Hawaii Living

409 Wanaao Rd (Kailua Estates)

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Photo 1 of 409 Wanaao Rd, Kailua
Photo 2 of 409 Wanaao Rd, Kailua
Photo 3 of 409 Wanaao Rd, Kailua
  • Asking Price: $2,499,000
  • Beds: 4
  • Baths: 3.5
  • Living: 2,483 ft²
  • Lanai / Patio: 1,235 ft²
  • Land: 11,353 ft²
  • Covered Parking: 986 ft²
  • Built: 1955
  • Parking: 7
  • Property Taxes: $687 / month ?
  • Est. Mortgage: $11,986 / mo - adjust loan
  • Time Listed for Sale: 78 days
  • Status: Active
  • Tenure: Fee Simple
  • Buy without visiting ?
  • Open House:
    Sun Jan 25, 2pm - 5pm
  • All Kailua Estates homes for sale »
  • All Kailua homes for sale »
409 Wanaao Rd, Kailua
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Description
Experience the Best of Kailua Living in this beautifully upgraded 4-bed/3.5 bath home featuring a legal ADU on a large, custom landscaped lot. Designed for comfort and functionality, this property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcomes you with 3 bed/2.5 bath & cooling trade winds perfect for enjoying the island lifestyle. The chef’s kitchen is a true delight, perfect for entertaining or everyday living. It boasts KraftMaid cabinets, double-wall oven & granite counters. Retreat to the primary suite with its soothing bathroom and walk-in California Closet. The custom-designed legal ADU was thoughtfully crafted with meticulous detail to provide long-term comfort and independence for the owner’s parent. The huge outdoor lanai extends this living space & is ideal for extended family, guests, or rental income. Energy efficiency abounds w/ 38 owned PV panels, 2 storage batteries and 2 solar water heaters. Add'l features include a laundry room, split AC’s, workshop, cvrd parking for a boat, outdoor shower & a fully fenced yard w/ an automatic gate for privacy. Wonderful location just min. from world-famous Kailua Beach!
Recent Activity
  • Jan 22, 2026 Back to Active
  • Jan 13, 2026 Under Contract
  • Oct 28, 2025 Listed at $2,499,000
Recent Sales
(Kailua Estates)
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $1,006
  • Year Remodeled: 2019
  • Zoning: 03 - R10 - Residential District
  • Flood Zone: Zone X
  • View: Mountain, Sunrise, Sunset
  • Furnished: None
  • Property Condition: Excellent
  • Security Features: Key
  • Amenities: Bedroom on 1st Floor, Full Bath on 1st Floor, Landscaped, Maids/Guest Qrters, Patio/Deck, Playground, Storage, Wall/Fence, Workshop
  • TMK: 1-4-2-19-71-0
  • Tax Assessed Land: $1,550,700
  • Tax Assessed Improvements: $922,900
  • Tax Assessed Total: $2,473,600
  • Courtesy: Compass / (808) 825-4277
  • MLS: 202506861
Ask All a Question
About Kailua Estates
See this aerial video of Kailua Estate homes.

Kailua Estates could be called one of the old kamaaina communities, a label justified by the vintage houses dating from the 1940s and 50s that stand proudly here still. When the first owners moved in, Kailua was a small beachside town, isolated – some would say 'protected' - from Honolulu by the Koolaus in that pre-Pali Tunnel era.

Bordered on the south side by the Enchanted Lake canal, the easiest way to pinpoint this community's location is to stand in front of the Plantation store facade of Kalapawai Market, right at Kailua Beach Par  ... Read more
The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on January 23, 2026.Information is deemed reliable but not guaranteed.
Other Kailua Homes
$2,495,000
539 N Kainalu Dr
4 Bds | 4 Ba
2,244 ft²
$2,400,000
1244 Keolu Dr
7 Bds | 4 Ba
2,984 ft²
$2,600,000
673 N Kalaheo Ave
8 Bds | 4 Ba
4,090 ft²
$2,395,000
1386 Nanialii St
4 Bds | 3 Ba
3,459 ft²
Other Oahu Homes
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Kaaawa & Hauula
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Kapiolani
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2458 Wilder Ave
Multi-Family

Kalama Valley
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Makiki
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1911 Makiki Sts
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  • Asking Price: $2,499,000
Description
Experience the Best of Kailua Living in this beautifully upgraded 4-bed/3.5 bath home featuring a legal ADU on a large, custom landscaped lot. Designed for comfort and functionality, this property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcomes you with 3 bed/2.5 bath & cooling trade winds perfect for enjoying the island lifestyle. The chef’s kitchen is a true delight, perfect for entertaining or everyday living. It boasts KraftMaid cabinets, double-wall oven & granite counters. Retreat to the primary suite with its soothing bathroom and walk-in California Closet. The custom-designed legal ADU was thoughtfully crafted with meticulous detail to provide long-term comfort and independence for the owner’s parent. The huge outdoor lanai extends this living space & is ideal for extended family, guests, or rental income. Energy efficiency abounds w/ 38 owned PV panels, 2 storage batteries and 2 solar water heaters. Add'l features include a laundry room, split AC’s, workshop, cvrd parking for a boat, outdoor shower & a fully fenced yard w/ an automatic gate for privacy. Wonderful location just min. from world-famous Kailua Beach!
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on January 23, 2026.Information is deemed reliable but not guaranteed.
    • Jan 22, 2026 Back to Active
    • Jan 13, 2026 Under Contract
    • Oct 28, 2025 Listed at $2,499,000
    See this aerial video of Kailua Estate homes.

    Kailua Estates could be called one of the old kamaaina communities, a label justified by the vintage houses dating from the 1940s and 50s that stand proudly here still. When the first owners moved in, Kailua was a small beachside town, isolated – some would say 'protected' - from Honolulu by the Koolaus in that pre-Pali Tunnel era.

    Bordered on the south side by the Enchanted Lake canal, the easiest way to pinpoint this community's location is to stand in front of the Plantation store facade of Kalapawai Market, right at Kailua Beach Par  ... Read more
    Other Kailua Homes
    $2,495,000
    539 N Kainalu Dr
    4 Bds | 4 Ba
    2,244 ft²
    $2,400,000
    1244 Keolu Dr
    7 Bds | 4 Ba
    2,984 ft²
    $2,600,000
    673 N Kalaheo Ave
    8 Bds | 4 Ba
    4,090 ft²
    $2,395,000
    1386 Nanialii St
    4 Bds | 3 Ba
    3,459 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.