Maui Travel Guide

Sheraton Maui Resort & Spa (4-Star)

West Maui on Kaanapali Beach the Sheraton is beautifully anchored at the legendary Black Rock. Walking distance to Whalers Village for shopping and ocean front dining.

Grand Wailea, A Waldorf Astoria Resort (5-Star)

A South Maui luxury favorite, the Grand Wailea is beachfront, known for its magnificent 40-acres of tropical gardens, and family suites.

Outrigger Honua Kai Resort & Spa (4-Star)

2 & 3 bedroom suites and villas on North Kaanapali Beach is spectacularly set on 38 pristine beachfront acres. Magnificent pools, great for families.

Book Flights and Accommodations

Our Concierge Travel Agents can easily book flights and accommodations for your next trip. Our platform makes it easy to find the best deals and plan your trip all in one place.

Day 1: Airport Arrival & Resort Settlement

• Morning / Afternoon: Arrive at Kahului Airport (OGG). Pick up your rental vehicle or board your pre-arranged private airport transfer along the coast to your resort in West or South Maui. 
• Late Afternoon: Check in, unpack, and head down to the shoreline for your first tropical sunset walk. 
• Evening: Unwind with a casual beachfront dinner at your resort or nearby coastal village.
  

Day 2: West Maui Beaches & Snorkel Cruise 

• Morning: Enjoy a morning swim or snorkel at Kapalua Bay or Napali Bay, known for calm waters and green sea turtles. 
• Afternoon: Stroll the oceanfront boardwalk at Kaanapali Beach and explore shops and galleries at Whalers Village. 
• Evening: Embark on a sunset catamaran sail off the coast of West Maui with views of Lanai and Molokai. (Ask our concierge team to include round-trip resort transfers with your sailing booking.)
  

Day 3: Road to Hana Scenic Adventure

• Morning: Navigate the famous Road to Hana in your rental car, or opt for a full-day guided luxury van tour with convenient resort pickup to enjoy the views stress-free.
• Afternoon: Visit black sand beaches at Waianapanapa State Park (advance reservation required) and see the cascading waterfalls at Oheo Gulch (Seven Sacred Pools). 
• Evening: Enjoy a relaxed evening dinner after returning from your scenic road trip.
  

Day 4: Haleakala Summit & Upcountry Maui 

• Morning: Self-drive up the winding slopes of Haleakala National Park to stand above the clouds, or let your tour guide lead a guided summit sunrise/day tour with door-to-door transportation. 
• Afternoon: Explore Upcountry Maui, stopping at lavender farms, local orchards, and the historic paniolo (Hawaiian cowboy) town of Makawao. 
• Evening: Farm-to-table dining in Kula or oceanfront cocktails in South Maui.
  

Day 5: Snorkel Molokini Crater & Turtle Town 

• Morning: Board a morning excursion boat to Molokini Crater for crystal-clear reef snorkeling with abundant marine life and tropical fish. (Our concierge team can coordinate activity transfers directly from your hotel lobby.) 
• Afternoon: Return to shore for a relaxing pool or beach afternoon at your resort.
• Evening: Experience a traditional Hawaiian Luau featuring cultural performances, storytelling, and island cuisine.
  

Day 6: South Maui Beaches & Coastal Trail 

• Morning: Walk the scenic Wailea Beach Path and spend a tranquil morning relaxing on the golden sands of Wailea or Polo Beach. 
• Afternoon: Indulge in a relaxing spa treatment or browse boutique shops along the South Maui coastline. 
• Evening: Fine dining reservation at one of Wailea's signature oceanfront restaurants.
  

Day 7: Iao Valley State Monument & Departure 

• Morning: Check out of your resort and take a short drive to Iao Valley State Monument (reservation required) to admire the lush green needle peaks and walking paths. 
• Afternoon: Stop in Wailuku for local bites and coffee before returning your rental car at Kahului Airport for your flight home. 

(Our concierge team can coordinate direct airport transfers or late checkout options.)