Wailea Trip Planner
Why Visit Wailea: Top Reasons & Highlights
Travelers consistently rave about Wailea’s stunning beaches. Visitors enjoy snorkeling at pristine coves, exploring scenic trails, and savoring local cuisine. Pilot streamlines planning with tailored itineraries, making your trip organized and stress-free.
Wailea travel photos
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What to do in Wailea
With so much to do and so much to see, use Pilot to make your plan to make the most of your trip.
Explore top things to do
- 🌺 Explore Wailea Beach for its soft sands and calm waters. - 🐠 Snorkel at Molokini Crater for vibrant marine life. - 🌴 Stroll through the lush Hawai‘i Tropical Gardens. - 🍽️ Enjoy authentic Hawaiian dishes at nearby local eateries. - 🏌️♂️ Tee off at the world-class Wailea Golf Club. - 🌊 Discover the intriguing culture at the Maui Ocean Center. - 🚶♂️ Hike the scenic trails at Makena State Park. - 🎨 Visit local art galleries featuring Hawaiian artists. Use Pilot to easily build an itinerary with all these places.
Find the perfect neighborhood to stay in
- 🌴 Wailea is known for its luxury resorts and serene beaches. - 🌊 Explore Wailea Beach for snorkeling spots and calm waters. - 🏖️ Ulua Beach is perfect for early morning swims and vibrant views. - 🛍️ The Shops at Wailea offer upscale shopping and local dining options. - 🐠 Stay active with stunning coastal walking paths. - 🌺 Many travelers rave about the relaxing atmosphere and beautiful sunsets. - 🗺️ Use Pilot to help you discover hotels and snag deals for the perfect stay.
Discover the best food and drink
🍽️ Savor traditional Hawaiian dishes like poke, loco moco, and Kalua pig. 🍚 For authentic poke, head to Paia Fish Market, renowned for fresh flavors. 🍲 Enjoy a hearty loco moco at Kihei Caffe, where locals swear by its tastiness. 🥥 Experience Kalua pig and other island specialties at Monkeypod Kitchen. 🍤 Relish delectable seafood dishes, especially the garlic shrimp, at South Maui Fish Company. 🗺️ Let Pilot guide your culinary exploration of Wailea's best eats.
In popular culture
🌴 Wailea is a gem with cinematic connections. 🎥 The acclaimed film Just Go with It had scenes shot at the luxurious Grand Wailea. 🌺 The resort area regularly appears in influencer travel posts, showcasing its stunning beaches. 📽️ Forgetting Sarah Marshall featured scenes captured in this beautiful locale. 🏞️ Resorts here are often backdrops for commercials, emphasizing their picturesque charm. 📱 Social media posts frequently highlight Wailea’s vibrant sunsets and tranquil vibe. 🎬 Hawaii Five-0 filmed various episode scenes capturing the area's unique landscape.
Wailea at a glance
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What reviews say
- Reviews highlight Wailea's beautiful beaches and luxury resorts. - Some say it's pricey but worth it for the stunning environment. - Hidden gems include exploring local markets and trying Hawaiian cuisine. - Must-do activities are snorkeling and hiking nearby trails. - Keep in mind, it can be crowded, so book activities in advance. - Remember to respect local culture and nature during your stay.
What reddit says
- Wailea's beaches are stunning and less crowded. - People love the snorkeling at Molokini Crater. - Visit the Shops at Wailea for upscale shopping. - The ocean views are unforgettable. - Dining options range from local joints to high-end restaurants. - Some say it's pricier compared to other Maui areas. - Many recommend the Wailea Beach Path for a morning walk.
Travel tips and safety
- Respect local customs by greeting with “aloha” and removing shoes when entering homes. - Observe the ban on jaywalking and no open containers of alcohol in vehicles. - Average meal: $15-30 per person. Mid-range hotel: around $250 per night. - Enjoy locally grown coffee and visit local farmer’s markets for fresh produce. Wailea is generally safe for tourists. However, consult travel advisories for updated information as situations can change.
Getting around
- Wailea has limited public transit; rely on taxis or rideshares like Uber. - Rideshare is about $10-$20 for short distances. - Taxis can be pricier, around $30 for similar routes. - Wailea is walkable in parts; enjoy a stroll along the beachfront path. - Bike rentals are available for exploring the area. - Use Pilot for planning logistics and walking routes efficiently.
How much it costs to visit
- Budget: $100-$150 per day - Accommodation: ~$50 (hostels or budget hotels) - Food: ~$30 (casual eateries or fast food) - Transport: ~$10 (public transportation) - Activities: ~$10-$20 (free or low-cost attractions) - Mid-range: $250-$350 per day - Accommodation: ~$150 (3-star hotels or Airbnb) - Food: ~$60 (mid-range restaurants) - Transport: ~$20 (rental car or rideshares) - Activities: ~$20-$50 (museum entry or organized tours) - Luxury: $500+ per day - Accommodation: ~$300+ (4-5 star hotels or resorts) - Food: ~$150 (fine dining) - Transport: ~$50+ (chauffeured car services) - Activities: ~$100+ (private tours or exclusive experiences) Prices vary at different times of the year and during large events. Check Pilot to find current rates for hotels and activities.
What to do if you only have one day to visit
- 🌞 Start your morning with a sunrise at Wailea Beach. It's peaceful and perfect for a gentle stroll. - ☕ Grab breakfast at a local café. Try Hawaiian specialties like loco moco or pancakes with coconut syrup. - 🏊♂️ Spend mid-morning snorkeling at Molokini Crater. The water is clear, and the marine life is vibrant. - 🍽️ For lunch, head to a seaside restaurant on Wailea's oceanfront path. Enjoy fresh seafood with a view. - 🏌️ Afternoon calls for a round of golf at one of Wailea's world-class golf courses. The scenery is stunning. - 🌅 Catch the sunset at Makena Beach. It's iconic and a photographer's dream. - 🍹 Round off the day with dinner at The Shops at Wailea. Options range from upscale dining to casual bites. With Pilot, easily generate and map an itinerary like this for you for free in just a few clicks.
What to do if it rains
- 🌧️ Embrace a rainy day by exploring the Maui Ocean Center. It’s a great spot to admire Hawaii's marine life without getting wet. - 🎨 Visit the Hui No'eau Visual Arts Center to appreciate local art and maybe even join a workshop. - 🍜 Enjoy dining at one of Wailea's acclaimed restaurants. Many offer breathtaking ocean views and authentic Hawaiian cuisine. - 📚 Spend time at the library or a quaint café with a good book. Wailea has charming spots perfect for a cozy afternoon. - 🛍️ Explore the Shops at Wailea. It’s an indoor/outdoor mall with unique Hawaiian-themed stores and galleries. - 🎬 Catch a film at a local theater. It's a classic rainy day activity that never disappoints. - 💆♀️ Book a relaxing spa day. Wailea is known for luxury resorts with incredible spa services.
When to visit and how many days to spend
- Best time to visit: April to October - Weather: warm, dry - Temperature: 24-30°C, 75-86°F - Avoid: November to March - Weather: wetter, higher humidity - Temperature: 20-26°C, 68-79°F - Climate: tropical - Biome: coastal shrublands - Activities: beach, hiking, exploring local cuisine - Tip: pack light, breathable clothing
How to find events during your stay
- MauiNow.com is a great source for upcoming cultural events. It features events, concerts, festivals, and more. Check there regularly to stay updated. - MauiTime, an independent news source, offers listings for local events and happenings in Wailea. Follow for diverse activities: @mauitime on Instagram. - For a wide range of events including festivals, concerts, and markets, the website GoHawaii.com is maintained by the Hawai'i Tourism Authority and provides valuable insights. - On Facebook, @WaileaResortAssociation offers insights into public events in the area, from art festivals to local cultural celebrations. - Local blogs such as Maui's Best, provide a local perspective on events. Follow for genuine insights on what’s happening throughout Wailea. These resources are great for catching authentic local experiences.
Before your trip, read the history
Wailea, located on the island of Maui in Hawaii, offers a fascinating blend of natural and cultural history. Before becoming the resort area it is today, Wailea was inhabited by native Hawaiian communities, who were integral in cultivating the land and practicing traditional fishing methods. The region is named after the Hawaiian word for "joyful waters," reflecting the deep connection between its people and the ocean. The area is known for its lush landscapes, volcanic slopes, and beautiful beaches. These natural features are shaped by the volcanic origin of Maui itself, which is pivotal to understanding its development.The area developed into a more prominent location with the introduction of resorts and luxury accommodations starting in the late 20th century. Wailea is part of the district of Maui County, which generally leans toward progressive policies at the state level. Significant figures include developers and local leaders who pushed for both tourism and environmental conservation to preserve the natural beauty. As you explore Wailea, you'll appreciate the integration of modern resort life with respect for the island's rich heritage, an enduring feature of its appeal.
