Vacation rentals with a pool in Captain Cook

Find and book unique homes with a pool on Airbnb

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 €141 per night before taxes and fees

  • Verified guest reviews

    Over 820 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • 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!

Top-rated rentals with a pool in Captain Cook

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A panoramic view of a lush outdoor space features a vibrant rainbow arching over the landscape. Tropical plants surround a solar heated pool, with lounge chairs positioned nearby. The tranquil setting offers glimpses of the ocean in the background, enhancing the serene atmosphere.
Home in Captain Cook
4.97 out of 5 average rating, 210 reviews

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.

Top guest favorite
A private outdoor space features a pool surrounded by tropical greenery and stone pathways. The two-story home is visible in the background, showcasing a deck with shaded seating. Solar panels are installed on the roof, and the ocean is seen in the distance under a clear sky.
Home in Keauhou
4.97 out of 5 average rating, 123 reviews

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 :)

Top guest favorite
A serene outdoor space features a sparkling turquoise pool and a hot tub, with a stunning sunset in the background. Comfortable seating under an umbrella is arranged nearby, surrounded by lush greenery and palm trees, enhancing the tranquil atmosphere.
Home in Kailua-Kona
4.96 out of 5 average rating, 174 reviews

Private Pool - 180° Ocean View - Minutes to Beach

WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

Guest favorite
An airy living space features large windows showcasing ocean views. A spacious seating area includes two chairs and a comfortable couch. A wooden coffee table is centrally positioned. Natural light fills the room, highlighting the vaulted ceiling and warm wood accents throughout.
Townhouse in Keauhou
4.94 out of 5 average rating, 114 reviews

Reefside Suite at Seaspray Ocean View

Treat yourself to a fabulous ocean view suite. A great place to start your day of adventures on the Big Island. Come home to a dip in the pool and a relaxing night with the sound of waves from Kahaluu Beach Park. Prepare a meal in this fantastic new kitchen with fusion granite that looks like artwork. Enjoy the beach, snorkeling and surfing just across the street or just relax from your lanai & watch surfers catch the waves. YOU'RE COMING TO HAWAII,,,, Choose the Reefside Suite w/Ocean views.

Guest favorite
The pool area is highlighted by a water slide and surrounded by palm trees under a colorful sunset sky. The shimmering water reflects vibrant hues, creating a serene atmosphere. Lounge chairs are positioned nearby, overlooking the expansive view of the ocean and landscape.
Guesthouse in Keauhou
4.88 out of 5 average rating, 162 reviews

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

Top guest favorite
A private lanai is featured with a wooden table and two chairs, overlooking the vibrant blue ocean. Palm trees frame the scene against a clear sky, enhancing the peaceful outdoor setting. Colorful plants in pots add a pop of red to the coastal view.
Condo in Kahaluu-Keauhou
4.93 out of 5 average rating, 246 reviews

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

Top guest favorite
The image captures a panoramic view of a private heated swimming pool surrounded by lush greenery. Lounge chairs are positioned around the pool, and a shaded gazebo adds to the outdoor space. In the background, the vibrant blue ocean stretches under a clear sky.
Home in Holualoa
4.99 out of 5 average rating, 109 reviews

Exceptional Oceanview Home - Pool & Stunning View

Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with AC and a heated pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The home features wide pocket doors that seamlessly expand the living space out to a large balcony (lanai). Relax in your own private oasis swimming pool, lounge in the shade under a poolside gazebo, unwind in your own hot tub! All just minutes from restaurants & shopping.

Top guest favorite
An expansive deck surrounds a saltwater pool, featuring several lounge chairs and umbrellas. The serene ocean view is complemented by a vibrant sunset sky, casting warm colors over the landscape. Soft lighting and the distant horizon enhance the peaceful ambiance of the space.
Home in Holualoa
4.98 out of 5 average rating, 171 reviews

Million Dollar View | Sunsets & Aloha

"The photos don't do this view justice!" That is the most common guest comment. This is a top 5% Airbnb home on the Big Island — and guests keep coming back for the views, the beds, and the aloha spirit Tracy and JD bring to every stay. Wake up to sweeping ocean views with nothing on the agenda but deciding which beach to visit. This beautiful ground-floor suite in Kailua-Kona is your personal slice of Hawaii — breezy, bright, and designed for guests who want comfort without compromise.

Top guest favorite
The spacious home features natural wood accents, a wide balcony, and large windows that reflect the tropical landscape. Surrounding gardens with lush greenery create a serene atmosphere, while a small pond with a waterfall adds a soothing element to the exterior.
Home in Holualoa
4.97 out of 5 average rating, 194 reviews

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 everywhere, and ample windows/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 a quiet atmosphere and cooler temps than busy downtown while not being far from the action.

Guest favorite
An expansive saltwater pool is framed by a wooden deck, offering views of the ocean and colorful sunset skies. Tropical foliage partially obscures the scene, adding a serene touch. The tranquil surroundings invite relaxation and peaceful moments.
Home in Holualoa
4.94 out of 5 average rating, 129 reviews

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 unfold. Tranquility, privacy, and beauty await you. A masterclass of design in harmony with nature, this exquisite 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. Tax ID # TA-110-823-1680-01

Superhost
Vacation home in Captain Cook
4.89 out of 5 average rating, 179 reviews

Pineapple Palace~Stunning Ocean Views~Private Pool

The Pineapple Palace is located on one acre in the quiet rural area of Milolii. The home is near City of Refuge, Punalu'u Bakery, South Point, Pu'uhonua O' Honaunau, The Coffee Belt, and is on the way to Volcanoes National Park. You’ll love my place because of the comfy beds, the high ceilings, the views, the Private Pool, the well stocked kitchen. My place is good for families (with kids) and big groups. NEW FIBER OPTIC HIGH SPEED INTERNET 600 MBPS INSTALLED APRIL 2024.

Top guest favorite
A two-story wooden house is set against a clear blue sky, showcasing a large front porch with stairs leading up to it. The lush landscaping features vibrant tropical plants, and an unobstructed view of the ocean is visible in the background.
Home in Captain Cook
4.97 out of 5 average rating, 185 reviews

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.

Popular amenities for Captain Cook rentals with a pool