
Kailua Holidays from NZ$2,100
Book a Hotel + Flight or Car together to unlock savings
- 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
The Latest Kailua Holiday Deals
Price found within the past 48 hours. Click for updated prices.

Mana Kai Maui- Official Onsite Rental
per person
20 Aug - 27 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Kahului (OGG)
8.8/10 Excellent! (1,005 reviews)
Mana Kai was great- it’s an older hotel but it has everything you need. The best part is being able to walk right to the beach!
Reviewed on 27 Jun. 2025



AEI at Kaanapali Shores
per person
20 Aug - 27 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Kahului (OGG)
8.8/10 Excellent! (348 reviews)
It’s ferret if you have kids. Washer and dryer is inside the room. Beach is 2 minutes walk and 2 big kids pool. Grocery store walkable distance.We loved it.
Reviewed on 24 Jun. 2025

AEI at Maui Kaanapali Villas Resort
Save 100% on your flight
per person
5 Aug - 12 Aug
found 1 day ago
Return direct flight included
New Plymouth (NPL) to Kahului (OGG)
9/10 Wonderful! (93 reviews)
This property has the old Hawaiian charm, very family oriented, relaxed, and right on the beach. Perfect holiday destination.
Reviewed on 28 Jun. 2025
Kailua Holiday
Our pick of the best Kailua Hotel Deals

Maui Seaside Hotel
100 W Kaahumanu Ave, Kahului, HI
Fully refundableReserve now, pay when you stay
The price is NZ$465 per night from 30 July to 31 July
NZ$465
30 July - 31 July
includes taxes & fees
8.8/10 Excellent! (1,223 reviews)
"Clean. And friendly staff. Will stay again"
Reviewed on 29 Jun. 2025

Hilton Grand Vacations Club Maui Bay Villas
575 S Kihei Road, Kihei, HI
The price is NZ$830 per night from 6 July to 7 July
NZ$830
6 July - 7 July
includes taxes & fees
8.8/10 Excellent! (147 reviews)
"Very family friendly. Great location, great property, great pools, great amenities. We would love to stay here again the next time we come to Maui."
Reviewed on 25 Jun. 2025

Hampton Inn & Suites Maui North Shore
130 West Kaahumanu Avenue, Kahului, HI
Fully refundableReserve now, pay when you stay
The price is NZ$606 per night from 8 July to 9 July
NZ$606
8 July - 9 July
includes taxes & fees
9.4/10 Exceptional! (38 reviews)
"I like that the staff was friendly , they were fast at service…. It was awesome …."
Reviewed on 25 Jun. 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.
Frequently asked questions
Discover the most popular places to visit in Kailua

Twin Falls
Commune with nature and explore the great outdoors at Twin Falls during your travels in Haiku. While you're in the area, stroll along the beautiful beaches.
Haiku Park
Explore the great outdoors at Haiku Park, a lovely green space in Pauwela. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
What to do in Kailua

Maui Zipline Eco Adventure: 8 Lines through the Jungle
NZ$273
per adult
100% of travellers recommend

Haiku: Waterfall, Rainforest, and Handcrafted Chocolate Tour
NZ$213
per adult
100% of travellers recommend

5 Line Jungle Zipline Eco Adventure
NZ$223
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.