The Ultimate Maui Itinerary: 8 Days in Paradise with Customizable Options

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I love putting together custom itineraries for friends and family. It’s actually one of the main reasons I started this blog. Living on Maui, I’m lucky to call this island home, and I’m always excited to share my favorite places and experiences.

This guide is all about giving you options. It’s flexible, low-pressure, and designed to work with your interests, energy level, and budget.

Some people say itineraries kill spontaneity, but I think the right one can actually give you more freedom. When you know your options, it’s easier to relax and enjoy the moment (and not waste time figuring it all out on the fly).

The structure of this itinerary is simple: adventure in the morning, relaxation in the afternoon, but don’t feel bound to it. Sleep in, linger at brunch, or spend a whole day beach-hopping; it’s your trip.

You’ll see a mix of guided tours and DIY ideas throughout, but nothing here is a must-do. Maui has tons of free and low-cost things to explore, with or without a guide.

This itinerary includes 8 full days (not counting your arrival or departure), but it’s super easy to adjust for a shorter or longer trip. Plus, it includes plenty of ideas for your next visit (because let’s face it, you’ll want to come back!).

For information on essentials like when to book reservations and what to pack, check out my Maui Essentials: Complete Guide for First Time Visitors (FAQs + Top Tips). And if you need accommodation suggestions, check out my Where to Stay on Maui Guide.

Alright, enough talk—let’s dive in!

Day 1: South Shore Part 1 — Kihei

A mix of adventure, relaxation, and dining on Maui’s sunny south side.

MORNING

Kick off your day on the water!

🏄‍♀️ Option A: Surf Lessons at Cove Beach (2 hours)
Perfect for beginners, Cove Beach offers gentle waves and plenty of great surf schools nearby.
Surf Schools: Maui Surf Lessons, Maui WaveRiders, Surf Club Maui

🤿 Option B: Molokini Snorkel Boat Tour (2 hours to half day)
Explore Molokini Crater, a crescent-shaped volcanic atoll located about 2.5 miles off Maui’s southern coast, known for its crystal-clear waters and protected marine environment.
Top Operators: Redline Rafting, Kai Kanani Sailing, Blue Water Rafting

🐋 Option C: Whale Watching Boat Tour (December to April)
Embark on a 2–3 hour boat tour from Kihei Boat Ramp or Maalaea Harbor to witness humpback whales breaching and spouting in Maui’s waters.
Top Operators: Redline Rafting, Trilogy Excursions, PacWhale Eco-Adventures

🍽️ BREAKFAST OPTIONS:

• Kihei Caffe: Famous for their hearty banana macadamia nut pancakes and savory Loco Moco.
• Nalu’s South Shore Grill: Indulge in their cornflake-crusted French toast (heaven!), chicken and waffles, or Loco Moco.
• Grab-and-Go Options: Stop by The Cinnamon Roll Place for the gooiest sweet treat, Kraken Coffee Kihei for excellent brews, or Maui Bread Company for delicious pastries.

AFTERNOON

Unwind with some beach time.

🏝️ Option A: Kama’ole III Beach…or any of the Kam beaches
A family-friendly beach with shaded grassy areas, picnic tables, and gentle waves for swimming.

🏝️ Option B: Keawakapu Beach
A quieter, uncrowded beach perfect for swimming and long walks on soft sands.

🍽️ LUNCH OPTIONS:

• 808 Deli: Known for their delicious sandwiches. Try the “Porkie” or Chicken Pesto Panini.
• South Maui Fish Company: Delicious poke bowls and fresh seafood.
• Paia Fish Market: A no-frills spot offering generous portions of fresh seafood at reasonable prices.

EVENING

Wrap up your day with a memorable dinner or a local event.

🍽️ DINNER OPTIONS:

• South Maui Gardens Food Trucks: A vibrant community hub with over a dozen food trucks, tropical gardens, cute shops and cafes, picnic tables, and outdoor games. They also host a fun events like hula shows, concerts, and comedy nights.
• Maui Brewing Co.: Visit Hawaii’s largest brewery for craft beer and island-inspired dishes in an open-air, laid back atmosphere.
• Coconuts Fish Cafe: Two locations, a laid-back restaurant known for its award-winning fish tacos and fresh seafood plates, great for takeout.
• Cool Cats Cafe: A retro-style diner serving up hearty burgers and classic milkshakes.

🎊 Alternative Activity: If it’s the fourth Friday of the month, check out the Kihei Town Party. It’s a fun street party with live music, food trucks, and local vendors. Great way to get a feel for the community and meet some locals.

📖 Related Read: Top Things to Do in Kihei, Maui: Beaches, Water Sports, and Local Gems

Day 2: Road to Hana

Explore Maui’s lush east side with cascading waterfalls, black sand beaches, and delicious banana bread on this full-day adventure.

SUNRISE TO SUNSET

Set out early on the iconic Road to Hana, one of Maui’s most scenic drives. To make the most of your journey, download a guide app, like GuideAlong or Shaka Guide, for insights and turn-by-turn directions.

There are too many beautiful things to count on this drive. While every stop has its charm, here are some of the most popular ones:

• Twin Falls: Begin your journey with a refreshing swim beneath picturesque waterfalls. This is one of the easiest waterfall(s) to access but skip it if you plan to visit during your ‘North Shore Day’ listed below.
• Ke’anae Peninsula: Take a short detour to this rugged lava rock coastline. While there, savor a slice (or loaf!) of the famous banana bread at Aunty Sandy’s—fresh, warm, and buttery, it’s a true Road to Hana tradition.
• Ke’anae Arboretum (free) or Garden of Eden: Immerse yourself in Maui’s botanical beauty at one of these locations. Both showcase tropical flora, including rainbow eucalyptus trees and native plants, but choose one to save time for other stops.
• Upper Waikani Falls (Three Bears): Snap a photo of this stunning triple-tiered waterfall or carefully take a short path down for a closer view.

• Pua’a Ka’a State Wayside Park: Stretch your legs at this small park with accessible trails, waterfalls, swimming holes, picnic tables, and restrooms.

• Coconut Glen’s: Indulge in vegan coconut ice cream made from locally sourced ingredients. This colorful roadside gem is perfect for a mid-afternoon treat.

• Wai’anapanapa State Park: Marvel at the black sand beach, sea caves, and dramatic coastline of this stunning park. Reservations are required, so plan ahead!

• Wailua Falls: A quintessential Hawaiian waterfall located right off the road, making it a perfect photo stop.

• Pipiwai Trail & Oheo Gulch (Seven Sacred Pools): These famous hikes take you through towering bamboo forests and past cascading waterfalls, showcasing the best of East Maui’s natural beauty.

🍽️ LUNCH & DINNER OPTIONS:

Plan your meals along the way with one of these delicious local stops:

• Braddah Hutts BBQ Grill (closed weekends): An-all time local and visitor favorite, this food truck is known for its next-level plate lunches with barbecue chicken, ribs, or fresh fish. Portions are generous and the setting feels quintessentially Hawaiian. Be sure to bring cash!
• Hana Farms Roadside Stand: Enjoy fresh, organic dishes made from local ingredients. Try their wood-fired pizzas or hearty sandwiches.
• Thai Food by Pranee: Delicious, authentic Thai food. Their drunken noodles and any of their fish dishes are fantastic!

EVENING

Some visitors stay overnight in Hana to fully embrace its slower pace and have more time to explore.

If you plan on heading back, relax and take with you the unforgettable sights, sounds, and stories of the Road to Hana as you return to your accommodations.

Day 3: Northwest Maui — Kapalua & Napili

Combine adventure, coastal beauty, and gourmet dining in this incredible region of Maui.

MORNING

Start your day exploring the stunning coast, whether by water, land, or from above.

🤿 Option A: Snorkel Honolua Bay (May to October)
Discover one of Maui’s top snorkeling spots, a marine sanctuary teeming with vibrant coral reefs and tropical fish. Confident swimmers can reach the reef directly from shore, or opt for a boat tour for easier access.
Top Snorkel Boat Tours: Trilogy Excursions, Sea Maui, Teralani Sailing

👣 Option B: Kapalua Coastal Trail (2 hours)
Hike along this 1.75-mile (one way) trail to soak in packed with epic scenery—cliffs, beaches, lava rocks, tide pools, the works.
Tip: For a quick bonus adventure, head to Makaluapuna Point (Dragon’s Teeth) to see striking lava formations that resemble jagged fangs.

⛰️ Option C: Kapalua Ziplines (3 hours)
For thrill-seekers, soar above valleys and ridges on this popular zipline tour. You can ride side-by-side with a friend, cross Hawaii’s longest suspension bridge, and even take an ATV to get to the launch points.

Related Read: Thrill-Seeker’s Guide to Maui: Top Adventurous Activities

🍽️ BREAKFAST OPTIONS:

• The Gazebo: Try their famous macadamia nut pancakes and fried rice! To avoid waiting in a long line, I recommend going for brunch instead of breakfast.
• The Plantation House at Kapalua Golf: Treat yourself to an upscale breakfast with panoramic views of the ocean and the award-winning Plantation Golf Course.
• Baya Bowls (grab-n-go): A popular food truck that makes fresh, filling acai bowls and smoothies loaded with local fruit and crunchy toppings.

AFTERNOON

Relax and soak up the sun on one of Maui’s iconic beaches.

🏝️ Option A: Napili Bay
A picturesque cove with calm waters perfect for swimming, paddleboarding, and relaxing on soft sands.

🏝️ Option B: Kapalua Bay
Another postcard-perfect cove with a gentle surf and easy-access snorkeling.

🍽️ LUNCH OPTIONS:

• Joey’s Kitchen: Delicious Filipino dishes with a Hawaiian twist. I recommend trying their garlic chicken, braised short ribs, or bbq kalbi ribs!
• A’A Roots (vegan): A creative, plant-based menu that has buddha bowls, sandwiches, and yummy smoothies.
• Grab-n-Go: Stop by Honolua Store for a quick bite and snacks or Island Vibes Cafe for acai bowls and breakfast burritos.

EVENING

End your day enjoying a delicious meal paired with a breathtaking west coast sunset.

🍽️ DINNER OPTIONS:

• Merriman’s Kapalua: Upscale farm-to-table dining with unbeatable sunset views.
• Sea House Restaurant: Dine oceanfront at Napili Bay with a menu full of fresh seafood and Hawaiian-inspired dishes. They also have a great happy hour menu.
• Miso Phat Sushi: A casual BYOB sushi spot. The TNT Roll and Rainbow Roll are fan favorites. I always get the hamachi kama; a must-try for those who love a flavorful, crispy fish dish.

Day 4: Upcountry — Makawao, Kula, & Haleakala

Upcountry Maui has a special kind of magic…cooler air, sweeping views, and a slower pace that invites you to linger.

There are just so many great spots to explore, it was tough to narrow them down. With morning, afternoon, and evening options, you probably won’t get to everything, just pick what fits your timing and go with the flow.

MORNING

⛰️ Option A: Haleakala Summit Sunrise + Hiking (~3 AM start)
Begin your day with a stunning sunrise from the top of Haleakala volcano, a once-in-a-lifetime experience that requires an early start and a reservation. Afterward, stretch your legs on the White Hill Trail (0.4 miles) for panoramic views or challenge yourself on the Sliding Sands Trail, a mesmerizing hike into Haleakala’s crater.

🛍️ Option B: Explore Makawao Town
Stroll through this historic paniolo town. It has lots of wonderful boutique shops, art galleries, and cozy cafes.
Some favorite shops are: Komoda Bakery, Viewpoints Gallery, The Maui Cookie Lady, and Hot Island Glass.

🐴 Option C: Horseback Ride at Triple L Ranch (~3 hours)
Saddle up for a horseback ride along the beautiful slopes of Haleakala. Afterwards, savor a hearty burger at Bully’s Burgers, made from all natural beef raised right on the ranch.

🥾 Option D: Hike in Makawao Forest Reserve
Enjoy a cool, shaded hike in Makawao Forest Reserve along the Kahakapao Trail. While it doesn’t have expansive views, it’s peaceful escape surrounded by eucalyptus and pine trees.

🥭 Alternative (Saturday only): Upcountry Farmer’s Market
Browse Maui’s largest farmer’s market (and my favorite) for locally grown produce, fresh-caught fish, tropical flowers, Maui-grown coffee, raw and vegan prepared foods, local art, and other homemade goods. It’s a great place to meet locals and grab a hot meal from vendors or nearby food trucks.

🍽️ BREAKFAST OPTIONS:

• Komoda Bakery: Over 100 years old, this local institution is known for its irresistible cream puffs, stick donuts, and guava malasadas.
• Freshies Maui: Enjoy a hearty, farm-to-table breakfast in their charming courtyard under a beautiful coral tree.
• Grandma’s Coffee House: A laid-back café in Kula serving house-roasted coffee, fresh pastries, and comforting breakfast options.
• Kula Lodge Restaurant: Dine in one of their garden gazebos to get sweeping views of Maui.

Update (August 2025): Sadly, the Kula Lodge Restaurant was destroyed in a fire on August 11, 2025. The owners plan to rebuild, and its lodge and marketplace remain open.

AFTERNOON & EVENING

⛰️ Option A: Haleakala Hiking + Summit Sunset + Stargazing
Experience Haleakala’s dramatic landscapes with a hike along White Hill Trail or the more strenuous Sliding Sands Trail. Stay for a spectacular sunset at the summit (no reservation required), followed by some of the best stargazing you’ll ever experience.

🛍️ Option B: Explore Makawao Town
Stroll through Makawao to explore its paniolo culture, charming galleries, and boutique stores. Don’t miss Viewpoints Gallery for expertly curated local art, The Maui Cookie Lady for chunky cookies, and Hot Island Glass to watch live glassblowing demonstrations.

🍹 Option C: Ocean Vodka Farm & Distillery
Visit this stunning 80-acre farm where vodka is crafted from organic sugarcane and deep-ocean mineral water. After a tasting, settle in for a sunset dinner on their expansive lawn with sweeping views of the island.

🍷 Option D: Ulupalakua Ranch + MauiWine (closed Mondays)
Take a scenic drive to MauiWine for a pineapple wine flight and some light bites. Then head across the street to Ulupalakua Ranch Store for some mouthwatering burgers.

🍽️ DINNER OPTIONS:

If you still have some time, end your day with a memorable meal at one of these standout restaurants:

• Ocean Vodka Farm and Distillery: This is a laid-back spot with killer views of the island, great cocktails (try the lilikoi crush), and tasty eats (get the wild mushroom farmbread, trust me). And to top it off, there’s often live music in the afternoons.
• Kula Bistro (BYOB): Enjoy a delicious dinner at this local favorite. It’s BYOB, so grab a beverage from the grocery store across the street to pair with your meal.
• Hali‘imaile General Store: Indulge in farm-to-table dishes at this popular restaurant set in a charming plantation-style building. Since Maui Gold Pineapple Farm is just down the road, their signature pineapple upside-down cake is as fresh and flavorful as it gets. Definitely save room for dessert.
• Mahalo Aleworks: Grab a wood-fired pizza from Marlow, beer from the bar, and head to the brewery’s second floor for stunning sunset views.

📖 Related Read: 25 Best Things To Do in Upcountry Maui: A Local’s Guide (+Map)

Day 5: West Side — Ka’anapali & Lahaina

A mix of iconic beaches, shopping, and amazing oceanfront dinner spots.

MORNING

Kickstart your day with some fun on the water.

🤿 Option A: Lanai Snorkel Boat Tour (Half Day)
Depart from Mala Boat Launch or Ka’anapali Beach for a half-day trip to Lanai, where you’ll experience crystal-clear waters, vibrant coral reefs, and the chance to spot dolphins and turtles along the way.
Top Lanai Boat Tours:  Ultimate Whale Watch & Snorkel, Hawaii Ocean Rafting, Makai Adventures

🚣 Option B: Olowalu Kayak & Snorkel (~3 hours)
Paddle along Olowalu’s calm coastline and snorkel Maui’s largest reef system and turtle feeding ground.
Top Kayak Tours: Maui Adventure Tours, Kayak Olowalu

🏄 Option C: Surf Lessons at Ukumehame Beach (2 hours)
An ideal beginner spot, Ukumehame Beach has gentle waves and several top-notch surf schools ready to guide you on your first ride.
Top Surf Schools: Maui Surfer Girls (not just for girls), Royal Hawaiian Surf Academy, Rivers To The Sea

🐋 Option D: Whale Watching (November to April)
Embark on a 2–3 hour boat tour from Ka’anapali Beach or Mala Boat Ramp to witness humpback whales breaching and spouting in Maui’s waters.
Top Operators:  Ultimate Whale Watch & Snorkel, Trilogy Excursions, Sea Maui

🍽️ BREAKFAST OPTIONS:

• Leoda’s Kitchen and Pie Shop: Delicious breakfast options paired with their signature sweet and savory pies.
• Papi’s Ohana: Locally owned bakery serving up the best cinnamon rolls, scones, and croissants on the west side. There’s a reason people line up before opening!
• Mala Ocean Tavern: Seaside dining with an excellent breakfast menu, stunning views, and top-notch service.

AFTERNOON

• Relax on the golden sands of Ka’anapali Beach and snorkel around Black Rock.
• Stroll along Ka’anapali Beach Walk and explore Whalers Village, an open-air shopping center with a variety of shops, restaurants, and free cultural activities.

🛍️ Alternative Activity: If it’s Sunday, check out the Maui Gift & Craft Fair in Lahaina, where you can discover local treasures like handmade jewelry, art, and wood-carved gifts.

📖 Related Read: Maui Shopping Guide: Best Souvenirs & Where to Shop Local

EVENING

End your day with a special oceanfront dinner.

🍽️ DINNER OPTIONS:

• Hula Grill: Beachfront dining with live music and hula dancing.
• Monkeypod Kitchen: Known for their signature Mai Tais and farm-to-table dishes. Get there a little early to take advantage of their great happy hour deals.
• Star Noodle: Seaside dining with Asian-inspired small plates and noodle dishes that are perfect for sharing.
• The Fish Market Maui (grab-n-go): A casual seafood market with fresh local catches and quick, tasty meals. Their poke counter and fish tacos are always a hit. I LOVE the seared ahi sandwich. Great for a beach picnic or a no-fuss dinner.

⛵️ Optional Add-On: Before dinner, take a sunset cocktail cruise departing directly from Ka’anapali Beach.
Top Operators: Trilogy Excursions, Sea Maui,  Teralani Sailing

🎊 Alternative Evening Activity: Experience an authentic Hawaiian feast at the renowned Old Lahaina Luau.

📖 Related Read: Top Authentic Things to Do on Maui for a Culturally-Rich Vacation

Day 6: Central Maui — Wailuku & Kahului

MORNING

Make the most of your morning with a mix of nature, adventure, or a relaxed stroll through one of Maui’s top local markets.

⛰️ Option A: Waihe’e Ridge Trail + Iao Valley State Monument (3-4 hours)
Start your morning with Maui’s most stunning hikes, Waihe’e Ridge is a moderately challenging 4.5-mile trek with sweeping views of the West Maui Mountains, lush green valleys, and shimmering ocean below.
Afterward, head to nearby Iao Valley State Monument (reservations required) to marvel at the iconic Iao Needle and take a cool, refreshing dip in the stream’s tranquil waters, a perfect way to unwind after your hike.

🏄 Option B: Windsurfing or Kitesurfing Lessons at Kahana Beach
Head to Kahana Beach for windsurfing or kitesurfing lessons. This spot has perfect conditions for both beginners and experienced surfers.
Recommended Schools: Aqua Sports Maui, HST School, Maui Kitesurfing School

🛍️ Option C: Maui Swap Meet (Saturdays only)
Explore Maui’s largest swap meet at the University of Hawaii Maui College in Kahului. It’s the perfect spot for finding unique souvenirs and island-made goods.

🍽️ BREAKFAST OPTIONS:

• SixtyTwo MarcKet: Fantastic restaurant tucked in the heart of downtown Wailuku, known for its creative breakfast and lunch menus.
• Ula’Ula Cafe: A food truck located on a macadamia nut farm serving island-inspired dishes with fresh, locally sourced ingredients.
• Maui Coffee Attic: A cozy café with eclectic décor, chill atmosphere, and great lattes. Plus enjoy live music jams on their patio most mornings.
• Takamiya Market (grab-n-go): A historic mom-and-pop shop open since 1946, selling a wide selection of ready-made foods, bentos, local snacks, and sweet treats.

AFTERNOON

Spend your afternoon exploring Wailuku’s old charm or relax at a beautiful nearby farm.

🛍️ Option A: Stroll Wailuku Town
Experience the charm of Wailuku by wandering through its colorful boutiques, art galleries, and unique shops like Request Music, a beloved record store.

🌴 Option B: Maui Tropical Plantation (closed on Mondays)
Great for families—enjoy ziplining, a tram tour, or a farm-fresh meal at Cafe O’Lei. Take in the stunning views of Waikapu Valley while strolling the grounds, and don’t forget to visit the Kumu Farms Country Market for souvenirs and locally made goods.

📖 Related Read: Top Family-Friendly Things To Do on Maui with Kids

EVENING

Wind down with a delicious meal or enjoy an evening filled with local flair.

LUNCH & DINNER OPTIONS:

• Costco Food Trucks: This popular food truck park has two locations across the street from Costco with a wide variety of affordable, tasty options.
• My Thai Maui: A quirky, warehouse-style spot serving up bold, flavorful Thai food, everything from classic Pad Thai to Northern Thai specialties.
• Kalei’s Lunchbox: A local favorite for generous plate lunches and island-style comfort food.
• Tamura’s Market (grab-n-go): A grocery store serving up the best poke on the island! The ahi poke is always great, but try the scallops or pipikaula as well!
• Tin Roof (grab-n-go): Celebrity chef Sheldon Simeon’s wildly popular takeout spot serving elevated Hawaiian comfort food. You can order ahead online to skip the line.

🎉 Alternative Activity: If it’s the first Friday of the month, check out Wailuku First Friday Town Party, a lively street festival with live music, food trucks, vendors, and local shops.

Day 7: South Shore Part 2 — Wailea & Makena

Snorkel, unwind at luxurious beaches, or indulge in a spa day, followed by world-class dining or an iconic Hawaiian luau.

MORNING

Start your day with a choice of snorkeling at one of these beautiful shore spots:

• Ahihi-Kinau Natural Area Reserve: Protected marine area known for its crystal-clear waters teeming with marine life.
• Ulua & Mokapu Beaches: Ideal for beginner snorkelers, with calm, clear water and easy entry from the shore.
• Turtle Town (Makena Landing/Five Graves): Often included in Molokini Snorkel Boat Tours, this spot is a popular haven for Hawaiian green sea turtles. Snorkel directly from the shore at Makena Landing to catch glimpses of these majestic creatures in their natural habitat.

🍽️ BREAKFAST OPTIONS:

• Ka’ana Kitchen: This upscale restaurant has what some consider the best breakfast buffet on the island, indulge in a wide range of delicious dishes.
• Akamai Coffee: For a more casual start, this cafe serves premium Hawaiian coffee blends and fresh pastries.

AFTERNOON

Spend your afternoon relaxing on the beach, exploring a scenic coastal walk, or indulging in a luxurious spa day.

🏝️ Option A: Wailea Beach & Walk
Stretch out on the golden sands of Wailea Beach, then take a leisurely stroll along the Wailea Beach Walk and soak in the views.

🏝️ Option B: Big Beach (Makena State Park)
Spend the afternoon at one of Maui’s largest and most beautiful beaches. Relax on the soft sand or take a scenic walk along the shoreline.
Note: This beach is known for its strong shore break and rip currents so just be cautious when going for a swim.

🧖‍♀️ Option C: Kilolani Spa at Grand Wailea
Indulge in a rejuvenating massage or facial at Hawaii’s largest spa. Then enjoy access to saunas, hydrotherapy pools, cold plunges, and a Hawaiian-inspired Hamman.

📖 Related Read: Beyond the Beach: Best Relaxing Activities to Do on Maui

🍽️ LUNCH OPTIONS:

• Jazzy’s Kitchen Mexican Food Truck: Satisfy your cravings with flavorful, freshly made Mexican fare from this food truck, known for its delicious fish tacos topped with sweet mango salsa.
• Kohola Brewery: Pair tasty bites like their “beer-ia” tacos or smash burger with a craft brew at this local brewery. Relax on the patio while sampling some of Maui’s best craft beers.
• Island Gourmet Markets (grab-n-go): If you’re looking for convenience, Island Gourmet has a wide selection of grab-and-go meals, from fresh sandwiches to sushi and local snacks.

EVENING

Finish your day with a memorable dinner at one of Wailea’s many renowned restaurants or immerse yourself in authentic Hawaiian culture at a traditional luau.

🍽️ DINNER OPTIONS:

• Ko Restaurant: At the Fairmont Kea Lani, Ko is all about upscale island cuisine inspired by Maui’s plantation-era history. The open-air dining and ocean views make it a beautiful spot for a special night out.
• Lineage: Helmed by Top Chef finalist Sheldon Simeon, Lineage serves bold, Asian-inspired dishes. It’s located in the Shops at Wailea shopping center so no view, but the flavors definitely shine.
• Gather on Maui: Relaxed, slightly upscale spot located at Wailea Golf Club. It has fantastic sunset views over the fairway and ocean.

🍹 Optional Add-On: If you’re in the mood for a post-dinner drink or two, check out Tikehau Lounge for impeccably crafted cocktails by some of Maui’s best bartenders or The Birdcage at Hotel Wailea, a stylish open-air bar with stunning sunset views and elevated cocktails.

🎊 Alternative Activity: Immerse yourself in Hawaiian culture at a luau, like the Te Au Moana at the Wailea Beach Marriott or Feast at Mokapu at the Andaz Resort.

📖 Related Read: Most Romantic Things to Do on Maui: 22 Date Ideas for Couples

Day 8: North Shore — Paia & Haiku

MORNING

Begin your day by soaking in North Shore’s natural beauty.

🥾 Option A: Twin Falls
Save time on your Road to Hana adventure by visiting Twin Falls on this day, a family-friendly trail that takes you through lush greenery to refreshing pools and cascading waterfalls. Stop by Twin Falls Farm Stand at the entrance for fresh smoothies, coconut water, and homemade banana bread.

🏝️ Option B: Baldwin Beach
Take a peaceful morning stroll along Baldwin Beach, a long, golden-sand stretch with turquoise waters and plenty of space for solitude.

🛍️ Option C: Explore Paia Town (most shops open at 10 AM)
Wander through the colorful streets of Paia, a former sugar plantation hub turned surfer, hippie town. Pop into local art galleries, trendy boutiques, and surf shops, then get yourself a sweet treat from one of the many ice cream or shave ice spots in town.

🍽️ BREAKFAST OPTIONS:

• Paia Bay Coffee & Bar: An open-aired, laid back cafe serving classic breakfast plates and specialty lattes. Don’t miss their Saturday brunch for live jazz music and $5 mimosas!
• Choice Health Bar Paia: A plant-based café known for its fresh acai bowls, superfood smoothies, and nourishing vegan dishes.
• Kuau Store (grab-n-go): A cute market with grab-and-go sandwiches, poke bowls, and snacks perfect for a beach picnic.

AFTERNOON

Spend your afternoon exploring Paia’s eclectic charm or unwinding at one of North Shore’s stunning beaches.

🛍️ Option A: Explore Paia Town
Wander through the colorful streets of Paia, a former sugar plantation hub turned surfer, hippie town. Pop into local art galleries, trendy boutiques, and surf shops, then get yourself a sweet treat from one of the many ice cream or shave ice spots in town.

🏝️ Option B: Relax at a North Shore Beach
Spend the afternoon at one, two, or all three of these great beaches:

• Ho’okipa Beach: Famous for world-class windsurfing. Even if you’re not hitting the waves, the lookout has spectacular views of the ocean and the chance to spot Hawaiian sea turtles basking onshore.
• Kaulahao Beach: A quieter, lesser known beach where you can also see turtles resting on the sand, usually near the ends of the beach.
• Baldwin Beach Park: Family-friendly with shaded picnic areas, restrooms, and a wide sandy shore perfect for lounging or swimming.
  Note: The surf can get high during the winter months, so be cautious if going for a swim.
  For families with young children, Baby Beach at the park’s west end has a calm, protected cove that’s ideal for little ones.

📖 Related Read: Top Family-Friendly Things To Do on Maui with Kids

🍽️ LUNCH OPTIONS:

• Paia Fish Market: A casual eatery loved for its generous portions of fresh fish tacos, seafood burgers, and grilled plates.
• Tobi’s Poke & Shave Ice: Perfect for a quick bite, this local favorite makes fresh poke bowls and shave ice.
• Mana Foods (grab-n-go): A beloved health food store with an excellent bakery, hot bar, salad bar, and tons of locally grown fruit. Perfect for packing a beach picnic or grabbing a quick lunch.

EVENING

After a day of wandering Paia’s colorful streets and nearby beaches, wind down with a memorable dinner at one of these standout spots nearby.

🍽️ DINNER OPTIONS:

• Mama’s Fish House (reservation required): Known for its fine-dining experience and stunning oceanfront views, this iconic restaurant serves beautifully plated, freshly caught seafood dishes.
• Nuka: Fantastic Japanese restaurant in Haiku specializing in sushi, sashimi, and small plates. Be sure to save room for their yummy homemade ice cream!
• Flatbread Company: Serves delicious wood-fired pizzas made with local, organic ingredients. Try their Mopsy’s Kalua Pork and Pele Pesto flatbreads (the fresh Maui goat cheese on both is divine).

📖 Related Read: A Foodie’s Guide to Maui: Farm Tours and Culinary Delights

Explore, Relax, Repeat: Last Tips

As you explore Maui, don’t worry if things don’t go exactly as planned, that’s all part of the magic! Feel free to shuffle the days, slow down when you need to, or follow your curiosity wherever it leads.

Some of the best moments people share with me aren’t from big-ticket activities. They’re from the in-between: watching whales in the distance, catching the sunset, feeling the ocean breeze, or stumbling upon a quiet beach or random fruit stand. Let yourself be open to those spontaneous, unplanned experiences.

I also recommend keeping an eye on the weather during your stay. While Maui is generally sunny and warm year-round, ocean conditions can vary daily across different spots. So be sure to check them out each morning before heading out, as they can greatly influence your experience.

And for those looking for an even deeper dive into Maui, my Maui Travel Map is your ultimate companion, packed with over 350 curated spots to help you discover popular spots, authentic gems, and more, all at your fingertips.

Mahalo for reading and I hope you have the best time on Maui!

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