Kailua Vacation Packages
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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.
Top Kailua Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club
South Kihei
Price was CA $2,906, price is now CA $2,090 per person
CA $2,090
per person
Aug 11 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very good! (372 reviews)
Staff was nice, I did find cockroaches in my room. When I told the staff they asked me what I wanted them to do about it.... other than that there is a nice full kitchen and an easy walk to the BEACH.
Reviewed on Jun 14, 2026
Palms at Wailea Maui
Wailea
Price was CA $2,783, price is now CA $2,127 per person
CA $2,127
per person
Sep 8 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.4/10 Very good! (542 reviews)
Liked the grounds as they were nicely manicured. Disliked the dated furniture, carpet and leaking restroom.
Reviewed on Jun 17, 2026
The Residences at Kamaole Sands Resort
South Kihei
Price was CA $2,752, price is now CA $2,108 per person
CA $2,108
per person
Sep 6 - Sep 13
found 10 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
10/10 Exceptional! (2 reviews)
The place was very clean. The staff was very communicative and accommodating. I stayed Wednesday-Sunday and I extended my stay 1 night which was very fast and easy. They left us chairs and towels which was very nice for the beach. The place was very spacious for 2 people. If you want to cook this has plenty of counter space. The balcony had a partial ocean view which was very nice. Great value for your money. Check in/out was very easy. You can walk right to the best beaches around.
Only Cons I can think of: Not a lot of blankets and the wifi in the bedroom didn’t really work, it was low signal. It would’ve been nice to watch Netflix from the bedroom. That’s the only negative I can think of.
Reviewed on Feb 24, 2026
Kailua Hotel Deals
Maui Seaside Hotel
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
The price is CA $279 per night from Jul 5 to Jul 6
CA $279
CA $373 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (1,470 reviews)
"The is an excellent little resort by the airport. It is right on the beach and has an adorable coffee shop/bakery a quick walk down the street. The attached restaurant was really good a well. The staff was very friendly and the amenities on the grounds-pool, yard games, etc were great. It was the ..."
Reviewed on Jun 23, 2026
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is CA $330 per night from Jul 20 to Jul 21
CA $330
CA $457 total
Jul 20 - Jul 21
includes taxes & fees
9.6/10 Exceptional! (2,639 reviews)
"Staff was lovely! Food amazing at the cafe and pool bar. Room was very clean. Have stayed here twice and both times were amazing!"
Reviewed on Jun 23, 2026
Hilton Grand Vacations Club Maui Bay Villas
575 S Kihei Road Kihei HI
The price is CA $585 per night from Jun 29 to Jun 30
CA $585
CA $744 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (329 reviews)
"very nice facility"
Reviewed on Jun 22, 2026
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.
What to do in Kailua
Maui Beach Parks Self-Guided Driving Audio Tour
CA $21
per traveller
90% of travellers recommend
Kahului Airport Custom Lei Greeting - Choose Your Lei (OGG)
CA $86
per child
94% of travellers recommend
Best of Maui: Self-Guided Driving Audio Tour Bundle
CA $35
per traveller
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
