Title: Book the Best Maui WINERY Hotels in 2025 | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/485000/485006-hawaii.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Maui, HI ![](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 [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=180073&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=180073&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180073&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=180073&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Maui Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/w1170h877x0y5-51fd63d8.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) ![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! North Kihei 9.8/10 Exceptional (259) "Very clean, close to beaches and town. The host was also great with communication and recommendations. Highly recommend! " CA $139 CA $549 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.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) ![Interior](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/ff0b27f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/a8c79e8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel-Resort Nov.30-Dec.20 avail. -Get spoiled in Kihei DLX unit/Best S location South Kihei 9.8/10 Exceptional (110) "Appreciated the great communications!" CA $157 CA $556 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Kihei-Hotels-Location-South-Maui-Avail-Feb-14-To-Mar-15Ground-Floorwashergolf-Clubs.h33966981.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) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/44ed2965.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) ### Embark on a journey through Maui with Aloha Glamp Haiku-Pauwela 9.6/10 Exceptional (38) "He had everything for our camping, great experience " CA $182 CA $429 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Haiku-Hotels-Embark-On-A-Journey-Through-Maui-With-Aloha-Glamp.h27441539.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) ![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110760000/110755200/110755108/1686aab9.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) ![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 (42) "we loved this condo and beach " CA $197 CA $616 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Kihei-Hotels-Ocean-Front.h110755108.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) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/265e1013.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/19000000/18980000/18978200/18978176/79fb7e95.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! North Kihei 9.8/10 Exceptional (294) "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 $550 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/22000000/21640000/21633200/21633185/00614062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21640000/21633200/21633185/25dd6142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21640000/21633200/21633185/35e92872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21640000/21633200/21633185/7c4c833b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront 1BR Kuleana Resort | Pool, A/C, Lanai Views, Walk to Beach Lahaina 9.2/10 Wonderful (51) "It was a nice condo, had a little beach with turtles on it every day, good location and came with everything that was needed, we enjoyed our stay!" CA $143 CA $1,072 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Lahaina-Hotels-OCEANFRONT-Views-Close-To-Everything-For-A-Tropical-Vacation-KULEANA-208.h21633185.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) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/3a2415af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haleakala Sunrise Home, Kula, Maui, Hawaii Kula 9.8/10 Exceptional (85) "Great hosts, beautiful views on the balconies, and an unbeatably comfortable room and bed. Easily our best stay in the two weeks we spent in Maui and Kauai." CA $351 CA $652 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Kula-Hotels-Haleakala-Sunrise-Home.h30366711.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/62000000/61610000/61604600/61604503/37f4a379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/62000000/61610000/61604600/61604503/28430e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61610000/61604600/61604503/1cce7a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61610000/61604600/61604503/4025ff4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kamaole Sands 9-102 - Relaxing Maui Resort South Kihei 9.6/10 Exceptional (24) "Great location, short walk to beach, very clean" CA $254 CA $888 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Kihei-Hotels-Kamaole-Sands-9-102-Relaxing-Maui-Resort.h61604503.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) ![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) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/a5d299ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742 Lahaina 8.8/10 Excellent (104) "Love the swimming pools and convenient access to beach " CA $142 CA $1,050 total includes taxes & fees Oct 17 - Oct 18 [](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) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34090000/34083500/34083407/d8fddad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34090000/34083500/34083407/54fdbcad.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) ### Beautiful ground floor unit! Lahaina 9.4/10 Exceptional (150) "Always a beautiful place to stay. I little bit different this time with a few displaced Lahaina locals staying there. Kinda of felt like we came back to the Island to soon after the fire. A bit of a different vibe. I think I'll give it a couple more years before I go back. " CA $218 CA $859 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Lahaina-Hotels-Beautiful-Ground-Floor-Unit.h34083407.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. 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[Apartments in Kula](https://www.expedia.ca/Kula-Apartments.d11587-aaApartments.Travel-Guide-Accommodation) - [B&B in Kula](https://www.expedia.ca/Kula-Bed-And-Breakfast.d11587-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Resorts in Kula](https://www.expedia.ca/Kula-Condominium-Resort.d11587-aaCondominiumResort.Travel-Guide-Accommodation) - [Condo Rentals in Kula](https://www.expedia.ca/Kula-Condos.d11587-aaCondos.Travel-Guide-Accommodation) - [Cottages in Kula](https://www.expedia.ca/Kula-Cottages.d11587-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Kula](https://www.expedia.ca/Kula-Guest-Houses.d11587-aaGuestHouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Kula](https://www.expedia.ca/Kula-Hotels-Beach-Hotel.0-0-d11587-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Kula](https://www.expedia.ca/Kula-Hotels-Boutique-Hotel.0-0-d11587-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Kula](https://www.expedia.ca/Kula-Hotels-LGBT-Friendly-Hotel.0-0-d11587-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Kula](https://www.expedia.ca/Kula-Hotels-Spa-Hotel.0-0-d11587-tSpaHotel.Travel-Guide-Filter-Hotels) - [Kula Hotels](https://www.expedia.ca/Kula-Hotels.d11587.Travel-Guide-Hotels) - [Houseboats in Kula](https://www.expedia.ca/Kula-Houseboats.d11587-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Kula](https://www.expedia.ca/Kula-Inns.d11587-aaInns.Travel-Guide-Accommodation) - [Lodges in Kula](https://www.expedia.ca/Kula-Lodges.d11587-aaLodges.Travel-Guide-Accommodation) - [Vacation Homes in Kula](https://www.expedia.ca/Kula-Private-Vacation-Homes.d11587-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Rv Parks in Kula](https://www.expedia.ca/Kula-RV-Parks.d11587-aaRVParks.Travel-Guide-Accommodation) - [Ranches in Kula](https://www.expedia.ca/Kula-Ranches.d11587-aaRanches.Travel-Guide-Accommodation) - [Resorts in Kula](https://www.expedia.ca/Kula-Resort-Hotels.d11587-aaResortHotels.Travel-Guide-Accommodation) - [Villas in Kula](https://www.expedia.ca/Kula-Villas.d11587-aaVillas.Travel-Guide-Accommodation) - [Green Hotels in Lahaina](https://www.expedia.ca/Lahaina-Hotels-Green-Sustainable.0-0-d8499-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Lahaina](https://www.expedia.ca/Lahaina-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d8499-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Lahaina](https://www.expedia.ca/Lahaina-Hotels-Romantic-Hotel.0-0-d8499-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in Lahaina](https://www.expedia.ca/Lahaina-Hotels-Scuba-Diving-Vacations.0-0-d8499-tscubadivingvacations.Travel-Guide-Filter-Hotels) - [Winery Hotels in Lahaina](https://www.expedia.ca/Lahaina-Hotels-Winery-Hotel.0-0-d8499-tWineryHotel.Travel-Guide-Filter-Hotels) - [Farmstay in Maui County](https://www.expedia.ca/Maui-County-Agritourism.d553248635083913755-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Maui County](https://www.expedia.ca/Maui-County-Bed-And-Breakfast.d553248635083913755-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Maui County](https://www.expedia.ca/Maui-County-Cabins.d553248635083913755-aaCabins.Travel-Guide-Accommodation) - [Capsule Hotels in Maui County](https://www.expedia.ca/Maui-County-Capsule-Hotels.d553248635083913755-aaCapsuleHotels.Travel-Guide-Accommodation) - [Condo Rentals in Maui County](https://www.expedia.ca/Maui-County-Condos.d553248635083913755-aaCondos.Travel-Guide-Accommodation) - [Cottages in Maui County](https://www.expedia.ca/Maui-County-Cottages.d553248635083913755-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Maui County](https://www.expedia.ca/Maui-County-Guest-Houses.d553248635083913755-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Maui County](https://www.expedia.ca/Maui-County-Holiday-Parks.d553248635083913755-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Maui County](https://www.expedia.ca/Maui-County-Hostels.d553248635083913755-aaHostels.Travel-Guide-Accommodation) - [Houseboats in Maui County](https://www.expedia.ca/Maui-County-Houseboats.d553248635083913755-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Maui County](https://www.expedia.ca/Maui-County-Inns.d553248635083913755-aaInns.Travel-Guide-Accommodation) - [Motels in Maui County](https://www.expedia.ca/Maui-County-Motels.d553248635083913755-aaMotels.Travel-Guide-Accommodation) - [Vacation Homes in Maui County](https://www.expedia.ca/Maui-County-Private-Vacation-Homes.d553248635083913755-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Rv Parks in Maui County](https://www.expedia.ca/Maui-County-RV-Parks.d553248635083913755-aaRVParks.Travel-Guide-Accommodation) - [Residences in Maui County](https://www.expedia.ca/Maui-County-Residences.d553248635083913755-aaResidences.Travel-Guide-Accommodation) - [Safari Tentalow in Maui County](https://www.expedia.ca/Maui-County-Safari-Tentalow.d553248635083913755-aaSafariTentalow.Travel-Guide-Accommodation) - [Townhomes in Maui County](https://www.expedia.ca/Maui-County-Townhomes.d553248635083913755-aaTownhomes.Travel-Guide-Accommodation) - [Treehouses in Maui County](https://www.expedia.ca/Maui-County-Treehouses.d553248635083913755-aaTreehouses.Travel-Guide-Accommodation) - [Villas in Maui County](https://www.expedia.ca/Maui-County-Villas.d553248635083913755-aaVillas.Travel-Guide-Accommodation) - [Hotels & Resorts for Couples in Olowalu](https://www.expedia.ca/Olowalu-Hotels-Couples-Resorts-Hotels.0-0-d11584-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Wailea](https://www.expedia.ca/Wailea-Kihei-Hotels-Hotel-With-Early-Check-In.0-n7739-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Wailea](https://www.expedia.ca/Wailea-Kihei-Hotels-Hotels-With-Bar.0-n7739-0-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Wailea](https://www.expedia.ca/Wailea-Kihei-Hotels-Hotels-With-Smoking-Rooms.0-n7739-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Wailea](https://www.expedia.ca/Wailea-Kihei-Hotels-Romantic-Hotel.0-n7739-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in Wailea](https://www.expedia.ca/Wailea-Kihei-Hotels-Scuba-Diving-Vacations.0-n7739-0-tscubadivingvacations.Travel-Guide-Filter-Hotels) - [Flights to Maui County](https://www.expedia.ca/Destinations-In-Maui-County.d553248635083913755.Flight-Destinations) - [Flights from Kula](https://www.expedia.ca/lp/flights/11587/flights-from-kula) - [Flights from Maui County](https://www.expedia.ca/lp/flights/553248635083913755/flights-from-maui-county) - [Visit Kula](https://www.expedia.ca/Kula.dx11587) - [Kula Vacation Rentals](https://www.expedia.ca/Kula-Vacation-Rentals.d11587.Travel-Guide-VacationRentals) - [Things to do in Kula](https://www.expedia.ca/Things-To-Do-In-Kula.d11587.Travel-Guide-Activities) - [Book Winery Hotels in Maui on Expedia.com](https://www.expedia.com/Maui-Hotels-Winery-Hotel.0-0-d180073-tWineryHotel.Travel-Guide-Filter-Hotels)