Title: Top Upcountry Maui Cabin Rentals | 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 Cabins in Upcountry Maui for Rent - ![](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 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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Upcountry Maui Cabin Rentals No exact matches found, but these alternatives could be just right ## Recommended hotels in Upcountry Maui ![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 | Living area](https://images.trvl-media.com/lodging/114000000/113840000/113837400/113837325/4dc11755.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) ### Bed & Breakfast in 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 $228 CA $270 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Makawao-Hotels-Gods-Peace-Of-Maui.h113837325.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/94c3b681.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/31000000/30370000/30366800/30366711/33364465.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) ### Bed & Breakfast in 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 $350 CA $649 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Kula-Hotels-Haleakala-Sunrise-Home.h30366711.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/9ba6e1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/b290affc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/d77d0268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/1e4918bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lumeria Maui Educational Retreat Center 8.6/10 Excellent (208) "Could not be happier. The staff were professional and accommodating. Excellent yoga sessions and lovely, relaxing massage services. The grounds and pool are absolutely stunning. Nice relaxing vacation. The breakfast is top notch. Highly recommend Lumeria. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rhonda CA $584 CA $806 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Makawao-Hotels-Lumeria-Maui-Educational-Retreat-Center.h5248443.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) ![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) ![Interior](https://images.trvl-media.com/lodging/110000000/109560000/109553800/109553718/w1283h957x1y611-ee2aed64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bed & Breakfast in 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 $227 CA $578 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Makawao-Hotels-Charming-Bed-Breakfast-On-The-Slopes-Of-Haleakala-With-AC.h109553718.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/30000000/29750000/29742500/29742446/1d77cd11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29750000/29742500/29742446/09a07d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29750000/29742500/29742446/8208c275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29750000/29742500/29742446/1445314f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Makawao 10/10 Exceptional (88) "The property is very beautiful, the cabin is clean and cozy, and the property owner is very kind. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy J. CA $441 CA $865 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Haiku-Hotels-Ocean-View-Cabin-Located-On-Organic-Coffee-Farm-With-Hiking-Trails.h29742446.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/606a40d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/c4332c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/93574a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/3fdca3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Makawao 10/10 Exceptional (70) "This property was indescribable! Our stay was amazing and the host was so very accommodating! Check-in was a breeze and every room was meticulously cleaned, arranged, and ready for our group. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James B. CA $2,008 CA $4,069 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Makawao-Hotels-Historic-Upcountry-Maui-Property-With-Pool.h29873066.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/41b2cb25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/afb5646c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/d096aa40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/29bbe892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Kula 10/10 Exceptional (185) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter A. CA $799 CA $1,600 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Kula-Hotels-Eco-Friendly-Modern-Home.h23268927.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/116000000/115740000/115732300/115732203/bf8d9964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115740000/115732300/115732203/1bd600e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115740000/115732300/115732203/54d71ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115740000/115732300/115732203/1ceb2db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Haiku CA $745 CA $1,791 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Haiku-Hotels-2-Mi-To-Hana-Hwy-Haiku-Home-W-Ocean-Views.h115732203.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/e0e2bd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/7f0e124d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/3930425c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/98fa11d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Haiku 10/10 Exceptional (4) "Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda S. CA $691 CA $1,367 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Haiku-Hale-3-Bedroom-Maui-Getaway.h97567999.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/7f3d5cd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/8c6fd41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/b90889ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/52937132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Coast Hotel 9.6/10 Exceptional (2270) "Amazing staff, super clean, incredible value, would highly recommend and decided next visit exactly where we will stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $272 CA $385 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25500/25435/c4ef8c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/1000000/30000/25500/25435/6b9483c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/30000/25500/25435/439b10ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach towels, snorkeling](https://images.trvl-media.com/lodging/1000000/30000/25500/25435/5855b3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Maui Oceanfront 8.6/10 Excellent (1006) "Friendly Staff, clean room, great beach , beach chairs in room, comfortable bed, working AC" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $259 CA $306 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Kihei-Hotels-Days-Inn-By-Wyndham-Maui-Oceanfront.h25435.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23580000/23571600/23571504/5a3a5cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23580000/23571600/23571504/0648d36a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/24000000/23580000/23571600/23571504/f278f1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 3 Bedrooms, Balcony, Ocean View | Balcony](https://images.trvl-media.com/lodging/24000000/23580000/23571600/23571504/976f90a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Vacation Club at Ka'anapali Beach, Maui 9.2/10 Wonderful (69) "everything was great!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olena CA $591 CA $768 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Kaanapali-Hotels-Hyatt-Vacation-Club-At-Kaanapali-Beach.h23571504.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/eb332dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, memory foam beds](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/be0e51c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/5d185f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/88e4e20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo resort in South Kihei CA $135 CA $817 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Kihei-Hotels-Signature-Residences-At-Maui-Banyan.h119804724.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/ff6d120c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Garden View, Tower (Makai Tower, Newly Renovated)](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/06e5e7dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/68fd6782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Seaside Hotel 9.0/10 Wonderful (1175) "Very clean rooms, and great property." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jordan CA $269 CA $350 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/54e6377e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/743611fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/4bd12a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/f844108d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Lahaina Resort & Bungalows 8.4/10 Very good (1562) "The stay was great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jadyn Ciana CA $264 CA $385 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/c11638c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/530ff241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/70f3f0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/55a71571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Hana Town Center 9.6/10 Exceptional (409) "We enjoyed our Stay, especially the near zu the entrance of the Volcano NP was really great." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Katja Monika B. CA $243 CA $498 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Hana-Hotels-STHA-20170002-Across-From-Hana-Bay.h22722218.Hotel-Information) ![Standard Studio (Central D)](https://images.trvl-media.com/lodging/118000000/117930000/117929100/117929085/7c194bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/118000000/117930000/117929100/117929085/b570a067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117930000/117929100/117929085/644d78d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio (Central D)](https://images.trvl-media.com/lodging/118000000/117930000/117929100/117929085/10dd4979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yonegan Central Maui Getaways 8.2/10 Very good (34) "Great price, location & amenities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Borys CA $98 CA $219 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Wailuku-Hotels-Yonegan-Central-Maui-Getaways.h117929085.Hotel-Information) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/1c3bc056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/ba214ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/045c74a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/bf25450e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort in Lahaina 9.0/10 Wonderful (1466) "Amazing resort location and service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $326 CA $459 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/5e3c67d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/2c9c4b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/5ff4e9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/5fcb590b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paia Inn 8.8/10 Excellent (339) "We loved the hotel and only wish the restaurant and bar were open during our stay (under renovation). We plan to return though. Great staff too " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $278 CA $372 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Paia-Hotels-Paia-Inn.h2272947.Hotel-Information) ![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) ![Beach](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/606af9b0.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) ### Cottage in Hana Town Center 9.6/10 Exceptional (190) "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 $225 CA $566 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Hana-Hotels-Beautiful-Cottage-In-The-Heart-Of-Hana.h32484007.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=2025-12-03&endDate=2025-12-04®ionId=553248621593965869&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=VILLA) ![](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-Cabins.d553248621593965869-aaCabins.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpcountry-Maui-Cabins.d553248621593965869-aaCabins.Travel-Guide-Accommodation) ## Top Upcountry Maui Hotel Reviews ![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) ![Maui Seaside Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "Very clean rooms, and great property." [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.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 "Amazing hotel and spa" [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.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 "Loved our experience " [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Aston Kaanapali Shores](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Was a great place to stay" [](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 "Got an upgraded room at no charge right on the beach. Bigger room , big shower , balcony. Comfortable bed too Friendly staff and beautiful beach. Close to whalers village for food and shopping. Pool in middle of resort with snack bar next to it. " [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![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 "Enjoyed the hotel and the area around the hotel. Food and beach was great " [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ![Maui Beach Hotel](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "Minnie was terrific at reception. Steered us right with everything from the room to where to walk to buy postcards (Longs Drugs)." [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ## Find out more about Upcountry Maui ## Upcountry Maui Cabin Rentals information | Number of reviews | | | --- | --- | | Accommodation | Cabin Rentals | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### Are there cheap cabins in Upcountry Maui? > Whether you want to stay beside the water or surrounded by mountains, we have an impressive selection of cheap cabins in Upcountry Maui to look into. Priced from to a night, your ideal cabin rental is waiting right here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### Why should I book a cabin in Upcountry Maui? > For a getaway in nature that won't cost the earth, there's nothing better than a cabin. Imagine waking to the sounds of the countryside and having breakfast on your deck surrounded by beautiful vistas. Stay in a cabin in Upcountry Maui to get away from the busy routine of modern life. Whether they're in the mountains, by the beach or someplace else, cabins offer a refreshing, rustic experience for those who need a break. ## 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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[Car rentals near Maui](https://www.expedia.ca/Car-Rentals-In-Maui.d180073.Car-Rental-Guide) - [Enterprise Rental Cars in Maui](https://www.expedia.ca/Enterprise-Car-Rentals-In-Maui.d180073-c15.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in Maui](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Maui.d180073-c33.Car-Rental-Guide-Suppliers) - [Suv Car Rentals in Kula](https://www.expedia.ca/SUV-Car-Rentals-In-Kula.d11587-tSUV.Car-Rental-Guide-Class) - [Kula Vacation Rentals](https://www.expedia.ca/Kula-Vacation-Rentals.d11587.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Things to do in Kula](https://www.expedia.ca/Things-To-Do-In-Kula.d11587.Travel-Guide-Activities) - [Things to do in Maui](https://www.expedia.ca/Things-To-Do-In-Maui.d180073.Travel-Guide-Activities) - [Book Cabin Rentals in Upcountry Maui on Expedia.com](https://www.expedia.com/Upcountry-Maui-Cabins.d553248621593965869-aaCabins.Travel-Guide-Accommodation)