David Richardson of Hawaii Life represented the buyer of a $42 million home on Maui that sold off-market in October. Mr. Richardson, who declined to identify the buyer, said prices have escalated across all price points. “I’ve been doing this for 40-plus years and I’ve never been in a market like this,” he said. “You put a number out and within 24 hours, unless it’s really stupid, you have four or five offers.”

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