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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
Price found within the past 48 hours. Click for updated prices.
Trip length
3 nights4 nights5 nights6-7 nights
Stars
5 star4 star & up3 star & up2 star & up
Flight class
EconomyPremium economyBusinessFirst class
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Jan 22 - Jan 28
Romer House Waikiki + Flight
Waikiki
6 nights
8.8/10 - Excellent (1,000 reviews)
Roundtrip • Edmonton (YEG) - Oahu (HNL)
YEG - HNL • 1 stop HNL - YEG • 1 stop
Save 100% on your flight
CA $1,119
per traveller
found 1 day ago




Jan 31 - Feb 5
Ilikai by Luana Hawaii Vacation Rentals + Flight
Waikiki
5 nights
8.8/10 - Excellent (63 reviews)
"Event nearby"
Reviewed November 12, 2026
Roundtrip • Edmonton (YEG) - Oahu (HNL)
YEG - HNL • 2 stops HNL - YEG • 1 stop
CA $1,635
per traveller
found 1 day ago




Jan 31 - Feb 5
Ala Moana Hotelcondo by Luana Vacation Rental + Flight
Ala Moana
5 nights
7.4/10 - Good (259 reviews)
Roundtrip • Edmonton (YEG) - Oahu (HNL)
YEG - HNL • 2 stops HNL - YEG • 1 stop
CA $1,366
per traveller
found 1 day ago




Jan 31 - Feb 5
@ Marbella Lane - Cozy 2BR w/ Amazing Ocean Views + Flight
Waikiki
5 nights
Roundtrip • Edmonton (YEG) - Oahu (HNL)
YEG - HNL • 2 stops HNL - YEG • 1 stop
CA $3,088
per traveller
found 12 hours ago




Dec 28 - Jan 1
@marbella Lane - Elegant 3BR w/ Marvelous Views + Flight
Waianae
4 nights
10/10 - Exceptional (1 review)
"This is a pretty new house that is located up in Mākaha Valley. It has a beautiful view of the mountains above the valley. It is only a short drive down to the local surfing beach as well as other local beaches. Our party of six was very comfortable here. "
Reviewed July 25, 2025
Roundtrip • Edmonton (YEG) - Oahu (HNL)
YEG - HNL • 2 stops HNL - YEG • Nonstop
CA $5,771
per traveller
found 22 hours ago
Frequently Asked Questions
How much does a Kailua vacation package cost?
You'll find cheap prices from CA $1,119 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.