Kailua Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
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    Better together
    Save up to CA $775 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

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.
Aston at the Maui Banyan
OUTRIGGER Kaanapali Beach Resort
Aston Mahana at Kaanapali
Aston at Papakea Resort
Aston Maui Hill

Kailua Hotel Deals

Maui Beach Hotel
Maui Beach Hotel
3 out of 5
170 W Kaahumanu Avenue, Kahului, HI
Fully refundableReserve now, pay when you stay
The price is CA $292 per night from Jun. 26 to Jun. 27
CA $292
CA $376 total
includes taxes & fees
Jun 26 - Jun 27
7/10 Good! (1,002 reviews)
"Thought the activities at the hotel were a plus and the outdoor area was great. Lots of construction at the time.9"

Reviewed on May 28, 2024

Maui Beach Hotel
Maui Seaside Hotel
Maui Seaside Hotel
3 out of 5
100 W Kaahumanu Ave, Kahului, HI
Fully refundableReserve now, pay when you stay
The price is CA $323 per night from Jun. 30 to Jul. 1
CA $323
CA $413 total
includes taxes & fees
Jun 30 - Jul 1
8.4/10 Very Good! (1,146 reviews)
"Room was clean, staff was polite and pleasant. Loved the pool."

Reviewed on May 25, 2024

Maui Seaside Hotel
Maui Beach Vacation Club
Maui Beach Vacation Club
2.5 out of 5
515 S. Kihei Road, Kihei, HI
8.2/10 Very Good! (621 reviews)
"Loved this place"

Reviewed on May 30, 2024

Maui Beach Vacation Club
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

How much does a Kailua vacation package cost?
From as low as CA $1,722. Yes, you read that correctly. Our Kailua vacation packages are an easy way to make your budget last longer. Combine your preferred hotels, flights and car rentals and explore this vibrant destination.
How do I get a cheap travel package to Kailua?
You’ll save loads of cash if you bundle your hotels, car rentals and flights into a Kailua vacation package. Sometimes cheap packages mean fewer options. But that’s not the case with Expedia. We offer over 550 air carriers and 1,000,000 properties across the world, which means you’ll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal to unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
How far in advance should I book my Kailua vacation?
You’ll be rewarded with the widest variety at the cheapest prices by booking your trip to Kailua early. Air carriers generally publish flights around 12 months in advance, so start your planning as soon as you can. That being said, Expedia is dedicated to giving you the best bargains around, so it’s never a bad time to book your dream vacation!
What does an Expedia Kailua travel package include?
Rental cars, hotels and flights — we’ve got them well covered. With Expedia, you can create your Kailua package the way you want. All you have to do is work out just what you need. Once you’ve made your booking, you can add on extras like activities and experiences. The more you bundle, the more you save!
What should I know before booking a Kailua travel package?
You can save a tidy sum by combining your airfares, hotels and rental cars. Once you’ve created your package, you can add on things like tours and activities. Your next awesome vacation is only a couple of clicks away.
Can I choose my airline with a Kailua Expedia vacation package?
You certainly can. Expedia has access to more than 550 partner airlines all over the world, so select the carrier that best fits your travel preferences.
If I'm not able to travel, can I cancel my Kailua vacation package?
You can cancel your Kailua booking if your plans have been upended. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Kailua

What to do in Kailua

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.