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A ship’s figurehead announces this historic inn in the center of Maui’s old whaling town. Each tiny, antiques-stuffed room has a private bathroom, air-conditioning, and two rocking chairs on a lanai overlooking Lahaina’s action. Rooms 7 and 8 have views of the glittering Pacific. Downstairs is Lahaina Grill, one of the island’s most celebrated restaurants. You won’t need a car while staying here—shopping, restaurants, and marine activities are immediately outside your door—but you will need earplugs; this is an urban area, and garbage trucks rumble past in the early morning. The front desk closes at 7pm, so make sure you have everything you need before they leave for the day. Guests have beach, pool, and tennis privileges at the inn’s sister property, the Royal Lahaina Resort in Kaanapali.