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When to visit Wailea
Wailea quick facts
Getting around Wailea
Wailea is designed for resort-based relaxation with most amenities within walking distance of your accommodation. The area has limited public transportation, making rental cars the preferred option for exploring beyond the immediate resort area.
Rental car
Highly recommended for maximum flexibility to explore Maui's attractions, beaches, and dining options beyond Wailea's resort corridor.
Public transit
Very limited bus service connects Wailea to other parts of Maui, with infrequent schedules that don't suit most vacation itineraries.
Rideshare & taxis
Uber and Lyft operate in Wailea but with limited availability and higher prices than mainland US cities; taxis are available through resort concierges.
Local tips for Wailea
Insider tips
- Book spa treatments and restaurant reservations well in advance, especially during peak season as Wailea's top venues fill up quickly.
- The Wailea Beach Walk connects all the major resorts and beaches along a scenic coastal path perfect for sunset strolls.
- Golf twilight rates typically start after 2 PM and offer significant savings on Wailea's championship courses.
- Many resorts offer complimentary beach equipment including snorkel gear, boogie boards, and chairs for their guests.
- The nearby Shops at Wailea stay open later than most Maui retail areas and offer upscale dining and shopping.
- Makena Beach, just south of Wailea, offers a more secluded beach experience with equally beautiful sand and water.
- Resort parking fees can be expensive; ask about package deals that include parking when booking your stay.
- The South Maui coast is ideal for whale watching during winter months, with many tour boats departing from nearby Kihei.
- Local food trucks near Kihei offer authentic Hawaiian plate lunches at a fraction of resort restaurant prices.
What to pack
- Reef-safe sunscreen (required by Hawaii law)
- Lightweight resort wear and sundresses
- Golf attire if planning to play championship courses
- Snorkel gear or plan to rent locally
- Comfortable walking sandals for beach walks
- Light jacket for air-conditioned restaurants
- Dressy evening attire for upscale resort dining
- Wide-brimmed hat and sunglasses
- Waterproof phone case for beach activities
- Comfortable shoes for exploring beyond the resort
Sample itinerary: 4 days in Wailea
A suggested day-by-day plan your travel agent can customize.
Chat with Courtney to plan your dream Wailea itinerary
A day-by-day plan built around your dates, pace, and budget, by a real advisor who prices Wailea trips every week. Free, because resorts pay her, not you.
Plan my dream itineraryFrequently Asked Questions
Common questions about visiting Wailea
