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.[20] 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.[21]
During the 1980s, Hawaiian also embarked on the development and construction of Kapalua Airport on west side of Maui. Opened in 1987, the airport was designed with a 3,000-foot runway, which constrained its ability to handle large aircraft.[23] As a result, when the airport first opened, Hawaiian Airlines was the only inter-island carrier with aircraft capable of serving the airport. With its de Havilland Canada DHC-7 Dash 7 turboprops, Hawaiian had a distinct competitive advantage in the Maui market.[20][21]

On October 27, 2008, Hawaiian announced that prior to the arrival of its new A330s, it would lease two additional Airbus A330-200 aircraft, beginning in 2011, at the same time extending the leases of two Boeing 767-300ER aircraft to 2011 (to be withdrawn from service coincident with the delivery of the A330s).[73] Two weeks later, the airline announced the lease of an additional A330-200 for delivery in the second quarter of 2010, along with negotiating for delivery of one aircraft from the earlier lease agreement to be moved up to the same quarter.[74] In December 2010, Hawaiian ordered an additional six A330-200 aircraft, bringing the fleet total to 15.[75] Further lease agreements were signed with Air Lease Corporation (one aircraft),[76] and three aircraft each from Hong Kong Aviation Capital,[77] and Jackson Square Aviation[78], bringing the A330-200 fleet to 22. In July 2015, Hawaiian announced the lease of an A330-200 from Air Lease Corporation.[79] The purchase of another A330-200 was announced in December 2016.[63] 

1. excursion, tour, jaunt, junket. Trip, expedition, journey, pilgrimage, voyage are terms for a course of travel made to a particular place, usually for some specific purpose. Trip is the general word, indicating going any distance and returning, by walking or any means of locomotion, for either business or pleasure, and in either a hurried or a leisurely manner: a trip to Europe; a vacation trip; a bus trip. An expedition, made often by an organized company, is designed to accomplish a specific purpose: an archaeological expedition. Journey indicates a trip of considerable length, wholly or mainly by land, for business or pleasure or other reasons, and is now applied to travel that is more leisurely or more fatiguing than a trip; a return is not necessarily indicated: the long journey to Tibet. A pilgrimage is made as to a shrine, from motives of piety or veneration: a pilgrimage to Lourdes. A voyage is travel by water or air, usually for a long distance and for business or pleasure; if by water, leisure is indicated: a voyage around the world. 7. lapse, oversight. 14. bungle, blunder, err.
In March 2007, Hawaiian introduced a "tasting menu" or "tapas menu" for its first class passengers on its U.S. mainland and international flights. The menu consists of twenty entrees set on a rotation, with five available on any given flight. Passengers are provided information on the available entrees for their flight when they board, or shortly after takeoff and may choose up to three entrees as part of their inflight meal.[95][96]
NO PURCHASE NECESSARY. Void where prohibited. Open to legal residents of the U.S., and are at least 18 years old or age of majority, as of date of entry. Sweepstakes Period begins 8:00 a.m. HST on 4/4/19 and ends 11:59 p.m. HST on 4/25/19. For complete Official Rules and eligibility, visit HawaiianAirlines.com/OfficialRules. Sponsor: Hawaiian Airlines, Inc.

In August 2012, Hawaiian announced an upgrade to its economy-class inflight U.S. mainland service. Among the upgrades were a new menu, a complimentary glass of wine on lunch/dinner flights and a free tropical cocktail before landing on breakfast flights. This was in contrast to other airlines cutting back on meal service.[99] According to Hawaiian's CEO Mark Dunkerley:
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]
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 October 27, 2008, Hawaiian announced that prior to the arrival of its new A330s, it would lease two additional Airbus A330-200 aircraft, beginning in 2011, at the same time extending the leases of two Boeing 767-300ER aircraft to 2011 (to be withdrawn from service coincident with the delivery of the A330s).[73] Two weeks later, the airline announced the lease of an additional A330-200 for delivery in the second quarter of 2010, along with negotiating for delivery of one aircraft from the earlier lease agreement to be moved up to the same quarter.[74] In December 2010, Hawaiian ordered an additional six A330-200 aircraft, bringing the fleet total to 15.[75] Further lease agreements were signed with Air Lease Corporation (one aircraft),[76] and three aircraft each from Hong Kong Aviation Capital,[77] and Jackson Square Aviation[78], bringing the A330-200 fleet to 22. In July 2015, Hawaiian announced the lease of an A330-200 from Air Lease Corporation.[79] The purchase of another A330-200 was announced in December 2016.[63]
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.[22]
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In August 2012, Hawaiian announced an upgrade to its economy-class inflight U.S. mainland service. Among the upgrades were a new menu, a complimentary glass of wine on lunch/dinner flights and a free tropical cocktail before landing on breakfast flights. This was in contrast to other airlines cutting back on meal service.[99] According to Hawaiian's CEO Mark Dunkerley:

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