Kailua Vacations from ₩493,759

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The Latest Kailua Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Kahana Villa

Kahana Villa

3 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8/10 Very Good! (341 reviews)
I’ve been trying to reach this property since I’ve checked out. I left behind in the room a Nikon camera and have not been able to get a hold of them to retrieve my item. Communication is difficult. Please contact me.

Reviewed on Aug 1, 2025

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
Save 100% on your flight
per person
Oct 6 - Oct 12
found 18 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Kahului (OGG)
8.8/10 Excellent! (1,001 reviews)
Beautiful property for a great price

Reviewed on Aug 3, 2025

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (1,242 reviews)
Clean and comfortable, great staff

Reviewed on Aug 4, 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
per person
Oct 6 - Oct 12
found 18 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Kahului (OGG)
8.4/10 Very Good! (1,385 reviews)
Excellent service.

Reviewed on Aug 5, 2025

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.6/10 Exceptional! (210 reviews)
I highly recommend this resort. Its prime location near the beach makes it incredibly convenient for guests, and it’s just a short distance from all the main coral reef tour departures. The proximity to local attractions and activities adds great value to the stay, especially for those looking to explore the natural beauty of the area.

Reviewed on Aug 4, 2025

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 ₩285,096 per night from Aug 12 to Aug 13
₩285,096
₩368,983 total
Aug 12 - Aug 13
includes taxes & fees
7.2/10 Good! (1,084 reviews)
"Great customer service and helpful, sadly the corridors and the room smell very strong like humid or dirty carpets"

Reviewed on Aug 1, 2025

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 ₩505,029 per night from Sep 1 to Sep 2
₩505,029
₩644,757 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (166 reviews)
"It was great . Polite people."

Reviewed on Jul 30, 2025

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 ₩340,218 per night from Sep 4 to Sep 5
₩340,218
₩433,998 total
Sep 4 - Sep 5
includes taxes & fees
8.8/10 Excellent! (1,210 reviews)
"Very clean and perfect for kids"

Reviewed on Aug 3, 2025

Maui Seaside Hotel
See all 2,274 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 from ₩493,759 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.