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    Hawaii Short Term Rental Properties for Sale

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    Honolulu, HI Hilo, HI Lahaina, HI Waialua, HI Pahoa, HI Kailua Kona, HI Mountain View, HI Wailuku, HI
    16 properties
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    Updated Two-Unit Duplex
    Updated: Jun 15
    Updated Two-Unit Duplex

    346 LEHUA ST, Hilo, HI 96720

    $610,000
    1,664 sqft 0.17 AC lot
    Two 2‑bedroom, 1‑bath units within 1,664 square feet
    Built in 1950 on a 0.1722‑acre parcel
    RM‑1 zoning and lava zone 8 designation
    Both units include updated electrical and plumbing plus in‑unit laundry
    Upper unit features 9' ceilings, front lanai, granite counters, and engineered hardwood floors
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    Bed and Breakfast with Detached Cottage
    Updated: Feb 3
    Bed and Breakfast with Detached Cottage

    1444 KUIAHA RD, Haiku, HI 96708

    $2,900,000
    3,698 sqft 2.00 AC lot
    3,698‑square‑foot main residence with 6 bedrooms and 3 bathrooms
    Detached 1‑bedroom cottage currently used with the Bamboo Valley Inn operation
    2‑acre Haiku property with a year‑round flowing stream
    Built in 2001; offered fully furnished
    Three fireplaces, covered parking, and wraparound lanais
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    Bamboo Valley Short-Term Rental
    Bamboo Valley Short-Term Rental

    1444 W Kuiaha Rd, Haiku, HI 96708

    $2,900,000
    2.00 AC lot

    Two furnished dwellings combine guest accommodations, private outdoor areas, and a tropical setting beside a year-round stream.

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    Bed-and-Breakfast Property with Cottage
    Bed-and-Breakfast Property with Cottage

    1444 W Kuiaha Rd, Haiku, HI 96708

    $2,900,000
    3,698 sqft

    The estate combines a private main residence, detached guest cottage, year-round stream, and covered lanai for outdoor use.

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    Tropical Farm Estate
    Tropical Farm Estate

    87-2500 Luana Pl, Captain Cook, HI 96704

    $1,499,000
    3,034 sqft

    Lush agricultural property with multiple structures, mature plantings, and ocean views.

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    Oceanfront Short-Term Rental Interval
    Oceanfront Short-Term Rental Interval

    A308-3543 Lower Honoapiilani Rd, Lahaina, HI 96761

    Contact for pricing
    597 sqft

    One-bedroom, one-bath interval with split-system air conditioning and access to resort pools, clubhouses, jacuzzis, and security.

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    Short-Term Rental Suite with Lanai
    Short-Term Rental Suite with Lanai

    620h-2481 Kaanapali Pkwy, Lahaina, HI 96761

    $93,000
    901 sqft

    One-bedroom interval suite with granite finishes, stainless steel appliances, and access to extensive resort amenities.

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    Hotel Interval Suite with Lanai
    Hotel Interval Suite with Lanai

    620f-2481 Kaanapali Pkwy, Lahaina, HI 96761

    $93,000
    901 sqft

    One-bedroom, one-bathroom ownership interval includes tile flooring, granite countertops, and access to resort amenities on Kaanapali Beach.

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    8-Unit Hotel Property
    8-Unit Hotel Property

    160 N Market St, Wailuku, HI 96793

    $3,500,000

    MRA-zoned property combines residential and transient lodging uses with dedicated office space.

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    Furnished Farm Estate with Pools
    Furnished Farm Estate with Pools

    75-1079 KEOPU MAUKA DR, Holualoa, HI 96725

    $2,695,000

    Five-acre agricultural estate with furnished residences, multiple detached living spaces, resort-style pools, and mature tropical landscaping.

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    Papakea Two-Bedroom Timeshare
    Papakea Two-Bedroom Timeshare

    K403-3543 Lower Honoapiilani Rd, Lahaina, HI 96761

    Contact for pricing
    1,145 sqft

    Fourth-floor condominium interval with a loft, two bathrooms, and split-system air conditioning serving the full unit.

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    Renovated One-Bedroom Suite
    Renovated One-Bedroom Suite

    1120-x-2481 Kaanapali Pkwy, Lahaina, HI 96761

    $64,950
    901 sqft

    Annual occupancy runs from November 14 through November 28, with hotel zoning and resort amenities on site.

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    Short-Term Rental Interval with Loft
    Short-Term Rental Interval with Loft

    B404-3543 Lower Honoapiilani Rd, Lahaina, HI 96761

    Contact for pricing
    851 sqft

    Fourth-floor condo interval with split air conditioning and access to Papakea’s pools, clubhouses, spas, and putting greens.

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    Lofted Short-Term Rental Property
    Lofted Short-Term Rental Property

    12-5431 Ala Lokelani, Pahoa, HI 96778

    Contact for pricing

    Established hospitality property with private lanais, shared guest amenities, and an authorized non-conforming use permit.

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    Oceanfront Vacation Ownership Property
    Oceanfront Vacation Ownership Property

    F206-3543 Lower Honoapiilani Rd, Lahaina, HI 96761

    Contact for pricing
    597 sqft

    Second-floor unit with split A/C and access to Papakea’s pools, spas, clubhouses, putting greens, and on-site security.

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    Mountain View Ranch with Ocean Views
    Mountain View Ranch with Ocean Views

    17-7860 Kulani Rd, Mountain View, HI 96771

    $998,000
    1,968 sqft 25.00 AC lot

    Charming ranch with ocean views, pastures, and income potential.

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    Based on your search, we've compiled 16 Potential Opportunities for your consideration. Besides 16 Active listings in Hawaii, we suggest exploring several alternatives:

    Hawaii Short Term Rental Properties Market Trends and Statistics

    Explore 16 short term rental properties for sale in Hawaii, showcased through 16 active listings on our real estate platform. These investment opportunities span a total of 19,955 square feet of properties for sale, with an estimated market value of $15,352,950.

    Sale prices for short term rental properties in Hawaii start at $64,950, averaging $1,535,295, and reaching up to $3,500,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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