Hawaii Living

66-158 Haleiwa Rd (Haleiwa)

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Photo 1 of 66-158 Haleiwa Rd, Haleiwa
66-158 Haleiwa Rd, Haleiwa
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Description
Fantastic modern 2-home property in worlds famous Haleiwa town, boasting natural wood interiors with open beam construction, large open floorplan with lots of natural light. Amazing income potential-live in one and rent the other. Conveniently located in the heart of Haleiwa directly fronting Ali'i Beach Park, kick off beach for the legendary Triple Crown of Surfing competitions. This property is being sold together with TMK 1-6-6-003-045-0002. Tons of parking and separate car port for your trailer or boat.
Past Activity
  • Oct 15, 2025 Under Contract
  • Sep 25, 2025 Listed at $1,588,000
  • Sep 25, 2025 Off Market
  • Jul 23, 2025 Listed at $1,690,000
  • May 27, 2022 Sold for $3,100,000
  • Mar 29, 2022 Under Contract
  • Feb 22, 2022 Listed at $3,200,000
  • Feb 02, 2022 Off Market
  • Sep 29, 2021 Price $3,350,000
  • Sep 17, 2021 Back to Active
  • Sep 17, 2021 Price $3,495,000
  • Sep 17, 2021 Price $3,500,000
  • May 29, 2021 Off Market
  • Apr 22, 2021 Listed at $3,495,000
  • Jul 02, 2019 Sold for $1,000,000
  • May 10, 2019 Under Contract
  • May 09, 2019 Listed at $1,175,000
  • Jan 22, 2019 Off Market
  • Feb 12, 2018 Listed at $2,345,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $597
  • Zoning: 05 - R-5 Residential District
  • Flood Zone: Zone VE
  • Elementary School: Haleiwa
  • Middle School: Waialua
  • High School: Waialua
  • View: Garden, Mountain, Ocean
  • Furnished: Partial
  • Property Condition: Excellent
  • Management Company: None
  • Security Features: Key
  • Amenities: Entry, Landscaped, Storage, Wall/Fence
  • TMK: 1-6-6-3-45-1
  • Tax Assessed Land: $575,100
  • Tax Assessed Improvements: $546,300
  • Tax Assessed Total: $1,121,400
  • Courtesy: BHGRE Advantage Realty
  • MLS: 201913673
About Haleiwa
See our aerial video of Haleiwa.

Oahu’s North Shore is known for its long stretch of beaches, the big wave surf that rolls in every winter, and a relaxed country feel. Haleiwa homes is located in the downtown area on the North Shore, but it couldn’t be further-removed from the hustle and bustle of Downtown Honolulu and Waikiki. There isn’t one towering office building, skyscraper or  hotel to be found here. Traffic eases along Kamehameha Highway through town, which is lined with surf shops, beach boutiques, art galleries and restaurants. Haleiwa is so laid-back that i

  ... Read more
The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on December 18, 2025.Information is deemed reliable but not guaranteed.
Other Haleiwa Homes
$1,195,000
66-465 Kilioe Pl
3 Bds | 2 Ba
1,120 ft²
$1,399,000
66-490 Kilioe Pl
4 Bds | 2 Ba
1,792 ft²
$850,000
66-815 Kamehameha Hwy
2 Bds | 1 Ba
600 ft²
$1,695,000
62-106 Emerson Rd
3 Bds | 1.5 Ba
1,104 ft²
Other Oahu Homes
Foster Village
$1,175,000
1238 Molehu Dr
3 Bds | 2 Ba
1,604 ft²
Punchbowl
$1,174,000
902-C Prospect St
4 Bds | 3 Ba
1,540 ft²
Maili
$1,180,000
87-1446 Akowai Rd
5 Bds | 3 Ba
2,146 ft²
Kapahulu
$1,180,000
3451 Wela St#A
3 Bds | 2 Ba
1,071 ft²
Hoopili
$1,169,999
91-1088 Iliahialoe Lp#1088
4 Bds | 2.5 Ba
1,709 ft²
Kalama Tract & Coconut Grove
$1,185,000
755 Kaipii St
3 Bds | 1 Ba
892 ft²
  • Sold 7/2/19 at $1,000,000
    (List Price: $1,175,000)
Description
Fantastic modern 2-home property in worlds famous Haleiwa town, boasting natural wood interiors with open beam construction, large open floorplan with lots of natural light. Amazing income potential-live in one and rent the other. Conveniently located in the heart of Haleiwa directly fronting Ali'i Beach Park, kick off beach for the legendary Triple Crown of Surfing competitions. This property is being sold together with TMK 1-6-6-003-045-0002. Tons of parking and separate car port for your trailer or boat.
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on December 18, 2025.Information is deemed reliable but not guaranteed.
    • Oct 15, 2025 Under Contract
    • Sep 25, 2025 Listed at $1,588,000
    • Sep 25, 2025 Off Market
    • Jul 23, 2025 Listed at $1,690,000
    • May 27, 2022 Sold for $3,100,000
    • Mar 29, 2022 Under Contract
    • Feb 22, 2022 Listed at $3,200,000
    • Feb 02, 2022 Off Market
    • Sep 29, 2021 Price $3,350,000
    • Sep 17, 2021 Back to Active
    • Sep 17, 2021 Price $3,495,000
    • Sep 17, 2021 Price $3,500,000
    • May 29, 2021 Off Market
    • Apr 22, 2021 Listed at $3,495,000
    • Jul 02, 2019 Sold for $1,000,000
    • May 10, 2019 Under Contract
    • May 09, 2019 Listed at $1,175,000
    • Jan 22, 2019 Off Market
    • Feb 12, 2018 Listed at $2,345,000
    See our aerial video of Haleiwa.

    Oahu’s North Shore is known for its long stretch of beaches, the big wave surf that rolls in every winter, and a relaxed country feel. Haleiwa homes is located in the downtown area on the North Shore, but it couldn’t be further-removed from the hustle and bustle of Downtown Honolulu and Waikiki. There isn’t one towering office building, skyscraper or  hotel to be found here. Traffic eases along Kamehameha Highway through town, which is lined with surf shops, beach boutiques, art galleries and restaurants. Haleiwa is so laid-back that i

      ... Read more
    Other Haleiwa Homes
    $1,195,000
    66-465 Kilioe Pl
    3 Bds | 2 Ba
    1,120 ft²
    $1,399,000
    66-490 Kilioe Pl
    4 Bds | 2 Ba
    1,792 ft²
    $850,000
    66-815 Kamehameha Hwy
    2 Bds | 1 Ba
    600 ft²
    $1,695,000
    62-106 Emerson Rd
    3 Bds | 1.5 Ba
    1,104 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.