Title: Book the Best Kauai WINERY Hotels in 2025 | 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) ![Kilauea featuring general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/175000/175905-Kauai-Island.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Kauai, HI ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=180075&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=180075&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=180075&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=180075&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kauai Winery Hotels ![Outdoor pool](https://images.trvl-media.com/lodging/21000000/20110000/20104300/20104212/00ef5b37.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) ![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) ### Professionally designed new unit at Kiahuna plantation with A/C. Poipu 9.4/10 Exceptional (20) "The property was exactly as described in the listing. Clean and well-furnished, access to the beach and pool. A great location to explore the south side of Kaui" CA $410 CA $1,174 total includes taxes & fees Oct 6 - Oct 7 [](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/34000000/33950000/33940900/33940857/9049a228.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) ![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) ### Waipouli Beach Resort A103 1st Floor Beautiful Garden View Steps from the Ocean Waipouli 9.8/10 Exceptional (91) "Very nice property in a great location! Would definitely recommend for families. " CA $230 CA $855 total includes taxes & fees Oct 15 - Oct 16 [](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) ![Interior](https://images.trvl-media.com/lodging/84000000/83230000/83228800/83228703/734abaa4.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) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83230000/83228800/83228703/ca565a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet Kiahuna plantation #88 , New Remodel with AC Poipu 10/10 Exceptional (27) "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." CA $445 CA $1,232 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Koloa-Hotels-Quiet-Kiahuna-Plantation.h83228703.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110280000/110278900/110278890/0a81ca2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kiahuna Paradise condo with A/C Poipu 10/10 Exceptional (3) "Top notch, vacation rental." CA $445 CA $1,233 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Koloa-Hotels-Kiahuna-Paradise-Condo-With-AC.h110278890.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) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/42000000/41940000/41931300/41931245/ba1195b3.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 Poipu 10/10 Exceptional (5) "Our stay was wonderful. Our apartment had everything we needed." CA $814 CA $1,827 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Koloa-Hotels-Beautiful-2-BR-Kiahuna-Plantation-Condo-Partial-Ocean-View-Upgraded-With-AC.h41931245.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) ![Exterior](https://images.trvl-media.com/lodging/111000000/110320000/110319700/110319622/767720c5.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) ![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 Poipu 10/10 Exceptional (5) "We loved this apartment and the location!" CA $487 CA $1,305 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Koloa-Hotels-Cozy-1-Bedroom-Condo-In-Beautiful-Koloa-With-WiFi.h110319622.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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