Hawaii Living

102 Kaiolino Way (Kailua Beachside)

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Photo 1 of 102 Kaiolino Way, Kailua
102 Kaiolino Way, Kailua
Selling or Buying in Kailua Beachside?
Description
Rarely available residence featuring both canal frontage & private beach access to world famous Kailua Beach! Excellent location well suited for an active outdoor lifestyle, with wide streets & sidewalks, ideal for bicycling & jogging. Direct ocean access makes it easy & convenient to launch paddle boards, kayaks & boats, & to enjoy surfing, windsailing & a variety of other water activities. Tucked away in the coveted Kainalu Park section of Beachside, sits this classic ranch-style home with modern amenities & showcasing high vaulted ceilings, lots of picture windows framing pretty garden views, ample natural light & windows to take advantage of the tradewinds, plus split AC units throughout for those Kona wind days. The home is an entertainer's dream with an open floor plan & expansive living areas with a nice flow from the living room to the kitchen with breakfast bar, dining & family room. Additional features include tropical landscaped grounds with newly tiled pool, gated & walled for privacy, spa-like master bath with custom Monkey Pod countertop with double sink, large shower & soaking tub; 40 PV panels, electric car chargers, smart lights throughout & much more!
Past Activity
  • Jul 25, 2022 Sold for $3,500,000
  • Jun 02, 2022 Under Contract
  • May 27, 2022 Listed at $3,500,000
  • Aug 13, 2021 Sold for $2,700,000
  • Jun 21, 2021 Under Contract
  • Jun 09, 2021 Listed at $2,650,000
  • Mar 16, 2020 Sold for $1,850,000
  • Jan 29, 2020 Under Contract
  • Jan 24, 2020 Back to Active
  • Jan 21, 2020 Under Contract
  • Oct 18, 2019 Price $1,895,000
  • Aug 30, 2019 Price $1,950,000
  • Jun 20, 2019 Price $2,100,000
  • May 09, 2019 Price $2,350,000
  • Mar 27, 2019 Listed at $2,500,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $1,434
  • Year Remodeled: 2020
  • Zoning: 03 - R10 - Residential District
  • Flood Zone: Zone X
  • View: Garden, Marina/Canal, Mountain
  • Furnished: None
  • Property Condition: Excellent
  • Security Features: Key
  • Amenities: Bedroom on 1st Floor, Full Bath on 1st Floor, Landscaped, Patio/Deck, Wall/Fence
  • TMK: 1-4-3-83-55-0
  • Tax Assessed Land: $2,309,200
  • Tax Assessed Improvements: $283,700
  • Tax Assessed Total: $2,592,900
  • Courtesy: Hawaii Life
  • MLS: 202209862
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 December 13, 2025.Information is deemed reliable but not guaranteed.
Other Kailua Beachside Homes
$3,600,000
101 Kailuana Pl
4 Bds | 3 Ba
2,136 ft²
$2,995,000
824-A N Kalaheo Ave
5 Bds | 4.5 Ba
3,958 ft²
$11,995,000
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
Other Oahu Homes
Lanikai
$4,500,000
926 Aalapapa Dr
3 Bds | 3.5 Ba
1,988 ft²
Maili
$3,500,000
87-1087 Apuupuu Rd
7 Bds | 5 Ba
4,039 ft²
Dowsett
$3,500,000
3198 Alika Ave
5 Bds | 5 Ba
3,116 ft²
Koko Villas
$3,500,000
1043 Koko Kai Pl
4 Bds | 3.5 Ba
3,192 ft²
Diamond Head
$3,499,000
4316 Papu Cir
4 Bds | 3 Ba
2,300 ft²
Diamond Head
$3,490,000
4305 Kaikoo Pl
4 Bds | 3 Ba
2,305 ft²
  • Sold 7/25/22 at $3,500,000
    (List Price: $3,500,000)
Description
Rarely available residence featuring both canal frontage & private beach access to world famous Kailua Beach! Excellent location well suited for an active outdoor lifestyle, with wide streets & sidewalks, ideal for bicycling & jogging. Direct ocean access makes it easy & convenient to launch paddle boards, kayaks & boats, & to enjoy surfing, windsailing & a variety of other water activities. Tucked away in the coveted Kainalu Park section of Beachside, sits this classic ranch-style home with modern amenities & showcasing high vaulted ceilings, lots of picture windows framing pretty garden views, ample natural light & windows to take advantage of the tradewinds, plus split AC units throughout for those Kona wind days. The home is an entertainer's dream with an open floor plan & expansive living areas with a nice flow from the living room to the kitchen with breakfast bar, dining & family room. Additional features include tropical landscaped grounds with newly tiled pool, gated & walled for privacy, spa-like master bath with custom Monkey Pod countertop with double sink, large shower & soaking tub; 40 PV panels, electric car chargers, smart lights throughout & much more!
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on December 13, 2025.Information is deemed reliable but not guaranteed.
    • Jul 25, 2022 Sold for $3,500,000
    • Jun 02, 2022 Under Contract
    • May 27, 2022 Listed at $3,500,000
    • Aug 13, 2021 Sold for $2,700,000
    • Jun 21, 2021 Under Contract
    • Jun 09, 2021 Listed at $2,650,000
    • Mar 16, 2020 Sold for $1,850,000
    • Jan 29, 2020 Under Contract
    • Jan 24, 2020 Back to Active
    • Jan 21, 2020 Under Contract
    • Oct 18, 2019 Price $1,895,000
    • Aug 30, 2019 Price $1,950,000
    • Jun 20, 2019 Price $2,100,000
    • May 09, 2019 Price $2,350,000
    • Mar 27, 2019 Listed at $2,500,000
    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
    $3,600,000
    101 Kailuana Pl
    4 Bds | 3 Ba
    2,136 ft²
    $2,995,000
    824-A N Kalaheo Ave
    5 Bds | 4.5 Ba
    3,958 ft²
    $11,995,000
    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
     
    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.
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