Title: Upcountry Maui B&B: Find the Best Bed and Breakfast | 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) # Find a Bed and Breakfast in Upcountry Maui ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Upcountry Maui B&B ![Family Cottage, Ocean View | Street view](https://images.trvl-media.com/lodging/114000000/113840000/113837400/113837325/51cf4e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/114000000/113840000/113837400/113837325/d657c9b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/114000000/113840000/113837400/113837325/9380f0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, Ocean View | Living area](https://images.trvl-media.com/lodging/114000000/113840000/113837400/113837325/4dc11755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gods Peace Of Maui Makawao 9.4/10 Exceptional (35) "We had a great time. I definitely recommend this place 👌 " CA $232 CA $274 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Makawao-Hotels-Gods-Peace-Of-Maui.h113837325.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37630000/37622500/37622441/b2caec25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living area](https://images.trvl-media.com/lodging/38000000/37630000/37622500/37622441/6e490343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/38000000/37630000/37622500/37622441/40f05e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | Bathroom](https://images.trvl-media.com/lodging/38000000/37630000/37622500/37622441/aaf28636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui What A Wonderful World B and B Hawaii South Kihei 9.6/10 Exceptional (43) "Beautiful room in the property owners made us feel right at home..." CA $258 CA $305 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Kihei-Hotels-Maui-What-A-Wonderful-World-B-And-B.h37622441.Hotel-Information) ![Exclusive Suite](https://images.trvl-media.com/lodging/109000000/108140000/108136400/108136319/682ffad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/109000000/108140000/108136400/108136319/f1ffa0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108140000/108136400/108136319/bb4cd440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/109000000/108140000/108136400/108136319/72671298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Historic Wailuku Inn Wailuku 9.0/10 Wonderful (29) "Wonderful time. Instructions were perfect and breakfast was wonderful. They run a top notch operation." CA $202 CA $559 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Wailuku-Hotels-The-Historic-Wailuku-Inn.h108136319.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32080000/32078700/32078651/827502c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/33000000/32080000/32078700/32078651/5c3acbcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32080000/32078700/32078651/8e9da9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32080000/32078700/32078651/8bf291d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North shore Maui ocean view B and B room 3 Haiku-Pauwela 10/10 Exceptional (172) "Awesome stay! Great food and coffee!" CA $251 CA $330 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Haiku-Hotels-North-Shore-Maui-Ocean-View-B-And-B-Room-3.h32078651.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/110000000/109560000/109553800/109553718/w1290h786x0y679-d85238ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/110000000/109560000/109553800/109553718/w1288h1719x0y246-dfbffe67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109560000/109553800/109553718/w1281h966x1y617-76083091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109560000/109553800/109553718/w1288h861x1y661-2ee01f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming bed & breakfast on the slopes of Haleakala with AC, WiFi. Makawao 9.0/10 Wonderful (28) "Great stay upcountry. Spacious and clean. Would definitely stay there again" CA $226 CA $579 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Makawao-Hotels-Charming-Bed-Breakfast-On-The-Slopes-Of-Haleakala-With-AC.h109553718.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/33364465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/3a2415af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/118e956a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/620c8551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haleakala Sunrise Home, Kula, Maui, Hawaii Kula 9.8/10 Exceptional (85) "All the comforts of home in a tropical paradise." CA $349 CA $647 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Kula-Hotels-Haleakala-Sunrise-Home.h30366711.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101180000/101171800/101171715/w905h683x60y0-cc91f855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101180000/101171800/101171715/w916h683x60y0-e2f05d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101180000/101171800/101171715/w907h683x58y0-0160d30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/102000000/101180000/101171800/101171715/w904h683x60y0-7c415f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available. Hana 8.6/10 Excellent (27) "Great" CA $276 CA $365 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Hana-Hotels-Hana-Garden-Room-1-2-Night-Stays.h101171715.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76260000/76259600/76259579/d5dc08e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76260000/76259600/76259579/95103b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76260000/76259600/76259579/aaef59b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76260000/76259600/76259579/5bd1ddc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North shore Maui B and B room 1. Haiku 10/10 Exceptional (105) "Wonderful, well-appointed, clean room in a good location. Self serve breakfast was appreciated!" CA $244 CA $322 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Haiku-Hotels-North-Shore-Maui-B-And-B-Room-1.h76259579.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/107000000/106490000/106487500/106487422/da7fefa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106490000/106487500/106487422/03849096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/107000000/106490000/106487500/106487422/adfe88ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106490000/106487500/106487422/effb0862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy B&B in Enchanting Kihei-Wailea with AC, WiFi South Kihei 10/10 Exceptional (3) "Loved my stay here, was very beautiful and had a great time " CA $249 CA $710 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Kihei-Hotels-Cozy-BB-In-Enchanting-Kihei-Wailea-With-AC.h106487422.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91690000/91684800/91684757/3afb91a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/92000000/91690000/91684800/91684757/87cfd99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Breakfast meal](https://images.trvl-media.com/lodging/92000000/91690000/91684800/91684757/1bb28a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Private kitchen](https://images.trvl-media.com/lodging/92000000/91690000/91684800/91684757/3ebacd16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mango Suite South Kihei 10/10 Exceptional (2) "Eva was great. We spoke a few times. She did have fresh fruit and breakfast items for us. The suite was comfortable. " CA $351 CA $415 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Kihei-Hotels-Mango-Suite.h91684757.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27110000/27101800/27101719/063d9d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/28000000/27110000/27101800/27101719/faf94b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27110000/27101800/27101719/a383cd06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27110000/27101800/27101719/c5b59ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North shore Maui ocean view B and B room 2 Haiku-Pauwela 10/10 Exceptional (193) "Everything was perfect!" CA $279 CA $367 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Haiku-Hotels-North-Shore-Maui-Ocean-View-B-And-B-Room-2.h27101719.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666314/6cc7a45c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666314/w1019h1365x0y0-c85c41ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666314/3d848c55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666314/ffd02f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kahili Suite - Historic charm meets Luxury Wailuku 10/10 Exceptional (2) "What a beautiful treasure of a property. My wife and I had an unexpected night in Wailuku and I'm so glad we found this inn. There were very few other people during our stay and we felt as though we had the property to ourselves. Pretty gardens, lovely spacious rooms. Great work on the renovation!" CA $428 CA $562 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Wailuku-Hotels-Kahili-Suite-Your-Wailuku-Escape.h102666314.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91700000/91692800/91692701/bb15bfe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/92000000/91700000/91692800/91692701/5fd7fe49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/92000000/91700000/91692800/91692701/609f45cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/92000000/91700000/91692800/91692701/8ef3f909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui What A Wonderful B&B Pineapple Ste South Kihei 10/10 Exceptional (4) "The property close to the beach, and operate by great family. Would recommended this place to any one visiting Maui. " CA $312 CA $369 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Kihei-Hotels-Maui-What-A-Wonderful-BB-Pineapple-Ste.h91692701.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/121000000/120410000/120401100/120401078/9d005421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120410000/120401100/120401078/9f03ab7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120410000/120401100/120401078/f973612b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120410000/120401100/120401078/e4073aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 50% Off! Bed & Breakfast Steps from the Beach with AC Lahaina CA $216 CA $612 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Kahana-Hotels-50-Off-Bed-Breakfast-Steps-From-The-Beach-With-AC.h120401078.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91720000/91714000/91713975/88e3012c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91720000/91714000/91713975/9ecd31e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91720000/91714000/91713975/10329eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/92000000/91720000/91714000/91713975/6d21600c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guava Suite South Kihei 9.6/10 Exceptional (5) "Friendly staff" CA $307 CA $363 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Kihei-Hotels-Guava-Suite.h91713975.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666322/688f8bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666322/e2c3be4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666322/575056e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666322/6ac94bfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mamane Suite - Historic charm and views Wailuku 10/10 Exceptional (5) "This was my 2nd time staying here and I love it. Super nice rooms, yummy breakfast." CA $321 CA $425 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Wailuku-Hotels-Mamane-Suite-Charming-Retreat.h102666322.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666320/61a58ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666320/73810b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666320/b8325a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666320/w1019h1365x0y0-92ca5e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lokelani Suite - Historic charm | Gardens oasis Wailuku 10/10 Exceptional (3) "Great place to stay" CA $394 CA $517 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Wailuku-Hotels-Lokelani-Suite-Historic-Comfort.h102666320.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91700000/91691300/91691272/91adf976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/92000000/91700000/91691300/91691272/0a79080a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed | Terrace/patio](https://images.trvl-media.com/lodging/92000000/91700000/91691300/91691272/a3b6ced8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed | Living area](https://images.trvl-media.com/lodging/92000000/91700000/91691300/91691272/226954c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Papaya Suite South Kihei 10/10 Exceptional (8) "Absolutely beautiful place in a prime location! We feel we really lucked out finding Eva's B&B at the last minute of booking our first trip, but definitely not the last, to Maui. Eva is a wonderfully gracious and accommodating hostess. Truly she is beautiful inside and out and embodies what we learned is the aloha spirit!! Mahalo 💖🌺" CA $351 CA $415 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Kihei-Hotels-Papaya-Suite.h91691272.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666328/b50da6d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666328/ca66a6a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666328/12024efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666328/3731b0ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant Puakenikeni Suite- Historic & Ground Floor Wailuku 10/10 Exceptional (6) "I liked the quaint ambiance of the property, beautiful landscape and the room was great." CA $376 CA $497 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Wailuku-Hotels-Puakenikeni-Suite-Secluded-Stay.h102666328.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666318/c5efbf0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666318/38b75a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666318/349d34d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666318/7de52511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lehua Suite - Hawaiian elegance | Patio garden Wailuku 10/10 Exceptional (2) "Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back." CA $447 CA $573 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Wailuku-Hotels-The-Lehua-Suite-Tranquil-Haven.h102666318.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=2025-10-20&endDate=2025-10-21®ionId=553248621593965869&adults=2&lodging=BED_AND_BREAKFAST&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-Bed-And-Breakfast.d553248621593965869-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpcountry-Maui-Bed-And-Breakfast.d553248621593965869-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Upcountry Maui Hotel Reviews ![Aston Kaanapali Shores](//images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Great location, friendly staff, very easy check in/out. Great pool area, beautiful beach and lots of food trucks close by and shopping center across the street. Rooms very spacious and clean. Would definitely stay again " [](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 "Pool area was great! " [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information) ![Hyatt Regency Maui Resort & Spa](//images.trvl-media.com/lodging/1000000/20000/19300/19207/3102d1ec_y.jpg) ### Hyatt Regency Maui Resort & Spa 10/10 Excellent "Only complaint was our neighbors had a screaming child every morning and slamming doors and went in for an hour every morning around 5am" [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.Hotel-Information) ![AEI at Maui Kaanapali Villas Resort](//images.trvl-media.com/lodging/58000000/57720000/57713500/57713484/6bf5bf4d_y.jpg) ### AEI at Maui Kaanapali Villas Resort 10/10 Excellent "Location, beautiful grounds rooms were all excellent" [](https://expedia.ca/Lahaina-Hotels-AEI-At-Maui-Kaanapali-Villas-Resort.h57713484.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 "Staff was excellent. Be sure to get breakfast and luau show package definitely worth it. Rented a car and parking was 40. Per day and taxes at the end were a few hundred more. We had incredible pictures and memories, overall worth every penny" [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Grand Wailea Maui, A Waldorf Astoria Resort](//images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997_y.jpg) ### Grand Wailea Maui, A Waldorf Astoria Resort 10/10 Excellent "Great" [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ![Maui Seaside Hotel](//images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "They are in the process of renovating and initially I was placed in a king bed pool side room which had not been renovated. It was terrible and reminded me of a tiny cheap nasty motel room which had numerous issues. As a result they upgraded me free of charge to a renovated room which was like night and day in comparison and the reason I’m giving the hotel 5 stars. The staff were friendly and welcoming. The area itself isn’t the best but there are two very close restaurants (Tantes and Bistro Casanova) that provided great food and were reasonably priced." [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Gods Peace Of Maui](//images.trvl-media.com/lodging/114000000/113840000/113837400/113837325/51cf4e1f_y.jpg) ### Gods Peace Of Maui 10/10 Excellent "loved it i felt so safe traveling for the first time..thank youu:)" [](https://expedia.ca/Makawao-Hotels-Gods-Peace-Of-Maui.h113837325.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 "We enjoyed having the pool and the beach a few steps away from our room. That was particularly nice given we traveled with our 4 year old daughter. The towel service and outdoor showers also made the beach experience pleasant. I noticed many resorts in Kaanapali are in front of the beach but the beach has little or no sand. This outrigger hotel has a long sandy beach and a relatively short walk from black rock for snorkeling. There are a lot of dining options walking distance and also within a short drive. I was a bit price shocked from Maui prices compra red to Southern California where I come from. Once I got over the price shock I was really happy. Lastly, this hotel offers daily cultural activities for free! Very knowledgeable and experienced professional facilitators helped us learn about Hawaiian culture. " [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ## Find out more about Upcountry Maui ## Upcountry Maui B&B information | Number of reviews | | | --- | --- | | Accommodation | B&B | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### What is the nightly rate for a Bed and Breakfast in Upcountry Maui? > Prices for B&Bs in Upcountry Maui often vary, but you can find a great deal with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Upcountry Maui B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high. ### What is the difference between a Upcountry Maui B&B and a hotel? > Every Upcountry Maui B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Upcountry Maui B&Bs. ## 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) - [Houseboats in Kahakuloa](https://www.expedia.ca/Kahakuloa-Houseboats.d11822-aaHouseboats.Travel-Guide-Accommodation) - 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