Ever dreamt of escaping to a place where golden beaches, lush rainforests, and breathtaking sunrises feel like they belong on a postcard?

Planning a trip to Maui can feel overwhelming—there’s so much to see and do!

But don’t worry, we’ve crafted the perfect 7-day itinerary to help you experience the very best of the Valley Isle without the stress of planning.

From exploring volcanic peaks to swimming with sea turtles, this guide will ensure you make the most of every moment on this magical island.

While Maui is a year-round paradise, the best times to visit are spring (April–June) and fall (September–November) when the weather is perfect, and the crowds are lighter. 

Ready for the adventure of a lifetime? Let’s dive in!

Day 1: Arrival & Relaxation in South Maui

Aloha! You’ve just landed at Kahului Airport (OGG), and your island adventure begins.

First things first—where to stay? 

South Maui offers something for everyone: Kihei is great for budget-conscious travelers, while Wailea provides luxury resorts with world-class amenities.

Ease into vacation mode by soaking up the sun at Kamaole Beach Park or the expansive Big Beach at Makena State Park.

If you’re feeling adventurous, take a sunset stroll along Wailea Beach Path, offering stunning coastal views.

As the sun sets, treat yourself to a delicious farm-to-table dinner at Monkeypod Kitchen, where fresh island flavors shine.

Day 2: Road to Hana Adventure

The Road to Hana isn’t just a drive; it’s an experience filled with stunning waterfalls, hidden beaches, and lush tropical scenery.

Leave early to beat the crowds and make the most of your adventure.

Top Stops:

Safety & Road Tips:

  1. Start early to avoid traffic and allow plenty of time for stops.
  2. Drive cautiously—many turns are narrow and winding.
  3. Fill up on gas before leaving Paia, as stations are limited.
  4. Pack snacks and water, as food stops are sparse.
  5. Respect local communities and avoid trespassing on private property.
  6. Check weather conditions before visiting waterfalls and pools.

Day 3: Haleakala Sunrise & Upcountry Maui Charm

Rise early for a bucket-list experience: watching the sunrise from the summit of Haleakala National Park.  It’s otherworldly, but don’t forget to bundle up—it gets cold up there!

Spend the rest of the day exploring Maui’s charming Upcountry region:

  • MauiWine Sip on island-grown wines with stunning vineyard views.
  • Surfing Goat Dairy Sample handcrafted goat cheese and learn about sustainable farming.
  • Makawao A charming cowboy town with unique shops and local art galleries.
  • Kula Botanical Garden Stroll through vibrant flora and take in breathtaking scenery.

Before heading back, grab dinner and explore the lively streets of Paia, a quaint surf town with excellent boutique shopping.

Day 4: Snorkeling & Seasonal Whale Watching

Start the day with a snorkeling tour to Molokini Crater and Turtle Town, both offering incredible marine life and crystal-clear waters.

In the afternoon, unwind at Makena Beach or Napili Bay.

Seasonal Whale Watching (December–April):

Maui is one of the best destinations for whale watching tours, offering incredible opportunities to witness humpback whales migrating through its warm waters.

Some top tour companies include:

  • Pacific Whale Foundation – A reputable non-profit offering eco-conscious tours.
  • Maui Adventure Cruises – Known for small-group zodiac boat tours.
  • Trilogy Excursions – Offers luxury sailing with expert naturalists.

Day 5: West Maui – Kaanapali & Kapalua

West Maui boasts stunning landscapes, cultural experiences, and fantastic snorkeling. Highlights include:

Enjoy shopping at Whalers Village, Honokowai Marketplace, or Napili Plaza before snorkeling at Black Rock, where sea turtles and tropical fish thrive.

Wrap up the day with an authentic Hawaiian luau. For an unforgettable experience, consider:

Day 6: Adventure & Waterfalls in Iao Valley

Begin the day with a peaceful hike through Iao Valley State Park, home to the famous Iao Needle.

Exploring Wailuku’s Hidden Gems:

For a final touch of luxury, consider an afternoon spa treatment in Wailea or tee off at one of Maui’s world-class golf courses.

Day 7: Final Beach Day & Souvenir Shopping

Spend your last day soaking up the sun at Wailea Beach or Keawakapu Beach.

For last-minute shopping, visit The Shops at Wailea, offering high-end boutiques and locally crafted goods.

Departure Tips

  • Return rental cars early to avoid last-minute stress.
  • Kahului Airport (OGG) has various dining options, including Tin Roof Maui for a delicious local meal before departure.

Ready to Make This Itinerary a Reality?

A week in Maui offers the perfect balance of adventure and relaxation, with memories to last a lifetime.

Plan, customize the itinerary to personal preferences, and make this dream vacation a reality.

Book a vacation rental today and experience the magic of the Valley Isle firsthand!