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Guayama (Spanish: [?wa??ama]), officially the Autonomous Municipality of Guayama (Spanish: Municipio Autónomo de Guayama) is a city and municipality on the Caribbean coast of Puerto Rico. As of the 2010 U.S. Census, the city had a population of 45,362. It is the center of the Guayama metropolitan area, which was home to 84,214 in 2010.

During the early years of the Spanish colonization, the region known today as Guayama was inhabited by Taíno Indians. The indigenous population in this area decreased due to slavery and migration to the Lesser Antilles. The following centuries, the region was under attack from the Taíno rebellion, Caribs and pirates. The town was founded on January 29, 1736 as San Antonio de Padua de Guayama by then Spanish Governor Matías de Abadía, although there is knowledge of it being populated by native Indians as early as 1567. Guayama took its name from an Indian leader, or cacique who governed the Southeastern region of the Island, the Guamaní cacique and the Guayama cacique. The meaning of the Indian name is "Great Place" (in Spanish Sitio Grande). It was Governor Don Tomás de Abadía who officially declared Guayama a "pueblo" (town) with the name of San Antonio de Padua de Guayama. That same year the Catholic Church in town, San Antonio de Padua, was declared a Parish. In 1776, Guayama had 200 houses, the church and a central plaza and the total population was approximately 5,000 villagers. Construction on Guayama's Parroquial church of San Antonio de Padua began in 1827 and was completed 40 years later. In 1828 the construction of the King's House (Casa del Rey) was completed and the church was rebuilt as well. Earlier that year, Guayama was hit by a terrible fire that destroyed 57 houses and 9 huts. Guayama territorial order was altered at different times through the years. Some of the most populated neighborhoods were segregated to form new towns. Patillas was established in 1811 as an independent municipality. In 1831, the territory comprised the neighborhoods: Algarrobos, Ancones, Arroyo, Carreras, Guayama Pueblo, Guamaní, Jobos, Machete, and Yaurel. Later, Arroyo was divided into Arroyo Este and Arroyo Oeste and neighborhoods emerged: Pozo Hondo, Palmas de Aguamanil, Caimital, Pitajayas, Cuatro Calles, Sabana Eneas, Palmas, and Salinas. The latter had been segregated from Coamo.

In 1855, Arroyo was separated to become an independent municipality, taking the neighborhoods: Ancones, Arroyo, Yaurel, Pitajaya, and Cuatro Calles. By 1878, Guayama was a department head including: Comerío (then Sabana del Palmar), Cidra, Cayey, Salinas, Arroyo, San Lorenzo (then called Hato Grande), Aguas Buenas, Caguas, Gurabo, and Juncos. The development continued with the construction of the town cemetery in 1844, the slaughterhouse and meat market in 1851, and a wooden theater of two levels in 1878. By then Guayama had fourteen sugar plantations operating with steam engines and three with ox mills. Also practiced in this municipality was the exploitation of lead mines by the company "La Estrella", owned by Miguel Planellas, as well as the mineral galena, by the company "La Rosita", owned by Antonio Aponte. In 1881, Guayama is declared a Villa (First Order Municipality).

During the Spanish–American War, American forces under General Nelson A. Miles landed at Guánica near Ponce on July 25, 1898. The landing surprised the United States War Department no less than the Spanish, as Miles had been instructed to land near San Juan (the War Department learned of the landing through an Associate Press release.) However, en route to Puerto Rico Miles concluded that a San Juan landing was vulnerable to attack by small boats, and so changed plans. Ponce, said at the time to be the largest city in Puerto Rico, was connected with San Juan by a 70-mile military road, well defended by the Spanish at Coamo and Aibonito. In order to flank this position, American Major General John R. Brooke landed at Arroyo, just east of Guayama, intending to move on Cayey, which is northwest of Guayama, along the road from Ponce to San Juan. General Brooke occupied Guayama August 5, 1898, after slight opposition, in the Battle of Guayama. On August 9, the Battle of Guamaní took place north of Guayama. A more significant battle, the Battle of Aibonito Pass, was halted on the morning of August 13 upon notification of the armistice between the United States and Spain.