Title: Book the Best Wailea Hotels with Early Check-in in 2025 from CA $254 | 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 Hotels with Early Check-in in Wailea, HI from CA $254 ![](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 [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Wailea Hotels with Early Check-in ![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) ![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) ### Grand Wailea Maui, A Waldorf Astoria Resort Wailea 8.8/10 Excellent (1008) "Wonderful accommodations!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $809 CA $1,045 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.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) ![Game room](https://images.trvl-media.com/lodging/1000000/20000/14400/14336/f9c45622.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) ### Four Seasons Resort Maui at Wailea Wailea 9.6/10 Exceptional (1007) "Prime location to enjoy the Hawaiian natural beauty from the pools or while dining. Helpful and professional staff, from front desk to housekeeping. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Mohammad CA $1,044 CA $1,232 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Kihei-Hotels-Four-Seasons-Resort-Maui-At-Wailea.h14336.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) ![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) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/ee41819c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Kea Lani Maui Wailea 9.4/10 Exceptional (1013) "Amazing hotel I would stay here again" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) ERIKA CA $1,107 CA $1,389 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.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 (1002) "Amazing location and service. Very beautiful " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul Andrew CA $1,027 CA $1,307 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/38000000/37230000/37220300/37220226/03d12ddf.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 Wailea 9.8/10 Exceptional (6) "It’s a decent hotel to stay for the family." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Sze Wai CA $3,966 CA $4,761 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui-Villa-Experience.h37220226.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/b290affc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/d77d0268.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) ### Lumeria Maui Educational Retreat Center Makawao 8.6/10 Excellent (208) "Could not be happier. The staff were professional and accommodating. Excellent yoga sessions and lovely, relaxing massage services. The grounds and pool are absolutely stunning. Nice relaxing vacation. The breakfast is top notch. Highly recommend Lumeria. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Rhonda CA $429 CA $622 total includes taxes & fees Oct 22 - Oct 23 [](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/bcd5ccc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/91000000/90910000/90902800/90902798/313d7300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90910000/90902800/90902798/534ec814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/91000000/90910000/90902800/90902798/efa2fc41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 17 Maui Ohana Modern Studio Wailuku 9.4/10 Exceptional (19) "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. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Rob G. CA $219 CA $254 total includes taxes & fees Oct 23 - Oct 24 [](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/91000000/90840000/90837200/90837105/712d53c7.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/c2e5d336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/91000000/90840000/90837200/90837105/2779e47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90840000/90837200/90837105/e9eb03b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 10 Maui Ohana Modern Studio Wailuku 9.8/10 Exceptional (37) "My wife and I loved staying here! The location is pretty central to the island so nothing was too far away. We also loved the proximity to local stores and shops." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Shane CA $219 CA $254 total includes taxes & fees Oct 21 - Oct 22 [](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/91000000/90830000/90820500/90820479/d5a5f9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90830000/90820500/90820479/813c670a.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/c821db40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90830000/90820500/90820479/5ba4e754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 7 Maui Ohana Modern Studio Wailuku 9.4/10 Exceptional (8) "Excellent stay excellent place and location " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher K. CA $219 CA $254 total includes taxes & fees Oct 20 - Oct 21 [](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) ![Smart TV, books](https://images.trvl-media.com/lodging/20000000/19010000/19008400/19008361/7fcab18d.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) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19010000/19008400/19008361/0de5c980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C. South Kihei 9.8/10 Exceptional (184) "We really enjoyed our stay at this property in Kihei! The bed was comfortable, the room was cool and quiet, and the provided beach gear made our stay extra nice. We would highly recommend this unit to all looking for a pleasant stay in Kihei!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $237 CA $641 total includes taxes & fees Nov 10 - Nov 11 [](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=2025-11-01&endDate=2025-11-02®ionId=7739&adults=2&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Wailea | Less expensive | More expensive | Next month | | --- | --- | --- | | August | February | CA $448 | | Month | Price | | --- | --- | | January | CA $687 | | February | CA $863 | | March | CA $671 | | April | CA $456 | | May | CA $501 | | June | CA $497 | | July | CA $565 | | August | CA $429 | | September | CA $502 | | October | CA $500 | | November | CA $448 | | December | CA $560 | 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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