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Kailua Kona: Vacation Rental By Owner

Search result 1 to 20 Of 542
  • Property-1 Image 1
    Apartment $223 / Nightly
    • 1Bed
    • 1Baths
    • (37)
    Kailua Kona, HI

    For the tropical getaway of a lifetime, come stay at this phenomenal Kailua-Kona vacation rental apartment, ideally situated in a quiet residential area just 1... ...more

  • Property-2 Image 1
    House Select Dates for Price
    • 3Bed
    • 3Baths
    Kailua Kona, HI

    Say aloha to He’eia Bay Hale. This 3 bedroom/3 bathroom home rental is great for a family vacation or a group of friends visiting the Big Island. The rental... ...more

  • Property-3 Image 1
    Condo $312 / Nightly
    • 2Bed
    • 2Baths
    • (10) Excellent
    Kailua Kona, HI

    Searching for the perfect Big Island Hawaii vacation rental for your family to escape to? Look no further than Kona Bali Kai #415. From the oceanfront view, to... ...more

  • Property-4 Image 1
    House $475 / Nightly
    • 3Bed
    • 3Baths
    • (1)
    Kailua Kona, HI

    This Big Island vacation rental is a 3 bedroom/3 bathroom home capable of accommodating up to 8 guests. Vacationers are sure to appreciate the ocean views and... ...more

  • Property-5 Image 1
    Condo $205 / Nightly
    • 2Bed
    • 2Baths
    • (3)
    Kailua Kona, HI

    Keauhou Punahele is located toward the south end of Alii Drive in a peaceful and quiet area. Big Island vacationers will love the short 10-minute drive to Kailua... ...more

  • Property-6 Image 1
    House Select Dates for Price
    • 2Bed
    • 3Baths
    Kailua Kona, HI

    Pineapple Hale is located in a gated community on the ocean side of world famous Alii Drive. Family and friends will love this area of Kailua-Kona on the Big... ...more

  • Property-7 Image 1
    Condo $197 / Nightly
    • 1Bed
    • 1Baths
    • (6) Very Good
    Kailua Kona, HI

    Keauhou Resort creates a relaxing Hawaiian escape with stunning views of the Hawaii ocean. Vacationers will find plenty of Kailua Kona activities at their... ...more

  • Property-8 Image 1
    Condo $357 / Nightly
    • 1Bed
    • 1Baths
    • (15) Excellent
    Kailua Kona, HI

    The moment you pass through the gates of the Royal Sea Cliff Resort you know you are in Hawaii. You will be inspired by the panoramic views from almost any spot... ...more

  • Property-9 Image 1
    Condo $356 / Nightly
    • 1Bed
    • 1Baths
    • (9)
    Kailua Kona, HI

    This beautiful Hawaiian home is located within the Royal Sea Cliff, which has the most astounding views of the Pacific Ocean atop a huge lanai. The sight from the... ...more

  • Property-10 Image 1
    Condo $439 / Nightly
    • 2Bed
    • 3Baths
    • (5) Wonderful
    Kailua Kona, HI

    The neighboring lanais are being painted so there will be people working outside the units. Prices have been adjusted to reflect the noise inconvenience. Located... ...more

  • Property-11 Image 1
    Condo $347 / Nightly
    • 2Bed
    • 2Baths
    • (3)
    Kailua Kona, HI

    2-302 The Beach Villas at Kahaluu is the perfect place for family and friends to stay on the Big Island of Hawaii. The vacation rental has 2 bedrooms, 2... ...more

  • Property-12 Image 1
    Condo $274 / Nightly
    • 2Bed
    • 2Baths
    • (5) Exceptional
    Kailua Kona, HI

    Surf and Racquet Club 6-303 is within steps of the water's edge. The living areas, master suite and its lanai, look out onto the shoreline which provides for... ...more

  • Property-13 Image 1
    Condo $198 / Nightly
    • 2Bed
    • 2Baths
    • (2)
    Kailua Kona, HI

    4 guest max. occupancy, 5-night min stay required A relaxing Big Island of Hawaii vacation begins with your rental. Keauhou Punahele is a beautiful complex to... ...more

  • Property-14 Image 1
    Condo $231 / Nightly
    • 1Bed
    • 1Baths
    • (9) Good
    Kailua Kona, HI

    Incredible ocean front location with gorgeous views of the Kona Coast. Enjoy the private lanai while you take in the ocean activities or dine while watching the... ...more

  • Property-15 Image 1
    Condo $332 / Nightly
    • 2Bed
    • 2Baths
    • (7) Wonderful
    Kailua Kona, HI

    Imagine having the privacy of your own little piece of paradise - that is exactly what you will find in this uniquely located condo. Situated at the end of the... ...more

  • Property-16 Image 1
    Condo $233 / Nightly
    • 1Bed
    • 1Baths
    • (11)
    Kailua Kona, HI

    Keauhou Resort #114 is a romantic Hawaii getaway with 1 bedroom, 1 bathroom, and a lanai with ocean views. This vacation rental has it all and features a great... ...more

  • Property-17 Image 1
    Condo $272 / Nightly
    • 1Bed
    • 2Baths
    • (12) Very Good
    Kailua Kona, HI

    Experience a luxurious Big Island getaway by staying at Kona Bali Kai. Kona Bali Kai #314 is an oceanfront unit with 1 bedroom and 2 bathrooms - perfect for a... ...more

  • Property-18 Image 1
    House $485 / Nightly
    • 2Bed
    • 1Baths
    • (16) Very Good
    Kailua Kona, HI

    Watch some of the most breathtaking sunsets on this vacation rental's private wooden lanai perched on the water's edge of the beautiful Kona Coast. Makana Kai is... ...more

  • Property-19 Image 1
    Condo $308 / Nightly
    • 1Bed
    • 1Baths
    • (3) Excellent
    Kailua Kona, HI

    Awesome location with a private lanai situated right over the ocean! This very well kept 1 bedroom 1 bath unit boasts comfort in paradise, with all the amenities... ...more

  • Property-20 Image 1
    Condo $280 / Nightly
    • 1Bed
    • 1Baths
    • (6)
    Sunset oceanfront condo- WiFi, Lanai,... Kailua Kona, HI

    Wonderful unit on the 3rd floor overlooking the ocean with to die for views. This tropically decorated 1 bedroom with AC (please note, this is one single window... ...more

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 January, where prices hit an average of $248 a night. In , prices will hit an average low of $0 per night.