Cindy Rasmussen
Coldwell Banker Island Prop
(808) 202-2449
31 Total Sales
1 in Kailua
$1,850,000 Price
Tucked onto one of Kalaheo Hillside's most sought-after streets, 445 Iliwahi Loop is a fully reimagined 4-bed, 3-bath retreat blending timeless island architecture with a clean, considered renovation — vaulted ceilings, an open great room flowing to covered lanais, and walls of glass framing the pool, gardens and fountains. This generous lot sits against the conservation hillside adding to the peace and quiet of this location.
The chef's kitchen pairs a Viking range and Sub-Zero refrigeration w/a generous island open to the dining & living areas. Two primary suites suit multigenerational living or a guest wing, the spa-inspired primary bath w/a soaking tub and oversized shower. Two additional bedrooms w/shared bath PLUS 2 office/flex rooms
Outside is your own resort: a sparkling pool (plus spa hookup), mature landscaping, a garden gazebo and covered lanai seating for golden-hour gatherings. NEM metering, 2 Tesla Powerwalls, + a new GACO roof! Freshly painted inside & out, new flooring, lighting & fans throughout.
Minutes to Kailua Beach, a short hop to Marine Corps Base Hawaii, and moments from H-3, Pali and Likelike — with Aikahi Shopping Center and dining close at hand.
Last Agent to Sell the Property
eXp Realty Brokerage Phone: (808) 725-2794 License #RS-82605 Listed on: 06/23/2026
Last Buyer's Agent
eXp Realty Brokerage Phone: (808) 725-2794 License #RS-82605 Listed on: 06/23/2026
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Cindy Rasmussen
Coldwell Banker Island Prop
(808) 202-2449
31 Total Sales
1 in Kailua
$1,850,000 Price
Daniel Ulu
Keller Williams Honolulu
(808) 289-7404
98 Total Sales
2 in Kailua
$1.7M - $1.8M Price Range
Karen Riley
Keller Williams Honolulu
(808) 468-6344
21 Total Sales
2 in Kailua
$895K - $1.2M Price Range
Tesha Squires
Corcoran Pacific Properties
(808) 746-7805
16 Total Sales
2 in Kailua
$1.5M - $1.6M Price Range
Jason Subt
Real Broker
(808) 425-9141
114 Total Sales
2 in Kailua
$1,440,000 Price Range
Kristy Nakamura
eXp Realty
(808) 582-5960
74 Total Sales
5 in Kailua
$555K - $1.7M Price Range
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Interfamily Deed Transfer | -- | None Available | |
| Warranty Deed | $1,385,000 | Tg | |
| Interfamily Deed Transfer | -- | None Available | |
| Interfamily Deed Transfer | -- | None Available | |
| Interfamily Deed Transfer | -- | -- | |
| Warranty Deed | $429,000 | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $635,000 | Adjustable Rate Mortgage/ARM | |
| Previous Owner | $343,200 | No Value Available |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 08/14/2026 08/14/26 | Sold | $2,310,000 | +0.4% | $954 / Sq Ft | |
| 07/04/2026 07/04/26 | Price Changed | $2,300,000 | +4.8% | $950 / Sq Ft | |
| 06/23/2026 06/23/26 | For Sale | $2,195,000 | +58.5% | $906 / Sq Ft | |
| 06/21/2019 06/21/19 | Sold | $1,385,000 | -1.1% | $572 / Sq Ft | View Prior Sale |
| 05/22/2019 05/22/19 | Pending | -- | -- | -- | |
| 03/27/2019 03/27/19 | For Sale | $1,400,000 | -- | $578 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $5,789 | $1,840,200 | $1,287,000 | $553,200 |
| 2025 | $5,789 | $1,773,900 | $1,287,000 | $486,900 |
| 2024 | $6,478 | $1,970,800 | $1,287,000 | $683,800 |
| 2023 | $5,990 | $1,911,400 | $1,287,000 | $624,400 |
| 2022 | $11,836 | $1,698,700 | $1,188,000 | $510,700 |
| 2021 | $8,348 | $1,366,500 | $940,500 | $426,000 |
| 2020 | $7,546 | $1,290,100 | $891,000 | $399,100 |
| 2019 | $3,456 | $1,120,400 | $871,200 | $249,200 |
| 2018 | $3,456 | $1,067,300 | $841,500 | $225,800 |
| 2017 | $3,210 | $997,200 | $742,500 | $254,700 |
| 2016 | $3,121 | $971,600 | $712,800 | $258,800 |
| 2015 | $2,847 | $893,400 | $673,200 | $220,200 |
| 2014 | $2,568 | $861,000 | $643,500 | $217,500 |
L
Seller's Agent in 2026
Leanna Wolff
eXp Realty
(808) 725-2794
56 Total Sales
Seller Co-Listing Agent in 2026
Sherine Duncan
eXp Realty
(808) 554-2262
264 Total Sales
L
Seller's Agent in 2019
Lisa Haeringer
Coldwell Banker Realty
(808) 738-3904
81 Total Sales
Seller Co-Listing Agent in 2019
Malia Kakos
Coldwell Banker Realty
(808) 741-8292
81 Total Sales
P
Buyer's Agent in 2019
Philia Lau
Coldwell Banker Realty
(808) 732-1414
11 Total Sales
Source: HiCentral MLS (Honolulu Board of REALTORS®)
MLS Number: 202611972
APN: 1-4-4-029-080-0000
Ask me questions while you tour the home.