Maui Moments: A Curated Guide to Island Adventure & Relaxation

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Advisor - Chantel Livengood
Curated By

Chantel Livengood

  • Couples Travel

  • Nature Escapes

  • Maui

  • Hawai'i

  • Beaches

  • Relaxation

  • Romantic

  • Island

Maui Moments: A Curated Guide to Island Adventure & Relaxation
Curator’s statement

Maui holds a special place in my heart — it's where my husband and I celebrated our 10-year wedding anniversary, and it left a lasting impression. From the moment you step off the plane, you're enveloped by the island's magic: the warm breeze, the tropical flowers and plants and the hum of the ocean. What makes Maui truly unforgettable is its diverse landscapes — one minute you're exploring the rugged beauty of a desert and the next, you're lost in the lush greenery of a rainforest. Whether you're seeking thrilling adventures, peaceful relaxation or simply the perfect sunset, Maui has an undeniable way of drawing you in and making you feel like you've discovered paradise.

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Things to do

Private Road to Hana tour with Holu Holu Maui

For an unforgettable adventure, book a private Road to Hana tour with Holu Holu Maui. You'll be chauffeured in a convertible Bronco, giving you the freedom to explore at your own pace. Want to linger on a secluded beach or discover a hidden black sand spot without the crowds? Your guide, Yvette, knows the island inside and out and will tailor the experience to your desires. This tour offers an intimate and off-the-beaten-path way to experience one of Maui’s most iconic drives.

Stop at Hana Gold Chocolate Farm

During your Road to Hana journey, make a pit stop at Hana Gold, a family-owned chocolate farm that's been crafting delicious treats since 1978. The farm is committed to sustainability, using every part of the cacao pod to minimize waste. While you're there, be sure to treat yourself to a refreshing popsicle or two — they are one of those IYKYK treats.

Watch the sunset from the beach

Maui's sunsets are legendary, and you can catch a breathtaking view from nearly any beach, the vibrant colors and stunning horizon will leave you in awe. For an extra touch, grab a cocktail at a beachside restaurant or bar and let the golden hour work its magic.

Helicopter tour with Blue Hawaiian Helicopters

To truly see the full scope of Maui's beauty, a helicopter tour is a must. Blue Hawaiian Helicopters offer a bird’s-eye view of lush rainforests, volcanic craters and cascading waterfalls that are inaccessible by foot or car. The pilots are not only skilled but also share fascinating stories about the island's rich history giving you a deeper appreciation of the landscapes you’re flying over.

Snorkel tour with Trilogy Excursions

Want to get up close and personal with Maui's marine life? Trilogy offers fantastic snorkeling tours that take you to some of the island’s most beautiful reefs. You’ll have the chance to swim with sea turtles, colorful fish and even reef sharks! Their tours are top-rated, and the cinnamon rolls, lunch and cocktails served on board are a nice bonus for the journey.

Relax at Kāʻanapali Beach

If you're staying in the Kāʻanapali area, Kāʻanapali Beach is a must-visit. This golden-sand beach is perfect for a leisurely swim, sunbathing or a walk along the scenic boardwalk that runs parallel to the shoreline. The area is also home to resorts, shops and restaurants, so you can easily make a day of it.

Discover the hidden beauty of Makena Beach

Makena Beach (also known as Big Beach) is one of Maui’s most stunning — and least crowded — beaches. With its wide expanse of golden sand and crystal-clear waters, it’s the perfect spot to spend a peaceful day soaking up the sun or enjoying a swim. It's less developed than some of Maui’s other beaches, giving it a more secluded, natural feel.

Play a round of golf at Kapalua Resort

Whether you're an avid golfer or just looking to enjoy some time on the green, Kapalua Resort offers two world-class courses: The Plantation Course and The Bay Course. The Plantation Course hosts the PGA Sentry Tournament of Champions each January, and while you may not be able to tee off with the pros, you can still enjoy the spectacular views and challenging holes. If a full round isn’t on the agenda, grab a cocktail at the clubhouse and enjoy the view.

Stroll the Kāʻanapali Boardwalk

The Kāʻanapali Boardwalk is a lovely oceanfront path that stretches about 1.5 miles along the coast, connecting several of the area’s resorts. It’s perfect for a morning walk, an afternoon jog or just a peaceful evening stroll as you watch the sunset. Along the way, you’ll find shops, cafes and breathtaking viewpoints. It’s an easy way to soak in the beauty of the area.

Get professional photos with Vinnie Martinez Photography

No trip to Maui is complete without capturing the memories, and Vinnie Martinez Photography is the perfect choice for that. Vinnie knows all the best hidden spots on the island and will help you create photos you’ll treasure for a lifetime. Plus, his laid-back style and great sense of humor will keep you relaxed and laughing throughout the shoot. It's the ideal way to capture the magic of your Maui experience.

Favorite places

Ulu Kitchen at The Westin for Breakfast

Start your day with a delicious breakfast at Ulu Kitchen, located at The Westin Ka'anapali Ocean Resort Villas. The casual, beachside vibe makes it the perfect place to enjoy breakfast while overlooking the ocean.

Monkeypod Kitchen

A Maui favorite, Monkeypod Kitchen is the go-to spot for delicious food and a laid-back atmosphere. Known for its famous Mai Tais (crafted with local ingredients like Maui-made rum). Whether you’re enjoying lunch on their open-air lanai or dining indoors, it’s a great place to relax after a day of adventure.

Kilo's Kitchen in Hana

If you find yourself on the Road to Hana, this unassuming gem in Hana is known for its fresh poke bowls and melt-in-your-mouth Kalua Pork. You can either eat in their park or take a quick drive up to Hana Bay Beach Park

Son'z Steakhouse at the Hyatt Regency

For an upscale dining experience, head to Son’z Steakhouse at the Hyatt Regency in Lahaina. This is a fantastic spot for a romantic dinner or a special celebration.Insider tip: Make sure to ask for a table with an ocean view at sunset — it’s the perfect setting for a memorable meal.

Maui Brewing Co.

No trip to Maui is complete without a visit to Maui Brewing Co., the island’s largest craft brewery. Located in Lahaina, this brewery offers a wide range of craft beers brewed on-site, including their popular "Big Swell IPA" and refreshing "Coconut Porter." Grab a pint and enjoy the ocean views.

Need to know

Maui offers a perfect blend of adventure, relaxation and romance, with diverse landscapes ranging from lush rainforests to serene beaches. The island’s private tours and off-the-beaten-path experiences allow you to explore at your own pace, uncovering hidden gems. Whether you're seeking thrilling activities or peaceful moments, Maui’s natural beauty and laid-back vibe provide an unforgettable backdrop for creating cherished memories.

For more inspiration and insider recommendations, visit our Maui page.

Advisor - Chantel Livengood

Travel Advisor

Chantel Livengood

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