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Ohana
* Second home allowed on either a residential or an agricultural zoned property.
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Hoolei condos for sale | Wailea | Maui

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Virtual Tour
Oceanfront
$4.7m  $100,000
Wailea - Hoolei
24 Hoolei Cir unit T2, Kihei
Condo
3 bd
4 ba
2,426 sqft
$4,695,000  $100,000
3
bd
4
ba
2,426
sqft
Welcome to Ho'olei T2, a rare hotel-zoned luxury townhome in Wailea, offering unparalleled vacation rental potential. This 3 bed, 3.5 bath 2,426 sq. ft. residence boasts a spacious open floor plan, gourmet kitchen with Sub-Zero & Wolf appliances, and a private elevator for effortless access. The expansive lanai is equipped with a built-in BBQ, seamlessly blending indoor and outdoor living amidst lush tropical surroundings. Enjoy exclusive Ho’olei resort amenities, including a spectacular lagoon-style pool, spa, and fitness center. As an owner, access preferred golf rates at Wailea Golf Club and experience world-class tennis, shopping, and dining nearby. A private garage adds convenience, while meticulous upgrades such as new tile flooring and designer furnishings enhance the ambiance. An extraordinary opportunity to own a highly sought-after, vacation-rentable retreat in the heart of Wailea!
Oceanfront
Condo
3 bd
4 ba
2,426 sqft
$5,200,000
3
bd
4
ba
2,426
sqft
Are you searching for a luxury resort community home with effortless access to world-class hotels, shopping, dining, golf courses, and pristine beaches? Look no further. This luxurious ocean-view villa in the prestigious Ho’olei community offers the perfect blend of resort-style living and modern convenience. Featuring three bedrooms and three and a half bathrooms, this stunning home boasts 2,426 square feet of elegantly designed living space, complemented by 596 square feet of covered lanais across two levels. Each bedroom includes an ensuite bathroom for added privacy and comfort, while the villa’s private elevator, finely appointed interior finishes, attached garage, covered carport, and outdoor storage closet ensure convenience and functionality. The upper-level lanai is designed for entertaining, equipped with a Wolf 36" grill, a Sub-Zero under-counter refrigerator, and custom cabinetry. Floor-to-ceiling sliding glass doors and screen doors retract into hidden pockets, seamlessly blending indoor and outdoor living, allowing the tropical beauty of Maui to become part of your everyday experience. The villa is offered fully furnished, including all housewares and linens, making it a true turn-key investment. This property is hotel-zoned, offering flexibility as a short-term vacation rental, a private family retreat, or a combination of both. The current owner has successfully marketed the villa as a short-term rental since 2007, accumulating over 100 five-star reviews. With a well-established rental history, the owner is willing to continue marketing the property for a new buyer or assist in transitioning to new management. Upon acceptance of a valid offer, up to 12 years of historical financial data will be provided, making this an attractive investment opportunity. Situated within the gated Ho’olei community, this villa enjoys a prime location directly above the tropical pool, fitness center, and main concierge area. This vantage point allows residents and guests to enjoy views of the beautifully landscaped pool while maintaining unobstructed ocean vistas free from the rooftops of surrounding buildings. The 19-foot waterfall, elegant lighting, and lush tropical surroundings enhance the resort-like ambiance while providing privacy and soothing sounds. The Ho’olei recreation area is a highlight of the community, featuring a lagoon-style pool with cascading waterfalls, grottos, and a sandy beach entry perfect for young children. Additional amenities include an outdoor kitchen and covered pavilion, two hot tubs, a massage cabana, and a fully equipped air-conditioned fitness center with a sauna, locker rooms, and shower facilities. This villa is equipped with high-end features such as a brand-new Bosch air conditioning system, a Navian tankless water heater, and premium appliances from Sub-Zero, Wolf, Thermador, and Bosch. The interior showcases Walker Zanger stone floors, custom Italian cabinetry, granite countertops, a whole-house music system, a deep soaking tub with a waterfall fill feature, and a dedicated laundry room with a washer, dryer, and utility sink. Residents also benefit from 24-hour community security, ensuring peace of mind. Located just a short walk across the street from Wailea Beach, one of the most beautiful beaches on Maui and ranked among the world’s best destination beaches, this villa provides unparalleled access to the finest in island living. Whether you're seeking an exceptional vacation home, a lucrative investment property, or the two, this Ho’olei villa presents an extraordinary opportunity to own a piece of paradise.
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Virtual Tour
Oceanfront
$6.25m
Wailea - Hoolei
63 Hoolei Cir unit B2, Kihei
Condo
3 bd
4 ba
2,426 sqft
$6,250,000
3
bd
4
ba
2,426
sqft
Location, location, location! Epic ocean views and one of the finest villas in the community make Ho'olei 63-2 an exclusive and highly desired opportunity. The Maile floor plan maximizes your outdoor living experience with the spacious covered lanai looking out towards the sea. This 3 bedroom, 3.5 bath luxury villa is ideally positioned to offer 180-degree ocean views and year round sunset vistas. You simply cannot beat the lifestyle. Fleetwood glass doors magically retract into the wall to reveal and allow access to the upper lanai. Tasteful furniture and beautiful decor elements, create a warm and inviting environment. Two Sub Zero refrigerators, four freezers, Wolf stainless steel appliances and grill add to the luxury feel of this contemporary kitchen. A unique fusion of tropical beauty and luxury awaits you in the heart of Wailea’s most sought after vacation rental community. There is also a private elevator inside of the villa with easy access from the attached garage for those who wish to not do stairs. Nearby are all of Wailea’s many resort amenities including the best beaches on Maui, elite shopping opportunities, first class restaurants, golf and tennis. Special properties like this rarely become available.
Virtual Tour
$4.8m  $355,000
Wailea - Hoolei
12 Hoolei Cir unit S-2, Kihei
Condo
3 bd
4 ba
2,426 sqft
$4,795,000  $355,000
3
bd
4
ba
2,426
sqft
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.
Virtual Tour
Oceanfront
$5.4m
Wailea - Hoolei
15 Kiloa St unit N4, Kihei
Condo
3 bd
4 ba
2,619 sqft
$5,395,000
3
bd
4
ba
2,619
sqft
Experience the epitome of luxury living in a HOTEL ZONED community at Ho‘olei Villa 15-4! This is where breathtaking OCEAN VIEWS are perfectly paired with curated interior design in a setting offering unparalleled privacy. Nestled in one of the most sought-after locations within the community, Building 15 offers unmatched seclusion, lush tropical landscaping, and an elevated vantage point enhancing the sense of serenity. This spacious two-story townhome-style Villa with over 2,600 square feet of living area is the perfect blend of elegance and comfort with 3 bedrooms (all ensuites) and 3.5 bathrooms. The great room level is perfectly designed for relaxation and entertainment, featuring an expansive covered lanai with a built-in Wolf BBQ grill, a dedicated 8-person dining area for alfresco meals, and sliding glass pocket doors that offer an incredible indoor-outdoor lifestyle. Additional conveniences include an attached one-car garage, a deeded covered carport space, as well as a private interior elevator. Beyond its luxurious features, Ho’olei 15-4 boasts an impressive rental history, with daily rentals coordinated by the Grand Wailea Resort and Spa. If you choose to become a member of this exclusive rental program, you and your guests can enjoy a unique experience that includes the numerous amenities of the Grand Wailea Resort and Spa. Nearby are all of Wailea's other resort amenities, including first-class restaurants, 3 championship golf courses, tennis facilities, elite shopping opportunities, and miles of white sand beaches and ocean. Finely appointed and being offered fully furnished by the sellers.
Virtual Tour
Oceanfront
$5.3m  $305,000
Wailea - Hoolei
99 Hoolei Cir unit E5, Kihei
Condo
3 bd
4 ba
2,426 sqft
$5,295,000  $305,000
3
bd
4
ba
2,426
sqft
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.

87-3 Hoolei Cir Unit 3 condos

Some units can have Mountain/Ocean views.
* information deemed reliable, but not guaranteed

Overview of Hoolei

Building name
Hoolei
Neighborhood
Wailea
Views
Mountain/Ocean (*depending on the unit)

Lifestyle & outdoors In Hoolei

4 surf spots in this area

Wailea Beach
Type: body-surfing
Paeahu, Makawao 1-5
Polo Beach
Type: body-surfing
Palauea, Makawao 1-5
Ulua Beach
Type: body-surfing
Paeahu, Makawao 1-5
The Cove
Type: surfing

1 park in this area

Kamaole Beach Park No. 3

3 beaches in this area

Ulua Beach

Wailea Beach

Polo Beach

2 golf courses in this area

Wailea Blue Course

Wailea Emerald Course

Essentials in Hoolei

Supermarket is about 11 min walk
Airport is about 31 min drive
Costco is about 27 min drive
Hospital is about 31 min drive
* distance is calculated by average per house. Some homes maybe closer to the essentials

Walkability in Hoolei

4 / 20
Car dependent
18-20
15-18
10-15
1-10
Walkability according to the National Walkability Index

Schools nearby Hoolei

5 /10
GreatSchools.org
Rating
Kamalii Elementary School
180 Kealii Alanui, Kihei, HI 96753
3 /10
GreatSchools.org
Rating
Lokelani Intermediate School
1401 Liloa Dr, Kihei, HI 96753
No high schools nearby
School ratings provided by Greatschools.org © 2023. All rights reserved.

Living in Hoolei Hoolei is a condo

Supermarkets are about 11 min walk, the nearest Hospital is about 31 min drive and the airport is about 31 min drive.

Hoolei is car dependent.

There are 1 park in this area, and 3 public beaches. Nearby lifestyles include surfing, body surfing and golf.

* information deemed reliable, but not guaranteed

Hoolei condo values & housing market

Avg. days condo listed for sale in this building.
68
Average listings price current listings for sale
$5.27m
Hoolei condos sold last 6 months
1
Price range sold units (last 6 month)
$4.15m - $4.15m
Median sales price - 3 months
$4.15m
Hoolei listings for sale
6
* information deemed reliable, but not guaranteed
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