Title: Upcountry Maui Guest Houses from CA $562 | Expedia.ca [Upcountry Maui Travel Guide](https://expedia.ca/Upcountry-Maui.dx553248621593965869)[Hotels in Upcountry Maui](https://expedia.ca/Upcountry-Maui-Hotels.d553248621593965869.Travel-Guide-Hotels)[Vacation Rentals in Upcountry Maui](https://expedia.ca/Upcountry-Maui-Vacation-Rentals.d553248621593965869.Travel-Guide-VacationRentals)[Flights to Upcountry Maui](https://expedia.ca/Cheap-Flights-To-Upcountry-Maui.d553248621593965869.Travel-Guide-Flights)[Upcountry Maui Car Rentals](https://expedia.ca/Car-Rentals-In-Upcountry-Maui.d553248621593965869.Car-Rental-Guide)[Upcountry Maui Vacation Packages](https://expedia.ca/Upcountry-Maui.d553248621593965869.Destination-Travel-Guides) ![Haleakala National Park showing desert views](https://images.trvl-media.com/place/507525/6807006c-364a-44df-b5bd-8190e41c30e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Upcountry Maui from CA $562 - ![](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 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Upcountry Maui 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) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/4fe21145.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) ### Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens Hana 10/10 Exceptional (493) "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 $309 CA $562 total includes taxes & fees Nov 30 - Dec 1 [](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 Kaʻeleku 10/10 Exceptional (136) "Large property with many friendly animals. Hosts work with Humane Society and Habitat for Humanity and very accessible to talk to. House is in great shape and had everything advertised " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael L. CA $407 CA $627 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Hana-Hotels-Jjs-Hana-Hale-Farm-House.h70922352.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64400000/64399200/64399140/b83b9690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64400000/64399200/64399140/215f5bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/65000000/64400000/64399200/64399140/26fd27e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64400000/64399200/64399140/0bf26417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paia Inn - 3 Bedroom Ocean Front Beach House Paia 10/10 Exceptional (1) "This is a beautiful property in an absolutely amazing location. We love love LOVED Paia - it is away from the more touristy areas of Maui, has great shops and restaurants, and it was so incredible to be directly on the beach while also being smack in the middle of town. When I booked, I did not realize that this house is part of a hotel, which made it a bit difficult to find at first, but it turned out to be great because we had the best of both worlds - our own house/space but with the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katy F. CA $2,103 CA $2,761 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Paia-Hotels-Paia-Inn-3-Bedroom-Ocean-Front-Beach-House.h64399140.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=2025-12-12&endDate=2025-12-13®ionId=553248621593965869&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_553248621593965869) ![](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%2FUpcountry-Maui-Guest-Houses.d553248621593965869-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpcountry-Maui-Guest-Houses.d553248621593965869-aaGuestHouses.Travel-Guide-Accommodation) ## Top Upcountry Maui Hotel Reviews ![Sheraton Maui Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/22900/22894/w4000h2664x0y0-b7d636ba_y.jpg) ### Sheraton Maui Resort & Spa 10/10 Excellent "Very clean property and welcoming staff. We loved our stay!" [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ![The Ritz-Carlton Maui, Kapalua](https://images.trvl-media.com/lodging/1000000/10000/3400/3390/w3996h2667x0y0-f44bed53_y.jpg) ### The Ritz-Carlton Maui, Kapalua 10/10 Excellent "Amazing" [](https://expedia.ca/Lahaina-Hotels-The-Ritz-Carlton-Maui.h3390.Hotel-Information) ![The Whaler Resort Kaanapali Beach](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/b85a7c13_y.jpg) ### The Whaler Resort Kaanapali Beach 10/10 Excellent "Unit was spacious, well stocked, clean, staff was great, beach views amazing" [](https://expedia.ca/Kaanapali-Hotels-The-Whaler-Resort-Kaanapali-Beach.h95034061.Hotel-Information) ![OUTRIGGER Kaanapali Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/82021c2d_y.jpg) ### OUTRIGGER Kaanapali Beach Resort 10/10 Excellent "Beautiful location. Staff was fantastic. View was stunning. Breakfast was good. Housekeeping was fabulous. " [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "The corner suite was absolutely gorgeous. " [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Maui Seaside Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "Room and pool updated. Comfortable and friendly staff. Good for short stay. Free shuttle to/from airport " [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Royal Lahaina Resort & Bungalows](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/8a8031c5_y.jpg) ### Royal Lahaina Resort & Bungalows 10/10 Excellent "What a wonderful place to stay!! Staff was awesome really close to the beach and the trolley was a nice touch being able to ride to other resort areas. " [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Maui Coast Hotel](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "We had a wonderful one night stay! The staff was terrific, we loved the pool and the beautiful balcony!" [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![Maui Beach Hotel](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "The staff was very kind and helpful. During check in the staff was very informative of where things were. " [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ## Find out more about Upcountry Maui ## Upcountry Maui Guest Houses information | Number of reviews | 601 | | --- | --- | | Accommodation | 6 Guest Houses | | Lowest Price | CA $562 | | Highest Price | CA $2,761 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Maui](https://www.expedia.ca/5Star-Maui-Hotels.s50-0-d180073.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) - [Condo Rentals in Kahakuloa](https://www.expedia.ca/Kahakuloa-Condos.d11822-aaCondos.Travel-Guide-Accommodation) - 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[Aparthotels in Pulehu](https://www.expedia.ca/Pulehu-Apart-Hotels.d11839-aaApartHotels.Travel-Guide-Accommodation) - [Hostels in Pulehu](https://www.expedia.ca/Pulehu-Hostels.d11839-aaHostels.Travel-Guide-Accommodation) - [Pulehu Hotels](https://www.expedia.ca/Pulehu-Hotels.d11839.Travel-Guide-Hotels) - [Houseboats in Pulehu](https://www.expedia.ca/Pulehu-Houseboats.d11839-aaHouseboats.Travel-Guide-Accommodation) - [Flights to Maui](https://www.expedia.ca/Cheap-Flights-To-Maui.d180073.Travel-Guide-Flights) - [Flights from Kula](https://www.expedia.ca/lp/flights/11587/flights-from-kula) - [Flights from Honolulu to Maui](https://www.expedia.ca/lp/flights/1488/180073/honolulu-to-maui) - [Flights from Calgary to Maui](https://www.expedia.ca/lp/flights/178245/180073/calgary-to-maui) - [Flights from Montreal to Maui](https://www.expedia.ca/lp/flights/178288/180073/montreal-to-maui) - [Flights from Ottawa to Maui](https://www.expedia.ca/lp/flights/178296/180073/ottawa-to-maui) - [Flights from Seattle to Maui](https://www.expedia.ca/lp/flights/178307/180073/seattle-to-maui) - 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