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(1) Background: Hom-type algebras, proposed by Yau, generalize classical algebras via twisting maps. Dendriform and tridendriform algebras, introduced by Loday and Vallette, decompose associative multiplications and play significant roles in algebraic K-theory and operad theory. Rota–Baxter operators, originating from analysis and probability, have become a vital bridge connecting multiple disciplines. The $\pi$-graded structure, a classical tool in algebra, decomposes algebraic objects into direct sums indexed by a monoid $\pi$. (2) Methods: We systematically investigate constructive approaches for Rota–Baxter operators on Hom-$\pi$-algebras, establish the stepwise structural derivation chain among Hom-tridendriform, Hom-dendriform, and Hom-associative $\pi$-algebras, and characterize the equivalence between generalized Rota–Baxter systems and dendriform structures in the Hom-$\pi$ framework. (3) Results: We present several systematic constructive methods for Rota–Baxter Hom-$\pi$-algebras, including Yau twists, iterative endomorphism twisting, centroid element modifications, and monoid tensor lifting. We prove the structural equivalence between Rota–Baxter Hom-$\pi$-systems and Hom-dendriform $\pi$-algebras, and further extend the study to Hom-quadri-$\pi$-algebras with corresponding induction results. (4) Conclusions: The established structural equivalence and derivation relations provide a unified framework for these $\pi$-graded Hom-type algebraic structures, covering Rota–Baxter operators and various dendriform-derived algebras. Full article