Title: Book the Best BOUTIQUE Hotels in Wailea in 2026 | 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 Boutique Hotels in Wailea, HI from CA $450 - ![](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 Boutique Hotels Tonight [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-12-19&endDate=2025-12-20&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-12-20&endDate=2025-12-21&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wailea boutique hotels ![Exterior](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/5ff4e9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/w1500h995x0y0-69eaee97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/19738aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/5fcb590b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paia Inn [](https://www.expedia.ca/Paia-Hotels-Paia-Inn.h2272947.Hotel-Information) Paia 8.8/10 Excellent (346) "Very nice place and the stuffs are great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zhe CA $343 CA $450 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Paia-Hotels-Paia-Inn.h2272947.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) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/9ba6e1db.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) ### 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 $600 CA $827 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Makawao-Hotels-Lumeria-Maui-Educational-Retreat-Center.h5248443.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=2026-01-02&endDate=2026-01-03®ionId=7739&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Wailea | Less expensive | More expensive | Next month | | -------------- | -------------- | ---------- | | October | December | CA $599 | | Month | Price | | --------- | ------- | | January | CA $599 | | February | CA $711 | | March | CA $558 | | April | CA $516 | | May | CA $487 | | June | CA $448 | | July | CA $492 | | August | CA $492 | | September | CA $489 | | October | CA $439 | | November | CA $529 | | December | CA $959 | 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 ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40_y.jpg) ### Hotel Wailea, Relais & Chateaux - Adults Only 10/10 Excellent "Great" [](https://expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ![Wailea Beach Villas](https://images.trvl-media.com/lodging/2000000/1440000/1437400/1437349/e8882f11_y.jpg) ### Wailea Beach Villas 10/10 Excellent "This place was fantastic. Cannot wait to go back!" [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Villas.h1437349.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Wailea? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in South Maui ](https://www.expedia.ca/3Star-South-Maui-Hotels.s30-0-d553248635975748717.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Halama Street ](https://www.expedia.ca/Halama-Street-Kihei-Hotels-Cheap-Hotels.0-n553248635976471922-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Halama Street ](https://www.expedia.ca/Halama-Street-Kihei-Hotels-Oceanfront-Hotels.0-n553248635976471922-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Halama Street ](https://www.expedia.ca/Halama-Street-Kihei-Hotels-Spa-Hotel.0-n553248635976471922-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Kaanapali ](https://www.expedia.ca/Kaanapali-Hotels-Couples-Resorts-Hotels.0-0-d800065-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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