Hi Dawn,
Great to hear you are considering Chile!
About beach towns that attract expats:
Viña and Valparaiso are probably the most attractive ones. They are both very close to each other - so much that they feel like one city, although they are both very different: Valparaiso is more bohemian and attracts younger people, artists, tourists. Viña is elegant and more expensive.
I know there are some expats living in Algarrobo and others in La Serena.
I'm not sure about Zapallar and Cachagua. I know expats love going for holidays there, but I'm not sure if there are many actually living there.
And finally, Pichilemu and the surrounding area is growing. It is a surfer beach. The first Montessori school was opened there last year. The surrounding areas are growing to (like Matanzas - another surfer beach). And it is relatively close to Santa Cruz and that wine producing region. The whole VI region is actually very interesting - I'd definitely keep an eye on that area.
Anyway, if you would like to talk a little more, please feel free to contact me either via e-mail ([email protected]) or Skype (avdessauer).
And let me know if you when you come to Chile, I would be happy to show you around! :)