Title: Kaupo Cottages from CA $580 | 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 Kaupo Cottage Rentals from CA $580 ![](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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=11826&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Kaupo Cottages ![Exterior](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/7c06baf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/9c5769aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/be9ac5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/606af9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath Hana 9.6/10 Exceptional (189) "Super lovely place, I wish we were staying longer! Has everything you need. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole CA $238 CA $580 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Hana-Hotels-Beautiful-Cottage-In-The-Heart-Of-Hana.h32484007.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/w851h563x0y1-545b8881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/376222a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/0a266b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/9bf9b442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui Hana 10/10 Exceptional (88) "Most beautiful setting. Everything was wonderful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) renee s. CA $434 CA $754 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Hana-Hotels-Tropical-Romance-Lush-Gardens-In-Heavenly-Hana.h33506788.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/5fd97c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/4807a545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/2e690804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/6a813fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded cottage on Tropical flower farm Hana 9.4/10 Exceptional (274) "A wonderful place. Highly recomend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex s. CA $411 CA $779 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Hana-Hotels-Secluded-Cottage-On-Tropical-Flower-Farm.h33498605.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106210000/106203400/106203307/51afb7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106210000/106203400/106203307/019e199f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106210000/106203400/106203307/7c0970d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106210000/106203400/106203307/9066ba82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cottage nestled on our 5 acre Organic fruit farm HANA 10/10 Exceptional (8) "We loved our stay! The cottage was super cute and the hosts went above and beyond by welcoming us! My favorite place we stayed and a perfect overnight for Hāna." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison W. CA $454 CA $716 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Hana-Hotels-Cozy-Cottage-Nestled-On-Our-5-Acre-Organic-Fruit-Farm.h106203307.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=2025-11-12&endDate=2025-11-13®ionId=11826&adults=2&lodging=COTTAGE&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-Cottages.d11826-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKaupo-Cottages.d11826-aaCottages.Travel-Guide-Accommodation) ## Top Kaupo Hotel Reviews ![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 "Lovely home, clean and stocked with all necessities. Quick replies from host. Spend most of our time on the adorable lanai." [](https://expedia.ca/Hana-Hotels-STHA-20170002-Across-From-Hana-Bay.h22722218.Hotel-Information) ![Exceptional Upcountry Villa with breathtaking views](//images.trvl-media.com/lodging/67000000/66180000/66179400/66179304/1435ac08_y.jpg) ### Exceptional Upcountry Villa with breathtaking views 10/10 Excellent "Incredible stay! Off the grid and an amazing view of the whole island. Everything was clean and organized and the pool and Hot tub and sauna combo made it feel like I was down at the resorts except with my own peace and serenity. Would come again " [](https://expedia.ca/Makawao-Hotels-Luxury-Upcountry-Villa-With-Breathtaking-Views.h66179304.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 "Exceeded all expectations. And the staff was wonderful." [](https://expedia.ca/Hana-Hotels-Hana-Maui-Resort.h933.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 "This condo has a great view of the black sand beach and easy access down to it. It’s very clean and nice looking. It’s a perfect place for two. Loren was available to answer any questions we had and it’s an easy place to get to. I highly recommend it!" [](https://expedia.ca/Hana-Hotels-Oceanview-Condo-In-Hana-Let-The-Ocean-Lull-You-To-Sleep.h71595183.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 "Perfect stay for my husband and I on our anniversary. Private, sensual, absolutely perfect" [](https://expedia.ca/Haiku-Hotels-Hale-Akua-Garden-Farm-Eco-Retreat.h106624196.Hotel-Information) ![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 "This property is such a cozy place to dial in the views and tranquility! The location is ideal for summit and upcountry places, while being easily accessed from airport. Everything is well-stocked and clean. I appreciate the thoughtful details--from lap blankets, to beach chairs, to modern conveniences, to the warm welcome of the host. I will forever cherish the memories we made here." [](https://expedia.ca/Kula-Hotels-Eco-Friendly-Modern-Home.h23268927.Hotel-Information) ![Private lush 2 Acre Mountain Home Maui w/ many amenities](//images.trvl-media.com/lodging/28000000/27130000/27128800/27128737/4158f61e_y.jpg) ### Private lush 2 Acre Mountain Home Maui w/ 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) ![Charming bed & breakfast on the slopes of Haleakala with AC, WiFi. ](//images.trvl-media.com/lodging/110000000/109560000/109553800/109553718/w1290h786x0y679-d85238ce_y.jpg) ### Charming bed & breakfast on the slopes of Haleakala with AC, WiFi. 10/10 Excellent "Excellent location for visiting Haleakala NP. The drive for a sunrise reservation was not difficult at all and was fairly close. It was also easy to get down into town to the Target and other stores but was nicely located in a residential neighborhood on the slopes in Up Country. The host was communicative and helpful. The B&B was nicely decorated with unique and beautiful furniture and very clean and very organized. Everything is helpfully labeled. We would definitely consider staying here again on a return trip! " [](https://expedia.ca/Makawao-Hotels-Charming-Bed-Breakfast-On-The-Slopes-Of-Haleakala-With-AC.h109553718.Hotel-Information) ![Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available.](//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 "Very quiet and beautiful grounds to walk around in and admire. The bed was super comfy. There were bugs but it’s the tropics! I napped in the afternoon prior to a sunset hike. The fan kept me comfortable ie no AC. The continental breakfast was spot on. Just what I needed to make the drive back to Kapalua. I’ll be back. " [](https://expedia.ca/Hana-Hotels-Hana-Garden-Room-1-2-Night-Stays.h101171715.Hotel-Information) ## Find out more about Kaupo ## Kaupo Cottages information | Number of reviews | 530 | | --- | --- | | Accommodation | 18 Cottages | | Lowest Price | CA $580 | | Highest Price | CA $779 | ## Frequently asked questions ### Why book your cottage in Kaupo with Expedia? > Expedia has some great cottages in Kaupo, so start packing for a memorable stay close to nature. If you have a fixed budget, click on how much you'd like to spend and your preferred property star rating. Or, use our handy filters to search for cottages with a hot tub or free WiFi. We'll help you find the right fit whatever your style of travel or plans. ### How can I find cheap cottages in Kaupo? > The easiest way to score cheap cottages in Kaupo is with Expedia's filter tool. 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[Farmstay in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Agritourism.d553248621593965869-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Apart-Hotels.d553248621593965869-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Apartments.d553248621593965869-aaApartments.Travel-Guide-Accommodation) - [B&B in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Bed-And-Breakfast.d553248621593965869-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Cabins.d553248621593965869-aaCabins.Travel-Guide-Accommodation) - [Condo Rentals in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Condos.d553248621593965869-aaCondos.Travel-Guide-Accommodation) - [Cottages in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Cottages.d553248621593965869-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Guest-Houses.d553248621593965869-aaGuestHouses.Travel-Guide-Accommodation) - [Houseboats in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Houseboats.d553248621593965869-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Inns.d553248621593965869-aaInns.Travel-Guide-Accommodation) - [Vacation Homes in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Private-Vacation-Homes.d553248621593965869-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Resort-Hotels.d553248621593965869-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Upcountry Maui](https://www.expedia.ca/Upcountry-Maui-Townhomes.d553248621593965869-aaTownhomes.Travel-Guide-Accommodation) - [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 Cottages in Kaupo on Expedia.com](https://www.expedia.com/Kaupo-Cottages.d11826-aaCottages.Travel-Guide-Accommodation)