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Once you build the stone hammer you go to the Dark Cave and you will find obsidian deposits.
Any of the Lava Isles are where you can find obsidian chunks. There is no "best" place. Also, sometimes you can find them in the rock shops if another player has sold them recently.
In caves. They are formed when water pours over a source block of lava. If it isn't a source block, then it will be turned into cobblestone. Plus there is sometimes lava under obsidian.
Obsidian is created whenever water flows on top of still lava.
You have to make stone tools and then go to the dark cave on island 2. The harvest obsidian option then appears as you pass by deposits. You can also get it in the Volcano Summit in the third island.