When it comes to the best time to visit the island, there hardly is a “best time.” Oahu is one of those magical places that offers visitors near-perfect weather all year-round. Temperatures usually average low to mid 80s with sunny skies most of the time. Though there is little rainfall throughout the year, those months with the least amount of rainfall are May through October. When it does rain, the showers are usually light and brief.
Are you a surfer? Oahu’s North Shore is famous for its massive waves in the winter months. If you’re looking to catch perhaps the biggest wave of your life, head to the island between November and March – but ONLY if you are an experienced surfer.
As far as accommodations and getting the best deals, travelers should stick with the off-peak months of April and May and August through November, when demand for rooms is lower. Unless you enjoy crowds and overpaying for accommodations, food and souvenirs, avoid visiting Oahu during all holidays, particularly Christmas.
With all of this in mind, the absolute best time to visit the island is May through September, unless, again, you’re an avid and experienced surfer looking to catch “the big one.”
No matter what time you go, the dolphins will be waiting to meet you and swim with you.