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Big Island Hawaii: Itinerary & What to Wear

We all know Cabo is my favorite place on Earth, but I have to say, Hawaii is a very close second. Time moves so slow here, the people are so nice and chill, the weather is perfect, and what’s better than waking up to a view of turquoise waters? We love our family vacations on the Big Island and we got a taste of traveling as a family of 5. We explored, we played, we had date days, and had So. Much. Fun.

Here is an itinerary for the Big Island of Hawaii and everything that I wore:

Stay: Kailua-Kona town


  • Any local poke shop is going to be fire
  • Lava Lava Beach Club
  • Don’s Mai Tai Bar @ The Royal Kona Hotel
  • Acai Co.
  • Kona Coffee
  • Green Flash Coffee
  • Kona Brewing
  • Humpy’s Big Island Alehouse
  • Volcano House (at Kilauea Volcano)
  • Hawaiian Style Cafe (Waimea)
  • Fresh Off the Grid (Kapaau, great pull off spot after hiking Pololu Valley)


  • The Seahorse Farm
  • Night Swim with Manta Rays
  • Lounge at Mauna Kea Hotel
  • Visit one of the island’s volcanoes in Volcano National Park
  • Anaeho’omalu Bay (clearest water perfect for swimming/tanning/seeing Turtles)
  • Pololu Valley Lookout/Hike

What to Wear: Casual, breezy, simple.

Kristen Louelle



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