
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.

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.

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.

Aloha Paradise! Remodeled with A/C & Ocean View!
Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

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 tubs. The owner resides on the 20-acre property to address any needs that may arise during your stay. TA-008-365-8240-01

Bungalow Bliss Ocean & Pool View
Your home away from home after exploring the island’s many beaches, coffee farms, snorkeling/diving spots, & downtown Kailua-Kona! Sun-kissed ocean & pool views await you in this cozy, stylish space. A perfect budget-friendly, clean, cool place to rest between your island adventures! Located near downtown Kailua-Kona and 500 ft above sea level, this property offers cooler temperatures and breezes that delight guests. This suite best fits solo travelers or couples who like to be cozy!

Stunning Serene Bali Retreat [Pool/AC/Ocean View]
Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai and Balinese architecture, hand-carved wood, and ample windows and skylights that showcase the beauty of the Big Island. The kitchen/living room connect to the owner's retreat via a covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a cooler temps than busy downtown while not being far from the action. Owner-hosted by locals!

Oceanfront Gem, Walk to Beach/Town, AC, Elevator
Right-on-the-ocean, newly renovated, spacious, upscale condo in a gated boutique complex. Unbelievable views from the lanai, living room and bedroom. Close to everything! 1-2 blocks to Honl's beach, farmers market, restaurants, bars, and shops in Kailua Village. New king bed and queen sleeper sofa with memory foam mattress for up to 4 guests. Heated, ocean-front salt water pool with outdoor shower and community BBQ. Quiet; no noise from Ali'i Drive. Reserved parking spot. A/C. Elevator.

Updated condo with ocean views & air conditioning
Kick back and relax at this renovated condo with partial ocean views, an oceanfront saltwater pool, and lusciously landscaped grounds. This air-conditioned unit boasts a central location just 1.3 miles from the heart of downtown Kona. Conveniently located between downtown Kona and the world-famous Magic Sands beach, this is the perfect home base to explore everything Hawaii Island has to offer. Enjoy the shared BBQs and private sandy beach area as you soak up Kona's sensational sunsets.

Suite Magic Sands Beach
Save money & time! Ho'omalu located just off of Alii drive "Ironman Route" is only an 11 minute walk to magic sands beach and many more hot spots. In a private and tranquil gated community this modern day Villa awaits where sophistication meets relaxed Hawaiian living. The inviting pool enveloped with mature tropical landscaping is the centerpiece to this compound and features upscale finishes and flooring. The apartment is on the second level. Ask about our car rental fleet discounts.

Oceanfront Estate Retreat 1 - Carriage w/ Horses
Experience unmatched luxury in a one-bedroom apartment of a world class, $10+M gated oceanfront estate perched on a dramatic cliff edge with a pool. Wake up to breathtaking sunrises, panoramic ocean views in your spacious apartment that features a private lanai, separate living and sleeping rooms, full kitchen, bathroom with walk-in rainfall shower, bidet, and custom furnishings. This property offers privacy, elegance, and stunning surroundings for singles, couples, or honeymooners.

Keauhou Garden - Ocean view - Walk to Harbor
Stunning ocean views, walking distance to the harbor and shopping center. Keauhou Garden is a clean and cozy stay at the heart of Keauhou, one of the best neighborhoods to stay on Big Island. Peaceful and quiet place, yet just a short drive from Kona downtown. A perfect place to unwind and relax while admiring beautiful views of the ocean and the golf course. Keauhou Resort is nestled next to the Kona Country Club, a spectacular public golf course with breath-taking ocean views.

1-Bedroom Suite with Private Pool and Garden Lanai
🌬AC included in price! ☀️We invite you to stay with us at our peaceful 1-bedroom studio `ohana unit in the heart of Kailua-Kona, Hawai`i. We offer a private bathroom, kitchenette, and coffee station to fulfill your traveling and exploring needs. 💦Or stay in and hang out poolside by your own private pool that comes with a comfy seating area, lounge chairs, and a grill. 🌿Whatever you choose, we hope to create a relaxing environment for you to unwind and feel at home.
Popular amenities for Hawaii County rentals with a pool
House rentals with a pool

Mollie’s Paradise Resort Home & Private Pool

Exceptional Oceanview Home - Pool & Stunning View

Beautiful home with pool, on Kaloli Point

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Steps to Beach

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC

HAVEN: Poolside Sanctuary with Heavenly Views

Milolii Whale House With Ocean Views and Pool!
Condo rentals with a pool

Modern Suite-Polynesian Retreat

Enjoy lush tropical lifestyle in Waikoloa Resort

Condo with A/C, Pool, Spa & Golf Course Views

Inna's Downtown-Walk to Beach and to Supermarket!

Comfortable and cozy condo; great views from lanai

Kailani Hawaii-Modern Studio, feels like home

Lovely 1 Bedroom Condo with Ocean Views, AC, Pool!

Ali'i Dr w/ Ocean Sunsets next to Farmer's Market
Other vacation rentals with a pool

Just A Few Steps To The Beach

1 BR condo steps from Kona's premier surf break

The Olena at Keauhou Bay

Brand NEW Oceanfront Retreat! Steps to Beach!

O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman

Hawaii Retreat with Beautiful Ocean View and AC

Beautiful Ocean Views, Air Conditioning, Elevator

Seaside Chic OceanFront @ Kona's Sea Village
Destinations to explore
- Hotel rooms Hawaii County
- Boutique hotels Hawaii County
- Beachfront rentals Hawaii County
- House rentals Hawaii County
- Townhouse rentals Hawaii County
- Rentals with a sauna Hawaii County
- Rentals with a washer and dryer Hawaii County
- Rentals with a fire pit Hawaii County
- Rentals with lake access Hawaii County
- Luxury rentals Hawaii County
- Rentals with a kayak Hawaii County
- Family-friendly rentals Hawaii County
- Beach condo rentals Hawaii County
- Rentals with an accessible height toilet Hawaii County
- Condo rentals Hawaii County
- Vacation home rentals Hawaii County
- Loft rentals Hawaii County
- Waterfront rentals Hawaii County
- Villa rentals Hawaii County
- Rentals with a hot tub Hawaii County
- Rentals with outdoor seating Hawaii County
- Guesthouse rentals Hawaii County
- Rentals with a fireplace Hawaii County
- Rentals with a patio Hawaii County
- Beach house rentals Hawaii County
- Rentals with breakfast Hawaii County
- Smoking-friendly rentals Hawaii County
- Fitness-friendly rentals Hawaii County
- Rentals with a beach view Hawaii County
- Rentals with an EV charger Hawaii County
- Farmstay rentals Hawaii County
- Pet-friendly rentals Hawaii County
- Tiny house rentals Hawaii County
- Apartment rentals Hawaii County
- Cottage rentals Hawaii County
- Rentals with a home theater Hawaii County
- Treehouse rentals Hawaii County
- Serviced apartment rentals Hawaii County
- Cabin rentals Hawaii County
- Nature eco lodge rentals Hawaii County
- Resort rentals Hawaii County
- Bed and breakfasts Hawaii County
- Private suite rentals Hawaii County
- Rentals with beach access Hawaii County
- Rentals with pools Hawaii
- Rentals with pools United States
- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Papakōlea Beach
- Carlsmith Beach Park
- Kona Country Club
- Makalawena
- Lava Tree State Monument
- Honoli'i Beach Park
- Kilauea
- Mauna Kea
- Spencer Beach Park
- Rainbow Falls
- Punaluu Black Sand Beach
- Kilauea Lodge Restaurant
- Mauna Lani Beach Club
- Manini'owali Beach
- Pololū Valley Lookout
- Big Island Retreat
- Pana'ewa Rainforest Zoo and Gardens
- Maku'u Farmer's Market
- Waialea Beach
- Magic Sands Beach Park
- Things to do Hawaii County
- Nature and outdoors Hawaii County
- Sports activities Hawaii County
- Art and culture Hawaii County
- Food and drink Hawaii County
- Things to do Hawaii
- Tours Hawaii
- Entertainment Hawaii
- Wellness Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Nature and outdoors Hawaii
- Things to do United States
- Sightseeing United States
- Wellness United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States
- Entertainment United States
- Food and drink United States
- Tours United States




