Title: Ski Vacations in South Maui 2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635975748717/e85c114c-9e00-4cea-9818-89e63be6cb7f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # South Maui Ski Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Ski hotel deals in South Maui Price found within the past 48 hours. Click for updated prices. ![Kapalua Villas Maui](https://images.trvl-media.com/lodging/1000000/30000/22500/22419/1e100f19_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kapalua Villas Maui CA $2,129 per person May 20 - May 27 found 1 day ago Roundtrip flight included Edmonton (YEG) to Kahului (OGG) 8.6/10 Excellent! (974 reviews) Here’s the good and bad: the view is fantastic, the patio is great, the kitchen was remodeled and is very nice. It’s lovely to have two full bathrooms and they were well supplied. But the place smelled like mildew, which could have been from 3 days of rain ahead of our visit but it didn’t go away. The carpets and curtains need renewing and the furniture looked quite dated. Overall it didn’t feel clean and it was not a relaxing place for us because of that. It just needs a little TLC bc the view is outstanding. We were traveling for our 50th anniversary so our expectations were high and I don’t think the pictures told the story of this place. Next time we’ll rent a top floor instead of bottom level. We’ve stayed at these condos before and the ones that have been updated are worth the price but this one let down our expectations. Reviewed on Mar 5, 2026 ![The Whaler Resort Kaanapali Beach](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/3dafba07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whaler Resort Kaanapali Beach CA $2,536 per person May 10 - May 17 found 1 day ago Roundtrip flight included Vancouver (YVR) to Kahului (OGG) 9.6/10 Exceptional! (364 reviews) The staff was great. The location was perfect. Everything was in walking distance. The only issue was it said ocean view when it should have said partial ocean view. I was a little disappointed. Reviewed on Feb 19, 2026 ![OUTRIGGER Honua Kai Resort & Spa](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OUTRIGGER Honua Kai Resort & Spa CA $3,099 per person Apr 20 - Apr 27 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 8.8/10 Excellent! (2,923 reviews) Overall, we loved the pool and the property and had a good stay. We had a couple of issues with the room upon check-in. Our first room had a “rat zapper” trap in the closet, which was a complete turn off. My thought is there must be a rat in the room so the front desk moved us to a new room. Both rooms were marginally clean. The property is in need of a The property is in need of an update but is definitely not the worst I’ve seen. The sheets on the bed would not stay on. The fitted sheet kept popping off at the corners, making it a very uncomfortable night’s sleep. For the value of what we paid, these improvements would be nicely needed. Also, the hallways are not air-conditioned so stepping out of an air-conditioned room into a very hot, stuffy hallway with other people‘s food smells and trash was not pleasant. For this high end of a resort, we would expect to open hallways or air-conditioning. Reviewed on Mar 7, 2026 ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/d048b5ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea CA $4,730 per person May 16 - May 23 found 7 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Everything was exceptional! Great property, quiet and peaceful Reviewed on Jan 6, 2026 ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/299cd4dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Kea Lani Maui Wailea CA $4,841 per person Apr 20 - Apr 27 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Great location. Clean hotel, friendly staff. Beautiful surroundings. Reviewed on Mar 9, 2026 Don't see what you're looking for? See all available trips from Columbus to South Maui [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-09/2026-04-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in South Maui Price found within the past 48 hours. Click for updated prices. ![Grand Wailea Maui, A Waldorf Astoria Resort](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/1191869f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Wailea Maui, A Waldorf Astoria Resort Wailea CA $2,860 per person Apr 22 - Apr 27 found 11 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 8.8/10 Excellent! (1,000 reviews) Enjoyed everything about this property. Great service and amenities! Reviewed on Mar 5, 2026 ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/d048b5ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea CA $4,730 per person May 16 - May 23 found 7 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Everything was exceptional! Great property, quiet and peaceful Reviewed on Jan 6, 2026 ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/299cd4dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Kea Lani Maui Wailea CA $4,841 per person Apr 20 - Apr 27 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Great location. Clean hotel, friendly staff. Beautiful surroundings. Reviewed on Mar 9, 2026 Don't see what you're looking for? See all available trips from Columbus to South Maui [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-09/2026-04-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in South Maui Price found within the past 48 hours. Click for updated prices. ![The Whaler Resort Kaanapali Beach](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/3dafba07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whaler Resort Kaanapali Beach CA $1,739 per person May 9 - May 12 found 1 day ago Roundtrip flight included Vancouver (YVR) to Kahului (OGG) 9.6/10 Exceptional! (364 reviews) The staff was great. The location was perfect. Everything was in walking distance. The only issue was it said ocean view when it should have said partial ocean view. I was a little disappointed. Reviewed on Feb 19, 2026 ![OUTRIGGER Honua Kai Resort & Spa](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OUTRIGGER Honua Kai Resort & Spa CA $1,892 per person Jun 1 - Jun 4 found 1 day ago Roundtrip flight included Vancouver (YVR) to Kahului (OGG) 8.8/10 Excellent! (2,923 reviews) Overall, we loved the pool and the property and had a good stay. We had a couple of issues with the room upon check-in. Our first room had a “rat zapper” trap in the closet, which was a complete turn off. My thought is there must be a rat in the room so the front desk moved us to a new room. Both rooms were marginally clean. The property is in need of a The property is in need of an update but is definitely not the worst I’ve seen. The sheets on the bed would not stay on. The fitted sheet kept popping off at the corners, making it a very uncomfortable night’s sleep. For the value of what we paid, these improvements would be nicely needed. Also, the hallways are not air-conditioned so stepping out of an air-conditioned room into a very hot, stuffy hallway with other people‘s food smells and trash was not pleasant. For this high end of a resort, we would expect to open hallways or air-conditioning. Reviewed on Mar 7, 2026 ![Wailea Beach Resort - Marriott, Maui](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/c8a50cb9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wailea Beach Resort - Marriott, Maui Wailea CA $1,869 per person May 11 - May 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Kahului (OGG) 9.2/10 Wonderful! (1,000 reviews) Warm welcome and the room was clean. Reviewed on Mar 4, 2026 Don't see what you're looking for? See all available trips from Columbus to South Maui [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-09/2026-04-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in South Maui #### What are some benefits when booking ski vacations in South Maui? If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations. #### How can I book the best ski vacation in South Maui? It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from South Maui, and think about the time of year that's best to visit. #### How can I find cheap ski vacations? Cheap ski vacations are readily available in South Maui with some as cheap as CA $1,739\. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out. #### Can I book ski packages? Yes, ski packages are readily available throughout South Maui. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 32 when you book your accommodation and your flight together. #### What should I consider when booking family ski vacations? The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at South Maui. #### Can I book all-inclusive ski vacations in South Maui? Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to South Maui in advance. #### What's the best time of year to plan a ski trip? The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for South Maui's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high. #### How can I find the best deals on ski packages in South Maui? When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing. #### Can I book a ski vacation that's fully refundable? Being fully refundable is a feature you'll find on several accommodation packages in South Maui. You can even search for it explicitly using a filter for full refundability. #### Why should I book a ski vacation package with Expedia? When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 32\. With Expedia Rewards, you can earn points towards your next booking. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Ski Vacation Destinations > - [Ski vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4115/Whistler) > - [Ski vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4332/Banff) > - [Ski vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/55374/Mont-Tremblant) > - [Ski vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/8028/Jasper) > - [Ski vacations in Jackson ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180006/Jackson) > - [Ski vacations in France ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/59/France) > - [Ski vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180017/Quebec) > - [Ski vacations in Queenstown ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3611/Queenstown) > - [Ski vacations in Lake Louise ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/10115/Lake-Louise) > - [Ski vacations in Nelson ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6194600/Nelson) > - [Ski vacations in Kitzbuhel ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6346453/Kitzbuehel) > - [Ski vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/174/Switzerland) > - [Ski vacations in La Plagne ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6034464/La-Plagne) > - [Ski vacations in St Gervais ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3000402612/St-Gervais-Sur-Mare) > - [Ski vacations in Austria ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/11/Austria) > - [Ski vacations in Germany ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/64/Germany) > - [Ski vacations in Wengen ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6186871/Wengen) > - [Ski vacations in Ontario ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/2680/Ontario) > - [Ski vacations in Colorado ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/207/Colorado) ## More Vacations Ideas [Flights to South Maui ](https://expedia.ca/Cheap-Flights-To-South-Maui.d553248635975748717.Travel-Guide-Flights)[ South Maui Hotels ](https://expedia.ca/South-Maui-Hotels.d553248635975748717.Travel-Guide-Hotels)[ South Maui Vacation Rentals ](https://expedia.ca/South-Maui-Vacation-Rentals.d553248635975748717.Travel-Guide-VacationRentals)[ South Maui Car Rentals ](https://expedia.ca/Car-Rentals-In-South-Maui.d553248635975748717.Car-Rental-Guide)[ South Maui Vacations ](https://expedia.ca/South-Maui.d553248635975748717.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app