Captain Cook Rentals

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222 Houses

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 21 minutes

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Price per night from

$173

Great rentals within 20 miles that match your search

Beautiful, ocean-side 3 bedroom condo

Kailua-Kona condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$345

Kahaluu Bay Across from Snorkel Beach - Ocean View

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$287

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

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,605

PEGGY'S PLACE AT KONA REEF HAWAII

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$172

Beachfront Oceanview, 2 bedroom 2 bath, Sleeps 6

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$304

Wyndham Kona Hawaiian Resort (2 bedroom condo)

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$229

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!

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Price per night from

$287

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.

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$333

“The best...” Thank you to the owners for supplying us with everything we could possibly require for a beach vacation. Your attention to detail is exceptional. The use of the beach towels to the usage of snorkel and surf gear made the difference. Just meant one less thing for us to worry about. Your home is the cleanest ... Hats off to your wonderful cleaners. This is certainly Kona Paradise.. In comparison to the other islands we found the local people the kindest right here,the culture and authenticity to be real, and the natural habitat fascinating. We will be back. Thank you again for the the phenomenal hospitality...

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$270

Breathtaking Oceanview Paradise at Malulani Green Haven in Kona

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$460

Wyndham Kona Hawaiian Resort

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$229

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 31 minutes

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Price per night from

$176

#1 KONA Royal Sea Cliff King Studio wifi Ocean view

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 32 minutes

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Price per night from

$229

2019 Christmas Hawaiian Vacation

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$149

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. 2 hours 5 minutes

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Price per night from

$109

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.

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$207

Ocean front pool, Private corner unit, Affordable

Kailua-Kona apartment

  • 1 bathroom
  • sleeps 2

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$161

Hawaii kona home 2 miles from the beach,

Kailua-Kona house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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$259

Private, Gated Residence, Panoramic Ocean Sunset Views

Kailua-Kona house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$1,254

Ocean view in Paradise

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$150

Club Wyndham Mauna Loa Village

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$299

See, Hear and Smell the Ocean

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$150

Ocean View Home

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$253

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

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$242

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$345

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$345

Club Wyndham Mauna Loa Village 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$287

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$458

Kailua Kona, Hawaii Amazing Ocean View

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$218

Beach Front Ocean View Penthouse (Top Floor) Corner Unit with FAST internet!

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$401

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

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 44 minutes

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$574

Responds fast! avg. 1 hour 44 minutes

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Price per night from

$281

Kona Coast Captivating 1BR Condo w Basketball Hoop and Pool

Kahaluu-Keauhou apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 15 minutes

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Price per night from

$295

Lively 3BR Condo w Sauna and Hot Tub

Kahaluu-Keauhou apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

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Price per night from

$295

DOWNTOWN KAILUA-KONA w/AC and FREE WIFI/FREE PARKING

Kailua-Kona studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$213

Enjoy the sunset at OCEAN FRONT 1BR Apartment - pool on site!

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 32 minutes

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Price per night from

$158

Lovely ocean view condo walk to downtown and beach

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$286

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