Vacation rentals with a pool in Hawaii County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hawaii County

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, 403 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 Pāhoa

4.95 out of 5 average rating, 525 reviews

Puna Rainforest Retreat Hotspring: Green Bamboo

In a private retreat, this studio offers an idyllic escape with stunning ocean views. A full kitchen and bathroom with a queen-size bed for couples and additional small bed for a child or a small adult. This space is perfect for a romantic getaway or family vacation. Explore the one mile private rainforest trail, unwind in the pool, or experience the unique steam vent hot springs. The owner resides on the 20-acre property to address any needs that may arise during your stay. TA-008-365-8240-01

Guest favorite

Condo in Kailua-Kona

4.91 out of 5 average rating, 116 reviews

True Oceanfront, Top-Floor, Downtown, A/C, Parking

Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a boutique complex, meaning no noise from the street or guests above. After a busy day at the beach and a night on the town, you'll appreciate the peace and quiet of your own space with only the sound of the ocean to lull you to sleep.

Guest favorite

Home in Kailua-Kona

4.94 out of 5 average rating, 103 reviews

Tropical Private Oasis, Heated Pool & OceanView!

3 bedroom/2.5 bath, Sleeps 8 with Private Solar Heated Pool with Waterfall, Lanai, Gazebo with Ocean View, Tropical Yard. 5 min to downtown Kona along the water. This "model home" sits in a gated community of Kahakai with breathtaking views. It has all upgrades throughout the house for ultimate luxury. A pathway on this 1/2 acre plus property leads to an elevated private gazebo for that amazing romantic evening dinner or relaxing with your special one while looking at an amazing ocean view.

Guest favorite

Guesthouse in Hakalau

4.94 out of 5 average rating, 194 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

Guesthouse in Keaau

4.97 out of 5 average rating, 215 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

4.89 out of 5 average rating, 437 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

Home in Kailua-Kona

4.95 out of 5 average rating, 152 reviews

Private Pool - 180° Ocean View - Minutes to Beach

This is real Hawaii (except we have fast reliable Wi Fi). Located at 900 ft. elevation, 4 miles to the center of town where there are many restaurants to choose from and just minutes to the nearest beach where the sea turtles are sunning themselves on the shore. This is on one acre in Kona's safest and most desirable neighborhoods. It is the downstairs of a large home where I live quietly upstairs. You share nothing, the pool and spa are yours exclusively while you are here.

Guest favorite

Condo in Kailua-Kona

4.9 out of 5 average rating, 408 reviews

Plantation Hale

Step back in time to old Hawai'i at our Plantation Hale, located just steps from the beautiful beaches and shoreline of Ali’i drive where you'll discover all the best restaurants and shopping in Kona. Ever wonder what it might have been like to live back in the days when sugarcane was king, and everybody had a ukulele? Not only will you be delighted inside, but the atmosphere at Kona Islander, with all of its beautiful landscaping and meandering pathways, is just as enchanting.

Guest favorite

Guesthouse in Pāhoa

5 out of 5 average rating, 108 reviews

Kehena Beach Loft

No cleaning fee! Beautiful space across street from serene black sand beach. One hour from Volcano National Park. Take it easy at this unique and tranquil getaway. Kehena Beach loft is part of an one acre luxury estate. You will have your own private separate corner of property, you wont see another person. We are remote, tranquil, one with nature. A great place to unplug, listen and watch ocean waves come ashore. Near several local markets , black sand beach.

Guest favorite

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 405 reviews

Kona-Amazing sunset, Ocean/POOL/AC/Great loc

We look forward to welcoming you to our property in the beautiful neighborhood of Kona Palisades. Centrally located in the heart of the Gold Coast of Kona. Less than 8 min away from Kona Airport,15 min away from Kua Bay and Kona Alii Dr.! We are located at 1,150 feet above sea level, this elevation is perfect for escaping the heat of downtown and cooling off after a day at the beach. Awaken to singing birds as the sun slowly rises over the Kona coastline.

Superhost

Condo in Kailua-Kona

4.88 out of 5 average rating, 191 reviews

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

Located on Kona's main strip, Alii drive, this unit gives you a million dollar view in a luxurious, well-appointed setting. Take in the magic of the island, all from your oceanfront lanai. Watch sea turtles sun bathe in the tidal pool below or look out for whales and dolphins (in season) dancing in the turquoise water. Watch the surfers on the world-famous Banyans Surf break during the day and enjoy stunning sunsets at dusk.