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

4.95 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

Guesthouse in Hakalau

4.97 out of 5 average rating, 212 reviews

Oceanfront Gated Estate Retreat - 1 with Horses

Hale Laule'a - Not a Typical Airbnb •Multi-Million Dollar Gated Oceanfront Estate RETREAT- pool, spa four gardens, and Horses •Central location 12 Miles N of Hilo •Private 560sf apartment - 1 Bedroom, full kitchen, living room with pullout couch, desk, and covered lanai dining •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

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.

Superhost

Rental unit in Kailua-Kona

4.87 out of 5 average rating, 282 reviews

Ali'i Tiki Hale in the Heart of Kona!

Beautiful 2nd floor condo in cozy 12 unit complex near town. Pool (completely redone in July 2024), BBQ, great location on Ali'i Drive across from Banyans surf beach. 10 minutes drive from Magic Sands, Kahalu'u Beach and Downtown Kona. 1 bdrm, washer/dryer/dishwasher. 2 A/C units, kitchen, bathroom, shower. Wi-fi, cable/smart TV. King Bed, sofa bed, snorkel gear. Price includes 17.5% hotel/STVR tax. We have all permits to operate as vacation rental including those required by Bill 108.

Guest favorite

Guesthouse in Keaau

4.97 out of 5 average rating, 216 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, 406 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.

Guest favorite

Condo in Kailua-Kona

4.99 out of 5 average rating, 130 reviews

NEW! UNIQUE Top floor Oceanfront Magic Sands Beach

Aloha! Location, Location, Location! + NEWLY Remodelled interior & has A/C! Full remodeling finished in Jan 2022. This unique oceanfront is located on the TOP floor of Kona Magic Sands condominiums. It features A/C, brand NEW stainless steel appliances (Full kitchen & Dish Washer). The honest, elegant and minimal interior design of this space quietly invites in the majestic Pacific Ocean and its breathtaking sunset views. THE VIEW! THE DESIGN!