The most important challenges faced in the field of integrated land-use management are (i) harmonizing and integrating different datasets, (ii) selecting appropriate indicators, (iii) fitting suitable models to adequate scales, and finally (iv) integrating data, indicators and models into systems that allow both a high level of participation and flexibility with the adaptation to a variety of questions and applications. The articles of this special issue "Squaring the Circle? Combining Models, Indicators, Experts and End-Users in Integrated Land-Use Management Support Tools" demonstrate the challenges that are related to this topic. The case studies present examples of such integrated systems in order to recommend best practices to support land-use management and to reveal existing shortcomings. As a conclusion, seven features of a successful applicable integrated land-use management support system are derived: (1) ability to deal with discontinuity in information and datasets, (2) contribution to solve the problem of indicator diversity, (3) structuring the decision-making process, (4) support of participation processes in generating decisions, (5) development, comparison and evaluation of land-use alternatives, (6) assessment of the efficiency and trade-offs of management options, and (7) assistance of stakeholders in group communication processes.