As with all the islands, Oahu does see a bit more rain during the winter months, especially on the leeward (east) side. Typically, showers are scattered and the sun quickly returns after a brief rain storm. Plus, there's the added benefit that rain keeps the island nice and lush. Not to mention, winter is prime whale watching season. For more detailed information about the weather, check out our Oahu Weather article.

Accommodations wise, you'll find better deals during the months of April-May and August-November, when demand for rooms is lower. The holidays are the busiest time on the island, and the increased demand sends prices rocketing. This is especially true during Christmas, when the island feels quite crowded, in our opinion. For more information on accommodations on Oahu, be sure to read our article about Where to Stay on Oahu.

So, taking into consideration the crowds, the weather, and accommodation prices, we believe the best time to visit the island is either mid to late May or anytime in September. April is usually a good month, but the last week in April is Golden Week in Japan and that typically means a large swell of Japanese visitors to the island during that period.