Vacation rentals with a pool in Island of Hawai'i

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Island of Hawai'i

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

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Guest favorite

Home in Pāhoa

4.93 out of 5 average rating, 371 reviews

Romantic Dodecagon Retreat Near a Black Sand Beach

Feel the tropical vibe as sunlight pours into a fun and unique 12-sided home with a central dome skylight and vaulted ceilings. Casual, stylish furnishings, playful textiles, beautiful Balinese hardwood floors, a well-appointed kitchen and a deep, jetted tub with an oversized rain-showerhead create an inviting interior. Outside is the irresistible allure of your own private pool surrounded by lush greenery made complete with a soothing outdoor shower. Enjoy exotic flowers, fruit trees, native plants, and a beautiful lava-rock wall landscaped to give you complete privacy. Close to Kehena Beach! The unique 12-sided architecture includes high-pitched ceilings, Balinese hardwood floors, interior cedar siding w/ Redwood rafters, four screened doors and several screened windows and two Haiku ceiling fans to offer plenty of air-flow and natural light. A large dome skylight offers views of palm trees during the day and the stars at night. With a beautiful, fully-outfitted kitchen that includes spacious, granite countertops, a six-burner gas stove, oven, large refrigerator and a central island, there is plenty of room to prepare meals and to entertain. The well-appointed furniture includes a comfortable day bed, an over-sized, cozy papasan, a custom, artisanal desk, and an organic latex queen-sized bed with 100% cotton, high-thread count sheets. Pool, outdoor shower, and laundry facilities. Dr. Bronner's Liquid Soap, Shikai Shampoo and Conditioner provided. Indoor jet-tub with oversized, rain-type shower-head. Manager (not on property) is available for assistance nearby. Pool guy comes every four days, Mondays & Thursdays around 3pm to maintain pool (will give advance notice). ‘Mahalo Kai’ is immaculately landscaped and surrounded by coconut, mango, ‘soursop’, avocado, papaya, and banana trees. ‘Kehena’ Beach, located just 2 blocks away, is a beautiful black-sand (clothing-optional) beach and is ideal for sunbathing, exploring, picnics, swimming, and body-surfing. Activities include the fun-filled Wed. Night Market at Uncle Robert’s in Kalapana, nearby Farmer's Markets and driving or biking the gorgeous "Red Road": one of THE most scenic coastal roads in the world! There is an island bus. A rental car is recommended. The pool is a 30-foot (10m) round pool with an average depth of 4 feet (1.3m) and, while temperatures can vary depending on weather, it has an average temperature of 82°F (27.8°C). It is typically warmer in the Summer months and a touch cooler in the Winter months. It is tended every three to four days by our pool caretaker. Sorry, but we do not offer a dishwasher for guest use. Please note that cell phone reception tends to be weak at our home but the WiFi is excellent and there is a landline (you will need a calling card for long distance calls.) Mahalo Kai is just a block from the black sand Kehena Beach and 5 miles from a brand new black sand beach. The natural surroundings feature coconut trees, coffee, tropical fruit, and exotic flowers. Activities include bike trails and a night market.

Guest favorite

Home in Captain Cook

4.98 out of 5 average rating, 163 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.

Guest favorite

Place to stay in Pāhoa

4.94 out of 5 average rating, 108 reviews

TROPICAL GARDEN OASIS

8 minutes from shopping & restaurants in historic Pahoa, enjoy the setting of this romantic spot in nature. A sweet getaway surrounded by lush tropical landscaping. Fall asleep to the Milky Way & nature sounds. Your private cabin has a comfy queen size bed & tropical decor. Take a dip in a deep azure pool with a cabana & Bali gazebo. A sexy out door shower built for two has an open view to the garden & is adjoining a private seating area w a lily & koi pond. BLISS! 🌸🌈INSTABOOK TODAY! 🌺🌴

Guest favorite

Bungalow in Keaau

4.97 out of 5 average rating, 242 reviews

AlohaOhana ~ Resort Style, Pool, Botanical Garden!

VOLCANO, AKAKA WATERFALLS, Snorkeling! Come splash around in the Pool @Hawaiian Paradise Park *Botanical Yard! Home off to itself. Centrally located! Hawaii experience! This is a cozy and clean Ohana! *Close to Hilo on Hawaii's Big Island w/ access to restaurants, snorkeling, waterfalls & more. A 40 min drive to Kilauea Volcano National Park or Mauna Kea. 15 min to Carl Smith beach for snorkeling.**TV, fridge w/freezer, gas BBQ, skillet, Krupp's coffee or French Press! We have a friendly kitty!

Guest favorite

Guest suite in Hōlualoa

4.9 out of 5 average rating, 335 reviews

Monkey Pod Villa- Guest Suite w/ Pool & Patio

Perched on the cool hillside above Kona, escape to this private retreat on a country estate. Located off the beaten path and away from tourist areas but a 7 mile scenic drive to town & pristine beaches. Awaken from a peaceful night’s sleep to a symphony of the island’s delightful birds. Enjoy a cup of coffee on the garden patio under the shade of a majestic monkey pod tree. After a day of Big Island adventures, unwind with a dip in the sparkling pool and savor the breathtaking Hawaiian sunset.

Superhost

Condo in Kailua-Kona

4.84 out of 5 average rating, 538 reviews

Kona Islander Inn #135

Our studio condo is in the heart of Kona town, on Ali'i Drive, right across the street from the ocean. An easy location if you are looking to walk to many of Kona's best restaurants, snorkel at the nearby pier, or join a manta ray night dive and only 15 minutes from the airport. Our place has great ambiance, the outdoor area, pool and hot tub are stunning, surrounded by tiki torches every evening. Our place is good for couples and small families. One queen bed and a queen pull out sofa-bed.

Guest favorite

Guesthouse in Hakalau

4.94 out of 5 average rating, 172 reviews

Oceanfront Gated Estate Retreat - 2 with Horses

Hale Laule'a - Not a Typical Airbnb •Multi-Million Dollar Gated Oceanfront Estate RETREAT- pool, spa, four gardens and Horses •Located 12 Miles N of Hilo •Private 630sf apartment - 1 Bed, kitchen, living room, pull out couch, desk, luxurious bathroom and ocean front garden. •Parking , TV, WIFI, A/C, laundry •Multiple inhouse experiences available to help you recharge and relax •3 night minimum; Week-long programs available •Horses, Dogs, and other animals on property •No Children under 12

Guest favorite

Guest suite in Pāhoa

4.98 out of 5 average rating, 151 reviews

Hale Malama 'Ohana

Unique 850 sqft one bedroom Ohana with ocean views, vaulted ceilings, full kitchen, private lanai, saltwater pool w gazebo, nestled in a stunning 3 acre estate. This ohana has a special history as it was formerly Sea West Studios, a world class recording studio that served Hawaii's premier artists (Crosby Stills & Nash recorded vocals here) who preferred to record in this incredibly peaceful atmosphere. Pele spared this oasis during the 2018 eruption, saving it for your special experience.

Guest favorite

Guesthouse in Keaau

4.97 out of 5 average rating, 184 reviews

Magical Jungle Cabin with Pool

Nestled in a lush guava tree grove, this tropical sanctuary offers the nature sounds of camping with the comforts of a cozy bungalow. Perfect for a couple's getaway, a personal retreat, or a peaceful place to retire to after a full day of exploring. Wake up with an outdoor rainfall shower, soak up the Hawaiian sunshine while you float in the pool, grill locally caught fish in the kitchenette pavilion (hot plate and BBQ), and stargaze some of the darkest night skies. Primary residence.

Superhost

Condo in Pahala

4.9 out of 5 average rating, 414 reviews

'Âlani Punalu'u Black Sand Beach oceanview retreat

Serene, remote, zen retreat in one of Hawaii's most scenic places: K’au region at Punalu'u Black Sand Beach. It’s a short 1/3 mile walk to the beach, crashing waves, palm trees & flowers, amazing mountain and ocean views, in the countryside of macademia nut & coffee farms. Incredible dark sky with countless stars. A gorgeous 30 minute drive to Volcanoes National Park. Far removed from the hustle of city life, welcome to the most remote inhabited place on the edge of the universe.

Guest favorite

Guest suite in Papaikou

4.99 out of 5 average rating, 139 reviews

Puumoi Ocean View Hideaway

Puumoi ocean view hideaway is a colorful and comfy one bedroom accommodation that boasts some of the best sunrise views on Hamakua coast. The bedroom has a cheerful feel and the King sized bed is set up for a restful sleep. The bathroom is airy and brightly decorated with hues of blue. A country cozy kitchen is simplified for your use. A fold out sofa is available in the the sitting area as well for extra guests. Come enjoy a bit of Hawaiian country....

Guest favorite

Apartment in Kailua-Kona

4.96 out of 5 average rating, 225 reviews

KJ's Place, in the heart of the city.

We would like to welcome you to your "home away from home" on the beautiful Big Island! Relax in this stunning, remodeled Kona Ali'i condominium and experience clean, luxurious accomodations in the heart of the city. From here you are within walking distance of all Kona has to offer; from restaurants and shops, to swimming, the Ironman Village (in Oct) & the Christmas Parade (in Dec). We hope you enjoy your stay!