Title: Book the Best Wailea Ski Hotels in 2025 from CA $778 | 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)

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# Find Ski Hotels in Wailea, HI from CA $778

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## Check availability on Wailea Ski Hotels

Tonight

[Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7739&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This 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)

Next weekend

[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 Ski Hotels

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/227580c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/93001e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/1b850541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, DVD player, books, video library](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/81c1ffca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nov 10-Dec 20 199/day OCEANFRONT walkout 1bdrm 2ba sleeps 4, pool,lawn & beach.

Lahaina

9.8/10

Exceptional

(121)

"Very relaxing perfect for leaving the crowds behind and just being still."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leslie B.

CA $278

CA $779 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Lahaina-Hotels-SeptOct-250day-OCEANFRONT-Walkout.h33947210.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/35000000/34120000/34110400/34110377/w782h566x0y9-1534eaed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/35000000/34120000/34110400/34110377/3578110a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34120000/34110400/34110377/f57948f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34120000/34110400/34110377/c4811413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach

South Kihei

9.8/10

Exceptional

(120)

"it was fantastic"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David Y.

CA $235

CA $778 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Kihei-Hotels-One-Of-A-Kind.h34110377.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/34000000/33970000/33966700/33966619/01c0318a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33970000/33966700/33966619/707da6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33970000/33966700/33966619/7bbe2520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/34000000/33970000/33966700/33966619/3b0a024d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### BEST LOCATION in Kihei! 1BD/1BA by the BEACH! A/C, Clean, Cozy, Wifi, Beach Gear

Central Kihei

9.2/10

Wonderful

(111)

"The condo is a cozy place to stay! Central location and steps from the beach, I would stay here again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anna F.

CA $327

CA $817 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Kihei-Hotels-BEST-Location-In-Kihei-1BD1BA-Renovated-2-ACs.h33966619.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=2025-11-08&endDate=2025-11-09&regionId=7739&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true)

## Top Wailea Hotel Reviews

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