Captain Cook Rentals with Pools

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262 Houses in Captain Cook with pools

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!

Match: Swimming pool

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Price per night from

$166

Great rentals within 20 miles that match your search

Beautiful, ocean-side 3 bedroom condo

Kailua-Kona condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 25 minutes

Match: Swimming pool

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Price per night from

$343

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

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$1,600

PEGGY'S PLACE AT KONA REEF HAWAII

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$172

306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Amazing place!” We loved our stay at the Banyan Tree Condos. The highlight is, without a doubt, having breakfast on the deck watching the waves and the surfers. This condo has everything you'd possibly need for your stay and I highly recommend it. Next time we're on the Big Island, this is definitely where we'll be staying!

Match: Swimming pool

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Price per night from

$286

Sunsets & Surfers - Kona Reef Ocean Front Unit

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“great location and views” awesome location, views, and accommodations. book early because from that calendar on the owners link it fills up fast. just an fyi when you arrive there is underground parking that i have noticed people don't realize. as in any vrbo please leave some pass it forward things. i left some spices, boggie board and a large fan. aloha.

Match: Swimming pool

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Price per night from

$332

Recently Remodeled - KONA REEF- Ocean Front!!!

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Swimming pool

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Price per night from

$218

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Swimming pool

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Price per night from

$915

Kona View Estate

Holualoa villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Amazing, Spectacular, Beautiful and Highly recommended!” We arrived at night to Kona View and just the drive there was awesome! Once we arrived we were greeted by Randy and atsumi. The house was lit up and we could see the infiniti pool and some of the beautiful vegetation in front of the house. The house was clean and bright and modern. Our first morning at Kona View Estates was quiet and we had fresh Kona ground coffee delivered hot to us by Randy. The next 12 days were full of rest and relaxation and its finest! We will definitely be returning next year if we can!!!

Match: Swimming pool

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Price per night from

$515

Wyndham Kona Hawaiian Resort

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$285

2 bdrm 2 ba condo across from White Sands Beach

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful Paradise” This immaculate well maintained condo came equipped with everything needed to snorkel, body board, picnic or just rest by the ocean. The view from the balcony was breathtaking. The condo grounds, pool area, hot tub and barbecue were very well maintained. The office staff, Kitty , welcomed us when we checked in and represented the condo owners with courtesy and kindness. The owners provided us with locations of stores to purchase groceries or whatever needed. Their personal touches on their condo made us feel like we were at home.

Responds fast! avg. 1 hour 25 minutes

Match: Swimming pool

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Price per night from

$175

#1 KONA Royal Sea Cliff King Studio wifi Ocean view

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 9 minutes

Match: Swimming pool

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Price per night from

$228

A great oceanview !! Quite and Peacefull with pool

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$114

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 35 minutes

Match: Swimming pool

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Price per night from

$195

Surf and Racquet 5102 2/2 oceanfront

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 35 minutes

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Price per night from

$210

Kanaloa 1br./2ba , Completely Renovated

Kailua-Kona condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

Responds fast! avg. 3 hours 35 minutes

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Price per night from

$155

Zen Garden Quite, Safe, Relex Setting

Kailua-Kona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Swimming pool

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Price per night from

$143

2019 Christmas Hawaiian Vacation

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$148

One bedroom Kona Makai condo in Kailua-Kona Hawaii

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“All the comforts of home, but in paradise!” Chris's condo has all of the comforts of home. There is equipment for outdoor activities. The kitchen has everything you could want. The washer and dryer means not having to bring home dirty clothes (yea!). The condo is close to everything. There are great places to eat, some within walking distances. Shopping is great, also within walking distance. The unit is very clean and quiet. A perfect place to get away from the rest of the world. You can do as little or as much as you want. We will be coming back next year!!

Responds fast! avg. 1 hour 54 minutes

Match: Swimming pool

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Price per night from

$109

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

Match: Swimming pool

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Price per night from

$229

Ocean Front Kona Makai Perfect Sunset Views Furnished 1 bedroom Condo

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Execellent and affordable place to stay in Kona.” We have stayed here five times in past seven years. It is definitely our favorite place to stay in Kona. We have visited every Hawaiian island except Lanai. The Big Island is our favorite and the Kona Makai is a wonderful, beautiful, quite and relaxing place to stay. Grills are located on the ocean front. Excellent sunsets with the occasional "green flash." Walk to town, restaurants, church, numerous beaches and stores. We highly recommend it to family and friends.

Match: Swimming pool

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Price per night from

$206

Affordable Oceanfront in Kona - 10 yds from ocean!

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$246

Magic Sands Retreat dba

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Swimming pool

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Price per night from

$166

Beachfront Oceanview, 2 bedroom 2 bath, Sleeps 6

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 58 minutes

Match: Swimming pool

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Price per night from

$303

Wyndham Kona Hawaiian Resort (2 bedroom condo)

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$285

Royal Seacliff Resort in Kona, OCT. /22 during IRONMAN competition

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 50 minutes

Match: Swimming pool

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Price per night from

$572

Iron man Raceweek 2bdrm 2bath Condo Oct.8-15 2017

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$242

Private, Gated Residence, Panoramic Ocean Sunset Views

Kailua-Kona house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$1,250

Ocean view in Paradise

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Swimming pool

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Price per night from

$149

Club Wyndham Mauna Loa Village

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$298

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Price per night from

$1,201

Kailua Kona Oceanview - Keauhou Akahi

Kailua-Kona condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 26 minutes

Match: Swimming pool

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Price per night from

$155

See, Hear and Smell the Ocean

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$149

Responds fast! avg. 1 hour 44 minutes

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Price per night from

$281

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$343

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$343

Club Wyndham Mauna Loa Village 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$286

Kona Coast Captivating 1BR Condo w Basketball Hoop and Pool

Kahaluu-Keauhou apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$160

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