Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today!
For sale
Price cut: $125K (8/5)
$1,750,000
53 Waikai St, Kihei, HI 96753
4beds
3baths
2,400sqft
Single Family Residence, Residential
Built in 1987
7,980 Square Feet Lot
$1,695,000 Zestimate®
$729/sqft
$487/mo HOA
What's special
Vaulted ceilingsRenovated kitchenBamboo flooringUpgraded lightingOpen and airy layoutSplit-system air conditioning unitsLush garden retreat
- 363 days
- 767
- 85
Zillow last checked:
Listing updated:
Listed by:
Joe Erlemann RS-77630 808-283-9892,
Compass-W,
Robert F. Vafaie RB-19490 808-269-3500,
Compass-W
Source: RAM,MLS#: 407427
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
Primary bedroom
- Level: Ground
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Features
- Ceiling Fan(s), Remodeled
- Has fireplace: No
Interior area
- Total structure area: 2,400
- Total interior livable area: 2,400 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage, Garage Door Opener
- Garage spaces: 2
Features
- Patio & porch: Covered Lanai/Deck, Uncovered Lanai/Deck
- Exterior features: Lawn Sprinkler
- Spa features: Spa/Hot Tub
- Has view: Yes
- View description: Mountain(s)
- Waterfront features: None
Lot
- Size: 7,980 Square Feet
- Topography: Gentle Slope
Details
- Parcel number: 2210210050000
- Zoning: R-2
- Zoning description: Residential
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence, Residential
Materials
- Foundation: Slab
- Roof: Shake
Condition
- Year built: 1987
- Major remodel year: 2020
Utilities & green energy
- Sewer: Public Sewer
- Utilities for property: TV Cable
Community & HOA
Community
- Subdivision: Wailea Kai
HOA
- Has HOA: Yes
- HOA fee: $487 monthly
Location
- Region: Kihei
Financial & listing details
- Price per square foot: $729/sqft
- Tax assessed value: $2,033,400
- Annual tax amount: $6,501
- Date on market: 10/16/2025
- Road surface type: Paved
Estimated market value
$1,695,000
$1.61M - $1.78M
$6,615/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/5/2026 | Price change | $1,750,000-6.7%$729/sqft |
Source: | ||
| 5/16/2026 | Price change | $1,875,000-6.2%$781/sqft |
Source: | ||
| 2/28/2026 | Price change | $1,999,000-5.9%$833/sqft |
Source: | ||
| 2/1/2026 | Price change | $2,125,000-3.4%$885/sqft |
Source: | ||
| 10/16/2025 | Listed for sale | $2,199,000+57.6%$916/sqft |
Source: | ||
| 9/30/2020 | Listing removed | $1,395,000$581/sqft |
Source: Haiku Properties #385891 Report a problem | ||
| 1/30/2020 | Listed for sale | $1,395,000$581/sqft |
Source: Haiku Properties #385891 Report a problem | ||
| 11/28/2019 | Listing removed | $1,395,000$581/sqft |
Source: Haiku Properties #376885 Report a problem | ||
| 6/21/2019 | Listed for sale | $1,395,000$581/sqft |
Source: Haiku Properties #376885 Report a problem | ||
| 5/21/2019 | Listing removed | $1,395,000$581/sqft |
Source: Haiku Properties #376885 Report a problem | ||
| 8/13/2018 | Listed for sale | $1,395,000-3.1%$581/sqft |
Source: Haiku Properties #376885 Report a problem | ||
| 5/12/2018 | Listing removed | $1,440,000$600/sqft |
Source: Haiku Properties #376885 Report a problem | ||
| 1/2/2018 | Listed for sale | $1,440,000+25.7%$600/sqft |
Source: Haiku Properties #376885 Report a problem | ||
| 2/26/2008 | Listing removed | $1,146,000$478/sqft |
Source: Number1Expert #324172 Report a problem | ||
| 11/14/2007 | Listed for sale | $1,146,000+46%$478/sqft |
Source: Number1Expert #324172 Report a problem | ||
| 5/4/2004 | Sold | $785,000+27.6%$327/sqft |
Source: Public Record Report a problem | ||
| 6/29/2001 | Sold | $615,000$256/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,502 +9.6% | $2,033,400 +13.8% |
| 2024 | $5,931 +26.1% | $1,786,200 +15.9% |
| 2023 | $4,703 -37.9% | $1,540,500 +26.7% |
| 2022 | $7,575 +14.2% | $1,215,600 +3.4% |
| 2021 | $6,635 +27.8% | $1,176,000 +4.8% |
| 2020 | $5,193 -3.3% | $1,122,400 +21% |
| 2019 | $5,372 | $927,300 -4.7% |
| 2018 | $5,372 +0.6% | $973,200 |
| 2017 | $5,338 +84.9% | -- |
| 2016 | $2,887 | $990,300 +4% |
| 2015 | -- | $951,800 +16% |
| 2014 | $2,285 | $820,400 |
Find assessor info on the county website
Monthly payment
Est. payment




