7 Day Epic Maui Itinerary
It’s always summer in the Hawaiian Islands! Maui arguably has the best of each of the 4 Hawaiian Islands. Sandy beaches, great hiking on the rugged coastline and dormant volcanoes, surfing, snorkeling, and amazing culinary experiences ranging from healthy vegan options, and roadside hidden gems to exceptional farm-to-table dining. Whether you are a newbie or a Maui pro, mix it up with some beach days, some day trips, and immerse yourself in local activities - like a picnic or surfing at a local beach and eating at a local hidden gem.
In this 7-day itinerary, your home base is West Maui. Start your trip by easing into the Island life (take advantage of Jet lag!) the first day or two. Enjoy Kaanapali Beach and relax in the resort (we stayed at the fabulous Westin Kaanapali Ocean Resort Villas). Next up, hit the roads for the incredible Haleakala Sunrise at the Summit for a half-day trip and the breathtaking Road to Hana for another full-day trip. Slow down and for the next 3 days, just explore and enjoy the Old town of Lahaina, the hippie town of Paia, and Haiku and do snorkeling in nearby Honolua Bay. The day before departure just stay at the resort, rent an umbrella and chairs and spend the day at the beach, sipping Mai Tai’s into the incredible Sunsets!
Tip - As you vacation, recreate responsibly. Respect the local culture, people and the island.
Trip Highlights
Duration - 7 Days
Places - Maui, Hawaii
Best for - Family Adventure Vacation
Travel Pace - Active
Season - Summer (July 4th Weekend)
Experiences - Haleakala Sunrise @ Summit, Road to Hana, SUP Cruising, Snorkeling in Honolua Bay, Sunset grilling, Exploring hippie towns of Paia and Haiku, Hiking Pipiwai Trail, Exploring uncommon local eateries, and Staying at the oceanfront resort Villas.
Trip Cost - $385/day/person excluding airfare. Cost includes 1 Bedroom Oceanfront Villa at a 5-star resort; Jeep Rental + Gas (prices were high due to shortage from the pandemic); Food and Drinks (assumes at least 3 dinners cooked in the villa). National Park tickets and passes. You can trim this budget by choosing alternative accommodations or non-resort condo rentals and renting a car vs a jeep or just renting for the days you need (Availability is risky though!)
NOTE: In Maui suggest staying at a fully furnished (w/ kitchen) villas, like the Ocean Front Villa at this Westin Kaanapali Ocean Resorts
Trip Route
Day 1 ALOHA AND EASE INTO ISLAND LIFE!
Day 2 HIT THE BEACH AT KAANAPALI
Day 3 SUNRISE AT HALEAKALA SUMMIT
Day 4 GET ON THE ROAD TO HANA
Day 5 HEAD TO NORTH SHORE - PAIA AND HAIKU
Day 6 SUP AND SNORKEL
Day 7 HEAD HOME - MAHALO AND ALOHA!
Tip: Download Full Itinerary in Google Maps with Pins
Itinerary
DAY 1 ALOHA! EASE INTO ISLAND LIFE
No matter where you are flying from, getting to Maui is in the middle of the Pacific Ocean is a long flight. Start with easing into the island life the first 2 days relaxing on the beach, indulging in some water activities (paddling and snorkeling) just enjoying the beautiful Westin Kaanapali Ocean Resort Villas.
Most flights either arrive late mornings (11ish) or evenings (after 5 pm). If you arrive mornings as we do, check-in is not until 4 PM, so suggest making a quick stop for refreshing Acai bowls and cold coffee at the Choice Health Bar and pick up some groceries and supplies (local store or a Safeway) for the first few days as most resort villas have full kitchen and grills. If you arrive in the evening, then check-in, grab a drink and quick bite qt the poolside bar, take a walk on the beach and then settle into your comfy Villa beds for a good night’s sleep!
Tip - Call ahead and rent your Standup Paddle board and Snorkeling equipment. They will deliver to your resort villa!
Duration: Flight Time (5+ hours)
Good To Know: Westin Resort Villas can properly store your groceries in proper boxes while you hang out at the beach till your villa is ready for checking in.
How to get there: Rent a car from the airport if you plan to go around the island a lot. Else take a rideshare to the resort and rent scooters or a car locally for the days you want to get around.
Note: you can get a 30% from Avis if you are an owner at Westin Ocean Resort Villas.
DAY 2 HIT THE BEACH AT KAANAPALI!
With jet lag looming in, start early with a fresh and healthy Acai bowl or smoothies at Choice Health Bar and 5min drive from the villas. Its a full day of enjoying the beautiful Kaanapali Beach, SUP cruising, some snorkeling in the Hawaiian blue waters taking the nap under swaying palm trees, and eventually wrapping up the day with BBQ grilling on the Westin Kaanapali Ocean Resort Villas lawns and enjoying the beautiful sunsets and fireworks (Yes we happen to be there on July 4th) while sipping Mai Tai’s!
Tip: Your SUP boards can be stored overnight in the board racks available in the resort. In case you forget to rent from ahead, you can always rent by the hour at the beach.
Duration: Full Day
Activity Level: Easy
Good To Know: BBQ grill in the resort is very popular in the evenings and is a first-come-first-serve basis. So plan to avoid disappointment.
Morning
Acai Bowls @ Choice Health Bar
Rise and Shine! Take a short 5 minute to Choice Health Bar to satisfy your hunger with local, organic, plant-based superfoods. Acai Bowls (The OG) with flax seed granola, bananas, papaya, bee pollen, and the refreshing Macadamia Nut milk cold coffee (The Game Changer) are a must.
Tip: If you crave for something savory for lunch, come back again during your days beach break for a grab n go - we always did that! See menu
1 Hour
SUP Cruise, Snorkel or Sunbath in Kaanapali Beach
Do it your way! Take your rented SUP boards and cruise the blue ocean, or grab your snorkels and swim with the fish. It’s amazing, all this is right at the footsteps of the Westin Ocean Villas beachfront
Tip: Take your snorkels on the SUP board and you can safely jump right from the board and explore beautiful coral and fish, away from the beach!
Note: Please use reef-safe sunblock while in Hawaii!
3+ hours (or all day!)
Afternoon
Enjoy a nap or read a book under the swaying palm trees
Rollover if you like from the beach and enjoy the warm ocean breeze under the swaying palm trees. Catch a nap or read the book. It’s relaxing, therapeutic. You will cherish this!
Tip: Order lunch and a drink from the pool sidebar or if you have the grab n go from Choice Health Bar, enjoy that!
2 Hours
by the end of this, you will be close to 5 PM, Suggest heading back to the villa, freshen up, and prep for the evening BBQ grilling at the lawns!
Evening
BBQ and Sunset at the Beach!
After a long day on the beach :), there is nothing like starting the evening with Happy Hour Mai Tai or a chilled glass of white wine. By 5 PM, head out to the BBQ gas grills on the resort property so you can get a nice spot near the lawns and facing the beach. A grilled steak, veggie burgers, and a salad is a perfect summer menu.
1-2 Hours
Golden Sunset
@ Kaanapali Beach
Wrap up your dinner by 6:45 PM, (summer sunsets around 7:15 PM) and walk across to the beach to immerse yourself in mesmerizing Maui golden sunsets on the beach!
Tip: You cannot take drinks on this beach so…grab an ice cream instead!
1 Hour
Head back to your Villa and get to bed by 9:30 PM as you have to get ready to leave by 2:30 AM!! for the Haleakala Sunrise the next morning!
DAY 3 SUNRISE AT HALEAKALA SUMMIT
Haleakala Sunrise at Summit is a Maui travel bucket lister. The experience is surreal. Seeing the sunrise above the clouds at 10,000 feet is one of a kind and the red glow on the surface of the crater gives the feeling of being on Mars!
Start your day early - very early, like 2:30 AM! The drive from West Maui is about 2.5 hours to the summit. You want to arrive at least by 5 AM to get situated - find a parking spot, set up a camera (especially for time-lapse). Take some pictures but do take time off the camera to enjoy the sunrise above the clouds. Walk around the top of the crater and enjoy the early morning views. There are some amazing trails (3-5 miles) if you want to spend more time exploring.
By 7:30 AM head back down and make a must-have stop for great coffee and pastries at Sip Me in the town of Makawao - it is literally on the foot of Haleakala. Once back at the resort, suggest catching some sleep or hang out at the beach or the pool and wrap up the day with an early dinner at Whalers Village.
Tips: Remember it can get cold up there even in summer! Pack a wind jacket, a beanie and tech pants.
Duration: Half Day
Activity Level: Easy
Good To Know: 1. You need a reservation specifically for the sunrise at the summit. Book your entry pass first on recreation.gov, 30 days before your desired date. There are usually only 50 or passes available per vehicle. 2. The Haleakala NPS pass is separate and you can use that when you visit Hana within 3 days!
How to Get There: Drive via HI-30E for about 65 miles. Will take 2+ hours. Early morning is generally slow as it’s dark to drive!
Morning
Catch the Sunrise at Haleakala Summit
Drive to Haleakala Summit around 2:30 AM. It will be pretty dark till you get there. As you approach the Summit, you can start to see the early morning glow. Prepare for 10 min delays at the park. checkpoint. Take pictures, walk around above the clouds and enjoy great views of Maui.
Tip: Remember to download an image of your national Park pass.
Add on Option: You can choose to add the best self-guided downhill biking after sunrise. See recommendations at bottom of this post on where and why after the sunrise!
2 Hours (excluding drive time to reach the summit)
Get your morning Coffee and Pastry fix at SIP ME Cafe in Makawao!
As you make your way down after enjoying the surreal Haleakala Sunrise, make sure to turn to the town of Makawao and grab amazing coffee and pastries at SIP ME coffee - a hidden gem at the footsteps of Haleakala. The founder is Laura from MT, who dreamt about owning a coffee shop since she was 17!
Tip: Must order delicious almond croissant with your coffee
45 minutes
Afternoon
Just Chill! its Freedom free choice afternoon
After a busy morning, it’s time for a well-deserved time relaxing at the beach, pool, or a nap under the palm trees!
3+ hours
Evening
Enjoy sunset at Whalers Village and farm-to-table dinner at MonkeyPod by Merriman’s
In the evening, take a 5 min drive or free shuttle from the Westin Villas, to Whalers village. Explore unique shops (we got a t-shirt + straw hat), sunsets before grabbing your table at Monkey Pod - a hip farm-to-table
Note: There is a walk-in wait time of 1 to 1.5 hours. They don’t take reservations ( I like that). But plenty to do around Whalers Village whil eyou wait for your table.
2-3 Hours
DAY 4 HIT THE ROAD TO HANA
Continue the excitement from yesterday to have a full day exploring the scenic road to Hana. It is another top Maui bucket list item. With amazing waterfalls, lush green forests, bamboo groves, black sand beaches, quaint small towns, and amazing roadside food stalls, it can get tempting to stop everywhere! However, it will be a long day of exploring (10-12 hours!), so don’t plan anything else! In this full-day itinerary, there are both common and not-so-common stops. Nonetheless all worth it! Keep your plans flexible. Remember, you want to save some for future trips too! The whole experience is the beautiful drive and the stops along the way. There is nothing magical about Hana. It's a very small town :)
After a long active day, relax back at the resort villa and grab dinner at the poolside bar or back in the comfort of the villa and have a good night’s sleep.
Tip: I strongly recommend renting a jeep and driving yourself to manage your own pace versus a paid tour! Start early - say 5:30 or 6AM so you have enough time at your last stop at Pipiwai Trail (will need 2 hours to hike)
Duration: Full Day (10-12 hours)
Activity Level: Moderate
Good To Know: 1. Eat some ginger candies, if you feel dizzy on the windy roads. Back seat passengers suffer most! Also, consider an open-roof SUV or rent.
How to get there: Take Hi-30E and then HI-360 all the way to Hana and beyond to your last stop at Seven Sacred pools. It’s about 87 m
NOTE: Read details of each stop on this separate post for Road Trip to Hana
DAY 5 HEAD TO NORTH SHORE - PAIA AND HAIKU
Head to North Shore and enjoy a relaxing half-day in the chilled hippy and hip town of Paia. The streets are lined with trendy restaurants, famous natural food stores, art galleries, spa and wellness centers, and of course beaches. While some do a dinner stop on the way back from Hana, I strongly recommend dedicating a separate half-day to really enjoy Paia as it is only a 30-40min drive from many of the famous resort areas of Kaanapali and Wailea.
Today, start the day at Paia Town around 11 AM and grab healthy Acai bowls, coffee, or other organic plant-based meals at the awesome Choice Health Bar (this is their other popular location besides Lahaina). After that stroll around town shops. Plan to stop at the Great Paia Peace Stupa, and Mana Foods for interesting organic food treats. Wrap up the town trip in about 2 hours and then drive few minutes to the wonderful Ho’opika Beach Park. Enjoy watching amazing Kite-surfers from the bluff and take a walk on the green pastures (you will see cute cows grazing around!) and down on the beach, soaking in the sun and gentle, tropical breezes. Late afternoon spend some time relax in your resort villa and then grab dinner at the old-time favorite - Leilani’s in Whalers Village
Tip: You can visit the Twin Falls in Haiku if you missed that in the Road to Hana. Haiku is just 25 min drive from Paia town center. Suggest doing a short hike in Twin Falls area before spending time in Paia.
Duration: Half Day
Activity Level: Easy
Good To Know: 1. You can rent bikes from Maui SunRiders right in Paia and explore the town or if feeling adventurous then ride on Baldwin Avenue (its Paia’s Main Street) all the way to Makawao town and back. Roundtrip about 2 hours! 2. For dinner, several restaurants do take walk-ins. It’s worth the wait if you are in Whalers village or Lahaina Town as you can walk around the beach or stroll the streets to browse quaint shops.
How to get there: Drive from West Maui on HI-30 and take the same road towards Hana. It’s about 30-35 min from the Westin Kaanapali Ocean Resort Villas
Morning
Brunch @ Choice Health Bar, Paia
It’s your first stop in Paia Town and you must fuel up! Try the Green Papaya and Soba Noodles Shaker and order 1-2 Acai bowls to share if a group of 3. Then get the game changer cold coffees to go and sip as you stroll the streets of Paia Town next
Tip: An alternate place to grab Acai Bowls and smoothies at Paia Bowls, right across from Baldwin Street. The outdoor patio under the palm trees is very inviting
1 hour
Afternoon
Explore Paia Town
The chill-vibe is eminent in all the shops, art galleries, the people, and the restaurants. By now you will start to see the streets getting busy as travelers explore shops and grab a bite to eat. Make stops at Mana Foods, Paia Peace Stupa, Kim Mcdonald Art Gallery for exotic custom-painted surfboards, and Mandala Creations for hip souvenirs.
1-2 Hours
Enjoy Ho’opika Beach Park
As you leave town, a short drive away on your way home is beautiful Ho’opika Beach Park. Just off HI-30 is the parking lot on the bluff. Park. Take a walk around, The great photos spot - cows grazing in the pastures (yes unique for city dwellers!) and kite-surfers exploiting the famous surf in this area.
1 hour
Evening
Dinner @ Leilani’s on the Beach and Gelato @ Ono Gelato - Whalers Village
Grab some fresh catch fish tacos + Gin and Tonic at this old-time favorite.
After dinner, explore some shops (we go a straw hat) and some gelato at Ono Gelatos (only this location)
2 Hours
DAY 6 SUP AND SNORKEL
On the last day before heading home, plan to stay back in West Maui and spend relaxing time exploring around Kapalua Bay and Kaanapali Beach. Enjoy a short hike and snorkeling in Honolua Bay and roadside eats (there is a hidden gem - keep reading below!
The rest of the afternoon spend time SUP cruising back on Kaanapali Beach at the resort and wrap up the day with burgers and beer dinner at Pailolo Beach Bar at the resort.
Tip: Request a late check-out if you can, especially if your flight is in the early afternoon. Gives you time to pack early AM!
Duration: Half Day
Activity Level: Easy
Good To Know: Honolua Bay gets pretty busy and parking is hard to find. Alternatively, you can go back 2-3 miles to DT Fleming Beach Park and enjoy swimming instead.
How to get there: Drive West on Hi-30 (Honoapiiiani Road) towards Kapalua Bay. It’s a short 20 Min drive.
Morning
Hike & Snorkel in Honolua Bay
Head to Honolua Bay for a fresh morning snorkeling experience. Start at the Honolua Bay Trailhead and a short hike through the beautiful tropical rainforest trail takes you to the beach. The area is rocky (so don’t forget your reef shoes!). Find a spot and carefully walk with your gear …and that’s it… swim with the fish and enjoy the turquoise blue waters.
Tip: Get here between 8 and 9am to avoid crowds. Its a short 20 min drive from Kaanapali area. Find a safe parking on sides of the road or if lucky at entrance to the trail head.
2 hours
Grab a Quick Bite @ Julia’s Banana Bread Roadside
After a few hours of snorkeling and being in the sun, you are going to be hungry for lunch. But before that, drive up past Honolua Bay on the West Side of Maui and make a roadside stop at the famous Julia’s Banana Bread. Hits the spot! Remember to get there before 2 PM as they close then and run out of bread! (they typically get 150 loaves for the day!)
45 min (including the drive)
Tip: If you have time, add a great photo stop at the Heart Shaped Rock. A Short 5 minute drive from Julia’s.
Afternoon
SUP Cruising in Kaanapali Beach
In the afternoon, enjoy Kaanapali Beach at the Westin Villas Resort. Make full use of your rental SUP’s and enjoy a final day of SUP Cruising + Snorkel. Paddle towards the famous Black Rock, and hang out there and take a dip or snorkel.
Tip: We stay tied to the paddle board leash while snorkeling in the deeper areas. Get the best of both activities.
2-3 Hours
Evening
Sunset Dinner at Pailolo’s
On the last evening in Maui, enjoy a simple sunset dinner at Pailolo’s Beach & Poolside Bar at the Westin Kaanapali North Villas.
Note: Remember to store you SUP rentals in the surf the surf rack and lock it up. Leave the key and the Paddles at the lobby front desk for your board rental company to pick in the in the morning.
1-2 Hours
DAY 7 HEAD HOME - MAHALO AND ALOHA!
On this day of departure, plan some final fun activities based on what time your flight is. If you are flying in the morning then, you could squeeze a quick beach walk. If early afternoon departure (we had a 1 PM flight) then, pack and head to the airport but make a stop at Choice Health Bar in Lahaina for one last taste of the incredible Acai Bowls and take to go the awesome cold game (The Game Changer). If flying in the evening, then you have the full day. Pack and have the front desk store your bags (no cost :). Head to "Bad Ass” coffee (5 min drive) and plan to rent an e-bike from Boss Frogs (adjacent store) and cruise on the Lower Honapialani road (it runs from Kaanapali to Kapapula Bay) and enjoy the coastal road and the area around Plantation course in Kapalua Bay.
Tip: If you rented the car from the airport, you can fill up gas before returning at the Aloha Gas station. Few minutes to rental car return from there. No sweat!
Before You Go
Book your Haleakala Sunrise at Summit Pass on Recreation.gov 30 days before the date of arrival. You will also need to pay a fee for entrance to the park which you can use within 3 days to visit other parts of the park, especially for Road to Hana (for access to Pipiwai Trail + Seven Sacred Pools)
For Road to Hana, you will need to reserve a daily parking ticket for Waianapanapa State Park prior to your trip. It gets sold out quickly. Here is the link to reserve. Note: On this itinerary, we decided to skip as we had enough stops and also we did not reserve in advance as we did not know!
Pack - Plan to take some warm windbreaker and beanie for early sunrise at Haleakala - yes it’s at 10,000 feet and even in summer gets pretty windy and cold between 5 and 7:30 am!
Gear - If you have snorkels, take them with you as during COVID-19 we were not keen to rent!
Map It!
This map is a day-by-day list of places to stay, eat, and experience on this 7 Day Epic Itinerary. Also indicated are recommended alternatives to help personalize this itinerary.
Download and use it for your trip. Have fun!
Recommended Alternatives
Here are some helpful alternatives to add /swap on this itinerary.
Full-day snorkeling trip to Molokini Crater. This is a partially submerged crater, creating perhaps the best snorkeling site in Maui. Consider doing this on Day 6 in the above itinerary.
A round of golf at either the plantation course at Kapalua Bay or the oceanside course at Kaanapali Golf.
If you love road biking, consider renting from West Maui Cycles and explore several challenging loops in West Maui. They can provide several route maps to help.
If you are a foodie, then highly recommend trying local hip restaurants like Lineage, Star Noodle, Paia Fish Market, the new Tommy Bahamas Restaurant in Lahaina Town, or all-time favorite - Mama’s Fish House in Paia
For more recommendations read my post on Top 10 Things To Do In Maui
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Plan Your Trip
Take this itinerary as is or if you like to make some tweaks you can consider swapping with the recommendation additions above. If you have less time 3 or 5 days, then pick and choose from the plan above to personalize your trip. If you have questions on planning your trip or have feedback on this itinerary, leave us a comment below.
Maui and its stunning landscapes, coastal roads, beaches, and warm tropical climate offers unforgettable cycling adventures. Paia, a hip, quaint, surf town is a perfect home base for leisurely rides along the coast or climb up to Haleakala Summit. This 2-day itinerary is perfect for avid road cyclists who want to combine their love for experiencing thrilling rides and enjoy unique places to stay, eat and drink!