Kailua Holidays from AU$723
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Your Kailua Holiday
Enjoy unforgettable adventures when you book a Kailua holiday package. Whether you're a history buff, art enthusiast or just a traveller who appreciates new places, there's something for everyone in this exciting city. A trip to Kailua wouldn't be complete without exploring a few leading attractions, like Twin Falls. Don't put off visiting this destination any longer. Your ultimate Kailua holiday is just a few clicks away with Expedia.
The Latest Kailua Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
AU$5,517
per person
21 Nov - 27 Nov
found 1 day ago
Return direct flight included
Dallas (DFW) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
My husband and I had an incredible honeymoon stay. We couldn't recommend Hotel Wailea enough!! The team are all so lovely and attentive and all went out their way to give us the best experience. Shannon was an absolute star organising an itinerary prior to arrival so everything was so smooth and easy. Would definitely recommend the in-room Lomi Lomi couples massage and hiring e-bikes with Bear. Shoutout to Sunny also for her help on the front desk and assistance with our postcards!
Our hotel room was spacious, comfortable and had a breathtaking ocean view and sofa balcony loungers. We were also very grateful to the valet team for all their assistance chauffeuring us around Wailea and the beaches.
The food was utterly divine, in particular the Bird Cage was a highlight, superb menu and sake. The breakfasts also were so fresh! Not to mention the moreish cocktail menu and bites by the pool!
The ariel and flow yoga with Andrea and outrigger canoe experience were also fantastic. We couldn't fault it and was the most perfect honeymoon. Thank you all so so much again. We look forward to returning one day X
Reviewed on 6 Sept 2026
Lahaina Shores Beach Resort By Castle
AU$1,018
per person
1 Nov - 6 Nov
found 24 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (2 reviews)
Everything we needed for our stay in Maui! Spectacular on the beach location and views. The unit had all the big and little things we needed. Look forward to returning.
Reviewed on 31 Aug 2026
Kailua Holiday
Kailua Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
Max Temp Winter | 24ºC |
Max Temp Summer | 27ºC |
Top Sights | Twin Falls and Haiku Park |
Our pick of the best Kailua Hotel Deals
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
AU$377
28 Sept - 29 Sept
includes taxes & fees
9.6/10 Exceptional! (2,674 reviews)
"Room was very clean. Staff helpful. Pool so relaxing and nice."
Reviewed on 7 Sept 2026
Maui Seaside Hotel
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
AU$337
20 Sept - 21 Sept
includes taxes & fees
Courtyard Maui Kahului Airport
532 Keolani Place Kahului HI
Fully refundableReserve now, pay when you stay
AU$558
21 Sept - 22 Sept
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"They charged my overnight parking 2 times. At check-in on 9/1 $40 for 2-nights parking. And again they charged me $20 each night on the 9/1 & 9/2. Around 8:30pm there was a humming sound for about an hour. It was coming from the wall between 224 & 226 by the corner along the exterior wall. The loud ..."
Reviewed on 7 Sept 2026
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.
What to do in Kailua
Maui Beach Parks Self-Guided Driving Audio Tour
AU$21
per traveller
90% of travellers recommend
Best of Maui: Self-Guided Driving Audio Tour Bundle
AU$35
per traveller
100% of travellers recommend
Frequently asked questions
How much does a Kailua holiday package cost?
You'll find cheap prices from AU$723 on Expedia for your Kailua break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your holiday to Kailua costs.
What are the cheapest months to go to Kailua?
If you're looking to snag a cheap Kailua holiday package, consider planning a trip in January, February and April. You'll typically find better rates on hotels and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Kailua?
Usually, a handful of days is enough to explore the main attractions during your Kailua holiday. However, if you'd like to have more time to relax or take day trips, consider extending your itinerary.
How to find the best Kailua package deals?
Start your search for a Kailua package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Kailua package deal right away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Kailua escape underway.
Is it cheaper to book a Kailua holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still have the freedom to create a personalised Kailua holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Kailua?
If you're planning an impromptu Kailua getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Kailua?
- Choose your dates: What you want to do in Kailua and your preferred season will help you decide when to travel.
- Plan your budget wisely: As well as the cost of your stay, you should factor in other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that could arise during your trip to Kailua.
- Determine how many days away: Start by compiling a list of the activities and sights you'd like to experience in Kailua. Then, estimate how long you'll need at each, along with any travel time.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Kailua holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
