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572c N Kalaheo Ave (Kailua Beachside)

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Photo 1 of 572c N Kalaheo Ave, Kailua
Photo 2 of 572c N Kalaheo Ave, Kailua
Photo 3 of 572c N Kalaheo Ave, Kailua
572c N Kalaheo Ave, Kailua
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Description
Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in the world. With over 14,000 sq ft of sophisticated living space, the main residence is a masterpiece of design featuring a luxurious, expansive primary suite with panoramic ocean views, and an additional 9 bedrooms-each boasting a private en-suite bathroom, a spacious gym/recreation room, 2 additional full bathrooms, and 2 powder rooms. Designed to entertain in style, this private tropical oasis is complete with an outdoor pavilion and full wet bar just steps away from a pristine pool, spa, and wading pool all set within beautifully manicured landscaping. A charming, detached 2-bedroom, 2-bathroom guest quarters and three-car garage further complement this magnificent property. Just beyond your backyard, a white sandy beach and the sparkling blue Pacific Ocean, ideal for swimming, ocean sports, or peaceful strolls. Embrace this once-in-a-lifetime opportunity to own this prime oceanfront property.
Recent Activity
  • Sep 12, 2025 Listed at $18,880,000
  • Sep 12, 2025 Off Market
  • May 14, 2025 Listed at $19,880,000
  • May 14, 2025 Off Market
  • May 14, 2025 Back to Active
  • May 01, 2025 Under Contract
  • Feb 03, 2025 Listed at $19,800,000
  • Feb 02, 2025 Off Market
  • Aug 30, 2024 Listed at $19,800,000
  • Dec 16, 2019 Back to Active
  • Nov 14, 2019 Off Market
  • Nov 14, 2019 Listed at $15,800,000
  • Nov 14, 2019 Price $15,800,000
Recent Sales
(Kailua Beachside)
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $1,334
  • Zoning: 03 - R10 - Residential District
  • Flood Zone: Zone X
  • Elementary School: Kainalu
  • Middle School: Kailua
  • High School: Kalaheo
  • View: Coastline, Ocean
  • Property Condition: Above Average
  • Security Features: Key
  • Amenities: Bedroom on 1st Floor, Entry, Full Bath on 1st Floor, Landscaped, Maids/Guest Qrters, Patio/Deck, Storage, Wall/Fence
  • TMK: 1-4-3-18-20-0
  • Tax Assessed Land: $7,736,600
  • Tax Assessed Improvements: $4,117,200
  • Tax Assessed Total: $11,853,800
  • Courtesy: REMAX Hawaii / (808) 738-3600
  • MLS: 202520168
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About Kailua Beachside
See this aerial video of Kailua Beachside homes.

Kailua is one of the few true beach towns remaining on Oahu. Located about a 20 minute drive from Honolulu over the Pali Highway, Kailua is loved for its small-town charm, laid back attitude, and beautiful beaches. Although it has a small town feel, it’s actually a fairly large place with a number of neighborhoods, three major shopping center areas, a number of public and private schools, and a hospital.

The Kailua Beachside homes is located in a neighborhood that is one of the most desirable and high-end sections of this town. Locat  ... Read more
The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on February 02, 2026.Information is deemed reliable but not guaranteed.
Other Kailua Beachside Homes
$17,500,000
200 S Kalaheo Ave
4 Bds | 4.5 Ba
4,062 ft²
$11,200,000
376 Dune Cir
4 Bds | 4 Ba
3,229 ft²
$10,995,000
141 Kailuana Lp
5 Bds | 4.5 Ba
5,201 ft²
$3,850,000
49 Pilipu Pl
6 Bds | 4.5 Ba
2,682 ft²
Other Oahu Homes
Sunset (Oahu)
$18,000,000
58-153 Napoonala Pl
4 Bds | 4.5 Ba
4,920 ft²
Diamond Head
$17,500,000
218 Kaalawai Pl
5 Bds | 7 Ba
5,578 ft²
Ahuimanu
$16,995,000
47-958 Kamakoi Rd
5 Bds | 7 Ba
5,564 ft²
Portlock
$16,900,000
176 Hanapepe Lp
6 Bds | 7 Ba
6,352 ft²
Hawaii Loa Ridge
$16,800,000
360 Puuikena Dr
5 Bds | 6.5 Ba
8,795 ft²
Portlock
$16,750,000
255/257 Portlock Rd
6 Bds | 7.5 Ba
7,150 ft²
  • Asking Price: $18,880,000
Description
Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in the world. With over 14,000 sq ft of sophisticated living space, the main residence is a masterpiece of design featuring a luxurious, expansive primary suite with panoramic ocean views, and an additional 9 bedrooms-each boasting a private en-suite bathroom, a spacious gym/recreation room, 2 additional full bathrooms, and 2 powder rooms. Designed to entertain in style, this private tropical oasis is complete with an outdoor pavilion and full wet bar just steps away from a pristine pool, spa, and wading pool all set within beautifully manicured landscaping. A charming, detached 2-bedroom, 2-bathroom guest quarters and three-car garage further complement this magnificent property. Just beyond your backyard, a white sandy beach and the sparkling blue Pacific Ocean, ideal for swimming, ocean sports, or peaceful strolls. Embrace this once-in-a-lifetime opportunity to own this prime oceanfront property.
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on February 02, 2026.Information is deemed reliable but not guaranteed.
    • Sep 12, 2025 Listed at $18,880,000
    • Sep 12, 2025 Off Market
    • May 14, 2025 Listed at $19,880,000
    • May 14, 2025 Off Market
    • May 14, 2025 Back to Active
    • May 01, 2025 Under Contract
    • Feb 03, 2025 Listed at $19,800,000
    • Feb 02, 2025 Off Market
    • Aug 30, 2024 Listed at $19,800,000
    • Dec 16, 2019 Back to Active
    • Nov 14, 2019 Off Market
    • Nov 14, 2019 Listed at $15,800,000
    • Nov 14, 2019 Price $15,800,000
    See this aerial video of Kailua Beachside homes.

    Kailua is one of the few true beach towns remaining on Oahu. Located about a 20 minute drive from Honolulu over the Pali Highway, Kailua is loved for its small-town charm, laid back attitude, and beautiful beaches. Although it has a small town feel, it’s actually a fairly large place with a number of neighborhoods, three major shopping center areas, a number of public and private schools, and a hospital.

    The Kailua Beachside homes is located in a neighborhood that is one of the most desirable and high-end sections of this town. Locat  ... Read more
    Other Kailua Beachside Homes
    $17,500,000
    200 S Kalaheo Ave
    4 Bds | 4.5 Ba
    4,062 ft²
    $11,200,000
    376 Dune Cir
    4 Bds | 4 Ba
    3,229 ft²
    $10,995,000
    141 Kailuana Lp
    5 Bds | 4.5 Ba
    5,201 ft²
    $3,850,000
    49 Pilipu Pl
    6 Bds | 4.5 Ba
    2,682 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.