Captain Cook Rentals

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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

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!

Price per night from

$166

Romantic S Kona Cottage wth Incredible Oceanview

Captain Cook cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Over the moon” My husband and I stayed at this enchanting cottage for 10 days. I have to say I can not remember a time that we enjoyed ourselves more. Harry was awsome and very informative. The cottage had everything we needed and more. Harry had thought of everything from an Ice chest to snorkeling gear and more which was at our disposal. There were books about the island and maps and even suggestions on restaurants and grocery stores. I honestly can not think of one thing he has forgotten. The location is centrally located which made it easy for us to take a day trip and still be able to make it home before dark. We would definately stay here again and hope to very soon. Thank you Harry and we hope to see you again soon. Samih and Anita from Oklahoma

Price per night from

$148

Ocean Front Luxury Home

Captain Cook house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Price per night from

$567

Island Paradise Walk to Kealakekua Bay to see dolphins

Captain Cook house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$228

Great rentals within 20 miles that match your search

Kona Coast Resort 2 bedroom villa!

Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$520

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

Kailua-Kona house

  • 13 bedrooms
  • 9 bathrooms
  • sleeps 22

Price per night from

$5,482

Modern condo with pool, <1mile from the ocean

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 8 minutes

Price per night from

$231

Luxury Bed Oceanfront Villa with Beach Access and Pool in Kailua-Kona

Kailua-Kona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$2,187

Kona Coast Condo

Kailua-Kona condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 33 minutes

Price per night from

$491

Blue Marlin Lodge

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$687

Ready Rigs: Authentic Hawaiian Adventures & Off-Road Vehicle Rentals

Kailua-Kona camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$230

Lovely ocean view condo walk to downtown and beach

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$288

Hale Hahalua - Serenity and Ocean Views in Kona (now with AC)

Kahaluu-Keauhou condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$287

Price per night from

$493

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

Price per night from

$158

Renovated Kona Mansion infinity pool & ocean views

Kailua-Kona villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 13

Price per night from

$3,447

Waters Edge Hale

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$431

Price per night from

$344

The Light House - King Bed

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$202

Beautiful, ocean-side 3 bedroom condo

Kailua-Kona condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 25 minutes

Price per night from

$344

HALEKII SUNSET: BEAUTIFUL 4 BEDROOM HOME IN LUSH KEALAKEKUA

Kealakekua house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 11

Price per night from

$675

Alii Villas#340 Gorgeous Top floor Condo, Ocean Views, Nice Updates!

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great place for a great price” For the price, and for pretty low maintenance people like myself, this was a great place to stay! It seems like all the points made in negative reviews were fixed or either posted by people who had too high of expectations

Price per night from

$250

KKSR#1202 DIRECT OCEANFRONT, 2ND FLOOR, REMODELED!, AMAZING VIEWS

Kahaluu-Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$600

KKSR#36 SPACIOUS, 3 BED TOWNHOME, SLEEPS 8!!! AIR CONDITIONING!!!!

Kailua-Kona apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$450

Price per night from

$600

CheCa Hale: Gorgeous Top Floor Corner Unit, With AC

Kahaluu-Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$575

Kona Isle B31 Top Floor, Oceanview, & AC!!!

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“First time in Kona” The property was a bit older than I had anticipated, but in good shape; I was hoping I would have had a room with a complete ocean view, which I belive I had requested

Price per night from

$250

Kona Isle E23 DIRECT OCEAN FRONT, Wifi, 2nd floor, Gorgeous 1/1

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Happy. Vacation” Ronald is an owner of C 23. A full time resident. The rental was for my family and they were very happy with everything. I would not recommend C24 to my friends because the owner could change her mind and not honor the dates.

Price per night from

$300

KKSR5203 DIRECT OCEANFRONT, 2ND FLOOR, SPECTACULAR REMODEL, ONE OF THE BEST!

Kahaluu-Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$450

KKSR2204 DIRECT OCEANFRONT CORNER UNIT!!! 2nd Floor, Wifi, BREATHTAKING VIEW!

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Repeat stay” We had stayed in the same unit last year and I was please to see that there was some updating that had been done. I would suggest that the bathroom with the standing only shower be checked as the water was leaking from both handles while on.

Price per night from

$500

KKSR#185 DIRECT OCEANFRONT TOWNHOME! NEWLY REMODELED!

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$350

“Kona townhouse” Great location...just need a little more of supply esp dish soap...otherwise the place is great...well supplied...Enjoyed the visit and the stay. It needs to have a big recycle bin next the trash bin...the only recycle bin we found is next to the pool/office. Also the property needs some upgrade...the window blinds at the other room is broken... bathtub upstairs needs more cleaning...sort of dirty... but downstairs shower is accessible and clean.

Price per night from

$430

Price per night from

$500

Price per night from

$450

Turtle Rock - Ocean Front Cottage with pool

Keauhou house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Just what we were looking for!” Turtle Rock was perfect for our family of four, you couldn't ask for a better location! It's close to town if your looking to partake in some of the shopping, restaurants and excursions that Kailua has to offer, but far enough to relax and enjoy the beauty of the Big Island. The pool was clean and refreshing, the kitchen was fully stocked with pots and pans, plates, utensils, and the BBQ came in quite handy. Outdoor furniture was comfortable for watching the sunset, surfers and sea life that flourished right under you! Geckos were out and about but not overwhelming. We did run into a few bugs and insects, but nothing that would keep us from coming back. The place could use a little maintenance but overall seemed well taken care of for being so close to the ocean. It was also a little warm because there is no air conditioning but opening all of the doors cooled off the place quickly. The snorkeling down the road and even right out from the house was amazing, better than our excursion snorkeling by far!! We saw turtles and tons of fish, it can get a little sketchy near the rocks so be careful. Basically we would go back in a heartbeat! A big mahalo to the owners for sharing their piece of heaven with the rest of us :)

Price per night from

$1,600

Casa De Emdeko# 323 1/1 Remodeled ,Top Floor, Oceanview, AC, Elevators!

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$250

NEW! Quiet Ocean-view 1st floor | Patio | Pool

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$375

Viewing 38 of 366
rentals in Captain Cook

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Top Destination reviews

Romantic S Kona Cottage wth Incredible Oceanview
Breathtaking Oceanviews from Makalani Cottage!

"Breathtaking Oceanviews from Makalani Cottage!” Makalani Cottage in Captain Cook is a truly authentic Hawaii experience with breathtaking views of the ocean! Harry was such a wonderful host and was very thorough with the booking process, he definitely made everything very easy, fast & pleasant. Once we arrived in Kailua Kona, we hopped into our car rental and headed from Kona airport to Makalani Cottage with very detail directions provided to us by Harry. We pulled up into the driveway and down a hill into Harry's beautifully kept property. We right away noticed all the flora and fauna throughout and immediately had that WOW moment when we saw the two beach chairs overlooking the big, beautiful ocean! The cottage is very tastefully decorated, with beautiful furniture and all the amenities you need to make your stay the best you could ever ask for. Harry greeted us with a beautiful welcoming note and an Island bouquet which was such a nice gesture to walk into. The kitchen is fully equipped, and it had everything we needed to make tasty meals. It was so much fun exprimenting with The Big Islands amazing organic fruits and veggies locally grown by farmers on the Island. We created some culinary favorites, surrounded by nature and geckos all around. The cottage was my dream come true it almost felt like I was in a treehouse! We thoroughly felt renewed and refreshed with a good nights rest on the big beautiful bed that was insect proof! Please note don't forget your bug spray there are mosquitos in Hawaii and you will need some. My boyfriend and I also loved the outdoor shower overlooking the coffee trees growing on property, it was a pleasure taking a hot bath in nature. Last but not least Harry ace'd it with the meditation room which has a swing overlooking the ocean and an extra little bed! The whole experience was a truly unique experience that steers you away from the tourist areas where you can truly get a feel of the real Hawaii. Harry suggested we go to the Punalu'u bakery which had amazing Malasadas, he also gave us endless suggestions on beaches and sites that were truly amazing. The cottage is well appointed and the drive to the Volcanos National Park & Hilo was very pleasant since you really don't feel the time because your intaking picturesque views. Thank you Harry for such a wonderful experience and for being an amazing host! We will be back soon to enjoy your piece of heaven again! It was such a pleasure to meet somebody from AII :) !!!! … see more
Look No Further - HALE NAI`A Kealakekua Bay
Beautiful

My wife and I stayed here with our 2 children (18 and 10) and had a wonderful time. The accommodation was excellent and we all loved the outdoor shower. The outdoor kitchen is great; we never actually used the inside kitchen. The 2 hosts: Janice and Rusty, are lovely people and cannot do enough to help out with anything. The water temp and clarity is amazing with 30m visibility most days. We snorkelled and kayaked with dolphins and got pretty close to humpback whales, which we saw everyday. If you go to the Big Island and want to spend your time with 3000 people beside you (did that in Waikiki), by all means go to the Hilton Waikoloa, a couple of hours nth of here. If you want to spend your time with a lot less people and enjoy a beautiful part of the world, stay here, you won't be sorry. Thanks Janice and Rusty. … see more
Charming Tropical Hideaway, Pool, Hot Tub, Snorkel
Paradise Found

This was a perfect space for a relaxing vacation. I stayed for six nights, and could have stayed longer. Five to ten minute drive to three of the best beaches south of Kona. The space is charming, cozy and comfortable. The bedroom/living room has screens for walls, so it's like sleeping outside and camping, but in a comfy bed and a view of the ocean. The outdoor shower has a great view of sunsets, and the hot tub makes for a relaxing nightcap. Full kitchen facilities and snorkel and beach equipment available too. Kathy took me on a swim with the dolphins, which was wonderful, and she and groundskeeper Ivy were very responsive to questions. … see more

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