Best Holiday in Maui, Hawaii 2021

We’ve been dreaming of visiting Hawaii for a long time and recently, we made that happen! We visited the island of Maui and let me say, it was a dream. We decided to visit Maui after the countless recommendations we received saying it was a terrific island to visit for our first trip to Hawaii.

At first, we had planned to spend 4-5 days on Maui and then visit another island, but we both wanted a relaxing vacation and we’re so glad we decided to dedicate our whole trip to the beautiful island of Maui. In this 7-day Maui itinerary, we will cover transportation, where to stay, places to eat in Maui, and TONS of things to do in Maui.

Where is Maui?

When planning a trip to Maui it’s important to know that Maui is the second of the Hawaiian Islands located in the Pacific Ocean. The total area of Maui is 727 square miles making it the second-largest of the Hawaiian Islands after the Island of Hawai’i (also known as the Big Island).

When is the Best Time to Visit Maui?

Let me first say that there’s really no bad time to visit Maui but depending on what activities you’re interested in doing, it might change when you’d like to visit.

April, May, and September-November are usually the least busy months to visit Maui. While June-August and December-March are the busiest months to visit Maui. June-August brings summer travelers and December-March brings many people traveling from colder climates to enjoy the sunshine. This is also prime time for whale watching!

We visited Maui at the end of June through the first part of July and while it was definitely busy, we didn’t feel like we were unable to enjoy the countless attractions that Maui has to offer. Regardless of when you visit, make sure you give yourself time to really enjoy this island.

How To Get To Maui

Though it’s probably a given, the best way to get to Maui is by plane. We took advantage of the newer Southwest flight deals and flew direct from the Oakland Airport to Maui (Approximately 5 hours).

At the time we booked our Southwest flights we had to book two separate flights Tulsa → Phoenix  → Oakland for one leg of the trip and Oakland → Maui for the second leg. It was definitely a long, round-about way of getting to Maui but since we utilized points and our Southwest Companion Pass it was the most economical way for us to get to Maui.

We’re hoping that Southwest will soon allow customers traveling to Hawaii an easier way to book their flights with fewer layovers! We’ll definitely keep you updated if or when this changes. But if you have points with another airline carrier or plan to pay outright for your tickets there are definitely easier options.

Maui Packing List

Your packing list may look a little different from ours depending on the activities you decide to do during your 7 days in Maui but here is what we packed for our trip. Keep in mind that if your hotel or rental property has a washer and dryer you can wear many items over again! This is how we are able to pack in a carry-on and it kept us from overpacking.

Women’s Packing List for Maui

  • Swimsuits (2-4): I bought a few new swimsuits for this trip and I loved them!
  • Beach Cover-up (1-2)
  • Shoes (3 pairs): Flip Flops, Sandals, Hiking Shoes or Tennis Shoes
  • Dresses (3-4): My favorite ones to wear in Hawaii were loose cotton dresses!
  • Skirts (2): I brought two of my favorite skirts to wear with the tops I brought.
  • Shorts (1-2): I only brought one pair of denim shorts with me to Maui because I don’t typically wear shorts. If you wear shorts more than dresses or skirts feel free to add a few more pairs.
  • Shirts (3-4): I brought a few different shirts to Maui to wear with skirts and my denim shorts. But these cute crop tops were my favorite to wear with my high waisted skirts and shorts.
  • Athletic Wear: In my suitcase I packed, two pairs of exercise leggings and a pair of athletic shorts along with a few t-shirts for loungewear, hiking, and for the airplane travel.
  • Sweatshirt (1): Yes, it’s Maui but when you’re visiting Haleakala at sunrise it is pretty chilly. I wore a crewneck sweatshirt, leggings, socks, and tennis shoes. When I got a bit colder I wrapped a beach towel around myself.

Men’s Packing List for Maui

  • Pants (1): For nicer dining establishments or cooler evenings one pair of pants isn’t a bad idea! Just check dress codes and the weather before you leave for Maui.
  • Shorts (3-4): Logan likes these shorts that are dual-purpose for hiking or for wearing out.
  • Swimsuits (2-3)
  • Shoes (3 pairs): Flip Flops, Tennis Shoes/Hiking Shoes, Nicer Tennis Shoes or Dress Shoes (if needed).
  • T-Shirts (4-5): Logan brought a few plain cotton t-shirts.
  • Sweatshirt (1): As I said, mornings and evenings can be a little cool but visiting Haleakala at sunrise is extremely chilly.

Other Items to Pack for Maui

  • Reef Safe Sunscreen: ThinkSport and Blue Lizard are two of our favorite brands of reef-safe sunscreen.
  • Pure Aloe Vera Gel: In case you get a sunburn pure aloe will help give some relief.

Beach bag or backpack

  • Hat: I love a good sun hat for the beach.
  • Sunglasses
  • Costco Card: If you have a membership!
  • Dramamine: If you plan to do a snorkeling or boating tour this will help with motion sickness. Also useful for the Road to Hana!
  • Here are my favorite make-up and skincare products for travel.
  • Reusable water bottle: You can refill your water bottle at your place or a number of other spots on the go.
  • Collapsible tote bag: For groceries and shopping (no plastic bags at most stores in Maui!)
  • Camera and/or Underwater Camera (Here’s a list of our favorite photography gear!)
  • Portable battery charger: So you can charge your phone on-the-go!
  • Noise-canceling headphones: For your flights and the beach. Logan loves his Airpods Pro and I have a pair of Bose Noise Cancelling Headphones.

Key Things To Know Before Visiting Maui

Turtles on the beach in Maui.

Turtles on the beach.

  • Interactions With Wildlife: If you spend any time in the water swimming, snorkeling, or scuba diving you’ll probably see a few sea turtles! Just keep in mind the key rule with wildlife, keep your distance, and look but DON’T touch. Many animals you’ll see while on Maui are protected. You are subject to fines or potentially prison time should you do so. Respect that this is their home and we are a guest.
  • Respecting Sacred Places: Before we visited Maui we saw a number of beautiful waterfalls on Instagram that we added to our list of places to visit while in Maui. But after doing some research we found the location of these waterfalls and realized that they were behind “no trespassing” signs on sacred land. Because of this, we chose not to visit out of respect for such places and we encourage each of you to do the same.
  • Don’t Take Shells or Sand: It might be tempting to take sand or shells from the beaches in Maui but please don’t! There is even a Hawaiian legend that says you’ll have bad luck if you take sand, rocks, shells, etc from the islands. Instead, take lots of photos and bring home a Maui Gold Pineapple.
  • Plan Ahead When Driving: As I said before, there aren’t many roads on the island so it’s important to plan ahead and take your time when driving in Maui.