Kailua Holidays

    deals illustration
    Better together
    Save up to €185 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Kailua

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 €249 per night from 5 Aug to 6 Aug
€249
5 Aug - 6 Aug
includes taxes & fees
8.8/10 Excellent! (1,218 reviews)
"The staff was excellent. The hotel was clean and well kept. The parking could be an issue."

Reviewed on 4 Jul 2025

Maui Seaside Hotel
Hilton Grand Vacations Club Maui Bay Villas
Hilton Grand Vacations Club Maui Bay Villas
4 out of 5
575 S Kihei Road, Kihei, HI
The price is €444 per night from 2 Aug to 3 Aug
€444
2 Aug - 3 Aug
includes taxes & fees
8.8/10 Excellent! (153 reviews)
"Love everything about the hotel, I wish they have more food options, need breakfast lunch dinner and more bars and more things to do! They had no breakfast which was terrible, but it’s the most beautiful amazing place and I would love to stay here again. Hope they have breakfast and more lunch and ..."

Reviewed on 2 Jul 2025

Hilton Grand Vacations Club Maui Bay Villas
Hampton Inn & Suites Maui North Shore
Hampton Inn & Suites Maui North Shore
3 out of 5
130 West Kaahumanu Avenue, Kahului, HI
Fully refundableReserve now, pay when you stay
The price is €344 per night from 9 Jul to 10 Jul
€344
9 Jul - 10 Jul
includes taxes & fees
9.4/10 Exceptional! (41 reviews)
"I like that the staff was friendly , they were fast at service…. It was awesome …."

Reviewed on 25 Jun 2025

Hampton Inn & Suites Maui North Shore
See all 2,260 properties in Kailua
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

Fun zipping in the jungle.

Maui Zipline Eco Adventure: 8 Lines through the Jungle

€135
per adult
100% of travellers recommend
Maui Zipline Eco Adventure: 8 Lines through the Jungle
Private Waterfall, Rainforest & Handcrafted Chocolate Tour

Haiku: Waterfall, Rainforest, and Handcrafted Chocolate Tour

€112
per adult
100% of travellers recommend
Haiku: Waterfall, Rainforest, and Handcrafted Chocolate Tour
NorthShore Zipline Co 7-Line Tour

7-Line Maui Zipline on the North Shore

€135
per adult
96% of travellers recommend
7-Line Maui Zipline on the North Shore
See all activities in Kailua

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?

  1. Choose your dates: What you want to do in Kailua and your preferred season will help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.