Title: Book the Best BOUTIQUE Hotels in Wailea 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 Boutique Hotels in Wailea, HI from CA $539 ![](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 [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-10-15&endDate=2025-10-16&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-10-16&endDate=2025-10-17&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=BOUTIQUE&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&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/2c9c4b6c.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) ### Paia Inn Paia 8.8/10 Excellent (335) "Lovely Inn close to the airport. Clean, quiet, decent amenities. We will be back. A wonderful place to kick- off a Maui vacation" CA $420 CA $539 total includes taxes & fees Oct 17 - Oct 18 [](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) ![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. " CA $430 CA $624 total includes taxes & fees Oct 21 - Oct 22 [](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=2025-10-30&endDate=2025-10-31®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 | | --- | --- | --- | | May | February | CA $495 | | Month | Price | | --- | --- | | January | CA $693 | | February | CA $718 | | March | CA $688 | | April | CA $492 | | May | CA $489 | | June | CA $497 | | July | CA $492 | | August | CA $492 | | September | CA $499 | | October | CA $557 | | November | CA $495 | | December | CA $536 | 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 Villas](//images.trvl-media.com/lodging/2000000/1440000/1437400/1437349/772d8e26_y.jpg) ### Wailea Beach Villas 10/10 Excellent "We had the best time during our stay, and will definitely be back!" [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Villas.h1437349.Hotel-Information) ![Hotel Wailea, Relais & Chateaux - Adults Only](//images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40_y.jpg) ### Hotel Wailea, Relais & Chateaux - Adults Only 10/10 Excellent "This place. So special. The crème de la creme. 5+stars. Cannot WAIT to go back!" [](https://expedia.ca/Kihei-Hotels-Hotel-Wailea.h85412.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Wailea? > Visitors speak positively about this destination's breathtaking beach views, pristine golf courses, and incredible sunsets. Activities and attractions to experience around Wailea include Wailea Beach, Alexander and Baldwin Sugar Museum, and Shops at Wailea. You might also like to explore more of the area and take in additional sights like Ulua Beach, Mokapu Beach, and Polo Beach while you're here. ## 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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