Title: Book the Best Koloa WINERY Hotels in 2026 | Expedia.ca [Koloa Travel Guide](https://expedia.ca/Koloa.dx7675)[Hotels in Koloa](https://expedia.ca/Koloa-Hotels.d7675.Travel-Guide-Hotels)[Vacation Rentals in Koloa](https://expedia.ca/Koloa-Vacation-Rentals.d7675.Travel-Guide-VacationRentals)[Flights to Koloa](https://expedia.ca/Cheap-Flights-To-Koloa.d7675.Travel-Guide-Flights)[Things to do in Koloa](https://expedia.ca/Things-To-Do-In-Koloa.d7675.Travel-Guide-Activities)[Koloa Car Rentals](https://expedia.ca/Car-Rentals-In-Koloa.d7675.Car-Rental-Guide)[Koloa Vacation Packages](https://expedia.ca/Koloa.d7675.Destination-Travel-Guides) ![Koloa showing a beach and general coastal views](https://images.trvl-media.com/place/7675/cac5ff81-a6f3-46a7-9cae-1f0c122a377f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Koloa, HI from CA $821 - ![](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 Koloa Winery Hotels Tonight [Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=7675&startDate=2026-01-02&endDate=2026-01-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7675&startDate=2026-01-03&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7675&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=7675&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Koloa hotels with winery ![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) ![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) ![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 $343 CA $1,033 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Koloa-Hotels-Quiet-Kiahuna-Plantation.h83228703.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) ![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) ![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) ![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. [](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 $473 CA $1,228 total includes taxes & fees Jan 6 - Jan 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/111000000/110280000/110278900/110278890/69af8e73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110278900/110278890/0b63ddad.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) ![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) ### 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 $384 CA $1,055 total includes taxes & fees Jan 10 - Jan 11 [](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) ![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 $802 CA $1,845 total includes taxes & fees Jan 4 - Jan 5 [](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/94000000/93130000/93129900/93129889/7b2bab23.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) ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93130000/93129900/93129889/ef18fc70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93130000/93129900/93129889/2b99e80c.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 $576 CA $1,567 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Koloa-Hotels-Step-To-Beach-New-Quiet-Kiahuna-Plantation-Remodeled-2-Bedroom-Condo-With-AC.h93129889.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) ![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) ![Dining](https://images.trvl-media.com/lodging/111000000/110320000/110319700/110319622/9c3fa04a.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 $432 CA $1,217 total includes taxes & fees Jan 16 - Jan 17 [](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/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) ![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) ![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) ### 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 $821 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Kapaa-Hotels-Waipouli-Beach-Resort-A103-1st-Floor-Beautiful-Garden-View-Steps-From-The-Ocean.h33940857.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) ![Smart TV](https://images.trvl-media.com/lodging/92000000/91780000/91774400/91774306/e6dd8abb.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) ![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) ### 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 $849 CA $1,240 total includes taxes & fees Jan 24 - Jan 25 [](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=2026-01-16&endDate=2026-01-17®ionId=7675&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Koloa Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Boutique Hotels in Kauai ](https://www.expedia.ca/Kauai-Hotels-Boutique-Hotel.0-0-d180075-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Kauai ](https://www.expedia.ca/Kauai-Hotels-Business-Hotel.0-0-d180075-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Kauai ](https://www.expedia.ca/Kauai-Hotels-Casino-Hotel.0-0-d180075-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Kauai ](https://www.expedia.ca/Kauai-Hotels-Couples-Resorts-Hotels.0-0-d180075-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Green Hotels in Kauai ](https://www.expedia.ca/Kauai-Hotels-Green-Sustainable.0-0-d180075-tGreenSustainable.Travel-Guide-Filter-Hotels) - 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