Diane Bercik
Draft: AI-generated copy pending Diane’s review. Verify facts (year built, lot count, HOA status) before publishing.

Wailea Kialoa

Wailea Kialoa occupies 34 acres in northern Wailea, tucked below Wailea Pualani and above The Palms at Wailea, with 102 homesites spread across long private driveways rather than a conventional street grid. There is no street parking by design, and greenbelts break the neighborhood into distinct sections, giving each home a sense of separation that is unusual this close to the resort core. Three gated entrances, on Heleuma Street, Okolani, and Kaipili, feed the community, and 24-hour security keeps it quiet. Lots typically run 9,000 to 12,000 square feet, with a handful of larger parcels running up toward 22,000 square feet. Home sizes vary widely across the neighborhood, roughly 1,750 to 4,500 square feet, and recent listings have clustered around 2,600 to 3,900 square feet.

Most homesites capture views of the West Maui Mountains or the Pacific, and several are positioned for sunset over the water. Keawakapu Beach, one of Wailea's most popular stretches of sand, is close by. Maintenance dues have historically run around $1,200 per quarter, based on association records from around 2018; current dues are likely higher, so buyers should confirm the exact figure directly. Owners also pay separate Wailea Community Association dues that cover the resort's broader shared infrastructure. For buyers who want a private, security-gated setting within easy reach of Wailea's beaches and shops, Kialoa is one of the more established addresses in that part of the resort.

The short version

  • 34-acre gated community with 102 homesites in northern Wailea
  • Three separate gated entrances (Heleuma St, Okolani, Kaipili) with 24-hour security
  • Lots typically 9,000 to 12,000 sq ft (some parcels larger); homes roughly 1,750 to 4,500 sq ft, recent listings around 2,600 to 3,900 sq ft
  • West Maui Mountain and Pacific sunset views from many homesites
  • Close to Keawakapu Beach
  • No street parking, long private driveways, and greenbelts separating sections

By the numbers

Homes/lots
102
Typical lot size
9,000 to 12,000 sq ft (a few parcels run larger, up to about 22,000 sq ft)
Typical home size
Roughly 1,750 to 4,500 sq ft across the neighborhood; recent listings cluster around 2,600 to 3,900 sq ft
HOA
Maintenance fee has historically run around $1,200/quarter, per association records from around 2018; current dues are likely higher, plus separate Wailea Community Association dues; confirm current amounts directly
Gated
Yes

In the neighborhood

24-hour securityThree gated entrancesGreenbelts between sections

Questions buyers ask

Where is Wailea Kialoa located?

It sits in northern Wailea, below Wailea Pualani and above The Palms at Wailea, close to Keawakapu Beach.

How big is Wailea Kialoa and how is it laid out?

The community covers 34 acres with 102 homesites, lots typically 9,000 to 12,000 square feet, with a few larger parcels running up toward 22,000 square feet. Home sizes vary widely, roughly 1,750 to 4,500 square feet, with recent listings clustering around 2,600 to 3,900 square feet. There's no street parking by design, homes sit at the end of long private driveways, and greenbelts divide the neighborhood into sections.

What are the HOA fees and security like at Wailea Kialoa?

The community has three separate gated entrances with 24-hour security. Maintenance dues have historically run around $1,200 per quarter, based on association records from around 2018, plus separate Wailea Community Association dues. Current dues are likely higher, so buyers should confirm the exact figure before making an offer.

Current listings in Wailea Kialoa

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

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