Title: Upcountry Maui Condo 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) # Search Condos Rentals 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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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) ## Browse Select Upcountry Maui Condo Rentals ![Property grounds](https://images.trvl-media.com/lodging/35000000/34160000/34152900/34152879/15aa48a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34160000/34152900/34152879/0f73bc1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34160000/34152900/34152879/6ae6f44c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34160000/34152900/34152879/e3769e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View! Hana 9.6/10 Exceptional (73) "Best Suite & view was excellent!!" CA $497 CA $704 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hana-Hotels-Hana-Kai-Maui-Oceanview-Waiohinu-Upper-Floor-Amazing-View-Decor.h34152879.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34190000/34188200/34188116/6e8952cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34190000/34188200/34188116/47225e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach towels](https://images.trvl-media.com/lodging/35000000/34190000/34188200/34188116/w2000h1163x0y0-b190ff3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34190000/34188200/34188116/fb842c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access Hana 9.6/10 Exceptional (109) "We loved our stay here! We just stayed one night on a two day Road to Hana adventure and we wish we stayed longer! It had everything we needed and we loved watching the sunrise on the beach!! We would definately be back." CA $422 CA $600 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Hana-Hotels-Oceanview-103-At-Hana-Kai-Maui-1-Bedroom.h34188116.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/20000000/19660000/19651200/19651188/0b16ee80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19660000/19651200/19651188/0b46b2fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19660000/19651200/19651188/bb7cfb8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19660000/19651200/19651188/739cc806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A/C North Shore Maui - Paia/Kuau
Just steps away to Mama’s and beach Kuau 9.4/10 Exceptional (193) "6 day stay.Good location, quite and relaxing.Paia close by for most of ones needs" CA $231 CA $579 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Paia-Hotels-AC-North-Shore-Maui-PaiaKuau-BrJust-Steps-Away-To-Mamas-And-Beach.h19651188.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/83000000/82960000/82951000/82950935/7f627c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82960000/82951000/82950935/5e3bfd62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/83000000/82960000/82951000/82950935/ca62514f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82960000/82951000/82950935/745537e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean front condo at Ma'alaea just a few steps to the ocean and harbor. Wailuku 9.8/10 Exceptional (56) "Great, quiet, peaceful location for anyone looking to dive with one of the operators out of Ma’alaea! The host Diane was incredibly understanding and nice when I got sick on my trip and had to extend my stay. Expedia made the extension difficult, but she worked with me to figure it out." CA $233 CA $576 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Wailuku-Hotels-Ocean-Front-Complex.h82950935.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/w1170h877x0y5-51fd63d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/8b711bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/291eb0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/af4b8884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles! North Kihei 9.8/10 Exceptional (258) "Very clean, close to beaches and town. The host was also great with communication and recommendations. Highly recommend! " CA $139 CA $547 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/b85a7c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Ocean View | Living area](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/c047658e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/747fb065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, Multiple Beds, Oceanfront (2 Baths) | Living area](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/2f70d75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Whaler Resort Kaanapali Beach Lahaina 9.6/10 Exceptional (259) "Nice pool, sandy beach, easy parking in garage." CA $312 CA $902 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Kaanapali-Hotels-The-Whaler-Resort-Kaanapali-Beach.h95034061.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/52000000/51850000/51848800/51848727/16913c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51850000/51848800/51848727/24020725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo](https://images.trvl-media.com/lodging/52000000/51850000/51848800/51848727/w3673h2447x0y3-e2302f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/52000000/51850000/51848800/51848727/51661761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool! Central Kihei 9.4/10 Exceptional (83) "Beautifully furnished condo with lovely views. Great pool and bbq area, nice walking distance to the beach and a few local food establishments and businesses. " CA $181 CA $826 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Kihei-Hotels-Oceanfront.h51848727.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/34000000/33490000/33483000/33482970/7f8f329c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33483000/33482970/c892d567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33490000/33483000/33482970/0aa72530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33483000/33482970/92a6f1c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View! Hana 9.6/10 Exceptional (76) "Nice easy check in. Easy access to black sand beach (not the State Park)." CA $429 CA $610 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Hana-Hotels-Hana-Kai-Maui-Oceanview-Kauiki-Corner-Amazing-View.h33482970.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535504/fb9545b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535504/f0c1458a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535504/74c0c01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535504/511a7da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Oceanfront Value in Kihei - Kealia Resort! North Kihei 9.6/10 Exceptional (107) "The condo was exactly as described and in a great location, we loved the grassy area right in front of the beach if we didn’t feel like sitting in the sand! Tim had all the essentials for us and was quick to respond if we had any questions- we would definitely stay here again in the future! " CA $161 CA $620 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Kihei-Hotels-Best-Beachfront-Value-In-Kihei-Kealia-Resort.h100535504.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/39cf954f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/f50cb647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/9a925123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/ff0b27f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel-Resort Oct. Spec.-Get spoiled in Kihei DLX unit/Best S. loc./bath/golf cl. South Kihei 9.8/10 Exceptional (110) "Appreciated the great communications!" CA $149 CA $545 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Kihei-Hotels-Location-South-Maui-Avail-Feb-14-To-Mar-15Ground-Floorwashergolf-Clubs.h33966981.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96840000/96832500/96832491/b38db57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96840000/96832500/96832491/6fd03e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96840000/96832500/96832491/7f323a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96840000/96832500/96832491/53d87fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Top Floor Beachfront Condo with Ocean view North Kihei 9.8/10 Exceptional (44) "Great stay - I would definitely recommend it" CA $203 CA $618 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Kihei-Hotels-Top-Floor-Beachfront-Condo-With-Ocean-View.h96832491.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34200000/34192200/34192134/9820a65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34200000/34192200/34192134/fc6355af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/35000000/34200000/34192200/34192134/616b81f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34200000/34192200/34192134/756c7238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit Hana 9.4/10 Exceptional (61) "Great place to sit and relax after the long drive. Would stay here 2 nights next time. Lots of food trucks nearby, gas station, general store etc. Location is amazing, we watched the sun come up at the beach. Comfy beds and nice lanai(s)" CA $436 CA $623 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hana-Hotels-Hana-Kai-Maui-Partial-Oceanview-Kama-Lower-Corner.h34192134.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/89e2225f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/a9c993e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/b355457a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/265e1013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles! North Kihei 9.8/10 Exceptional (293) "Locally convenient, price was right for the location, property management was on top of things and made sure that we were well taken car of. " CA $140 CA $549 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83640000/83630900/83630857/w905h683x60y0-4597b4da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83640000/83630900/83630857/w1019h683x3y0-0a510844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83640000/83630900/83630857/3c3cf368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, streaming services](https://images.trvl-media.com/lodging/84000000/83640000/83630900/83630857/b9c24671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View! North Kihei 10/10 Exceptional (26) "Great location and beaches around! Tracy was great with communication and letting us know all the the ins and the outs of the island. " CA $174 CA $566 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Kihei-Hotels-This-Remodeled-Condo-Earned-Best-In-Kihei-4-Times-And-1-In-Maui-Ocean-View.h83630857.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/98000000/97090000/97086300/97086282/e0441a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97090000/97086300/97086282/e90165c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/98000000/97090000/97086300/97086282/6bff2442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97090000/97086300/97086282/dbf7bbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanside condo, full kitchen, ocean view. Fully renovated 2023 Central Kihei 9.4/10 Exceptional (53) "Awesome stay!!" CA $168 CA $503 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Kihei-Hotels-Oceanside-Condo.h97086282.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/50000000/49020000/49010700/49010643/051693ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/50000000/49020000/49010700/49010643/5ed70ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49020000/49010700/49010643/229f8380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49020000/49010700/49010643/f6eae4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets Central Kihei 10/10 Exceptional (188) "Host was accomodating of an early check in, unit was clean and well stocked. Excellent location!" CA $209 CA $632 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Kihei-Hotels-Oceanfront.h49010643.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110760000/110755200/110755108/ebfe7d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110760000/110755200/110755108/89fe69a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110760000/110755200/110755108/1686aab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/111000000/110760000/110755200/110755108/9a1e044e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit Central Kihei 10/10 Exceptional (40) "we loved this condo and beach " CA $196 CA $614 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Kihei-Hotels-Ocean-Front.h110755108.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/0dff2002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/976b16da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/93fd3fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/1a6d293c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC Wailuku 9.6/10 Exceptional (153) "Cute place with great amenities and excellent location…highly recommend!!" CA $279 CA $678 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Wailuku-Hotels-Oceanfront-Spectacular-60-Ft-To-The-Water.h24033638.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/9308d08a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/73b3fd67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/3372e14d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/524c86ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot Wailuku 8.6/10 Excellent (68) "We had an excellent time! Everything was as advertised. Gorgeous location and very quiet and peaceful. Only downside is that while we were there the building was under construction for a new elevator so there was limited parking and quite a bit of space taken up by the construction " CA $224 CA $665 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Wailuku-Hotels-Beachfront-Retreat-With-Lanai.h33660091.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19080000/19071100/19071001/be2883dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19080000/19071100/19071001/7f860746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19080000/19071100/19071001/c65426c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19080000/19071100/19071001/51827747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles! Lahaina 9.8/10 Exceptional (252) "Property is absolutely beautiful. Amazing sunset views. Quiet area." CA $220 CA $710 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Lahaina-Hotels-Aloha-Hale-Ocean-View-Maui-Condo-In-Ocean-Frontbeach-Resort-Swim-With-Turtles.h19071001.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=2025-10-25&endDate=2025-10-26®ionId=553248621593965869&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Condos.d553248621593965869-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpcountry-Maui-Condos.d553248621593965869-aaCondos.Travel-Guide-Accommodation) ## Top Upcountry Maui Hotel Reviews ![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 "Nice staff, rooms were clean and I like the option to opt out of housecleaning for a refund. " [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.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 "Room and view were great. Staff was EXCELLENT. Pool outstanding." [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.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 "The property is beautiful " [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.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 "Yes. Higher floor would have been better but still the view was amazing." [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.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 "excellent" [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Aston Maui Kaanapali Villas](//images.trvl-media.com/lodging/1000000/20000/18800/18735/6389d34f_y.jpg) ### Aston Maui Kaanapali Villas 10/10 Excellent "Early check ins are not an option. The staff sent mixed messages about checking in. Not pleased, the resort was really nice. " [](https://expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.Hotel-Information) ![Sheraton Maui Resort & Spa](//images.trvl-media.com/lodging/1000000/30000/22900/22894/w4000h2664x0y0-b7d636ba_y.jpg) ### Sheraton Maui Resort & Spa 10/10 Excellent "beautiful views and good location." [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.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 "It was soo relaxing and clean. I had a hard time being able to check in early but after our stay we had such a great time there. Loved it would definitely come back again" [](https://expedia.ca/Lahaina-Hotels-AEI-At-Maui-Kaanapali-Villas-Resort.h57713484.Hotel-Information) ![The Ritz-Carlton Maui, Kapalua](//images.trvl-media.com/lodging/1000000/10000/3400/3390/w3996h2667x0y0-f44bed53_y.jpg) ### The Ritz-Carlton Maui, Kapalua 10/10 Excellent "Very good" [](https://expedia.ca/Lahaina-Hotels-The-Ritz-Carlton-Maui.h3390.Hotel-Information) ## Find out more about Upcountry Maui ## Upcountry Maui Condo Rentals information | Number of reviews | | | --- | --- | | Accommodation | Condo Rentals | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### How much do condos in Upcountry Maui cost? > The price range for condos in Upcountry Maui is to per night. No matter your budget, you're sure to find a place that makes your wallet happy — as well as your entire squad! 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. ### How many condos are there in Upcountry Maui? > Take your pick of condos in Upcountry Maui. Whether you're on a trip with the kids or a group of friends, and wherever you're going, Expedia makes it a breeze to find the perfect digs. ### Why book your condo in Upcountry Maui with Expedia? > With Expedia, you'll have no trouble finding your dream condo in Upcountry Maui. Looking for a luxury stay? Make the most of our filters to search for properties that are 5-star rated. If you have a fixed budget, select how much you're willing to spend and then browse our amazing deals. We'll help you find the right place whatever your style of travel or plans. ### How can I find cheap condos in Upcountry Maui? > A good way to uncover cheap condos in Upcountry Maui is with Expedia's filter tool. 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