
Kahoolawe Adventure Vacations
Book a Adventure 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 Adventure vacation packages in Kahoolawe
Price found within the past 48 hours. Click for updated prices.


Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥662,472, price is now ¥411,700 per person
¥411,700
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.4/10 Exceptional! (1,002 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

Montage Kapalua Bay
Save 100% on your flight
Price was ¥885,458, price is now ¥583,586 per person
¥583,586
per person
Jan 15 - Jan 20
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.6/10 Exceptional! (203 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

The Whaler Resort Kaanapali Beach
Save 100% on your flight
Price was ¥431,256, price is now ¥290,950 per person
¥290,950
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.6/10 Exceptional! (264 reviews)
I absolutely loved my stay at The Whaler! From the moment I arrived, it truly felt like an all-inclusive resort — peaceful, welcoming, and full of aloha. My studio condo room was so clean and cozy, it honestly felt like home. I took full advantage of the gym and loved being just steps away from the ocean and Whalers Village.
The staff here are fantastic — so kind, helpful, and genuine. You can tell they really care about making every guest feel comfortable. Every morning and evening felt special here, with the sound of the waves and the beauty of Kāʻanapali Beach right outside my door.
I’m so grateful for the experience and I can’t wait to come back. The Whaler will always hold a special place in my heart. 🌺💛🌴
Reviewed on Nov 10, 2025

AEI at The Mahana Kaanapali Resort
Price was ¥391,394, price is now ¥271,546 per person
¥271,546
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
8.8/10 Excellent! (286 reviews)
Our room had a full kitchen, full living room, a lanai and washer & dryer.
Bed was comfortable with a tv in the bedroom and living room. We loved sitting on lanai and watching surfers and the turtles.
The room was oceanfront. Just beautiful.
Reviewed on Nov 12, 2025
5* Adventure vacations in Kahoolawe
Price found within the past 48 hours. Click for updated prices.


Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥662,472, price is now ¥411,700 per person
¥411,700
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.4/10 Exceptional! (1,002 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

Montage Kapalua Bay
Save 100% on your flight
Price was ¥885,458, price is now ¥583,586 per person
¥583,586
per person
Jan 15 - Jan 20
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.6/10 Exceptional! (203 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
3 Night Adventure vacations in Kahoolawe
Price found within the past 48 hours. Click for updated prices.


The Whaler Resort Kaanapali Beach
Save 100% on your flight
Price was ¥170,342, price is now ¥117,968 per person
¥117,968
per person
Dec 15 - Dec 18
found 13 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.6/10 Exceptional! (264 reviews)
I absolutely loved my stay at The Whaler! From the moment I arrived, it truly felt like an all-inclusive resort — peaceful, welcoming, and full of aloha. My studio condo room was so clean and cozy, it honestly felt like home. I took full advantage of the gym and loved being just steps away from the ocean and Whalers Village.
The staff here are fantastic — so kind, helpful, and genuine. You can tell they really care about making every guest feel comfortable. Every morning and evening felt special here, with the sound of the waves and the beauty of Kāʻanapali Beach right outside my door.
I’m so grateful for the experience and I can’t wait to come back. The Whaler will always hold a special place in my heart. 🌺💛🌴
Reviewed on Nov 10, 2025

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥331,814, price is now ¥230,208 per person
¥230,208
per person
Dec 15 - Dec 18
found 14 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,002 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
