Where to stay in Wailea, Hawaii.
Wailea is equal parts barefoot luxury and island soul, perched on Maui’s sun-soaked southern coast. Think golden beaches, gentle surf, and sunsets that hush even the busiest minds.
Low-key glamor wrapped in aloha spirit — your stay should feel just as elevated. We cut through the noise and filtered out the fluff.
These are the top 5 hotels travelers genuinely rave about.
Top 5 picks from the Foresyte community.
#5 Grand Wailea
Shared by Quentin – 711 ❤️
“This is where beach days turn into poolside nights under glowing palms. Lavish, yes. But also warm, inviting, and made for memory-making.”
#4 Andaz
Shared by Jackie Ryan – 775 ❤️
“Breezy modern design meets tropical rhythm. Here, you’ll wake up with the sun and wind down with something strong and shaken — barefoot the entire time.”
#3 Fairmont
Shared by Anne Stewart – 786 ❤️
“Palm-lined paths, open-air lobbies, and a sense of ease the moment you arrive. A polished hideaway with soft touches and sweeping views.”
#2 Four Seasons
Shared by Stephanie Hanson – 1.05K ❤️
“Elegance that doesn’t try too hard. The kind that’s found in a quiet spa morning, an oceanfront dinner, or a sunset that feels tailored just for you.”
#1 Hotel Wailea
Shared by Megan Fowler – 1.17K ❤️
“Tucked in the hillside with ocean views that make you pause, this one’s made for slow mornings, outdoor showers, and feeling like the main character. It’s adults-only and unbothered — in the best way.”
Wailea Hotels FAQ.
What are the best areas to stay in Wailea?
The Wailea Resort area is the top pick, home to luxury beachfront hotels, golf courses, and upscale shopping. Nearby Makena offers a quieter, more secluded experience with stunning natural beauty.
When is the best time to visit Wailea for lower hotel rates?
You’ll find better deals from mid-April to early June and September to mid-December — avoiding the holiday and spring break surges while still enjoying great weather.
Do Wailea hotels offer beachfront access?
Yes. Many of Wailea’s resorts are directly on the beach or within walking distance, offering access to Wailea Beach, Ulua Beach, and more.
Are there family-friendly hotels in Wailea?
Definitely. Several resorts in Wailea offer kids’ clubs, shallow pools, and family-sized suites, making them great for traveling with little ones.
Which Wailea hotels offer the best ocean views?
Look for properties on Wailea Alanui Drive — many have west-facing rooms or balconies that overlook the Pacific for unbeatable sunset views.
Where meaningful travel begins.
Start your journey with Foresyte, where the planning is part of the magic.
Discover the experiences that matter most.
