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    Hawaii Short Term Rental Properties for Sale

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    Honolulu, HI Waialua, HI Lahaina, HI Pahoa, HI Hilo, HI Mountain View, HI Wailuku, HI Kailua Kona, HI
    17 properties
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    Oceanfront Vacation Rental Duplex
    Updated: Oct 16
    Oceanfront Vacation Rental Duplex

    2574 HOONANI RD, Koloa, HI 96756

    $3,500,000
    1,876 sqft 0.12 AC lot
    Active, licensed vacation rental in an oceanfront CPR
    1,876 square feet of interior space; three bedrooms and three bathrooms
    Three outdoor ocean‑view areas: two lanais and an upper‑level deck
    Four split‑system AC units; improvements made since 2023
    Approximately 0.1229 acres; R‑10 zoning and a separate cesspool
    View details
    7-Bedroom Duplex with Detached Cottage
    Updated: Feb 3
    7-Bedroom Duplex with Detached Cottage

    1444 KUIAHA RD, Haiku, HI 96708

    $2,500,000
    3,698 sqft 2.00 AC lot
    Two‑acre property with a 3,698‑square‑foot main residence and detached cottage
    Main residence has 6 bedrooms and 3 bathrooms; cottage has 1 bedroom
    Both homes received new roofs in 2026
    Detached cottage currently operates as Bamboo Valley Inn
    Three fireplaces, wraparound lanais, and custom lava rock details in the main residence
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    Updated Two-Unit Duplex
    Updated Two-Unit Duplex

    346 LEHUA ST, Hilo, HI 96720

    $610,000
    1,664 sqft 0.17 AC lot

    Two residences offer refreshed interiors, private outdoor areas, in-unit laundry, and access to Downtown Hilo amenities.

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    Short-Term Rental Compound
    Short-Term Rental Compound

    41-010 Wailea Street, Waimanalo, HI 96795

    $7,850,000
    5,636 sqft

    The lodging property offers a mix of studio and multi-bedroom accommodations within steps of Waimanalo Beach.

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    Bed & Breakfast with Detached Cottage
    Bed & Breakfast with Detached Cottage

    1444 W Kuiaha Rd, Haiku, HI 96708

    $2,500,000
    2.00 AC lot

    Two furnished residences include a main home and a cottage currently operating as an inn.

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

    1444 W Kuiaha Rd, Haiku, HI 96708

    $2,500,000
    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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    Two-Bedroom Vacation Time Interval
    Two-Bedroom Vacation Time Interval

    G203-3543 Lower Honoapiilani Rd, Lahaina, HI 96761

    Contact for pricing
    861 sqft

    Second-floor condo with split-system cooling and access to pools, clubhouses, jacuzzis, and on-site security.

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    Time-Interval Condominium
    Time-Interval Condominium

    2481 Kaanapali Pkwy 1120/E, Lahaina, HI 96761

    $90,000
    901 sqft

    Annual two-week ownership includes a one-bedroom residence with a private washer and dryer.

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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

    $83,000
    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

    $86,000
    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

    $3,000,000

    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

    $2,550,000

    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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    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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    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 17 Active Listings in Hawaii

    Hawaii Short Term Rental Properties Market Trends and Statistics

    Explore 17 short term rental properties for sale in Hawaii, showcased through 17 active listings on our real estate platform. These investment opportunities span a total of 24,227 square feet of properties for sale, with an estimated market value of $25,333,950.

    Sale prices for short term rental properties in Hawaii start at $64,950, averaging $2,111,162, and reaching up to $7,850,000 — 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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