Kailua Kona: Vacation Rental By Owner

Showing 20 Of 538 Vacation Rentals
  • Property-1 Image 1
    Condo $240 / Nightly
    • 2 Bed
    • 2 Baths
    • (52)
    Kailua Kona, HI

    **NEWS FLASH--WE HAVE PURCHASED ANOTHER 1 BEDROOM/1 BATH CONDO 2 MILES NORTH ON ALII DRIVE! SEE PROPERTY AT VRBO LISTING #709386.** OUR WHITES SANDS VILLAGE... ...more

  • Property-2 Image 1
    Condo $116 / Nightly
    • 2 Bed
    • 2 Baths
    • (14) Wonderful
    Kailua Kona, Hawaii

    AVAILABLE FOR BOOKINGS TO INDIVIDUALS NOT SUBJECT TO MANDATORY 14 DAY QUARANTINE GUIDELINES. (ESSENTIAL WORKER, ON ISLAND RESIDENT, ETC.) SUBJECT TO CHANGE... ...more

  • Property-3 Image 1
    Condo $259 / Nightly
    • 2 Bed
    • 2 Baths
    • (108)
    Kailua Kona, HI

    Top (4th) Floor Condo just 30 feet from the Pacific Ocean.... Marble floors, Corian counters, free wifi, and central air unit.Very well-equipped kitchen with... ...more

  • Property-4 Image 1
    Apartment $305 / Nightly
    • 1 Bed
    • 1 Baths
    • (19) Exceptional
    Kailua Kona, HI

    *Please note the homeowner is on-site in a completely seprarate unit* The ultimate Hawaiian escape awaits you in this 1-bedroom, 1-bathroom Kailua Kona vacation... ...more

  • Property-5 Image 1
    Condo $182 / Nightly
    • 1 Bed
    • 1 Baths
    • (8) Excellent
    Kailua Kona, HI

    Your heavenly Hawaiian holiday awaits at this Oceanside property perched on the rugged coastline home to sea turtles and spinner dolphins. This 1-bedroom,1-bath... ...more

  • Property-6 Image 1
    House $1,515 / Nightly
    • 4 Bed
    • 5 Baths
    • (45) Wonderful
    Kailua Kona, HI

    Picture yourself vacationing in this magnificent and upscale 6,000 square foot oceanfront home. The stunning house is comprised of 4 bedrooms and 4½ baths with a... ...more

  • Property-7 Image 1
    Hotel Select Dates for Price
    • 1 Bed
    • 2 Baths
    Kailua Kona, HI

    Extended through July 31, Hawaii is mandating a self-quarantine for ALL persons entering the state (including visitors and returning residents)  for 14 days or... ...more

  • Property-8 Image 1
    House Select Dates for Price
    • 4 Bed
    • 3 Baths
    • (11)
    Kailua Kona, HI

    Aloha from your dream Kailua-Kona vacation home, Dolphin View Estate Dolphin View Estate is an elegant, ocean front home located just south of charming... ...more

  • Property-9 Image 1
    Condo Select Dates for Price
    • 2 Bed
    • 2 Baths
    • (22)
    Kailua Kona, HI

    Keauhou Kona Surf and Racquet Club 7103 is a great, updated condo with a large, private lanai. This condo offers all the latest amenities you expect from a condo.... ...more

  • Property-10 Image 1
    Condo $472 / Nightly
    • 2 Bed
    • 2 Baths
    • (42) Wonderful
    Kailua Kona, HI

    Kanaloa at Kona is a premier vacation condo location in Kona Hawaii. The complex is nestled into a residential neighborhood away from traffic and other condos or... ...more

  • Property-11 Image 1
    Condo $369 / Nightly
    • 3 Bed
    • 3 Baths
    • (25) Wonderful
    Kailua Kona, HI

    An amazing place to enjoy your vacation on the Big Island! Just a short walk to Kahaluu Beach and breathtaking ocean views from the lanai. Na Hale O' Keauhou is a... ...more

  • Property-12 Image 1
    Condo $218 / Nightly
    • 1 Bed
    • 1 Baths
    • (41) Excellent
    Kailua Kona, HI

    Sea Village Resort sits right on the sea wall. Located on prestigious Alii Drive. The well kept grounds surround a newly renovated pool, spa, and barbeque . Walk... ...more

  • Property-13 Image 1
    House $366 / Nightly
    • 3 Bed
    • 2 Baths
    • (9)
    Kailua Kona, HI

    Nicely manicured property with large grassy areas and fruit trees. Huge lanai, partially covered for relaxing and BBQ's, Main house consists of a gourmet kitchen... ...more

  • Property-14 Image 1
    Condo $317 / Nightly
    • 2 Bed
    • 2 Baths
    • (13)
    Kailua Kona, HI

    ** Beginning August 1, 2020, visitors arriving in Hawaii must either (1) present a negative COVID-19 test result, completed in the previous 72 hours, or (2)... ...more

  • Property-15 Image 1
    Condo Select Dates for Price
    • 2 Bed
    • 2 Baths
    • (13)
    Kailua Kona, HI

    Recently Remodeled! Sea Village 4307. Great 2 bed 2 bath unit with private lanai to enjoy incredible absolute ocean front views! This is ideal for families!... ...more

  • Property-16 Image 1
    Condo Select Dates for Price
    • 2 Bed
    • 2 Baths
    • (15) Excellent
    Kailua Kona, HI

    Welcome to Sea Village 1307! Experience Ocean Front Living, the pictures tell the story. The property owner's favorite thing about the condo is it is a top... ...more

  • Property-17 Image 1
    Condo Select Dates for Price
    • 2 Bed
    • 2 Baths
    • (5) Wonderful
    Kailua Kona, HI

    Walk right into stunning Ocean views of the Kona coastline including an unobstructed view of Kailua-Kona with this beautifully updated 2 bed/2 bath Oceanfront... ...more

  • Property-18 Image 1
    Condo Select Dates for Price
    • 1 Bed
    • 1 Baths
    • (8) Exceptional
    Kailua Kona, HI

    Top floor 1 bedroom 1 bathroom condo nicely upgraded with ocean view. Unit 324 has a great location! The spacious lanai offers a beautiful view of the ocean,... ...more

  • Property-19 Image 1
    Condo Select Dates for Price
    • 2 Bed
    • 2 Baths
    • (13) Excellent
    Kailua Kona, HI

    Top Floor, Direct Ocean Front View, Close to Town, Upgraded This 2 bedroom 2 bathroom condo is located on the top floor & is direct ocean front. Comfortable... ...more

  • Property-20 Image 1
    Condo Select Dates for Price
    • 1 Bed
    • 1 Baths
    • (14)
    Kailua Kona, HI

    Kona Reef Condo #A4 is an oceanfront ground floor unit with magnificent ocean views from the covered Lanai out to the abundant activities unfolding at your... ...more

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Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Kailua Kona. Many accommodations in Kailua Kona provide "Beach - Ocean", there are 7, or there are 7 of Vacation Rentals in Kailua Kona with a "Pool - Spa", there are also 7 with "Non Smoking Only", which is another great reason to visit Kailua Kona.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Kailua Kona. The most expensive month of the next 12 months is in July, where prices hit an average of $202 a night. In June, prices will hit an average low of $359 per night.