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Hoolei Wailea #4 (Wailea)

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Photo 1 of 21 Kiloa St #4, Kihei
Photo 2 of 21 Kiloa St #4, Kihei
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21 Kiloa St #4, Kihei

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Description
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 chefs 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!
Recent Activity
Recent Sales
(Hoolei Wailea)
  • #N4: 3 Bds | 3.5 Ba @ $4.8M (8/25/25)
  • #J2: 3 Bds | 3.5 Ba @ $4.15M (4/4/25)
  • #I4: 3 Bds | 3.5 Ba @ $5.75M (5/28/24)
  • #A1: 3 Bds | 3.5 Ba @ $6.5M (3/27/24)
  • #L3: 3 Bds | 3.5 Ba @ $6.1M (3/20/24)
  • #M4: 3 Bds | 3.5 Ba @ $5.85M (1/16/24)
  • #87-1: 3 Bds | 3.5 Ba @ $6.225M (12/19/22)
  • #G6: 3 Bds | 3.5 Ba @ $4.75M (9/28/22)
  • #H5: 3 Bds | 3.5 Ba @ $5M (8/25/22)
  • #G3: 3 Bds | 3.5 Ba @ $4.325M (8/18/22)
  • #D1: 3 Bds | 3.5 Ba @ $6.2M (6/21/22)
  • #O2: 3 Bds | 3.5 Ba @ $5M (5/5/22)
  • #39-2: 3 Bds | 3.5 Ba @ $5.3M (4/14/22)
  • #81-3 (H3): 3 Bds | 3.5 Ba @ $3.5M (11/17/21)
  • #B4: 3 Bds | 3.5 Ba @ $4.35M (9/24/21)
  • #G1: 4 Bds | 3.5 Ba @ $2.9M (8/25/21)
  • #G-5: 3 Bds | 3.5 Ba @ $3.249M (6/18/21)
  • #R-4: 3 Bds | 3.5 Ba @ $3.12M (5/28/21)
  • #M1: 3 Bds | 3.5 Ba @ $3.557M (4/9/21)
  • #P6: 3 Bds | 3.5 Ba @ $3.5M (3/15/21)
  • #A3: 3 Bds | 3.5 Ba @ $3.575M (2/26/21)
  • #J5: 3 Bds | 3.5 Ba @ $3.05M (2/8/21)
  • #D2: 3 Bds | 3.5 Ba @ $3.48M (12/24/20)
  • #H1: 3 Bds | 3.5 Ba @ $3.5M (11/13/20)
  • #99-3 (E-3): 3 Bds | 3.5 Ba @ $3.5M (10/30/20)
  • #M-3: 3 Bds | 3.5 Ba @ $3.425M (10/22/20)
  • #S2: 3 Bds | 3.5 Ba @ $2.25M (8/7/20)
  • #O4: 3 Bds | 3.5 Ba @ $3.025M (8/7/20)
  • #E6: 3 Bds | 3.5 Ba @ $3.5M (4/15/20)
  • #S1: 3 Bds | 3.5 Ba @ $2.5M (3/11/20)
  • #O1: 3 Bds | 3.5 Ba @ $3.27M (12/16/19)
  • #Q3: 3 Bds | 3.5 Ba @ $2.95M (7/31/19)
  • #69-5: 3 Bds | 3.5 Ba @ $3.1M (7/10/19)
  • #S6: 3 Bds | 3.5 Ba @ $2.535M (5/24/19)
  • #G5: 3 Bds | 3.5 Ba @ $3.05M (3/5/19)
  • #55-6: 3 Bds | 3.5 Ba @ $3M (1/28/19)
  • #A-5: 3 Bds | 3.5 Ba @ $3.45M (1/7/19)
  • #T2: 3 Bds | 3.5 Ba @ $1.985M (10/30/18)
  • #93-2 (G2): 3 Bds | 3.5 Ba @ $2.07M (9/14/18)
  • #112-5: 3 Bds | 3.5 Ba @ $3.1M (9/5/18)
  • #24-3 (T3): 3 Bds | 3.5 Ba @ $1.75M (6/27/18)
  • #39-4 (K4): 3 Bds | 3.5 Ba @ $3.212M (4/30/18)
  • #31-5 (P5): 3 Bds | 3.5 Ba @ $3.15M (4/10/18)
  • #69-1 (I1): 3 Bds | 3.5 Ba @ $3.175M (4/2/18)
  • #E5: 3 Bds | 3.5 Ba @ $3.16M (12/6/17)
  • #24-1 (T1): 3 Bds | 3.5 Ba @ $2.28M (12/5/17)
  • #21-3 (O3): 3 Bds | 3.5 Ba @ $2.86M (11/14/17)
  • #69-6: 3 Bds | 3.5 Ba @ $2.85M (9/27/17)
  • #52-2 (A2): 3 Bds | 3.5 Ba @ $3.16M (7/31/17)
  • #F-1: 3 Bds | 3.5 Ba @ $3.133M (2/24/17)
More Details
  • Owner, Tax & Resale History
  • HOA Fees / ft²: $1.20
  • Price / ft²: $1,867
  • Zoning: H-1
  • View: Ocean
  • Security Features: Security System, Smoke Detector(s), Security Guard
  • TMK: 2210081190088
  • Courtesy: Coldwell Banker Island Prop(S) / 808-280-2312
  • MLS: 408552
About Hoolei Wailea
  • Address: Hoolei Cir, Kiloa St & Makakehau St, Kihei, HI 96753.
     
  • Built: 2008, 120 Units, 3 Bedrooms, 20 Buildings, 2 Story Buildings, 2 Story Units, 30 Acres.
     
  • Amenities: 2 Swimming Pool (1 x Resort, 1 x Kids), 2 Hot Tubs, Fitness Center, Pavilion, Kitchen, BBQ Areas, Saunas, Locker Rooms, Concierge, Reception.
     
  • Short-term Vacation Renting: Allowed.
     
  • Developer: Quill Group.

Hoolei offers a luxurious condo experience in Wailea. While not directly on the oceanfront, it boasts a prime location surrounded on three sides by the




  ... Read more
The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on January 29, 2026.Information is deemed reliable but not guaranteed.
Other Hoolei Wailea Listings
$4,795,000
Hoolei Wailea #S-2
3 Bds | 3.5 Ba
2,426 ft²
$4,999,000
Hoolei Wailea #E5
3 Bds | 3.5 Ba
2,426 ft²
$4,695,000
Hoolei Wailea #T2
3 Bds | 3.5 Ba
2,426 ft²
$5,100,000
Hoolei Wailea #Apt H-2
3 Bds | 3.5 Ba
2,426 ft²
Other Maui Condos
Wailea
$4,795,000
Papali Wailea #17
3 Bds | 3.5 Ba
2,386 ft²
Wailea
$5,500,000
Wailea Beach Villas #PH-303
3 Bds | 3 Ba
1,961 ft²
Wailea
$3,895,000
Lai Loa #201
3 Bds | 3 Ba
1,742 ft²
Wailea
$4,300,000
Wailea Beach Villas #PH108
2 Bds | 2.5 Ba
2,375 ft²
Wailea
$3,795,000
Lai Loa #102 (3B)
3 Bds | 3 Ba
1,742 ft²
Kapalua
$4,500,000
Montage Residences Kapalua Bay #4406
3 Bds | 3.5 Ba
2,065 ft²
  • Asking Price: $4,890,000
Description
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 chefs 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!
    The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on January 29, 2026.Information is deemed reliable but not guaranteed.
    • Address: Hoolei Cir, Kiloa St & Makakehau St, Kihei, HI 96753.
       
    • Built: 2008, 120 Units, 3 Bedrooms, 20 Buildings, 2 Story Buildings, 2 Story Units, 30 Acres.
       
    • Amenities: 2 Swimming Pool (1 x Resort, 1 x Kids), 2 Hot Tubs, Fitness Center, Pavilion, Kitchen, BBQ Areas, Saunas, Locker Rooms, Concierge, Reception.
       
    • Short-term Vacation Renting: Allowed.
       
    • Developer: Quill Group.

    Hoolei offers a luxurious condo experience in Wailea. While not directly on the oceanfront, it boasts a prime location surrounded on three sides by the




      ... Read more
    Other Hoolei Wailea Listings
    $4,795,000
    Hoolei Wailea #S-2
    3 Bds | 3.5 Ba
    2,426 ft²
    $4,999,000
    Hoolei Wailea #E5
    3 Bds | 3.5 Ba
    2,426 ft²
    $4,695,000
    Hoolei Wailea #T2
    3 Bds | 3.5 Ba
    2,426 ft²
    $5,100,000
    Hoolei Wailea #Apt H-2
    3 Bds | 3.5 Ba
    2,426 ft²
    You do not own the land, but have the right to use the land until an expiration year. At expiration the ownership typically reverts back to the land owner.
    Buyer and Seller have reached an agreement and are under contract. The sale may be subject to one or more contingencies.
    We have handled many transactions for clients who purchase Hawaii real estate without visiting. By request, our network of agents can prepare thorough property videos to ensure you are familiar with every detail necessary. All documents can be signed remotely.
    Buyer and Seller have reached an agreement and are under contract. The sale is expected to close / record soon.
    We will be happy to work with you as a Buyer's agent. Call us to learn more: 808-943-9000.
    Note: A Seller's agent has a fiduciary responsibility towards the Seller. Working with a Buyer's agent objectives and goals are aligned, at no cost to you, the Buyer.
    Other fees could be a special assessment, reserve contributions etc.
    DOM = Days On Market. Our site shows listings immediately. A brand new listing may show DOM 2 or 3 days, if listing agent did not upload the same day listing agreement was executed.
    Includes estimated monthly mortgage payment, maintenance / HOA fees & property taxes. The estimate does not include insurance premiums.