In March 2003, Hawaiian Airlines filed for Chapter 11 bankruptcy protection for the second time in its history. The airline continued its normal operations, and at the time was overdue for $4.5 million worth of payments to the pilots' pension plan. Within the company, it was suggested that the plan be terminated. As of May 2005, Hawaiian Airlines had received court approval of its reorganization plan. The company emerged from bankruptcy protection on June 2, 2005, with reduced operating costs through renegotiated contracts with its union work groups; restructured aircraft leases; and investment from RC Aviation, a unit of San Diego-based Ranch Capital, which bought a majority share in parent company Hawaiian Holdings Inc in 2004.

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.
On March 31, 2011, Hawaiian announced that they will be renovating the check-in lobby of the inter-island terminal at the Honolulu International Airport (Hawaiian's main hub). Hawaiian, the only occupant of the inter-island terminal, will be removing the traditional check-in counter, to install six circular check-in islands in the middle of the lobbies. Those check-in islands can be used for inter-island, mainland, and international flights.[38]
I’ve talked with a lot of pilots over the years, both men and women who fly for major carriers like American and British Airways. For the most part, they are very nice people. But, when they tell us to do something, we have to obey because a pilot's word is law on a plane. The good news is, their biggest concern is for our safety. In that spirit, here's a list things passengers should never do. Don't... Continue reading
Starting December 1, 2017, guests in the main cabin on Hawaiian flights between Hawaiʻi and Western U.S. gateway cities will be treated to complimentary meal service exclusively created for the airline’s new Pau Hāna Café brand. The Pau Hāna Café, branded meals made exclusively for the airline, consists of a continental breakfast box for brunch and hot sandwich and side for lunch. Pau Hāna, a Hawaiian term for “finished work,” is a time to relax and unwind after a long workday.[97] The meal service will be followed by coffee and a sweet treat for dessert. A parting Mahalo service features the carrier’s popular Kōloa Breeze cocktail, featuring Kōloa Rum from the Island of Kauaʻi, and the airline's signature Pau Hāna snack mix.
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] 

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.

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]


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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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]
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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