Title: Book the Best Wailea CASINO Hotels & Resorts in 2025 | Expedia.ca [Wailea Travel Guide](https://expedia.ca/Kihei-Wailea.dx7739)[Vacation Rentals in Kihei](https://expedia.ca/Kihei-Vacation-Rentals.d9304.Travel-Guide-VacationRentals)[Flights to Kihei](https://expedia.ca/Cheap-Flights-To-Kihei.d9304.Travel-Guide-Flights)[Things to do in Kihei](https://expedia.ca/Things-To-Do-In-Kihei.d9304.Travel-Guide-Activities)[Wailea Car Rentals](https://expedia.ca/Car-Rentals-In-Wailea.d7739.Car-Rental-Guide)[Wailea Vacations](https://expedia.ca/Wailea.d7739.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/37000/37443-Molokini.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Casino Hotels in Wailea, HI from CA $638 - ![](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 Wailea Casino Hotels Tonight [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-11-03&endDate=2025-11-04&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-11-04&endDate=2025-11-05&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Wailea Casino Hotels We don't have any properties that match your exact search [See all properties in Wailea](https://expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18®ionId=7739&adults=2) ## Recommended hotels in Wailea ![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/de94058d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Balcony, Oceanfront](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/b9ee0223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/62e684af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wailea Beach Resort - Marriott, Maui Wailea 9.2/10 Wonderful (1003) "Amazing resort! Friendly staff and beautiful location. Really fun pools and amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor CA $737 CA $963 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/c029e92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/e8fce229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/6de86580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/704abe4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Maui Wailea Wailea 9.2/10 Wonderful (974) "We had a great stay in Wailea. We were close enough to the beaches without having the chaos of so many tourists. Room was clean, breakfast was a great bonus and staff was friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joey CA $559 CA $659 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Kihei-Hotels-Residence-Inn-By-Marriott-Maui-Wailea.h12541875.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/58000000/57340000/57338800/57338761/3541c3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/58000000/57340000/57338800/57338761/da63d145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Smoking, Ocean View (Corner, Balcony)](https://images.trvl-media.com/lodging/58000000/57340000/57338800/57338761/4c797c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, individually furnished, desk](https://images.trvl-media.com/lodging/58000000/57340000/57338800/57338761/8bfd0c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel by Marriott Maui Wailea Wailea 9.2/10 Wonderful (180) "Stayed here for our honeymoon and loved it so much we extended our stay. The hotel is so lovely, very clean and friendly staff. We specifically liked that its a smaller hotel so it never felt crowded and we never had an issue with getting a poolside lounger, etc. It’s one street north of the beach area so still very close to shopping, etc. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kylie CA $511 CA $638 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Kihei-Hotels-AC-Hotel-By-Marriott-Maui-Wailea.h57338761.Hotel-Information) ![9 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/8788f08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/w3837h2557x3y3-5ebfbeb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/23013212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Wailea Maui, A Waldorf Astoria Resort Wailea 8.8/10 Excellent (1015) "Stunning resort!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara CA $808 CA $1,045 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, 1 Bedroom, Kilohana Corner Suite, (1 King Bed) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/04bfdd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/b17d91a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/e8ef7f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Kea Lani Maui Wailea 9.4/10 Exceptional (1022) "This was a beautiful property and was lovely every day we were there. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Elizabeth CA $1,071 CA $1,346 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Club Ocean Front One Bedroom Suite](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/ed7cc193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/a0a6da1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/0069cac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Maile Three-Bedroom Presidential Suite](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/2cdd56af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Resort Maui at Wailea Wailea 9.6/10 Exceptional (1001) "Wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xianjun CA $1,044 CA $1,231 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) ![5 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/487d8e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, free minibar items](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/4cd9130c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/22480b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, 2 poolside bars](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/a723f933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Andaz Maui at Wailea Resort - a concept by Hyatt Wailea 9.2/10 Wonderful (1001) "3 star service for a 5 star price. It’s also unfortunate that you can’t use sauna/ steam room etc without booking a spa service. Again, this should be standard and an expectation for those used to staying at 5 star resorts. Views and property itself are beautiful - come for a drink or dinner but no need to stay here when you can get a nearby Airbnb for half the price!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaitlyn CA $1,012 CA $1,276 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) ![Luxury Apartment, Balcony, Pool View | Living area](https://images.trvl-media.com/lodging/120000000/119850000/119846200/119846199/8dbf1cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/120000000/119850000/119846200/119846199/5790e720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119850000/119846200/119846199/7c53e9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/120000000/119850000/119846200/119846199/bf4df0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Champions Wailea CA $175 CA $805 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Kihei-Hotels-Grand-Champions.h119846199.Hotel-Information) ![3 restaurants, breakfast, lunch, dinner served; Regional cuisine](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/65eee840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/d4acdf82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/887fcb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/4d17dc31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea 9.4/10 Exceptional (1003) "This place is truly amazing! The service is impeccable, the resort is beautiful, and the views are breathtaking. I can’t wait to return again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alon CA $1,260 CA $1,568 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/44a6571a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/7c7cd70a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/8432f5b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/c49a8a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ekahi Ocean View Escape and close to beach (21F) Wailea 9.8/10 Exceptional (62) "The unit is exactly as advertise, great location clean and simple." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $340 CA $1,275 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Kihei-Hotels-Beautifully-Remodeled-Ocean-View-Wailea-Condo-Walking-Distance-To-Beach.h34139027.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®ionId=7739&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Wailea | Less expensive | More expensive | This month | Next month | | --- | --- | --- | --- | | September | July | CA $495 | CA $584 | | Month | Price | | --- | --- | | January | CA $698 | | February | CA $617 | | March | CA $686 | | April | CA $500 | | May | CA $513 | | June | CA $518 | | July | CA $945 | | August | CA $759 | | September | CA $490 | | October | CA $557 | | November | CA $495 | | December | CA $584 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Wailea. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Top Wailea Hotel Reviews ![Wailea Beach Resort - Marriott, Maui](//images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293_y.jpg) ### Wailea Beach Resort - Marriott, Maui 10/10 Excellent "Really enjoyed our week here, nice room and extremely helpful and attentive staff. Location is great. " [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ## Frequently asked questions ### Searching for casino hotels in Wailea? > Tourists speak highly of the snorkeling, golf courses, and pristine beaches. You might want to visit top attractions like Wailea Beach. ### How many hotels that are good for gaming can I expect to find in Wailea? > You won't need a stroke of luck to find something that suits with one of Expedia's 1179 casino hotels in Wailea. ### What is there to do in Wailea? > You can head to Shops at Wailea, Wailea Shopping Village Shopping Center, or Kihei Town Center Shopping Center to shop for the perfect souvenir. Check out Alexander and Baldwin Sugar Museum, Alexander & Baldwin Sugar Museum, or Bailey House Museum for a taste of local culture. 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