On November 27, 2007, Hawaiian Airlines signed a MOU (Memorandum of Understanding) with Airbus for 24 long-range jets priced at $4.4 billion. The order included six Airbus A330-200s with a further six purchase rights and six Airbus A350-800s with a further six purchase rights - plans to fly to Paris and London were discussed. Deliveries for the A330s began in 2010 while the first A350 was to be delivered in 2017.[72]
Hawaiian Holdings revealed on July 17, 2012, that it had signed a Letter of Intent to acquire turboprop ATR 42 aircraft with the aim of establishing a subsidiary carrier to serve routes not currently in Hawaiian's neighbor island system.[69] In December 2012 it was announced that Empire Airlines would operate the aircraft on behalf of Hawaiian.[70] A fourth ATR 42 aircraft was acquired in June 2018.[71]
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]
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]
On February 16, 2010, Hawaiian Airlines sought approval from the U.S. Department of Transportation to begin nonstop flights from its hub at Honolulu to Tokyo-Haneda sometime in 2010. The airline was one of 5 US carriers — the others being Delta, Continental, United, and American — seeking approval to serve Haneda as part of the U.S.-Japan OpenSkies agreement.[33] Approval was granted from USDOT to begin nonstop service to Haneda, Japan. The flight began service on November 18, 2010.[34] In addition, the airline is planning to establish a codeshare agreement with All Nippon Airways.[35] On January 12, 2011, Hawaiian Airlines began nonstop service to Seoul-Incheon, South Korea.[36] On July 12, 2011, Hawaiian added Osaka, Japan to its network.[37]
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 November 27, 2007, Hawaiian Airlines signed a MOU (Memorandum of Understanding) with Airbus for 24 long-range jets priced at $4.4 billion. The order included six Airbus A330-200s with a further six purchase rights and six Airbus A350-800s with a further six purchase rights - plans to fly to Paris and London were discussed. Deliveries for the A330s began in 2010 while the first A350 was to be delivered in 2017.[72]

Honolulu to Sydney Manila to Honolulu Seattle to Maui Honolulu to Maui Sydney to Honolulu Honolulu to Manila Los Angeles to Honolulu Seattle to Honolulu Honolulu to Las Vegas Honolulu to Los Angeles Maui to Honolulu Las Vegas to Honolulu Maui to Las Vegas Phoenix to Honolulu San Diego to Honolulu Honolulu to Seattle Honolulu to San Francisco Honolulu to Phoenix Honolulu to San Diego San Francisco to Honolulu

In January 2013, Hawaiian signed a Memorandum of Understanding with Airbus for an order of 16 A321neo aircraft plus up to 9 options. The aircraft is operated in a 2-class, 189 seat configuration.[80] Following the completion of labor agreements relating to the operation of the aircraft with the airline's pilot and flight attendant unions, the airline finalized the order in March 2013.[81] In December 2016, Hawaiian announced their intention of leasing two additional A321neo aircraft, bringing their total fleet of the type to 18. The first flight took place on January 17 from Kahului to Oakland.[63] 

In August 2007, the Seattle Seahawks became the second sports team to begin using Hawaiian Airlines to travel to games. The Oakland Raiders, also of the NFL, have been flying Hawaiian Airlines since the 1990s. The two teams fly on Hawaiian's Boeing 767s to and from all their games. Two of Hawaiian's Boeing 767 aircraft have been fitted with decals of logos from the Seahawks and the Raiders.
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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