The Kannai region was part of the ocean until the Edo period, when Yoshida Shinden was reclaimed in 1667. Upon reclamation, the streets were lined up according to a grid plan. And towns in the region were auspiciously named after individuals involved with the reclamation, Noh songs, and Hyakunin Isshu, rather than any ancient names. During the Edo period, Yokohama-mura was a remote village adjacent to the Kanagawa-juku, one of the 53 stations of Tōkaidō. Upon being demanded by the United States, the Tokugawa shogunate declared Yokohama-mura to be a part of Kanagawa, and then opened its port. The Tokugawa government chose the remotely located Yokohama-mura, to prevent foreigners from entering the bustling Kanagawa-juku. Upon the opening of the Port of Yokohama in 1859, Kannai became the commercial center of the foreign settlement and home of international trading companies and diplomatic missions, similar to Dejima in Nagasaki. As the foreign settlement rapidly expanded, further residential areas, churches, a cemetery and schools were added on the nearby elevated YamateBluff overlooking the harbour. The historic Osanbashi Pier was built adjacent to Kannai in 1894, and has been the internationalpier of the Port of Yokohama ever since. Since the opening of the Port of Yokohama, Kannai saw a sudden influx of Western culture. According to the Yokohama Municipal Government, the Kannai region boasts many "firsts in Japan", such as ice cream, beer, and gas lamps. A road was built from Kanagawa-juku to Yokohama-mura. And on this road, the Yoshida Bridge was built across Yoshida River, a branch of the Ōoka River. There was a Kanmon, a "checkpoint", on this Yoshida Bridge. The area inside the Kanmon was called Kannai. Within Kannai, the current location of the Kanagawa prefectural office marked the boundary between the Japanese settlement area on the west, and the foreign settlement area on the east. In 1860, canals were built in addition to the existing rivers, so that Kannai was completely surrounded by water. There was a Kanmon placed on each bridge, to restrict access, and to prevent contact between samurai and foreigners. The samurai were not allowed into Kannai. After subsequent modernizations over the years, the Kanmon lost its significance, and was eventually removed. However, even after the abolishment of the Kanmon, the name Kannai remains popular to this day. Examples of Modern western architecture built in the 1920s and 1930s still remain in Kannai. Buildings of note include:
Today, Shuto Expressway and Ōdōri Park occupy the former location of the Yoshida River. The bridge has become part of the road. And a stone monument is all that remains to show the location of the bridge and the river. Today, Bashamichi Street adjoins Yoshida Bridge with the former settlement area of Kannai. On the other side of Yoshida Bridge is Isezakichō. The vicinity of Isezakicho was outside the Kanmon, and was called Kangai. Today, the name "Kangai" has lost its currency, while "Kannai" remains in popular use. The JR Kannai Station is based on this name. The Kannai district has seen a revival after the inauguration of the Minato Mirai Line in 2004, with better connections to the popular Yokohama Station and Minato Mirai 21 regions. In recent years, due to a change in societal and economic conditions, old office and store buildings are being torn down, in favor of new condominiums; and this has presented challenges for city planning.