Rate: $2,250 per night via Airbnb
Reason to book: The private staircase leading down to the exclusive beach
This charming zen retreat is all about tapping into your holistic side with the relaxing koi pond, Balinese meditation platform, and sweeping, stress-busting views. The private estate immersed in nature sleeps eight in four bedrooms and includes an outdoor shower, Ping-Pong table, and personal golf cart.
Rate: $1,460 per night via Destination Resorts
Reason to book: Private adult pool and hot tub
Tell anyone in Maui you’re staying at Wailea Beach Villas, and they’ll likely throw you shade envy. The vacation rental managed by Destination Resorts is the most luxurious crash pad in Wailea, a resort area known for its upscale properties like Four Seasons, Andaz, and Waldorf Astoria. The lowest-tier accommodation is a two-bedroom penthouse suite, and all villas are equipped with outdoor terraces, sliding floor-to-ceiling glass walls, modern BBQs, fully equipped kitchens, washer/dryer, and bathrooms the size of an NYC studio apartment. But the biggest luxury is the privacy, as there are only 100 villas sprawled across five tropical acres of lush foliage, waterfalls, and Tiki torch-lit ponds.
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