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. Sunset spectacular
    Fall 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
    7th night free on a six night minimum.
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $2450 - $3850 per property per week
  2. Oceanfront - Vacation Rental Home next to White Sands Beach with Pool & Spa — Property 216190

    Vacation House rental in Kailua Kona area
    • House
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • beach, waterfront
    • internet access
    March Special! $1,950 a week
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1950 - $2500 per property per week
  3. 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
  4. Koa Hale-Beautiful Air-Conditioned Oceanfront Home- Kahaluu Beach 1/4 Mile — Property 152428

    Vacation House rental in Kailua Kona area
    • House
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • beach, waterfront
    • air-conditioning
    Rates (shown in USD)
    $3000 per property per week
  5. 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
  6. Luxury Townhome, Patio, Pool, Spa, Specials! — Property 143901

    Vacation Townhome rental in Kailua Kona area
    • Townhome
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • near the ocean
    • garden
    Rates (shown in USD)
  7. Palm Villa
    Tropical Beauty, Private Pool, Ocean Views, Gated Luxury — Property 265917

    Vacation House rental in Kailua Kona area
    • House
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, downtown
    • pool
    Rates (shown in USD)
    $1470 - $1575 per property per week
  8. 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
  9. BLUE WATER HOUSE:Luxury Home, Oceanfront with Pool in Gated Community — Property 169257

    Vacation Estate rental in Kailua Kona area
    • Estate
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • beach, village
    • jacuzzi
    Rates (shown in USD)
    $7000 - $10500 per property per week
  10. 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)

Refine Your Search

You refined by:
Kailua Kona remove
bedrooms_3 remove
(remove all)
Find by availability dates: