Title: Book the Best Lahaina WINERY Hotels in 2026 | Expedia.ca [Lahaina Travel Guide](https://expedia.ca/Lahaina.dx8499)[Hotels in Lahaina](https://expedia.ca/Lahaina-Hotels.d8499.Travel-Guide-Hotels)[Vacation Rentals in Lahaina](https://expedia.ca/Lahaina-Vacation-Rentals.d8499.Travel-Guide-VacationRentals)[Flights to Lahaina](https://expedia.ca/Cheap-Flights-To-Lahaina.d8499.Travel-Guide-Flights)[Things to do in Lahaina](https://expedia.ca/Things-To-Do-In-Lahaina.d8499.Travel-Guide-Activities)[Lahaina Car Rentals](https://expedia.ca/Car-Rentals-In-Lahaina.d8499.Car-Rental-Guide)[Lahaina Vacation Packages](https://expedia.ca/Lahaina.d8499.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/8499/3ef30eb1-e38c-43cd-995d-577595003cf3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Lahaina, HI from CA $618 - ![](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 Lahaina Winery Hotels Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=8499&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=8499&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8499&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8499&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Lahaina hotels with winery ![Pool](https://images.trvl-media.com/lodging/68000000/67450000/67442200/67442167/a5d22fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67450000/67442200/67442167/f9d914a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/68000000/67450000/67442200/67442167/585527ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67450000/67442200/67442167/8aaf990b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309 [](https://www.expedia.ca/Lahaina-Hotels-Direct-Oceanfront-With-Incredible-Molokai-View-Royal-Kahana-309.h67442167.Hotel-Information) Lahaina 8.8/10 Excellent (41) "Perfect for 2 people!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim F. CA $176 CA $1,100 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lahaina-Hotels-Direct-Oceanfront-With-Incredible-Molokai-View-Royal-Kahana-309.h67442167.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/43000000/42710000/42704500/42704498/12a1cf2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42710000/42704500/42704498/5d67cf1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/43000000/42710000/42704500/42704498/ccf82a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42710000/42704500/42704498/07a5b2a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Garden View Second Floor Studio at Napili Shores – Steps to Napili Bay D229 [](https://www.expedia.ca/Napili-Hotels-Garden-View-Second-Floor-Studio-At-Napili-Shores-Steps-To-Napili-Bay-D229.h42704498.Hotel-Information) Lahaina 10/10 Exceptional (28) "This place was great, just what we needed for my wife and I trip. You won’t regret booking this place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean N. CA $202 CA $1,117 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Napili-Hotels-Garden-View-Second-Floor-Studio-At-Napili-Shores-Steps-To-Napili-Bay-D229.h42704498.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) ![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) ![Interior](https://images.trvl-media.com/lodging/21000000/20150000/20142500/20142444/d412803b.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 [](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 $218 CA $1,139 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) ![Pool](https://images.trvl-media.com/lodging/21000000/20150000/20142100/20142086/bbb7a038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20150000/20142100/20142086/11d5476d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20150000/20142100/20142086/24d4ed4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20150000/20142100/20142086/8b143054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Deal! 1BR Condo at Oceanfront Kaanapali Shores | Pools, AC, Beach [](https://www.expedia.ca/Lahaina-Hotels-Affordable-In-Oceanfront-Resort-Kaanapali-Shores-422.h20142086.Hotel-Information) Lahaina 7.8/10 Good (85) "Easy check in and great accommodations." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danh K. CA $147 CA $1,060 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lahaina-Hotels-Affordable-In-Oceanfront-Resort-Kaanapali-Shores-422.h20142086.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/75000000/74080000/74078800/74078719/77b8e2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/75000000/74080000/74078800/74078719/8cbaa256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/75000000/74080000/74078800/74078719/8aff5c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74080000/74078800/74078719/32776066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154 [](https://www.expedia.ca/Lahaina-Hotels-NEW-Ultra-ModernCoastal-Remodel.h74078719.Hotel-Information) Lahaina 10/10 Exceptional (12) "Had a wonderful stay! Super clean & everything we needed was included. The pictures and description are completely accurate in showing your accommodations which is so refreshing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $227 CA $1,153 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lahaina-Hotels-NEW-Ultra-ModernCoastal-Remodel.h74078719.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/22000000/21640000/21637500/21637496/c78d93f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/22000000/21640000/21637500/21637496/5357c2fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21640000/21637500/21637496/189acf1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21640000/21637500/21637496/c37e05ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEAN and MOUNTAIN view corner 2 bdrm unit - Royal Kahana 220 [](https://www.expedia.ca/Lahaina-Hotels-Royal-Kahana-220-Ocean-View-2-Bedroom.h21637496.Hotel-Information) Lahaina 9.2/10 Wonderful (78) "Great property! It was perfect for our needs and had a nice view of the ocean. The kitchen, dining, and living room area were a nice size. We really appreciated the extra single bed in the one bedroom." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Julie M. CA $205 CA $1,271 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lahaina-Hotels-Royal-Kahana-220-Ocean-View-2-Bedroom.h21637496.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/05fb65e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player, books, video library](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/81c1ffca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/1b850541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/d9eea1f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nov 10-Dec 20 199/day OCEANFRONT walkout 1bdrm 2ba sleeps 4, pool,lawn & beach. [](https://www.expedia.ca/Lahaina-Hotels-SeptOct-250day-OCEANFRONT-Walkout.h33947210.Hotel-Information) Lahaina 9.8/10 Exceptional (121) "Very relaxing perfect for leaving the crowds behind and just being still." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie B. CA $247 CA $731 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lahaina-Hotels-SeptOct-250day-OCEANFRONT-Walkout.h33947210.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/77000000/76780000/76770500/76770420/07081f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76780000/76770500/76770420/67feb87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76780000/76770500/76770420/2d3e969b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76780000/76770500/76770420/50425cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4! [](https://www.expedia.ca/Lahaina-Hotels-Villa.h76770420.Hotel-Information) Lahaina 9.8/10 Exceptional (50) "We had a great time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan N. CA $259 CA $1,203 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Lahaina-Hotels-Villa.h76770420.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65410000/65401000/65400918/a6d724b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65410000/65401000/65400918/1a0e2d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/66000000/65410000/65401000/65400918/db9d0862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/66000000/65410000/65401000/65400918/59ed1147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BeachFront: MauiKai - WestMaui, Hawaii [](https://www.expedia.ca/Kaanapali-Hotels-BeachFront-MauiKai-WestMaui.h65400918.Hotel-Information) Lahaina 9.2/10 Wonderful (39) "Had a super 8 days. Loved the little pool, nice hot tub, and fun ping pong table!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melinda D. CA $167 CA $618 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kaanapali-Hotels-BeachFront-MauiKai-WestMaui.h65400918.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) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20150000/20143900/20143877/06c65b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20150000/20143900/20143877/003d5f0e.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 $218 CA $1,139 total includes taxes & fees Jan 5 - Jan 6, 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=2025-12-28&endDate=2025-12-29®ionId=8499&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Lahaina Hotel Reviews ## Frequently asked questions ### How much does a winery hotel in Lahaina cost? ### Does Lahaina host any wine festivals or events? > For couples seeking a romantic escape, the festival offers an intimate atmosphere where you can explore new flavours together while soaking in the island's enchanting ambiance. Strolling through the event hand-in-hand, you'll discover exquisite wines and gourmet dishes that create superb memories. > > > Families looking for a fun day out will also find the festival appealing, as many events are family-friendly and offer activities for all ages, such as cooking classes and interactive tastings. It's a fantastic opportunity to educate children about food and wine in a safe and engaging environment. ### How can I save on a winery hotel in Lahaina with Expedia? ### Is it cheaper to book flights and a winery hotel in Lahaina as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Hotels with Waterslides in Downtown Honolulu ](https://www.expedia.ca/Downtown-Honolulu-Honolulu-Hotels-Hotels-With-Waterslides.0-n800085-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Downtown Honolulu ](https://www.expedia.ca/Downtown-Honolulu-Honolulu-Hotels-Mountain-Hotels.0-n800085-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Downtown Lahaina ](https://www.expedia.ca/Downtown-Lahaina-Lahaina-Hotels-Adults-Only-Resorts.0-n6140626-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Downtown Lahaina ](https://www.expedia.ca/Downtown-Lahaina-Lahaina-Hotels-Beach-Hotel.0-n6140626-0-tBeachHotel.Travel-Guide-Filter-Hotels) - 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