Hoolei O-4

$4,650,000

REDUCED MLS® #: 408839 Monthly Maintenance Fees $3,152
21 Kiloa St, Unit O-4
Wailea/Makena, HI 96753

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Hoolei O-4

$4,650,000

REDUCED MLS® #: 408839 Monthly Maintenance Fees $3,152
21 Kiloa St, Unit O-4
Wailea/Makena, HI 96753

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3 Beds

3½ Baths

2,619 Sqft

$ Monthly

Condominium

Monthly Maintenance Fees $3,152
Overview 3 Beds, 3½ Bath, 2619 SQ. Feet, 30.17 Acres
Listing Type Condo / Townhouse
Office: Hawaii Life (W)

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 and is offered tastefully furnished, totally turnkey, and is active and successful in the Grand Wailea's exclusive vacation rental program. The Plumeria floor plan enjoys the widest lanai and forward most position of the building, enhancing privacy and extending the living area. This villa has new upgraded flooring in the bedrooms, a chef's kitchen with Wolf and Sub Zero appliances, a built in BBQ and fridge on the lanai, attached garage, private elevator, and so much more. Pocketing Fleetwood glass sliders blend the indoors with the outdoors, making a perfect space for entertaining your family and guests. The Ho'olei property offers a resort style pool and spas, with a state of the art workout facility and saunas. Ho'olei is gated with 24hr security and lush landscaping that gives you a sense of place here in Hawai'i. Owners are eligible for the Kulana Club with the Grand Wailea, allowing them rental management, shuttle service, on-site front desk and concierge, as well as a myriad of discounts and perks. The Wailea Resort offers some of the finest dining, shopping, golf, tennis, beaches, sunny days and views in the world!

Listing Information
Public Information

MLS® #408839

Price$4,650,000

Bedrooms3

Bathrooms3.50

Square Footage2,619

Acres30.17

Year Built2008

TypeCondo / Townhouse

Sub-TypeCondominium

Land TenureFee Simple

StatusActive

Address21 Kiloa St, Unit O-4

AreaWailea/Makena

SubdivisionHoolei

Building NameHoolei

CityWailea/Makena

StateHI

Zip Code96753

ParkingGarage Door Opener

# of Garages1

ViewOcean

WaterfrontAcross Street from Ocean

Has PoolYes

PoolIn Ground

Bookcases, Ceiling Fan(s), Chandelier, Furnished, Inventory, Kitchen Ware, TV Cable, Exercise Room, Sauna, Extra Storage

Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer

Exterior FeaturesBarbecue

WindowsBlinds

Date ListedFebruary 22nd, 2026

Days on Market114

ZoningHotel District

Monthly Maintenance Fees3152.04

Description Land TenureFee Simple

OfficeHawaii Life (W)

Office ContactCell: 808-280-2312

Wailea/Makena Statistics

The below chart details median sales price in Wailea / Makena, broken down between condominium and single-family residences. Of course, context is key, so please visit our Wailea Real Estate page and our Makena Real Estate page for more information and contact us to discuss in greater detail.

Jun. 1Price Reduced from $4,890,000 to $4,650,000

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To learn more, visit our Hoolei at Grand Wailea page.
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Quick Details

This condominium is located at 21 Kiloa St, Unit O-4, , it is currently priced $4,650,000 . This Condo / Townhouse has 3 Bedrooms and 3.50 Bathrooms, totaling 2619 Square feet. Built in 2008, this Condo / Townhouse is Active. Represented by Lucas Woodford Rs-73379 of Hawaii Life (W), Contact Number 808-280-2312.

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La'i Loa: Where Elevated Design Meets the Spirit of Wailea There are homes that offer a view, and there are homes that make the view part of your everyday life. From this beautifully positioned residence at La'i Loa, the Pacific stretches across the horizon, with expansive ocean vistas, neighboring islands, and Maui's legendary sunsets creating a backdrop that never grows old. Completed in 2023, this exceptional 3-bedroom, 3-bath residence offers 1,742 square feet of intentionally designed interior living space and an impressive and rare 424-square-foot lanai that seamlessly extends the home outdoors. Elevated above the landscape along with its convenient ground-floor location, the residence captures cooling trade winds, abundant natural light, and the effortless indoor-outdoor lifestyle that defines distinctive Wailea living. Behind the front door, every detail reflects a commitment to quality, craftsmanship, and design. The interiors are a curated collection of bespoke finishes and designer elements, with approximately $1 million invested in furnishings, artwork, lighting, and custom appointments. Hand-painted Italian wall coverings, rare Maya Romanoff wallpaper, hand-blown glass light fixtures, custom Italian furnishings, and carefully selected materials create a residence that feels more like a private gallery than a condominium. The gourmet kitchen is equally impressive, featuring premium appliances and sophisticated finishes designed for both everyday living and elegant entertaining. Motorized shades, smart-home compatibility, and seamless technology integration provide modern convenience without compromising the home's refined aesthetic. The expansive lanai becomes a natural extension of the living space, complete with an outdoor grilling area ideal for sunset dinners, morning coffee overlooking the ocean, or gathering with friends as the sky transforms with evening color. Strategically positioned within the community, this residence enjoys a uniquely private setting surrounded by mature Monkey Pod trees and lush tropical landscaping, creating a serene, treehouse-like atmosphere. Its location offers a heightened sense of tranquility, minimal through-traffic, and exceptional privacy, making it one of the most desired locations within the community. La'i Loa has quickly become one of Wailea's most coveted addresses, offering a rare balance of luxury, privacy, and modern construction. Each boutique building contains only five residences and features secured access and a private garage, creating a sense of exclusivity seldom found in condominium living. Residents enjoy resort-inspired amenities including an infinity-edge pool, fitness center, and clubhouse, all surrounded by impeccably maintained grounds. For those seeking a primary residence, the convenience of single-level living combined with Wailea's world-class lifestyle is hard to overstate. For those searching for a second home, this is a true lock-and-leave retreat designed for comfort and ease. And for investors, the property's luxury positioning, nearly new construction, and strong long-term rental appeal create a compelling ownership opportunity in one of Maui's most desirable communities. Offered fully furnished—with most furnishings, artwork, and designer pieces included—this residence allows the next owner to step immediately into a lifestyle that has already been thoughtfully curated and beautifully executed. In a market where exceptional inventory is increasingly difficult to find, opportunities like this are rare. New construction. Boutique exclusivity. World renowned interior design finishes. Expansive ocean views. And one of the most sought-after locations in Maui. This is more than a home. It is a front-row seat to everything that makes Wailea extraordinary. ALL FURNISHINGS INCLUDED IN THE SALES PRICE EXCEPT A FEW PERSONAL ITEMS.

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$3,878,000 - 3 Beds, 3.00 Baths, 1,742 Sf

MLS® # 409909

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Keller Williams Realty Maui-Ka

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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 that enhances view corridors, natural light, and cooling trade winds, creating a true indoor-outdoor Wailea lifestyle, with views of Molokini, Lanai, the West Maui Mountains, and year-round sunsets. Finely appointed and offered fully furnished by the sellers for your turnkey convenience, the residence features spacious living areas, high ceilings, and seamless flow to the lanai, perfect for entertaining or relaxing while taking in the ocean and sunset views. The top row location provides a quiet, private setting away from road noise while still being conveniently located within the community. Ho'olei is known for its resort-style amenities and proximity to world-class beaches, dining, and golf in Wailea. This is an incredible opportunity to own a legacy type property in one of Maui’s most sought-after communities, where inventory in premier locations is limited and rarely becomes available.

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IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings provided courtesy of the REALTORS® Association of Maui.

Hoolei O-4

$4,650,000

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Hoolei O-4

$4,650,000

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