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Many older rentals on Kauai’s South Shore were built for trade winds rather than air conditioning, which is why guests ask about it before almost anything else. Eighteen of our Poipu vacation rentals are air conditioned, from two-bedroom condos to a six-bedroom house that sleeps sixteen. It matters most in late summer and early fall, when Poipu is at its warmest and the trade winds can drop away for days at a time. Browse the air-conditioned homes below, or narrow further to the oceanfront rentals and the homes with a private pool.