$234 Cheap flight deals from Calgary (YYC) to Kaanapali (OGG)

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This Weekend's Flight Deals from Calgary to Kaanapali

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, May 1 - Fri, May 8
YYC
Calgary Intl.
OGG
Kahului
$559 Roundtrip, found 2 days ago
$559
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, May 1 from Calgary Intl. to Kahului, returning Fri, May 8, priced at $559 found 2 days ago

Airfares from $234 One Way, $406 Round Trip from Calgary to Kaanapali

Prices starting at $406 for return flights and $234 for one-way flights to Kaanapali were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Jun 8 - Mon, Jun 15
YYC
Calgary
OGG
Maui
$406 Roundtrip, found 4 days ago
$406
Roundtrip
found 4 days ago
Select WestJet flight, departing Mon, Jun 8 from Calgary to Maui, returning Mon, Jun 15, priced at $406 found 4 days ago
Mon, Jun 8 - Mon, Jun 15
YYC
Calgary
OGG
Maui
$411 Roundtrip, found 4 days ago
$411
Roundtrip
found 4 days ago
Select WestJet flight, departing Mon, Jun 8 from Calgary to Maui, returning Mon, Jun 15, priced at $411 found 4 days ago
Sat, Jan 16 - Tue, Jan 26
YYC
Calgary
OGG
Maui
$464 Roundtrip, found 5 days ago
$464
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat, Jan 16 from Calgary to Maui, returning Tue, Jan 26, priced at $464 found 5 days ago
Wed, Feb 3 - Wed, Mar 3
YYC
Calgary
OGG
Maui
$488 Roundtrip, found 5 hours ago
$488
Roundtrip
found 5 hours ago
Select WestJet flight, departing Wed, Feb 3 from Calgary to Maui, returning Wed, Mar 3, priced at $488 found 5 hours ago
Sat, Jan 16 - Wed, Jan 27
YYC
Calgary
OGG
Maui
$489 Roundtrip, found 2 days ago
$489
Roundtrip
found 2 days ago
Select WestJet flight, departing Sat, Jan 16 from Calgary to Maui, returning Wed, Jan 27, priced at $489 found 2 days ago

Kaanapali economy flight packages

Price found within the past 48 hours. Click for updated prices.
Maui Beach Vacation Club
2.5-star property

Maui Beach Vacation Club

8.4/10 Very Good! (861 reviews)

Jun 1 - Jun 7

6 night stay

Calgary (YYC) to Kahului (OGG)

WestJet • Non-stop • Coach

Kahului (OGG) to Calgary (YYC)

Alaska Airlines • Non-stop • Coach
Price was $1,375, price is now $1,103 per person
$1,103
per person
found 15 hours ago
Excellent place to stay. Kīhei is one of the best areas of Maui to stay. Low key and not overly crowded but still areas close by for more action.

Reviewed on Jan 3, 2026

Maui Seaside Hotel
3.0-star property

Maui Seaside Hotel

8.8/10 Excellent! (1,374 reviews)

Jun 1 - Jun 7

6 night stay

Calgary (YYC) to Kahului (OGG)

WestJet • Non-stop • Coach

Kahului (OGG) to Calgary (YYC)

Alaska Airlines • Non-stop • Coach
Price was $1,774, price is now $1,343 per person
$1,343
per person
found 15 hours ago
The staff were friendly and helpful check in and check-out. The central part of the property adjacent to the lobby and pool appeared quite nice and well maintained. A nice feature is the ability to walk through pool area onto the narrow beach. The hotel is near the harbor, so the quality of the water is uncertain. The primary reason for the three star rating is the poor maintenance of the annex building where our room was. The exterior of the annex clearly needs improvement. Our room had lots chipped paint and wood finishes. The bathroom door was missing some of its painted veneer. The bathroom had been repainted but there were paint splashes on the mirror wood trim. The bathroom ventilation did not work. The curved shower curtain rod over the tub was loose on the wall and bending slightly toward the floor, as if someone had tried to do chin ups on it. The end of the shower curtain kept sliding down the curved curtain rod and away from the wall, which made it impossible to not get water on the floor. The air conditioner cycled on and off in a very annoying fashion. The compressor came on and ramped up to speed and the fan would blow for 30 to 60 seconds and then it shut down only to repeat the process in another five minutes or so. We probably should have set the fan to a continuous setting, but it honestly didn't occur to us. There was no daily maid service during our 2-night stay unless we requested it. All in all, our stay was fine, but not great.

Reviewed on Mar 30, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
5.0-star property

Grand Wailea Maui, A Waldorf Astoria Resort

8.8/10 Excellent! (1,008 reviews)

Jun 1 - Jun 7

6 night stay

Calgary (YYC) to Kahului (OGG)

WestJet • Non-stop • Coach

Kahului (OGG) to Calgary (YYC)

Alaska Airlines • Non-stop • Coach
Price was $4,237, price is now $3,284 per person
$3,284
per person
found 15 hours ago
Spent our honeymoon here, and it was everything we dreamed of and then some! Beautiful views, amazing staff, the ocean! We didn’t want to leave and can’t wait to go back! Thank you to everyone at the Grand Wailea for an amazing time! Mahalo! The Foster’s

Reviewed on Mar 6, 2025

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More About Flying To Kaanapali from Calgary

Route Information for Flights from Calgary to Kaanapali

Origin Airport IATA Code
YYC
Destination Airport IATA Code
OGG
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Calgary to Kaanapali

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.