Kailua Vacations from NT$15,741

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NT$5,067 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

The Latest Kailua Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was NT$27,060, price is now NT$15,741 per person
NT$15,741
per person
Oct 4 - Oct 8
found 18 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (488 reviews)
It was a nice experience

Reviewed on 2025/8/11

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
Price was NT$52,402, price is now NT$22,124 per person
NT$22,124
per person
Oct 4 - Oct 8
found 18 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.8/10 Excellent! (1,005 reviews)
Super close to everything in the town.

Reviewed on 2025/8/17

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
Price was NT$28,617, price is now NT$15,794 per person
NT$15,794
per person
Oct 4 - Oct 8
found 18 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (1,401 reviews)
What a wonderfully clean and safe resort! The most helpful and friendly staff without being over attentive. Great mix of private and convenient

Reviewed on 2025/8/18

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was NT$38,754, price is now NT$22,093 per person
NT$22,093
per person
Oct 4 - Oct 8
found 18 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (213 reviews)
We had a phenomenal stay! The grounds were exceptionally well kept and the room was fantastic - updated, comfortable, good views of the ocean and mountains. We could not have been happier with the accommodations!

Reviewed on 2025/8/15

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was NT$36,914, price is now NT$21,494 per person
NT$21,494
per person
Oct 4 - Oct 8
found 18 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (1,251 reviews)
Need grab bars in the bathrooms for safety and umbrellas at the pool for shade. Also need daily maid service for the rooms.

Reviewed on 2025/8/19

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 NT$6,094 per night from Aug 25 to Aug 26
NT$6,094
NT$7,896 total
Aug 25 - Aug 26
includes taxes & fees
7.2/10 Good! (1,088 reviews)
"Room clean and location convenient."

Reviewed on 2025/8/18

Maui Beach 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 NT$10,938 per night from Sep 1 to Sep 2
NT$10,938
NT$13,964 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (174 reviews)
"Breath-taking property! Had a whole condo to ourselves, two beds and two full baths. Be careful, they try to sell you a timeshare and you have to attend a meeting that is half a day"

Reviewed on 2025/8/7

Hilton Grand Vacations Club Maui Bay Villas
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 NT$6,349 per night from Aug 25 to Aug 26
NT$6,349
NT$8,197 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,197 reviews)
"We had a nice enjoyable experience. Very friendly and helpful staff. Relaxing environment with very nice beach and pool."

Reviewed on 2025/8/11

Maui Seaside Hotel
See all 2,271 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.

Discover the most popular places to visit in Kailua

Haiku Park

Explore the great outdoors at Haiku Park, a lovely green space in Pauwela. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Haiku Park

Haleakala Bike Company

You can take time to visit Haleakala Bike Company during your travels to Pauwela. Wander the beautiful beaches and seaside in the area.

Haleakala Bike Company

Frequently asked questions

How much does a Kailua vacation package cost?
You'll find cheap prices from NT$15,741 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 many days is enough for Kailua?
Usually, a handful of days is enough to explore the main attractions during your Kailua vacation. 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 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.