Best Western Pioneer Inn
Built in 1901, the Best Western Pioneer Inn is the oldest continually operating hotel in Hawaii. The mid-range hotel’s greatest asset is its harbor-front location in downtown Lahaina — though there aren’t any beaches within walking distance. The historic property looks much like it did at the turn of the century, with its colonial exterior, charming front porch, and gingerbread trim. The hotel’s 34 rooms are classic spaces with wood furniture and white linens, but the decor is more generic than historic. On-site amenities include a small outdoor pool, popular full restaurant (with happy hour and live music), and small event space. Travelers looking for a beachfront property may prefer the Kaanapali Ocean Inn, though it isn’t historic and tends to be pricier.