Planning a short-but-sweet trip to Maui? If I had just four full days to show a friend the very best of the island, this is exactly how I’d do it every beach I’d swim at, every waterfall I’d stop for, and every fish taco I’d inhale along the way.
This 4 day Maui itinerary is perfect for anyone who wants to soak up the island’s diverse beauty in a short time frame. From misty mountain sunrises to winding coastal drives, it’s a packed (but doable!) trip that covers all the essentials with plenty of personal tips added in.
4 Day Maui Itinerary Details
Here’s what to expect with this itinerary:
I’ve designed this based on my own time living in Hawaii and traveling around Maui more times than I can count. The suggestions here are all things I’ve done myself no fluff or filler. And while I’ve mapped out exactly how I’d spend four days, feel free to mix and match depending on your pace, interests, or where you’re staying.
This plan assumes you have four full days on the island (and ideally five nights). It’s designed for travelers who want to get out and explore so you won’t find suggestions like “spend the afternoon relaxing at your hotel pool.” I figure you’ve got that part down already. 😉
If you only have four days and want to see as much of the island as possible, this fast-paced itinerary is for you. But if you’ve got more time and want a slower rhythm, you could spread these adventures out and alternate with full beach days. For example, with six days, try this plan plus two rest-and-recover beach days.
When to Visit Maui
Maui’s weather is consistently warm and sunny, but here are a few things I think about when planning:
- Whale season runs December to April (February is peak!)
- Christmas to New Year’s is hectic and expensive I usually avoid that week altogether
- Late summer (August-September) often brings better hotel deals
- Winter back home = perfect time to escape to Maui
Where to Stay in Maui
For this itinerary, I recommend staying in South Maui either Kihei (more budget-friendly) or Wailea (more luxurious). You’ll have easy access to most of the places mentioned here, and it’s a lovely spot to unwind between activities.
A few of my favorites:
- Wailea Beach Resort – Marriott: Oceanfront, adults-only infinity pool, great for points travelers
- Fairmont Kea Lani: Every room is a suite! Perfect for extra space and gorgeous views
- Mana Kai Maui or Kihei Surfside: Condo-style options with resort perks and prime beachfront locations
- Budget-friendly condo picks in Kihei: Royal Mauian, Kamaole Sands, Hale Pau Hana, Aston at the Maui Banyan
Renting a Car
You absolutely need a car for this itinerary. I always book through Discount Hawaii Car Rentals they consistently offer the best rates, don’t require prepayment, and often include free extras like an additional driver. I use them every time I go.
Let me know if you’d like me to continue with the expanded 4 Day Itinerary section, now rewritten in this richer and more detailed tone!
Absolutely! Here’s your rewritten Arrival Day and Day 1 in the Travel with Zee voice detailed, helpful, first-person, and styled exactly like the HulaLand sample while staying true to your brand tone and avoiding restricted phrases.
Arrival Day: Aloha, Maui!
Welcome to Maui! If you’re flying in from the mainland, chances are you’ll land midday perfect timing to grab your rental car, check in, and ease into island time.
I always like to start my Maui trips with a mai tai and something delicious, and for me, that usually means heading straight to Monkeypod Kitchen in Wailea. It’s a laid-back spot that still feels a little bit special, and their lilikoi foam mai tai? Totally hits the spot after a long travel day.
If you’re staying in South Maui, Monkeypod Wailea is super convenient and the atmosphere always feels like a welcome back hug from the island. That said, there’s also a Monkeypod in Whalers Village in Ka’anapali, and it’s the only location that has beach views. I’ll actually recommend that one for Day 2 if you’re staying in West Maui. So if you don’t want to go to the same place twice (I get it but honestly, I would), feel free to mix it up tonight.
Want something super casual? I love grabbing fish tacos from Horhito’s taco truck in Kihei and walking across the street to eat them on the beach as the sun sets. Simple, breezy, perfect.
Other casual-but-yummy spots in Kihei that I keep going back to:
- Nalu’s South Shore Grill – awesome vibe and live music at night
- Three’s Bar and Grill – sushi + Hawaiian + happy hour = yes please
- Cafe O’Lei – consistently great food and an easygoing dinner vibe
I don’t know about you, but on Hawaii travel days, I’m usually just trying to make it to 7 or 8 PM without collapsing. So rest up because Day 1 starts early and hits hard (in the best way).
Day 1: Haleakalā Sunrise & Exploring Upcountry Maui
Sunrise at Haleakalā: A Core Memory in the Making
One of Maui’s most unforgettable experiences? Watching the sun rise above the clouds at Haleakalā National Park. This dormant volcano stands over 10,000 feet tall, and when the light breaks through the sky, it genuinely feels like you’re on another planet.
But! It takes some planning…
From Wailea, the drive can take up to two hours (especially with slow traffic through the gate), so I recommend leaving by 3 AM at the latest. I always schedule this for Day 1 it’s easier to wake up early when you haven’t adjusted to the time zone yet.
Reservations are required for sunrise access, and they open 60 days in advance at 7 AM HST on recreation.gov. Set an alarm, log in early, and snag your spot (they go fast). A few last-minute reservations open 2 days in advance too.
- Sunrise reservation: $1 per vehicle
- Park entrance fee: $30 per car (or use your National Park pass)
Pro tips for surviving sunrise at Haleakalā:
- Leave way earlier than you think you need to
- Pack motion sickness meds if winding roads get to you
- Bring snacks and water it’s cold and you’re gaining serious elevation fast
- It’s often 30-40°F at the summit bundle up in layers, gloves, scarves, even blankets!
Trust me, this might sound a little “why am I doing this again?” at 3 AM but once you’re standing above the clouds as the sun spills over the crater rim, you’ll know exactly why.
Breakfast at Grandma’s Coffee House
Once you’ve thawed out a bit, head down to Grandma’s Coffee House in Keokea. Their kalua pork eggs benedict is wildly good, and the pastry case is downright dangerous (in the best way). I can never leave without a slice of banana bread for the road.
Right across the street, Thompson Road is a peaceful place to stretch your legs. If not for the ocean in the distance, you’d swear you were in Ireland or the Texas Hill Country.
Makawao: Art Meets Paniolo
Next stop: Makawao, a charming little town that blends Hawaiian cowboy history with modern boutiques. I always stop at:
- Driftwood and Pink by Nature for clothes
- The Mercantile for gifts and homey treasures
- Haku Maui for handcrafted leis (if she’s hosting a lei po’o workshop, it’s 100% worth it)
Paia: Boutiques, Beaches, and Bowls
Drive down toward Paia, a surfy North Shore town with some of my favorite shops:
- Wings Hawaii (local and sustainable)
- Nuage Bleu (breezy, beachy chic)
- Biasa Rose (for airy dresses and dreamy accessories)
Take a photo at the surfboard wall near Aloha Surf Hostel, then grab lunch or a snack:
- Paia Bowls – for smoothies and acai
- Flatbread Company – wood-fired pizza with a Maui twist
- Paia Fish Market – classic, local, casual seafood
If you have time, walk Baldwin Beach. It’s not the best for swimming, but it’s one of Maui’s most gorgeous stretches of sand and you’ll probably see kiteboarders flying across the waves.
Turtle Time: Secret Spot in Kuau Bay
Before heading back, drive a few minutes east to Tavares (Kuau) Bay look for the blue tile roof house near a tiny parking area.
This is my go-to turtle viewing spot. It’s quieter than Ho’okipa Beach, and while there’s no ranger there, please remember to stay at least 10 feet away. Don’t block their path to the ocean. Respect the space. Snap photos. Be amazed.
Afternoon Rest Back in South Maui
You’ve been up since the middle of the night. Trust me, now is the time for a nap or a lazy beach afternoon. I usually just flop by the pool for a bit or take a walk on the sand.
Dinner: Mama’s Fish House or Hotel Wailea
If you’ve got the energy (and a reservation), tonight is the perfect night to do Mama’s Fish House. Yes, it’s a bit of a drive back to the North Shore, but this place is an experience. Ocean views, impeccable food, and total Hawaii magic.
That said, reservations open 18 months out and fill up fast. Can’t get in? Try lunch instead or…
- The Restaurant at Hotel Wailea – elegant, elevated, and deeply romantic
- Gather on Maui – sunset views and creative Hawaiian dishes without the pretension
Day 2: West Maui Beaches, Coastal Views & Historic Lahaina
After yesterday’s early wake-up, I like to let Day 2 unfold a little more slowly. Today’s all about exploring West Maui one of the most scenic regions of the island, with cliffside drives, dreamy beaches, and little moments of discovery tucked between the resorts.
If you’re staying in South Maui, you’ll drive up through the island’s center and around the western coastline to reach the Ka’anapali and Kapalua area. If you’re based in West Maui, lucky you, you’re already there!
Morning: Coastal Cruising + Kapalua Bay
Start the day by heading to Kapalua Bay this crescent-shaped beach is one of my favorites for early-morning swimming and snorkeling. The water is usually calm in the morning, and there’s a little reef just offshore that attracts colorful fish (and sometimes turtles if you’re lucky).
Pro tip: Stop at Island Press Coffee in Lahaina or Honolua Store near Kapalua for coffee and a breakfast sandwich to eat beachside.
If you’re up for a walk, the Kapalua Coastal Trail is a flat, 1.76-mile trail that takes you along lava rock cliffs, past tidepools, and offers gorgeous views of Molokai on the horizon.
Late Morning: Honolua Bay Lookout & Scenic Stops
After Kapalua, drive a little farther north to the Honolua Bay Lookout. The bay itself is a popular snorkel spot (best in summer when the surf is down), but even just the overlook from the cliffs is worth the stop.
On the way back down, you can pull off at a few scenic points like:
- Dragon’s Teeth – a dramatic lava rock formation right by the Ritz-Carlton
- Napili Bay – wide, calm beach that’s great for families
- Slaughterhouse Beach – less visited and beautiful, but no facilities
I usually snack on fruit or granola bars in the car, but there are lunch spots waiting in Ka’anapali if you’re hungry early.
Lunch in Ka’anapali
If you didn’t do Monkeypod on your arrival night, this is a great place to fit it in. The Whalers Village location has legit ocean views, and it’s perfect for a relaxed lunch.
Other good options in the area:
- Leilani’s on the Beach – great for fish tacos and beachfront people-watching
- Hula Grill – their barefoot bar lets you eat with your toes in the sand
- Choice Health Bar in Lahaina – smoothies, açai bowls, and great vegan-friendly options
Afternoon: Ka’anapali Beach + Cliff Diving Show
I usually spend a few hours in the afternoon swimming or lounging at Ka’anapali Beach. It’s easily one of Maui’s most famous beaches, and for good reason long, swimmable, and framed by resorts and beach paths. Bring your own snorkel gear or rent it right on the beach.
Don’t miss Black Rock (Pu’u Keka’a) at the north end of the beach great for snorkeling and an iconic Maui photo spot.
If you stick around until sunset, you can catch the nightly cliff diving ceremony off Black Rock it’s free and makes for a memorable moment to end the day.
Optional Detour: North of Kapalua
If you want something a little more adventurous and have time, continue past Kapalua and explore the Kahekili Highway (Route 340). This road is narrow, windy, and not for the faint of heart but the views are incredible, and it feels like old Hawaii.
Highlights:
- Olivine Pools – lava rock tidepools on the ocean’s edge (only go if the surf is calm!)
- Nakalele Blowhole – a natural geyser that shoots water high into the air (stay far back from the edge and don’t get too close!)
Just make sure your rental car company allows it, and be super cautious some stretches are one-lane and very tight.
Evening: Dinner + Sunset in West Maui
For dinner, if you skipped Monkeypod, now’s the time. The Whalers Village location is one of my top picks post-beach.
Other sunset-worthy dinner options:
- Merriman’s Kapalua – a romantic, splurge-worthy spot right on the water
- Sea House at Napili Kai – more casual but great food and beachfront views
- Duke’s Beach House – fun, lively vibe with great fish dishes and live music some nights
I always recommend timing dinner to catch the sunset, especially from anywhere on the west-facing coast. Watching the sun melt into the ocean is one of those simple Maui moments that sticks with you.
Back to Your Hotel + Rest
After a full day of exploring West Maui, it’s time to head back to your hotel. If you’re staying in Wailea or Kihei, the drive back takes about 45-60 minutes, depending on traffic.
I usually grab a treat on the way home either shave ice from Ululani’s or a sweet pastry from Sugar Beach Bake Shop if they’re still open.
Tomorrow: we hit the Road to Hana so get a good night’s sleep!
Day 3: The Road to Hana – Waterfalls, Rainforests & the Rugged East Coast
The Road to Hana is a full-day (sometimes 12+ hour) adventure, but it’s hands-down one of the most beautiful drives you’ll ever take. With hundreds of curves, dozens of one-lane bridges, and views that go from bamboo forest to jungle waterfalls to black sand beaches, this day is about the journey, not the destination.
There are two ways to do it:
- Out and back from Paia to Hana (the most popular and safest option)
- Drive the full loop, continuing past Hana and returning through Upcountry (possible, but sections are unpaved, narrow, and may be restricted by your rental car company)
I usually recommend option 1 for first-timers it’s more relaxed and gives you more time to enjoy the stops without rushing.
Start Early! (Like… Really Early)
We hit the road around 6:30 AM from Kihei and grabbed coffee at Akamai Coffee before heading toward Paia. If you’re prone to carsickness, definitely take something before you start this road is twisty from start to finish.
I highly recommend downloading the GyPSy Guide app for the Road to Hana. It’s a GPS-based audio tour that works even offline and gives you history, storytelling, and suggestions for where to stop (and where to skip).
Essentials to bring:
- Water and snacks (or even a picnic)
- Cash (some fruit stands don’t take cards)
- Reef-safe sunscreen & bug spray
- Swimsuit, towel, and water shoes
- A full tank of gas
My Favorite Road to Hana Stops:
1. Twin Falls (Mile Marker 2)
This is a great first waterfall stop. It’s an easy walk, the falls are lovely, and there’s a fruit stand in the parking lot (try the pineapple smoothies).
2. Waikamoi Ridge Trail (Mile Marker 9.5)
Stretch your legs on this short loop hike through lush rainforest. It’s often overlooked, but really peaceful and worth 20-30 minutes.
3. Garden of Eden Arboretum (Mile Marker 10)
A paid stop, but the views are fantastic (including a famous one from Jurassic Park). Great if you want manicured trails and easy photo ops.
4. Ke’anae Peninsula (Mile Marker 16.5)
This lava-rock coastline is dramatic and photogenic. Stop at Aunty Sandy’s for banana bread hot out of the oven. You’ll never want store-bought again.
5. Ching’s Pond (Mile Marker 16.8)
Tiny parking area, but a beautiful pool and waterfall if you’re comfortable with a bit of a climb down. Locals often cliff-jump here just watch from a safe distance.
6. Waiʻanapanapa State Park (Mile Marker 32)
This is one of the must-see stops! The black sand beach, sea caves, and lava tube make this feel like another planet. You must book a reservation in advance (online only), so plan ahead!
7. Hana Town
You made it! Hana is small and low-key, but it’s a nice place to take a break. There are public restrooms near the beach park and several places to eat:
- Hana Farms Roadside Market – wood-fired pizzas & banana bread
- Thai Food by Pranee – fresh, flavorful, and affordable
- Huli Huli Chicken – sometimes open at Koki Beach, incredibly tasty
Should You Go Farther Than Hana?
If you’re feeling ambitious (and have time), here are two more stops I personally love:
8. Wailua Falls
A massive, picture-perfect waterfall right off the road no hike needed. It’s usually not crowded, and it’s a great “final” waterfall before turning back.
9. Hamoa Beach
One of the prettiest beaches in East Maui palm trees, soft sand, and powerful waves. Bring your towel and relax a bit before heading back.
Turtle Detour (Optional on the Return Trip)
If you skipped Hookipa Beach Park on Day 1, consider stopping here on the way back to spot turtles basking on the sand. Just don’t get too close they’re protected and deserve their space.
Dinner Back in South Maui
You’re probably going to roll into town tired and happy and hungry! If you didn’t pack food or stop in Paia for a bite, here are a few go-to dinner spots I love in Kihei and Wailea:
- Coconuts Fish Café – casual, colorful, and known for their fish tacos
- Lineage – elevated Hawaiian dishes in Wailea, a bit fancier but still chill
- Cafe O’Lei at the Mill House – great food and atmosphere if you’re staying near central Maui
Or you can just grab something to-go, flop on the couch or lanai, and scroll through your camera roll thinking: Did we really see all that today?
Because yeah, you did.
Day 4: Snorkeling, Beach-Hopping & a Sunset to Remember
After three big days of adventure, today is a little slower… but just as magical. It’s your chance to soak up more sun, snorkel with turtles, and end your Maui trip with one of those storybook sunsets.
I always save this day for South Maui, especially if you’re staying in Wailea or Kihei the beaches here are beautiful, the snorkeling is easy, and it’s the kind of day you can shape however you want.
Morning: Snorkel Adventure to Molokini + Turtle Town
If you want to do one last bucket-list activity before heading home, book a morning snorkeling tour to Molokini Crater and Turtle Town.
Most tours leave early from Maʻalaea Harbor (check-in around 6:30-7:00 AM), and they usually include breakfast, snorkel gear, and sometimes a slide off the back of the boat if you’re with Four Winds or Calypso.
- Molokini Crater is a crescent-shaped islet with crystal-clear water and incredible visibility some days, you can see 100+ feet down.
- Turtle Town is near Makena and known for (you guessed it) green sea turtles that glide through the reefs like underwater royalty.
If you’re not into tours, you can snorkel right off the beach in South Maui, too! Some of my favorite DIY spots:
- Ulua Beach – calm mornings and great reef right off the shore
- Makena Landing – sea turtles often hang out near the rocks
- Ahihi-Kinau Natural Area Reserve – lava rock coastline with abundant marine life
Midday: Beach-Hopping & Lunch in Kihei
After your morning adventure, it’s time to go beach-hopping.
Some favorite South Maui beaches to chill, walk, or swim:
- Kamaole Beach Parks I, II & III – easy access and great for families
- Big Beach (Makena) – wide open and wild, with a dramatic cliff backdrop
- Polo Beach or Wailea Beach – next to fancy resorts but open to everyone
Lunch Ideas:
- South Maui Fish Company – some of the best poke on the island (food truck)
- Kihei Caffe – giant breakfasts, also open into lunch
- 808 Deli – casual, delicious sandwiches near Kam II Beach
If you haven’t had Ululani’s Shave Ice yet… today’s the day. Go all in lilikoi, coconut, and mango with snowcap. Trust me.
Afternoon: Shopping or Spa (Your Choice!)
If you’re all beached out, this is a good time to explore some indoor or breezy options:
- The Shops at Wailea – boutique shopping, local art galleries, and AC
- Spa at the Fairmont Kea Lani or Hotel Wailea – if you want to splurge on a massage before your flight
- Makena State Park Overlook – if you want one last stunning coastal view
Evening: Sunset Sail or Dinner with a View
Let’s close things out with something special.
If you want to end your trip on the water, book a sunset catamaran cruise from Maʻalaea or Wailea. Most cruises include pupus (Hawaiian appetizers), drinks, and that magical golden light spilling across the ocean.
Not into boats? No problem, there are so many gorgeous places to watch the sunset right from land:
- Keawakapu Beach – one of my favorite mellow sunset spots
- Wailea Beach Path – walk with a cocktail and take it all in
- Polo Beach – fewer crowds and stunning views
Dinner Ideas for a Final Night on Maui
Here’s where I’d go for a last hurrah, depending on your vibe:
Splurge-Worthy & Romantic:
- The Restaurant at Hotel Wailea – fine dining with sweeping views
- Ferraro’s at the Four Seasons – beachfront, Italian, super special
Local and Laid-Back:
- Lineage (Wailea) – modern Hawaiian comfort food
- Monkeypod (if you haven’t already!) – sunset, live music, and those famous mai tais
- Cafe O’Lei Kihei – dependable and crowd-pleasing
If you’re flying out tomorrow, I always like to go to bed with that warm, salty skin feeling, a full belly, and a grateful heart.
Optional: Packing Tips + Departure
If tomorrow’s your travel day, don’t forget to:
- Leave your wet gear in a separate bag
- Charge your devices
- Eat your leftover banana bread
- Set your alarm and double-check flight times!
And just like that… your 4 days in Maui are up.
Wrapping Up Your 4 Day Maui Adventure
If you made it through all four days of this itinerary, give yourself a high-five you just saw more of Maui than most travelers do in a week.
From sunrise above the clouds to snorkels with sea turtles, from winding coastal roads to unforgettable meals on the beach… I hope your Maui trip leaves you sun-kissed, well-fed, and maybe just a little bit in love with the island (I always am).
You can absolutely tweak this itinerary to match your travel style swap a beach day for a spa afternoon, spend more time in one area, or spread things out if you’ve got extra days. But if you only have four full days and want to make them count? This is the way I’d do it every time.