Wailea-Makena Beach Vacations
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- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
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Top Beach vacation packages in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.
The Whaler Resort Kaanapali Beach
Price was ￥506,667, price is now ￥356,642 per person
￥356,642
per person
Apr 12 - Apr 18
found 20 hours ago
Roundtrip flight included
Osaka (KIX) to Kahului (OGG)
9.6/10 Exceptional! (292 reviews)
We loved the location. Very clean & the staff was very nice
Reviewed on Jan 24, 2026
Montage Kapalua Bay
Save 100% on your flight
Price was ￥1,082,105, price is now ￥820,214 per person
￥820,214
per person
Apr 12 - Apr 18
found 20 hours ago
Roundtrip flight included
Osaka (KIX) to Kahului (OGG)
9.6/10 Exceptional! (204 reviews)
I liked everything except the dining service. The staff was unfriendly and rude. They should not work there.-
they kept us in the bar in excess of 15 minutes even after 4 tables had been open We had to walk over to tell them that tables had been open.
Reviewed on Mar 4, 2025
Fairmont Kea Lani Maui
Wailea
Save 100% on your flight
Price was ￥742,053, price is now ￥573,532 per person
￥573,532
per person
Apr 12 - Apr 18
found 20 hours ago
Roundtrip flight included
Osaka (KIX) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Fantastic experience all around.
Reviewed on Jan 7, 2026
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was ￥749,265, price is now ￥579,177 per person
￥579,177
per person
Apr 12 - Apr 18
found 20 hours ago
Roundtrip flight included
Osaka (KIX) to Kahului (OGG)
9/10 Wonderful! (1,000 reviews)
The staff was wonderful as we spend the day at the pool. Easy to order food and drinks. Lots of good choices. Towels were easy to get and return.
Reviewed on Jan 20, 2026
5* Beach vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.
Fairmont Kea Lani Maui
Wailea
Save 100% on your flight
Price was ￥742,053, price is now ￥573,532 per person
￥573,532
per person
Apr 12 - Apr 18
found 20 hours ago
Roundtrip flight included
Osaka (KIX) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Fantastic experience all around.
Reviewed on Jan 7, 2026
Montage Kapalua Bay
Save 100% on your flight
Price was ￥1,082,105, price is now ￥820,214 per person
￥820,214
per person
Apr 12 - Apr 18
found 20 hours ago
Roundtrip flight included
Osaka (KIX) to Kahului (OGG)
9.6/10 Exceptional! (204 reviews)
I liked everything except the dining service. The staff was unfriendly and rude. They should not work there.-
they kept us in the bar in excess of 15 minutes even after 4 tables had been open We had to walk over to tell them that tables had been open.
Reviewed on Mar 4, 2025
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was ￥749,265, price is now ￥579,177 per person
￥579,177
per person
Apr 12 - Apr 18
found 20 hours ago
Roundtrip flight included
Osaka (KIX) to Kahului (OGG)
9/10 Wonderful! (1,000 reviews)
The staff was wonderful as we spend the day at the pool. Easy to order food and drinks. Lots of good choices. Towels were easy to get and return.
Reviewed on Jan 20, 2026
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
