On February 11, 2013, the airline announced a new venture in the turboprop interisland business, "ʻOhana by Hawaiian." Service is operated by Empire Airlines using ATR 42-500 turboprop airplanes. Service began on March 11, 2014, to Molokaʻi and Lānaʻi.[44] The airline expanded more "ʻOhana by Hawaiian" routes between Kahului, Kailua-Kona & Hilo during the summer of 2014.

*3. Prices displayed based on purchase of a One-Way itinerary between OAK, SJC, SFO, SMF and HNL, ITO, KOA, LIH, OGG. Tickets must be booked between 4/12/2019 and 4/16/2019. Fares are available for travel from Oakland, CA or San Jose, CA to Hawaii 11/4/119 – 12/12/19 (Monday – Thursday), for travel from San Francisco, CA or Sacramento, CA to Hawaii 8/19/19 – 12/12/19 (Monday – Thursday). Blackout Dates: 11/21/19 – 11/24/19 to Hawaii and 11/29/19 – 12/2/19 from Hawaii. Travel must be on Hawaiian Airlines operated flights only. Fares are not valid on codeshare flights and subject to 1 month maximum stay as measured from departure from fare origin. Fares may not be available over all dates and fares on some dates may be higher. The number of seats available in this fare class during the travel period shown are limited and may change at any time without notice. Fares include government taxes and fees and carrier fees. Fares are non-refundable, non-transferrable, and non-endorsable. Other restrictions apply. Additional baggage charges may apply.


In February 2018, Hawaiian was rumored to be canceling its order for six A330-800s and replacing them with 787-9s.[82] It was reported that Boeing priced the aircraft at less than $115 million, and possibly less than $100 million, each; the production cost of a 787-9 is between $80 million and $90 million. Boeing Capital also released Hawaiian from three 767-300ER leases in advance; these aircraft were to be transferred to United Airlines. Initially, Hawaiian refuted it cancelled its A330-800 order, but did not dismiss a new deal with Boeing.[83] However, on March 6, 2018, Hawaiian Airlines confirmed the cancellation of the A330-800 order and the signing of a Letter of Intent with Boeing to purchase ten 787-9 aircraft, with options for an additional ten planes;[84] the deal was finalized at the Farnborough Air Show in July 2018.[85]


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On August 30, 2012, Hawaiian filed an application with the U.S. Department of Transportation for a nonstop route between Kona and Tokyo-Haneda.[41] This would fill a void that Japan Airlines left when it ceased service to Kona nearly two years earlier.[41] However, the US Department of Transportation rejected the airline's application to begin service.[42]
On January 5, 2015, Hawaiian refiled its previously rejected application with the U.S. Department of Transportation (DOT) for the Kona-Haneda route with service, if approved, to begin in June. The request was prompted by a DOT decision in December 2014 to review the public interest in Delta Air Lines' Seattle-Tokyo route after Delta reduced the frequency of those flights from daily to seasonal.[49] On March 31, DOT again denied the request, opting instead to allow Delta to continue operating the route, with American Airlines taking over if Delta's planned service continued to fail.[50]
In October 2015, Hawaiian Airlines announced that they will be upgrading their business class seats from the standard cradle seats to a 180-degree lie-flat seats on their A330 fleet in a 2-2-2 configuration. The new seats will be installed starting the second quarter of 2016. In addition to the new business class seats upgrade, the airline will add 28 additional Extra Comfort seating.[101]
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