Hawaii Living

443 Iliaina St (Kalaheo Hillside)

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Photo 1 of 443 Iliaina St, Kailua
443 Iliaina St, Kailua
Selling or Buying in Kalaheo Hillside?
Description
SAY WHAAAAT?? 4,000 square feet under roof and almost 2,000 square feet of lanais--in a prized Kailua neighborhood--UNDER $2-million? You know you'd better come running! Perfect combination of space, style, and opportunity await you. With 3 distinct living areas, this home is ideal for extended family, guests, or rental income. The upper-level 3 bed/2 bath ohana offers stunning ocean and mountain views. The lower level includes a 2 bed/2 bath suite and a 1 bed/1 bath unit—each with its own generous lanai and private washer/dryer. You'll appreciate the abundant storage throughout and off-street parking for up to seven cars. HECO bills are kept to a minimum with 34 NEM PV panels and solar water heat, and the whole property is fenced and fire sprinklered for your safety! Ideally located near top-rated Aikahi Elementary and Kalaheo High schools, MCBH, commute lanes, and the white sands of Kailua Beach’s famed Castles surf break. This is a rare opportunity to live, work, and thrive in one of Oahu’s most desirable communities. SOMEONE is going to celebrate the New Year in this extraordinary home. Maybe you? CALL YOUR AGENT NOW! We expect to present offers on Thursday, 11/6, at 10 AM.
Past Activity
  • Dec 15, 2025 Sold for $1,915,000
  • Nov 06, 2025 Under Contract
  • Oct 29, 2025 Listed at $1,850,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $507
  • Year Remodeled: 2010
  • Zoning: 04 - R-7.5 Residential District
  • Flood Zone: Zone X
  • Elementary School: Aikahi
  • Middle School: Kailua
  • High School: Kalaheo
  • View: Mountain, Ocean
  • Furnished: Partial
  • Property Condition: Excellent,Above Average
  • Security Features: Key
  • Amenities: Bedroom on 1st Floor, Full Bath on 1st Floor, Landscaped, Patio/Deck, Storage, Wall/Fence
  • TMK: 1-4-4-29-11-0
  • Tax Assessed Land: $1,162,400
  • Tax Assessed Improvements: $360,500
  • Tax Assessed Total: $1,522,900
  • Courtesy: Judy Barrett Realty / (808) 263-0250
  • MLS: 202524371
About Kalaheo Hillside
See this aerial video of Kalaheo Hillside homes.

The Kalaheo Hillside neighborhood is easily located, its western edge coinciding with the end of well-known Kapaa Quarry Rd. Turn right on Mokapu Blvd from there and you'll drive through the heart of this district, reaching the eastern limit at the Aikahi Shopping Center.

Families like the fact that you live within the Aikahi school district, one many hold to be among the best on Oahu. The beach isn't far away either and, as you'll see, there are other water features that bring something special to residences here.

The Homes
The homes   ... Read more
The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on December 19, 2025.Information is deemed reliable but not guaranteed.
Other Kailua Homes
$1,890,000
337 Kihapai St#C
6 Bds | 4.5 Ba
3,088 ft²
$1,900,000
609 Olomana St
8 Bds | 8 Ba
2,960 ft²
$1,900,000
41-1025 Nenue St
3 Bds | 2 Ba
1,697 ft²
$1,900,000
1202 Lola Way
3 Bds | 2 Ba
2,801 ft²
Other Oahu Homes
Punchbowl
$1,850,000
2763 Booth Rd
7 Bds | 3.5 Ba
2,585 ft²
Makiki
$1,850,000
2026 Ahualani Pl#A
5 Bds | 3.5 Ba
2,348 ft²
Mililani Town
$1,850,000
95-129 Ikawelani Pl
4 Bds | 2 Ba
2,010 ft²
Kaneohe Town
$1,850,000
45-1016/45-1016A Anoi Rd
6 Bds | 6 Ba
3,588 ft²
Sunset (Oahu)
$1,849,900
59-502 Kamehameha Hwy#B
2 Bds | 3 Ba
2,296 ft²
Ahuimanu
$1,868,000
47-754 Kamehameha Hwy
5 Bds | 3 Ba
3,969 ft²
  • Sold 12/15/25 at $1,915,000
    (List Price: $1,850,000)
Description
SAY WHAAAAT?? 4,000 square feet under roof and almost 2,000 square feet of lanais--in a prized Kailua neighborhood--UNDER $2-million? You know you'd better come running! Perfect combination of space, style, and opportunity await you. With 3 distinct living areas, this home is ideal for extended family, guests, or rental income. The upper-level 3 bed/2 bath ohana offers stunning ocean and mountain views. The lower level includes a 2 bed/2 bath suite and a 1 bed/1 bath unit—each with its own generous lanai and private washer/dryer. You'll appreciate the abundant storage throughout and off-street parking for up to seven cars. HECO bills are kept to a minimum with 34 NEM PV panels and solar water heat, and the whole property is fenced and fire sprinklered for your safety! Ideally located near top-rated Aikahi Elementary and Kalaheo High schools, MCBH, commute lanes, and the white sands of Kailua Beach’s famed Castles surf break. This is a rare opportunity to live, work, and thrive in one of Oahu’s most desirable communities. SOMEONE is going to celebrate the New Year in this extraordinary home. Maybe you? CALL YOUR AGENT NOW! We expect to present offers on Thursday, 11/6, at 10 AM.
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on December 19, 2025.Information is deemed reliable but not guaranteed.
    • Dec 15, 2025 Sold for $1,915,000
    • Nov 06, 2025 Under Contract
    • Oct 29, 2025 Listed at $1,850,000
    See this aerial video of Kalaheo Hillside homes.

    The Kalaheo Hillside neighborhood is easily located, its western edge coinciding with the end of well-known Kapaa Quarry Rd. Turn right on Mokapu Blvd from there and you'll drive through the heart of this district, reaching the eastern limit at the Aikahi Shopping Center.

    Families like the fact that you live within the Aikahi school district, one many hold to be among the best on Oahu. The beach isn't far away either and, as you'll see, there are other water features that bring something special to residences here.

    The Homes
    The homes   ... Read more
    Other Kailua Homes
    $1,890,000
    337 Kihapai St#C
    6 Bds | 4.5 Ba
    3,088 ft²
    $1,900,000
    609 Olomana St
    8 Bds | 8 Ba
    2,960 ft²
    $1,900,000
    41-1025 Nenue St
    3 Bds | 2 Ba
    1,697 ft²
    $1,900,000
    1202 Lola Way
    3 Bds | 2 Ba
    2,801 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, we 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.
    Learn about property tax rates.