Kailua Vacations

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    Save up to AEDĀ 5,000 when you book a flight and hotel together*

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Find the Best Kailua Vacation Packages

Kailua Hotel Deals

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is AEDĀ 823 per night from Aug 1 to Aug 2
AEDĀ 823
AEDĀ 1,147 total
1 Aug - 2 Aug
includes taxes & fees
9.6/10 Exceptional! (2,622 reviews)
"Unfortunately, my stay was disappointing. On the first day, my room was not cleaned at all. The second day, I went out and came back, and it still hadnā€™t been cleaned. When I asked housekeeping, I was told that my room was scheduled to be cleaned around 4:00 PM. After asking several more times, someone ..."

Reviewed on 16 July 2026

Maui Coast 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 AEDĀ 715 per night from Aug 15 to Aug 16
AEDĀ 715
AEDĀ 957 total
15 Aug - 16 Aug
includes taxes & fees
8.8/10 Excellent! (1,504 reviews)
"The room is clean and spacious"

Reviewed on 17 July 2026

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 AEDĀ 1,319 per night from Aug 16 to Aug 17
AEDĀ 1,319
AEDĀ 1,696 total
16 Aug - 17 Aug
includes taxes & fees
Hilton Grand Vacations Club Maui Bay Villas
See all 2,601 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.

Frequently asked questions

How much does a Kailua vacation package cost?
You'll find cheap prices on Expedia for your Kailua getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Kailua costs.
What are the cheapest months to go to Kailua?
January, February and April are the best times to look for cheap Kailua vacation packages. Choosing to travel in quieter periods means you'll typically find reduced prices on flights and accommodations.
How to find the best Kailua package deals?
Begin your search for a Kailua package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Kailua package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Kailua getaway off to a flying start.
Is it cheaper to book a Kailua vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays separately. Better still, you can customize your Kailua trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation 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 when to get away: Check your diary and get packing. Your preferred season and the activities on offer will also help you decide when to vacation in Kailua.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to save for your trip to Kailua. Then, choose a property that fits your budget, whether that's a wallet-friendly stay or a lavish getaway.
  3. Decide how many days away: Start by making a list of all the attractions and activities you want to experience in Kailua. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Kailua vacation package.