
Vacation rentals with a pool in Captain Cook
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Captain Cook
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Tiny House Hawaii
The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

Stunning Serene Bali Retreat [Pool/AC/Ocean View]
Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai/Balinese architecture, hand-carved wood, and ample windows and skylights that showcase the beauty of the Big Island. The kitchen/living rooms connect to the owner's retreat via covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys cooler temps than busy downtown while not being far from the action. Solar/Tesla batteries keep power on!

Kahaluu Bay Get-Away
Kahalulu Bay Get-Away is your perfect choice for an authentic, comfortable Hawaiian stay. Perched gently above Kahalulu Bay, you'll enjoy tropical tradewinds, Kona sunsets, the sounds of the surf and the songs of nature. The setting is totally private with ocean views, rock walls, large trees, lush greenery, an archeological site from the 12th century and a pool that is all-day worthy. Come. Relax. Enjoy. You’re in for a treat. Family built, enjoyed for decades and now shared with you...Aloha :)

HAVEN: Poolside Sanctuary with Heavenly Views
HAVEN Where the changing colors of the heavens melt into the sea. This is a place where dreams are born and special moments of your life unfold. Tranquility, privacy, and stunning beauty await you. A masterclass of design in harmony with nature, this exquisite and inspired home beckons you; a salve for body and soul. Whether you are submerged in the saltwater pool or lounging inside one your deluxe bedroom suites, the views will enchant you, providing an ever-changing patina of color & light.

180 degree ocean view, private pool
Family friendly, NON SMOKING PROPERTY has a cottage with a 180 degree ocean view & beautiful pool. Enjoy incredible sunsets from the large deck, outdoor showers in the ginger garden & relaxing evenings in the hot tub. We welcome guests of all Races, religions, and sexual orientation! THERE IS NO LIFEGUARD ON DUTY NO DIVING IN THE POOL PLEASE THE SLIDE IS FEET FIRST ONLY! WE INVITE YOU TO PLEASE READ THROUGH THE FOLLOWING SECTION AS THERE IS OTHER PERTINENT INFORMATION FOR YOU AND YOUR FAMILY

Longboard Studio at Kona Magic Sands Beach
Welcome to LongBoard Studio – Kona’s premier direct oceanfront escape at Magic Sands Beach! This stylish, film-featured studio offers stunning ocean views, a brand-new lanai with teak furniture, and full-width NanaWall doors for seamless indoor-outdoor living. Enjoy a gourmet kitchen, AC, queen bed, in-unit laundry, and the sound of waves at your doorstep. Perfect for relaxing, writing, or watching dolphins & whales from your lanai. Steps to the beach, serenity, and aloha! TA-005-037-8752-01

Ocean Front Corner Condo in Paradise
Tranquil ocean front setting is pure relaxation listening to the waves. Enjoy ocean breezes & expansive views, w/dolphins, whales & gorgeous sunsets from a private corner unit balcony! Step to the beachfront & snooze under a palm tree. BBQs & picnic tables right on the beach. Solar heated saltwater pool. Also a saltwater pool filled by surf crashing in to swim in! Explore tidal pools in front. Walk to restaurants, shops, beaches & snorkeling. Get the trolley next door & ride share bikes close

Updated condo with ocean views & air conditioning
Kick back and relax at this renovated condo with partial ocean views, an oceanfront saltwater pool, and lusciously landscaped grounds. This air-conditioned unit boasts a central location just 1.3 miles from the heart of downtown Kona. Conveniently located between downtown Kona and the world-famous Magic Sands beach, this is the perfect home base to explore everything Hawaii Island has to offer. Enjoy the shared BBQs and private sandy beach area as you soak up Kona's sensational sunsets.

Keauhou Garden - Ocean view - Walk to Harbor
Stunning ocean views, walking distance to the harbor and shopping center. Keauhou Garden is a clean and cozy stay at the heart of Keauhou, one of the best neighborhoods to stay on Big Island. Peaceful and quiet place, yet just a short drive from Kona downtown. A perfect place to unwind and relax while admiring beautiful views of the ocean and the golf course. Keauhou Resort is nestled next to the Kona Country Club, a spectacular public golf course with breath-taking ocean views.

Romantic Sunset Condo Kona Luxe - Steps to Beach!
Welcome to locally owned Hale Hoku o Kahalu'u (The Star of Kahalu'u) in Keauhou-Kona. Stay in the newly renovated "luxe" condo in paradise just steps away from Kahalu'u beach park, Hawaii Island's best for snorkeling and surfing. Enjoy nightly sunsets from your private lanai (patio) in this spacious one bedroom, one bath abode. This is the perfect escape for couples seeking a true sense of Kona with a touch of vintage Hawaii just south of town, and close to all the amenities.

Milolii Whale House With Ocean Views and Pool!
The Whale House is a great home to watch the whales migrate down the Kona Coast in season! The house has 3 private bedrooms and 2 1/2 baths on two levels. The upper (primary level) includes a full service kitchen, two master bedrooms and 1 & 1/2 bathrooms. The lower living area is separate from the main living space, is handicap accessible (See Accessibility Notes) and has a private master bedroom and master bath. The house is perfect for couples or families.

Halia Hale
Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Kona’s beaches, shops, and dining, yet peaceful and secluded—an ideal spot to recharge and enjoy the spirit of Hawai‘i.
Popular amenities for Captain Cook rentals with a pool
House rentals with a pool

South Kona Ocean View Luxury 4+ Br Pool, Sleeps 10

Private Pool - 180° Ocean View - Minutes to Beach

New, Stunning, 3 Bedroom Condo; A/C/Pools/ Hottub

Peaceful Retreat

Walua Oasis 2/2 Private Pool

Tranquil Hawaiian Pineapple Poolhouse with A/C

Papa Belle 3.5 Acre Estate w/Pool, Spa, Epic Views

Tropical Private Oasis, Heated Pool & OceanView!
Condo rentals with a pool

Absolute Oceanfront Property

Just A Few Steps To The Beach

Downtown 1BR Condo AC, Pool, BBQ & Walk to Beach

Inna's Downtown-Walk to Beach and to Supermarket!

The Olena at Keauhou Bay

Kona Getaway at Kahalu'u Bay 2 Bed 2 Bath Condo

Direct Oceanfront - Magic Sands Beach!

☀ Live on the Ocean along Famous Ali'i Drive + ☀
Other vacation rentals with a pool

Holua Resort at Mauna Loa | 1BR King Bed Suite

Luxury 3/3 townhome w/Ocean View Pool Hot tub

Your Island Escape Awaits — Ocean Views Included

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

Reefside Suite at Seaspray Ocean View

Brand NEW Oceanfront Retreat! Steps to Beach!

Ohana With Private Pool & Jacuzzi

Stunning Oceanfront Beach Condo!
Quick stats about vacation rentals with a pool in Captain Cook

Total vacation rentals
Explore 10 vacation rentals in Captain Cook

Nightly prices starting at
Captain Cook vacation rentals start at G$35,572 GYD per night before taxes and fees

Verified guest reviews
Over 740 verified reviews to help you choose

Wi-Fi availability
10 of Captain Cook vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Captain Cook rentals

4.8 Average rating
Captain Cook stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Honolulu Vacation rentals
- Oahu Vacation rentals
- Kauai Vacation rentals
- Island of Hawai'i Vacation rentals
- Waikīkī Beach Vacation rentals
- Kailua-Kona Vacation rentals
- Kona Vacation rentals
- Kihei Vacation rentals
- Kaanapali Vacation rentals
- North Kona Vacation rentals
- Hilo Vacation rentals
- Princeville Vacation rentals
- Condo rentals Captain Cook
- Family-friendly rentals Captain Cook
- Private suite rentals Captain Cook
- Rentals with outdoor seating Captain Cook
- Rentals with a patio Captain Cook
- Rentals with breakfast Captain Cook
- Rentals with a hot tub Captain Cook
- Rentals with beach access Captain Cook
- Rentals with a washer and dryer Captain Cook
- Beachfront rentals Captain Cook
- Apartment rentals Captain Cook
- House rentals Captain Cook
- Pet-friendly rentals Captain Cook
- Rentals with a fire pit Captain Cook
- Rentals with pools Hawaii County
- Rentals with pools Hawaii
- Rentals with pools United States
- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Kona Country Club
- Mauna Lani Beach Club
- Manini'owali Beach
- Makalawena
- Mauna Kea
- Kilauea
- Big Island Retreat
- Spencer Beach Park
- Kaloko-Honokohau Nat'l Hist Park
- Puʻuhonua o Hōnaunau National Historical Park
- Hapuna Beach State Recreation Area
- Magic Sands Beach Park
- Punaluu Black Sand Beach
- Sea Village
- Waialea Beach
- Kua Bay
- Kona Farmer's Market
- Papakōlea Beach
- Volcano House
- Kilauea Lodge Restaurant




