About Ho'olei

With 120 elegant condominium townhomes sitting on thirty acres of flourishing tropical land, Ho'olei is one of the newest additions to the Wailea Resort. This gated Wailea condo community is made up of twenty two-story buildings. Built out in 2008, Ho'olei is surrounded on three sides by the 3rd, 4th, and 5th holes of the Old Wailea Blue Golf Course. Buildings A (52), B (63), C (75), D (87), E (99), and F (112) are all bordered by and overlook the 4th fairway. F (112) and G (93) both touch the 5th fairway and the units in A (52), M (17), and N (15) sits over the 3rd hole.

Expert Voice

Expert Voice

Ho'olei offers the ideal combination of prime location, panoramic ocean views, and spacious floor plans that feel like luxury residences. Each of the three floor plans are designed for excellent hospitality and graceful indoor/outdoor living.

Photo Gallery

Hoolei Pool at night
This photo exemplifies the impressive ocean views from the lanai of Ho'olei Villas. This photo is from a Top Row maile floor plan.
The community of Hoolei is right across the street from the Grand Wailea Resort Hotel & Spa and the world famous Wailea Beach.
Hoolei is the last hotel-zoned property can feature some short term vacation rentals
Spacious grate room of the Hibiscus floor plan
Beautiful beachfront across the street
Distinctive wrap-around lanai on the Hibiscus floor plan features corner bevel pocket doors
Looking back onto the lush island from Ho'olei
Cherry finish cabinets in a Plumeria floor plan
Beautiful kitchen showing the Oak cabinets in a Maile floor plan
Golf or Beach- what to do?
Beautiful property surrounded by plenty to do
Master suite in a Maile floor plan
Overlooking the Hawaiian island next to us
Golf course behind Ho'olei  with ocean views
Hoolei offers 6 units per building
Spend the day relaxing in the blue waters
Plenty of space to walk the grounds at Ho'olei
Purchase price includes membership to the Grand Wailea Kulana Club
Nestled higher on the island, Ho'olei offers great views
Four Seasons Resort is a short walk away from Hoolei
Ho'olei's property is gated and surrounded by the the Old Wailea Blue Golf course
Ho'olei has a beautiful gated entry with custom metal work by Padillia.
Ho'olei Clubhouse at night
Inner Courtyard Driveway with doors closed
The Spa Grande
Spacious Hibiscus floor plan with more than 3,000 square feet of living area
Ocean views overlooking mature trees and Ho'olei grounds
Drive under garage for Ho'olei residents.
One of 9 pools on the property of Ho'olei
Walk right into Ho'olei's zero entry pool
Ho'olei's zero entry pool
Enjoy one of 9 of Ho'olei's pools
Enjoy island life under an umbrella poolside
One of 2 whirlpool spas
One of 2 whirlpool tubs
Relax outdoors on the pool deck with the sound of waterfalls in the background at Ho'olei
Outdoor kitchen pavillion for Hoolei residents to use
Overlooking Hoolei outdoor pool deck with waterfalls and lush landscaping
Overhead view of Hoolei pool with 19 foot waterfall at entrance
State of the art fitness center at Hoolei with advanced equipment.
Hoolei fitness center amenity

Key Facts

  • Address 146 Hoolei Circle
    Wailea, HI 96753
  • Year Built 2008
  • Number of Buildings 20
  • Number of Floors 2
  • Number of Units 120
  • Min – Max Price $4,000,000 - $6,000,000
  • Maintenance Fee $1,511.49 - $1,854.08
  • Region (Area) South Maui
  • Area (Neighborhood) Wailea
  • Location Across the street from Ocean
  • Gated Entry Yes
  • Fitness Center Yes
  • Tennis Court No
  • Pool Yes
  • Vacation Rentals Yes
  • Pet Policy No

View Sold Data for Hoolei

View All Sold Listings for Hoolei


South Maui > Wailea Real Estate > Wailea Condos

Ho'olei at Wailea can be found at 146 Ho'olei Circle, which is located directly across the street from the ballroom entrance of the Grand Wailea Resort and Spa. The Shops at Wailea and the Four Seasons Resort are also located within walking distance from the community.

Site plans & Floor plans

There are 3 different floor plans at Ho'olei ranging in size from 2,426 sqft up to 3,076 sqft. All of the units have 3 bedrooms and 3 full bathrooms plus a half bath.

Updated June 19, 2024 Market Glance for Ho'olei Condos

Active Listings

 Average asking price

Average price per square foot

Ho'olei Condo Sales by Year

7 Number of units sold
(up from 13 in 2021)

$5,257,142 Average sales price
(up from $3,473,154 in 2021)

$1,934.52 Average sales price per square foot
(up from $1,156.19 in 2021)

13 Number of units sold
(up from 8 in 2020)

$3,473,154 Average sales price
(up from $3,147,500 in 2020)

$1,321.59 Average sales price per square foot
(up from $1,156.19 in 2020)

8 Number of units sold
(down from 9 in 2019)

$3,147,500 Average sales price
(up from $3,017,222 in 2019)

$1,156.19 Average sales price per square foot
(up from $1,108.47 in 2019)

9 Number of units sold
(up from 8 in 2018)

$3,017,222 Average sales price
(up from $2,634,643 in 2018)

$1,108.47 Average sales price per square foot
(up from $1,024.96 in 2018)

7 Number of units sold
(equal to 7 in 2017)

$2,634,643 Average sales price
(down from $2,891,928 in 2017)

$1,024.96 Average sales price per square foot
(down from $1,055.65 in 2017)

Experience Listing and Selling at Ho'olei

The Sayles Team has recent experience helping clients buy and sell condos at Ho'olei. Whether you a looking to sell your Hoolei condo or doing research before making a purchase, The Sayles Team has first hand expertise to help you. Below are highlights of our sales achievements at Hoolei.

Thinking About Selling Your Condo?

Thinking about selling your condo? The process starts with getting the most accurate value of your condominium. The Sayles Team will provide you with the latest real estate information and up-to-the-minute data on the condo market. Before you list, know how much you can command. Work with the #1 Real Estate team on Maui to get the latest value of your property now!

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