Family Friendly
4+ restaurants + bars (high-end dining)
3 pools including adults-only serenity pool
Direct beachfront in Wailea (prime location)
Exceptional service consistently ranked among best in Hawaii
Complimentary extras like beach service and kids club
Spacious luxury rooms with ocean views
Family Friendly
5+ restaurants + bars
Massive pool complex with slides, lazy river, rope swing
One of the largest resorts in Hawaii
Huge beachfront property
Kids club + tons of activities
Recently renovated rooms and spaces
Full-service luxury spa
Family Friendly
6 pools + waterslides + aquatic playground
5+ restaurants + bars
Adults-only pool + family zones
Prime Ka’anapali Beach location
On-site luau + cultural experiences
Walkable to Whalers Village
Great balance of fun + resort feel
Family Friendly
Multiple infinity pools cascading to the ocean
Several restaurants + beachside dining
Sleek, modern design
Beachfront location
Great mix of luxury + social energy
Family Friendly
All-suite and villa accommodations
3 pools including waterslide + adults pool
4+ restaurants + bars
Large beachfront property
Spacious rooms perfect for families
Drive the Road to Hana – waterfalls, jungle views, and hidden beaches
Watch sunrise or sunset at Haleakalā National Park
Relax on Wailea Beach – calm, clear, and perfect for swimming
Snorkel at Molokini Crater – crystal clear water and marine life
Snorkel at Black Rock – one of the best beach snorkel spots
Explore Lahaina for shops, history, and ocean views
Take a whale watching tour (seasonal, winter months)
Drive the Upcountry Maui for farms, views, and local culture
Visit the Maui Ocean Center – great for families
Go zip lining through tropical landscapes
Relax at Kaanapali Beach – lively and walkable area
Watch cliff diving ceremony at Black Rock at sunset
Visit a Kona coffee farm (Maui coffee farms available locally too) for tastings
Visit Makena Beach – wide open and less crowded
You’ll love your trip at any time of year, but you can maximize your fun if you pick the right time to visit based on your preference when it comes to crowd size, weather averages, and recommended activities
January and February
Warm tropical weather with occasional rain, especially in lush areas. Peak whale watching season with incredible sightings right off the coast. Great for romantic trips and nature lovers.
March
Fewer crowds with mild temperatures. A great time for whale watching, scenic drives like Road to Hana, and outdoor adventures.
April
One of the best months to visit with warm weather, less rain, and calmer beaches. Ideal for snorkeling and relaxing in Wailea.
May
Excellent weather with lower prices before summer. Great for beaches, snorkeling, and a quieter luxury experience.
June
Sunny and dry with beautiful beach conditions. Perfect for families and early summer travel with great ocean visibility.
July and August
Warmest months with busy summer crowds. Great beach weather, calm ocean conditions, and ideal for swimming and snorkeling.
September
Hot weather with fewer crowds and great value. One of the best times for a quieter, more relaxed Maui experience.
October
Still warm with fewer tourists. Great mix of pricing, weather, and good ocean conditions for snorkeling.
November
Quieter travel month with fewer crowds. Weather remains warm and pleasant with early whale sightings toward the end of the month.
December
Holiday season brings more visitors and higher prices. Warm days, cooler evenings, and the return of peak whale watching season. Great for festive beach vacations.