This is a question I get asked a lot. A trip to Hawaii isn’t cheap and it’s a long haul over there so most people want to make sure they’re picking the best time to go. While I think anytime is a perfect time, some months are better than others depending on what’s important to you. When choosing dates to travel, most people are driven by price, weather, or wanting to experience something seasonal (like seeing the humpback whales).
When is the best weather?
As far as weather goes, Hawaii is pretty temperate year round, but their seasons technically match ours on the mainland. Our summer is their summer and our winter is their winter. “Winter” is a relative term in Hawaii, but what it mostly means are big waves and more rain. Winter is the wet season in Hawaii so while most resort areas on the Hawaiian islands occupy the leeward (dry and sunny) side of the island, if you’re venturing to the north shore or any jungle areas, you’ll likely experience more rain in the winter months. It’ll also be much lusher and greener and you’ll see more waterfalls.
The winter months also bring big swells and surf competitions (on Oahu) and many stellar snorkeling spots (Honolua Bay on Maui, Waimea Bay on Oahu, and Tunnels on Kauai) aren’t snorkelable (is that a word??) in the winter. But you will get to see some of the best surfers in the world taking on some of the world’s most famous breaks.
The difference is “winter” and “summer” is a bigger deal to locals than tourists. Unless you’re visiting the higher elevation areas of Maui and the Big Island, you aren’t likely to notice a difference. Just remember, winter generally means more rain. And while hurricane season in Hawaii is technically June-November, hurricanes are extremely rare.
When is the cheapest time to go?
The biggest factor in saving money on your airfare to Hawaii will be picking the right time of year to go. I know sometimes you don’t have any options with this…you’re working around school breaks, holidays, and work schedules, but if you have ANY flexibility about when you schedule your trip to Hawaii, this will be your biggest savings point.
There is no “off season” in Hawaii. The weather is pretty consistent and people from all over the world flock to Hawaii year round. I like to classify the 3 distinct travel periods to Hawaii as peak holiday season, peak summer season, and shoulder season.
Peak Holiday Season
The winter holidays (Christmas and New Year) are the most popular time to visit Hawaii and also, the most expensive. Airfare skyrockets this time of year and you’ll pay a premium at every resort and condo in the islands. If you’re traveling on a budget, avoid Christmas! I would block out the last two weeks of December and the first week of January.
Wish you had a go to resource for the latest Hawaii news, brand new things to do, special weekly deals and promotions? My newsletter is just that! Whether it’s the latest conditions with the volcano or construction updates, you’ll hear about it in my newsletter. I’ll also keep you in the know about the latest booking specials and deals and highlight some of my favorite vacation rentals every week. You don’t want to miss out on this! So sign up below!
Peak Summer Season
June, July, and the first half of August are when summer crowds flock to Hawaii. Though nothing like Christmas in terms of crowds and prices, the summer months still attract a fair number of visitors and airfare prices sometimes reflect that. If you’re working with some kind of external factors (school schedules, ability to take vacation days from work, etc.) summer is still a good time to plan a trip to Hawaii. You may not find airfare at its rock bottom, but you can still find plenty of bargains during this time of year.
While summer is cheaper than the holidays, it’s still quite crowded (kids are out of school) and while not as expensive, also isn’t the cheapest time of year to go.
There are two main shoulder seasons in Hawaii: between the peak holiday and peak summer seasons (this would include stretches from January to May) and between the peak summer and peak holiday seasons (this would include stretches from mid August to mid December). There are a couple of exceptions during these periods including the spring break period in March (no specific dates since it’s regional but this generally affects the 2nd and 3rd weeks of March the most), the week or so around Easter in April, and Thanksgiving in November.
When are the whales in Hawaii?
Humpback whales migrate to the Hawaiian Islands every winter to feed, breed, and have their babies. The first ones usually arrive by late October or early November and they’ll stick around through April with February being the peak of the season.
Feeling a little overwhelmed with trying to plan the perfect Hawaii vacation? I’ve got just the thing for you!
Hawaii Dreamin’! I’ve put together the BEST guide to planning your trip to Hawaii you’ll find anywhere! This is the information and the process that I use to plan my trips to Hawaii.
Check it out here.
I’ve included information on everything from when to go to which island to visit to where to stay to how to plan your days. And it’s all broken down by a trip planning timeline so you’ll know when to book what.
So what exactly do you get? With Hawaii Dreamin’, you’ll get 9 PDF guides: Trip Planning Timeline, When to Go, Which Island to Visit, Where to Stay, Booking Airfare, Renting a Car, How to Plan Your Days, How to Make Your Own Google Maps, and What to Pack.
You’ll also get access to my popular Maui, Kauai, and Oahu itineraries. Each itinerary comes with 10-15 pages of commentary explaining why I recommend doing certain things (plus various options to suit your interests).
This is basically vacation in a box, friend! Just add a bit of salt water and you’re in for the trip of a lifetime!
Click here to grab Hawaii Dreamin’.
Love this post? Pin it for later!