The fostering and empowerment of water user associations (WUAs) has been regulated by the Minister of Agriculture since 2012. However, the implementation of this guideline varies. Some water user associations have achieved improvement, while some others have not. This study discusses how a WUA in the villages that use Bengawan Solo River water has successfully managed the irrigation. One of the factors leading to the success of this WUA is the stakeholder engagement in the agricultural irrigation management and farm business. This study was conducted from June 2016 to June 2017 by employing a qualitative approach. It aimed to identify and understand the stakeholder engagement in agricultural irrigation management by: 1) conducting an analysis on stakeholder power and interest indices, 2) mapping the positions, responsibilities, and obligations of stakeholders, and 3) identifying the stakeholder engagement in agricultural irrigation management. The research results are as follows: a) the analysis using Likert scale showed that the power index reached a value of 0.76, while the interest index reached a value of 0.78; b) the mapping of internal stakeholders, especially the responsibilities and obligations, has been regulated under the Articles of Incorporation of WUAs and obligations of external stakeholders, especially the government in making government regulations, irrigation infrastructure support, and flood prevention; c) cooperation of the stakeholders has an important role in the agricultural irrigation management and in solving the problems faced by WUAs.