Kailua Vacations from $524

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Your Kailua Vacation

Book a Kailua vacation package and get ready to experience the best of this lively city. Think about staying in the neighborhood of Haiku, which is good for views, walking and nature. During your trip to Kailua, give yourself plenty of time for sightseeing. A popular place to begin is Twin Falls. Whoever you're escaping with and whether your budget is big or small, your ultimate Kailua vacation is just a few clicks away with Expedia.

The Latest Kailua vacation packages

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,138, price is now $524 per person
$524
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
16.8/10 Exceptional! (744 reviews)
Room was clean and spacious. The closet has an ac filter or vent above it that dripped and wet my clothes that were hanging. I needed the blowdryer to dry my clothes before leaving. Even when all clothes were dried from laundry the room was damp and clothes felt damp. The corner of the room seemed to have a leak. The carpet was wet. Downstairs coupons seemed to be traded for sitting through a time share selling orientation- NO. They provide coffee which was nice but only for 2 days out of the 7. After that they charge. The views were beautiful.

Reviewed on Nov 20, 2025

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $1,688, price is now $829 per person
$829
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
16.4/10 Exceptional! (453 reviews)
The condo we stayed in was nice and it was massive. The restaurant on site is so good and the pools and beach access was nice! I didn’t have a problem with this because of the time of year, but there isn’t A/C in the units, so keep that in mind if you’re looking for that or your trip is in the warmer months.

Reviewed on Oct 30, 2025

Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Save 100% on your flight
Price was $1,216, price is now $621 per person
$621
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
16/10 Exceptional! (351 reviews)
Room was cozy. Liked having the kitchenette to store items and make coffee. Staff were polite and helpful. Only improvement would be to have checked the room prior for toiletries. The soap dispenser in the shower was empty upon arrival.

Reviewed on Nov 10, 2025

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $2,081, price is now $1,074 per person
$1,074
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
16.4/10 Exceptional! (814 reviews)
Clean room, great location, comfortable bed, wonderful pool

Reviewed on Nov 12, 2025

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,280, price is now $674 per person
$674
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
16.8/10 Exceptional! (512 reviews)
The AC was not working so the room good too warm to sleep comfortably. The decor and furniture are also a bit dated.

Reviewed on Nov 17, 2025

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Discover the most popular places to visit in Kailua

Tropical Paradise After hiking along the meandering path, past the bamboo forest and crossing the often times dangerous creek, we came across this stunning waterfall amphitheatre and amazing approach. We were not prepared for a swim but doffed what we could and swam anyways. Definitely a bucket list moment.

Twin Falls

Commune with nature and explore the great outdoors at Twin Falls during your travels in Haiku. While you're in the area, stroll along the beautiful beaches.

Twin Falls

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

What to do in Kailua

Kahului: Self-Driving Audio Tour of Road to Hana

Road to Hana Maui Tour: Self-Guided Audio Drive

$17
per traveler
84% of travellers recommend
Road to Hana Maui Tour: Self-Guided Audio Drive
Orchid Lei

Orchid Airport Lei Greeting (Maui, Kahului Airport, OGG)

$47
per adult
100% of travellers recommend
Orchid Airport Lei Greeting (Maui, Kahului Airport, OGG)
Road to Hana Tour- Book your unforgettable Maui Adventure now and take home memories for a lifetime!

Maui: Road to Hana Adventure with Farm to Table Lunch

$259
per adult
90% of travellers recommend
Maui: Road to Hana Adventure with Farm to Table Lunch
See all activities in Kailua

Find the Best Kailua Vacation Packages

Kailua Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)
Max Temp Winter
75ºF
Max Temp Summer
80ºF
Top Sights
Twin Falls and Haiku Park

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Frequently asked questions

How much does a Kailua vacation package cost?
You'll find cheap prices from $524 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?
You can typically find lower prices and better availability in September, October and December. Browse our cheap Kailua vacation packages and you could land some excellent off-season deals.
How many days is enough for Kailua?
The ideal duration for your Kailua vacation depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to go to all the main sights and discover some hidden gems along the way.
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.
Does Expedia offer Book Now, Pay Later Kailua vacation packages?
Your Kailua trip should be an escape from your busy life, not a reason for money-related stress. So to allow you a little more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.