Title: Kaupo Villas from CA $1,405 | 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 Kaupo Villa Rentals from CA $1,405 - ![](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 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Kaupo Villas ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/683887dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/41b2cb25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/29bbe892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/d096aa40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views Kula 10/10 Exceptional (185) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter A. CA $643 CA $1,405 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Kula-Hotels-Eco-Friendly-Modern-Home.h23268927.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=2025-12-22&endDate=2025-12-23®ionId=11826&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Kaupo%2C+Hawaii%2C+United+States+of+America®ionId=11826&latLong=20.636141%2C-156.123137&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Kaupo%2C+Hawaii%2C+United+States+of+America®ionId=11826&latLong=20.636141%2C-156.123137&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Kaupo%2C+Hawaii%2C+United+States+of+America®ionId=11826&latLong=20.636141%2C-156.123137&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Kaupo%2C+Hawaii%2C+United+States+of+America®ionId=11826&latLong=20.636141%2C-156.123137&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Kaupo%2C+Hawaii%2C+United+States+of+America®ionId=11826&latLong=20.636141%2C-156.123137&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=VILLA) ![](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-Villas.d11826-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKaupo-Villas.d11826-aaVillas.Travel-Guide-Accommodation) ## Top Kaupo Hotel Reviews ![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) ![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) ![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) ![Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.](https://images.trvl-media.com/lodging/102000000/101180000/101171800/101171715/w905h683x60y0-cc91f855_y.jpg) ### Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available. 10/10 Excellent "Thank you Frank for being a very genuine and thoughtful host. Your place is just what we were looking for! - Mark and Karin " [](https://expedia.ca/Hana-Hotels-Hana-Garden-Room-1-2-Night-Stays.h101171715.Hotel-Information) ![Hana-Maui Resort, a Destination by Hyatt Residence](https://images.trvl-media.com/lodging/1000000/10000/1000/933/f8d26b60_y.jpg) ### Hana-Maui Resort, a Destination by Hyatt Residence 10/10 Excellent "Gorgeous, peaceful bungalow with an ocean view. This is a great way to get away from it all and experience the road to Hana and beyond. We stayed two nights and really enjoyed it. Food options for dinner were several food trucks or a restaurant across the street that we passed on. We tried the Mexican food truck and nearby Huli Huli chicken. That and some provisions we picked up along the way filled us up after hiking and exploring. We would have tried room service but it was not app based and involved calling the restaurant across the street and maybe going to pick up. Instead, we just enjoyed the accommodations and ate banana bread for dessert. The staff were lovely and accommodating. The restaurant for breakfast was pretty good but not amazing. The property, tranquil ocean views and sounds, large bungalow and adjacent adventure are worth staying here to be off the grid in a semi luxurious environment surrounded by nature." [](https://expedia.ca/Hana-Hotels-Hana-Maui-Resort.h933.Hotel-Information) ![Stay in Hana #2](https://images.trvl-media.com/lodging/88000000/87740000/87738000/87737984/2f558c5f_y.jpg) ### Stay in Hana #2 10/10 Excellent "Easy to find, and very comfortable. Nice coffee and granola bars for the morning! " [](https://expedia.ca/Hana-Hotels-Stay-In-Hana-2.h87737984.Hotel-Information) ## Find out more about Kaupo ## Kaupo Villas information | Number of reviews | 178 | | ----------------- | --------- | | Accommodation | 1 Villas | | Lowest Price | CA $1,405 | | Highest Price | CA $1,405 | ## 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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