<![CDATA[Many micro, small, and medium enterprises (MSMEs) selling refillable drinking water still manage customer orders manually through phone calls and instant messaging, resulting in scattered transaction records, delayed responses, and limited operational monitoring. This study aimed to design, implement, and evaluate a web-based Smart Water Ordering System for Olivia MSME by integrating Quick Response Code Indonesian Standard (QRIS) payment, Telegram Bot notifications, and a centralized monitoring dashboard. The system was developed using the Waterfall Software Development Life Cycle (SDLC), encompassing requirement analysis, Unified Modeling Language (UML)-based system design, implementation using PHP and MySQL, and comprehensive system testing. The platform incorporates customer order placement, coordinate-based shipping-distance calculation, cashless transaction processing, and a moderated customer feedback mechanism. Functional validation through Black Box Testing confirmed that all core modules executed successfully without functional discrepancies, with the asynchronous Telegram webhook delivering order alerts in under two seconds. User Acceptance Testing involving 23 respondents (one administrator and twenty-two customers) yielded average satisfaction scores ranging from 4.7 to 4.9 out of 5, demonstrating high user acceptance across usability, interface clarity, feature suitability, information accessibility, and operational support. Practically, the system replaced conventional phone-based communication by centralizing transaction records, automating payment verification workflows, and providing real-time sales analytics through an integrated dashboard. These findings indicate that unifying transactional, payment, instant alert, and administrative monitoring components into a single web application effectively improves operational efficiency and accelerates the digital transformation of small-scale water-refill enterprises.]]>
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