Kailua Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to Rp16.000.000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Kailua
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
Rp3.391.879
Rp4.841.968 total
21 Sept - 22 Sept
includes taxes & fees
9.6/10 Exceptional! (2,680 reviews)
"Absolutely a friendly hotel the staff were so helpful and sweet, Zelle the towel lady by the pool was always so happy, Leonard our “ scooby doo mini bus driver” was wonderful happy, friendly and helpful, Joshua the bell man/ “scooby doo mini bus driver also was so helpful and sweet. The hotel was ..."
Reviewed on 12 Sept 2026
Maui Seaside Hotel
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
Rp3.156.750
Rp4.268.235 total
20 Sept - 21 Sept
includes taxes & fees
8.8/10 Excellent! (1,593 reviews)
"The facilities are well maintained and the room was really clean. I slept well and it was quiet at night."
Reviewed on 12 Sept 2026
Maui Beach Hotel
170 W Kaahumanu Avenue Kahului HI
Fully refundableReserve now, pay when you stay
Rp2.776.418
Rp3.712.507 total
21 Sept - 22 Sept
includes taxes & fees
7.4/10 Good! (1,318 reviews)
"For one of the cheapest places to stay on Maui, I was pleasantly surprised! Small but clean rooms, no in-room microwave, tiny fridge, but nice hotel, nice grounds, lots of kid-friendly games & activities, on the beach! Great budget place to stay, especially with family. DON'T take a cab to get here! ..."
Reviewed on 12 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
Rp267.736
per traveller
90% of travellers recommend
Road to Hana Adventure Tour with Pickup, Breakfast & Lunch
Rp4.090.169
per adult
92% of travellers recommend
Haleakala Sunset and Stargazing Audio Tour
Rp357.041
per traveller
Frequently asked questions
How much does a Kailua holiday package cost?
You'll find cheap prices 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.
