While you may need a light sweater or light jacket in the evenings during your trip, Hawaii's high humidity and sunny, pleasant temperatures create the perfect beach weather to swim and get some sun.
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In certain parts of Hawaii, it can also rain frequently, so it's a good idea to bring a packable lightweight rain jacket with you.
Aloha attire for women : Slacks and a blouse are great as well as an aloha-style dress and sandals. Aloha attire for men: Aloha shirts (obviously) with either loose fitting pants (think linen or cotton) or tasteful length shorts. Polo shirts are also great.
Thanks to warm daytime temperatures and just as warm ocean waters, winter in Hawaii is the same dream vacation as summer in Hawaii. The average daytime winter temperature sits around 78°F. Compare that to the average daytime summer temperature of 85°F, and most won't even notice the difference.
Hawaii is generally warm year-round, but sometimes you might encounter a short cold spell when visiting in the winter months. Bring a light jacket (ideally a breathable, rainproof jacket) or sweater. You'll probably want to have a sweater or jacket just for the flight to Hawaii.
It can be breezy on the beach in the evenings, you might want a light sweater then if you're someone who runs cold. Otherwise you'll only need warm stuff if you're going to the higher elevations like Volcano National Park, the big Maunas, Haleakala, etc.
However, many people don't realize the need for warm layers on Maui. The top of the volcano can drop below 40 degrees (or even snow!), requiring long pants, closed shoes and socks, a long sleeve sweatshirt and light, weather-proof jacket. A sweatshirt is also a great idea for morning boat charters or helicopter rides.
The best time to visit Hawaii is between March and September. This is when the islands see the highest temperatures and the lowest amount of rain. It's the perfect time to enjoy the beach or the water.
January and February are very similar in Hawaii. On the one hand the ocean is a couple degrees warmer in January and it's slightly less busy (except New Year's week). And we've observed better prices on airfare in January versus February. But January usually has more rainfall.