Title: Book the Best Maui WINERY Hotels in 2026 | Expedia.ca [Maui Travel Guide](https://expedia.ca/Maui.dx180073)[Hotels in Maui](https://expedia.ca/Maui-Hotels.d180073.Travel-Guide-Hotels)[Vacation Rentals in Maui](https://expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)[Flights to Maui](https://expedia.ca/Cheap-Flights-To-Maui.d180073.Travel-Guide-Flights)[Things to do in Maui](https://expedia.ca/Things-To-Do-In-Maui.d180073.Travel-Guide-Activities)[Maui Car Rentals](https://expedia.ca/Car-Rentals-In-Maui.d180073.Car-Rental-Guide)[Maui Vacation Packages](https://expedia.ca/Maui.d180073.Destination-Travel-Guides) ![Big Beach & Little Beach, Maui, Hawaii, USA](https://images.trvl-media.com/place/180073/04862310-f6af-411b-a2d4-6d5025bada45.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Maui, HI from CA $445 - ![](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 availability on Maui Winery Hotels Tonight [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=180073&startDate=2025-12-27&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=180073&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=180073&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=180073&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Maui hotels with winery ![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/w1170h877x0y5-51fd63d8.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) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/96d0f8ca.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) ### 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles! [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.Hotel-Information) North Kihei 10/10 Exceptional (267) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noah C. CA $134 CA $536 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/33364465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/620c8551.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) ![Living area](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/1d7fda21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haleakala Sunrise Home, Kula, Maui, Hawaii [](https://www.expedia.ca/Kula-Hotels-Haleakala-Sunrise-Home.h30366711.Hotel-Information) Kula 9.8/10 Exceptional (89) "Great stay and hosts! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) svetha d. CA $342 CA $686 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Kula-Hotels-Haleakala-Sunrise-Home.h30366711.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/w1675h1055x0y0-6392a616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/2db77916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/9285d001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/2ccbc532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embark on a journey through Maui with Aloha Glamp [](https://www.expedia.ca/Haiku-Hotels-Embark-On-A-Journey-Through-Maui-With-Aloha-Glamp.h27441539.Hotel-Information) Haiku-Pauwela 9.6/10 Exceptional (38) "We booked this Jeep for our honeymoon stay on Maui. It was a wonderful drive, handled every road we were on beautiful, and provided a great place to sleep. Sebastian had all the necessities packed and it made for an easy trip. Couldn’t be happier. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sage B. CA $197 CA $445 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Haiku-Hotels-Embark-On-A-Journey-Through-Maui-With-Aloha-Glamp.h27441539.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/2f8ffeb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/73f93779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/0436179b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/5a6cb0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei [](https://www.expedia.ca/Kihei-Hotels-Tropical-Honeymoon-Suite-BBQ.h19667488.Hotel-Information) North Kihei 9.8/10 Exceptional (109) "This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Troy s. CA $185 CA $737 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Kihei-Hotels-Tropical-Honeymoon-Suite-BBQ.h19667488.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/79fb7e95.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! [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) North Kihei 9.8/10 Exceptional (297) "Great place to stay! I would stay again. Has everything you need and a pool and hot tub!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mary F. CA $134 CA $536 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/04b6a091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/884834d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/d412803b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/541d961d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742 [](https://www.expedia.ca/Kaanapali-Hotels-Oceanview-CornerStudio-Condo-At-Kaanapali-Shores-Resort-Unit-742.h20142444.Hotel-Information) Lahaina 8.8/10 Excellent (106) "The property management company was excellent and very responsive. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Rajesh CA $194 CA $1,101 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Kaanapali-Hotels-Oceanview-CornerStudio-Condo-At-Kaanapali-Shores-Resort-Unit-742.h20142444.Hotel-Information) ![Sun loungers](https://images.trvl-media.com/lodging/35000000/34090000/34083500/34083407/4b944a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34090000/34083500/34083407/0bb279e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34090000/34083500/34083407/d95289c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34090000/34083500/34083407/d8fddad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful ground floor unit! [](https://www.expedia.ca/Lahaina-Hotels-Beautiful-Ground-Floor-Unit.h34083407.Hotel-Information) Lahaina 9.4/10 Exceptional (151) "Location was quiet, close and beautiful small complex! Beach was rocky and sandy and so beautiful. Pool was awesome and never crowded! Condo well stocked for cooking! Kitchen and bathroom nicely done, bed comfortable and sofa not so comfortable. My only disappointment was found a couple things not as clean as I would like and some of the decor could be more fresh and current. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberlee H. CA $246 CA $871 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Lahaina-Hotels-Beautiful-Ground-Floor-Unit.h34083407.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/43000000/42520000/42514000/42513921/6b4f2998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42520000/42514000/42513921/742e5842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42520000/42514000/42513921/86cb0f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42520000/42514000/42513921/23f8f5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Vista 3210 Wonderful unit With New Split AC Low VO and New Paint and Carpet [](https://www.expedia.ca/Kihei-Hotels-Maui-Vista-3210-Wonderful-Unit-With-New-Split-AC.h42513921.Hotel-Information) Wailea 8.6/10 Excellent (37) "We did not communicate with the manager. The resort is good with pool and closeness to the ocean. The kitchen was a bit worn down, however we enjoyed the stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kasper S. CA $288 CA $763 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Kihei-Hotels-Maui-Vista-3210-Wonderful-Unit-With-New-Split-AC.h42513921.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/35000000/34150000/34144200/34144170/132b813b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34144200/34144170/869f3035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34144200/34144170/dd9dd0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34144200/34144170/6fdf6c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool. [](https://www.expedia.ca/Wailuku-Hotels-Island-Sands-401-Oceanfront-Condo-With-Ocean-And-Mountain-Views.h34144170.Hotel-Information) Wailuku 9.4/10 Exceptional (45) "Island sands is my favorite Condos" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michelle p. CA $198 CA $884 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Wailuku-Hotels-Island-Sands-401-Oceanfront-Condo-With-Ocean-And-Mountain-Views.h34144170.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/21000000/20150000/20143900/20143877/a1b08f81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/21000000/20150000/20143900/20143877/de871f61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20150000/20143900/20143877/06c65b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/21000000/20150000/20143900/20143877/222739dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC [](https://www.expedia.ca/Lahaina-Hotels-Kaanapali-Shores-642-Studio-Oceanfront-Resort.h20143877.Hotel-Information) Lahaina 8.6/10 Excellent (101) "Over all a great spot. Lication" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) shelly k. CA $194 CA $1,104 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Lahaina-Hotels-Kaanapali-Shores-642-Studio-Oceanfront-Resort.h20143877.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=2026-01-10&endDate=2026-01-11®ionId=180073&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Maui Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Vacation Rental - Other - More ways to book - [Adults Only Resorts & in Maui County ](https://www.expedia.ca/Destinations-In-Maui-County-Adults-Only-Resorts.0-0-d553248635083913755-tAdultsOnlyResorts.Hotel-Filter-Destinations) - [All Inclusive Resorts and in Maui County ](https://www.expedia.ca/Destinations-In-Maui-County-All-Inclusive-Hotel.0-0-d553248635083913755-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Beach Hotel Hotels in Maui County ](https://www.expedia.ca/Destinations-In-Maui-County-Beach-Hotel.0-0-d553248635083913755-tBeachHotel.Hotel-Filter-Destinations) - [Boutique Hotels in Maui County ](https://www.expedia.ca/Destinations-In-Maui-County-Boutique-Hotel.0-0-d553248635083913755-tBoutiqueHotel.Hotel-Filter-Destinations) - 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