Title: Book the Best Old Koloa Town WINERY Hotels in 2025 | Expedia.ca [Old Koloa Town Travel Guide](https://expedia.ca/Koloa-Old-Koloa-Town.dx904324822145110016)[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)[Old Koloa Town Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Koloa-Town.d904324822145110016.Car-Rental-Guide)[Old Koloa Town Vacations](https://expedia.ca/Old-Koloa-Town.d904324822145110016.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/5fa827e95ee1973885ecda710f36a110.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Stacey Strykowski 🌾 # Find Winery Hotels in Old Koloa Town, HI from CA $845 ![](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 Old Koloa Town Winery Hotels Tonight [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=904324822145110016&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=904324822145110016&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=904324822145110016&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=904324822145110016&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Old Koloa Town Winery Hotels ![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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33950000/33940900/33940857/f9c72a5e.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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David K. CA $222 CA $845 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Kapaa-Hotels-Waipouli-Beach-Resort-A103-1st-Floor-Beautiful-Garden-View-Steps-From-The-Ocean.h33940857.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) ![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) ### 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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Ellen H. CA $413 CA $1,190 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Koloa-Hotels-Professionally-Designed-New-Unit-At-Kiahuna-Plantation-With-AC.h20104212.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) ![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) ### 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tom CA $350 CA $1,124 total includes taxes & fees Oct 26 - Oct 27 [](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) ![Dining](https://images.trvl-media.com/lodging/111000000/110320000/110319700/110319622/9c3fa04a.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) ### Cozy 1-bedroom condo in beautiful Koloa with washer/dryer, AC fiber internet Poipu 10/10 Exceptional (6) "We loved this apartment and the location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebekah M. CA $409 CA $1,203 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Koloa-Hotels-Cozy-1-Bedroom-Condo-In-Beautiful-Koloa-With-WiFi.h110319622.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) ![Exterior](https://images.trvl-media.com/lodging/94000000/93130000/93129900/93129889/179bdcfb.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) ![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 Poipu 9.8/10 Exceptional (23) "Everything was wonderful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tabatha S. CA $490 CA $1,523 total includes taxes & fees Oct 24 - Oct 25 [](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) ![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/42000000/41940000/41931300/41931245/1b412e46.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 Poipu 10/10 Exceptional (5) "Our stay was wonderful. Our apartment had everything we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) IrinaMinzatu CA $818 CA $1,839 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Koloa-Hotels-Beautiful-2-BR-Kiahuna-Plantation-Condo-Partial-Ocean-View-Upgraded-With-AC.h41931245.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=2025-11-06&endDate=2025-11-07®ionId=904324822145110016&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Old Koloa Town Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - 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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