Hawaii Living

21 Waikai St (Wailea)

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Photo 1 of 21 Waikai St, Kihei
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21 Waikai St, Kihei
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Description
PRICED TO SELL. 21 Waikai is high-quality custom home located in the highly desirable neighborhood of Wailea Kai. The home is now being offered for sale for the first time. Situated facing west and directly adjacent to the community park, 21 Waikai may be the best located home in Wailea Kai. The homes gated courtyard entry leads to the front door maximizing privacy and security. With over 3,400 SqFt under roof, 3 ensuite bedrooms and high ceilings the home is spacious. The master bedroom encumbers the entire top floor featuring sky lights, large bathroom with tub and large walk-in closet. The Living room, kitchen, laundry room, powder room and dining room are all on the main level which open to a large Spanish-tile covered deck. The two guest bedrooms are located on the lower lever which each feature large tiles outdoor deck space. One of the guest rooms could be used as a Mother-in-law suite which includes a kitchenette and additional laundry area. The oversized garage with an extra high ceiling offers plenty of space for cars, a workshop or even a boat. Wailea Kai is a gated community across the street from Keawekapu Beach and close proximity to all the shopping, dining, golf and beaches that Wailea has to offer.
Past Activity
  • Feb 06, 2024 Sold for $1,930,000
  • Jan 16, 2024 Under Contract
  • Nov 27, 2023 Listed at $1,950,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $873
  • View: Garden
  • TMK: 2210210020000
  • Courtesy: Berkshire Hathaway Maui Prop-L / 808-280-7061
  • MLS: 400357
About Wailea Kai
Wailea Kai, a gated community, stands as one of Wailea’s more affordable residential subdivisions, featuring 100 custom homes across 34 acres.

Positioned directly across from Keawakapu Beach, this neighborhood offers a nice blend of privacy and beachside living, having evolved from South Maui’s coastal lands into a sought-after residential enclave known for its cul-de-sacs.

Property Characteristics

  • Homes mainly range from 1,700 to over 4,000 square feet, typically offering 3-5 bedrooms and 2-5 bathrooms.
     
  • Lot sizes are mostly around 7,000 to 12,500 sq

  ... Read more
The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on December 09, 2025.Information is deemed reliable but not guaranteed.
Other Wailea Homes
$1,995,000
71 Poailani Pl#Apt 14
3 Bds | 2.5 Ba
2,229 ft²
$1,895,000
95 Poailani Pl#Unit 19
3 Bds | 2.5 Ba
2,229 ft²
$2,199,000
53 Waikai St
4 Bds | 2.5 Ba
2,400 ft²
$2,495,000
221 E Ikea Kai Pl
4 Bds | 4 Ba
3,191 ft²
Other Kihei Homes
Maui Meadows
$1,950,000
758 Lanina Pl
3 Bds | 3 Ba
2,344 ft²
Kihei
$2,088,000
2553 Hihimanu St#113
3 Bds | 3 Ba
2,548 ft²
Kihei
$2,088,800
126 Ponana St
3 Bds | 3 Ba
1,762 ft²
Kihei
$1,744,000
194 Kamakoi Lp
3 Bds | 3 Ba
1,936 ft²
Kihei
$2,145,000
349 S Kihei Rd#A
3 Bds | 2 Ba
1,164 ft²
Kihei
$2,150,000
2800 Umeke Cir#95
3 Bds | 2.5 Ba
2,443 ft²
  • Sold 2/6/24 at $1,930,000
    (List Price: $1,950,000)
Description
PRICED TO SELL. 21 Waikai is high-quality custom home located in the highly desirable neighborhood of Wailea Kai. The home is now being offered for sale for the first time. Situated facing west and directly adjacent to the community park, 21 Waikai may be the best located home in Wailea Kai. The homes gated courtyard entry leads to the front door maximizing privacy and security. With over 3,400 SqFt under roof, 3 ensuite bedrooms and high ceilings the home is spacious. The master bedroom encumbers the entire top floor featuring sky lights, large bathroom with tub and large walk-in closet. The Living room, kitchen, laundry room, powder room and dining room are all on the main level which open to a large Spanish-tile covered deck. The two guest bedrooms are located on the lower lever which each feature large tiles outdoor deck space. One of the guest rooms could be used as a Mother-in-law suite which includes a kitchenette and additional laundry area. The oversized garage with an extra high ceiling offers plenty of space for cars, a workshop or even a boat. Wailea Kai is a gated community across the street from Keawekapu Beach and close proximity to all the shopping, dining, golf and beaches that Wailea has to offer.
    The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on December 09, 2025.Information is deemed reliable but not guaranteed.
    • Feb 06, 2024 Sold for $1,930,000
    • Jan 16, 2024 Under Contract
    • Nov 27, 2023 Listed at $1,950,000
    Wailea Kai, a gated community, stands as one of Wailea’s more affordable residential subdivisions, featuring 100 custom homes across 34 acres.

    Positioned directly across from Keawakapu Beach, this neighborhood offers a nice blend of privacy and beachside living, having evolved from South Maui’s coastal lands into a sought-after residential enclave known for its cul-de-sacs.

    Property Characteristics

    • Homes mainly range from 1,700 to over 4,000 square feet, typically offering 3-5 bedrooms and 2-5 bathrooms.
       
    • Lot sizes are mostly around 7,000 to 12,500 sq

      ... Read more
    Other Wailea Homes
    $1,995,000
    71 Poailani Pl#Apt 14
    3 Bds | 2.5 Ba
    2,229 ft²
    $1,895,000
    95 Poailani Pl#Unit 19
    3 Bds | 2.5 Ba
    2,229 ft²
    $2,199,000
    53 Waikai St
    4 Bds | 2.5 Ba
    2,400 ft²
    $2,495,000
    221 E Ikea Kai Pl
    4 Bds | 4 Ba
    3,191 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.