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Hotel Wailea

Maui, Hawaii • Wailea • OVER THE TOP

avg. $1,044 / night

Includes $55 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

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Cash back

5% cash back on all completed stays (redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out)

Credit card points

Credit and debit card charges are processed directly by the hotel (i.e. not PressBeyond), meaning that any travel-specific credit card points or incentives that you normally get as a cardholder for direct hotel bookings are preserved

Hotel loyalty points

Points accrual and status eligibility with major hotel loyalty programs: Marriott Bonvoy, Hilton Honors, World of Hyatt, and others

Free breakfast

Breakfast-included rate options available

Room upgrades

Complimentary room upgrades (subject to property availability)

Extend your stay

Early check-in and late check-out (subject to property availability)

Part of Relais & Châteaux

Location

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At a glance

Adults-only Maui resort with 72 cottage suites nestled in dense plantings, overlooking Molokini Channel.

Best for: Couples seeking seclusion on Maui's south shore

Highlights:

  • 72 suites in freestanding cottages across 15 acres
  • Adults-only retreat with private lanais overlooking Molokini Channel
  • Rotunda bar with radial timber ceiling and volcanic stone columns
Tropical-intimatesecluded

PB hotel design editorial

From the upcountry slopes of Maui's Wailea district, where the land drops away toward Maalaea Bay with Kahoolawe and Molokini visible across open water, a scattered village of low-slung hipped-roof bungalows arranged across roughly fifteen acres gives Hotel Wailea a quality rare in Hawaiian resort design: genuine seclusion without the scale of a conventional resort complex. Originally built in 1978 and operating for decades as a timeshare property, the hotel was reimagined as an adults-only boutique retreat — just 72 suites spread across freestanding cottage structures that sit deep within tropical plantings dense enough to absorb almost all architectural evidence of neighboring development. The interiors, refreshed in recent renovation work, move between two registers visible in the images: guest rooms finished in travertine-block feature walls with live-edge walnut headboards, saffron-yellow throws, and banana-leaf print cushions that bring garden color inside, and living spaces furnished with woven rattan chairs, carved-detail console tables, and coral and sky-blue accent cushions opened onto private lanais framing the channel view. The bar and lounge area centers on a dramatic rotunda structure — its radial timber ceiling lit from within, local volcanic stone columns open to the trade winds on three sides — with raspberry velvet lounge chairs and a teal banquette lending the space a warmth that feels closer to a private club than a hotel bar.

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Hotel Wailea | Best Design-Driven Stays in Maui, Hawaii