The development of ideal hole-transporting materials (HTMs) is crucial for enhancing the performance and stability of perovskite solar cells (PSCs). The HTMs play an important role in extracting holes from the perovskite layer and protecting the perovskite from moisture and other environmental degradation. Here, we are report for the design of six novel carbazole-based donor-acceptor-donor (D-A-D) type HTMs, incorporating linear hexyl and ethyl hexyl chains with electron-withdrawing fluorine and cyano substituents, which can be synthesized through a straightforward synthetic route. Before synthesis, it is essential to do theoretical study to understand the structure-property relationship, which is fundamental for developing highly efficient HTMs. Out of the six designed materials, only one HTM (DCZH) was synthesized, and its experimental results were compared with theoretical data. The synthesized HTM (DCZH) exhibited favourable photophysical properties and appropriate highest occupied molecular orbitals (-5.26 eV) energy levels for compatibility with perovskite materials. The photophysical characteristics of DCZH, including its Solvatochromism in various solvents and aggregation-induced emission enhancement (AIEE) behaviour in a THF: H2O mixture, were systematically investigated. We also investigated the influence of fluoro and cyano-substituted carbazole structures on Frontiers molecular orbitals and the density of states using DFT techniques. The predicted features of the investigated HTMs indicated that these newly developed carbazole derivatives, particularly DCZH, exhibit properties consistent with efficient HTMs and therefore show potential as candidates for future application in perovskite solar cells.