Kailua Holidays from AU$2,986
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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 Maui
Wailea
AU$7,555
per person
28 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!
Reviewed on 19 Oct 2026
Sugar Beach Resort - Maui Condo & Home
North Kihei
AU$3,715
per person
12 Dec - 18 Dec
found 1 day ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
8.6/10 Excellent! (532 reviews)
Our first time renting a condo and we were not disappointed. Didn’t really know what to expect so before we checked in, went to the store to get some toiletries we may need. Walked in and found we were stocked up. Bonus we had laundry detergent! Since this was a first for us I’m not sure if this is the norm, but we were excited we didn’t have to go home with a suitcase full of dirty clothes. Everything you would need it had. Would definitely stay again! My only minor complaint would be the area rug in the living room may need to be shampooed.
Bedroom had extra blankets, extra sheets. We were also supplied with beach towels, ice chest for the perfect beach day.
Definitely would recommend!
Reviewed on 1 Oct 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$404
4 Nov - 5 Nov
includes taxes & fees
9.6/10 Exceptional! (2,717 reviews)
"Great memories made here 😀"
Reviewed on 22 Oct 2026
Maui Seaside Hotel
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
AU$337
21 Nov - 22 Nov
includes taxes & fees
8.8/10 Excellent! (1,664 reviews)
"A more expensive motel with nice amenities. The pool and beach side access a big plus, but the rooms are more like a motel. Tight with not a ton of space, older architecture, some of the towels and bed sheets had staining not not terrible. Carpet in the walkways ripping up. Parking is also an additional ..."
Reviewed on 23 Oct 2026
Maui Beach Hotel
170 W Kaahumanu Avenue Kahului HI
Fully refundableReserve now, pay when you stay
AU$347
23 Nov - 24 Nov
includes taxes & fees
7.4/10 Good! (1,349 reviews)
"The pool was not open its closed. They said I could use the pool next door at the next hotel. Some of the staff were nice, but some were not very welcoming"
Reviewed on 23 Oct 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$2,986 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.
