Title: Upcountry Maui Guest Houses | 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) ![](https://mediaim.expedia.com/destination/9/01b28fa5aec642d0f16d83dbe59a5809.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Upcountry Maui ![](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=553248621593965869&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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) ## 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) ![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 Hana 10/10 Exceptional (489) "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 $308 CA $565 total includes taxes & fees Nov 4 - Nov 5 [](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) ![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/71000000/70930000/70922400/70922352/1f313da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JJs Hāna Hale - Farm House Hana 10/10 Exceptional (135) "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 $365 CA $575 total includes taxes & fees Oct 31 - Nov 1 [](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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64400000/64399200/64399140/95e8c60c.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) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64400000/64399200/64399140/215f5bae.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 $2,238 CA $2,930 total includes taxes & fees Oct 31 - Nov 1 [](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=2025-11-10&endDate=2025-11-11®ionId=553248621593965869&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%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 ![Maui Coast Hotel](//images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "Good place to explore the island by car. Many restaurants in short driving distance " [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![Aston Kaanapali Shores](//images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "We had booked a 1 bedroom unit with kitchen and living room. When we got to our room it was a 2 bedroom unit with 2 bathrooms and a great ocean view. It was our 45th Anniversary and upon check in we received a box of chocolate covered macadamia nuts and a bottle of chardonnay!" [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ![The Westin Maui Resort & Spa, Ka'anapali](//images.trvl-media.com/lodging/1000000/30000/25900/25837/87f76342_y.jpg) ### The Westin Maui Resort & Spa, Ka'anapali 10/10 Excellent "The surrounding scenery put together by the Westin made the resort a very beautiful place. All of the staff was very helpful, nice and on top of the dining when it came to service. " [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information) ![Fairmont Kea Lani Maui](//images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "Lovely property, rooms were spacious. House keeping came daily. Plenty of pool chairs. Beach access was great. Restaurant choices were fabulous especially the new sushi restaurant upstairs. One restaurant was being remodeled but you never heard any construction " [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![OUTRIGGER Kaanapali Beach Resort](//images.trvl-media.com/lodging/1000000/20000/11600/11554/82021c2d_y.jpg) ### OUTRIGGER Kaanapali Beach Resort 10/10 Excellent "This is my 4th time staying at Outrigger in Ka’anapali and we love it! First time staying in October. Felt barely any different besides the sunset being behind the islands instead of in-between like it is in summer. We stayed when it was Ka’anapali beach resort and it’s still the same peaceful area with great access to the beach. Definitely a steal for being able to enjoy paradise. We will be back soon! " [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Hilton Vacation Club Ka'anapali Beach Maui](//images.trvl-media.com/lodging/1000000/30000/23100/23042/7a9e8592_y.jpg) ### Hilton Vacation Club Ka'anapali Beach Maui 10/10 Excellent "Clean room and very helpful staff " [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![Wailea Beach Resort - Marriott, Maui](//images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293_y.jpg) ### Wailea Beach Resort - Marriott, Maui 10/10 Excellent "Exceptional beach front experience. The staff was " [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Royal Lahaina Resort & Bungalows](//images.trvl-media.com/lodging/1000000/40000/34800/34767/8a8031c5_y.jpg) ### Royal Lahaina Resort & Bungalows 10/10 Excellent "Nice resort, not overly busy during our stay. Good location for west end of Maui. Would stay there again." [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Maui Beach Hotel](//images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "Our first night we stayed here. Close to the airport, staff was friendly and helpful. The rooms were clean. We ate breakfast onsite and enjoyed it. The hotel is older but quaint. " [](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 | | | --- | --- | | Accommodation | Guest Houses | | Lowest Price | | | Highest Price | | ## 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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