Hawaii Living

437 Kawailoa Rd (Kawailoa Kailua)

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Photo 1 of 437 Kawailoa Rd, Kailua
437 Kawailoa Rd, Kailua
Selling or Buying in Kawailoa Kailua?
Description
Awesome Location! Across from Kailua Beach Park and the world class Kailua Canoe Paddling Club, down a private lane, off the main road! Just a few feet from jumping into the ocean! Two lanes past the Famous Buzz's Steakhouse. You will love this recently custom built (3yrs old) Kamaaina Beach Home with a beautiful modern feel. Clean, Simple, Bright and open! The back of this private multi-Family home is surround by the trees of the Mid Pacific Golf Course, providing you with a Fresh Airy Forest feeling. Priceless! The large upstairs lanai, one of "Best Features of this Home" flows into an open living area & kitchen. Both the Upstairs and Downstairs floor plans match, creating a truly flexible extended family residence. Or live in one level and rent out the other. 3 bedrooms & 2 baths upstairs and 3 bedrooms & 2 baths downstairs. There are 4 separate entrances downstairs, and 2 upstairs, incredible super flexible usage. Home was staged in these pictures 2 years ago. Currently it is TENANT occupied. The home has Fire Sprinklers too! The downstairs lanai can be use as a carport or an entertaining space for your next Ohana gathering. Best of both worlds. 2 washer dryers, 2 refrigerators
Past Activity
  • Jun 05, 2025 Sold for $2,300,000
  • Mar 25, 2025 Under Contract
  • Feb 12, 2025 Listed at $2,395,000
  • Feb 03, 2025 Off Market
  • Jan 17, 2025 Price $2,395,000
  • Nov 13, 2024 Price $2,695,000
  • Sep 29, 2024 Price $2,895,000
  • Sep 04, 2024 Listed at $3,500,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $916
  • Zoning: 04 - R-7.5 Residential District
  • Flood Zone: Zone X
  • View: None, Other
  • Furnished: Partial
  • Property Condition: Excellent
  • Security Features: Key
  • Amenities: Bedroom on 1st Floor, Full Bath on 1st Floor, Patio/Deck
  • TMK: 1-4-3-10-63-0
  • Tax Assessed Land: $1,124,000
  • Tax Assessed Improvements: $1,181,800
  • Tax Assessed Total: $2,305,800
  • Courtesy: Hawaii Life / (800) 667-5028
  • MLS: 202504861
About Kawailoa Kailua
See this aerial video of Kawailoa homes.

Kawailoa Kailua is one of those fantasy neighborhoods that, in rare instances like this one, actually exist. Running along the bottom of the Kailua Estates and Country Club Knoll communities, the homes rest on land that's right up against Kailua Beach Park itself. Every day here begins and ends with the sound of waves coming in to one of the most beloved shores in the world.

As you can imagine, this is not an extensive neighborhood, so the limited inventory in such a spectacular location makes Kawailoa real estate very exclusive. Availabilities ar  ... Read more
The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on January 10, 2026.Information is deemed reliable but not guaranteed.
Other Kawailoa Kailua Homes
$1,495,000
29 Alala Rd
2 Bds | 2 Ba
636 ft²
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  • Sold 6/5/25 at $2,300,000
    (List Price: $2,395,000)
Description
Awesome Location! Across from Kailua Beach Park and the world class Kailua Canoe Paddling Club, down a private lane, off the main road! Just a few feet from jumping into the ocean! Two lanes past the Famous Buzz's Steakhouse. You will love this recently custom built (3yrs old) Kamaaina Beach Home with a beautiful modern feel. Clean, Simple, Bright and open! The back of this private multi-Family home is surround by the trees of the Mid Pacific Golf Course, providing you with a Fresh Airy Forest feeling. Priceless! The large upstairs lanai, one of "Best Features of this Home" flows into an open living area & kitchen. Both the Upstairs and Downstairs floor plans match, creating a truly flexible extended family residence. Or live in one level and rent out the other. 3 bedrooms & 2 baths upstairs and 3 bedrooms & 2 baths downstairs. There are 4 separate entrances downstairs, and 2 upstairs, incredible super flexible usage. Home was staged in these pictures 2 years ago. Currently it is TENANT occupied. The home has Fire Sprinklers too! The downstairs lanai can be use as a carport or an entertaining space for your next Ohana gathering. Best of both worlds. 2 washer dryers, 2 refrigerators
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on January 10, 2026.Information is deemed reliable but not guaranteed.
    • Jun 05, 2025 Sold for $2,300,000
    • Mar 25, 2025 Under Contract
    • Feb 12, 2025 Listed at $2,395,000
    • Feb 03, 2025 Off Market
    • Jan 17, 2025 Price $2,395,000
    • Nov 13, 2024 Price $2,695,000
    • Sep 29, 2024 Price $2,895,000
    • Sep 04, 2024 Listed at $3,500,000
    See this aerial video of Kawailoa homes.

    Kawailoa Kailua is one of those fantasy neighborhoods that, in rare instances like this one, actually exist. Running along the bottom of the Kailua Estates and Country Club Knoll communities, the homes rest on land that's right up against Kailua Beach Park itself. Every day here begins and ends with the sound of waves coming in to one of the most beloved shores in the world.

    As you can imagine, this is not an extensive neighborhood, so the limited inventory in such a spectacular location makes Kawailoa real estate very exclusive. Availabilities ar  ... Read more
    Other Kawailoa Kailua Homes
    $1,495,000
    29 Alala Rd
    2 Bds | 2 Ba
    636 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.