Kailua Vacation Packages
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Your Kailua Vacation
Book a Kailua vacation package and get ready to experience the best of this lively city. Think about staying in the neighborhood of Haiku, which is good for views, walking and nature. During your trip to Kailua, give yourself plenty of time for sightseeing. A popular place to begin is Twin Falls. Whoever you're escaping with and whether your budget is big or small, your ultimate Kailua vacation is just a few clicks away with Expedia.
Top Kailua vacation deals
- Castle at Maui Banyan
Dec 11 - Dec 13Castle at Maui Banyan + Flight
South Kihei2 nights3.5 star property7.8/10 - Good (309 reviews)"All good but our cheap jazz got the small room with two beds and it was small room for sure"Reviewed November 6, 2026Roundtrip • Vancouver (YVR) - Maui (OGG)YVR - OGG • Nonstop OGG - YXX • 1 stopCA $2,654CA $1,191found 1 day agoper traveller - Hotel Wailea Maui
Jan 22 - Jan 28Hotel Wailea Maui + Flight
Wailea6 nights5.0 star property9.4/10 - Exceptional (1,003 reviews)Roundtrip • Edmonton (YEG) - Maui (OGG)YEG - OGG • 1 stop OGG - YEG • 1 stopCA $6,472CA $3,841found 1 day agoper traveller - Maui Banyan Vacation Club
Jan 22 - Jan 28Maui Banyan Vacation Club + Flight
South Kihei6 nights3.0 star property8.0/10 - Very good (404 reviews)Roundtrip • Edmonton (YEG) - Maui (OGG)YEG - OGG • 1 stop OGG - YEG • 1 stopCA $2,535CA $1,546found 1 day agoper traveller - Maui Beach Vacation Club
Jan 22 - Jan 28Maui Beach Vacation Club + Flight
North Kihei6 nights2.5 star property8.4/10 - Very good (979 reviews)Roundtrip • Edmonton (YEG) - Maui (OGG)YEG - OGG • 1 stop OGG - YEG • 1 stopCA $2,524CA $1,560found 1 day agoper traveller - Hana-Maui Resort, a Destination by Hyatt Residence
Jan 25 - Jan 31Hana-Maui Resort, a Destination by Hyatt Residence + Flight
Hana Town Center6 nights4.0 star property9.2/10 - Wonderful (1,002 reviews)Roundtrip • Regina (YQR) - Maui (OGG)YQR - OGG • 1 stop OGG - YQR • 2 stopsCA $3,625CA $2,546found 1 day agoper traveller
Kailua Hotel Deals
"Perfect location to experience Maui! The rooms are comfortable and clean. Great place to stay!"
Lumeria Maui Educational Retreat Center
Lumeria Maui Educational Retreat Center
"We stayed in room 3 and although there was a disclaimer about the noise from the street, it did not mention how bright the room is even during the nighttime. There were blinds on the windows but they did not keep light out very well. Room darkening shades or curtains in addition to the blinds may have helped. It did not get dark over night. We found it difficult to sleep past 6:00 am. One side of the mattress sloped and it could stand to be replaced. We also found the common areas to be in...
"Wonderful uniquely designed comfortable accommodations - loved it (only 1 night but would definitely recommend based on our short experience)"
"The place was just as described. The host was great. Definitely recommend."
"The hotel is old and dated and nowhere near as good as the pictures suggest."
Hampton Inn & Suites Maui North Shore
Hampton Inn & Suites Maui North ShoreFrequently Asked Questions
How much does a Kailua vacation package cost?
You'll find cheap prices from CA $1,191 on Expedia for your Kailua getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Kailua costs.
What are the cheapest months to go to Kailua?
January, February and April are the best times to look for cheap Kailua vacation packages. Choosing to travel in quieter periods means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Kailua?
With a well-organized travel plan, you can easily hit the most popular Kailua sights in a handful of days. But if you want to discover lesser-known spots or take day trips, consider booking your Kailua vacation for longer.
How to find the best Kailua package deals?
Begin your search for a Kailua package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Kailua package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Kailua getaway off to a flying start.
Is it cheaper to book a Kailua vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays separately. Better still, you can customize your Kailua trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
How to plan a trip to Kailua?
- Choose when to get away: Check your diary and get packing. Your preferred season and the activities on offer will also help you decide when to vacation in Kailua.
- Set a budget: Factor in costs like flights, food and transportation when working out how much to save for your trip to Kailua. Then, choose a property that fits your budget, whether that's a wallet-friendly stay or a lavish getaway.
- Decide how many days away: Start by making a list of all the attractions and activities you want to experience in Kailua. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Kailua vacation package.