Title: Book the Best Wailea Hotels with Early Check-in in 2026 from CA $462 | 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) ![Maluaka Beach showing landscape views, a beach and tropical scenes](https://images.trvl-media.com/place/6069125/dc47fa65-8295-44cd-b847-1ef784473381.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6069125/dc47fa65-8295-44cd-b847-1ef784473381.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Hotels with Early Check-in Tonight [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 7 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2026-02-07&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wailea hotels with express check-in ![9 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/1191869f.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) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/5e906169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive lounge](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/6950a9f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Wailea Maui, A Waldorf Astoria Resort [](https://www.expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) Wailea 8.8/10 Excellent (1,004 reviews) "Beautiful Resort " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JOANN CA $968 CA $1,238 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/b7f4e2f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/fc34a73e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/9260ff25.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 [](https://www.expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) Wailea 9.6/10 Exceptional (1,001 reviews) "Service was good" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) kathy CA $1,090 CA $1,384 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/e9c2591c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/c0b8dfb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, swim-up bar, poolside bar](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/eb7843a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/29664a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Kea Lani Maui Villa Experience [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui-Villa-Experience.h37220226.Hotel-Information) Wailea 9.8/10 Exceptional (6 reviews) "It’s a decent hotel to stay for the family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sze Wai CA $4,646 CA $5,596 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui-Villa-Experience.h37220226.Hotel-Information) ![5 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/7aeb47cb.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) ![4 restaurants, breakfast, lunch, dinner served; Fusion cuisine](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/f8aca370.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) ### Andaz Maui at Wailea Resort - a concept by Hyatt [](https://www.expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) Wailea 9.2/10 Wonderful (1,000 reviews) "Pools were excellent, and the service was fantastic." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blake CA $1,083 CA $1,367 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/299cd4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/e41d1b6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, swim-up bar, poolside bar](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/df893a7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/993251db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Kea Lani Maui [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) Wailea 9.4/10 Exceptional (1,003 reviews) "Wonderful staff and facility" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila CA $1,234 CA $1,547 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/1e4918bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/fac4b41b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/9ba6e1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness studio](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/92a88d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lumeria Maui Educational Retreat Center [](https://www.expedia.ca/Makawao-Hotels-Lumeria-Maui-Educational-Retreat-Center.h5248443.Hotel-Information) Makawao 8.6/10 Excellent (213 reviews) "The staff were kind and helpful. The rooms were comfortable and the property is gorgeous and well maintained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah Catherine CA $577 CA $799 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Makawao-Hotels-Lumeria-Maui-Educational-Retreat-Center.h5248443.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/91000000/90830000/90820500/90820479/68e389fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90830000/90820500/90820479/b1088792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90830000/90820500/90820479/2a540fed.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/91000000/90830000/90820500/90820479/bbccbf58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 19 Waena Inn - Maui Private Suite [](https://www.expedia.ca/Wailuku-Hotels-Unit-7-Maui-Ohana-Modern-Studio.h90820479.Hotel-Information) Wailuku 9.4/10 Exceptional (8 reviews) "Excellent stay excellent place and location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher K. CA $324 CA $462 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Wailuku-Hotels-Unit-7-Maui-Ohana-Modern-Studio.h90820479.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19010000/19008400/19008361/bc1827a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19010000/19008400/19008361/0ea1d7ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19010000/19008400/19008361/1642e774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/20000000/19010000/19008400/19008361/9591c739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C. [](https://www.expedia.ca/Kihei-Hotels-Bingo-Maui-Vista-Favorite-170-Reviews.h19008361.Hotel-Information) South Kihei 9.8/10 Exceptional (187 reviews) "Mark and Pam are generous, responsive hosts who made our stay smooth and welcoming. The condo is clean, spacious, and modern, with comfortable beds, a well-stocked kitchen (plenty of pots, pans, and utensils), and lots of beach gear. Its location is ideal—just a short walk to the beach, with food, gas, and groceries close by.A special note of gratitude: they kindly allowed us a later check-out, which may not always be possible, but made our last day especially relaxing. This was the perfect home... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harold N. CA $342 CA $777 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Kihei-Hotels-Bingo-Maui-Vista-Favorite-170-Reviews.h19008361.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/91000000/90830000/90824300/90824278/9bd930b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/91000000/90830000/90824300/90824278/3f61622a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90830000/90824300/90824278/67bc5ebc.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/91000000/90830000/90824300/90824278/415ca097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 21 Waena Inn - Maui Private Suite [](https://www.expedia.ca/Wailuku-Hotels-Unit-9-Maui-Ohana-Modern-Studio.h90824278.Hotel-Information) Wailuku 9.6/10 Exceptional (15 reviews) "Enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dave & Annette B. CA $324 CA $479 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Wailuku-Hotels-Unit-9-Maui-Ohana-Modern-Studio.h90824278.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/91000000/90910000/90902800/90902798/525ab57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90910000/90902800/90902798/30879134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/91000000/90910000/90902800/90902798/80ce9c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/91000000/90910000/90902800/90902798/4b5f9d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 11 Waena Inn – Newly Renovated Maui Private Suite [](https://www.expedia.ca/Wailuku-Hotels-Unit-17-Maui-Ohana-Modern-324-Sq-Ft-Studio-10-Minutes-From-Beach-Airport.h90902798.Hotel-Information) Wailuku 9.4/10 Exceptional (20 reviews) "Great place to stay! Great price, great location as well. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Felix v. CA $364 CA $509 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Wailuku-Hotels-Unit-17-Maui-Ohana-Modern-324-Sq-Ft-Studio-10-Minutes-From-Beach-Airport.h90902798.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=2026-02-20&endDate=2026-02-21®ionId=7739&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Wailea | Less expensive | More expensive | This month | Next month | | -------------- | -------------- | ---------- | ---------- | | May | February | CA $815 | CA $522 | | Month | Price | | --------- | ------- | | January | CA $680 | | February | CA $815 | | March | CA $522 | | April | CA $497 | | May | CA $441 | | June | CA $490 | | July | CA $598 | | August | CA $441 | | September | CA $479 | | October | CA $528 | | November | CA $498 | | December | CA $757 | 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. 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