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Kailua is a small beach town, with restaurants, shops, and a business center anchored by Whole Foods. Staying with long-time Kailua residents Paul and Rachel Sheffield (they live in a separate, adjacent house on the property) puts you right in the middle of everything—it’s just a few minutes’ walk to the beach but also a short stroll to Whole Foods, the Sunday farmer’s market, and “town” for groceries and entertainment. (Convenience does have its drawbacks, though—the house is on one of Kailua’s busy streets, which means traffic sounds.) There are two vacation rentals here—a one-bedroom and a studio, each with its own private entry and kitchenette.