For sale

$4,650,000

Est. $36,786/mo —

•

3.5 ba

•

2,619

sq ft

21 Kiloa St Unit O-4, Kihei, HI 96753

About this home

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!

CondoProperty Type

2008Year Built

30.17 acresLot Size

$1,775Price/Sq.Ft.

$3,152/moHOA Dues

1 garage spacesParking

Listed by Lucas Woodford • Hawaii Life (W)

Contact: Cell: 808-280-2312

Listing updated: Jun 1, 2026 at 09:09am

Redfin checked: a minute ago

•Source:RAM MLS #408839

Payment calculator

$36,786 per month

Principal and interest$25,062

Property taxes

HOA dues

Home insurance

Utilities

5 minutes to get started. No credit impact.

Affordability tools

See this home in person

This home is unavailable to tour on this day.

Next available date: Tuesday, September 15

Open houses

No upcoming open houses.

Nearby open houses (10)

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2531 S Kihei Rd Unit A-105, Kihei, HI 96753
OPEN TUE, 10AM TO 2PM3D WALKTHROUGH
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2757 S Kihei Rd #202, Kihei, HI 96753
OPEN TUE, 11AM TO 3PM3D WALKTHROUGH
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2 beds2 baths1,194 sq ft
3150 Wailea Alanui Dr #2703, Kihei, HI 96753
OPEN TUE, 12PM TO 3PMVIDEO TOUR
$1,850,000
2 beds3 baths1,559 sq ft
3150 Wailea Alanui Dr #2801, Kihei, HI 96753
OPEN WED, 9AM TO 2PM3D WALKTHROUGH
$755,000
1 bed2 baths849 sq ft
2777 S Kihei Rd Unit J110, Kihei, HI 96753
OPEN WED, 1PM TO 5PMVIDEO TOUR
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OPEN WED, 2PM TO 5PMVIDEO TOUR
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101 Elepaio Pl Unit A, Kula, HI 96790
OPEN SAT, 1PM TO 6PM
$1,200,000
2 beds2 baths885 sq ft
760 S Kihei Rd #427, Kihei, HI 96753
OPEN SUN, 1PM TO 4PM
$2,980,000
7 beds4 baths3,072 sq ft
277 Keonekai Rd, Kihei, HI 96753
OPEN SEP 22, 9AM TO 12PM3D & VIDEO TOUR
$2,399,000
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Around this home

Schools

K - 12
Preschool & daycare

Kamalii Elementary School

Public PreK-5 • Assigned • 2.8mi

7/10

Lokelani Intermediate School

Public 6-8 • Assigned • 4.6mi

3/10

Kulanihakoi High School

Public 9-11 • Assigned • 5.7mi

Provided by GreatSchools

About Paeahu

Ahupua`a

Paeahu Ahupua`a, located between Haleakalā’s upcountry slopes and the Wailea shoreline, is a rural and resort-edge Wailea neighborhood with sweeping mauka-to-makai views and lava-rock terrain. The neighborhood reads as open pasture and gulch lines transitioning into low-slung villas and landscaped drives closer to the coast. The Shops at Wailea along Wailea Ike Drive concentrates the area’s social energy, with galleries, cafés, and breezy courtyards setting the tone. Pillars nearby include the Maui Film Festival at Wailea, The Spa at Four Seasons Resort Maui, and the Wailea Golf Club clubhouse scene. Coastal paths and pocket beaches shape daily rhythms, while the inland backdrop keeps the horizon dramatic. Architecture leans contemporary Hawaiian resort style—stone, wood, and shaded lanais—set against big sky and ocean light.

Provided by Walk Score and Local Logic

Offer insights

21 Kiloa St Unit O-4 · $4,650,000

Strong offer

$4.53M and above

75% chance or better to win

Why $4.53M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 119 days.

SALE-TO-LIST

Most homes are selling 5% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Ceiling fans
Furnished
Inventory included
Kitchenware included
TV cable
Exercise room
Sauna
Extra storage
Blinds

Bathrooms
4 bathrooms

Kitchen
Dishwasher
Garbage disposal
Microwave
Range
Refrigerator

Laundry & utility
Washer
Dryer

Heating & cooling
Central air conditioning

Sale and tax history for 21 Kiloa St Unit O-4

Sale History
Tax History

Date

Event

Price

RAM MLS #408839

Jun 1, 2026

Price Changed

$4,650,000

$1,775/sq ft

Feb 21, 2026

Listed

$4,890,000

$1,867/sq ft

RAM MLS #408552

Feb 22, 2026

Listing Removed

—

Jan 26, 2026

Listed

$4,890,000

$1,867/sq ft

RAM MLS #384389

Aug 7, 2020

Sold

$3,025,000

$1,155/sq ft

May 18, 2020

Contingent

—

Dec 16, 2019

Listed

$3,295,000

$1,258/sq ft

Dec 16, 2019

Sold

$3,025,000

$1,155/sq ft

Sep 26, 2019

Listed

$3,295,000

$1,258/sq ft

+25

Ho'olei 21-4 presents the opportunity to enjoy the best features of the Maui lifestyle. Sit back, relax, and take in the ocean views from this gorgeous townhome. The highly desirable Plumeria floor plan maximizes your outdoor enjoyment with the largest lanai in Ho'olei and seating for all. The villa has been meticulously maintained with no detail overlooked and is being offered completely "turn-key". For those seeking the privacy of an upscale residence with the ease of a condominium, you’ll feel right at home entertaining in the chef’s kitchen. Two Sub Zero refrigerators, four freezers, Wolf stainless steel appliances and built in BBQ add to the luxury feel of this villa. The three bedrooms in this residence are like a retreat; each including an ensuite bath, roomy floor plan, and plush carpeting. Interior features include a private elevator, an attached garage, an expansive master suite, and amazing floor to ceiling windows. Well-tended landscaping and on-site security enhances worry-free living. Ho'olei is truly a residence of distinction. Nearby are all of Wailea's resort amenities, including first-class restaurants, championship golf courses, tennis facilities, elite shopping opportunities, and miles of white sand beaches and ocean recreation.

Public Records

Dec 18, 2009

Sold

$2,025,000

$773/sq ft

RAM MLS #335765

Jan 21, 2009

Sold

$2,399,000

$916/sq ft

Jan 20, 2009

Listed

$2,399,000

$916/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$88,449 (+2.2%)

$696,100 + $4,965,600

$5,661,700

2025

$86,545 (+14.7%)

$696,100 + $4,965,600

$5,661,700

2024

$75,439 (+43.0%)

$696,100 + $5,265,000

$5,961,100

2023

$52,744 (+34.5%)

$696,100 + $4,699,800

$5,395,900

2022

$39,224 (+15.3%)

$696,100 + $3,754,900

$4,451,000

2021

$34,021 (+76.3%)

$221,100 + $3,088,900

$3,310,000

2020

$19,300 (+14.9%)

$196,500 + $2,850,600

$3,047,100

2019

$16,802 (+0.8%)

$196,500 + $2,855,000

$3,051,500

2018

$16,676 (+10.6%)

$180,200 + $2,482,600

$2,662,800

2017

$15,074 (+15.0%)

$156,000 + $2,229,200

$2,385,200

2016

$13,112 (−19.2%)

$156,000 + $2,229,200

$2,385,200

2014

$16,230 (+3.9%)

$141,000 + $2,476,900

$2,617,900

2013

$15,615

$141,000 + $2,476,900

$2,617,900

Public record

Public record
Zoning

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Finished Sq. Ft.

2,619

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,619

Year built

2008

Style

Condo/Co-op

County

Maui County

APN

210081190088

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 14, 2026.

H-1

Hotel District

A Hotel district is a high density multiple-family area bordering business districts or ocean fronts, or both. This district includes public and semi-public institutional and accessory uses.

Permitted uses

Include but are not limited to:

Greenhouse / nursery
Housing-Single unit
Housing-Student
Bed & breakfast
Hotel / motel
Lodging & hospitality-Other
Educational/school
Library
Museum / gallery
Park & open space

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

Fire Factor

We're working on getting current and accurate fire risk information for this home.

Heat Factor

We're working on getting current and accurate heat risk information for this home.

Wind Factor

We're working on getting current and accurate wind risk information for this home.

1/10 Air Factor

Minimal risk of unhealthy air over next 30 years

Provided by First Street

Historical weather

Kihei, HI • 96753

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

89/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in Kihei. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.4 hrs

8 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 21 Kiloa St Unit O-4

$4,394,848

$255K under list price of $4.65M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.8M to $5.3M.

SOLD JUL 16, 2026
$3,500,000 Last sold price
3 beds3 baths1,742 sq ft
60 Kai Malu Dr Unit 202 (11D), Kihei, HI 96753
$234/sq ft
smaller lot
15 years newer
SOLD AUG 12, 2026
$2,750,000 Last sold price
2 beds2 baths1,259 sq ft
3600 Wailea Alanui Dr #708, Kihei, HI 96753
$409/sq ft
smaller lot
31 years older
SOLD JUL 14, 2026
$1,800,000 Last sold price
3 beds2.5 baths2,229 sq ft
71 Poailani Pl #14, Kihei, HI 96753
$967/sq ft
smaller lot
2 years older
SOLD SEP 3, 2026
$3,050,000 Last sold price
3 beds3 baths1,802 sq ft
244 Holomoana Way Unit 17B, Kihei, HI 96753
$82/sq ft
smaller lot
13 years newer
SOLD JUL 2, 2026
$5,250,000 Last sold price
3 beds3 baths1,961 sq ft
3800 Wailea Alanui Blvd Ph 503, Kihei, HI 96753
$902/sq ft
smaller lot
3 years older
SOLD JUL 2, 2026
$3,999,999 Last sold price
2 beds2 baths1,313 sq ft
4850 Makena Alanui Rd Unit E-205, Kihei, HI 96753-5434
$1271/sq ft
smaller lot
24 years older

Rental earnings

Est. $9,392 per month, based on comparable rentals

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