
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.

Kahaluu Bay Get-Away
Kahalulu Bay Get-Away is your perfect choice for an authentic, comfortable Hawaiian stay. Perched gently above Kahalulu Bay, you'll enjoy tropical tradewinds, Kona sunsets, the sounds of the surf and the songs of nature. The setting is totally private with ocean views, rock walls, large trees, lush greenery, an archeological site from the 12th century and a pool that is all-day worthy. Come. Relax. Enjoy. You’re in for a treat. Family built, enjoyed for decades and now shared with you...Aloha :)

Private Pool - 180° Ocean View - Minutes to Beach
WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

LuxuryHome, Stunning ocean sunset, Heated Pool/Spa
4 bedroom/2.5 bath, sleeps 10, home in cul-de-sac on 1acre, in a gated community with a NEW Heated Infinity Salt Water Pool/Spa & huge fruit orchard. Immaculate home just south of downtown Kona! Enjoy sweeping ocean views and balmy breezes. As you enter, you are greeted with views of the beautiful blue Pacific Ocean. The sculpted orchard combines citrus, mango, star fruit, tropical flowers & exotic plants. The spacious interior & large covered lanai & deck provide the perfect entertaining space

Paradise Oceanview Retreat in Kona
True ALOHA with one of the best ocean views in Kona!💎 Comfortable, sun-kissed and welcoming. Professionally cleaned and maintained. Perfect for unwinding after a day of island sight-seeing. The charming, stylish, island-vibe space has private entrance and is located on the ground floor of a large two-story home. Free parking. You will experience all the comforts of home including an ohana kitchen, living area, bbq, and lovely, large outdoor lanai. Our goal is to give every guest a 5-star 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!

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.

Exceptional Oceanview Home - Pool & Stunning View
Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with AC and a heated pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The home features wide pocket doors that seamlessly expand the living space out to a large balcony (lanai). Relax in your own private oasis swimming pool, lounge in the shade under a poolside gazebo, unwind in your own hot tub! All just minutes from restaurants & shopping.

Longboard Studio at Kona Magic Sands Beach
Welcome to LongBoard Studio – Kona’s 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

Hamakua Coast Tropical Home
A beautiful tropical style custom home featuring private ocean views and a small gated pool. Our home was thoughtfully designed to maximize Hawaiian indoor/outdoor living and entertaining in a manicured park-like setting. A palm lined driveway leads you to a single level 3 bedroom, 2 1/2 bath residence located in the exclusive Pepeekeo Point subdivision, approx. 15 minutes from Hilo. Featuring a fiberglass pool with a bamboo pavilion& bbq for outdoor dining No parties or unregistered guests

Hale Honu - Oceanfront, AC, Pool, Hot Tub
Aloha from Koili Point! Our oceanfront 2 bdrm, 2 bath home has everything you need to relax. Great Wifi, pool, hot tub, AC, numerous appliances, and an open layout make it a retreat after a day of sightseeing. Free parking, washer/dryer and located just north of Hilo. Guests love our focus on eco-living and pesticide free orchard where you can pick your own fruit. We are powered 100% by solar. If this house is booked, check out our nearly identical house: airbnb.com/h/koilipoint-kohola

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.

Ocean, Sunset, Mountain & Celestial Views
Enjoy stunning ocean, mountain, sunset, and starry views from nearly every room in this cozy, family-friendly three-bedroom, two-bathroom Waikoloa Village, Hawaii home. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys, and a barbecue grill.
Popular amenities for Hawaii County rentals with a pool
House rentals with a pool

Mermaid's Lookout

Kai Malolo - Amazing Eco-friendly Oceanfront Home!

Beautiful home with pool, on Kaloli Point

Tropical Oasis Home with Pool and Steps to Beach

Tiny House Hawaii

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

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

Tranquil Hawaiian Pineapple Poolhouse with A/C
Condo rentals with a pool

OCEAN VIEWS | Steps to Beach & Downtown | AC

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

Downtown 1BR Condo AC, Pool, BBQ & Walk to Beach

501ua Bay Resort

The Olena at Keauhou Bay

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

Plantation Hale

Honua Studio *Ocean Views on the Golf Course!
Other vacation rentals with a pool

Gorgeous Unit, Stunning Views!

Hale Mar Oceanfront w/ Pool & Hot Tub

Spacious Fairways 2BD townhome. Pool/Beach Club!

Luxury Home w/Pool + Spa | Sleeps 10 | Waikoloa Re

Brand NEW Oceanfront Retreat! Steps to Beach!

Kona Mansion Infinity Pool & Ocean Views (Hosted)

Ohana With Private Pool & Jacuzzi

Luxury Ohana, 60ft Salt Pool
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- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Kona Country Club
- Carlsmith Beach Park
- Mauna Lani Beach Club
- Lava Tree State Monument
- Manini'owali Beach
- Mauna Kea
- Honoli'i Beach Park
- Makalawena
- Kilauea
- Big Island Retreat
- Spencer Beach Park
- Rainbow Falls
- Kaloko-Honokohau Nat'l Hist Park
- Puʻuhonua o Hōnaunau National Historical Park
- Hapuna Beach State Recreation Area
- Magic Sands Beach Park
- Pololū Valley Lookout
- Punaluu Black Sand Beach
- Waialea Beach
- Kua Bay
- Things to do Hawaii County
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