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At the top of the Maui Meadows neighborhood above Wailea, Rick and Dale Pounds have done much to make their affordable B&B one of Maui’s classiest. The hillside location offers respite from the shoreline’s heat—and yet it’s just a few minutes’ drive to the beaches, shopping, and restaurants of both Kihei and Wailea. The tastefully designed cottage has a decent-size kitchen and living room, smallish bedroom, washer/dryer, and a sweet outdoor shower. The poolside studio is a single, long room with a huge kitchen and barstool seating. The suite next door has two bedrooms and a kitchenette. You aren’t forced to be social here; continental breakfast (fresh fruit, juice, muffins, coffee) comes stocked in your kitchen. And with just three units, the luxurious pool deck is rarely ever crowded.