Pineapple harvesting is a key step in pineapple field production. At present, pineapple fruits are usually picked manually. With decreasing labor resources and increasing production costs, machines have been used instead of manual picking approaches in the modern pineapple industry. This paper briefly describes the basic situation of pineapple planting worldwide. Based on the degree of automation of mechanized pineapple harvesting equipment, the main structural forms, core technologies, and operation modes of semi-automatic, automatic, and intelligent pineapple harvesting equipment are summarized. The research status and existing problems of key pineapple fruit picking robots, such as fruit recognition, maturity classification, positioning, and separation of pineapple fruits, are analyzed. Considering the problems of pineapple harvesting equipment, such as difficulty entering the ground, low harvesting efficiency, low picking success rate, and fruit damage, innovative future research directions for mechanized pineapple harvesting technology are proposed, such as combining agricultural machinery and agronomical principles, integrating mechanized, automated, and intelligent technology, and developing modular designs and generalized approaches.