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    Hawaii Short Term Rental Properties for Sale

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    Kihei Multi-Dwelling Estate Near Ocean
    $3,730,000
    4,384 SF

    Kihei Multi-Dwelling Estate Near Ocean

    265 Kenolio Rd, Kihei, HI 96753

    Kihei multi-dwelling estate near the ocean with strong rental appeal.

    • Income‑generating multi‑dwelling estate with a solid income history and strong tenant appeal, located just one block from the ocean.
    • Large ¾ acre property zoned for up to six dwellings, suitable for multi‑generational living, shared ownership, or high‑performing rental use.
    • Features three separate dwellings with a total of 10 bedrooms and 9.5 baths, offering significant living space (4,384 sq ft).
    • Includes a two‑story rear residence with a "Penthouse" suite featuring a spa‑style shower, rooftop deck, and jacuzzi with OCEAN AND MOUNTAIN VIEWS.
    • Modern detached cottage with full kitchen, Murphy bed, built‑in office, full bath, outdoor shower, and half bath.
    Updated: Jan 17
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    Makaha Beachfront Estate with Ocean Views
    $4,200,000

    Makaha Beachfront Estate with Ocean Views

    84-485 Farrington Hwy, Waianae, HI 96792

    Rare beachfront estate perfect for vacation rentals or private residence.

    • Rare beachfront estate on over 20,000 sq. ft. of R‑10 zoned land with stunning ocean and mountain views.
    • Three separate fully furnished living spaces: a luxury owner's studio and two detached 2‑bedroom, 1‑bath cottages.
    • CPR zoning offers flexible ownership options: keep, sell, or reconfigure lots.
    • Wide reef rock ocean frontage protects the shoreline from erosion.
    • Newly built luxury owner's studio above the garage with wet bar, full bath, and panoramic views.
    Updated: Nov 18, 2025
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    Wailuku Mixed-Use Commercial Property
    $1,710,000
    0.12 Acres

    Wailuku Mixed-Use Commercial Property

    Commercial building, duplexes, and carport with redevelopment potential in Wailuku.

    378 N Market St, Wailuku, HI 96793
    View details
    Based on your search, we've compiled 3 Potential Opportunities for your consideration. Besides 3 Active listings in Hawaii, we suggest exploring several alternatives:

    Hawaii Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 3 short term rental properties for sale in Hawaii, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 131,246 square feet of properties for sale, with an estimated market value of $2,810,000.

    Prices for short term rental properties in Hawaii start at $1,100,000, averaging $1,405,000, and reaching up to $1,710,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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