Hawaii Living

5285 Kalalea View Dr #2 (Anahola)

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Photo 1 of 5285 Kalalea View Dr #2, Anahola
Photo 2 of 5285 Kalalea View Dr #2, Anahola
Photo 3 of 5285 Kalalea View Dr #2, Anahola
5285 Kalalea View Dr #2, Anahola
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Description
This 4.41-acre estate property with ocean-to-mountain views features a contemporary-style home, an abundant fruit orchard, and multiple accessory buildings, including a spacious office. Upon entering through the copper-accented gate and onto the circular concrete driveway, the home’s covered entry lanai lies just beyond, offering ample bench seating. Meticulously maintained, the home’s current spaces, custom wood-worked windows, and air conditioning throughout are just a few details appreciated by the discerning buyer. Both of the entry-level master suites include ensuite baths, W/Ds, and access to the enclosed courtyard. Maximizing the Kalalea Mt. and ocean views, the second story is a spacious open-concept living room, dining area, and kitchen. The kitchen features a large island and stainless steel appliances, including a double gas oven. The oversized 2-car garage offers ample storage and a long workbench. The home’s 2,032 sf. of living space casually flows into the enclosed courtyard, featuring a hot tub, outdoor shower, and Samoan coconuts within easy reach.

From the home, follow the meandering path to the multiple accessory buildings: 1) a 720 sf. office with a loft, full bath, and laundry room, 2) a 100 sf. air-conditioned office, 3) an outdoor bath and shower, and 4) a roofed 40 ft. container. The parcel is primed to be an equestrian estate or simply a place to enjoy one’s privacy. Additional elements include a tropical flower farm section, a raised bed garden, and two additional covered parking spots. The orchard consists of mango, avocado, ulu (breadfruit), lychee, lilikoi, and bananas. Fully fenced, the parcel is irrigated, utilizing discounted agricultural water.

Property Video: https://player.vimeo.com/video/730502855

Aliomanu Estates is a 10-minute drive from Kapaa and serves as the gateway to the North Shore. The 58-parcel coastal estate community rests on 250-acres of agricultural land and offers immediate sandy beach access.
Past Activity
  • Apr 14, 2023 Sold for $3,300,000
  • Feb 28, 2023 Under Contract
  • Jun 29, 2022 Listed at $3,600,000
More Details
  • Owner, Tax & Resale History
  • HOA Fees / ft²: $0.08
  • Price / ft²: $1,199
  • Zoning: A
  • View: Mountain(s), Ocean, Sunrise
  • Amenities: Dishwasher, Disposal, Double Oven, Dryer, Electric Cooktop, Microwave Hood, Other, Refrigerator, Washer, Washer/Dryer Stacked
  • TMK: 4490050190002
  • Tax Assessed Value: $787,200
  • Courtesy: Hawaii Life / 8082128058
  • MLS: 663344
MLS properties and information provided herein is deemed reliable but is not guaranteed by the Hawaii Information Service, Inc. Listing Service. © 2025 Hawaii Information Service. All Rights Reserved. This website is for personal, non-commercial use only. Listings last updated on December 29, 2025.
Other Anahola Homes
$4,200,000
5421-C Kalalea View Dr
5 Bds | 6 Ba
3,558 ft²
$4,203,690
5376 Kalalea View Dr
4 Bds | 3.5 Ba
3,532 ft²
$4,250,000
4194 Pilikai Rd
5 Bds | 3 Ba
3,539 ft²
$4,800,000
5330 Kalalea View Dr #7D
5 Bds | 5.5 Ba
4,156 ft²
Other Kauai Homes
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6670-G Kahuna Rd #2
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5370 Kaehulua Rd
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Poipu
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Princeville
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Princeville
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4066 Aloalii Dr
3 Bds | 4 Ba
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  • Sold 4/14/23 at $3,300,000
    (List Price: $3,500,000)
Description
This 4.41-acre estate property with ocean-to-mountain views features a contemporary-style home, an abundant fruit orchard, and multiple accessory buildings, including a spacious office. Upon entering through the copper-accented gate and onto the circular concrete driveway, the home’s covered entry lanai lies just beyond, offering ample bench seating. Meticulously maintained, the home’s current spaces, custom wood-worked windows, and air conditioning throughout are just a few details appreciated by the discerning buyer. Both of the entry-level master suites include ensuite baths, W/Ds, and access to the enclosed courtyard. Maximizing the Kalalea Mt. and ocean views, the second story is a spacious open-concept living room, dining area, and kitchen. The kitchen features a large island and stainless steel appliances, including a double gas oven. The oversized 2-car garage offers ample storage and a long workbench. The home’s 2,032 sf. of living space casually flows into the enclosed courtyard, featuring a hot tub, outdoor shower, and Samoan coconuts within easy reach.

From the home, follow the meandering path to the multiple accessory buildings: 1) a 720 sf. office with a loft, full bath, and laundry room, 2) a 100 sf. air-conditioned office, 3) an outdoor bath and shower, and 4) a roofed 40 ft. container. The parcel is primed to be an equestrian estate or simply a place to enjoy one’s privacy. Additional elements include a tropical flower farm section, a raised bed garden, and two additional covered parking spots. The orchard consists of mango, avocado, ulu (breadfruit), lychee, lilikoi, and bananas. Fully fenced, the parcel is irrigated, utilizing discounted agricultural water.

Property Video: https://player.vimeo.com/video/730502855

Aliomanu Estates is a 10-minute drive from Kapaa and serves as the gateway to the North Shore. The 58-parcel coastal estate community rests on 250-acres of agricultural land and offers immediate sandy beach access.
    MLS properties and information provided herein is deemed reliable but is not guaranteed by the Hawaii Information Service, Inc. Listing Service. © 2025 Hawaii Information Service. All Rights Reserved. This website is for personal, non-commercial use only. Listings last updated on December 29, 2025.
    • Apr 14, 2023 Sold for $3,300,000
    • Feb 28, 2023 Under Contract
    • Jun 29, 2022 Listed at $3,600,000
    Other Anahola Homes
    $4,200,000
    5421-C Kalalea View Dr
    5 Bds | 6 Ba
    3,558 ft²
    $4,203,690
    5376 Kalalea View Dr
    4 Bds | 3.5 Ba
    3,532 ft²
    $4,250,000
    4194 Pilikai Rd
    5 Bds | 3 Ba
    3,539 ft²
    $4,800,000
    5330 Kalalea View Dr #7D
    5 Bds | 5.5 Ba
    4,156 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.
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    Buyer and Seller have reached an agreement and are under contract. The sale is expected to close / record soon.
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