The history of Hpa-An is rooted in antiquity, as the region itself has been inhabited for thousands of years. According to historical records, the city was founded by the Mon people in the 7th century and quickly evolved into a significant cultural and trade center. According to one legend, the city's name translates as "the frog's vomit" (or ejection), referring to a myth about a battle between a dragon and a frog king. Statues of these mythical creatures still adorn the Shwe Yin Myo Pagoda today.
Several key factors contributed to Hpa-An's rapid development. Its geographical location on the banks of the Thanlwin (Salween) River played a crucial role, making the city a convenient hub for river trade and transportation. Subsequently, trade became even more significant due to its proximity to the Thai border and the development of the road network. Finally, its political status was strengthened after Myanmar's independence, when Hpa-An became the capital of Kayin (Karen) State, sparking administrative and social growth.
Since its founding, Hpa-An has been not only a commercial hub but also an important spiritual center. The karst mountains and caves surrounding the city, such as Sadan and Kawgun, have served as sites for religious rituals since ancient times. Some of them still preserve wall reliefs and thousands of clay Buddha images dating back to the 7th century. Throughout its long history, the city has been influenced by Mon, Burmese, and—during the colonial period—British cultures. Today, Hpa-An is known as a center of Karen culture, reflected in local traditions, crafts, and cuisine, while its markets are famous for their lively trade.