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Checking Out Kailua Kona for Yourself

Up until now you’ve only seen the name written on fragrant packages of delicious coffee. Or, in a moment of wishful thinking, you have gazed at Hawaii on the map and imagined finding yourself enjoying an ocean breeze in a place as exotic sounding as Kailua Kona. Either way, now is the time to see this paradise with your own eyes…


As you get to know this Big Island locale, you’ll quickly realize why you’ve always had positive associations with it. The friendly vibes, lush scenery and ample amenities that you’ll find today have been pleasing visitors for years – in fact this was once a favorite swimming spot for Hawaiian royalty. Morphing from a quiet fishing village into a quietly buzzing town (it’s the site of the Ironman Triathlon and its oceanside pier makes it a fun place to stroll and people watch).


Traditional vacation activities like tennis, golf, swimming and shopping are all a little more fun in a land of leis and luaus, especially when that land is also outfitted with vacation rentals that aim to make you feel as if you truly belong. With your own patio, pool and kitchen as well as a view of the beach and easy access to all the highlights of the isle (Volcano National Park, Captain Cook’s Monument, Hilo Town and more) you’ll be sitting pretty and happy that you made the right choice.


Leave the kids at home and make it an escape of sorts (bring your best girlfriend or your significant other, whoever you feel like bestowing your company upon), finally letting this destination move from the land of myth to reality.

  1. Kona Grand Oceanview Twin Vill
    Kona Grand Oceanview Twin Villas — Property 163580

    Vacation Villa rental in Kailua Kona area
    • Villa
    • 10 bedrooms , sleeps 24
    • 6 bathrooms
    • near the ocean
    • pool
    $1000 discount on Fall '09 Bookings!
    S P E C I A L    O F F E R
    Rates (shown in USD)
  2. Kona Shangrila
    IRONMAN WEEK STILL AVAILABLE - Last Minute Cancellation Special!! — Property 156794

    Vacation House rental in Kailua Kona area
    • House
    • 5 bedrooms , sleeps 16
    • 4 bathrooms
    • near the ocean, waterfront
    • pool
    Rates (shown in USD)
    $2800 - $7700 per property per week
  3. Bears' Place Guest House
    Great Kailua Location.10 min to beach,town,airport. 5th NIGHT FREE!-Nov-Dec.23rd — Property 232352

    Vacation House rental in Kailua Kona area
    • House
    • 4 bedrooms , sleeps 16
    • 4 bathrooms
    • near the ocean, town
    • daily maid service
    Rates (shown in USD)
    $1858 per property per week
  4. Komohana
    Kona Luxury Vacation Home Rental 8 BR 4 BA w/Pool & A/C Sleeps Up to 20!! — Property 313579

    Vacation House rental in Kailua Kona area
    • House
    • 8 bedrooms , sleeps 20
    • 3 bathrooms
    • near the ocean, village
    • pool
    Rates (shown in USD)
    $903 - $3213 per property per week
  5. Kona Comfort Whole Enchilada
    KonaComfort Whole Enchilada *Clean* (rural - close to town/airport/Costco) Wi-Fi — Property 258135

    Vacation House rental in Kailua Kona area
    • House
    • 5 bedrooms , sleeps 16
    • 4 bathrooms
    • near the ocean, rural
    • jacuzzi
    Rates (shown in USD)
    $1995 per property per week
  6. Elegant Estate Home with Ocean views, Pool. DISCOUNTED 40% THROUGH 2010!! — Property 144246

    Vacation House rental in Kailua Kona area
    • House
    • 6 bedrooms , sleeps 16
    • 4 bathrooms
    • beach, near the ocean
    • pool
    Rates (shown in USD)
    $3815 per property per week
  7. Brand new luxury home with 4 master suites, privacy, views, many extras. — Property 162127

    Vacation Estate rental in Kailua Kona area
    • Estate
    • 4 bedrooms , sleeps 16
    • 1 half bathroom
    • near the ocean, town
    • pool
    Rates (shown in USD)
    $4900 per property per week
  8. Shogun Pool Home
    Shogun Pool Home, Ocean Views, Close to Town in Kailua-Kona — Property 252753

    Vacation House rental in Kailua Kona area
    • House
    • 5 bedrooms , sleeps 14
    • 3 bathrooms
    • pool
    • garden
    Rates (shown in USD)
    $2439 - $3839 per property per week
  9. Ohana Retreat - The Real Hawaiian Experience — Property 187016

    Vacation Estate rental in Kailua Kona area
    • Estate
    • 8 bedrooms , sleeps 16
    • 8 bathrooms
    • near the ocean, rural
    • tennis court
    Rates (shown in USD)
    $6000 per property per week
  10. Oceanfront Home, with Spa, Pool & 50'flat screen HDTV — Property 133469

    Vacation House rental in Kailua Kona area
    • House
    • 6 bedrooms , sleeps 16
    • 6 bathrooms
    • beach, waterfront
    • pool
    Rates (shown in USD)
    $8500 per property per week

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