Hispaniola
The primary indigenous group on the island of Hispaniola was the Arawak/Taíno people. The Arawak tribe originated in the Orinoco Delta, spreading from Venezuela. They travelled to Hispaniola around 1200 CE. Each society on the island was a small independent kingdom with a lead known as a cacique. In 1492, which is considered the peak of the Taíno, there were five different kingdoms on the island, the Xaragua, Higuey (Caizcimu), Magua (Huhabo), Ciguayos (Cayabo or Maguana), and Marien (Bainoa). Many distinct Taíno languages also existed in this time period. There is still heated debate over the population of Taíno people on the island of Hispaniola in 1492, but estimates range upwards of 750,000.
Spanish Empire
Following the settlement of Hispaniola, Europeans began searching elsewhere to begin new settlements, since there was little apparent wealth and the numbers of indigenous were declining. Those from the less prosperous Hispaniola were eager to search for new success in a new settlement. From there Juan Ponce de León conquered Puerto Rico (1508) and Diego Velázquez took Cuba.