When is the best time to travel to Hawaii?

My Vacation Lady LOVES Hawaii and we always say that we would live there if we could afford a shack on the beach with internet access 🙂

We often get asked about what the best time of year is to take a dream vacation or honeymoon in Hawaii.  In our humble opinion, there is never a bad time to travel to Hawaii.  It is one of our favorite destinations but there are some times of year that are better than others.

Many people think that they should go to Hawaii in the winter because it’s cold where they live.  In reality, the winter months are often the rainiest.  But this also varies by island and even which side of the island you are visiting.  This handy chart can show you the average monthly temperatures and amounts of rainfall.

If you break it down by season,


  • This is high season in Hawaii but not necessarily the best time to travel.  The prices will typically be higher so you’ll expect to pay a bit more in these months.
  • The surf is a bit higher so this is a great time for surfing and surfing events.
  • The temperature will still be in the high 70’s but cooler in the evening.
  • The trade winds might make the temperature feel a bit cooler.
  • It is whale watching season so that’s a plus.
  • Waterfalls will be quite lush but that might be due to the higher rain fall totals in these months.


This is one of our favorite times to travel to the Hawaiian islands.

  • The rain is less and the trade winds tend to die down a bit.
  • After the Easter vacations, prices are downright cheap (or at least compared to the winter months)
  • The surf is calmer and the water temperature is in the high 70’s
  • The flowers are blooming in full force.
  • Prices for flights and hotels are typically low
  • The last week of April and first week of May are when many Japanese visitors arrive to celebrate Golden Week, so those might be times to avoid Oahu.


Although this is typically lower season in Hawaii, don’t be fooled.  Since it is PEAK travel season, Hawaii is very popular in the summer months.

  • Airfare is going to be the highest during the summer months (especially if you are flying from the East Coast)
  • Hotels will be more crowded with families (and please remember that Hawaii is a family friendly destination)
  • The weather will be the warmest and can reach the high 80’s and maybe even the 90’s but the humidity may make it feel warmer.
  • The surf is pretty low so not the best time to go surfing
  • Water temperature is warmest
  • Some of the waterfalls may not be as lush because there is much less rain than in winter months.
  • On the very rare occasions that hurricanes might hit, it is still hurricane season in Hawaii.

Should any of this scare you away from visiting Hawaii in the summer– absolutely NOT!


This is typically the time when My Vacation Lady travels to Hawaii– for a number of reasons:

  • Prices are lower than in the summer and fall months.  Airfare from the NY region has been as low as $600 round trip in the last couple of years from October- early December.
  • Once the kids go back to school, the hotels are less crowded.  This also means many more 5th night free promotions.
  • It is a bit rainier but not as much as during the winter.
  • Surf is kicking up a bit.
  • The Bonzai Pipeline surf competition starts in Oahu.
  • Halloween in Waikiki and Lahaina is a blast!!
  • With the exception of Halloween, Thanksgiving week and Christmas week, the crowds are pretty light.

As a Hawaii Destination Specialist, My Vacation Lady can help you plan your dream honeymoon or vacation to Hawaii.  Give us a call- regardless of the weather, it’s still paradise to us!

By |May 9th, 2016|Categories: All|Tags: , , , , , |0 Comments

About the Author:

Mindy Gilbert of My Vacation Lady has been helping clients, just like you, plan their dream vacations, cruises and honeymoons since 1994.