Hoolei Condominiums
Ho'olei Condos for Sale in Wailea, Maui
Ho'olei is a condominium completed in 2007 and 2008 at Hoolei Circle, Wailea. It sits on the hillside above Wailea Alanui Drive in central Wailea, with ocean views over the resort area. Current Ho'olei listings appear on this page and update daily from the Maui MLS, and you can save a search to get new listings by email.
Vacation rental zoning: Ho'olei is hotel-zoned (H-1), so vacation rentals of under 180 days are allowed by zoning and the complex is not part of the Bill 9 phase-out. See every hotel-zoned condo for sale on Maui.
Ho'olei at a Glance
| Address | Hoolei Circle, Wailea |
| Area | Wailea, South Maui |
| Year built | 2007 to 2008 |
| Typical units | Three-bedroom villas of about 2,400 to 3,100 square feet |
| County zoning | H-1 (Hotel) |
| Vacation rentals | Allowed by hotel zoning; not part of the Bill 9 phase-out |
Buying at Ho'olei
Ho'olei offers large three-bedroom villas with hotel zoning, a combination that is hard to find in Wailea. Recent MLS listings and sales have ranged from about $3.9 million to $6.5 million.
Hotel zoning lets owners keep renting to vacation guests after the Bill 9 phase-out, which is a large part of why hotel-zoned condos hold their value. Before you buy, review the association budget, reserves and any planned special assessments, ask about the rental program and front-desk options, and budget for the 11% state transient accommodations tax, 3% county TAT and 4.5% general excise tax on rental income. See our vacation rental investment guide and condo insurance and HOA fees guide.
Nearby Condo Buildings
Other Wailea condominiums to compare:
- Grand Champions
- Kai Malu
- Andaz Residences
- Kanani Wailea
- Keala O Wailea
- Lai Loa
- All Maui condo buildings
More Wailea Resources
- All Wailea condos for sale
- Wailea hotel-zoned condos
- Wailea condo market report
- Wailea condo directory
- Free condo valuation
- Maui condo buildings directory
Building facts from the County of Maui, the Maui MLS and public records, October 2026. Prices are recent MLS listings and sales and change daily. Confirm zoning for any unit with the Maui County Department of Planning.
View All Latest Hoolei Condos for Sale
HOTEL ZONED! Location, luxury, and over $200K in recent improvements! Ho’olei Villa 93-6 enjoys one of the community’s most desirable settings, perched above the cascadin...
- 3 Beds
- 4 Baths
- 411060 MLS
- Hoolei Bldg.
- PENDING Status
- Fee Simple Tenure
Listing courtesy of Coldwell Banker Island Prop(S).
Discover elevated luxury at Villa T-1, the best priced property and sole end-unit available today at Ho’olei. Boasting the community’s largest floor plan—the sought-after...
- 3 Beds
- 4 Baths
- 410561 MLS
- Hoolei Bldg.
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Keller Williams Realty Maui-Ka.
First time offered for sale since the original developer offering. Villa 63-5 is without a doubt one of the best locations in Ho'olei. Positioned on the coveted top row w...
- 3 Beds
- 4 Baths
- 409315 MLS
- Hoolei Bldg.
- CLOSED Status
- Fee Simple Tenure
Listing courtesy of Coldwell Banker Island Prop(S).
E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views a...
- 3 Beds
- 4 Baths
- 408839 MLS
- Hoolei Bldg.
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Hawaii Life (W).
Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near worl...
- 3 Beds
- 4 Baths
- 408222 MLS
- Hoolei Bldg.
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Coldwell Banker Island Prop(S).
Experience the epitome of luxury living in a HOTEL ZONED community at Ho‘olei Villa 15-4! This is where breathtaking OCEAN VIEWS are perfectly paired with curated interio...
- 3 Beds
- 4 Baths
- 404658 MLS
- Hoolei Bldg.
- CLOSED Status
- Fee Simple Tenure
Listing courtesy of Coldwell Banker Island Prop(S).
Ascend the stairs to the great room of Ho'olei Villa 57-2 and be rewarded with one of the finest ocean views in Wailea! This spacious two-story, 3 bedroom, 3.5 bath townh...
- 3 Beds
- 4 Baths
- 401739 MLS
- Hoolei Bldg.
- CLOSED Status
- Fee Simple Tenure
Listing courtesy of Coldwell Banker Island Prop(S).
Ho'olei Villa 52-1 is the crown jewel of the entire neighborhood! Nestled in one of Wailea's premier hotel zoned communities, this villa boasts 3 bedrooms and 3.5 bathroo...
- 3 Beds
- 4 Baths
- 401392 MLS
- Hoolei Bldg.
- CLOSED Status
- Fee Simple Tenure
Listing courtesy of Coldwell Banker Island Prop(S).
Step into the enchanting world of Ho'olei 69-4, your future slice of paradise in Wailea. This meticulously designed 3-bedroom condo boasts breathtaking ocean views, and r...
- 3 Beds
- 4 Baths
- 401235 MLS
- Hoolei Bldg.
- CLOSED Status
- Fee Simple Tenure
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to your Magical Maui Villa: Ho'olei 23-3 in Wailea. This finely appointed 3 bedroom townhome-style condo has deluxe ocean views and is gracefully positioned in on...
- 3 Beds
- 4 Baths
- 401142 MLS
- Hoolei Bldg.
- CLOSED Status
- Fee Simple Tenure
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to your secluded Maui Villa: Ho'olei 17-4 in Wailea. This finely appointed 3 bedroom townhome-style condo has deluxe ocean views and is gracefully positioned in o...
- 3 Beds
- 4 Baths
- 400461 MLS
- Hoolei Bldg.
- CLOSED Status
- Fee Simple Tenure
Listing courtesy of Coldwell Banker Island Prop(S).