Title: Upcountry Maui B&B: Find the Best Bed and Breakfast from CA $258 | 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) # Find a Bed and Breakfast in Upcountry Maui from CA $258 - ![](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 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) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-01-16&endDate=2026-01-18&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) ![Exterior](https://images.trvl-media.com/lodging/114000000/113840000/113837400/113837325/97f6fcd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gods Peace Of Maui Makawao 9.0/10 Wonderful (42) "If you’re planning to do the road to Hana, I’d recommend staying here. Great for price and location. Clean, and cozy. Perfect for short stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Shay CA $218 CA $258 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Makawao-Hotels-Gods-Peace-Of-Maui.h113837325.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) ![Living area](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/1d7fda21.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) ### Haleakala Sunrise Home, Kula, Maui, Hawaii Kula 9.8/10 Exceptional (87) "Great stay and hosts! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) svetha d. CA $351 CA $652 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Kula-Hotels-Haleakala-Sunrise-Home.h30366711.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) ![Interior](https://images.trvl-media.com/lodging/110000000/109560000/109553800/109553718/w1288h861x1y661-2ee01f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109560000/109553800/109553718/w1283h957x1y611-ee2aed64.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) ### Charming bed & breakfast on the slopes of Haleakala with AC, WiFi. Makawao 9.2/10 Wonderful (31) "Very good location for the sunrise at Haleakala. Well equipped and a superb self-serve breakfast. We found everything we needed and loved staying there." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Dirk A. CA $228 CA $576 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Makawao-Hotels-Charming-Bed-Breakfast-On-The-Slopes-Of-Haleakala-With-AC.h109553718.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) ![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) ![Dining](https://images.trvl-media.com/lodging/28000000/27110000/27101800/27101719/a383cd06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27110000/27101800/27101719/b42ba7e4.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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $281 CA $362 total includes taxes & fees Dec 12 - Dec 13 [](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/77000000/76260000/76259600/76259579/d5dc08e3.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_edited_cb1a.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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76260000/76259600/76259579/575935f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North shore Maui B and B room 1. Haiku 10/10 Exceptional (108) "Wonderful, well-appointed, clean room in a good location. Self serve breakfast was appreciated!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennet C. CA $281 CA $374 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Haiku-Hotels-North-Shore-Maui-B-And-B-Room-1.h76259579.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37630000/37622500/37622441/4c801552.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 (44) "Good B&B with nice breakfast choices " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) paul CA $254 CA $300 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Kihei-Hotels-Maui-What-A-Wonderful-World-B-And-B.h37622441.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) ![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) ![Fridge, coffee/tea maker, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/102000000/101180000/101171800/101171715/w904h683x60y0-6aa50a1b.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) ### Hana Garden Room 1 & 2 night stays, its Perfect! Longer stays available. Kaʻeleku 8.8/10 Excellent (29) "Great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marwan CA $279 CA $366 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Hana-Hotels-Hana-Garden-Room-1-2-Night-Stays.h101171715.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) ![Interior](https://images.trvl-media.com/lodging/109000000/108140000/108136400/108136319/26680e55.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) ![Interior](https://images.trvl-media.com/lodging/109000000/108140000/108136400/108136319/bb4cd440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Historic Wailuku Inn Wailuku 9.2/10 Wonderful (33) "Lovely historical house, beautiful garden " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra [](https://www.expedia.ca/Wailuku-Hotels-The-Historic-Wailuku-Inn.h108136319.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) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666322/w1019h1365x0y0-f52d501f.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) ![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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jane D. CA $364 CA $485 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Wailuku-Hotels-Mamane-Suite-Charming-Retreat.h102666322.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) ![Exterior](https://images.trvl-media.com/lodging/92000000/91720000/91714000/91713975/10329eb4.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) ![Room](https://images.trvl-media.com/lodging/92000000/91720000/91714000/91713975/d9d126ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guava Suite South Kihei 9.6/10 Exceptional (5) "Friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chanthee CA $309 CA $365 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Kihei-Hotels-Guava-Suite.h91713975.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91700000/91692800/91692701/4f728e58.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) ### 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) thai CA $315 CA $372 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Kihei-Hotels-Maui-What-A-Wonderful-BB-Pineapple-Ste.h91692701.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/122000000/121720000/121713000/121712971/9f3fb2f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/122000000/121720000/121713000/121712971/1b33179a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121720000/121713000/121712971/f5308111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/122000000/121720000/121713000/121712971/8939043e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Beach House Lahaina 8.0/10 Very good (1) CA $442 CA $768 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Kahana-Hotels-Maui-Beach-House.h121712971.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) ![Dining](https://images.trvl-media.com/lodging/33000000/32080000/32078700/32078651/8bf291d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32080000/32078700/32078651/c5849acb.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) ### North shore Maui ocean view B and B room 3 Haiku-Pauwela 10/10 Exceptional (174) "Excellent property. Very clean & spacious. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Matthew CA $254 CA $338 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Haiku-Hotels-North-Shore-Maui-Ocean-View-B-And-B-Room-3.h32078651.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) ![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) ![Pool](https://images.trvl-media.com/lodging/107000000/106490000/106487500/106487422/adfe88ad.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 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Airyana CA $219 CA $685 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Kihei-Hotels-Cozy-BB-In-Enchanting-Kihei-Wailea-With-AC.h106487422.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) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120410000/120401100/120401078/d4dff183.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) ### 25% Off! Bed & Breakfast Steps from the Beach with AC Lahaina CA $260 CA $673 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Kahana-Hotels-50-Off-Bed-Breakfast-Steps-From-The-Beach-With-AC.h120401078.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/6acea9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/26112701.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/103000000/102670000/102666400/102666310/7d7e0318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/c2738ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hinano Suite | Historic Maui Hideaway Wailuku 10/10 Exceptional (3) "Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JoAnn H. CA $314 CA $412 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Wailuku-Hotels-Hinano-Suite-Vintage-Relaxation.h102666310.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/892f1d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/dc51f5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/7140701e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666330/w1019h1365x0y0-4f13c648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience luxury at The Ulu Suite | Garden patio Wailuku 10/10 Exceptional (4) "Parking and check in was easy and just as described. The interior was simple, yet felt upscale. Lovely original art on the walls, comforts bed, and bathroom and shower were wonderful. Would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) e o. CA $357 CA $474 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Wailuku-Hotels-The-Ulu-Suite-Timeless-Elegance-Free-Breakfast.h102666330.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) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666328/3731b0ba.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/w1019h1365x0y0-a111afff.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne CA $334 CA $437 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Wailuku-Hotels-Puakenikeni-Suite-Secluded-Stay.h102666328.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666326/e4a288ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666326/d1591349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666326/ba673001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666326/cc1c8f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pikake Suite - Historic Elegance, Wailuku Wailuku 10/10 Exceptional (6) "A lovely historic bnb" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maggie M. CA $334 CA $437 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Wailuku-Hotels-The-Pikake-Suite-Serene-Hideaway.h102666326.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/103000000/102670000/102666400/102666314/92b5b4a7.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) ![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) ### 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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott H. CA $375 CA $498 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Wailuku-Hotels-Kahili-Suite-Your-Wailuku-Escape.h102666314.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=2025-12-05&endDate=2025-12-06®ionId=553248621593965869&adults=2&lodging=BED_AND_BREAKFAST&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-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 ![Royal Lahaina Resort & Bungalows](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/8a8031c5_y.jpg) ### Royal Lahaina Resort & Bungalows 10/10 Excellent "Great location " [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Hilton Vacation Club Ka'anapali Beach Maui](https://images.trvl-media.com/lodging/1000000/30000/23100/23042/7a9e8592_y.jpg) ### Hilton Vacation Club Ka'anapali Beach Maui 10/10 Excellent "Grast stay! " [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![The Westin Maui Resort & Spa, Ka'anapali](https://images.trvl-media.com/lodging/1000000/30000/25900/25837/87f76342_y.jpg) ### The Westin Maui Resort & Spa, Ka'anapali 10/10 Excellent "Great stay! Paid for ocean front because love to hear the ocean waves at night. on the ninth floor and music from the restaurant on the ground floor was so loud we couldn't enjoy being on the oceanfront. Talked to front desk about and they were indifferent snd said they knew it was a problem. Very disappointing response! Other than that our experience was very good.Don't pay the extra for oceanfront!" [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information) ![Maui Beach Hotel](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "It was comfortable." [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ![Aston Kaanapali Shores](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Great view, great value, great staff" [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.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 "Nice room. Clean. AC worked well." [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Hyatt Regency Maui Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19300/19207/bd694b13_y.jpg) ### Hyatt Regency Maui Resort & Spa 10/10 Excellent "A good variety for breakfast and stores in lobby. The only negative was no beach area." [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.Hotel-Information) ![Wailea Beach Resort - Marriott, Maui](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293_y.jpg) ### Wailea Beach Resort - Marriott, Maui 10/10 Excellent "Our stay was great in the sun deck garden room, with the most relaxing outdoor space. All the staff had the spirit of aloha. The grounds and amenities were top notch. " [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Maui Coast Hotel](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "The staff was all great! Loved the pools, the shuttle service, and laundry facilities. Great location right across the beach. " [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ## Find out more about Upcountry Maui ## Upcountry Maui B&B information | Number of reviews | 747 | | --- | --- | | Accommodation | 15 B&B | | Lowest Price | CA $258 | | Highest Price | CA $768 | ## 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 from CA $258 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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