Kahoolawe Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Luxury vacation packages in Kahoolawe
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 1 day 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 1 day 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 1 day ago
Roundtrip flight included
Osaka (KIX) to Kahului (OGG)
9/10 Wonderful! (1,000 reviews)
The entire staff is soooo kind! Absolutely beautiful grounds and rooms. We ate at all the restaurants there. While pricey, everything was delicious. Pools are very fun, including the pool bar. And, very easy beach access.
Reviewed on Jan 25, 2026
5* Luxury vacations in Kahoolawe
Price found within the past 48 hours. Click for updated prices.
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 1 day 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 1 day ago
Roundtrip flight included
Osaka (KIX) to Kahului (OGG)
9/10 Wonderful! (1,000 reviews)
The entire staff is soooo kind! Absolutely beautiful grounds and rooms. We ate at all the restaurants there. While pricey, everything was delicious. Pools are very fun, including the pool bar. And, very easy beach access.
Reviewed on Jan 25, 2026
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
