This site can be helpful:
http://winter.group.shef.ac.uk/orbitron/My background was full of waves (EM, acoustic, Fourier, antennas...) and this helped a lot.
Perhaps the biggest obstacle were all the stupid comparisons by the Press, with all the "surfer and wave at the same time"...
For orbitals you can say "the electron is a wave" and that's enough.
O yes, over-simplified models made things more complicated to me: plane waves without any spatial nor temporal bounds, 2D or 1D mathematical solutions...
What about beginning with the atom? It illustrates nicely the non-local particle, the equivalence between basis with propagating and standing waves (on p orbitals, doughnut or peacock shaped), the uncertainty on the XYZ spin (with p orbitals), interferences by superposition of states and link with E-field polarization and photon emission or absorption, and stability of stationary states, entanglement of photons... I feel the atom very concrete, and a door to more general ideas.
Difficulties... I only I had just one biggest! Particle spin, exclusion principle. Also: why should a photon interact sometimes with one single electron and sometimes (diffraction by crystals) with many ones. And of course, things like EPR, when mental representations by just a deterministic wave able to behave as an uncertain particle isn't enough. As well, multi-photon absorption and frequency doublers, which I feel fit the wave models only without the usual particle rhethoric.