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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. Executive Ocean View Condo — Property 322656

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • near the ocean, resort
    • garden
    November $100 per Night Special
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $805 - $1085 per property per week
  2. Opulent Executive Vacation Home — Property 219163

    Vacation House rental in Kailua Kona area
    • House
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • sauna
    November $100 Per Night Special
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $945 - $1365 per property per week
  3. Beachfront Home
    We'll meet or beat any price you find for a comparable beachfront home! — Property 186051

    Vacation House rental in Kailua Kona area
    • House
    • 2 bedrooms , sleeps 5
    • 2 bathrooms
    • beach, near the ocean
    • garden
    Prime Whale Watching Spot-$180 per night
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1400 per property per week
  4. Newly renovated Kailua Kona
    7th night free, plus free WiFi and flat screen TVs with DVR. — Property 191732

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • garden
    7th night FREE, 10% off any additional
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $770 - $875 per property per week
  5. Kona Bali Kai
    Absolute OCEAN FRONT unit on famous Banyon's surfing beach! 6th night FREE — Property 259272

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 2 bedrooms , sleeps 5
    • 2 bathrooms
    • beach, waterfront
    • internet access
    Rates (shown in USD)
    $1000 - $1500 per property per week
  6. Lunapule Kona - Pool
    Listen to the ocean from this 2 BR / 2 BA with extra loft bedroom close to Town — Property 249765

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 2 bedrooms , sleeps 8
    • 2 bathrooms
    • beach, resort
    • pool
    Rates (shown in USD)
    $770 - $875 per property per week
  7. Banyan Tree Condominiums
    Limited Time Only- Was $225, Now $185 ! New Luxurious Oceanfront Hideaway! — Property 167137

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, waterfront
    • pool
    Rates (shown in USD)
    $1295 per property per week
  8. Oceanfront Kona Condo — Property 210807

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach
    • pool
    Rates (shown in USD)
    $1595 per property per week
  9. Great Oceanview at Royal SeaCliff Resort — Property 110533

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • tennis court
    • balcony
    Rates (shown in USD)
    $780 - $990 per property per week
  10. Banyan Tree Oceanfront #404
    A lovely Oceanfront jewel just 25' from shoreline . Serene, comfortable, central — Property 134526

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 2 bedrooms , sleeps 5
    • 2 bathrooms
    • beach, waterfront
    • garden
    Rates (shown in USD)
    $1250 - $1750 per property per week

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