Title: Kaupo Guest Houses from CA $566 | 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 Guest Houses in Kaupo from CA $566 ![](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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select 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) ![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) ![Interior](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/017bcdb9.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 Hana 10/10 Exceptional (486) "It was a perfect, quiet and relaxing get away. The landscaping is second to none and the hosts are so accommodating. Wished we could have stayed longer. " CA $308 CA $566 total includes taxes & fees Oct 19 - Oct 20 [](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) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70930000/70922400/70922352/90c208d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70930000/70922400/70922352/1f313da7.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 Hana 10/10 Exceptional (135) "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!" CA $366 CA $575 total includes taxes & fees Oct 13 - Oct 14 [](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=2025-10-26&endDate=2025-10-27®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 ![Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views](//images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/02fc15e9_y.jpg) ### Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views 10/10 Excellent "A beautiful and comfortable upcountry house with stunning sunset views and indoor/outdoor living setup! " [](https://expedia.ca/Kula-Hotels-Eco-Friendly-Modern-Home.h23268927.Hotel-Information) ![Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities](//images.trvl-media.com/lodging/28000000/27130000/27128800/27128737/4158f61e_y.jpg) ### Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities 10/10 Excellent "I've never stayed at such an amazing property. The description simply doesn't tell you all of the wonderful perks, from a gourmet's dream kitchen with everything you could possibly needs, the view out the back porch while you have coffee or wine, to the supply of beach items available. The house has space for even a large group to find quiet nooks to relax or to gather together. The location was perfect for us and our host was very attentive and communicated immediately. Love. Love love!" [](https://expedia.ca/Makawao-Hotels-Private-Lush-2-Acre-Mountain-Home-Maui-Permittedstmp-2013-0001-Many-Amenities.h27128737.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 "Was the best place i have ever stayed. Hands down. The treatment and property were 5 star from minute 1. I couldnt be more impressed with the staff and the accomodations were fantastic too. Thanks for a great couple of days in paradise" [](https://expedia.ca/Hana-Hotels-Hana-Maui-Resort.h933.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 "Rooms were clean. Timely response by host.Couple of times locked ourself out of our rooms. Host showed up in minutes and had them unlocked for us. Kitchen was clean and spacious for a group of 13 adults.Plenty of fans provided. Air conditioning in the bedrooms would have made this a luxurious place for large groups.Overall a very good experience." [](https://expedia.ca/Makawao-Hotels-Historic-Upcountry-Maui-Property-With-Pool.h29873066.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 were only able to stay one night, but we loved it and definitely plan on going back!!" [](https://expedia.ca/Hana-Hotels-STHA-20170002-Across-From-Hana-Bay.h22722218.Hotel-Information) ![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) ![Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!](//images.trvl-media.com/lodging/91000000/90930000/90926300/90926278/a9c5f68d_y.jpg) ### Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches! 10/10 Excellent "Fantastic location to explore Hana and proximity. Will come again any time. " [](https://expedia.ca/Hana-Hotels-Amazing-Hana-Bay-Beach-Cottage-Location-5-Minute-Walk-To-Hana-Town-Beaches.h90926278.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) ![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 ## Kaupo Guest Houses information | Number of reviews | 590 | | --- | --- | | Accommodation | 3 Guest Houses | | Lowest Price | CA $566 | | Highest Price | CA $575 | ## 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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[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 Guest Houses in Kaupo on Expedia.com](https://www.expedia.com/Kaupo-Guest-Houses.d11826-aaGuestHouses.Travel-Guide-Accommodation)