Among the first countries to have regular airlines in Latin America and the Caribbean were Bolivia with Lloyd Aéreo Boliviano, Cuba with Cubana de Aviación, Colombia with Avianca (the first airline established in the Americas), Argentina with Aerolineas Argentinas, Chile with LAN Chile (today LATAM Airlines), Brazil with Varig, Dominican Republic with Dominicana de Aviación, Mexico with Mexicana de Aviación, Trinidad and Tobago with BWIA West Indies Airways (today Caribbean Airlines), Venezuela with Aeropostal, Puerto Rico with Puertorriquena; and TACA based in El Salvador and representing several airlines of Central America (Costa Rica, Guatemala, Honduras and Nicaragua). All the previous airlines started regular operations well before World War II. Puerto Rican commercial airlines such as Prinair, Oceanair, Fina Air and Vieques Air Link came much after the second world war, as did several others from other countries like Mexico's Interjet and Volaris, Venezuela's Aserca Airlines and others.
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.
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.