Kaupo Vacations from ￥52,099
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Save up to ￥45,448 when you book a flight and hotel together*
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The Latest Kaupo Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Maui Beach Vacation Club
Save 100% on your flight
Price was ￥100,309, price is now ￥52,099 per person
￥52,099
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.2/10 Very Good! (798 reviews)
Exceptional stay with my family. The kids loved the pool while we enjoyed the peace and comfort of the rooms. The staff was extremely friendly and went so far as to make sure we had a great time.
Reviewed on Sep 12, 2025
Royal Lahaina Resort & Bungalows
Save 100% on your flight
Price was ￥324,372, price is now ￥169,104 per person
￥169,104
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Kahului (OGG)
8.4/10 Very Good! (1,448 reviews)
Clean room, partial ocean view, luau was great. Overall atmosphere was amazing.
Reviewed on Sep 23, 2025
The Gardens at West Maui
Save 100% on your flight
Price was ￥241,590, price is now ￥126,910 per person
￥126,910
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Kahului (OGG)
8.4/10 Very Good! (499 reviews)
We really enjoyed our stay at Gardens at West Maui. The location was great — close to beaches, shops, and restaurants. The unit was clean, comfortable, and had everything we needed.
The best part was having a washer and dryer in the unit — such a nice bonus during the trip! 🌟
Reviewed on Sep 13, 2025
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
Price was ￥123,236, price is now ￥65,224 per person
￥65,224
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (1,336 reviews)
When the room AC stopped working they got someone to fix it right away and compensated us for our time and trouble.
Reviewed on Sep 22, 2025
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 ￥82,662 per night from Oct 24 to Oct 25
￥82,662
￥103,118 total
Oct 24 - Oct 25
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"A Wonderful Anniversary Experience at the Hana Maui Resort by Hyatt!! The entire staff at breakfast was great! Since we had an extended stay, we meet and got to know many of the staff at the resort and restaurant. They were very sweet and made us feel like family. All the drivers were very helpful ..."
Reviewed on Sep 14, 2025
Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street, Kihei, HI
Fully refundableReserve now, pay when you stay
The price is ￥139,119 per night from Sep 28 to Sep 29
￥139,119
￥172,819 total
Sep 28 - Sep 29
includes taxes & fees
9.2/10 Wonderful! (1,000 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
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Makawao
10/10 Exceptional! (68 reviews)
"We had an amazing vacation here. We had 4 generations ranging from 4 months to 81 years and everyone had a great time. There was room to spread out and room to all gather together. Having the private pool and spa was perfect. Host was available when we needed her and the B and B was well stocked. ..."
Reviewed on Sep 19, 2025
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
Why not spend a carefree afternoon at Red Sand Beach during your travels in Hana? Discover the sunrises in this romantic area, or seek out the yoga studios.
Kipahulu Visitor Center
Explore the great outdoors at Kipahulu Visitor Center, a lovely green space in Hana. Wander the beaches or discover the sunrises in this relaxing area.
What to do in Kaupo
Road to Hana Maui Tour: Self-Guided Audio Drive
￥2,522
per traveler
82% of travellers recommend
Waterfall, Chocolate Tour, Rainforest, Royal Historical
￥19,003
per adult
100% of travellers recommend
Day Trip to Heavenly Hana from Oahu
￥77,942
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
