Title: Ski Vacations in Wailea-Makena 2026 | Expedia.ca ![](https://images.trvl-media.com/place/7739/dd64479f-55d6-45ec-9b4f-e0057b0415d7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Wailea-Makena Ski Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Raul Munguia - ## 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 Wailea-Makena Price found within the past 48 hours. Click for updated prices. ![Honua Kai Konea Resort by KBM](https://images.trvl-media.com/lodging/100000000/99380000/99375300/99375280/089a0554_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Honua Kai Konea Resort by KBM CA $1,729 per person Jan 22 - Jan 27 found 1 day ago Roundtrip flight included Edmonton (YEG) to Kahului (OGG) 9.6/10 Exceptional! (66 reviews) Overall great experience and clean, amenities, customer service was outstanding! Will book again with Honua Kai resort. Reviewed on Dec 9, 2025 ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea CA $4,130 per person Feb 18 - Feb 25 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! Reviewed on Aug 27, 2025 ![The Whaler Resort Kaanapali Beach](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/b85a7c13_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whaler Resort Kaanapali Beach CA $2,893 per person Feb 18 - Feb 25 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.6/10 Exceptional! (292 reviews) Beautiful room with views of the beach and black rock. We used the cooking facilities and everything you need was there. Great pillows. Our only complaint was the light over the dining table was so low it was easy to hit your head on it when standing up. Reviewed on Dec 17, 2025 ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Kea Lani Maui Wailea CA $3,730 per person Mar 6 - Mar 13 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Room n staff was good, room getting a bit worn out, had a premium ocean view room Reviewed on Dec 13, 2025 ![AEI at The Mahana Kaanapali Resort](https://images.trvl-media.com/lodging/34000000/33960000/33955600/33955504/c4446f41_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### AEI at The Mahana Kaanapali Resort CA $2,121 per person Feb 18 - Feb 25 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 8.8/10 Excellent! (297 reviews) The room we selected was a 1 bedroom, ground floor, walked right out to the beach, perfect for us. The views were amazing, we will be back again. The ambience of this resort was wonderful, all the staff were friendly and helpful. The rooms were a little older and could use some fresh paint but the location and ease of everything available in the room made our stay perfect. Reviewed on Dec 15, 2025 Don't see what you're looking for? See all available trips from Columbus to Wailea-Makena [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Wailea-Makena Price found within the past 48 hours. Click for updated prices. ![Honua Kai Konea Resort by KBM](https://images.trvl-media.com/lodging/100000000/99380000/99375300/99375280/089a0554_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Honua Kai Konea Resort by KBM CA $1,729 per person Jan 22 - Jan 27 found 1 day ago Roundtrip flight included Edmonton (YEG) to Kahului (OGG) 9.6/10 Exceptional! (66 reviews) Overall great experience and clean, amenities, customer service was outstanding! Will book again with Honua Kai resort. Reviewed on Dec 9, 2025 ![Hotel Wailea, Relais & Chateaux - Adults Only](https://images.trvl-media.com/lodging/1000000/90000/85500/85412/51e44f40_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Wailea, Relais & Chateaux - Adults Only Wailea CA $4,130 per person Feb 18 - Feb 25 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! Reviewed on Aug 27, 2025 ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Kea Lani Maui Wailea CA $3,730 per person Mar 6 - Mar 13 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Room n staff was good, room getting a bit worn out, had a premium ocean view room Reviewed on Dec 13, 2025 Don't see what you're looking for? See all available trips from Columbus to Wailea-Makena [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Wailea-Makena 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/b85a7c13_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whaler Resort Kaanapali Beach CA $1,693 per person Mar 13 - Mar 16 found 1 day ago Roundtrip flight included Calgary (YYC) to Kahului (OGG) 9.6/10 Exceptional! (292 reviews) Beautiful room with views of the beach and black rock. We used the cooking facilities and everything you need was there. Great pillows. Our only complaint was the light over the dining table was so low it was easy to hit your head on it when standing up. Reviewed on Dec 17, 2025 ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Kea Lani Maui Wailea CA $1,950 per person Jan 22 - Jan 25 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to Kahului (OGG) 9.4/10 Exceptional! (1,001 reviews) Room n staff was good, room getting a bit worn out, had a premium ocean view room Reviewed on Dec 13, 2025 ![The Ritz-Carlton Maui, Kapalua](https://images.trvl-media.com/lodging/1000000/10000/3400/3390/w3996h2667x0y0-f44bed53_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton Maui, Kapalua CA $2,264 per person Jan 22 - Jan 25 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to Kahului (OGG) 9/10 Wonderful! (1,001 reviews) The breakfast menus were fresh everyday. Reviewed on Dec 5, 2025 Don't see what you're looking for? See all available trips from Columbus to Wailea-Makena [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Wailea-Makena Price found within the past 48 hours. Click for updated prices. ![Kahana Beach Vacation Club](https://images.trvl-media.com/lodging/1000000/20000/13100/13039/4a7e4f4e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kahana Beach Vacation Club CA $998 per person Mar 6 - Mar 10 found 14 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 8.4/10 Very Good! (744 reviews) Great ocean view, easy access and very clean. Reviewed on Dec 13, 2025 ![Honua Kai Konea Resort by KBM](https://images.trvl-media.com/lodging/100000000/99380000/99375300/99375280/089a0554_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Honua Kai Konea Resort by KBM CA $1,779 per person Jan 23 - Jan 27 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 9.6/10 Exceptional! (66 reviews) Overall great experience and clean, amenities, customer service was outstanding! Will book again with Honua Kai resort. Reviewed on Dec 9, 2025 ![Sands of Kahana](https://images.trvl-media.com/lodging/1000000/520000/517100/517013/afb9c98b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sands of Kahana CA $2,456 per person Jan 23 - Jan 27 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Kahului (OGG) 8.2/10 Very Good! (453 reviews) Really enjoyed our stay. Didn’t realize we’d have a washer/dryer in unit and our 1 bedroom had two full baths! Reviewed on Dec 4, 2025 Don't see what you're looking for? See all available trips from Columbus to Wailea-Makena [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=OGG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Wailea-Makena #### What are some benefits when booking ski vacations in Wailea-Makena? 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 Wailea-Makena? 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 Wailea-Makena, 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 Wailea-Makena with some as cheap as CA $998\. 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 Wailea-Makena. 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 44 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 Wailea-Makena. #### Can I book all-inclusive ski vacations in Wailea-Makena? 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 Wailea-Makena 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 Wailea-Makena'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 Wailea-Makena? 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 Wailea-Makena. 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 44\. 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 Wailea-Makena ](https://expedia.ca/Cheap-Flights-To-Wailea-Makena.d553248635975748982.Travel-Guide-Flights)[ Wailea-Makena Hotels ](https://expedia.ca/Wailea-Makena-Hotels.d553248635975748982.Travel-Guide-Hotels)[ Wailea-Makena Vacation Rentals ](https://expedia.ca/Wailea-Makena-Vacation-Rentals.d553248635975748982.Travel-Guide-VacationRentals)[ Wailea-Makena Car Rentals ](https://expedia.ca/Car-Rentals-In-Wailea-Makena.d553248635975748982.Car-Rental-Guide)[ Wailea-Makena Vacations ](https://expedia.ca/Wailea-Makena.d553248635975748982.Destination-Travel-Guides)[ Things to do in Wailea-Makena ](https://expedia.ca/Things-To-Do-In-Wailea-Makena.d553248635975748982.Travel-Guide-Activities) \* 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