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.
-
Luxurious Oceanview Home with Private Pool — Property 247548
- House
- 4 bedrooms , sleeps 12
- 3 bathrooms
- near the ocean
- pool
10% off NovemberS P E C I A L O F F E R- Rates (shown in USD)
- $2450 - $3150 per property per week
-
A Classic Tropical Home with guest suite, private pool and amazing ocean view ! — Property 204176
- House
- 4 bedrooms , sleeps 10
- 3 bathrooms
- near the ocean, rural
- pool
- Rates (shown in USD)
- $1960 - $2100 per property per week
-
Prime Ocean Front Luxury Townhome on Ali'i Drive!! MUST SEE!! — Property 144473
- Townhome
- 4 bedrooms , sleeps 8
- 3 bathrooms
- near the ocean, waterfront
- air-conditioning
- Rates (shown in USD)
- $2275 per property per week
-
Komohana
Kona Luxury Vacation Home Rental 8 BR 4 BA w/Pool & A/C Sleeps Up to 20!! — Property 313579
- House
- 8 bedrooms , sleeps 20
- 3 bathrooms
- near the ocean, village
- pool
- Rates (shown in USD)
- $903 - $3213 per property per week
-
KEIKI BEACH HOUSE: Luxury Beach Home with Pool — Property 146358
- Estate
- 4 bedrooms , sleeps 10
- 3 bathrooms
- 1 half bathroom
- beach, near the ocean
- pool
- Rates (shown in USD)
- $3850 - $4550 per property per week
-
Hibiscus Hale — Property 92590
- House
- 4 bedrooms , sleeps 10
- 3 bathrooms
- air-conditioning
- blender
- Rates (shown in USD)
- $2800 - $3150 per house per week
-
Kona Lighthouse
NEW LOW RATES Across from Ocean Hear/See Waves. Tropical lap pool. — Property 147230
- House
- 4 bedrooms , sleeps 10
- 3 bathrooms
- near the ocean, village
- pool
- Rates (shown in USD)
- $1485 per property per week
-
keauhou sunset
Luxury home with infinity pool on seven acres — Property 146793
- House
- 4 bedrooms , sleeps 10
- 3 bathrooms
- near the ocean, rural
- pool
- Rates (shown in USD)
-
Komohana - Your MediterrAsian Retreat — Property 101247
- House
- 4 bedrooms , sleeps 8
- 3 bathrooms
- town
- pool
- Rates (shown in USD)
- $2100 per property per week
-
Shogun Pool Home
Shogun Pool Home, Ocean Views, Close to Town in Kailua-Kona — Property 252753
- House
- 5 bedrooms , sleeps 14
- 3 bathrooms
- pool
- garden
- Rates (shown in USD)
- $2439 - $3839 per property per week
Refine Your Search
- You refined by:
- Kailua Kona remove
- 3 bathrooms remove
- bedrooms_4* remove
- (remove all)
Sleeps
- Sleeps 5-8 (2)
- Sleeps 9-12 (7)
- Sleeps 13 or more (2)
Lodging Type
- estate rentals (1)
- house rentals (9)
- townhome rentals (1)
Amenities
- air conditioning (5)
- pool (9)
- internet access (9)
- washing machine (10)
Leisure Activities
- Kailua Kona rentals near fishing (6)
- Kailua Kona rentals near golf (8)
- Kailua Kona rentals near skiing (1)
