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Search for vacation rental homes in Kailua Kona

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. Spectacular Ocean view Condo — Property 136162

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • tennis court
    Sale! Hurry on this one! $130 per night!
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1085 - $1365 per property per week
  2. Kanaloa at Kona
    Oceanfront Kona Hawaii Rental Condo by Owner, Kanaloa at Kona — Property 101360

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, waterfront
    • jacuzzi
    Rates (shown in USD)
    $1365 per property per week
  3. Kona Reef D22 — Property 25400

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • adventure
    • air-conditioning
    Rates (shown in USD)
    $2639 - $3622 per condo per week
  4. Beautiful Newer High-end Condo Ocean View — Property 123071

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • beach
    • jacuzzi
    Rates (shown in USD)
  5. Sunset spectacular
    Christmas Special for Luxury Oceanfront Condo / Villa — Property 155739

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • resort, waterfront
    • pool
    Rates (shown in USD)
    $2450 - $3850 per property per week
  6. 1-203 The Beach Villas at Kahaluu — Property 25399

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • adventure
    • air-conditioning
    Rates (shown in USD)
    $1799 - $2587 per condo per week
  7. S & R Club 4-302 — Property 7014459

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • adventure
    • beach
    Rates (shown in USD)
    $1607 - $2580 per condo per week
  8. Kona Sea Ridge
    Tranquil Ocean View 3 Bedroom Condo Near Beaches and Restaurants — Property 250549

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • pool
    Rates (shown in USD)
    $625 - $750 per property per week
  9. 1-PH3 The Beach Villas at Kahaluu — Property 41488

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • adventure
    • air-conditioning
    Rates (shown in USD)
    $1799 - $2587 per condo per week
  10. Condo with Ocean View, Air Conditioned, Spacious, Beautiful and Quiet — Property 151995

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • pool
    Rates (shown in USD)
    $973 per property per week

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