Holiday 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 favourite

Home in Pāhoa

4.93 out of 5 average rating, 373 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.

27 Mar – 3 Apr

$360 SGD per night

Guest favourite

Home in Captain Cook

4.98 out of 5 average rating, 164 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.

23–30 Mar

$246 SGD per night

Guest favourite

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! 🌺🌴

30 Jul – 6 Aug

$151 SGD per night

Guest favourite

Bungalow in Keaau

4.97 out of 5 average rating, 243 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!

24–31 Jul

$235 SGD per night

Guest favourite

Guest suite in Kailua-Kona

4.94 out of 5 average rating, 118 reviews

Hale Hapu'u Island Getaway

Welcome to beautiful Kona. Our home is surrounded by beautiful Hapu'u ferns and natural Hawaiian fauna. Relax in the heated salt water pool, take in the beautiful sunsets, or catch up on sleep in your comfortable king sized bed. The perfect location, ten min from the airport, ten min to downtown Kona, and ten to twenty min from half a dozen beautiful beaches. State of Hawaii requires to collect a 17.25% tax on your room. After booking, we will send you a separate Airbnb request for this tax.

25 Jul – 1 Aug

$175 SGD per night

Guest favourite

Guest house in Keaau

4.95 out of 5 average rating, 154 reviews

Adorable Jungle Retreat Cabin with Pool

You awaken to birdsongs that rival the first spring on earth. A gentle rain falls, casting a silence over the cozy cabin. Do you stay in bed a little longer and soak up this soothing soundtrack of white noise? Or do you wake yourself up with a cup of Hawaiian coffee and an outdoor shower? Or maybe you start your day with a float and yoga. Whether you are looking for a quiet place to get a good night’s rest, a solo escape into nature, or a romantic getaway for your honeymoon, this is the place.

9–16 Jul

$213 SGD per night

Guest favourite

Bungalow in Keaau

4.98 out of 5 average rating, 131 reviews

BananaCabana PrivateOutdoorShowerPoolBotanicalYard

ROMANTIC CABANA in Resort Style Setting in Hawaiian Paradise Park w/ it's own private outdoor shower. A Swimming Pool w/ Sundeck. Fun & Exotic! Semi rural tropical near Hilo, Waterfalls & Volcano! Exclusive just for you! Big Island is where you enjoy Hawaii culture to the fullest! Clean Cabana off to itself very private that is 15 minutes to Carl Smith Beach Park w/ snorkeling, turtles. The property includes exotic fruits, flowers, &palms. Indoor bathroom with Outdoor shower adjacent to suite.

19–26 Sep

$205 SGD per night

Guest favourite

Guest house in Hakalau

4.94 out of 5 average rating, 173 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

17–24 Jul

$229 SGD per night

Guest favourite

Guest suite in Pāhoa

4.98 out of 5 average rating, 153 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.

13–20 Mar

$159 SGD per night

Superhost

Apartment in Pahala

4.9 out of 5 average rating, 417 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.

24–31 Oct

$256 SGD per night

Guest favourite

Guest suite in Papaikou

4.99 out of 5 average rating, 140 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....

7–14 Sep

$281 SGD per night

Guest favourite

Home in Pāhoa

4.94 out of 5 average rating, 508 reviews

Puna Rainforest Retreat Hotspring: Green Bamboo

Studio with oceanview, full kitchen and bathroom, queen size bed, plus small bed for one child or small adult. Perfect for couples. The property offers 1 mile private rainforest trail, pool, steam vents, two steam vent hot springs and private retreat setting surrounded by forest. Owners live on the 20 acre property to make sure everything is perfect. TA-008-365-8240-01

10–17 Dec

$213 SGD per night