99 Hoolei Cir E5, Wailea/Makena, 96753

Residential - Condominium For Sale in Hoolei

$4,999,000

3Beds
3½Baths
2,426Sqft
30.17Acres
1Garages
2007Built
106DOM
MLS® #: 408282
Active, 106 Days on Market
Inquire Share Print Tour

Special properties like Ho’olei Villa 99-5 rarely become available. A premier top-row, turn-key townhome with one of the best locations in the entire community! When you get up to the 4th tier of the Ho'olei neighborhood, you can see clearly over the Grand Wailea Resort and the Four Seasons Wailea. With the 180-degree view, gorgeous sunsets are enjoyed year-round. Each of the 3 bedrooms in this residence are like a private retreat, including an ensuite bath, roomy floor plan and plush designer furnishings. Interior appointments include a private elevator and a gourmet Studio Snaidero kitchen with Wolf and Sub Zero appliances featured throughout. A unique fusion of tropical beauty and luxury lifestyle awaits you in the heart of one of Wailea’s most sought-after vacation rental communities. An open floor plan with high ceilings, recessed lighting and amazing floor-to-ceiling windows emphasize the spaciousness of this villa. Ho'olei is a very special development with options for daily rental coordinated by the Grand Wailea Resort. You and your guests can enjoy a unique experience with the benefits and amenities of the Grand Wailea Resort while staying in Villa 99-5. Nearby are all of Wailea’s many resort amenities including some of the best beaches on Maui, elite shopping opportunities, first-class restaurants, golf and tennis.

Price & Status History

Date Details
Status Changed from Pending to Active
Status Changed from Active to Pending

Essential Information

MLS® #: 408282
Price: $4,999,000
Bedrooms: 3
Bathrooms: 3.50
Square Footage: 2,426
Acres: 30.17
Year Built: 2007
Type: Residential
Sub-Type: Condominium
Land Tenure: Fee Simple
Style: Low-Rise 1-3 Stories, Townhouse
Status: Active

Community Information

Address: 99 Hoolei Cir E5
Area: Wailea/Makena
Subdivision: Hoolei
Building Name: Hoolei
City: Wailea/Makena
State: HI
Zip Code: 96753

Amenities

Utilities: Phone Connected, Cable Connected
Parking: Garage Door Opener
# of Garages: 1
View: Ocean
Waterfront: Across Street from Ocean
Has Pool: Yes
Pool: In Ground

Interior

Interior Features: Ceiling Fan(s), Chandelier, Furnished, TV Cable, Exercise Room, Sauna, Extra Storage
Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer

Exterior

Exterior Features: Barbecue
Windows: Blinds
Roof: Monier Tile/Tile
Foundation: Slab

Additional Information

Listed By: Coldwell Banker Island Prop(S)
Date Listed: January 2nd, 2026
Days on Market: 106
Zoning: Hotel District
HOA Fees: 372
HOA Fees Freq.: Semi-Annually
Monthly Maintenance Fees: $2882.96
Division: 2
Zone: 2
Section: 1
Plat: 008

Listing Details

Office Contact: Cell: 808-870-4899

Financials

$/SqFt: $2,061

Properties for Sale Similar to 99 Hoolei Cir E5, Wailea/Makena, HI

First Time Offered For Sale Since The Original ...

NEW Photo of Listing #409315

$4,795,000 Active Fee Simple

  • 3 Beds
  • 3½ Baths
  • 30.17 Acres
  • 2,426 ft²

Residential

63 Hoolei Cir B5, Wailea/makena, HI

MLS® #409315

Listed By: Coldwell Banker Island Prop(S)
Office Contact: Cell: 808-870-4899

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 With Sweeping Ocean Views And Exceptional Privacy. This Villa Enjoys An Elevated Setting...

View Listing

Truly One Of Wailea's Pinnacle Properties, Wail...

REDUCED 7% Photo of Listing #407249

$4,975,000 Active Fee Simple

  • 3 Beds
  • 2 Baths
  • 11.44 Acres
  • 1,609 ft²

Residential

3600 Wailea Alanui Dr 803, Wailea/makena, HI

MLS® #407249

Listed By: Keller Williams Realty Maui-Ki
Office Contact: Cell: 808-344-0624

Truly One Of Wailea's Pinnacle Properties, Wailea Elua 803 Defines Single-level Luxury Living, With A Full-scale Remodel Encompassing The Finest In Surfaces And Amenities And Sweeping Ocean Views From The Main Living Area And Master Suite. Every Detail Has...

View Listing

This Truly One Of A Kind Masterpiece Villa In H...

Photo of Listing #409141

$4,995,000 Active Fee Simple

  • 2 Beds
  • 2 Baths
  • 16.23 Acres
  • 1,644 ft²

Residential

4850 Makena Alanui Rd A101, Wailea/makena, HI

MLS® #409141

Listed By: Coldwell Banker Island Prop(S)
Office Contact: Cell: 808-866-2334

This Truly One Of A Kind Masterpiece Villa In Highly Coveted Makena Surf Resort Is An Exceptional Example Of Quintessential Beachfront Living At Its Finest. With A Complete Studs-out Renovation Completed In 2022, The Meticulous Nature And Curated Bespoke De...

View Listing

This information is believed to be accurate. It has been provided by sources other than the Realtors Assoc. of Maui and should not be relied upon without independent verification.


You should conduct your own investigation and consult with appropriate professionals to determine the accuracy of the information provided and to answer any questions concerning the property and structures located thereon.


Featured properties may or may not be listed by the office/agent presenting this brochure. Copyright, 1995-2015, REALTORS® Association of Maui, Inc. All Rights Reserved.