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To bring this question to an answered state, I have a good friend in Malta who lives in Valletta and has a vacation flat in Birzebbugia. I put the question to her exactly as you asked it. Presumably by 'city' and 'harbour' you mean Valletta. You cannot rely upon walking through the city to find vacant rooms. You may luck out or may not, but in Valletta ...
On Booking.com the cheapest rooms go for 42USD, even if booking several months in advance. On Hostelworld.com no accommodation is listen for Rancagua. On Expedia.com only Santiago accommodation is listed. Therefore I would say that no conventional accommodation is available in Rancagua for less than 30USD.
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