
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.

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

Ocean, Sunset, Mountain & Celestial Views
🌴 Guest Favorite - Top 10% on the Big Island 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 BBQ grill.

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.

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

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

☀ Live on the Ocean along Famous Ali'i Drive + ☀
Kona Bali Kai - Direct Ocean Front! Watch Whales, Turtles, Surfers, Dolphins, Beautiful Sunsets & morning coffee from your private balcony. Large 2 bedroom, 2 bathroom with washer and dryer inside. Wake up to sparkeling ocean views & sounds of surf from your bedroom & living room. Enjoy pool, hot tub, guest services, & world renown "Da Poke Shack" right downstairs! One of a kind experience! Free covered parking, all taxes & fees included in price! 2nd floor, Easy access, no hassle check in!

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

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

Zen Treehouse Private Retreat & Farm Stay
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 tucked in the treetops in a tropical rainforest setting. Stargaze from bed and wake to birdsong. De-stress, meditate, read, write, dance, create and breathe! New King bed, high quality linens, streaming TV and an awesome BedJet air cooling/warming system & more ensure the most comfortable sleep possible.

Oceanfront Estate Retreat 2 - Solar w/ Horses
Experience unmatched luxury in a private, hi-end artistic apartment on 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 this spacious apartment featuring living, dining, desk, garden, sleeping, kitchen, bathroom with walk-in rainfall shower, bidet, and a luxurious furnishing. This property offers privacy, elegance, and stunning surroundings for singles, couples, or honeymooners.

Pineapple Palace~Stunning Ocean Views~Private Pool
The Pineapple Palace is located on one acre in the quiet rural area of Milolii. The home is near City of Refuge, Punalu'u Bakery, South Point, Pu'uhonua O' Honaunau, The Coffee Belt, and is on the way to Volcanoes National Park. You’ll love my place because of the comfy beds, the high ceilings, the views, the Private Pool, the well stocked kitchen. My place is good for families (with kids) and big groups. NEW FIBER OPTIC HIGH SPEED INTERNET 600 MBPS INSTALLED APRIL 2024.
Popular amenities for Hawaii County rentals with a pool
House rentals with a pool

Million Dollar View | Sunsets & Aloha

Makuu Palms Walk to the Ocean

HAVEN: Poolside Sanctuary with Heavenly Views

Tropical Oasis: Heated Pool, Waterfall, Ocean View

Romantic Dodecagon Retreat Near a Black Sand Beach

Kahaluu Bay Get-Away

Gorgeous Gated Retreat w Pool Deck Firepit, 1 acre

Beautiful home with pool, on Kaloli Point
Apartment rentals with a pool

Longboard Studio at Kona Magic Sands Beach

Tax all included! Luxury Kolea at Waikoloa Resort

The ❤️ of Kona Town! Walk to Beach Shops & Food!

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

Honua Studio *Ocean Views on the Golf Course!

Kailua-Kona Remodeled Townhouse on Beach w. AC

Aloha Paradise! Remodeled with A/C & Ocean View!

Stunning One Bedroom Condo Just Steps from Ocean!
Other holiday rentals with a pool

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

180 degree ocean view, private pool

1 BR condo steps from Kona's premier surf break

Private 2BR/2BA Cabin Near Volcano & Kalapana

Seahorse Luxury Suite at Seaspray Ocean View

Ocean-front penthouse, sunsets, whales, surfers!

Papa Belle 3.5 Acre Estate w/Pool, Spa, Epic Views

Kona Bali Kai: Oceanfront Lanai, 2BR/2BA + New AC
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- Hapuna Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Mauna Kea
- Waikoloa Beach
- Mauna Lani Beach Club
- Carlsmith Beach Park
- Honoli'i Beach Park
- Kilauea
- The Umauma Experience
- Sea Village
- Manini'owali Beach
- Kona Country Club
- Makalawena
- Maku'u Farmer's Market
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Lava Tree State Monument
- Magic Sands Beach Park
- Waialea Beach
- Big Island Retreat
- Kaloko-Honokohau Nat'l Hist Park
- Papakōlea Beach
- Onekahakaha Beach Park
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