Title: Upcountry Maui Vacation Rentals from CA $276: Short-Term Rentals for 2025 | 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)[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) # Upcountry Maui Vacation Rentals ![](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 Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-10-28&endDate=2025-10-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-10-29&endDate=2025-10-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [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) ## Vacation Rentals in Upcountry Maui ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/d3a6a1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/e69b613b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/w3837h2521x3y0-dacc39bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston Kaanapali Shores Lahaina 8.6/10 Excellent (3826) "Great place to stay, great pools, beach access, and awesome food at the Beach restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $346 CA $449 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/1000000/30000/27100/27045/222e71f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/30000/27100/27045/3f3a315b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/30000/27100/27045/a4fcedb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/30000/27100/27045/d7cad1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Napili Shores Maui by OUTRIGGER Lahaina 9.0/10 Wonderful (1683) "Great property very peaceful and a perfect retreat after a long day of adventures! Will definitely be back as the area is amazing the beach is beautiful and food is ok. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darren CA $334 CA $394 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Lahaina-Hotels-Napili-Shores-Maui-By-Outrigger.h27045.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) ![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) ![Outdoor pool](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/747fb065.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) ### The Whaler Resort Kaanapali Beach Lahaina 9.6/10 Exceptional (275) "Great location, clean facilities and very good value." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raymond M CA $459 CA $1,049 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Kaanapali-Hotels-The-Whaler-Resort-Kaanapali-Beach.h95034061.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/6389d34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/ebc7e42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/0d5ab47f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/77cc46dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston Maui Kaanapali Villas Lahaina 8.8/10 Excellent (2482) "Must stay walkable to beach , beachfront cafe" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brittany CA $318 CA $498 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.Hotel-Information) ![Studio Suite | Living area](https://images.trvl-media.com/lodging/2000000/1800000/1797300/1797282/cc5dd277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand](https://images.trvl-media.com/lodging/2000000/1800000/1797300/1797282/e4dde35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, toaster, paper towels](https://images.trvl-media.com/lodging/2000000/1800000/1797300/1797282/b86951df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1800000/1797300/1797282/15f77023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kahana Falls Maui by VRI Americas Lahaina 8.0/10 Very good (947) "Property was nice and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bradley [](https://www.expedia.ca/Lahaina-Hotels-Kahana-Falls-Maui.h1797282.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) ![Suite, 3 Bedrooms, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/fa899b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/7880dbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/0edd56a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OUTRIGGER Honua Kai Resort & Spa Lahaina 8.8/10 Excellent (2856) "Resort was beautiful and family friendly. Definitely will stay here again with the rest of the family" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alisha CA $408 CA $1,123 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.Hotel-Information) ![Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/abca45f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Ocean View | Private kitchenette](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/48af28ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Ocean View | Living area](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/78a25dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Ocean View | View from room](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/6918496a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston Maui Hill South Kihei 9.0/10 Wonderful (837) "The accommodations were comfortable, very roomy, nice view from the balcony, and staff was helpful and friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $323 CA $381 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Kihei-Hotels-Aston-Maui-Hill.h24554.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/77000000/76470000/76469500/76469414/f4e1a439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76470000/76469500/76469414/d92052ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/77000000/76470000/76469500/76469414/1e407100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/77000000/76470000/76469500/76469414/5ab6bf9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014 Lahaina 10/10 Exceptional (266) "Great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david z. CA $569 CA $1,151 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Kaanapali-Hotels-Mahana-At-Kaanapali.h76469414.Hotel-Information) ![Suite, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/1000000/10000/2500/2457/618976ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 1 Bedroom | Balcony view](https://images.trvl-media.com/lodging/1000000/10000/2500/2457/7f58a3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/10000/2500/2457/a376782a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/10000/2500/2457/b5cf350f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Beach Vacation Club North Kihei 8.2/10 Very good (807) "A excelent service in the office. Nice and clean room y all the hotel. I recommend this hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blanca I [](https://www.expedia.ca/Kihei-Hotels-Maui-Beach-Vacation-Club.h2457.Hotel-Information) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/17000000/16710000/16700700/16700689/3738ec4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 3 Bedrooms, Non Smoking, Balcony (Oceanfront) | Living area](https://images.trvl-media.com/lodging/17000000/16710000/16700700/16700689/4fb32c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16710000/16700700/16700689/78ae7ff5.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/ac39dd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Nanea Ocean Villas, Ka'anapali Lahaina 9.2/10 Wonderful (469) "Very nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $670 CA $790 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Lahaina-Hotels-The-Westin-Nanea-Ocean-Villas.h16700689.Hotel-Information) ![Surfing/boogie boarding](https://images.trvl-media.com/lodging/1000000/70000/62200/62187/ad188258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/70000/62200/62187/39a08668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, iron/ironing board](https://images.trvl-media.com/lodging/1000000/70000/62200/62187/b0199dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/70000/62200/62187/db01e085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston at Papakea Resort Lahaina 8.2/10 Very good (1386) "This property was perfect for a clean and comfortable place to sleep, shower, and enjoy the beach and the pools. We would absolutely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kayla [](https://www.expedia.ca/Kaanapali-Hotels-Aston-At-Papakea-Resort.h62187.Hotel-Information) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/920000/917000/916906/49407e85.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/917000/916906/a2fb20bc.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) ### The Westin Ka'anapali Ocean Resort Villas Lahaina 8.6/10 Excellent (1119) "Great location, lots of amenitie" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Johanna CA $625 CA $737 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Lahaina-Hotels-The-Westin-Kaanapali-Ocean-Resort-Villas.h916906.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/ced36266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Apartment, Garden View (Haiku #2)](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/4e5368b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Apartment, Garden View (Haiku #2) | Living area](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/6bb7cdbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/5dd9fc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yonegan Maui Getaways - Haiku Haiku 9.0/10 Wonderful (7) "Loved having the hot tub to come home to!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pedro CA $171 CA $341 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Haiku-Hotels-Yonegan-Maui-Getaways-Haiku.h117919946.Hotel-Information) ![Deluxe Condo, 3 Bedrooms | Balcony](https://images.trvl-media.com/lodging/1000000/30000/21100/21083/4531dc20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Condo, 1 Bedroom, 2 Bathrooms | In-room dining](https://images.trvl-media.com/lodging/1000000/30000/21100/21083/89d61bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Condo, 1 Bedroom, 2 Bathrooms | Private kitchen](https://images.trvl-media.com/lodging/1000000/30000/21100/21083/d90cc698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Condo, 1 Bedroom, 2 Bathrooms](https://images.trvl-media.com/lodging/1000000/30000/21100/21083/acd6ffd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Kama'ole Sands South Kihei 8.0/10 Very good (2265) "Great place with easy access to beach, dining and shopping options." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chad [](https://www.expedia.ca/Kihei-Hotels-Castle-Kamaole-Sands.h21083.Hotel-Information) ![On the beach, white sand](https://images.trvl-media.com/lodging/101000000/100370000/100364500/100364441/ebb6cb52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Ocean View | Living area](https://images.trvl-media.com/lodging/101000000/100370000/100364500/100364441/dbe56832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/101000000/100370000/100364500/100364441/06a2bcab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Ocean View | View from room](https://images.trvl-media.com/lodging/101000000/100370000/100364500/100364441/d1626c8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Napili Surf Beach Resort Lahaina 9.8/10 Exceptional (143) "Perfect place 👌" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rodrigo [](https://www.expedia.ca/Napili-Honokowai-Hotels-CASTLE-Napili-Surf-Beach-Resort.h100364441.Hotel-Information) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/3000000/2670000/2668300/2668250/79d54f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/3000000/2670000/2668300/2668250/1fb860f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/3000000/2670000/2668300/2668250/cfb8ec66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Private kitchen](https://images.trvl-media.com/lodging/3000000/2670000/2668300/2668250/d6161a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gardens at West Maui Lahaina 8.6/10 Excellent (508) "We stayed here for 4 days easy check in and check out process " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Relda [](https://www.expedia.ca/Kapalua-Hotels-The-Gardens-At-West-Maui.h2668250.Hotel-Information) ![3 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/90000/84400/84398/014749b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/90000/84400/84398/1165fdad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Bedroom, Ocean View (Plus Den) | In-room dining](https://images.trvl-media.com/lodging/1000000/90000/84400/84398/56563726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Bedrooms, Mountain View | Living area](https://images.trvl-media.com/lodging/1000000/90000/84400/84398/db4ce7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kaanapali Alii Lahaina 9.6/10 Exceptional (947) "Everything was amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RACHNA [](https://www.expedia.ca/Lahaina-Hotels-Kaanapali-Alii.h84398.Hotel-Information) ![Standard Room, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/20000/13100/13039/4a7e4f4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/13100/13039/f3bf9344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/20000/13100/13039/bdf6c03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/13100/13039/19d3719a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kahana Beach Vacation Club Lahaina 8.4/10 Very good (736) "Beautiful view! I would definitely stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodi Lynn [](https://www.expedia.ca/Kahana-Hotels-Kahana-Beach-Vacation-Club.h13039.Hotel-Information) ![Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath)](https://images.trvl-media.com/lodging/1000000/30000/22500/22419/84e6455b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, Oceanfront (Bay 19B2 Gold 2.5 bath) | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/30000/22500/22419/dd10699a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, Oceanfront (Bay 19B2 Gold 2.5 bath) | In-room dining](https://images.trvl-media.com/lodging/1000000/30000/22500/22419/2afbcc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom, Oceanfront (Bay 26G2 Gold ,1Bath) | Private kitchen](https://images.trvl-media.com/lodging/1000000/30000/22500/22419/cdef340e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapalua Villas Maui Lahaina 8.8/10 Excellent (956) "Gorgeous property, the staff, beach, hiking close by, restaurants in area all were great. Room was spotless and we were able to check in early." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arturo CA $312 CA $1,110 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Lahaina-Hotels-Kapalua-Villas-Maui.h22419.Hotel-Information) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/77cc11a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/a901f03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, Partial Ocean View](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/2562aad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, Garden View](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/24289f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Napili Village Hotel Lahaina 9.0/10 Wonderful (123) "check in process was super easy. friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas CA $234 CA $276 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Kapalua-Hotels-Napili-Village-Hotel.h103028003.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=2025-11-11&endDate=2025-11-12®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-Vacation-Rentals.d553248621593965869.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpcountry-Maui-Vacation-Rentals.d553248621593965869.Travel-Guide-VacationRentals) ## Top Upcountry Maui Hotel Reviews ![Hilton Vacation Club Ka'anapali Beach Maui](//images.trvl-media.com/lodging/1000000/30000/23100/23042/7a9e8592_y.jpg) ### Hilton Vacation Club Ka'anapali Beach Maui 10/10 Excellent "Staff great, clean room. We didn’t eat at the hotel " [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![Maui Coast Hotel](//images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "We loved our room. The bed was extremely comfortable. We had a great view of the ocean. Staff at the hotel and rhe restaurant were very nice. I would definitely stay here again." [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![Aston Kaanapali Shores](//images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Great stay and fun activities in the area" [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.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 "Clean" [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ![AC Hotel by Marriott Maui Wailea](//images.trvl-media.com/lodging/58000000/57340000/57338800/57338761/3541c3db_y.jpg) ### AC Hotel by Marriott Maui Wailea 10/10 Excellent "Amazing hotel. Conveniently located with wonderful amenities!" [](https://expedia.ca/Kihei-Hotels-AC-Hotel-By-Marriott-Maui-Wailea.h57338761.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 "Overall a great experience. Close to everything on the west side. Many shopping and dining options within a short walk. Exceptional staff!" [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Maui Seaside Hotel](//images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "Room was a little out dated but it was well worth the convenience. Staff was really nice and helpful and Parking was a little frustrating " [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Fairmont Kea Lani Maui](//images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "Amazing. Our favourite hot on the planet! " [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.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 "Rooms were very clean. Housekeeping made sure we enjoyed our vacation. " [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ## Find out more about Upcountry Maui **Everything you need to know about** **Upcountry Maui** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upcountry Maui vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upcountry Maui vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Upcountry Maui vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Upcountry Maui. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upcountry Maui vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upcountry Maui vacation rentals we have selected for you start as low as CA $276 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Upcountry Maui rentals** At Expedia, we put the best Upcountry Maui vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Upcountry Maui rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upcountry Maui vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upcountry Maui. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Upcountry Maui ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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