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My Ultimate 5 Day Maui, Hawaii Itinerary

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A great itinerary I made for 5 days in Maui during my 2023 trip! This list has food, tours, activities and much more! This itinerary can be condense or expanded to your vacation time. Comment if you have any questions!
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Day 1/Hotel

Words cannot describe how amazing this hotel was! Not only was the staff attentive but the food and pools were great. It is on the pricier side but it was definitely worth the money.   

 
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Visit Maui Gold Pineapple Plantation and take a tour. This tour was around 2 hours long and we got to take 1 pineapple home per a person! They package the pineapples and they even stayed good until we got back.
Pineapple Plantation Tours in Maui, HI
 
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Drive to Ululani's Shaved Ice after the tour.
Ululani's Hawaiian Shave Ice - Kahului
 
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Wailea, Hawaii
Wailea Luxury Resort Hotel & Spa | Andaz Maui at ...

Day 2

 
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Drive to 'Iao Valley State Monument and walk/hike around. Make sure to bring comfortable shoes and it is a brisk and easy walk to the viewpoint. We purchased entry tickets along with the parking tickets at the entrance gate. Hours: open daily from 7 ...
'Iao Valley State Monument
 
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 Attend a luau at night! This is a must do in Maui and unfortunately we booked the wrong one. Make sure to NOT attend the Myths of Maui Luau. This luau is more pricey but it is a smaller audience and a wonderful set up! (Located at Andaz Hotel)
Feast at Mokapu Lu`au

Day 3

Drive the road to Hana! Here are some great stops along the way:

 
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This beach had Sea Turtles resting on it!
Ho'okipa Beach Park · 179 Hana Hwy, Paia, HI 96779
 
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Great place to stop and go for a swim. Admission was around $5-10 per person.
Twin Falls Maui Waterfall · 6300 Hana Hwy, Haiku, HI 96708
 
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A place to stop of a snack along the way with a beautiful lookout. Hours: 9am - 3pm
Huelo Lookout
 
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Amazing garden you could spend hours at. Hours: 8am - 4pm. $20 for 16+ and $10 5-16 ages.
Garden of Eden Arboretum
 
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Lookout Pennisula
Waialohe Park
 
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Lookout into the Valley
Wailua Valley Lookout · Kula, HI 96790
 
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Great place to stop for lunch
Hāna Farms Roadside Stand, Pizza Oven and Bakery · 2910 Hana Hwy, Hana, HI 96713
 
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Black Sand Beach
Black Sand Beach · Hana, HI 96713
 
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Another fairly secluded beach with nice water
Koki Beach Park
 
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Beach near the town of Hana
Hamoa Beach
 
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Towards the end of the Hana highway
Seven Pools · Hawaii 96713

Day 4

Island Beach Day! Here are some of my favorite beaches around the whole island.

 
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Free beach with parking
Maluaka Beach
 
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Entrance into the park can be paid at the gate
Mākena State Park · 4670 Makena Alanui, Kihei, HI 96753
 
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Great stop for a view
Nakalele Blowhole · Poelua Bay, Wailuku, HI 96793
 
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A lookout towards the northwest of the island
Honolua Bay Lookout · 6501 HI-30, Lahaina, HI 96761
 
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By far my most favorite beach! Sand was amazing and we had turtles swimming with us in the water!
Oneloa Beach · 7 Kapalua Pl, Lahaina, HI 96761
 
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Best beach for sunsets!
Kahekili Beach Park · 65 Kai Ala Dr, Lahaina, HI 96761

Day 5

Haleakala National Park can be visited during sunrise or at sunset. We went during sunset and it did not disappoint! We spent around 5 hours up there, there are a lot of trails and viewpoints.

 
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Don't forget to book reservations! You can also book a guided tour or guided bike down the mountain.
Haleakalā National Park (U.S. National Park Service)

Food Recommendations

 
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Vegetarian
Veg Out · 810 Kokomo Rd, Haiku, HI 96708
 
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Best fresh tacos on the south side of the island
Jawz Taco Truck - Makena Road foodtruck · 6873-6761 Makena Alanui, Kihei, HI 96753
 
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Hana
Hāna Farms Roadside Stand, Pizza Oven and Bakery · 2910 Hana Hwy, Hana, HI 96713
 
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Amazing natural cafe with sandwiches and a grocery store if you are staying in an Airbnb.
Hawaiian Moons Natural Foods · 2411 S Kihei Rd, Kihei, HI 96753
 
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Shaved Ice, multiple locations
Ululani's Hawaiian Shave Ice - Kahului · 333 Dairy Rd, Kahului, HI 96732
 
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A nice Italian restaurant that we stopped at after the national park.
Matteo's Osteria

Travel Accessories

A helpful list to what I bought for the trip

 
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My favorite packing cubes, take them on every trip!
BAGSMART Compression Packing Cubes for Travel
 
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Toiletry Set
6pc Travel Toiletry Set - Open Story™
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Water shoes, the water in some beaches can be rocky
Vsufim Quick-Dry Aqua Socks Barefoot Shoes
 
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More water shoes
Speedo Women's Surf Strider Water Shoes - Navy 7-8
 
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Pack of 3 towels. We had to bring towels everyday because we spontaneously stopped at waterfalls and beaches
OlimpiaFit Quick Dry Microfiber Towel Set
 
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I brought this into the water at every beach! It is also compatible to all iPhones
Hiearcool Waterproof Phone Pouch for iPhone
 
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A handheld luggage scale to make sure that I am not overweight on my luggage.
Etekcity Luggage Scale with Hook
 
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This water bottle is reusable and plastic so it is lightweight. It came in handy when we were in remote places.
Takeya 24 oz Tritan Water Bottle, BPA Free
 
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Handheld cooling fan, super helpful in the heat. It also can be used as a portable phone charger.
Portable Handheld Fan, Mini Rechargeable Hand Fan