupo where most of what you need is included. From there, narrow your results for accommodations that have a rating of 5 stars and are categorized as "All inclusive." The main thing on the schedule at these stays? 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[Car rentals near Hana Forest Reserve](https://www.expedia.ca/Car-Rentals-In-Hana-Forest-Reserve.d6261193.Car-Rental-Guide) - [Convertible Car Rentals in Upcountry Maui](https://www.expedia.ca/Convertible-Car-Rentals-In-Upcountry-Maui.d553248621593965869-tConvertible.Car-Rental-Guide-Class) - [Nü Car Rentals Rental Cars in Upcountry Maui](https://www.expedia.ca/NU-Car-Rentals-Car-Rentals-In-Upcountry-Maui.d553248621593965869-c71.Car-Rental-Guide-Suppliers) - [National Car Rental Rental Cars in Kipahulu](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Kipahulu.d11827-c42.Car-Rental-Guide-Suppliers) - [Kipahulu Vacation Rentals](https://www.expedia.ca/Kipahulu-Vacation-Rentals.d11827.Travel-Guide-VacationRentals) - [Upcountry Maui Vacation Rentals](https://www.expedia.ca/Upcountry-Maui-Vacation-Rentals.d553248621593965869.Travel-Guide-VacationRentals) - [Things to do in Kipahulu](https://www.expedia.ca/Things-To-Do-In-Kipahulu.d11827.Travel-Guide-Activities) - [Book 5 Star Hotels in Kaupo on Expedia.com](https://www.expedia.com/5Star-Kaupo-Hotels.s50-0-d11826.Travel-Guide-Filter-Hotels)