You’re planning a trip to Hawaii…wahoo!! How exciting! But it can also be pretty overwhelming…I mean, how do you even know where to start? While you’ll find detailed posts on topics like choosing the best time to go, picking an island, booking accommodations and flights, etc., on my blog, this timeline will let you know exactly when you should be tackling each one of these tasks to insure that you have the most options available for the best prices.
If you’re planning this trip over a year in advance, use this time to do preliminary research about when the best time to go will be (for your circumstances) and choosing an island (or two).
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Your accommodations should be the first thing you book. If you’re traveling during peak times, many places book up almost a year in advance. Of course, you’ll usually be able to find some place to stay if you wait until the last minute, but booking your accommodations in advance will insure that you have the most options available to you. This is especially relevant if you’re looking at condos or Airbnbs. The best properties (and best deals) will start to disappear if you wait too long.
Where you stay on the island will have the biggest impact on your vacation. First, you’ll have to decide what TYPE of place you’re going to stay at (and this will have a lot to do with your budget). Do you want a luxury beach resort? Looking for a condo? Are you open to staying in a vacation rental away from the beach? Are you determined to stay beachfront but need to stick to a specific budget? Depending on what type of accommodations you’re looking for, that may lead you towards staying on a particular part of the island.
Each island has its different resort areas. You’ll either end up finding the perfect place to stay and then by default end up setting up camp on that part of the island, or you’ll do research and know which part of the island you want to stay on and then look for a place to stay around there that works for your budget.
Wherever you decide to stay, I DO NOT recommend staying at a fabulous beach resort and NEVER LEAVING THE RESORT. Hawaii is too fabulous to go all that way and spend your whole trip lying under an umbrella at the beach. If you want that, go to Mexico. That doesn’t mean that Hawaii isn’t for beach bums though! For me, the perfect trip to Hawaii looks like this: get up early, have breakfast, go on some type of adventure, come back to the resort and bum around the pool and beach all afternoon, and then get cleaned up and go out to dinner. But to each their own. Find out what works for you, but please, get out there and SEE Hawaii!!
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