A1Vacations is part of HomeAway.com, the world’s leading vacation rentals marketplace.
Search over 150,000 vacation rentals properties now!   Click here to see more Vacation Homes


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. The Kona Heavens Hideaway
    Spacious Luxury Home - Private Pool and Spa - Spectacular Ocean View — Property 163569

    Vacation House rental in Kailua Kona area
    • House
    • 1 bedroom , sleeps 5
    • 1 bathroom
    • beach, near the ocean
    • pool
    Rates (shown in USD)
    $1155 - $1295 per property per week
  2. Paradise Condo Ocean View-on Kona Country Club 9th Fairway — Property 315891

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 6
    • 2 bathrooms
    • near the ocean
    • air-conditioning
    Rates (shown in USD)
  3. Alii Villas # 217
    Romantic, Tropical Kona Condo Oceanfront Complex — Property 205977

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 6
    • 1 bathroom
    • near the ocean, town
    • balcony
    Rates (shown in USD)
    $630 - $735 per property per week
  4. KONA PACIFIC CONDOS
    BEST DEAL 1/31 TO 2/6/10 $525/WK + T&C AND FROM APRIL 19 TO 30 — Property 155010

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 6
    • 2 bathrooms
    • beach, resort
    • jacuzzi
    Rates (shown in USD)
    $539 - $625 per property per week
  5. Come Stay at Alii Hale, and Enjoy the Surf! — Property 309132

    Vacation House rental in Kailua Kona area
    • House
    • 1 bedroom , sleeps 6
    • 1 bathroom
    • beach
    • air-conditioning
    Rates (shown in USD)
    $623 - $889 per property per week
  6. Kona Pacific C-516
    Kona Pacific Condo, X-Large 1BR/2BA Oceanview, Close To Town — Property 148324

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 6
    • 2 bathrooms
    • beach, village
    • jacuzzi
    Rates (shown in USD)
    $826 per property per week
  7. Whitesands Beach Kona Condo
    Large 1 BR condo in 3 unit bldg across from Magic Sands / Whitesands Beach Park — Property 252833

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 5
    • 1 bathroom
    • beach, near the ocean
    • internet access
    Rates (shown in USD)
    $619 - $829 per property per week
  8. Sun and Swim in Romantic Oceanfront Hawaiian Condo in Kona — Property 132097

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 5
    • beach, waterfront
    • pool
    Rates (shown in USD)

Refine Your Search

You refined by:
Kailua Kona remove
sleeps_5_or_more remove
bedrooms_1 remove
(remove all)
Find by availability dates: