Title: Kaupo Guest Houses from CA $557 | 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) ![On the back side of Haleakala crater is Kaupo, the drive is spectacular and quite different from the rest of the island. the ocean to one side and the volcano on the other. Take it slow and enjoy the drive. #GoldenHour](https://images.trvl-media.com/place/11826/8b48fda0-56cf-46ec-9cfe-c32c5cd7d999.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tim & Nat ✈ # Search Guest Houses in Kaupo from CA $557 - ![](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 Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kaupo guest houses ![Property grounds](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/4d656464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/017bcdb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/dd93f452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/aee3f558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens [](https://www.expedia.ca/Hana-Hotels-Paradise-Ocean-View-Cottage-Solar-Power-Tropical-Flower-Farm.h20360538.Hotel-Information) Hana 10/10 Exceptional (494) "This is a beautiful place to stay. You are in the forest so there may be a bug or two. It was perfect for privacy and close to everything Hana " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie H. CA $303 CA $557 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Hana-Hotels-Paradise-Ocean-View-Cottage-Solar-Power-Tropical-Flower-Farm.h20360538.Hotel-Information) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/71000000/70930000/70922400/70922352/baf5f5a0.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/71000000/70930000/70922400/70922352/8680d3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70930000/70922400/70922352/90c208d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/71000000/70930000/70922400/70922352/c25ef1ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JJs Hāna Hale - Farm House [](https://www.expedia.ca/Hana-Hotels-Jjs-Hana-Hale-Farm-House.h70922352.Hotel-Information) Kaʻeleku 10/10 Exceptional (136) "What pure delight to stay here. The animals are incredible and their caretakers are humans doing good work them to live a good life here. The accommodations are as advertised with anything you could need. Thank you for the goat walks and a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara N. CA $360 CA $564 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Hana-Hotels-Jjs-Hana-Hale-Farm-House.h70922352.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=2025-12-25&endDate=2025-12-26®ionId=11826&adults=2&lodging=GUEST_HOUSE&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-Guest-Houses.d11826-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKaupo-Guest-Houses.d11826-aaGuestHouses.Travel-Guide-Accommodation) ## Top Kaupo Hotel Reviews ![Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/4d656464_y.jpg) ### Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens 10/10 Excellent "Terry was very kind and attentive. We felt like we were being hosted by family." [](https://expedia.ca/Hana-Hotels-Paradise-Ocean-View-Cottage-Solar-Power-Tropical-Flower-Farm.h20360538.Hotel-Information) ![IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'](https://images.trvl-media.com/lodging/35000000/34340000/34330800/34330791/7b6d62ef_y.jpg) ### IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE' 10/10 Excellent "Stunning location— very well maintained, great host, and close to the beach!" [](https://expedia.ca/Hana-Hotels-IDEAL-BEACH-LOCATION-2-BR-LARGE-DECK-PRIVATE.h34330791.Hotel-Information) ![Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 ](https://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 "Property was as advertised and in a great location " [](https://expedia.ca/Hana-Hotels-STHA-20170002-Across-From-Hana-Bay.h22722218.Hotel-Information) ![Secluded cottage on Tropical flower farm](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/5fd97c2a_y.jpg) ### Secluded cottage on Tropical flower farm 10/10 Excellent "We enjoyed the peaceful atmosphere." [](https://expedia.ca/Hana-Hotels-Secluded-Cottage-On-Tropical-Flower-Farm.h33498605.Hotel-Information) ![JJs Hāna Hale - Farm House](https://images.trvl-media.com/lodging/71000000/70930000/70922400/70922352/baf5f5a0_y.jpg) ### JJs Hāna Hale - Farm House 10/10 Excellent "Loved playing with the animals, walking with the goats and dogs, brushing the horses. It was a perfect break in the Hana highway journey on the way to the bamboo forest hike." [](https://expedia.ca/Hana-Hotels-Jjs-Hana-Hale-Farm-House.h70922352.Hotel-Information) ![Oceanview Condo in Hana-Let the ocean lull you to sleep](https://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 "The view and sound of the ocean waves crashing on the beach was soothing And beautiful. No TV allowed time to reflect, read, write. Kitchen fully stocked and if you don’t want to cook, food trucks nearby with delicious choices!I love Kaumaka 102!" [](https://expedia.ca/Hana-Hotels-Oceanview-Condo-In-Hana-Let-The-Ocean-Lull-You-To-Sleep.h71595183.Hotel-Information) ![MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA](https://images.trvl-media.com/lodging/34000000/33490000/33484900/33484858/595ad562_y.jpg) ### MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA 10/10 Excellent "The cottage was immaculate, yet welcoming with vintage Hawaii themed furnishings, and included a Betty Crocker picture cookbook from maybe 1960’s! Very thoughtful taste. Peaceful quiet and beautiful!" [](https://expedia.ca/Hana-Hotels-MINUTES-TO-HAMOA-BEACH.h33484858.Hotel-Information) ![Fisher's Hana Bay Hale, Across from Hana Bay](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/51ee3252_y.jpg) ### Fisher's Hana Bay Hale, Across from Hana Bay 10/10 Excellent "Very cute, clean, well stocked on supplies such as bathroom and kitchen necessities. Books, boardgames and a ping pong table. Beautiful view" [](https://expedia.ca/Hana-Hotels-Fishers-Hana-Bay-Hale.h22720139.Hotel-Information) ![Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools ](https://images.trvl-media.com/lodging/26000000/25800000/25795200/25795114/cefdc103_y.jpg) ### Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools 10/10 Excellent "We will be back" [](https://expedia.ca/Hana-Hotels-Couples-Honeymooners-Privacy-Romance-7-Sacred-Pools.h25795114.Hotel-Information) ## Find out more about Kaupo ## Kaupo Guest Houses information | Number of reviews | 602 | | ----------------- | -------------- | | Accommodation | 3 Guest Houses | | Lowest Price | CA $557 | | Highest Price | CA $564 | ## 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) - 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