Title: Browse the Best Kaupo Resorts | Expedia.ca [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)[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 ✈ # Search Resort Hotels in Kaupo ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Kaupo Resorts ![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) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/1000/933/20327b1c.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) ![Bungalow, 1 King Bed, Ocean View](https://images.trvl-media.com/lodging/1000000/10000/1000/933/2eaf6209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hana-Maui Resort, a Destination by Hyatt Residence Hana 9.2/10 Wonderful (1011) "The staff was super friendly. " CA $616 CA $779 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Hana-Hotels-Hana-Maui-Resort.h933.Hotel-Information) ![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) ![3 restaurants, breakfast, lunch, dinner served; Regional cuisine](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/65eee840.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 (1001) "Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! " CA $1,251 CA $1,559 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.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=2025-10-17&endDate=2025-10-18®ionId=11826&adults=2&lodging=HOTEL_RESORT&sort=RECOMMENDED&openPlayBack=true) ![](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%2FKaupo-Resort-Hotels.d11826-aaResortHotels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKaupo-Resort-Hotels.d11826-aaResortHotels.Travel-Guide-Accommodation) ## Top Kaupo Hotel Reviews ![Oceanview Condo in Hana-Let the ocean lull you to sleep](//images.trvl-media.com/lodging/72000000/71600000/71595200/71595183/b6438d27_y.jpg) ### Oceanview Condo in Hana-Let the ocean lull you to sleep 10/10 Excellent "A good place to stay " [](https://expedia.ca/Hana-Hotels-Oceanview-Condo-In-Hana-Let-The-Ocean-Lull-You-To-Sleep.h71595183.Hotel-Information) ![Hana-Maui Resort, a Destination by Hyatt Residence](//images.trvl-media.com/lodging/1000000/10000/1000/933/f8d26b60_y.jpg) ### Hana-Maui Resort, a Destination by Hyatt Residence 10/10 Excellent "You get what you pay for! Very nice hotel. Big rooms with a great staff. You are treated very nice here and I would return. " [](https://expedia.ca/Hana-Hotels-Hana-Maui-Resort.h933.Hotel-Information) ![Hale Akua Garden Farm & Eco-Retreat](//images.trvl-media.com/lodging/107000000/106630000/106624200/106624196/e67a8e88_y.jpg) ### Hale Akua Garden Farm & Eco-Retreat 10/10 Excellent "Stayed in the 1800sq ft house and was awesome! Was so nice having our own pool and hot tub overlooking the valley and a waterfall. Perfect way to end our Maui trip. Round bed needs a new mattress now. Very soft and not easy to get out of. The shower outside I didn't mind but my wife didn't like much. You're rather far from places but that was the point of staying there. Loved the little geckos climbing the walls. Huge comfy place " [](https://expedia.ca/Haiku-Hotels-Hale-Akua-Garden-Farm-Eco-Retreat.h106624196.Hotel-Information) ![Fisher's Hana Bay Hale, Across from Hana Bay](//images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/51ee3252_y.jpg) ### Fisher's Hana Bay Hale, Across from Hana Bay 10/10 Excellent "Bien situé pour un arrêt à Hana. Belle grande chambre et cuisine. Le 2 e lit est très à l.étroit , mieux pour 2 ou se mettre sur le sofa si 4. Beau séjour." [](https://expedia.ca/Hana-Hotels-Fishers-Hana-Bay-Hale.h22720139.Hotel-Information) ![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) ![Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 ](//images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/530ff241_y.jpg) ### Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 10/10 Excellent "We stayed at the Fisher's Hana Bay Hale, bottom unit, early September 2025. We decided to stay here after taking the long "Road to Hana" drive. The location was great, it was clean, parking was available, and it had some necessary items for comfort, such as games, puzzles, dishes, pots and pans, and basic cooking spices. At the time of our visit, there was an impending threat of Hurricane Kiko. I was in contact with the host. She quickly responded and shared my same concerns. As it turned out, Kiko posed no threat, and we were able to complete our stay. Coming from a desert climate, we were not prepared for the humidity and lack of air conditioning for sleeping. There were 3 fans on the property, which made it comfortable. If you are looking for AC, I wouldn't book here. (This is listed in the amenities, so no surprise) But everything else was very nice. Overall, a 5-star rating for location, cleanliness, and friendliness of the host and amenities. (Side note, if you wanted to visit the Black Sand beaches, it now requires a reservation. We did not know this. They will enforce this and NOT let you just go take a look.) " [](https://expedia.ca/Hana-Hotels-STHA-20170002-Across-From-Hana-Bay.h22722218.Hotel-Information) ![Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16](//images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/c4332c51_y.jpg) ### Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16 10/10 Excellent "We had an amazing vacation here. We had 4 generations ranging from 4 months to 81 years and everyone had a great time. There was room to spread out and room to all gather together. Having the private pool and spa was perfect. Host was available when we needed her and the B and B was well stocked. We also loved the Maui feel of the accommodations and being out of the busier parts of Maui. I highly recommend this venue for larger groups! " [](https://expedia.ca/Makawao-Hotels-Historic-Upcountry-Maui-Property-With-Pool.h29873066.Hotel-Information) ![$149 Sept Special!! Beautiful Updated Condo, Large Lanai, Near Wailea Beaches](//images.trvl-media.com/lodging/54000000/53600000/53591000/53590946/e3bc697b_y.jpg) ### $149 Sept Special!! Beautiful Updated Condo, Large Lanai, Near Wailea Beaches 10/10 Excellent "Loved the location and quality of the space! Everything worked well and for the price it's perfect! Will stay here again for sure!" [](https://expedia.ca/Kihei-Hotels-Large-Condo-In-A-Highly-Desired-Resort-AC-All-Rooms-Building-1.h53590946.Hotel-Information) ![Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui](//images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/9bf9b442_y.jpg) ### Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui 10/10 Excellent "What an incredible zen oasis! We stayed the night in Hana and chose this property based on reviews, and it was even more than we expected. The grounds are immaculate and gorgeous, and the unit is clean, comfortable and the perfect place for a romantic getaway. We loved the screened lanai with jetted tub, comfortable bed, outdoor shower, and amazing sitting area. We would definitely stay here again!!" [](https://expedia.ca/Hana-Hotels-Tropical-Romance-Lush-Gardens-In-Heavenly-Hana.h33506788.Hotel-Information) ## Find out more about Kaupo ## Kaupo Resorts information | Number of reviews | | | --- | --- | | Accommodation | Resorts | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Puuiki](https://www.expedia.ca/3Star-Puuiki-Hotels.s30-0-d11829.Travel-Guide-Filter-Hotels) - [Hotels near Bamboo Forest](https://www.expedia.ca/Bamboo-Forest-Hotels.0-l553248621526965200-0.Travel-Guide-Filter-Hotels) - [Hotels near Haleakala Crater](https://www.expedia.ca/Haleakala-Crater-Hotels.0-l501684-0.Travel-Guide-Filter-Hotels) - [Hotels near Haleakala National Park](https://www.expedia.ca/Haleakala-National-Park-Hotels.0-l507525-0.Travel-Guide-Filter-Hotels) - [Hotels near Haleakalā Visitor Center](https://www.expedia.ca/Haleakala-Visitor-Center-Hotels.0-l553248621526965459-0.Travel-Guide-Filter-Hotels) - 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[Villas in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Villas.d553248621593965869-aaVillas.Travel-Guide-Accommodation) - [Flights to Kipahulu](https://www.expedia.ca/Cheap-Flights-To-Kipahulu.d11827.Travel-Guide-Flights) - [Flights from Haou](https://www.expedia.ca/lp/flights/11828/flights-from-haou) - [Haleakala Crater](https://www.expedia.ca/Haleakala-Crater-Kula.d501684.Vacation-Attraction) - [Haleakala National Park](https://www.expedia.ca/Haleakala-National-Park-Hawaii.d507525.Vacation-Attraction) - [Kipahulu Visitor Center](https://www.expedia.ca/Kipahulu-Visitor-Center-Hana.d553248635998149541.Vacation-Attraction) - [Visit Kipahulu](https://www.expedia.ca/Kipahulu.dx11827) - [Ohe'o Gulch](https://www.expedia.ca/Oheo-Gulch-Hana.d553248621532639047.Vacation-Attraction) - [Palapala Hoomau Church](https://www.expedia.ca/Palapala-Hoomau-Church-Hana.d553248621532639044.Vacation-Attraction) - [Visit Puuiki](https://www.expedia.ca/Puuiki.dx11829) - [Car rentals near Haleakala National Park](https://www.expedia.ca/Car-Rentals-In-Haleakala-National-Park.d507525.Car-Rental-Guide) - [Car rentals near Hana Forest Reserve](https://www.expedia.ca/Car-Rentals-In-Hana-Forest-Reserve.d6261193.Car-Rental-Guide) - [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) - [Things to do in Kipahulu](https://www.expedia.ca/Things-To-Do-In-Kipahulu.d11827.Travel-Guide-Activities) - [Book Resorts in Kaupo on Expedia.com](https://www.expedia.com/Kaupo-Resorts.d11826-aaResorts.Travel-Guide-Accommodation)