445 Kawailoa Rd, Unit 4

Kailua, HI 96734

$1,475,000
Price
3
Beds
1,248 Sq. Ft.
$1,182 / Sq. Ft.
1,248
Sq. Ft.
$1,182
per Sq. Ft.
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Listed By Compass
Listed By Compass
a view of a garden
a living room with furniture and a large window
a living room with furniture and a floor to ceiling window
a kitchen with a sink dining table and chairs
a view of a balcony with chairs
a kitchen with a stove a sink and a microwave
a kitchen with granite countertop a sink stove and refrigerator
a living room with furniture and wooden floor
a living room with furniture and a potted plant
a bathroom with a granite countertop sink and a mirror
a living room with furniture and a large window
a bedroom with a bed and wooden floor
a bathroom with a shower sink vanity granite and mirror
a bedroom with a bed and wooden floor
a bedroom with a bed and a window
a bathroom with a granite countertop sink a mirror and a shower
a room with furniture and a window
a backyard of a house with table and chairs
a view of a house with a yard and sitting area
a house with swimming pool in front of it
a view of a lake with open space
a street sign that is on a pole
a view of swimming pool with lawn chairs and plants

Description

Experience the quintessential Kailua lifestyle at The Windsurfer, a boutique 10-unit community situated directly across from the soft, white sands of Kailua Beach. This rarely available residence features a flexible split-level floor plan with three bedrooms—or two bedrooms plus an office—and a versatile bonus loft. The main level boasts an open kitchen with elegant granite countertops and new cabinetry, seamlessly flowing into a spacious living area that opens onto a large back lanai overlooking...Experience the quintessential Kailua lifestyle at The Windsurfer, a boutique 10-unit community situated directly across from the soft, white sands of Kailua Beach. This rarely available residence features a flexible split-level floor plan with three bedrooms—or two bedrooms plus an office—and a versatile bonus loft. The main level boasts an open kitchen with elegant granite countertops and new cabinetry, seamlessly flowing into a spacious living area that opens onto a large back lanai overlooking a picturesque lily pond. Enjoy year-round comfort with a split A/C system throughout. Each home offers a private, tiled courtyard ideal for entertaining or candlelit dinners, as well as a spacious storage closet perfect for kite-surfing gear, foils, or bikes. Whether you're catching world-class windsurfing at your doorstep or strolling to Kalapawai Market and Buzz’s Steakhouse, this serene retreat offers a welcome escape from the bustle of Honolulu. Live where the trade winds meet the shore in one of Kailua’s most coveted shoreline residences.

Listing Agents

  1. Alesia Barnes

    Alesia Barnes

    Listing Agent

    Compass

    License #RB-22312

    P: (808)-397-7928

    CallText
  2. Aaron Businger

    Aaron Businger

    Alternative Listing Agent

    Compass

    License #RS-77688

    P: (808)-824-5055

    CallText

Property Details for 445 Kawailoa Road, Unit 4

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
LISTING UPDATED: 05/28/2026 08:53 AM

Property Details for 445 Kawailoa Road, Unit 4

StatusActive
MLS #202607704
Days on Market11
Pet Policy-
Taxes$840 / month
HOA Fees$1,087 / month
Condo/Co-op Fees-
Property TypeCondo
MLS TypeCondo/Townhouse
Year Built1984
CountyHonolulu County
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Location

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Building Information for 445 Kawailoa Road, Unit 4

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

Payment Calculator

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$9,277 per month

30 year fixed, 6.36% Interest

Principal and Interest

$7,350

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
  • Open Other Spaces Total: 453.0
  • SQFT Roofed Living: 1248.0
  • Sqft Total: 1701.0
  • Land Recorded: Regular System
  • Year Built: 1984
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: Property Disclosure Stmt
  • Foreclosure: No
  • Fractional Ownership: No
  • 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
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
  • DOM: 0
  • Immoviewer: No
  • Listing Service: Full Service
  • Management Company Name: Touchstone
  • Management Company Phone: 808-566-4100
  • MLS: HI Central
  • MLS Area Major: Kailua
  • Status: Active
  • Public Remarks: Experience the quintessential Kailua lifestyle at The Windsurfer, a boutique 10-unit community situated directly across from the soft, white sands of Kailua Beach. This rarely available residence features a flexible split-level floor plan with three bedrooms—or two bedrooms plus an office—and a versatile bonus loft. The main level boasts an open kitchen with elegant granite countertops and new cabinetry, seamlessly flowing into a spacious living area that opens onto a large back lanai overlooking a picturesque lily pond. Enjoy year-round comfort with a split A/C system throughout. Each home offers a private, tiled courtyard ideal for entertaining or candlelit dinners, as well as a spacious storage closet perfect for kite-surfing gear, foils, or bikes. Whether you're catching world-class windsurfing at your doorstep or strolling to Kalapawai Market and Buzz’s Steakhouse, this serene retreat offers a welcome escape from the bustle of Honolulu. Live where the trade winds meet the shore in one of Kailua’s most coveted shoreline residences.
  • Possession: At Closing
Showing and Remarks
  • Showing Instructions: <8 Hrs 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
May 28, 2026

Listed (Active)

HICENTRAL #202607704

$1,475,000—
Jul 8, 2020

Permanently Off Market

HICENTRAL #202007987

$1,078,000—
Apr 11, 2020

Listed (Active)

HICENTRAL #202007987

$1,078,000—
DateEvent & SourcePrice
05/28/2026

Listed (Active)

HICENTRAL #202607704

$1,475,000
07/08/2020

Permanently Off Market

HICENTRAL #202007987

$1,078,000
04/11/2020

Listed (Active)

HICENTRAL #202007987

$1,078,000

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 Record2026$10,084 ($840 / month)
Home Facts
Beds2Baths2.5Total Finished SqFt1,212 SqFtAbove Grade Finished SqFt1,212 SqFtStories1StyleCondominiumYear Built1984ZoningR-7.5 RESIDENCountyHONOLULUAPN1-4-3-010-052-0004

Schools near 445 Kawailoa Road, Unit 4

This home is within Hawaii Department Of Education.
Rating
School
Type
Grades
Distance
Ka'ohao Public Charter School
Charter - PK to 6
Kailua Intermediate School
Public - 7 to 8
Kalaheo High School
Public - 9 to 12
Olomana School
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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More information about 445 Kawailoa Road, Unit 4, Kailua, HI 96734

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 $1,475,000. It has been on the market for a total of 11 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 descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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.