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1/19/2019 5 Comments

What to Pack: 10 Days in Hawaii

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I have a confession...I'm a serial over packer. Like I have a serious problem. I don't really mind packing (minus the fact that I ALWAYS feel like I'm forgetting something!) But my strategy for most trips is to just grab whatever looks cute out of my drawers and closet and throw it in a big pile on the bed. But this time around, since I was showcasing my suitcase to the world, I tried to be a bit more strategic about what I was bringing and plan specific outfits for each day based on our itinerary.

Since it is our second time to the islands I had a much better idea of what I would need this time around. As I've mentioned before we are super active on our trips (hiking, biking, snorkeling, etc.) and on our last trip I quickly ran out of active wear. Another lesson learned was how laid back the island life really is. We did go to a few nice dinners and nighttime activites but even at the nicer restaurants you'll blend right in with a sundress and sandals.

Some of our planned activities include:
  • Hiking
  • Snorkeling
  • Golfing
  • Sunset boat cruise
  • Whale watching boat cruise
  • Mountain tubing
  • Sightseeing, shopping, dinners, etc.

Another thing to keep in mind is what to actually pack your stuff in. Sadly Southwest (and their two free checked bags) don't fly everywhere we want to go. But my husband and I always try to still save a few bucks when traveling together. On this trip we plan to fit everything into only one checked bag, two carryons and our personal bags which saves a couple hundred dollars in baggage fees. Well, let's get packing!

Disclosure: Some of the links below are affiliate links, meaning, at no additional cost to you, I will earn a small commission if you click through and make a purchase.

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Clothes/Accessories 
  • 3 tropical sundresses
  • 3 rompers (I have a slight obsession)
  • 4 pair shorts (2 jean; 1 khaki; 1 coral)
  • 2 pair athletic shorts
  • 1 pair athletic capris
  • 1 pair joggers (this is what I like to fly in)
  • 4 athletic topcs
  • 2 casual t-shirts
  • 3 dressy tops
  • 3 tank tops
  • Long sleeve pullover (for travel and visiting Haleakala which gets colder)
  • One light sweater for evenings
  • 1 packing cube of underwear, socks, 3 sports bras, regular bra
  • Pasties (ladies if you haven't tried these you're missing out)
  • 4 swim suits (2 one piece, 2 bikini)
  • 1 jewelry bag 
  • Baseball hat
  • Fedora
  • Beach hat (I have a hat problem okay)

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Shoes
  • 1 pair athletic shoes (I usually travel in these because they take up the most room)
  • Water shoes
  • Hiking sandals
  • Sperry's/boat shoes
  • 2 pair dressy sandals
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Extras/Travel Accessories
  • 2 pair sunglasses
  • Hiking backpack​
  • Beach blanket
  • Wine diaper (you know I'm bringing back that Pineapple wine)
  • Waterproof phone pouch
  • Travel umbrella 
  • Fabric headband 
  • Running belt
  • Maui/Kauai Guidebook​
  • Portable car charger (this was a must last time in the rental car)
​Personal Bag
  • Small crossbody purse
  • Hard copies of all travel documents/itineraries 
  • Books/magazines
  • Phone charger
  • Travel pillow
  • Earbuds
  • Refillable water bottle 
Toiletries 
  • 1 makeup bag
  • 1 shower bag (travel size dry shampoo, hairspray, shampoo and conditioner, hair texturizing spray, body wash)
  • 1 medicine bag (seasick pills, ibuprofen, tums)
  • Hair straightner
  • Bugspray
  • Sunscreen 
  • Bandaids/blister pads
What am I missing? What are your travel must haves? Share with me in the comments below! 
Other blogs you might enjoy:
- A Day in Lahaina Town
- A Day in Upcountry Maui
- Most Insta-worthy Spots on Maui
- Maui Must Sees: 5-day Itinerary
- 5-day Itinerary on Maui (trip #2)
- Top Eats and Treats on Maui
5 Comments
Angela link
1/21/2019 06:57:23 am

I would love to go to Hawaii one day- it is on my list for sure! This was super helpful for my upcoming trip to texas since I tend to overpack as well, ha! Can't wait to see pics from your trip!

Angela | Cue the Coffee

Reply
Jessica
1/21/2019 02:33:20 pm

So glad you found it helpful! Texas is so fun - my sister and I went to Dallas and Waco last spring. Can't wait to follow your adventures!

Reply
Wendy
1/25/2019 04:47:35 am

Great packing list! We love Hawaii! We're hoping to go back to Maui this September. But for next week I'm headed on a mother/daughter cruise to Belize and Costa Maya! I'm an over packer also... I like the jumbo towel clips from the dollar tree, great for any last minute $1 needs! A small container of detergent pods and snacks too. Because Hawaii is so expensive. Safe travels

Reply
Jessica
1/25/2019 02:14:28 pm

Wow that cruise sounds amazing!! We've gone on a few cruises and are probably due for another one sometime soon. I totally agree - the Dollar Tree has some great finds!

Reply
Amy link
3/21/2021 11:51:16 pm

This is a great posst

Reply



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    I love creating detailed travel guides to ensure you get the most out of your time. On this blog I'll be sharing some of my past trips in hopes that it helps you plan your next adventure. Pack your suitcase you never know where I'll be heading next!

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