Kaupo Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Tim & Nat ✈
- Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Kaupo Holiday
Our pick of the best 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 NZ$1,150 per night from 25 Oct to 26 Oct
NZ$1,150
25 Oct - 26 Oct
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 14 Sept 2025
Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street, Kihei, HI
Fully refundableReserve now, pay when you stay
The price is NZ$1,993 per night from 28 Sept to 29 Sept
NZ$1,993
28 Sept - 29 Sept
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 27 Aug 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 19 Sept 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
Maui Garden Of Eden - Botanical Gardens & Arboretum
Explore the great outdoors at Maui Garden Of Eden - Botanical Gardens & Arboretum, a lovely green space in Hana. Wander the beaches and seaside in this romantic area.
Hamoa Beach
If a restful holiday is part of your travel plans, Hamoa Beach might be the perfect place to visit during your trip to Hana. Amble around this romantic area's seaside or seek out the yoga studios.
Garden of Eden Arboretum
Follow walking trails to discover exotic plants and a century-old tree, enjoy picnics and take photos of a rock famous for appearing in a Hollywood movie.
What to do in Kaupo
Waterfall, Chocolate Tour, Rainforest, Royal Historical
NZ$218
per adult
100% of travellers recommend
North Shore & Hana Rainforest Helicopter Tour with Taro Plantation Landing
NZ$647
per adult
96% of travellers recommend
Day Trip to Heavenly Hana from Oahu
NZ$889
per adult
90% of travellers recommend
More holiday ideas
Expedia's Latest Trends
Hotels
- Ellerslie Palms Motel
- Ko ʻOlina hotels
- Sheraton Waikiki Beach Resort
- The Beachcomber Hotel
- QuestServicedApartments Hotels in Johnsonville
- Mount Maunganui Hotels
- Mountain View Motel, Taupo
- SO/ Auckland
- Baycourt Lakefront Motel
- Ibis Kuala Lumpur City Centre Hotel
- Town House Apartment Hotels Suva
- Te Kopuru hotels
- Havelock North hotels
Flights
Activities
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
