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Maui Paradise Properties

Wailea Vacation Rentals

South Maui's refined coastal community with beaches, golf, and oceanfront dining.

Why Wailea Stands Out

A peaceful South Maui setting designed for relaxation and easy exploration.

Experience Wailea

Open-plan living room with gray sectional sofa, ocean view through sliding glass doors, and beachfront patio with dining table.

Coastal Living

Beachfront Pathways

Dining room with round glass table, wooden chairs, ocean and palm tree view through floor-to-ceiling windows, wine bottle and place settings visible

Local Flavor

Oceanfront Dining

Beachfront condo living room with ocean view, wood cabinetry, gray sofa, and glass balcony doors overlooking water.

Active Getaways

Golf & Water Sports

Get more when you book direct

Lower prices, every time

Pay less than you would anywhere else. No middlemen or platform fees.

Direct line, real care

Book with the team that actually runs the property. Faster answers, better service, real accountability.

Not just a transaction

We go further for direct guests. We’re building a relationship, not closing a booking.

Before You Book

Wailea Questions Answered