
Holiday 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.

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). âMahalo Kaiâ is immaculately landscaped and surrounded by coconut, mango, âsoursopâ, avocado, papaya, and banana trees. âKehenaâ 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 Robertâs 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.

HAVEN: Poolside Sanctuary with Heavenly Views
HAVEN Where the changing colors of the heavens melt into the sea. This is a place where dreams are born and special moments of your life unfold. Tranquility, privacy, and stunning beauty await you. A masterclass of design in harmony with nature, this exquisite and inspired home beckons you; a salve for body and soul. Whether you are submerged in the saltwater pool or lounging inside one your deluxe bedroom suites, the views will enchant you, providing an ever-changing patina of color & light.

The Olena at Keauhou Bay
Discover the calm of The Olena, a contemporary 1-bedroom ground floor apartment with A/C, nestled in a quiet complex at the heart of Keauhou in Kailua-Kona. Designed with natural accents and thoughtful details, it is an ideal getaway for 2 guests to enjoy easy walking access to Keauhou Bay and the shops at Keauhou Shopping Center. Enjoy a shared pool, savor sunsets on the expansive lanai with a picturesque view of the Kona Country Club, and immerse yourself in the laid back lifestyle of Hawaii.

Aloha Paradise! Remodeled with A/C & Ocean View!
Best unit at Kailua-Konaâs 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!

Lava Flow House Pool Ocean View Kehena Beach w A/C
This luxurious modernist masterpiece with swimming pool and ocean view, sits in a serene setting in the untouched area of the Puna Coast on the Big Island of Hawaii. If you love great design and style, fantastic tropical weather, rugged yet lush landscapes, blue ocean, and relaxation, then you will love this place for your next vacation. The unique combination is a stunning contrast of rugged landscape and sharp minimalist architecture. This is a shared family home with a Main house and Studio.

Longboard Studio at Kona Magic Sands Beach
Welcome to LongBoard Studio â Konaâs premier direct oceanfront escape at Magic Sands Beach! This stylish, film-featured studio offers stunning ocean views, a brand-new lanai with teak furniture, and full-width NanaWall doors for seamless indoor-outdoor living. Enjoy a gourmet kitchen, AC, queen bed, in-unit laundry, and the sound of waves at your doorstep. Perfect for relaxing, writing, or watching dolphins & whales from your lanai. Steps to the beach, serenity, and aloha! TA-005-037-8752-01

Zen Treehouse Private Retreat & Farm Stay
Retreat to a Zen-like setting in the Trees! BRAND NEW (11/24) KING BED w/ DUAL BEDJET air systems for the most comfortable sleep surrounded by nature. Retreat to a Zen-like setting in the trees, slow down and relax in this beautiful redwood octagon artist studio on a working coffee, vanilla and chocolate farm. Private lanai in the treetops tucked into a tropical rainforest. Watch the stars or stream from bed. Wake to birdsong; de-stress, meditate, read, write, dance, create and breathe!

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, and ornate, hand-carved wood. Floor-to-ceiling windows and skylights showcase the beauty of the Big Island. The kitchen and living rooms connect to spacious bedrooms with a covered dining lanai stretching back to the private pool. Perched on a hill with 180Âş ocean views, this secluded retreat enjoys a cooler breeze than busy downtown while not being far from the action.

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.

Kehena Beach Loft
Rural 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.

Halia Hale
Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Konaâs beaches, shops, and dining, yet peaceful and secludedâan ideal spot to recharge and enjoy the spirit of Hawaiâi.

Tropical Hideaway Near Volcano & Shoreline
Come stay in a Hawaiâi-style home near Volcano National Park, a peaceful retreat for rainforest relaxation and adventure. Located 45 minutes from Hawaiâi Volcanoes National Park and 10 minutes from Kalapana and the Red Road shoreline. ⢠15 min to PÄhoa groceries & restaurants ⢠15 min to Kahena Black Sand Beach ⢠10 min to Uncle Robert's Kalapana Market ⢠40 min to Hilo Town Massage available upon request!
Popular amenities for Island of Hawai'i rentals with a pool
House rentals with a pool

Beautiful home with pool, on Kaloli Point

Tropical Oasis Home with Pool and Steps to Beach

Tiny House Hawaii

Puna Rainforest Retreat Hotspring Rainbow Cottage

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

Big Family Home, Pool, Views, Yard, Lanai, Clean!

Milolii Whale House With Ocean Views and Pool!

Ocean, Sunset, Mountain & Celestial Views
Apartment rentals with a pool

Ocean Views~by Honl's Beach~Heart of Kona~AC

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

Keauhou Garden - Ocean view - Walk to Harbor

Direct Oceanfront - Magic Sands Beach!

Spectacular View, Direct Oceanfront Kona,Top Floor

Beautiful Villa ... walk to most everything!

â Live on the Ocean along Famous Ali'i Drive + â

Newer Luxury Townhouse - Exceptional Value
Other holiday rentals with a pool

Spacious Fairways 2BD townhome. Pool/Beach Club!

Magical Jungle Cabin with Pool

Oceanfront! Spectacular ! 2BR/2BA w Pool & Hot Tub

Seahorse Luxury Suite at Seaspray Ocean View

Brand NEW Oceanfront Retreat! Steps to Beach!

Stunning Oceanfront Beach Condo!

Ohana With Private Pool & Jacuzzi

Hale Honu - Oceanfront, AC, Pool, Hot Tub
Destinations to explore
- Honolulu Holiday rentals
- Oahu Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Hilo Holiday rentals
- Wailea Holiday rentals
- Kailua Holiday rentals
- Napili-Honokowai Holiday rentals
- Fitness-friendly rentals Island of Hawai'i
- Treehouse rentals Island of Hawai'i
- Hotel rooms Island of Hawai'i
- Rentals with a beach view Island of Hawai'i
- Rentals with a patio Island of Hawai'i
- Rentals with a washing machine and dryer Island of Hawai'i
- Loft rentals Island of Hawai'i
- Beach apartment rentals Island of Hawai'i
- Nature eco lodge rentals Island of Hawai'i
- Bed and breakfasts Island of Hawai'i
- Guest house rentals Island of Hawai'i
- Tiny house rentals Island of Hawai'i
- Flat rentals Island of Hawai'i
- Rentals with beach access Island of Hawai'i
- Rentals with a fireplace Island of Hawai'i
- House rentals Island of Hawai'i
- Luxury rentals Island of Hawai'i
- Apartment rentals Island of Hawai'i
- Waterfront rentals Island of Hawai'i
- Serviced apartment rentals Island of Hawai'i
- Rentals with an accessible-height toilet Island of Hawai'i
- Boutique hotels Island of Hawai'i
- Cabin rentals Island of Hawai'i
- Rentals with outdoor seating Island of Hawai'i
- Rentals with an EV charger Island of Hawai'i
- Rentals with a hot tub Island of Hawai'i
- Private suite rentals Island of Hawai'i
- Cottage rentals Island of Hawai'i
- Pet-friendly rentals Island of Hawai'i
- Farm stay rentals Island of Hawai'i
- Rentals with a sauna Island of Hawai'i
- Rentals with a kayak Island of Hawai'i
- Rentals with a cinema Island of Hawai'i
- Family-friendly rentals Island of Hawai'i
- Rentals with lake access Island of Hawai'i
- Rentals with breakfast Island of Hawai'i
- Beachfront rentals Island of Hawai'i
- Villa rentals Island of Hawai'i
- Holiday home rentals Island of Hawai'i
- Smoking-friendly rentals Island of Hawai'i
- Townhouse rentals Island of Hawai'i
- Beach house rentals Island of Hawai'i
- Resort rentals Island of Hawai'i
- Rentals with a firepit Island of Hawai'i
- Rentals with pools Hawaii County
- Rentals with pools Hawaii
- Rentals with pools United States
- Hapuna Beach
- Mahana Beach
- Kaunaoa Beach
- Mauna Kea Golf Course
- Kohanaiki Private Club Community
- WaikĹloa Beach
- KeâEI Beach
- Mauna Lani Golf
- Papakolea Beach
- Volcano Golf and Country Club
- 49 Black Sand Beach
- Kukiâo Golf & Beach Club
- Carlsmith Beach Park
- Nanea Golf Club
- Waikoloa Beach Golf Course
- Kealakekua Bay State Historical Park
- Hapuna Golf Course
- Kona Dog Beach
- Lava Tree State Monument
- Kona Country Club
- Makalawena Beach
- Machida Beach
- Mauumae Beach
- Honokohau Beach
- Things to do Island of Hawai'i
- Sports activities Island of Hawai'i
- Art and culture Island of Hawai'i
- Nature and outdoors Island of Hawai'i
- Things to do Hawaii County
- Art and culture Hawaii County
- Food and drink Hawaii County
- Sports activities Hawaii County
- Nature and outdoors Hawaii County
- Things to do Hawaii
- Wellness Hawaii
- Tours Hawaii
- Nature and outdoors Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Food and drink Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Food and drink United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States
- Tours United States




