Captain Cook Rentals

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49 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 15 minutes

Match: Golf within 30mins drive

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Price per night from

$172

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: Golf within 30mins drive

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Price per night from

$167

Great rentals within 20 miles that match your search

PEGGY'S PLACE AT KONA REEF HAWAII

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Golf within 30mins drive

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Price per night from

$172

Magic Sands Retreat dba

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Golf within 30mins drive

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Price per night from

$167

Beachfront Oceanview, 2 bedroom 2 bath, Sleeps 6

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 58 minutes

Match: Golf within 30mins drive

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Price per night from

$304

Honu Kai Hale - Oceanfront home on Kahalu'u Bay

Kailua-Kona house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Golf within 30mins drive

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Price per night from

$1,032

Kahaluu Bay Across from Snorkel Beach - Ocean View

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Golf within 30mins drive

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Price per night from

$287

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

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Golf within 30mins drive

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Price per night from

$1,604

“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 16 minutes

Match: Golf within 30mins drive

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Price per night from

$270

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Golf within 30mins drive

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Price per night from

$917

Wyndham Kona Hawaiian Resort

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$228

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: Golf within 30mins drive

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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

Match: Golf within 30mins drive

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Price per night from

$228

2019 Christmas Hawaiian Vacation

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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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. 2 hours 0 minutes

Match: Golf within 30mins drive

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Price per night from

$109

Seaside Zen Cottage on the Beach in Kailua Kona

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great for family vacation. Awesome setting.” I was worried about this Beach House before renting but we would up loving it. The reviews seemed to range. There are some comments that the beach in front of house is small, yes the beach is small but it is also quite perfect for snorkeling, looking at or a quick dip. It was great sleeping to the sound of the ocean, the view is so nice you don't want to stop looking at it. One important note which it is hard to discover unless you stay here. The beach in front of the house is NOT your personal private beach, Visitors mostly locals and other renters visit the beach pretty much every day via a public walkway. There is a short wall separating you from the beach which is nice. It was never crowded it just has probably at most I have seen 10 people. The only issue with this is that it feels like your beach, but people keep coming to it. I got over this after the first day. The mornings and evenings the beach was usually empty and all to ourselves. The turtles come near you non stop at this beach which is really cool. The House upstairs is basically one giant room with 2 bathrooms, the rooms separate via closable walls which was convenient for us and well designed. The downstairs has a living area, kitchen and another bathroom. For our family this house was perfect. Something to note: There were lizards and occasional insects which appeared to be some kind of roach, however this did not bother us as a tropical hawaiian roach is not nearly as bad as a NYC roach. The furnishings of the house are in good shape, there are no frills in this house it is basically an older beach cottage. The house had beach gear and snorkeling gear available which was great. If you rent it, we left one of our little girls life jackets so you may see that there LOL. The place was clean with clean linens and towels. There is a property manager who lives on the grounds. She was very helpful. I would stay here again and would also recommend this house. I attached 3 pics. One is of the beach, There is sand you just can't see from the shot, two is from one of the rocks outside - house is on right, and 3 is of the sunset. Side note if you don't know anything about big island: Kona is where you want to be on the Big Island if you like nice weather. I did not realize there are basically two sides to stay. Kona side and Hilo Side. Luckily this is on Kona side. Hilo has a bunch of stuff to do and hikes, waterfalls, museums etc, also closer to volcanos but its the "rainy" side. I would rather be on the sunny side and travel to the other side.

Match: Golf within 30mins drive

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Price per night from

$917

Amazing Ohana Retreat on the Big Island 8 bedrooms

Kailua-Kona house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 18

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Price per night from

$1,602

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: Golf within 30mins drive

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Price per night from

$287

Private, Gated Residence, Panoramic Ocean Sunset Views

Kailua-Kona house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$1,253

Club Wyndham Mauna Loa Village

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Golf within 30mins drive

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Price per night from

$298

**AWESOME OCEAN FRONT 7th FL PENTHOUSE** Kona Ali'i Complex

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$572

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Price per night from

$1,204

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Golf within 30mins drive

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Price per night from

$344

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Golf within 30mins drive

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Price per night from

$344

Club Wyndham Mauna Loa Village 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Golf within 30mins drive

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Price per night from

$287

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

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$242

See, Hear and Smell the Ocean

Kailua-Kona condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$149

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

$400

Kona Reef 2 Bedroom Oceanfront Penthouse

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$636

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

$212

Modern condo with pool, <1mile from the ocean

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 8 minutes

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Price per night from

$230

Kona Beach Bungalows- Two Private Oceanfront Homes on the coast of Kona, Hawaii

Kailua-Kona house

  • 13 bedrooms
  • 9 bathrooms
  • sleeps 22

Match: Golf within 30mins drive

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Price per night from

$5,444

Robertson's Beach House - Kailua Kona

Kailua-Kona house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Kinda Beach House” The house was well supplied for our group of eight. Everyone enjoyed the yard and access to the ocean. The turtles were a special hit. We appreciated the spacious lanai. Great sunset views. Neighborhood and road were busy, but not intrusively so. The downstairs bathroom off the kitchen could use a better privacy curtain.

Match: Golf within 30mins drive

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Price per night from

$1,310

Aloha Hawaiian Beach Condo In The Heart of Kona, Island of Hawaii

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Good rental in the hart of Kona” Well equiped kondo, very clean and perfect located in the hart of Kona. Biggest disadvantage is the small kitchen. The pool is nice and the whirlpool great! Parking can be a problem when you arrive back from a trip after 5pm.

Match: Golf within 30mins drive

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Price per night from

$194

Condo at Magic Sands: Brand New Rental, Top Floor, Ocean Views and Quiet

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Golf within 30mins drive

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Price per night from

$274

Beautiful, Quiet, Grand Ocean View in the cool Mountain above Kona

Kalaoa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Golf within 30mins drive

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Price per night from

$258

Oceanview Beach Villa, 2 bedroom, 2 bath, Sleeps 5

Kailua-Kona villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 58 minutes

Match: Golf within 30mins drive

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Price per night from

$327

2 bdr fully equipped in paradise

Kailua-Kona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Golf within 30mins drive

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Price per night from

$287

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