Title: Book the Best Diamond Head - Kapahulu - St. Louis WINERY Hotels in 2026 | Expedia.ca [Diamond Head - Kapahulu - St. Louis Travel Guide](https://expedia.ca/Honolulu-Diamond-Head-Kapahulu-St-Louis.dx553248635976480907)[Vacation Rentals in Honolulu](https://expedia.ca/Honolulu-Vacation-Rentals.d1488.Travel-Guide-VacationRentals)[Flights to Honolulu](https://expedia.ca/Cheap-Flights-To-Honolulu.d1488.Travel-Guide-Flights)[Things to do in Honolulu](https://expedia.ca/Things-To-Do-In-Honolulu.d1488.Travel-Guide-Activities)[Diamond Head - Kapahulu - St. Louis Car Rentals](https://expedia.ca/Car-Rentals-In-Diamond-Head-Kapahulu-St-Louis.d553248635976480907.Car-Rental-Guide)[Diamond Head - Kapahulu - St. Louis Vacations](https://expedia.ca/Diamond-Head-Kapahulu-St-Louis.d553248635976480907.Destination-Travel-Guides) ![Diamond Head which includes a city, landscape views and a sunset](https://images.trvl-media.com/place/501235/74ca466b-a440-47ad-ae8b-3203633600b1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Diamond Head - Kapahulu - St. Louis, HI from CA $532 - ![](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 Diamond Head - Kapahulu - St. Louis Winery Hotels Tonight [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976480907&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976480907&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976480907&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976480907&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Diamond Head - Kapahulu - St. Louis hotels with winery ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/45000000/44060000/44050500/44050416/05384703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/45000000/44060000/44050500/44050416/58aa8597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44060000/44050500/44050416/7609d970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44060000/44050500/44050416/643e4a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom apartment just 5minutes walk to Ala Moana Center [](https://www.expedia.ca/Honolulu-Hotels-1-Bedroom-Apartment-Just-11-Minutes-Walk-To-Ala-Moana-Center.h44050416.Hotel-Information) Waikiki 9.8/10 Exceptional (27) "Clean room, good location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CHING FEN CA $182 CA $611 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Honolulu-Hotels-1-Bedroom-Apartment-Just-11-Minutes-Walk-To-Ala-Moana-Center.h44050416.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/91000000/90560000/90559200/90559180/0a46ce7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90560000/90559200/90559180/e7498edd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90560000/90559200/90559180/124a671b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90560000/90559200/90559180/c094cad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All Access! | Pool + Fitness Center [](https://www.expedia.ca/Honolulu-Hotels-All-Access-Pool-Fitness-Center.h90559180.Hotel-Information) Waikiki 8.6/10 Excellent (4) "Great Location, good value, responsive owners." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen A. CA $187 CA $532 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Honolulu-Hotels-All-Access-Pool-Fitness-Center.h90559180.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/116000000/115080000/115077000/115076949/06a2cc5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/116000000/115080000/115077000/115076949/d30cb757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115080000/115077000/115076949/4432ce24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115080000/115077000/115076949/10f8da5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Waikiki Suite, Walk to Beach + Parking [](https://www.expedia.ca/Honolulu-Hotels-Renovated-Waikiki-Suite.h115076949.Hotel-Information) Waikiki 8.0/10 Very good (1) "I loved that parking came with the VRBO. I have stayed at Waikiki many times and it is nice to be in a central location and not having to pay for parking. It was in a safe area and there is lots to do. There was a small issue that the property manager gave us the wrong internet code but they worked with us to help us troubleshoot to find out the problem. It was resolved within 24 hours. They accidently gave us the wrong information but corrected it. There was construction going on right... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lila R. CA $217 CA $705 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Honolulu-Hotels-Renovated-Waikiki-Suite.h115076949.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/112000000/111760000/111758300/111758271/e9ded46f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111760000/111758300/111758271/w5474h3648x3y0-2de5ba75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111760000/111758300/111758271/fb1aac8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111760000/111758300/111758271/fad3d3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Remodeled Ocean View Steps to Waikiki Beach [](https://www.expedia.ca/Honolulu-Hotels-Diamond-Head-Ocean-View-Stay-W-Free-Parking.h111758271.Hotel-Information) Waikiki 10/10 Exceptional (1) "This unit was very clean and the views from the windows and lanai are amazing. Short walk to the beach. The unit is also equipped with beach chairs and all other items in the kitchen and bathroom. Communication with the host was timely. The staff was very helpful and kind! We appreciated the option for a late checkout. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Irene C. CA $282 CA $796 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Honolulu-Hotels-Diamond-Head-Ocean-View-Stay-W-Free-Parking.h111758271.Hotel-Information) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/20000000/19400000/19394300/19394275/397c6999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19400000/19394300/19394275/cdf835e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/20000000/19400000/19394300/19394275/6cdafa1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/20000000/19400000/19394300/19394275/fc98e5b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Rise Deluxe Ocean View Free Parking/Wifi in Waikiki 3106 [](https://www.expedia.ca/Honolulu-Hotels-High-Rise-Deluxe-Ocean-View-Free-ParkingWifi-In-Waikiki-3106.h19394275.Hotel-Information) Waikiki 9.2/10 Wonderful (66) "Nice place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thai CA $337 CA $883 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Honolulu-Hotels-High-Rise-Deluxe-Ocean-View-Free-ParkingWifi-In-Waikiki-3106.h19394275.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120360000/120352300/120352276/dca11c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/121000000/120360000/120352300/120352276/5b5db966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120360000/120352300/120352276/72d29733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120360000/120352300/120352276/2db3fd80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW Studio with 2 Queen Beds in Waikiki [](https://www.expedia.ca/Honolulu-Hotels-NEW-Studio-With-2-Queen-Beds-In-Waikiki.h120352276.Hotel-Information) Waikiki CA $231 CA $536 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Honolulu-Hotels-NEW-Studio-With-2-Queen-Beds-In-Waikiki.h120352276.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107720000/107713900/107713895/63090755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/108000000/107720000/107713900/107713895/c9720105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/108000000/107720000/107713900/107713895/w1277h850x3y3-75ab6b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107720000/107713900/107713895/w1277h850x3y3-e6d98847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luana Waikiki Oceanview High Floor Condo [](https://www.expedia.ca/Honolulu-Hotels-Luana-Waikiki-Oceanview-High-Floor-Condo.h107713895.Hotel-Information) Waikiki 6.0/10 (1) CA $195 CA $541 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Honolulu-Hotels-Luana-Waikiki-Oceanview-High-Floor-Condo.h107713895.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/74000000/73640000/73632000/73631916/0358641a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73640000/73632000/73631916/633c410e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/74000000/73640000/73632000/73631916/b8c550cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73640000/73632000/73631916/ac1c5cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely condo at Waikiki beach 2 Bedrooms & 2 Baths, with 1 free parking space. [](https://www.expedia.ca/Honolulu-Hotels-Lovely-Condo-At-Waikiki-Beach-2-Beds-2-Bath-With-Free-Parking.h73631916.Hotel-Information) Waikiki 9.6/10 Exceptional (28) "Nice condo in great a location. AC was cold, water was pressure good, beds were comfortable and the owner was responsive. Eazy check in and out. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric M. CA $844 CA $1,578 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Honolulu-Hotels-Lovely-Condo-At-Waikiki-Beach-2-Beds-2-Bath-With-Free-Parking.h73631916.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=2025-12-28&endDate=2025-12-29®ionId=553248635976480907&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Diamond Head - Kapahulu - St. Louis Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Hotels with Waterslides in Downtown Honolulu ](https://www.expedia.ca/Downtown-Honolulu-Honolulu-Hotels-Hotels-With-Waterslides.0-n800085-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Downtown Honolulu ](https://www.expedia.ca/Downtown-Honolulu-Honolulu-Hotels-Mountain-Hotels.0-n800085-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Business Hotels in Honolulu ](https://www.expedia.ca/Honolulu-Hotels-Business-Hotel.0-0-d1488-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Honolulu ](https://www.expedia.ca/Honolulu-Hotels-Couples-Resorts-Hotels.0-0-d1488-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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