Planning a Vacation on Maui? Your Trilogy FAQ

West Maui Mountains

West Maui Mountains

Planning a trip to Maui? You're in for something truly special. Whether it's your first time or your tenth, the Valley Isle has a way of capturing hearts with its lush landscapes, crystal-clear waters, and aloha spirit. But let’s be real—between booking excursions, figuring out what to pack, and navigating island life, it’s easy to feel a little overwhelmed. That’s where this FAQ comes in! Think of it like chatting with a friend who’s been there, done that, and wants to make sure your Maui adventure is smooth, fun, and unforgettable.

Top Questions Travelers Ask When Planning a Trip to Maui

When is the best time to visit Maui?

This depends on what you are looking for once you get here.

  • Best for Whale Watching: December - April

  • Best Weather with Fewer Crowds: April - May or September - October

  • Peak Season: December - March and June - August

Do I need to rent a car on Maui?

Yes. Unless you plan on staying at your resort the entire trip, we recommend renting a car. Maui is larger than most people expect and public transportation is limited. Renting a car gives you the freedom to explore the island at your own pace. If you are looking for a budget-friendly rental car look into a Turo. If you want to stick with the classic rental car experience, click here.

Where should I stay On Maui?

Choosing where to stay in Maui depends on the kind of experience you are looking for:

  • Wailea— Luxury and Relaxation: Wailea is known for its upscale resorts, pristine beaches, and world-class golf. Some top resorts include:

    • Four Seasons Resort Maui at Wailea— Iconic for its service, oceanfront serenity pool, and “White Lotus” fame. Ideal for couples or anyone seeking a high-end escape.

    • Grand Wailea, A Waldorf Astoria Resort— Similar to the Four Seasons in luxury, the Grand Wailea is one of the most iconic places to stay. With an ocean-front property, nine pools, multiple waterslides, a lazy river, and the largest spa in Hawai’i— this is the perfect hotels for parents who want to bring the kids along while still enjoying adult luxury.

  • Kihei— Local Vibes & Budget-Friendly: Kihei is perfect for travelers who want to explore Maui like a local while staying within the budget.

    • Maui Coast Hotel: A favorite in Kihei. Right across from Kamaole Beach, with live-music by the pool, and free shuttle service into Wailea.

  • Ka’anapali— Families & Resort Amenities: Located in West Maui, Ka’anapali is great for families and travelers who want everything in once place— beaches, shopping, dining, and activities.

    • The Westin Maui Resort & Spa: With lush gardens, cascading pools, and a prime beachfront location, the Westin offers a relaxing escape in the heart of Kāʻanapali. Guests love the modern rooms, wellness-focused amenities, and easy access to Whalers Village.

    • Sheraton Maui Resort & Spa: Nestled beside the iconic Black Rock, the Sheraton is perfect for snorkeling, cliff diving, and sunset views. Its spacious layout and cultural activities make it a favorite for families and couples alike.

    • Hyatt Regency Maui Resort & Spa: Known for its tropical grounds and unique wildlife encounters (including penguins!), the Hyatt blends luxury with fun. Multiple pools, oceanfront dining, and a full-service spa make it a standout for both relaxation and adventure.

  • Kapalua— For Nature, Seclusion & Luxury: If you’re looking for tranquility and natural beauty, Kapalua is a gem. It’s home to beautiful, lush landscapes, hiking trails, snorkeling, and quiet beaches.

    • Montage Kapalua Bay: Nestled in nature with a Five-Star spa, guided out-door adventures, and amazing snorkeling. Montage is the perfect blend of luxury and nature.

    • The Ritz-Carlton Maui, Kapalua: Tucked away on a beautiful stretch of coastline with tons of space to roam, amazing views, and a strong connection to Hawaiian culture. Plus, the spa and golf courses are top-notch.

What are the must-do activities on Maui?

  • Drive the Road to Hana and see the breath-taking waterfalls, beaches, and bamboo forest!

  • Watch sunrise or sunset from the top of Haleakalā (reservations are required for Sunrise.)

  • Attend a traditional Luau.

  • Go snorkeling at Molokini Crater or Honolua Bay.

  • Visit the Maui Ocean Center.

  • Try surfing or stand-up paddleboarding.

  • Go Whale Watching (if in-season!)

  • Visit ʻĪao Valley.

Is it okay to visit maui after the wildfires?

Yes, Maui welcomes visitors, and your support truly helps our island community recover and thrive. We kindly ask that you travel with care and respect for local residents. Lahaina remains in a period of healing and rebuilding, so please avoid the burn zone. Many areas, including Kaʻanapali and Napili, are open and ready to share their aloha with you.

How many days should I spend on Maui?

Personally, I would recommend a 2-week trip in order to truly explore the island and see all there is to see. However, a 5-7 day trip may be more practical for most and will still allow you to explore much of the island!

What should I pack for Maui?

  • Light-weight clothing.

  • Reef-safe sunscreen (please use reef-safe mineral sunscreen that contains only non-nano zinc oxide or titanium dioxide as active ingredients, avoiding harmful chemicals like oxybenzone and octinoxate to protect both your skin and Hawaii’s delicate coral reef ecosystems.)

  • Swimsuits and water-shoes.

  • Layers for Haleakalā (it gets cold!)

What are the best beaches on Maui?

  • Kāʻanapali Beach – great for snorkeling and family fun

  • Wailea Beach – luxury vibes

  • Makena (Big Beach) – stunning, big, and less crowded. (The surf here can sometimes become dangerous, always listen to the lifeguards and if you don’t see locals in the water that may be a sign to stay out.)

  • Napili Bay – calm waters, perfect for couples and a beautiful spot to watch the Sunset.

What are the best hikes on maui?

  • Pipiwai Trail to Waimoku Falls: Located near Hana, this Bamboo Forest hike is my personal favorite! With towering banyan trees and endless bamboo along the entire hike, offering beauty and shade all leading to a 400-foot breath-taking waterfall. *there is no swimming at this waterfall. (around 3.6 miles round-trip)

  • ʻĪao Needle Lookout Trail: Located in ʻĪao Valley State Monument, this hike is easy and accessible offering rich cultural history and absolutely stunning views of the surrounding rain-forest. Feel free to jump in any of the streams along the way, just don’t leave any trace behind when you leave! (around 0.6 miles, however if you are up for the challenge just keep walking! There is so much to explore here.)

  • Sliding Sands Trail (Keoneheʻeheʻe Trail): Located in Haleakalā’s Crater— this hike is surreal. Hiking through the heart of a dormant volcano, it feels like you stepped on to another planet. (11 miles round-trip)

How Can I travel Responsibly in Maui?

  • Respect local culture and wildlife.

  • Do not enter the burn zone.

  • Don’t leave any trace behind in nature.

  • Use reef-safe sunscreen.

  • Support local businesses.

  • Follow ocean safety guidelines.

Enjoy Your trip!

If there are any questions this FAQ did not answer, feel free to drop a comment below! We will reply as soon as possible. Mahalo!