Title: Book the Best Kauai WINERY Hotels in 2026 | Expedia.ca [Kauai Travel Guide](https://expedia.ca/Kauai.dx180075)[Hotels in Kauai](https://expedia.ca/Kauai-Hotels.d180075.Travel-Guide-Hotels)[Vacation Rentals in Kauai](https://expedia.ca/Kauai-Vacation-Rentals.d180075.Travel-Guide-VacationRentals)[Flights to Kauai](https://expedia.ca/Cheap-Flights-To-Kauai.d180075.Travel-Guide-Flights)[Things to do in Kauai](https://expedia.ca/Things-To-Do-In-Kauai.d180075.Travel-Guide-Activities)[Kauai Car Rentals](https://expedia.ca/Car-Rentals-In-Kauai.d180075.Car-Rental-Guide)[Kauai Vacation Packages](https://expedia.ca/Kauai.d180075.Destination-Travel-Guides) ![Kapaa featuring forests and a waterfall](https://images.trvl-media.com/place/8213/a2c03424-04c6-4124-a10a-da4111194478.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Kauai, HI from CA $819 - ![](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 Kauai Winery Hotels Tonight [Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=180075&startDate=2025-12-31&endDate=2026-01-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=180075&startDate=2026-01-01&endDate=2026-01-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=180075&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=180075&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kauai hotels with winery ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33950000/33940900/33940857/9049a228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33950000/33940900/33940857/40508d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33950000/33940900/33940857/bfe829c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33950000/33940900/33940857/a09e96e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waipouli Beach Resort A103 1st Floor Beautiful Garden View Steps from the Ocean [](https://www.expedia.ca/Kapaa-Hotels-Waipouli-Beach-Resort-A103-1st-Floor-Beautiful-Garden-View-Steps-From-The-Ocean.h33940857.Hotel-Information) Waipouli 9.8/10 Exceptional (93) "Very nice property in a great location! Would definitely recommend for families. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David K. CA $218 CA $819 total includes taxes & fees Jan 28 - Jan 29, 2026 [](https://www.expedia.ca/Kapaa-Hotels-Waipouli-Beach-Resort-A103-1st-Floor-Beautiful-Garden-View-Steps-From-The-Ocean.h33940857.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83230000/83228800/83228703/b39342ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83230000/83228800/83228703/ca565a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83230000/83228800/83228703/ce8adc62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83230000/83228800/83228703/734abaa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet Kiahuna plantation #88 , New Remodel with AC [](https://www.expedia.ca/Koloa-Hotels-Quiet-Kiahuna-Plantation.h83228703.Hotel-Information) Poipu 10/10 Exceptional (30) "Great property excellent communication by the owner very accommodating to allow an extra night last minute and very much appreciated. This unit had everything we needed, easy, walk to the beach, beautiful property grounds, and right across the street from our unit was the awesome coffee shop. I would definitely return again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tom CA $342 CA $1,037 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Koloa-Hotels-Quiet-Kiahuna-Plantation.h83228703.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110320000/110319700/110319622/11b80103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/111000000/110320000/110319700/110319622/a8ceb510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110320000/110319700/110319622/767720c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/111000000/110320000/110319700/110319622/e4919671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-bedroom condo in beautiful Koloa with washer/dryer, AC fiber internet [](https://www.expedia.ca/Koloa-Hotels-Cozy-1-Bedroom-Condo-In-Beautiful-Koloa-With-Washerdryer.h110319622.Hotel-Information) Poipu 10/10 Exceptional (7) "We loved this apartment and the location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebekah M. CA $479 CA $1,283 total includes taxes & fees Jan 26 - Jan 27, 2026 [](https://www.expedia.ca/Koloa-Hotels-Cozy-1-Bedroom-Condo-In-Beautiful-Koloa-With-Washerdryer.h110319622.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/21000000/20110000/20104300/20104212/00ef5b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/21000000/20110000/20104300/20104212/7808b2f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, table tennis, books](https://images.trvl-media.com/lodging/21000000/20110000/20104300/20104212/c5ed549c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20110000/20104300/20104212/4821107d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Professionally designed new unit at Kiahuna plantation with A/C. [](https://www.expedia.ca/Koloa-Hotels-Professionally-Designed-New-Unit-At-Kiahuna-Plantation-With-AC.h20104212.Hotel-Information) Poipu 9.4/10 Exceptional (20) "This was a perfect place to stay for our family! Close to the beach, pool, and town. Svetlana was a very responsive and helpful host. Highly recommend! :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie V. CA $472 CA $1,226 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Koloa-Hotels-Professionally-Designed-New-Unit-At-Kiahuna-Plantation-With-AC.h20104212.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110280000/110278900/110278890/69af8e73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/111000000/110280000/110278900/110278890/96d273ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110280000/110278900/110278890/0a81ca2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/111000000/110280000/110278900/110278890/12b01ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kiahuna Paradise condo with A/C [](https://www.expedia.ca/Koloa-Hotels-Kiahuna-Paradise-Condo-With-AC.h110278890.Hotel-Information) Poipu 9.6/10 Exceptional (5) "Top notch, vacation rental." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bill G. CA $383 CA $1,052 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Koloa-Hotels-Kiahuna-Paradise-Condo-With-AC.h110278890.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93130000/93129900/93129889/7b2bab23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93130000/93129900/93129889/ef18fc70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93130000/93129900/93129889/179bdcfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/94000000/93130000/93129900/93129889/1d02c965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C [](https://www.expedia.ca/Koloa-Hotels-Step-To-Beach-New-Quiet-Kiahuna-Plantation-Remodeled-2-Bedroom-Condo-With-AC.h93129889.Hotel-Information) Poipu 9.8/10 Exceptional (24) "Great place, fantastic location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nick S. CA $575 CA $1,581 total includes taxes & fees Jan 21 - Jan 22, 2026 [](https://www.expedia.ca/Koloa-Hotels-Step-To-Beach-New-Quiet-Kiahuna-Plantation-Remodeled-2-Bedroom-Condo-With-AC.h93129889.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/42000000/41940000/41931300/41931245/ec962b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/42000000/41940000/41931300/41931245/e0de9ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41940000/41931300/41931245/1b412e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41940000/41931300/41931245/0ad10ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2 BR. Kiahuna plantation condo partial ocean view upgraded with A/C [](https://www.expedia.ca/Koloa-Hotels-Beautiful-2-BR-Kiahuna-Plantation-Condo-Partial-Ocean-View-Upgraded-With-AC.h41931245.Hotel-Information) Poipu 10/10 Exceptional (6) "Our stay was wonderful. Our apartment had everything we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) IrinaMinzatu CA $801 CA $1,845 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Koloa-Hotels-Beautiful-2-BR-Kiahuna-Plantation-Condo-Partial-Ocean-View-Upgraded-With-AC.h41931245.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/92000000/91780000/91774400/91774306/157ee563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91780000/91774400/91774306/109cd6e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91780000/91774400/91774306/8b6b29c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91780000/91774400/91774306/132fdf4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 2-Story Oceanfront Condo w/ Views & Pool [](https://www.expedia.ca/Kapaa-Hotels-Luxury-2-Story-Oceanfront-Condo-W-Views-Pool.h91774306.Hotel-Information) Waipouli 9.4/10 Exceptional (54) "The property was lovely " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda F. CA $847 CA $1,238 total includes taxes & fees Jan 24 - Jan 25, 2026 [](https://www.expedia.ca/Kapaa-Hotels-Luxury-2-Story-Oceanfront-Condo-W-Views-Pool.h91774306.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=2026-01-14&endDate=2026-01-15®ionId=180075&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Kauai Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [2 Star Hotels in North Shore Kauai ](https://www.expedia.ca/2Star-North-Shore-Kauai-Hotels.s20-0-d553248635976475270.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Haena ](https://www.expedia.ca/Haena-Hotels-Cheap-Hotels.0-0-d6023545-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Haena ](https://www.expedia.ca/Haena-Hotels-Luxury-Hotel.0-0-d6023545-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Haena ](https://www.expedia.ca/Haena-Hotels-Romantic-Hotel.0-0-d6023545-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Farmstay in Hanalei ](https://www.expedia.ca/Hanalei-Agritourism.d5929-aaAgritourism.Travel-Guide-Accommodation) - 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