
Kaupo Vacations from ¥267,482
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The Latest Kaupo Vacation Packages
Price found within the past 48 hours. Click for updated prices.


Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was ¥504,116, price is now ¥390,970 per person
¥390,970
per person
Jul 17 - Jul 20
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
My husband and I had the most incredible babymoon at Hotel Wailea! From the moment we checked in we were greeted with leis and champagne/alcohol free champagne for me! We stayed 5 glorious nights and every day we raved about the amenities, hospitality, location, and we never wanted to leave!! The valet service was incredible, the front desk staff were so accommodating, and everyone you passed by on property gave a welcoming “aloha!” Despite the hotel not being beachfront, the views of the ocean were surrounding the property and it was a quick drive to so many different beaches! The hotel even packed us chairs, umbrellas, towels, and water bottles for our beach day everyday! The hotel is conveniently located around many restaurants, shopping, beaches, and surrounding towns to sightsee! We’ve already started planning our trip back! Thank you Hotel Wailea for an unforgettable trip!
Reviewed on Jun 9, 2026

Fairmont Kea Lani Maui
Wailea
Price was ¥501,264, price is now ¥412,268 per person
¥412,268
per person
Jul 17 - Jul 20
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Property is very clean and close to the ocean. The staff were amazing and very helpful with anything we needed. They had a courtesy shuttle you can use to get around wailea.
Reviewed on Jun 7, 2026

Maui Banyan Vacation Club
South Kihei
Price was ¥360,576, price is now ¥300,581 per person
¥300,581
per person
Aug 12 - Aug 16
found 2 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Kahului (OGG)
8/10 Very Good! (371 reviews)
Room is clean with full kitchen, nice beaches just across the road
Reviewed on May 28, 2026

Maui Beach Vacation Club
North Kihei
Price was ¥343,482, price is now ¥289,137 per person
¥289,137
per person
Aug 12 - Aug 16
found 2 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Kahului (OGG)
8.4/10 Very Good! (878 reviews)
Everything was great! This property does not have AC! We went at the great time so it was ok.
Reviewed on Jun 10, 2026
Find the Best Kaupo Vacation Packages
Kaupo Hotel Deals

Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy Hana HI
Fully refundableReserve now, pay when you stay
The price is ¥52,907 per night from Jun 25 to Jun 26
¥52,907
¥71,261 total
Jun 25 - Jun 26
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Would have loved to stay longer."
Reviewed on Jun 10, 2026

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
The price is ¥31,202 per night from Jul 10 to Jul 11
¥31,202
¥61,119 total
Jul 10 - Jul 11
includes taxes & fees
9.6/10 Exceptional! (453 reviews)
"This was a great place to rest for a night on our Road to Hana journey. I am so glad that we decided not to drive the return trip the same day as we were exhausted after the Pipiwa hike! This is such a cute place and was for the most part very clean. I did notice the inside of the bathroom door was ..."
Reviewed on Jun 4, 2026

Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools
Hana HI
9.8/10 Exceptional! (271 reviews)
"Lovely and peaceful, short distance to Hāna store. 15 miles 40 minutes Loved the outdoor tub!"
Reviewed on Apr 30, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Kaupo

Red Sand Beach
4.5/5(25 reviews)
Why not spend a carefree afternoon at Red Sand Beach during your travels in Hana?
Kipahulu Visitor Center
Explore the great outdoors at Kipahulu Visitor Center, a lovely green space in Hana.
What to do in Kaupo

Road to Hana Maui Tour: Self-Guided Audio Drive
¥2,396
per traveler
82% of travellers recommend

Best of Maui: Self-Guided Driving Audio Tour Bundle
¥3,529
per traveler
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

