7 Day Itinerary for Maui, Hawaii

Updated: Aug 4

Maui, Hawaii is one of the most exquisite places on earth. However, it is also expensive. So, we are here to help you have the experience of a lifetime, but on a dime. Whether it is for family-friendly fun or a romantic getaway, you can have an exceptional vacation with affordable adventures. Here is your 7 day itinerary for the best beaches in Maui, the best places to eat, the best places to stay and the best things to do.


lava rock, lush green grass, marriott beach resort and views of Molokai in Wailea, Maui, Hawaii
Wailea Beach Resort Marriott, Wailea, Maui, Hawaii

When to go to Maui

The cheapest time to go to save money on flights and hotel is the first week of November. But you can find deals Mar-May and Sept-Nov.


Best side of the island

West Maui is the more developed and sunnier/drier side of the island, so we recommend staying on that side. Wailea and Kihei are less crowded and quiet while Lahaina/Kaanapali is more upbeat and urbanized.


Oneuli Black Sand Beach in Wailea, Maui, HI

Best Places to Stay


Luxury and Location

(disclaimer: these hotels are fairly expensive normally but you can use and earn Marriott points or go during the low season Feb-May or Sept-Nov. see post below).

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Apply here for a Marriott Bonvoy card for 3 Free Nights worth up to 35,000 points per night


Wailea Beach Resort Marriott in Wailea, Maui, HI
Wailea Residence Inn, Maui, HI

Most Affordable

Courtyard Marriott Maui Airport

Best food on Maui

Best Breakfast on Maui

  • Kihei cafe $

  • Maui Bread Bakery $

  • Ka'ana Kitchen $$$

  • Honolulu Coffee Wailea $

Macadamia Nut Coconut French Toast from Kihei Cafe


Best Lunch and Dinner on Maui

  • Paia Fish Market $$

  • Maui Food Trucks Kihei $

  • Monkey Pod Kitchen $$

  • Mama's Fish House $$$

  • Honu Seafood and Pizza$$

  • Milagro's $

  • Dirty Monkey $$

Monkey Pod Kitchen Burger and fish tacos in Wailea, Maui, Hawaii
Monkey Pod Kitchen's Burger and Fish Tacos

Best Desserts on Maui

  • Leoda's Pies $

  • Ululani's Shave Ice $

  • Island Cream Co. $

  • WOW WOW Hawaii Lemonade $

  • Maui Bread Bakery $

  • T. Kamowda Bakery $

  • Monkey Pod Kitchen $$

  • Sugar Beach Bake Shop $


coconut cream and key lime pie from Leoda's Kitchen and Pie's in Lahaina, Maui, Hawaii
Coconut Cream and Key Lime Pie from Leoda's Pies

Wow wow hawaiian lemonade with mango lemonade and coconut popcorm
Coconut Popcorn and Mango Lemonade at Wo Wow Hawaiian Lemonades




7 day Itinerary

Stay in Wailea or Kihei


Day 1: Arrival and Sunset at Kihei Beach

The first day is usually busy as most flights arrive in the afternoon. It's a good time to stock up on groceries, unpack, check into the resort etc. Head to Kihei beach for amazing sunsets and delicious food truck dinner or dessert like shave ice or pies from Maui Pies to enjoy on the beach. Food trucks usually line up on Kihei Rd.

sunset in Kihei beach, Maui, Hawaii
Sunset in Kihei beach, Maui, Hawaii