Title: Book the Best Wailea Hotels with Early Check-in in 2026 from CA $392 | 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) # Find Hotels with Early Check-in in Wailea, HI from CA $392 - ![](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 [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=7739&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=7739&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=7739&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=7739&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wailea hotels with express check-in ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/b7f4e2f0.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) ![Garden](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/fc34a73e.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 (1000) "Beautiful property, efficient staff, truly a wonderful stay " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Angela CA $1,040 CA $1,227 total includes taxes & fees Dec 19 - Dec 20 [](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) ![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) ![Aerial view](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/8232475d.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) "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 $4,199 CA $5,034 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui-Villa-Experience.h37220226.Hotel-Information) ![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) ![Executive lounge](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/6950a9f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/04e581f6.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 (1000) "Awesome place to stay with kids " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandeep CA $889 CA $1,137 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.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/ff8db325.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) ![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) ### 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 (1001) "Wonderful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John Richard CA $1,054 CA $1,332 total includes taxes & fees Jan 12 - Jan 13, 2026 [](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) ![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) ![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 (1006) "Beautiful amenities and friendly staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $1,076 CA $1,350 total includes taxes & fees Dec 17 - Dec 18 [](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) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/9ba6e1db.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) ![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 (209) "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 $601 CA $828 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Makawao-Hotels-Lumeria-Maui-Educational-Retreat-Center.h5248443.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) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90910000/90902800/90902798/4b5f9d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90910000/90902800/90902798/80ce9c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90910000/90902800/90902798/ed709cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 11 Waena Inn - 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) "We really enjoyed our stay. The place was very clean and modern on the inside. The beds were cozy and having a kitchen was nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rob G. CA $295 CA $449 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Wailuku-Hotels-Unit-17-Maui-Ohana-Modern-324-Sq-Ft-Studio-10-Minutes-From-Beach-Airport.h90902798.Hotel-Information) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90840000/90837200/90837105/03aa0d50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90840000/90837200/90837105/3eed9eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/91000000/90840000/90837200/90837105/af6390ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90840000/90837200/90837105/cd281cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 10 Maui Ohana Modern Studio [](https://www.expedia.ca/Wailuku-Hotels-Unit-10-Maui-Ohana-Modern-324-Sq-Ft-Studio-10-Minutes-From-The-Airport.h90837105.Hotel-Information) Wailuku 9.8/10 Exceptional (38) "The studio is super cute and in a convenient location, it was very clean and the check in process was really easy!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Claire R. CA $246 CA $392 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Wailuku-Hotels-Unit-10-Maui-Ohana-Modern-324-Sq-Ft-Studio-10-Minutes-From-The-Airport.h90837105.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, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90830000/90824300/90824278/3f61622a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90830000/90824300/90824278/a3ef6190.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) ### Unit 21 Waena Inn – Maui Suites [](https://www.expedia.ca/Wailuku-Hotels-Unit-9-Maui-Ohana-Modern-Studio.h90824278.Hotel-Information) Wailuku 9.6/10 Exceptional (15) "Clean room, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luba CA $246 CA $392 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Wailuku-Hotels-Unit-9-Maui-Ohana-Modern-Studio.h90824278.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) ![Outdoor pool](https://images.trvl-media.com/lodging/20000000/19010000/19008400/19008361/28088a1d.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) ### 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 (185) "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 $247 CA $649 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Kihei-Hotels-Bingo-Maui-Vista-Favorite-170-Reviews.h19008361.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=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 | | -------------- | -------------- | ---------- | ---------- | | October | December | CA $873 | CA $593 | | Month | Price | | --------- | ------- | | January | CA $593 | | February | CA $779 | | March | CA $548 | | April | CA $508 | | May | CA $491 | | June | CA $572 | | July | CA $503 | | August | CA $615 | | September | CA $493 | | October | CA $441 | | November | CA $482 | | December | CA $873 | 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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