That depends on how many days you have! For a 5-day trip, a great option is making your base in Maui and taking a day trip to one nearby Lana'i or Moloka'i. A week or 10 days is enough to enjoy a few nights each across 2 islands. And if you’re planning on 2 or 3 weeks, you could easily visit the 3 largest islands (Maui, Oahu, and Big Island).