Hawaii Living

145 Kaiolena Dr (Lanikai)

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Photo 1 of 145 Kaiolena Dr, Kailua
  • Sold 11/25/25 at $3,000,000
    (List Price: $2,800,000)
  • Beds: 5
  • Baths: 4.5
  • Living: 3,955 ft²
  • Lanai / Patio: 1,397 ft²
  • Land: 14,062 ft²
  • Covered Parking: 672 ft²
  • Built: 1956
  • Parking: 6
  • Property Taxes: $2,890 / month
  • Est. Mortgage: $13,430 / mo - adjust loan
  • Time Listed for Sale: 38 days
  • Status: Sold
  • Tenure: Fee Simple
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145 Kaiolena Dr, Kailua
Selling or Buying in Lanikai?
Description
Rare Lanikai Opportunity! Steps from the Beach! A rare chance in one of Oahu’s most coveted neighborhoods, just 5 houses from one of the world’s most beautiful beaches, on Kaiolena Drive. Situated on a spacious, level 14,062 sq.ft. lot, this property offers a large backyard with room to add a pool or create your dream outdoor oasis. The 3,955 sq.ft. home features a flexible layout with a central courtyard, perfect for indoor-outdoor living. The front portion offers 4 bedrooms and 2 baths, while a large addition and separate studio with kitchenette and private lanai, completed in 2002, provide versatility and extra space. The nearly 800 sq.ft. primary suite overlooks the backyard and mountain views and opens to a lanai with backyard access. Long driveway with 5+ parking, room for a boat, and a 2-car garage. While the home requires significant renovation, it offers tremendous upside for investors or buyers ready to restore and transform it into a luxury Lanikai retreat. With solid bones, spacious square footage, and an unbeatable location, this property is a rare opportunity to create your dream beach home just steps from turquoise waters and soft white sand.
Past Activity
  • Nov 25, 2025 Sold for $3,000,000
  • Oct 14, 2025 Listed at $2,800,000
  • Oct 14, 2025 Under Contract
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $759
  • Year Remodeled: 2002
  • Zoning: 03 - R10 - Residential District
  • Flood Zone: Zone X
  • View: Garden, Mountain
  • Furnished: None
  • Property Condition: Fair
  • Security Features: Key
  • Amenities: Bedroom on 1st Floor, Full Bath on 1st Floor, Maids/Guest Qrters, Patio/Deck, Storage, Wall/Fence, Workshop
  • TMK: 1-4-3-6-29-0
  • Tax Assessed Land: $2,285,900
  • Tax Assessed Improvements: $1,405,400
  • Tax Assessed Total: $3,691,300
  • Courtesy: Corcoran Pacific Properties / (808) 589-2040
  • MLS: 202521930
About Lanikai
See our aerial video of Lanikai showcasing the stunning oceanfront homes.

Lanikai is a small neighborhood of about 500 homes with ~105 oceanfront homes and only ~25 homes directly on Lanikai's pristine white sandy beach.

The neighborhood is widely known as the high-end neighborhood of the Island's Windward Side, but it has a different feel than similar neighborhoods on Oahu. If Kahala is the strong statement in luxury living, Lanikai says it in softer, friendlier tones.

You enter this oceanside district immediately upon heading south from Kailua Beach Park. That proximity to  ..... Read more.
The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on December 09, 2025.Information is deemed reliable but not guaranteed.
Other Lanikai Homes
$3,300,000
149A Haokea Dr
4 Bds | 3 Ba
2,002 ft²
$3,349,000
102 Aalapapa Way
4 Bds | 3 Ba
2,402 ft²
$3,395,000
322 Lapa Pl
4 Bds | 3 Ba
2,450 ft²
$3,875,000
314 Lapa Pl
5 Bds | 5.5 Ba
4,493 ft²
Other Oahu Homes
Country Club Knoll
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Enchanted Lake
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Enchanted Lake
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889 Akumu St
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Kalama Tract & Coconut Grove
$2,200,000
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Waialua
$2,800,000
67-003 Kahaone Pl
5 Bds | 6.5 Ba
4,282 ft²
  • Sold 11/25/25 at $3,000,000
    (List Price: $2,800,000)
Description
Rare Lanikai Opportunity! Steps from the Beach! A rare chance in one of Oahu’s most coveted neighborhoods, just 5 houses from one of the world’s most beautiful beaches, on Kaiolena Drive. Situated on a spacious, level 14,062 sq.ft. lot, this property offers a large backyard with room to add a pool or create your dream outdoor oasis. The 3,955 sq.ft. home features a flexible layout with a central courtyard, perfect for indoor-outdoor living. The front portion offers 4 bedrooms and 2 baths, while a large addition and separate studio with kitchenette and private lanai, completed in 2002, provide versatility and extra space. The nearly 800 sq.ft. primary suite overlooks the backyard and mountain views and opens to a lanai with backyard access. Long driveway with 5+ parking, room for a boat, and a 2-car garage. While the home requires significant renovation, it offers tremendous upside for investors or buyers ready to restore and transform it into a luxury Lanikai retreat. With solid bones, spacious square footage, and an unbeatable location, this property is a rare opportunity to create your dream beach home just steps from turquoise waters and soft white sand.
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on December 09, 2025.Information is deemed reliable but not guaranteed.
    • Nov 25, 2025 Sold for $3,000,000
    • Oct 14, 2025 Listed at $2,800,000
    • Oct 14, 2025 Under Contract
    See our aerial video of Lanikai showcasing the stunning oceanfront homes.

    Lanikai is a small neighborhood of about 500 homes with ~105 oceanfront homes and only ~25 homes directly on Lanikai's pristine white sandy beach.

    The neighborhood is widely known as the high-end neighborhood of the Island's Windward Side, but it has a different feel than similar neighborhoods on Oahu. If Kahala is the strong statement in luxury living, Lanikai says it in softer, friendlier tones.

    You enter this oceanside district immediately upon heading south from Kailua Beach Park. That proximity to  ..... Read more.
    Other Lanikai Homes
    $3,300,000
    149A Haokea Dr
    4 Bds | 3 Ba
    2,002 ft²
    $3,349,000
    102 Aalapapa Way
    4 Bds | 3 Ba
    2,402 ft²
    $3,395,000
    322 Lapa Pl
    4 Bds | 3 Ba
    2,450 ft²
    $3,875,000
    314 Lapa Pl
    5 Bds | 5.5 Ba
    4,493 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.