Hawaii Living

21 Kaiholu Pl (Kailua Beachside)

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Photo 1 of 21 Kaiholu Pl, Kailua
21 Kaiholu Pl, Kailua
Selling or Buying in Kailua Beachside?
Description
Virtual open house: https://youtu.be/JEHWg2j5r44. Kailua Beachfront home or development opportunity on one of the nicest private roads, fronting over 100+ linear feet of one of the world’s top 10 rated beaches. Possible to break into multiple lots and develop your own oasis. Featuring an indoor/outdoor floor plan with 7 bedrooms/5 baths & 2 kitchens with separate living areas. 5783 sqft of living area all on a large 32,934 sqft parcel. Enjoy the big beachfront yard while others swim in the saltwater pool. Go for a stroll on world-class 2.5 mile long Kailua beach and watch sea turtles and children frolic in the shore break. This is a rare opportunity to own this wonderful home on the windward side of Oahu. Everyone loves Kailua, its ranked as one of the top 10 destinations in Hawaii.
Past Activity
  • Jun 03, 2020 Sold for $6,000,000
  • May 05, 2020 Under Contract
  • Jan 30, 2020 Listed at $7,700,000
  • Jan 01, 2020 Off Market
  • Aug 13, 2019 Price $7,950,000
  • Mar 27, 2019 Listed at $8,880,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $1,038
  • Year Remodeled: 2005
  • Zoning: 03 - R10 - Residential District
  • Flood Zone: Zone X
  • Elementary School: Kailua
  • Middle School: Kailua
  • High School: Kalaheo
  • View: Coastline, Ocean, Sunrise
  • Furnished: Partial
  • Property Condition: Above Average,Average
  • Security Features: Key
  • Amenities: ADA Accessible, Bedroom on 1st Floor, Entry, Full Bath on 1st Floor, Landscaped
  • TMK: 1-4-3-20-29-0
  • Tax Assessed Land: $6,082,900
  • Tax Assessed Improvements: $649,600
  • Tax Assessed Total: $6,732,500
  • Courtesy: Hawaii Homes International
  • MLS: 202000207
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 14, 2026.Information is deemed reliable but not guaranteed.
Other Kailua Beachside Homes
$4,295,000
64 White Sands Pl
4 Bds | 3 Ba
2,719 ft²
$11,500,000
376 Dune Cir
4 Bds | 4 Ba
3,229 ft²
$3,850,000
49 Pilipu Pl
6 Bds | 4.5 Ba
2,682 ft²
$3,600,000
101 Kailuana Pl
4 Bds | 3 Ba
2,136 ft²
Other Oahu Homes
Waimanalo
$5,950,000
41-569 Makakalo St
7 Bds | 8.5 Ba
4,500 ft²
Kalama Tract & Coconut Grove
$4,925,000
125 N Kalaheo Ave
7 Bds | 6.5 Ba
6,042 ft²
Diamond Head
$7,680,000
3124 Noela Dr
5 Bds | 7 Ba
7,953 ft²
Makiki
$7,580,000
2443 Makiki Hts Dr
6 Bds | 8 Ba
8,323 ft²
Portlock
$7,500,000
469 Portlock Rd#A
3 Bds | 3.5 Ba
3,362 ft²
Mokuleia
$7,500,000
68-222 Olohio St
3 Bds | 3 Ba
3,733 ft²
  • Sold 6/3/20 at $6,000,000
    (List Price: $7,700,000)
Description
Virtual open house: https://youtu.be/JEHWg2j5r44. Kailua Beachfront home or development opportunity on one of the nicest private roads, fronting over 100+ linear feet of one of the world’s top 10 rated beaches. Possible to break into multiple lots and develop your own oasis. Featuring an indoor/outdoor floor plan with 7 bedrooms/5 baths & 2 kitchens with separate living areas. 5783 sqft of living area all on a large 32,934 sqft parcel. Enjoy the big beachfront yard while others swim in the saltwater pool. Go for a stroll on world-class 2.5 mile long Kailua beach and watch sea turtles and children frolic in the shore break. This is a rare opportunity to own this wonderful home on the windward side of Oahu. Everyone loves Kailua, its ranked as one of the top 10 destinations in Hawaii.
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on January 14, 2026.Information is deemed reliable but not guaranteed.
    • Jun 03, 2020 Sold for $6,000,000
    • May 05, 2020 Under Contract
    • Jan 30, 2020 Listed at $7,700,000
    • Jan 01, 2020 Off Market
    • Aug 13, 2019 Price $7,950,000
    • Mar 27, 2019 Listed at $8,880,000
    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
    $4,295,000
    64 White Sands Pl
    4 Bds | 3 Ba
    2,719 ft²
    $11,500,000
    376 Dune Cir
    4 Bds | 4 Ba
    3,229 ft²
    $3,850,000
    49 Pilipu Pl
    6 Bds | 4.5 Ba
    2,682 ft²
    $3,600,000
    101 Kailuana Pl
    4 Bds | 3 Ba
    2,136 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.
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