3 beds1,248 sqft$1,162/sqft
445 Kawailoa Rd, Unit 4, Kailua, HI 96734
Est: $9,297/moGet pre-approved

Description

Experience the quintessential Kailua LIFESTYLE at The WINDSURFER, a boutique 10-unit townhome community situated directly across from Kailua Beach. LOCATION. This part of Kailua Beach has Oahu's BEST KITESURFING; it's heaven! The Windsurfers Unit #4 Is the Special Unit that sits right on the lily pond, a happy and serene spot to reflect the days activities. 
This RARELY AVAILABLE residence features a freshly painted interior, loft, new washer and dryer, and updated kitchen and bathrooms from a 2018
...Experience the quintessential Kailua LIFESTYLE at The WINDSURFER, a boutique 10-unit townhome community situated directly across from Kailua Beach. LOCATION. This part of Kailua Beach has Oahu's BEST KITESURFING; it's heaven! The Windsurfers Unit #4 Is the Special Unit that sits right on the lily pond, a happy and serene spot to reflect the days activities. 
This RARELY AVAILABLE residence features a freshly painted interior, loft, new washer and dryer, and updated kitchen and bathrooms from a 2018 renovation. The versatile layout can accommodate either three bedrooms, or two bedrooms with a flex space and a half bath. The large tiled private patio offers many opportunities, entertaining, dining, outdoor living room and is has a lighted walk in storage closet for bikes, tools, and equipment. 2 reserved and excellent parking spaces right outside your door and guest parking is available for your friends.
Most importantly ... Yes, PET FRIENDLY!
Located just steps from world-class windsurfing, Kalapawai Market, and BUZZ'S Steakhouse, this serene retreat offers a welcome escape from the bustle of Honolulu.  CALL today to learn all about the outstanding lifestyle at the Windsurfer!
LISTING UPDATED: 08/02/2026 05:00 PM

Listing Agents

  1. Alesia Barnes

    Alesia Barnes

    Listing Agent

    Compass

    License #RB-22312

    P: (808)-397-7928

  2. Aaron Businger

    Aaron Businger

    Alternative Listing Agent

    Compass

    License #RS-77688

    P: (808)-824-5055

Property Details for 445 Kawailoa Road, Unit 4

Status
MLS #
202607704
Days on Market
24
Pet Policy
-
Taxes
$840 / month
HOA Fees
$1,087 / month
Condo/Co-op Fees
-
Property Type
MLS Type
Condo/Townhouse
Year Built
1984
Architectural Style
Townhouse
View
Garden, Other, Sunset
Zoning
04 - R-7.5 Residential District
Neighbourhood
KAWAILOA-KAILUA
Flood Zone
Zone X
Stories/Levels
Two
Land Tenure
FS - Fee Simple

Location

Add your commute

Building Information for 445 Kawailoa Road, Unit 4

Building/ComplexWindsurferFloor-Stories-Residences-Pet Policy-Pet Policy Details-Year Built1984

Payment Calculator

$9,297 per month

30 year fixed, 6.55% Interest

Principal and Interest

$7,370

Property Taxes

$840

HOA Dues

$1,087

The Payment Calculator is for illustrative purposes only.

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Property Information for 445 Kawailoa Road, Unit 4

Summary
Location and General Information
  • City: Kailua
  • County Or Parish: Oahu
  • State Or Province: HI
  • Location: Other
Taxes and HOA Information
  • Association Fee 2 Includes: Association
  • Association Fee Includes: Other Common Expenses, Sewer, Water
  • Association Fee Total: $1,087
  • Tax Amount: $840.34
  • Tax Assessed Value: $1,445,100.00
  • Tax Assessed Value Improvements: $1,206,500.00
  • Tax Assessed Value Land: $238,600.00
  • Tax Excemption Owner Occupancy: 0
  • Tax Year: 2026
  • Parcel Number: 1-4-3-010-052-0004
  • HOA YN: Yes
School Information
  • Elementary School: Kaohao
  • High School: Kalaheo
  • Middle Or Junior School: Kailua
Parking
  • Parking Additional: 0
  • Parking Features: Assigned, Guest, Open - 2
  • Parking Total: 2
  • Condo Parking Unit: TBD
Property
Lot Information
  • Building Name: Windsurfer
  • Floor Number: 1
  • Property Frontage: Lake/Pond, Other
  • Property Type: Condo/Townhouse
  • Remodelled: Partial
  • Open Other Spaces Total: 453.0
  • SQFT Roofed Living: 1248.0
  • Sqft Total: 1701.0
  • Land Recorded: Regular System
  • Year Built: 1984
  • Year Remodeled: 2018
Property and Assessments
  • Appliances: AC Split, Blinds, Cable TV, Ceiling Fan, Dishwasher, Disposal, Dryer, Kitchenware, Range/Oven, Refrigerator, Smoke Detector, Washer, Water Heater
  • Photo Count: 23
  • New Development Construction: No
  • Property Condition: Excellent, Above Average
  • Special Listing Conditions: None
  • Disclosures: 1031 Exchange, Non Resident Owner, Property Disclosure Stmt
  • Foreclosure: No
  • Fractional Ownership: No
  • Supplement Count: 0
  • TMK Area: 143
  • TMK Condo Property Regime Number: 4
  • TMK Division: 1
  • TMK Parcel: 52
  • TMKPLAT: 10
  • TMK Section: 3
  • TMK Zone: 4
Utilities
  • Utilities: Connected
Interior and Exterior Features
Exterior Features
  • Amenities: Patio/Deck, Storage, Wall/Fence
  • Construction Materials: Above Ground, Double Wall, Wood Frame
  • Flooring: Ceramic Tile, Hardwood, Laminate
  • Security Features: Key
Interior Features
  • Baths Full: 2
  • Baths Half: 1
  • Baths Total: 2.01
  • Beds Total: 3.0
  • Room Count: 0
Multi Family
Multi-Family Information
  • Unit Features: Bedroom on 1st Level, Corner/End, Even# Unit, Split Level, Storage
  • Unit Number: 4
Income & Expenses
  • Maintenance Fee Amount: $1,087.00
Agent
Sale and Listing
  • Active Open House Count: 0
  • DOM: 18
  • Immoviewer: No
  • Listing Service: Full Service
  • Management Company Name: Touchstone
  • Management Company Phone: 808-566-4100
  • MLS: HI Central
  • MLS Area Major: Kailua
  • Open House Count: 2
  • Status: Active
  • Public Remarks: Experience the quintessential Kailua LIFESTYLE at The WINDSURFER, a boutique 10-unit townhome community situated directly across from Kailua Beach. LOCATION. This part of Kailua Beach has Oahu's BEST KITESURFING; it's heaven! The Windsurfers Unit #4 Is the Special Unit that sits right on the lily pond, a happy and serene spot to reflect the days activities.  This RARELY AVAILABLE residence features a freshly painted interior, loft, new washer and dryer, and updated kitchen and bathrooms from a 2018 renovation. The versatile layout can accommodate either three bedrooms, or two bedrooms with a flex space and a half bath. The large tiled private patio offers many opportunities, entertaining, dining, outdoor living room and is has a lighted walk in storage closet for bikes, tools, and equipment. 2 reserved and excellent parking spaces right outside your door and guest parking is available for your friends. Most importantly ... Yes, PET FRIENDLY! Located just steps from world-class windsurfing, Kalapawai Market, and BUZZ'S Steakhouse, this serene retreat offers a welcome escape from the bustle of Honolulu.  CALL today to learn all about the outstanding lifestyle at the Windsurfer!
  • Possession: At Closing
Showing and Remarks
  • Showing Instructions: One Day Notice Reqd, Listor Must Be Present, Use SentriKey Showing Svc
Rental
Rent Information
  • Occupant Type: Vacant

Property History for 445 Kawailoa Road, Unit 4

DateEvent & SourcePriceAppreciation
Jul 27, 2026

Listed (Active)

HICENTRAL #202607704

$1,450,000
Jun 9, 2026

Temporarily Off Market

HICENTRAL #202607704

$1,475,000
May 28, 2026

Listed (Active)

HICENTRAL #202607704

$1,475,000
DateEvent & SourcePrice
07/27/2026

Listed (Active)

HICENTRAL #202607704

$1,450,000
06/09/2026

Temporarily Off Market

HICENTRAL #202607704

$1,475,000
05/28/2026

Listed (Active)

HICENTRAL #202607704

$1,475,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 445 Kawailoa Road, Unit 4

Taxable ValueLand$238,600Additions$1,206,500Total$1,445,100
Tax Record2025$10,084 ($840 / month)
Home Facts
Beds2Baths2.5Total Finished SqFt1,248 SqFtAbove Grade Finished SqFt1,248 SqFtStories1Lot Size43,629 SqFtStyleSingle Family ResidenceYear Built1984Year Renovated1984ZoningU/04/00CountyHONOLULUAPN1-4-3-010-052-0004

Schools near 445 Kawailoa Road, Unit 4

This home is within Hawaii Department Of Education.
Rating
School
Type
Grades
Distance
Charter - PK to 6
Public - 7 to 8
Public - 9 to 12
Public - 7 to 12
Rating
School
Distance
Ka'ohao Public Charter School
CharterPK to 6

Kailua Intermediate School
Public7 to 8

Kalaheo High School
Public9 to 12

Olomana School
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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445 Kawailoa Road, Unit 4 is a condo for sale in Kailua, HI 96734. This property was listed for sale on May 28, 2026 by Compass, it's currently listed at $1,450,000. It has been on the market for a total of 24 days and was last sold on December 30, 1999. This listing's school district is Hawaii Department Of Education. Nearby schools include Ka'ohao Public Charter School, Kailua Intermediate School and Kalaheo High School. 445 Kawailoa Road, Unit 4 is a 3-bed, 3-bath, 1,248 sqft condo built in 1984.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Hawaii HIS, MAUI MLS and Hi Central. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Hawaii HIS, MAUI MLS and Hi Central is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.