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=2025-11-18&endDate=2025-11-19®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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/62e684af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Ground Floor (Sundeck)](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/78cfcb33.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) ### Wailea Beach Resort - Marriott, Maui Wailea 9.2/10 Wonderful (1004) "Great location and very family friendly. Would recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dasia CA $739 CA $967 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) ![Exterior](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/704abe4c.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) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/dc8d403b.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) ![Lobby lounge](https://images.trvl-media.com/lodging/58000000/57340000/57338800/57338761/a0c88731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel by Marriott Maui Wailea Wailea 9.2/10 Wonderful (180) "Service from staff was amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ADAM CA $511 CA $638 total includes taxes & fees Nov 19 - Nov 20 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/813399da.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) ![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) ### Grand Wailea Maui, A Waldorf Astoria Resort Wailea 8.8/10 Excellent (1016) "A step down from the Four Seasons next door, but it was an ok stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) EMANUEL CA $808 CA $1,045 total includes taxes & fees Nov 19 - Nov 20 [](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) ![Aerial view](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/e8ef7f77.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/2d5cd1be.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) ![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) ![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) ### 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 $1,058 CA $1,248 total includes taxes & fees Nov 9 - Nov 10 [](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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/22480b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/7fac11ab.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 (1002) "Everything was great except food choices at their restaurants were limited and cleaning service was crazy loud." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $1,012 CA $1,276 total includes taxes & fees Dec 5 - Dec 6 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/120000000/119850000/119846200/119846199/09bc13c5.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) ### Grand Champions Wailea CA $166 CA $791 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) ![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) ![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) ### 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) ![Interior](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/03495293.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) ![Interior](https://images.trvl-media.com/lodging/35000000/34140000/34139100/34139027/8432f5b6.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 9 - Nov 10 [](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=2025-11-18&endDate=2025-11-19®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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