
Holiday rentals in Captain Cook
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Top-rated holiday rentals in Captain Cook
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Tranquil Retreat – Sweeping Ocean View Studio
Wake up to stunning ocean views in this peaceful, modern studio in the southernmost town in the USA. Perfect for those seeking serenity away from the crowds, this private retreat offers a king-size bed, leather sofa, air conditioning & washer/dryer. Enjoy outdoor living with a spacious covered lanai, gas fire pit, and dining area. Cook with ease using the BBQ, hot plate, toaster oven, & more. Enjoy fast Wi-Fi, smart TV, beach gear, and all the essentials for a relaxing stay. TA-086-495-2832-01

The Flower Bed
Welcome to The Flower Bed, a greenhouse cabin on the slopes of Mauna Loa, Big Island with everything you need for a great vacation. Relax on the outdoor patio, cozy up with a book on the loveseat, enjoy the rainfall shower. Gaze at the amazing stars and be lulled to sleep by evening nature sounds. Awake to birds in song and morning sun filtering through the window. Sample an edible flower, use a pinch of lavender for calm, and enjoy peekaboo ocean views. You won’t regret staying several nights!

Zen Sanctuary, Jungle Vibes on Mountainside
Beautiful, peaceful, jungle vibes, surrounded by nature, 15 min from the center of Kona, up on the mountainside, lush lot w/ fruit and mac nut trees! The ADULTS-ONLY space has an open floorplan, with high ceilings and lots of room. Luxury memory foam King bed, two front lanais, nice Weber grill, big Samsung TV with cable, Wifi, shared washer and dryer, and a great kitchen with all the amenities. Also: beach towels, chairs, cooler, & umbrella! This Private space is the largest unit of the home.

Garden Cottage Ohana
Welcome to your small slice of paradise! Newly redone kitchen, LR, and bathroom! The garden cottage is surrounded on three sides by dense forest. Enjoy coffee and sunsets on your private porch overlooking our tropical fruit farm, the ocean, and stargazing skies. Birds singing, a chorus of frogs, and a wild rooster’s crow are just some of the “sounds of the jungle” that will surround you. The cottage sits between two beautiful bays that host some of the best snorkeling of the Hawaiian Islands.

Romantic cottage Big Island coffee farm retreat
ENJOY SPECTACULAR VIEWS OF KEALAKEKUA BAY!! The newly built Coffee Cottage is nestled on our small coffee farm, a very romantic vacation spot! Big lanai and outdoor kitchenette for open air living with gorgeous sunsets over the ocean. Stretch out in the California king bed and check out that view! Black out curtains add to your sleeping comfort. Nearby are many attractions, amazing snorkeling and hiking, a grocery & hardware store. We look forward to sharing our slice of paradise!!

Kealakekua Bay Bali Cottage -steps from Bay
This hidden jewel is at Kealakekua Bay. Private setting in our lower backyard. Walk to nearby Manini Beach. We are located 4 miles down at the bottom of Napoopoo Rd Fully equipped outdoor kitchen. Gas stove, under counter refrigerator/freezer. Living/Dining area and bedroom/vanity area enclosed with open area at roofline where a large ficus tree limb goes through. Outdoor shower/ wc area. Very Private. Daily pricing includes Hawaili State taxes, 10.25% TAT and 4.25% GE .

Love Kona farm life *Superstar Truss Cabin!
If you like nature and animals, come and enjoy our hobby farm! It's glamping in a tiny house with the incredible view. (It is a farm, not a hotel) The loft bed with ladder as picture shown. Screened/no windows so you can enjoy breeze and view. Cute living room and big shower/restroom down stairs. Patio with outdoor grill and sink. Beautiful sunset and infinity sea/sky line from the bedroom. Galaxy and shooting stars at the night. About 20mins from many beaches, and downtown.

Kona Paradise Sunset Homebase
Enjoy epic sunset views over the ocean while surrounded by lush jungle foliage. The scent of plumeria and the gentle calls of tropical birds will never let you forget you're in paradise. While you're here you'll be a stone's throw from many wonderful places to snorkel, as well as Place of Refuge National Park. This is a terrific base camp to explore Volcanoes National Park, Mauna Kea Observatories, the most southern point of the U.S., a black sand Beach and much more!

Private Cottage on coffee farm, Ocean-Sunset View
Ocean-sunset views from private cottage in coffee field. Cottage is next to our plant nursery on our private country road. Located above world-famous Kealakekua Bay, the cottage is surrounded by coffee, macadamia nut, palm and avocado trees..this is our Hog Wild Homestead. Studio Cottage is used as pickers quarters during harvest season. Brand new queen mattress, full fridge, microwave, toaster oven, skillet, sink, private semi-outdoor shower, dimmable lighting

Ancient Trail Ohana
Newly renovated 1 bedroom apartment with beautiful ocean view off private lanai. Located in South Kona on 2 lush acres including many tropical fruit trees. Rural setting but 10 minutes to restaurants, farmers market and shopping. Short drive to amazing Kealakekua Bay and Two Step perfect for snorkeling, kayaking and stand up paddling. Easy day trip to Kilauea volcano. Our spacious unit has a king sized bed, large bathroom and full kitchen.

SWELL: Romantic Gem w/Sweeping Coastline Views
SWELL: A Haven for Sea Lovers Modern charm meets vintage ease in this dreamy hideaway for those drawn to the ocean’s pull. Lounge in the Bamboo Wave Bed, curl up on the sofa, or sway in the hammock—always in view of where ocean meets sky. We clean with UV light, antibacterial products, and care—so your stay is spotless, safe, and serene.

Enchanting Eco-Hideaway: Bohemian Retreat
~ Open-Air Living on a lush mango farm ~ 1 mile from best snorkeling in Kealakekua Bay ~ King bed, hammock, fully-equipped kitchen, BBQ ~ Unique Balinese Bohemian Treehouse style ~ Indoor-Outdoor, Open-Air, Nature-Based Experience ~ 180° views from the Master Bedroom (screened in) ~ Private outdoor shower surrounded by Plumerias
Popular amenities for Captain Cook holiday rentals
Other great holiday rentals in Captain Cook

Farm style tiny house in beautiful Captain Cook.

Magical stay w oceanview | shared kitchen & bath

Unique Private Suite, Million Dollar View

All About The View!

Cozy jungle 2-bedroom cabin (TA-154-746-2656-01)

1BR, 1Bath, Full Kitchen, Guest Suite

Hoku Hale on Wings of Aloha

Hale's Oasis
Quick stats about holiday rentals in Captain Cook
Total rentals
160 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
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- Hapuna Beach
- Mauna Lani, Auberge Resorts Collection
- Mahana Beach
- Four Seasons Resort Hualalai
- Kaunaoa Beach
- Kohanaiki Private Club Community
- Mauna Kea Golf Course
- Ke‘EI Beach
- Waikōloa Beach
- Papakolea Beach
- Mauna Lani Golf
- Volcano Golf and Country Club
- Waikoloa Beach Golf Course
- 49 Black Sand Beach
- Hapuna Golf Course
- Kona Country Club
- Kona Dog Beach
- Nanea Golf Club
- Kuki’o Golf & Beach Club
- Kealakekua Bay State Historical Park
- Makalawena Beach
- Mauumae Beach
- ʻAlula Beach
- Honokohau Beach