EXPLORE: Maui – What to Pack for May

Aloha! I recently went on a six day trip to Maui to celebrate my mom and dad’s 40th wedding anniversary, enjoy the beach, and see the rugged beauty that the island has to offer. While in Maui I did a variety of things including the Road to Hana, going to the beach, searching for whales and turtles, attending a luau, and so much more. But, what should I pack for May in Maui?

Packing for Maui was a little tricky because I had such long layovers in Portland and San Diego and I didn’t want to be burdened with checked luggage or stuck at the airport. I was able to pack everything I needed for six days in just a regular backpack. That means no checked bag fees!

I have compiled a reference list of clothing and gear needed for a six day vacation in Maui for May. Check out my list, which includes shopping links, to help you pack! Everything listed below went in my personal item carry on and backpack unless purchased in Hawaii. 

This article contains affiliate links and advertisements. Every time you shop using one of the links provided, I earn a small commission which keeps this blog going! Thanks so much for your support. 

What to Pack for 4 Days in May

LIGHT OUTERWEAR
Jean Jacket

CLOTHING
3 Tank Tops – Favorite Tank in Orange, Black, and Pink
2 Swimsuit Cover Up
Graphic Tee
2 Pair Jean Shorts – 1 Distressed, 1 Dark Wash
Nike Tempo Shorts
Dress for Luau

SHOES
Hiking Boots – Pink and Grey Salomon Gortex Hiking Boots
Sandals – Orange Sandals
Flip Flops – Lula Flip Flop Sandals in Silver

UNDIES AND SOCKS
Undies – 2 Black Nike Sports Bras, 1 Bra, Undies
Socks – 1  Pair of Tall Wool Socks, 2 Pair of Tall Cotton Socks

SWIM GEAR
Royal Blue Bikini
Black Bikini

BATHROOM
Basic Make-Up – ELF FoundationRimmel PowderAlmay Amethyst Liquid EyelinerAlmay Black MascaraBareminerals Lip GlossELF Kabuki Brush
Basic Bathroom Supplies – Facial Lotion, Facial Wipes, Razor, Deodorant
Oral Care – Mini Toothpaste, Toothbrush, Floss
Eye Care – Contacts, Extra Pair of Contacts, Glasses, Contact Solution
Hair Care – Mini Not Your Mother’s Dry ShampooMini Hair Spray, Hairties, Bobby Pins, Comb

GEAR
Backpack – Jansport Backpack
Packing Cubes – 2 Packing Cubes
Bags – 2 Plastic Drawstring Bags
Bag – Large Purse/Beach Bag

ELECTRONICS
Photography – Nikon Camera with Lens, Memory Card, Batteries and Charger
Electronics – iPhone, Ear Buds, Charger

OTHER STUFF
Paperwork – Passport, Plane Ticket Information, Itinerary, Driver’s License, Debit Card, Credit Card
Randoms – SunglassesEar Plugs, Baseball Hat 

THINGS I GOT THERE DUE TO TSA REGULATIONS
Soap, Shampoo, Conditioner, Sun Screen, After Sun Care

Tan Before you go with Australian Gold Sinfully Black Tanning Lotion

How I Fit Everything in One Backpack

Clothing: Main Section of my Backpack
Travel Cubes
 – I pack using travel cubes. I fold and roll my clothing as necessary and start with the largest items and work my way to the smallest. One travel cube was used for clothing while the other was used for all under clothing and swimwear.
Large Items – Large items, such as my hiking boots, are worn while traveling. A lot of travel guides suggest you wear slip on shoes to speed up TSA security but I would rather wear my bulkiest/heaviest footwear. I did this on my Iceland trip as well!

Bathroom Gear and Sandals: Medium Section of my Backpack
Liquids – I am careful to only take travel sized items so that TSA doesn’t flag me down and tackle me. I put all liquids in a clear bag.
Make-Up Bag – I pack my make-up in a small make-up bag that is easy to pull out and use when I need to freshen up. I put my lotion and foundation in a contact case so I don’t have to take the entire bottle!
Everything Else – I put everything else in a separate clear bag.
Sandals – My sandals got wrapped in one of my plastic drawstring bags and went in as well.

Small Things: Small Section of my Backpack
Small items such as snacks and camera batteries went in this section.

Tiny Things: Tiny Section of my Backpack
Tiny items, such as ear plugs, phone charger, and ear buds, went in this compartment.

Personal Item: Large Purse/Beach Bag
I always keep my wallet, paperwork, camera, and essentials packed in my personal bag.

RELATED: My Favorite Travel Posts – Updated Often!

What I Wore and When

DAY 1:
Travel from Dallas to Portland to Maui
 – Jean Jacket, Black Shirt, Black Tank, Jeggings, White Tall Cotton Socks, Hiking Boots, Bra/Undies
Read about my day in Portland!

DAY 2:
Winery – Orange Tank, Distressed Denim Shorts, Flip Flops, Sports Bra/Undies
Luau – Blue Dress, Orange Sandals, Bra/Undies

DAY 3:
Road to Hana – Aloha Love Graphic Tank, Distressed Denim Shorts, Flip Flops/Hiking Boots and Tall Wool Socks, Blue Swimsuit
Read about my adventures on the Road to Hana!

DAY 4:
Shopping/Whale Watching/Dinner in Lahaina – Graphic Tee, Denim Shorts, Flip Flops, Sports Bra/Undies, Hat for Whale Watching

DAY 5:
Breakfast & Beach – Neon Tank, Dark Wash Denim Shorts, Flip Flops, Black Swimsuit
Lunch & Turtles – Black Tank, Distressed Denim Shorts, Sandals (for lunch), Flip Flops (for beach), Sports Bra, Black Bikini Bottom

DAY 6:
Travel from Maui to San Diego to Dallas – Jean Jacket, Graphic Tee, Jeggings/Shorts (temp change mid-day!), Hiking Boots, Tall Cotton Socks, Bra/Undies
Read about my day in San Diego!

SLEEP WEAR:
Tank Top and Nike Shorts

FASHION TIP: Everything I took with me was bright or bold colors and denim. I did this so no matter what I wore it coordinated! The most important piece of advice I have is to have safe footwear and versatile clothing.

I hope this list helps you pack efficiently for your trip! Remember, you can always shop in Maui, too. Save travels!

*Link is closest I can find to recommend.