On May 4, 2006, Hawaiian Airlines expanded service between the US mainland and Hawaiʻi in anticipation of the induction of four additional Boeing 767-300 aircraft, primarily focused on expanding non-stop service to Kahului Airport from San Diego, Seattle, and Portland. Additional flights were also added between Honolulu and the cities of Sacramento, Seattle, and Los Angeles.
Soon after, in early 1985, the company received the first two of its leased Lockheed L-1011 aircraft. One aircraft was used to launch Hawaiian's first scheduled operation out of Hawaiʻi, daily Honolulu-Los Angeles services. This new service put Hawaiian in direct competition with the major US air carriers for the first time in its history. Throughout 1985 and 1986, Hawaiian Airlines added additional L-1011s to its fleet and used them to open up services to other West Coast gateway cities such as San Francisco, Seattle, Portland, Las Vegas, and Anchorage, which placed Hawaiian in further competition against the major US airlines.
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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. This would fill a void that Japan Airlines left when it ceased service to Kona nearly two years earlier. However, the US Department of Transportation rejected the airline's application to begin service.
In February 2018, Hawaiian was rumored to be canceling its order for six A330-800s and replacing them with 787-9s. 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. 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; the deal was finalized at the Farnborough Air Show in July 2018.
Hawaiian began acquiring Boeing 717 aircraft for operation on the Neighbor Island network in February 2001. On June 4, 2008, the airline announced that it had agreed to lease an additional four 717 airplanes to meet demand due to the shutdown of Aloha Airlines' passenger operations and the closing of ATA Airlines, with deliveries between September and the end of 2008.
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Hawaiian also has frequent-flyer partnerships with several other airlines, allowing HawaiianMiles members to earn credit for flying partner airlines and/or members of partner airline frequent flyer programs to earn credit for Hawaiian flights. Some partnerships restrict credit to only certain flights, such as inter-island flights or to code-share flights booked through Hawaiian.
On Airbus A321 aircraft, Hawaiian offers iPad mini tablet computers for rent, in addition to movies shown on overhead projection screens. Prior to September 1, 2013, Hawaiian offered DigEplayer portable video players for rent. Airbus A330 aircraft are equipped with on-demand units built into every seatback. The new Airbus A321neo will be equipped with personal device entertainment via app.
ʻOhana by Hawaiian is a regional subsidiary carrier of Hawaiian Airlines. The service is operated using three ATR 42 turboprop airplanes owned by Hawaiian and operated under contract by Empire Airlines. The new service was slated to begin in summer 2013 initially flying to Molokaʻi and Lānaʻi, however the airline was unable to begin during that period due to Federal Aviation Administration delays in certifying ʻOhana's operation. ʻOhana by Hawaiian is fully integrated into the Hawaiian Airlines network.
Hawaiian Airlines serves destinations in several Asia-Pacific countries and territories. The airline added its sixth international destination, Incheon International Airport near Seoul, South Korea on January 12, 2011. It also has daily and weekly direct, non-stop international flights from Honolulu to Tahiti, Australia, South Korea, Japan, and New Zealand.
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. In December 2012 it was announced that Empire Airlines would operate the aircraft on behalf of Hawaiian. A fourth ATR 42 aircraft was acquired in June 2018.
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. 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.
Meanwhile, Hawaiian Airlines also entered the new international markets of Australia and New Zealand in 1986 with one-stop services through Pago Pago International Airport. Hawaiian also aggressively grew its international charter business and pursued military transport contracts. This led to a large growth in the company's revenues and caused its inter-island service's share of revenues to shrink to just about a third of the company's total.