Hawaii Living

188 N Kalaheo Ave (Kailua Beachside)

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Photo 1 of 188 N Kalaheo Ave, Kailua
188 N Kalaheo Ave, Kailua
Selling or Buying in Kailua Beachside?
Description
BEACHFRONT-KAILUA,HAWAII-one of few available “Street to Sandy Beach” properties invites casual island living & ocean sports. Opportunity to design/build home of a lifetime on 1.43 acres or 5,785 sq meters w/100 linear ft (30 meters) sandy beach frontage. Stunning ocean views; potential for an exclusive, private, gated estate as a beachfront compound or family retreat. Minutes to charming Kailua town, a relaxed beach community w/small town flair: boutiques, restaurants, Whole Foods, Starbucks & acclaimed dining. Conveniently located within 30 min to medical facilities & Honolulu Int’l Airport.
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $3,437
  • Zoning: 03 - R10 - Residential District
  • Flood Zone: Zone X
  • Elementary School: Kailua
  • Middle School: Kailua
  • High School: Kalaheo
  • View: Coastline, Mountain, Ocean
  • Property Condition: Average
  • TMK: 1-4-3-15-31-0
  • Tax Assessed Land: $8,948,500
  • Tax Assessed Improvements: $447,600
  • Tax Assessed Total: $9,396,100
  • Courtesy: Choi International
  • MLS: 201423175
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 January 18, 2026.Information is deemed reliable but not guaranteed.
Other Kailua Beachside Homes
$11,500,000
376 Dune Cir
4 Bds | 4 Ba
3,229 ft²
$17,500,000
200 S Kalaheo Ave
4 Bds | 4.5 Ba
4,062 ft²
$4,295,000
64 White Sands Pl
4 Bds | 3 Ba
2,719 ft²
$18,880,000
572C N Kalaheo Ave
12 Bds | 16 Ba
14,151 ft²
Other Oahu Homes
Lanikai
$7,500,000
127 Mokumanu Dr
6 Bds | 5.5 Ba
4,839 ft²
Lanikai
$7,200,000
1276 Mokulua Dr
6 Bds | 5 Ba
3,275 ft²
Diamond Head
$12,000,000
3239 Noela Dr
8 Bds | 12 Ba
16,268 ft²
Diamond Head
$12,000,000
3735 Diamond Head Rd#A
6 Bds | 4 Ba
3,834 ft²
Diamond Head
$10,700,000
3165 Diamond Head Rd#4
3 Bds | 3 Ba
3,521 ft²
Kahala
$10,450,000
  • Sold 4/13/15 at $10,500,000
    (List Price: $11,500,000)
Description
BEACHFRONT-KAILUA,HAWAII-one of few available “Street to Sandy Beach” properties invites casual island living & ocean sports. Opportunity to design/build home of a lifetime on 1.43 acres or 5,785 sq meters w/100 linear ft (30 meters) sandy beach frontage. Stunning ocean views; potential for an exclusive, private, gated estate as a beachfront compound or family retreat. Minutes to charming Kailua town, a relaxed beach community w/small town flair: boutiques, restaurants, Whole Foods, Starbucks & acclaimed dining. Conveniently located within 30 min to medical facilities & Honolulu Int’l Airport.
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on January 18, 2026.Information is deemed reliable but not guaranteed.
    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
    $11,500,000
    376 Dune Cir
    4 Bds | 4 Ba
    3,229 ft²
    $17,500,000
    200 S Kalaheo Ave
    4 Bds | 4.5 Ba
    4,062 ft²
    $4,295,000
    64 White Sands Pl
    4 Bds | 3 Ba
    2,719 ft²
    $18,880,000
    572C N Kalaheo Ave
    12 Bds | 16 Ba
    14,151 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.
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    Includes estimated monthly mortgage payment, maintenance / HOA fees & property taxes. The estimate does not include insurance premiums.
    Learn about property tax rates.