Diane Bercik

Keala O Wailea

Wailea Gateway Pl, Wailea, HI 96753

Keala O Wailea is a 2018-built community near the Wailea Gateway entrance to the resort, with a layout that mixes ground-floor, second-floor, and penthouse units across seven three-story buildings. Seventy homes sit on about 7 acres, each building holding ten residences, four on the ground level, four on the second floor, and two penthouses on top, in two and three-bedroom floor plans.

Keala O Wailea does not appear on the county's officially published short-term rental lists, so its rental status is not confirmed either way. Confirm current zoning and rental rules with Diane before you buy if rental income matters to your decision.

The short version

  • Built in 2018 near the Wailea Gateway entrance
  • 70 homes in 7 three-story buildings on about 7 acres
  • Ground-floor, second-floor, and penthouse layouts, 2 and 3-bedroom plans
  • Pool and hot tub on site
  • One of the newer, lower-density communities in the resort

By the numbers

Year built
2018
Total units
70
Buildings
7 (3-story)
Acreage
7 acres
Floor plans
2 BR, 3 BR
Pets
Confirm current house rules

Short-term rental status

Keala O Wailea does not appear on either of Maui County's officially published short-term rental lists, the apartment-district Minatoya list or the separate hotel-zoned list, so its rental status is not confirmed either way. Ask Diane to verify current zoning and rental rules for this address before you buy, especially if rental income is part of your plan.

Rules are actively changing as of 2026. Contact Diane for the current status of a specific unit.

On the grounds

PoolHot tub

Layouts

Two bedroom

2 bd · 2 ba

Three bedroom penthouse

3 bd · 3 ba

Where it sits

Keala O Wailea is highlighted below among its Wailea & Makena neighbors, with a small inset showing where Wailea & Makena sits on Maui overall.

Questions buyers ask

Where is Keala O Wailea located?

Keala O Wailea sits along Wailea Gateway Place, near the main entrance to the Wailea resort.

How big is Keala O Wailea and when was it built?

Built in 2018, it holds 70 homes across seven three-story buildings on about 7 acres, with ground-floor, second-floor, and penthouse layouts.

Can you short-term rent a condo at Keala O Wailea?

That has not been confirmed. Keala O Wailea does not appear on either of Maui County's officially published short-term rental lists, so ask Diane to verify current zoning and rental rules before you count on rental income.

Current listings at Keala O Wailea

Live MLS search, pre-filtered to Keala O Wailea. Press Search inside the box to see current listings.

Thinking about making a move on Maui?

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