Kailua Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to AED 148 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Kailua Vacation Packages

Kailua Hotel Deals

Maui Beach Hotel
Maui Beach Hotel
3 out of 5
170 W Kaahumanu Avenue, Kahului, HI
Fully refundableReserve now, pay when you stay
The price is AED 809 per night from Apr 7 to Apr 8
AED 809
AED 1,040 total
includes taxes & fees
7 Apr - 8 Apr
7.2/10 Good! (1,012 reviews)
"Amazed by all the extra charges. I’ve been All over the world and have never been anywhere were so many additional charges are added as I’ve seen everywhere in Hawaii."

Reviewed on 25 March 2025

Maui Beach 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 AED 915 per night from Apr 3 to Apr 4
AED 915
AED 1,166 total
includes taxes & fees
3 Apr - 4 Apr
8.6/10 Excellent! (1,261 reviews)
"doesn’t have hot tub and pool hours close to early ."

Reviewed on 26 March 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 AED 1,246 per night from Apr 20 to Apr 21
AED 1,246
AED 1,599 total
includes taxes & fees
20 Apr - 21 Apr
9/10 Wonderful! (113 reviews)
"excellent location for the area close to airport condo well supplied with basics"

Reviewed on 26 March 2025

Hilton Grand Vacations Club Maui Bay Villas
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 break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Kailua costs.
What are the cheapest months to go to Kailua?
If you’re looking to snag a cheap Kailua vacation 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 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 vacation as a package?
Expedia vacation 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 personalized Kailua vacation by choosing your favorite type of stay, airline and car class.
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 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 vacation package that brings all your bookings together.

Discover the most popular places to visit in Kailua