
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.

Deluxe Oceanside Resort Vistas
Central Kihei
Price was ¥308,558, price is now ¥261,708 per person
¥261,708
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.6/10 Exceptional! (4 reviews)
It is a nice 1 bedroom suite with sleeping for 5 including a sofa bed. They have all the amenities available including beach chairs, towels, beach umbrellas. Also the kitchen is full stocked with pots and table ware along with coffee and other condiments. The AC was great, and so was the internet and cable ready. We used our own accts for netflix and prime. Cleaning supplies were also plentiful along with a vacum. They also had an ironing board laundry detergent, hair dryer and plenty of toiletries. They had some board games to keep the kids entertained. The balcony had a neat ocean view with nice patio furniture. It is in a very convienient location wuth a nice ocean view and plenty of parking. The kids borrowed some golf clubs for some 4 hole course. The bbq facilities were also great and clean. We will definitely come back for another stay. Also the neigborhood is pretty safe.
Reviewed on Jun 16, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥771,214, price is now ¥531,624 per person
¥531,624
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
If there isn’t a wedding going on watch the sunset from the front lawn area by the old ice cream truck. Better view than from the birdcage. More open and less blockage.
Great high end vibe.
Reviewed on Jun 22, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Price was ¥617,491, price is now ¥493,844 per person
¥493,844
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
8.8/10 Excellent! (1,004 reviews)
The room was a nice size spacious. The staff was very accommodating. The pools were beyond fanatic. The hotel property is beautiful. We definitely enjoyed our staff.
Reviewed on Jul 6, 2026


Elegant Oceanfront Vistas
Central Kihei
Price was ¥367,948, price is now ¥324,825 per person
¥324,825
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
10/10 Exceptional! (3 reviews)
Wonderful Place to stay in Kihei.
Communicative host. Everything you need for your stay.
Great staff and parking.
Very clean. Right on the beach, which is fantastic!!
As for the Air conditioner; it is not an A/C, its more of an air handler, it does not blow cold air. A bit of a disappointment but everything else made up for that. I would recommend staying here for sure.
4 out of 5 starts jus due to the lack of A/C
Reviewed on Mar 19, 2026
5* Ski vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Price was ¥617,491, price is now ¥493,844 per person
¥493,844
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
8.8/10 Excellent! (1,004 reviews)
The room was a nice size spacious. The staff was very accommodating. The pools were beyond fanatic. The hotel property is beautiful. We definitely enjoyed our staff.
Reviewed on Jul 6, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥771,214, price is now ¥531,624 per person
¥531,624
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
If there isn’t a wedding going on watch the sunset from the front lawn area by the old ice cream truck. Better view than from the birdcage. More open and less blockage.
Great high end vibe.
Reviewed on Jun 22, 2026

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



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