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.

  • Next Page
Go to page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. 7
(1 - 10 of 70)

  1. Spring Sale $130/nt TOTALLY OCEANFRONT CONDO w/ Free Wi-Fi & BEAUTIFUL SUNSETS!! — Property 193801

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • town, waterfront
    • pool
    Spring/Summer Sale only $130/nt!
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1085 - $1260 per property per week

  2. Oceanfront Kona Condo;Ocean View-Private Lanai;Sandy Beach/Picnic Area — Property 127018

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 4
    • beach, waterfront
    • garden
    10% Discount 1 week (or more) rental
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $735 - $770 per property per week

  3. Relaxing Oceanfront Condo -- Walk to Town & Shopping! — Property 170095

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • waterfront
    • pool
    Rates (shown in USD)
    $620 per property per week

  4. Kona Riviera Villa
    Direct Ocean Front Condo 2 Miles from Downtown Kailua Kona — Property 240383

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • waterfront
    • pool
    Rates (shown in USD)
    $945 - $1015 per property per week

  5. Kona Alii
    Desirable Oceanfront Condo directly across from the Ocean +Alii Drive in Kona — Property 142113

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 4
    • 2 bathrooms
    • downtown, waterfront
    • tennis court
    Rates (shown in USD)
    $850 - $935 per property per week

  6. Kalanikai 321
    1 bedroom condo in the heart of Kona - HD TV and WiFi- $80/nt Dec Special! — Property 179684

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • near the ocean, town
    • pool
    Rates (shown in USD)
    $560 - $700 per property per week

  7. Welcome to Paradise- Kona Pacific (Newly Remodeled) DECEMBER AVAILABILITY — Property 149396

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 4
    • 2 bathrooms
    • near the ocean, town
    • garden
    Rates (shown in USD)
    $665 - $840 per property per week

  8. Royal Sea Cliff #109 (1) — Property 7014452

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 2
    • 2 bathrooms
    • 1 half bathroom
    • adventure
    • air-conditioning
    Rates (shown in USD)
    $1389 - $2580 per condo per week

  9. Kona Makai Unit 1202 — Property 219606

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • beach, waterfront
    • pool
    Rates (shown in USD)
    $945 - $1120 per property per week

  10. Oceanfront Kona Reef Vacation Condo Rental — Property 318447

    Vacation Condo rental in Kailua Kona area
    • Condo
    • 1 bedroom , sleeps 3
    • 1 bathroom
    • beach, waterfront
    • pool
    Rates (shown in USD)
    $980 per property per week

Refine Your Search

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

Sleeps

Baths

Lodging Type

Amenities

Leisure Activities

Suitability

Other

  • Next Page
Go to page
  1. 1
  2. 2
  3. 3
  4. 4
  5. 5
  6. 6
  7. 7
(1 - 10 of 70)