Hawaiian Airlines began to expand its footprint throughout the 1980s, as the result of intense competition on inter-island routes created by the entrance of Mid Pacific Air into the market. In 1985, the company began its first foray outside the inter-island market through charter services to the South Pacific and then throughout the rest of the Pacific using Douglas DC-8 aircraft. Despite the early successes of this new business, Hawaiian was forced to curtail its charter services when the Federal Government banned all DC-8 and B707 aircraft without hush kits from operating within the US. Hawaiian did, however, manage to gain a short exemption for its South Pacific services.

Heading into the 1990s, Hawaiian Airlines faced financial difficulties, racking up millions of dollars in losses throughout the previous three years. Due to the airline's increasingly unprofitable operations, it filed for Chapter 11 bankruptcy protection in September 1993. During this time, the company reduced many of its costs: reorganizing its debt, wrestling concessions from employees, cutting overcapacity, and streamlining its fleet by disposing many of the planes it had added to its fleet just a few years earlier.[24]


*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 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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