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 $849

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## Check availability on Koloa Winery Hotels

Tonight

[Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7675&startDate=2025-12-20&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=7675&startDate=2025-12-21&endDate=2025-12-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7675&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[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)

## Our top choices for Koloa hotels with winery

![On the beach, beach towels](https://images.trvl-media.com/lodging/21000000/20110000/20104300/20104212/442fa0d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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/21000000/20110000/20104300/20104212/148681b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/21000000/20110000/20104300/20104212/0a0ec106.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 $476

CA $1,259 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)

![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)

![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/w1465h976x0y4-d65b1530.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 $442

CA $1,173 total

includes taxes & fees

Jan 19 - Jan 20, 2026

[](https://www.expedia.ca/Koloa-Hotels-Quiet-Kiahuna-Plantation.h83228703.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110280000/110278900/110278890/e57b69ae.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)

![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110280000/110278900/110278890/69af8e73.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 $413

CA $1,135 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/Koloa-Hotels-Kiahuna-Paradise-Condo-With-AC.h110278890.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/42000000/41940000/41931300/41931245/4a6b73b5.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)

![Interior](https://images.trvl-media.com/lodging/42000000/41940000/41931300/41931245/fb6fe555.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/ce4a820e.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 $897

CA $2,002 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Koloa-Hotels-Beautiful-2-BR-Kiahuna-Plantation-Condo-Partial-Ocean-View-Upgraded-With-AC.h41931245.Hotel-Information)

![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)

![Dining](https://images.trvl-media.com/lodging/111000000/110320000/110319700/110319622/9c3fa04a.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 $435

CA $1,230 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Koloa-Hotels-Cozy-1-Bedroom-Condo-In-Beautiful-Koloa-With-Washerdryer.h110319622.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93130000/93129900/93129889/ef18fc70.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)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93130000/93129900/93129889/2b99e80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93130000/93129900/93129889/7b2bab23.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 $621

CA $1,650 total

includes taxes & fees

Dec 22 - Dec 23

[](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/34000000/33950000/33940900/33940857/fae69095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/34000000/33950000/33940900/33940857/51dce3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/34000000/33950000/33940900/33940857/c6bc7819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33950000/33940900/33940857/7213c451.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 $221

CA $849 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Kapaa-Hotels-Waipouli-Beach-Resort-A103-1st-Floor-Beautiful-Garden-View-Steps-From-The-Ocean.h33940857.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=2026-01-04&endDate=2026-01-05&regionId=7675&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Koloa Hotel Reviews

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