
Wailea-Makena Ski Vacations
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Top Ski vacation packages in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.


OUTRIGGER Honua Kai Resort & Spa
Save 100% on your flight
Price was ¥794,738, price is now ¥529,034 per person
¥529,034
per person
Apr 24 - May 1
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kahului (OGG)
8.8/10 Excellent! (2,864 reviews)
2 weeks before we arrived I got an email from Expedia to call the resort. It did. They said the room we reserved was not available and that they needed to move us. I reserved a 3 bedroom unit w/ an ocean view. Mia kept trying to tell us what an upgrade it was. Our room ended up being at the back of the property w/ no ocean view, no housekeeping services and the pool near us had no pool service. Definitely not an upgrade! Upon check in, the woman who checked us in said they’ve known since November about the maintenance on our room. We were contacted the end of January. Had we known sooner, we could have tried to find somewhere else to stay. By waiting until 2 weeks before, they took that opportunity away. We had someone w/ us who had never been to Hawaii before. Having an ocean view was important to us. Sad we didn’t get one!
Reviewed on Feb 18, 2026

Montage Kapalua Bay
Save 100% on your flight
Price was ¥1,139,934, price is now ¥864,610 per person
¥864,610
per person
Apr 24 - May 1
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kahului (OGG)
9.6/10 Exceptional! (204 reviews)
Staff was great. Some maintenance issues, leaking water dispenser on fridge leading to pooling and warping of floor. Same on large lanai. Otherwise, great
Reviewed on Feb 14, 2026


5* Ski vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.


Montage Kapalua Bay
Save 100% on your flight
Price was ¥1,139,934, price is now ¥864,610 per person
¥864,610
per person
Apr 24 - May 1
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (NRT) to Kahului (OGG)
9.6/10 Exceptional! (204 reviews)
Staff was great. Some maintenance issues, leaking water dispenser on fridge leading to pooling and warping of floor. Same on large lanai. Otherwise, great
Reviewed on Feb 14, 2026

3 Night Ski vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.

The Whaler Resort Kaanapali Beach
Price was ¥426,270, price is now ¥361,390 per person
¥361,390
per person
May 3 - May 6
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Kahului (OGG)
9.6/10 Exceptional! (292 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


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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
