Title: Upcountry Maui Condominium Resort Rental from CA $786 | 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) ![View over Haleakala crater, at 3000 ft. Make sure that the skies are clear before heading to Haleakala, otherwise this view could be totally blocked by clouds. #AboveItAll](https://images.trvl-media.com/place/507525/451f5c7a-2ae1-4683-8787-8d1827405b60.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Project Forever ![](https://images.trvl-media.com/place/507525/451f5c7a-2ae1-4683-8787-8d1827405b60.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [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 two months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Upcountry Maui condo resorts ![Exterior](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/5d185f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Balcony, Ocean View | Dining room](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/3f702c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 2 Queen Beds, Air conditioning, Ocean View](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/769e4e46.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 [](https://www.expedia.ca/Kihei-Hotels-Signature-Residences-At-Maui-Banyan.h119804724.Hotel-Information) 8.0/10 Very good (7 reviews) "Roaches, bugs, rusty appliances, appliances didn’t work. Aesthetically it was disappointing. There were no matching towels. The silverware didn’t match. The closet doors didn’t close, the mirrors were chipped.. I specifically asked the rental company if the property was updated and they said it was tiptop condition. It’s a total lie." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean CA $200 CA $993 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Kihei-Hotels-Signature-Residences-At-Maui-Banyan.h119804724.Hotel-Information) ![4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/0d8c016f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; beach views](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/b0dd716f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 3 Bedrooms (Piilani) | Living area](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/c0a57d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo resort in Lahaina [](https://www.expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.Hotel-Information) 8.8/10 Excellent (2,909 reviews) "Clean room, nice staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marsha CA $434 CA $1,142 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2290700/2290629/f33a3673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/3000000/2300000/2290700/2290629/0bcc2108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![DVD player, pay movies](https://images.trvl-media.com/lodging/3000000/2300000/2290700/2290629/390a0741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2300000/2290700/2290629/b02fc3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo resort in Lahaina [](https://www.expedia.ca/Lahaina-Hotels-Marriotts-Maui-Ocean-Club-Molokai.h2290629.Hotel-Information) 8.4/10 Very good (238 reviews) "Super clean room, staff was amazing will be back " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Carter Johannes CA $684 CA $812 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Lahaina-Hotels-Marriotts-Maui-Ocean-Club-Molokai.h2290629.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/920000/917000/916906/23e71c5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/917000/916906/c8fddd50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/920000/917000/916906/e2468c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, 2 poolside bars](https://images.trvl-media.com/lodging/1000000/920000/917000/916906/890f2a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo resort in Lahaina [](https://www.expedia.ca/Lahaina-Hotels-The-Westin-Kaanapali-Ocean-Resort-Villas.h916906.Hotel-Information) 8.6/10 Excellent (1,130 reviews) "Staff friendly, great room and cleanliness. Amenties were excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) WILLIAM CA $662 CA $786 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Lahaina-Hotels-The-Westin-Kaanapali-Ocean-Resort-Villas.h916906.Hotel-Information) ![36-inch LCD TV with cable channels](https://images.trvl-media.com/lodging/120000000/119540000/119532300/119532234/b1e0f506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119540000/119532300/119532234/8de5480d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/120000000/119540000/119532300/119532234/0e4f2b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/120000000/119540000/119532300/119532234/d8d5df8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo resort in Lahaina [](https://www.expedia.ca/Kahana-Hotels-Kuleana-Club-316.h119532234.Hotel-Information) CA $652 CA $1,057 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Kahana-Hotels-Kuleana-Club-316.h119532234.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/118000000/117100000/117093100/117093053/b6d4e392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Balcony, Ocean View | Living area](https://images.trvl-media.com/lodging/118000000/117100000/117093100/117093053/0ab6202d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Balcony, Ocean View | Living area](https://images.trvl-media.com/lodging/118000000/117100000/117093100/117093053/8b93d290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Balcony, Ocean View | Living area](https://images.trvl-media.com/lodging/118000000/117100000/117093100/117093053/f147d8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo resort in Lahaina [](https://www.expedia.ca/Honokowai-Hotels-Hale-Mahina-B304.h117093053.Hotel-Information) CA $1,304 CA $1,549 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Honokowai-Hotels-Hale-Mahina-B304.h117093053.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15900/15864/d728957d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Facials, massage/treatment rooms, massages](https://images.trvl-media.com/lodging/1000000/20000/15900/15864/b3c1eaf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15900/15864/484e8e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/20000/15900/15864/5357e9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo resort in Lahaina [](https://www.expedia.ca/Lahaina-Hotels-Marriotts-Maui-Ocean-Club-Lahaina-Napili-Towers.h15864.Hotel-Information) 8.6/10 Excellent (201 reviews) "It was a great place to spend a vacation for the whole family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie CA $662 CA $786 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Lahaina-Hotels-Marriotts-Maui-Ocean-Club-Lahaina-Napili-Towers.h15864.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16710000/16700700/16700689/6b7c1eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16710000/16700700/16700689/44c7a72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/17000000/16710000/16700700/16700689/0cb24ea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/17000000/16710000/16700700/16700689/d8badfdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo resort in Lahaina [](https://www.expedia.ca/Lahaina-Hotels-The-Westin-Nanea-Ocean-Villas.h16700689.Hotel-Information) 9.4/10 Exceptional (482 reviews) "Wonderful place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon Lynn CA $847 CA $1,006 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Lahaina-Hotels-The-Westin-Nanea-Ocean-Villas.h16700689.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=2026-02-11&endDate=2026-02-12®ionId=553248621593965869&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style 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=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&lodging=COTTAGE) 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=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&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=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&lodging=APARTMENT) 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=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&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=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&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=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&lodging=VILLA) 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=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&lodging=CABIN) ![](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-Condominium-Resort.d553248621593965869-aaCondominiumResort.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpcountry-Maui-Condominium-Resort.d553248621593965869-aaCondominiumResort.Travel-Guide-Accommodation) ## Top Upcountry Maui Hotel Reviews ![Maui Seaside Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "Really clean rooms and friendly staff. The restaurant next door was amazing as well, definitely will stay here again. " [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.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 "Perfect stay in Maui at Kaanapali beach. Very friendly people work in the hotel and you really be in your home out from your home. Nice resort to spend your holidays with a relaxing time. Overall excellent. Wish to return shortly!!!" [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Four Seasons Resort Maui at Wailea](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/ed7cc193_y.jpg) ### Four Seasons Resort Maui at Wailea 10/10 Excellent "The Four Seasons Wailea was, once again, exceptional. All the staff, from the front desk to the pool to the outrigger crew to housekeeping, all helped make our stay one we will never forget. We were sad to leave and hope to return soon!" [](https://expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.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 "Good staff, good food, good location " [](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 "Great room with views and staff is always amazing " [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ![Grand Wailea Maui, A Waldorf Astoria Resort](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997_y.jpg) ### Grand Wailea Maui, A Waldorf Astoria Resort 10/10 Excellent "The entire staff is soooo kind! Absolutely beautiful grounds and rooms. We ate at all the restaurants there. While pricey, everything was delicious. Pools are very fun, including the pool bar. And, very easy beach access." [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ![Maui Coast Hotel](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "this was our first stay at maui coast hotel and will not be our last. staff was awesome. live music poolside every night was amazing." [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.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 and the other receptionist (the tall woman with long hair) were extremely kind and helpful. We stayed at the hotel multiple times during our trip to Maui, and they consistently welcomed us warmly and went out of their way to help with our stay." [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.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 "Beautiful property " [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ## Find out more about Upcountry Maui ## Upcountry Maui Condo Resorts information | Number of reviews | 4,954 | | ----------------- | ---------------- | | Accommodation | 13 Condo Resorts | | Lowest Price | CA $786 | | Highest Price | CA $1,549 | ## 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) - 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