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Deliberate mistake: When the natives abduct Dwan, they grab her and leave in a nanosecond, leaving nothing on the deck. When Jack arrives, there's suddenly a necklace on the deck which helps him figure out what went on, despite being a ludicrous and deliberate McGuffin. Check the beer can and red box as a reference.
Answer: He probably knew it wasn't deep. It's his island; he knew every inch of it. Besides, it's a pool, not an ocean. It most likely had a small underground tunnel which spilled out somewhere on the island.