Captain Cook Rentals

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366 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

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

Blue Marlin Lodge

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$683

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

Kailua-Kona camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$229

Kona Coast Condo

Kailua-Kona condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 33 minutes

Price per night from

$488

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

Kahaluu-Keauhou condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$286

Price per night from

$344

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

Honu Kai Hale - Oceanfront home on Kahalu'u Bay

Kailua-Kona house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$1,031

Modern apartment near Kona town and airport

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$160

Kahaluu Bay Across from Snorkel Beach - Ocean View

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

Price per night from

$1,602

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

PEGGY'S PLACE AT KONA REEF HAWAII

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$172

New Chic Pineapple Condo

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$343

Affordable Oceanfront in Kona - 10 yds from ocean!

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$247

Kona Palm House 3 Bed/2.5 Bath with Pool

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$453

KONA HAWAII GEM

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$251

Magic Sands Retreat dba

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

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. 1 hour 11 minutes

Price per night from

$304

Wyndham Kona Hawaiian Resort (2 bedroom condo)

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$228

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!

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.

Price per night from

$332

2 bdr fully equipped in paradise

Kailua-Kona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$287

Recently Remodeled - KONA REEF- Ocean Front!!!

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$218

Absolute OCEANFRONT on Banyan's Surfing Beach!

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing Beachfront Location! Can't be beat!” We had the pleasure of staying in this beautiful condo in august-September. It was the perfect set-up for our family trip. Our four-year old twin daughters and our mothers joined us and we couldn't have asked for more. It was clean, with a well appointed kitchen, stocked with everything we could possibly ask for. The furnishings were clean and comfortable, the beds and bedding were cozy and clean. The best feature of this venue however is the waterfront lanai. We enjoyed sitting out dining al fresco, watching the ocean views and amazing sunsets over the ocean. The sandy beach below is literally fifty feet away and a perfect place for kids! Our girls absolutely loved the little beach and it was a daily favorite on our agenda. The grands could watch the girls having fun below, without ever leaving the house. We enjoyed grilling out several times on on the waterfront grassy BBQ area. The grills are spotless and maintained and cleaned daily. The grounds were safe and secure. The location is close to downtown Kona, shopping, restaurants and groceries in either direction, not to mention great pit stop for sight seeing locations and beaches. We had a couple of challenges arise during our 11day stay, but the owner took care of things for us and made sure things were made right. The only other concern we had was the humidity in late august, which was sometimes heavy, but with screens open and fans running it was manageable. Over all we loved our vacation and wouldn't change a thing. We'll now also be spoiled to oceanfront accommodations and the sound of the waves beneath our windows. We would recommend this rental, and would return again! Thanks Kathy & Bruce.

Price per night from

$224

“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

Price per night from

$269

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$916

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!!!

Price per night from

$516

Breathtaking Oceanview Paradise at Malulani Green Haven in Kona

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$458

Alii Magic Sands Vacation Rental 3 min walk to Beach

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Perfect little hide away” Janet was super accommodating during our stay. The access to bikes, snorkel gear and an outdoor hose off was great! We rented scooters and found the location to be perfect for both the White Sands Beach and the snorkeling beach. Would definitely stay here again! Thanks for letting us have a late check out too! Saved us the hassle of sweating in the heat waiting for our shuttle!

Responds fast! avg. 27 minutes

Price per night from

$103

Wyndham Kona Hawaiian Resort

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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 31 minutes

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 32 minutes

Price per night from

$228

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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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