Maui has accommodations to fit every kind of dream vacation, from luxury oceanfront suites and historic bed-and-breakfasts to reasonably priced condos that will sleep a family of four. Remember to consider when you will be traveling to the islands. Maui has two seasons: high and low. The highest season, during which rooms are always booked and rates are at the top end, runs from mid-December to March. The second high season, when rates are high but bookings are somewhat easier, is summer, June to September. The low season, with fewer tourists and cheaper rates, is April to June and September to mid-December.