Hawaii Living

323 Kailua Rd (Kailua Estates)

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Photo 1 of 323 Kailua Rd, Kailua
323 Kailua Rd, Kailua
Selling or Buying in Kailua Estates?
Description
Welcome to your charming slice of paradise! Just minutes away from Kailua Beach, this updated 1950's beach cottage exudes the timeless charm of island living. This cozy retreat has 2 bedrooms and 1 and a half bathrooms along with an additional multi-use room. Split AC's located throughout the home! Situated on a large lot spanning just under 11,000 square feet, there is plenty of room to roam and unleash your creativity. Imagine hosting BBQs with friends and family, lounging in the sunshine, or cultivating your own garden oasis. Also, on the property you will find 2 large storage houses and an outdoor shower fashioned from a kayak! One of the biggest perks of this charming cottage is its unbeatable location. Just a short distance away, you'll find yourself at the renowned Kailua Beach, where pristine sands and turquoise waters await. Additionally, the bustling heart of Kailua town is moments away, offering a myriad of shopping, dining, and entertainment options. Don't miss out on this rare opportunity to own a piece of paradise in one of Hawaii's most coveted locales.
Past Activity
  • Aug 09, 2024 Sold for $1,715,000
  • Jul 05, 2024 Under Contract
  • Jun 27, 2024 Listed at $1,710,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $1,798
  • Zoning: 03 - R10 - Residential District
  • Flood Zone: Zone X
  • Elementary School: Kailua
  • Middle School: Kailua
  • High School: Kalaheo
  • Furnished: None
  • Property Condition: Above Average
  • Security Features: Key
  • Amenities: Bedroom on 1st Floor, Full Bath on 1st Floor, Storage, Workshop
  • TMK: 1-4-2-20-83-0
  • Tax Assessed Land: $1,530,000
  • Tax Assessed Improvements: $243,600
  • Tax Assessed Total: $1,773,600
  • Courtesy: Corcoran Pacific Properties / (808) 589-2040
  • MLS: 202414976
About Kailua Estates
See this aerial video of Kailua Estate homes.

Kailua Estates could be called one of the old kamaaina communities, a label justified by the vintage houses dating from the 1940s and 50s that stand proudly here still. When the first owners moved in, Kailua was a small beachside town, isolated – some would say 'protected' - from Honolulu by the Koolaus in that pre-Pali Tunnel era.

Bordered on the south side by the Enchanted Lake canal, the easiest way to pinpoint this community's location is to stand in front of the Plantation store facade of Kalapawai Market, right at Kailua Beach Par  ... Read more
The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on January 31, 2026.Information is deemed reliable but not guaranteed.
Other Kailua Homes
$1,698,000
1159 Loho St
5 Bds | 3 Ba
2,099 ft²
$1,730,000
839 Oneawa St
6 Bds | 3 Ba
2,884 ft²
$1,750,000
1366 Akiahala Pl
3 Bds | 2 Ba
1,614 ft²
$1,890,000
337 Kihapai St#C
6 Bds | 4.5 Ba
3,088 ft²
Other Oahu Homes
Ahuimanu
$1,710,000
47-325 Ahuimanu Rd
12 Bds | 6 Ba
4,331 ft²
Hoakalei
$1,700,000
91-1103 Waikai St
4 Bds | 3 Ba
2,538 ft²
Ahuimanu
$1,700,000
47-285 Waihee Rd#D
4 Bds | 3.5 Ba
2,508 ft²
Pupukea
$1,700,000
59-414 Makana Rd#1
Studio | 1 Ba
1,046 ft²
Wilhelmina Rise
$1,699,000
1603-D Paula Dr
5 Bds | 2.5 Ba
2,552 ft²
Alewa Heights & Kam Heights
$1,699,000
927 Lolena St
7 Bds | 4 Ba
3,863 ft²
  • Sold 8/9/24 at $1,715,000
    (List Price: $1,710,000)
Description
Welcome to your charming slice of paradise! Just minutes away from Kailua Beach, this updated 1950's beach cottage exudes the timeless charm of island living. This cozy retreat has 2 bedrooms and 1 and a half bathrooms along with an additional multi-use room. Split AC's located throughout the home! Situated on a large lot spanning just under 11,000 square feet, there is plenty of room to roam and unleash your creativity. Imagine hosting BBQs with friends and family, lounging in the sunshine, or cultivating your own garden oasis. Also, on the property you will find 2 large storage houses and an outdoor shower fashioned from a kayak! One of the biggest perks of this charming cottage is its unbeatable location. Just a short distance away, you'll find yourself at the renowned Kailua Beach, where pristine sands and turquoise waters await. Additionally, the bustling heart of Kailua town is moments away, offering a myriad of shopping, dining, and entertainment options. Don't miss out on this rare opportunity to own a piece of paradise in one of Hawaii's most coveted locales.
    The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on January 31, 2026.Information is deemed reliable but not guaranteed.
    • Aug 09, 2024 Sold for $1,715,000
    • Jul 05, 2024 Under Contract
    • Jun 27, 2024 Listed at $1,710,000
    See this aerial video of Kailua Estate homes.

    Kailua Estates could be called one of the old kamaaina communities, a label justified by the vintage houses dating from the 1940s and 50s that stand proudly here still. When the first owners moved in, Kailua was a small beachside town, isolated – some would say 'protected' - from Honolulu by the Koolaus in that pre-Pali Tunnel era.

    Bordered on the south side by the Enchanted Lake canal, the easiest way to pinpoint this community's location is to stand in front of the Plantation store facade of Kalapawai Market, right at Kailua Beach Par  ... Read more
    Other Kailua Homes
    $1,698,000
    1159 Loho St
    5 Bds | 3 Ba
    2,099 ft²
    $1,730,000
    839 Oneawa St
    6 Bds | 3 Ba
    2,884 ft²
    $1,750,000
    1366 Akiahala Pl
    3 Bds | 2 Ba
    1,614 ft²
    $1,890,000
    337 Kihapai St#C
    6 Bds | 4.5 Ba
    3,088 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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