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Ad #5772859
MLS #404869
Listing photo

Arguably south Maui's most exclusive *second home* destination

12 Hoolei Cir S-2, Kihei, HI 96753
$4,100,000
3Beds
4Baths
2,426Sqft
30.17Acres

About this property

Arguably south Maui's most exclusive *second home* destination, gated Ho'olei lives like a luxury residential community, with Hotel zoning that offers the option of worry-free short-term rental and immunity from Maui County's proposed vacation rental ban. Private, secure, and impeccably maintained, Ho'olei sets the standard for a secure, luxurious lifestyle and front-and-center access to all that the planned Wailea Resort community has to offer. Ho'olei 12-2 spans approximately 2426 square feet of interior living space across two levels (plus landing area) and features three spacious en-suite bedrooms. The unit's chilling Central AC system was recently completely replaced, a $60K upgrade. Located directly across the street from the Grand Wailea, Ho'olei features a resort-level pool and courtyard area, featuring a tropical grotto with a 19' waterfall. The courtyard also has a child's play beach with shallow-water splash feature, two Whirlpool tubs, separate Men's and Women's saunas, and a sparkling fitness center with cardio, weight-training, and Peloton bikes. Ho'olei enjoys a symbiotic relationship with the Grand Wailea, and owners are eligible for membership in the Grand's Kulana club, allowing full use of the GW's pool, spa and facilities. This unit is conveniently located a short distance from the pool, bypassing the uphill return walk of some of the units. Built in 2008, Ho'olei embraces luxury and quality at every turn. The footprint of the terraced grounds promotes privacy and showcases lush, tropical beauty, and this unit features two expansive lanais. Adjoining the gourmet-level kitchen, the upstairs lanai area has its own fridge and gas grill. The second lanai is off the spacious downstairs Master suite, which is equipped with a luxurious soaking tub. Ho'olei's designers placed proper emphasis on all things culinary, supporting the open kitchen layout with a Sub-Zero fridge/freezer, Wolf oven, and gas cooktop. The enclosed laundry room is outfitted with full sized appliances, and there is even an interior elevator. A private garage encompasses storage aplenty, and an adjoining car port allows parking for your large group.

Property Features

3 Beds
4 Baths
2,426 Sqft
30.17 Acres

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Kevin Spaise

Keller Williams Realty Maui

808-344-0624

Location

Map
Listing Agent: Kevin Spaise 808-344-0624
Broker: Keller Williams Realty Maui 808-270-1046 Listing Site
Copyright © 2026 Realtors ® Association of Maui, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 12, 2026

Photo Gallery

Arguably south Maui's most exclusive *second home* destination - photo 1
Arguably south Maui's most exclusive *second home* destination - photo 2
Arguably south Maui's most exclusive *second home* destination - photo 3
Arguably south Maui's most exclusive *second home* destination - photo 4
Arguably south Maui's most exclusive *second home* destination - photo 5
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Arguably south Maui's most exclusive *second home* destination - photo 7
Arguably south Maui's most exclusive *second home* destination - photo 8
Arguably south Maui's most exclusive *second home* destination - photo 9
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Arguably south Maui's most exclusive *second home* destination - photo 20
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Arguably south Maui's most exclusive *second home* destination - photo 24
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Arguably south Maui's most exclusive *second home* destination - photo 31
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Arguably south Maui's most exclusive *second home* destination - photo 34
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Arguably south Maui's most exclusive *second home* destination - photo 37
Arguably south Maui's most exclusive *second home* destination - photo 38
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Arguably south Maui's most exclusive *second home* destination - photo 40
Arguably south Maui's most exclusive *second home* destination - photo 41
Arguably south Maui's most exclusive *second home* destination - photo 42
Arguably south Maui's most exclusive *second home* destination - photo 43
Arguably south Maui's most exclusive *second home* destination - photo 44
Arguably south Maui's most exclusive *second home* destination - photo 45
Arguably south Maui's most exclusive *second home* destination - photo 46

$4,100,000

3
Beds
4
Baths
2,426
Sqft

12 Hoolei Cir S-2, Kihei, HI 96753

By contacting this agent you agree to these Terms and Conditions.
Home Hawaii Kihei
Arguably south Maui's most exclusive *second home* destination - photo 1
Arguably south Maui's most exclusive *second home* destination - photo 2
Arguably south Maui's most exclusive *second home* destination - photo 3
Arguably south Maui's most exclusive *second home* destination - photo 4
Arguably south Maui's most exclusive *second home* destination - photo 5
MLS# 404869
Condo For Sale

Arguably south Maui's most exclusive *second home* destination

$4,100,000

12 Hoolei Cir S-2, Kihei, HI 96753

3
Beds
4
Baths
2,426
Sqft
30.17
Acres
$4,100,000
12 Hoolei Cir S-2, Kihei, HI 96753
3 Beds
4 Baths
2,426 Sqft
30.17 Acres
Arguably south Maui's most exclusive *second home* destination, gated Ho'olei lives like a luxury residential community, with Hotel zoning that offers the option of worry-free short-term rental and immunity from Maui County's proposed vacation rental ban. Private, secure, and impeccably maintained, Ho'olei sets the standard for a secure, luxurious lifestyle and front-and-center access to all that the planned Wailea Resort community has to offer. Ho'olei 12-2 spans approximately 2426 square feet of interior living space across two levels (plus landing area) and features three spacious en-suite bedrooms. The unit's chilling Central AC system was recently completely replaced, a $60K upgrade. Located directly across the street from the Grand Wailea, Ho'olei features a resort-level pool and courtyard area, featuring a tropical grotto with a 19' waterfall. The courtyard also has a child's play beach with shallow-water splash feature, two Whirlpool tubs, separate Men's and Women's saunas, and a sparkling fitness center with cardio, weight-training, and Peloton bikes. Ho'olei enjoys a symbiotic relationship with the Grand Wailea, and owners are eligible for membership in the Grand's Kulana club, allowing full use of the GW's pool, spa and facilities. This unit is conveniently located a short distance from the pool, bypassing the uphill return walk of some of the units. Built in 2008, Ho'olei embraces luxury and quality at every turn. The footprint of the terraced grounds promotes privacy and showcases lush, tropical beauty, and this unit features two expansive lanais. Adjoining the gourmet-level kitchen, the upstairs lanai area has its own fridge and gas grill. The second lanai is off the spacious downstairs Master suite, which is equipped with a luxurious soaking tub. Ho'olei's designers placed proper emphasis on all things culinary, supporting the open kitchen layout with a Sub-Zero fridge/freezer, Wolf oven, and gas cooktop. The enclosed laundry room is outfitted with full sized appliances, and there is even an interior elevator. A private garage encompasses storage aplenty, and an adjoining car port allows parking for your large group.
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Property Details

HOME DETAILS

3 Beds
4 Baths
2,426 Sqft
30.17 Acres

Location

Map
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Ad Number
5772859
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Listing Status
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Added
Feb 05, 2025
Last Refreshed
Jul 03, 2026 06:17:28 PM

Listing Information

Data Source
Realtors ® Association of Maui, Inc.
Source Property ID
404869
Listing Agent: Kevin Spaise 808-344-0624
Broker: Keller Williams Realty Maui 808-270-1046 Listing Site
Copyright © 2026 Realtors ® Association of Maui, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

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Last updated on 2026.08.11
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