Photo by Mike from Mandeville

Wailea Beach Villas holiday rentals

We found 85 holiday rentals — enter your dates for availability

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December 2025

January 2026

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Find the best place to stay - Wailea Beach Villas

Wailea Beach Villas

Sleeps 6 · 3 bedrooms

Adult Pool with Spectacular Views of the Pacific Ocean and Wailea Beach

Premier Host

The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!

Sleeps 6 · 3 bedrooms · 2 bathrooms

The Serene Natural Adult Quiet Oceanside Pool & Spa at The Beach Villas

Premier Host

DIRECT BEACHFRONT 4Bd 3BA 3892 s.f. WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS

Sleeps 8 · 4 bedrooms · 3 bathrooms

Breathtaking view from the adults only Makai pool

Premier Host

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

Sleeps 8 · 3 bedrooms · 3 bathrooms

Top rated rentals - Wailea Beach Villas

Amazing stay in paradise

This is our third time staying at the Wailea Beach Villas and each time it does not disappoint. The villa is very beautiful and spacious with everything that you need to enjoy your stay. The location is perfect with direct access to the beach out the front and shop/restaurants behind. We will definitely be back again!

Stacey H.

Stayed Sept 2023

Peace of mind
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More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value