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Cot available
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Shared outdoor pool (heated)
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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
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Tennis in town
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Golf course on site or within 15 min walk
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152 rentals

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Great rentals within 20 miles that match your search

Exclusive area, heated infinity pool, ocean view, private yard, putting green

Kailua-Kona house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$1,600

Large tiled Ground Floor Studio w shared bathroom

Kailua-Kona house

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 32 minutes

Price per night from

$110

Last minute cancelation availability Of several studios

Kailua-Kona house

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 32 minutes

Price per night from

$110

Beachfront Oceanview, 2 bedroom 2 bath, Sleeps 6

Kailua-Kona condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 11 minutes

Price per night from

$303

Charming Tropical Hideaway, Pool, Hot Tub, Snorkel

Captain Cook apartment

1 bathroom

sleeps 3

“We wanna go back!” The name, Tropical Hideway, is perfect. If you want fancy, go elsewhere. The cabin has all the basics plus Kathleen Carr's fabulous photos on the wall. The gardens complete with delicious fruit are wonderful. Quiet, peaceful. We would get up, get the morning's fruit, eat a fun breakfast (we would be joined by a little gecko that liked the honey in my tea apparently), then off to snorkel a few miles away - how much better does it get? then back to the cabin, shower in the great outdoor shower, then into the hot tub. Rest awhile, to go lunch at some of the wonderful nearby cafes, then maybe to the farmer's market. You get the drift - life is hard eh? This was absolutely a perfect place for us - back as soon as possible for us!

Price per night from

$166

Surf and Racquet 5102 2/2 oceanfront

Kailua-Kona condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 36 minutes

Price per night from

$189

Kanaloa 1br./2ba , Completely Renovated

Kailua-Kona condo

1 bedroom
2 bathrooms

sleeps 3

Responds fast! avg. 3 hours 36 minutes

Price per night from

$155

Surf and Racquet 1201 2/2 Oceanfront

Kailua-Kona condo

2 bedrooms
2 bathrooms

sleeps 4

“sitting on the huge lanai on the ocean listening to the waves crash was wonderful” Kim of Keauhou Property Management impressed me the most. He answered my calls and questions promptly. When we left as did not need 2 bedroom and moved to another rental it was awful, Called Kim and he managed to find me a couple of rentals that covered our stay. He is my hero and highly recommend him and his company for their GREAT customer service. The property was great too, nice amenities and prefer this area now verses up the road closer to the hustle bustle but close enough to go.

Responds fast! avg. 3 hours 36 minutes

Price per night from

$195

Look No Further - HALE NAI`A Kealakekua Bay

Captain Cook cottage

1 bedroom
1 bathroom

sleeps 4

“Absolutely Awesome!!!” Words cannot describe how much we loved our stay! From the lovely ocean view, the sound of the waves, the well stocked supplies (everything you could think of),the friendly and helpful hosts, the gorgeous weather, to the relaxation and rejuvenation we enjoyed, this place is wonderful. The only negative thing we could think of was that there was no way to slow down the time so we could enjoy it longer! We explored most of the Big Island, but this was one of our favorite spots. We celebrated our 10th anniversary here and would love to come back and revisit some of the many beautiful places we discovered. We spent many hours watching and listening to the waves, watching for and seeing whales, and experiencing the ocean. Another highlight was kayaking across the bay with many, many dolphins swimming all around us! If you have a chance, I highly recommend booking this place!

Responds fast! avg. 3 hours 15 minutes

Price per night from

$172

Keauhou Kona Surf & Racquet #5, Oceanfront Townhouse

Keauhou apartment

2 bedrooms
2 bathrooms

sleeps 5

“Beautiful Ocean Front Townhouse” My family and I enjoyed staying at Keauhou Kona #5 Townhouse. The Townhome was very well maintained. The two-story unit was very stylish with new granite countertops. We very much enjoyed the lanai and being so close to the ocean. The beach was not crowded and we saw turtles everyday. What I liked best about the location was that we felt isolated from all the traffic, yet there many nice restaurants, grocery stores and shopping malls close to the townhouse. Sally is so kind and so very helpful. Thank you again Sally!!! The Kramers

Price per night from

$229