Maui Hawaii: 7 Day ULTIMATE Itinerary Staying in Wailea - Road to Hana, Molokini, Haleakala & More

Planning a trip to Maui? This 7 day Maui itinerary takes you all around the island, covering South Maui, the Road to Hana, Upcountry Maui, and West Maui so you can see exactly what a full week on Maui looks like. We start in Wailea on the South Shore, hit Ulua Beach and Big Beach, snorkel Molokini Crater with Makena Coast Charters (use code HWT2026 for 10% off your booking), catch sunrise at the Haleakala summit, and spend a day upcountry visiting Alii Kula Lavender Farm, MauiWine, Kula Country Farms, and Surfing Goat Dairy. From there we drive the Road to Hana, stopping at Twin Falls, Waianapanapa's black sand beach, and the Pipiwai Trail to Waimoku Falls, with a shoutout to Aloha Pixabus (code hwt2026 for 10% off) if you'd rather skip the driving and just enjoy the ride. We wrap the week on Maui's West Side in Kaanapali and Kapalua, snorkeling Kapalua Bay and Honolua Bay, checking out Nakalele Blowhole, and catching a Kaanapali sunset before heading home through the Maui Ocean Center and Maui Tropical Plantation near Kahului. Whether you're building your own Maui itinerary, looking for the best things to do in Maui, or just trying to figure out how to split your time between South Maui and West Maui, this video walks you through beaches, hikes, waterfalls, and local food stops for a complete Maui vacation. Subscribe to Hawaii Walking Tours for more Maui travel guides, itineraries, and island tips from a longtime Maui local. Timestamps: 00:00 Intro 00:28 Arrival in Kahului and driving to Wailea 01:42 The Shops At Wailea 02:04 Wailea Village and Kohola Brewery 02:23 Ulua Beach & Wailea Beach Path 03:01 Big Beach at Makena State Park 04:02 Ahihi Kinau Natural Area Reserve 04:32 Hoapili Trail at La perouse Bay 04:54 Te Au Moana Luau Wailea Beach Resort 06:14 Haleakala Crater Sunrise & Sunset 07:20 Sliding Sands Trail Viewpoint 08:14 Alii Kula Lavender Farm 08:34 Maui Wine 09:05 Kula Country Farms 09:31 Surfing Goat Dairy 10:07 Cool Cat Cafe Kihei 10:18 Molokini Adventure with Makena Coast Charters 11:16 Kamaole Beach Parks 11:34 Three's Bar & Grill 11:52 Kihei Kalama Village 12:11 Kihei Sunset 12:28 Road to Hana Tips 13:01 Twin Falls 13:35 Pua'a Ka'a State Wayside Park 13:55 Hana Farms 14:11 Black Sand Beach at Waianapanapa State Park 14:47 Pipiwai Trail in Haleakala National Park 15:52 Kihei Food Oasis at South Maui Gardens 16:22 Kapalua Bay 16:39 Kapalua Coastal Trail 17:07 Honolua Bay 17:54 Nakalele Blowhole 18:29 Kaanapali with Leilani's and Cliff Dive Ceremony 19:34 Maui Ocean Center Aquarium 20:05 Maui Tropical Plantation

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10 Road to Hana Mistakes You Don’t Want to Risk

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West Maui Travel Guide: Best Beaches, Dining, Snorkeling & Things to do Kaanapali, Napili & Kapalua

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First time in Latvia - Riga, a pagan wedding, and food!

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Exploring Maui, Hawaii | Waterfalls, Beaches & Island Adventure

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The ULTIMATE Road to Hana road trip: Our must-visit stops!

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5 Day Maui Itinerary staying in Kihei - Haleakala, Kaanapali, Beaches, Snorkeling, Hiking & More!

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The Road to Hana: A guide to the best stops along the route

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MAUI HAWAII: Everything You NEED To Know Before You Go!