Title: Book the Best Kailua-Kona WINERY Hotels in 2025 | Expedia.ca

 

[Kailua-Kona Travel Guide](https://expedia.ca/Kailua-Kona.dx1879)[Hotels in Kailua-Kona](https://expedia.ca/Kailua-Kona-Hotels.d1879.Travel-Guide-Hotels)[Vacation Rentals in Kailua-Kona](https://expedia.ca/Kailua-Kona-Vacation-Rentals.d1879.Travel-Guide-VacationRentals)[Flights to Kailua-Kona](https://expedia.ca/Cheap-Flights-To-Kailua-Kona.d1879.Travel-Guide-Flights)[Things to do in Kailua-Kona](https://expedia.ca/Things-To-Do-In-Kailua-Kona.d1879.Travel-Guide-Activities)[Kailua-Kona Car Rentals](https://expedia.ca/Car-Rentals-In-Kailua-Kona.d1879.Car-Rental-Guide)[Kailua-Kona Vacation Packages](https://expedia.ca/Kailua-Kona.d1879.Destination-Travel-Guides)

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# Find Winery Hotels in Kailua-Kona, HI from CA $671

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## Check availability on Kailua-Kona Winery Hotels

Tonight

[Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=1879&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=1879&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=1879&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=1879&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Kailua-Kona Winery Hotels

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19490000/19488600/19488568/b403caf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/20000000/19490000/19488600/19488568/fb1adf95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19490000/19488600/19488568/a42ac029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/20000000/19490000/19488600/19488568/8a8acec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### BEST OCEANFRONT VIEWS in KONA, HI - Newly Remodeled Condo

Holualoa Village

8.8/10

Excellent

(77)

"Condo needs major maintenance inside and out, uncomfortably hot due to inefficiency of AC set up. View was fantastic but couldn’t stay in the condo due to workers, literally, hanging into our lanai to work on the building, hammering and banging all day. No water, off and on, during our stay. Ice maker out of order, with a note on the fridge (who knows for how long!) Bare bones, inadequate suppliesI, paint peeling from the ceiling, I could go on and on, extremely disappointed, sorry to say. I’ve...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nancy D.

CA $203

CA $671 total

includes taxes & fees

Nov 7 - Nov 8

[](https://www.expedia.ca/Kailua-Kona-Hotels-Stay-Here-For-Best-Oceanfront-Views-In-Kona.h19488568.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783945/6dd42552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783945/7f7e6229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783945/e262640e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783945/cf7918ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upscale Kona Retreat, Ocean Views, Private Pool, BBQ, AC's

Kahaluu-Keauhou

10/10

Exceptional

(12)

"Very nice, well appointed home"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard G.

CA $378

CA $1,216 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Kailua-Kona-Hotels-New-Upscale-Peaceful-Hawaiian-Kona-Retreat-With-Panoramic-Ocean-Views.h100783945.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/120000000/119680000/119679900/119679817/545effc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/120000000/119680000/119679900/119679817/796494bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119680000/119679900/119679817/fc4ef6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119680000/119679900/119679817/c333135b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4BR/3BA Ocean-View Home + Private Pool & Separate Ohana Suite | 2 Full Kitchens

Kahaluu-Keauhou

CA $658

CA $1,891 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Kailua-Kona-Hotels-4BR3BA-Ocean-View-Home-Private-Pool-Separate-Ohana-Suite-2-Full-Kitchens.h119679817.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=2025-11-17&endDate=2025-11-18&regionId=1879&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Kailua-Kona Hotel Reviews

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-   [Luxury Hotels in Holualoa Village](https://www.expedia.ca/Holualoa-Village-Kailua-Kona-Hotels-Luxury-Hotel.0-n864443470381879296-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Mountain Hotels in Holualoa Village](https://www.expedia.ca/Holualoa-Village-Kailua-Kona-Hotels-Mountain-Hotels.0-n864443470381879296-0-tMountainHotels.Travel-Guide-Filter-Hotels)
-   [Waterpark Hotels in Holualoa Village](https://www.expedia.ca/Holualoa-Village-Kailua-Kona-Hotels-Waterpark-Hotels.0-n864443470381879296-0-tWaterparkHotels.Travel-Guide-Filter-Hotels)
-   [Adults Only Resorts & in Kahaluu Bay](https://www.expedia.ca/Kahaluu-Bay-Kailua-Kona-Hotels-Adults-Only-Resorts.0-n553248633938969320-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [All Inclusive Resorts and in Kahaluu Bay](https://www.expedia.ca/Kahaluu-Bay-Kailua-Kona-Hotels-All-Inclusive-Hotel.0-n553248633938969320-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
-   [Beach Hotel Hotels in Kahaluu Bay](https://www.expedia.ca/Kahaluu-Bay-Kailua-Kona-Hotels-Beach-Hotel.0-n553248633938969320-0-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Kahaluu Bay](https://www.expedia.ca/Kahaluu-Bay-Kailua-Kona-Hotels-Boutique-Hotel.0-n553248633938969320-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Kahaluu Bay](https://www.expedia.ca/Kahaluu-Bay-Kailua-Kona-Hotels-Cheap-Hotels.0-n553248633938969320-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with Free Breakfast in Kahaluu Bay](https://www.expedia.ca/Kahaluu-Bay-Kailua-Kona-Hotels-Hotels-With-Free-Breakfast.0-n553248633938969320-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)
-   [Hotels with Kitchenettes in Kahaluu Bay](https://www.expedia.ca/Kahaluu-Bay-Kailua-Kona-Hotels-Hotels-With-Kitchenettes.0-n553248633938969320-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Kahaluu Bay](https://www.expedia.ca/Kahaluu-Bay-Kailua-Kona-Hotels-Luxury-Hotel.0-n553248633938969320-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Mountain Hotels in Kahaluu Bay](https://www.expedia.ca/Kahaluu-Bay-Kailua-Kona-Hotels-Mountain-Hotels.0-n553248633938969320-0-tMountainHotels.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Kahaluu Bay](https://www.expedia.ca/Kahaluu-Bay-Kailua-Kona-Hotels-Oceanfront-Hotels.0-n553248633938969320-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Ski Hotels in Kahaluu Bay](https://www.expedia.ca/Kahaluu-Bay-Kailua-Kona-Hotels-Ski-Hotel.0-n553248633938969320-0-tSkiHotel.Travel-Guide-Filter-Hotels)
-   [Hotels & Resorts for Couples in Kona Coast](https://www.expedia.ca/Kona-Coast-Hotels-Couples-Resorts-Hotels.0-0-d500784-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)

-   [Book Winery Hotels in Kailua-Kona on Expedia.com](https://www.expedia.com/Kailua-Kona-Hotels-Winery-Hotel.0-0-d1879-tWineryHotel.Travel-Guide-Filter-Hotels)