
Holiday rentals with a pool in South Kona
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in South Kona
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.
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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
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180 degree ocean view, private pool
Family friendly, NON SMOKING PROPERTY has a cottage with a 180 degree ocean view & beautiful pool. Enjoy incredible sunsets from the large deck, outdoor showers in the ginger garden & relaxing evenings in the hot tub. We welcome guests of all Races, religions, and sexual orientation! THERE IS NO LIFEGUARD ON DUTY NO DIVING IN THE POOL PLEASE THE SLIDE IS FEET FIRST ONLY! WE INVITE YOU TO PLEASE READ THROUGH THE FOLLOWING SECTION AS THERE IS OTHER PERTINENT INFORMATION FOR YOU AND YOUR FAMILY
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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.
FamilyLocationLong stay

Tropical Oasis: Heated Pool, Waterfall, Ocean View
Welcome to Nakukui Hale, your own private Hawaiian sanctuary — a beautifully designed estate for up to 8 guests in a gated community. A resort-style waterfall spills over lava rock into a deep blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the elevated private gazebo as the sun sets over the Pacific. Just minutes from Ali'i Drive, Magic Sands Beach, Ironman Pier and the best restaurants in Kona town. This is Hawaii living at its absolute finest.
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Kona Landing | Ocean Views, BBQ, Pool, Beach Gear
Kona Landing ~ Walkable ✔ Resort amenities ✔ Beach access ✔ ★ "Alisha’s place is all you want! Cute, cozy, clean and conveniently located." ☞ Walk Score 76 (Walk to cafes, dining, shopping) ☞ Private lanai w/ outdoor dining + day bed ☞ Resort style shared pool + BBQ area ☞ 7th-floor sundeck w/ ocean view ☞ Fully equipped + stocked kitchen ☞ Designated parking → 1 car ☞ 55” TV smart TV w/ Netflix ☞ Onsite washer + dryer 2 mins → DT Kailua-Kona 15 mins → Ellison Onizuka Kona Airport (KOA) ✈
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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
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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.
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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 unfold. Tranquility, privacy, and beauty await you. A masterclass of design in harmony with nature, this exquisite 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. Tax ID # TA-110-823-1680-01
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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.
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OCEANFRONt 3+2.5 FREE AC BeachGear
OCEANFRONT Kanaloa 3Br 2+1/2 Ba AC SPACIOUS 2000 sq ft. FREE Parking. FREE Resort Fees. FREE AC. Enjoy Meals Out on your Oceanfront Lanai. King Beds. Twins avail. Walk to Keauhou Harbor (Snorkel Tours, Manta Ray Boats), Secret Cove (Hee'eia), Movies, Market, Restaurants 5 min drive to Kahaluu 3 Pools, Hot Tubs, BBQs, Clubhouse, Oceanfront walkway, 16 Acres of tropical grounds. 15 Stairs 2 night min $298 cleaning & 17.96% Hawaii tax is shown on your Airbnb quote.
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Milolii Whale House With Ocean Views and Pool!
The Whale House is a great home to watch the whales migrate down the Kona Coast in season! The house has 3 private bedrooms and 2 1/2 baths on two levels. The upper (primary level) includes a full service kitchen, two master bedrooms and 1 & 1/2 bathrooms. The lower living area is separate from the main living space, is handicap accessible (See Accessibility Notes) and has a private master bedroom and master bath. The house is perfect for couples or families.
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Popular amenities for South Kona rentals with a pool
House rentals with a pool

Kahaluu Bay Get-Away
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Tropical Oasis Home with Pool and Walk to Beach
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Pool, 6 mins to Beach, Ocean View, H7
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Huge Kona Home • Ocean View • Pool • 4 bdrms • AC
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Panoramic Ocean Views With Private Saltwater Pool
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Oceanfront gated estate w/heated saltwater pool.
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Tranquil Hawaiian Pineapple Poolhouse with A/C
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Hale Honu - Oceanfront, AC, Pool, Hot Tub
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Condo rentals with a pool

True Oceanfront, Top-Floor, Downtown, A/C, Parking
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Inna's Downtown-Walk to Beach and to Supermarket!
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Ali'i Dr w/ Ocean Sunsets next to Farmer's Market
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Blissful paradise with epic view- Hale Mahana
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☀ Live on the Ocean along Famous Ali'i Drive + ☀
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Ocean View 2BR Condo in Kailua-Kona
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Sunset Oasis in Paradise
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Downtown Kona Loft•Ocean View•Walk to Beach/Dining
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Other holiday rentals with a pool

Gorgeous Unit, Stunning Views!
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Oceanfront Penthouse, 2026 remodel with 3 pools
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Cozy jungle 2-bedroom cabin (TA-154-746-2656-01)
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Family-Friendly Retreat Guest Suite-Pool & Lanai!
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Seahorse Luxury Suite at Seaspray Ocean View
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Brand NEW Oceanfront Retreat! Steps to Beach!
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Luxury Ohana, 60ft Salt Pool,
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NEW! ADORABLEbungalow Kona Sept specials inquire!
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Destinations to explore
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- Rentals with pools Hawaii County
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- Hapuna Beach
- Waikōloa Beach
- Mauna Kea
- Waikoloa Beach
- Kohanaiki Private Club Community
- Mauna Lani Beach Club
- Kilauea
- Sea Village
- Manini'owali Beach
- Spencer Beach Park
- Magic Sands Beach Park
- Kona Country Club
- Makalawena
- Puʻuhonua o Hōnaunau National Historical Park
- Waialea Beach
- Big Island Retreat
- Kaloko-Honokohau Nat'l Hist Park
- Papakōlea Beach
- Volcano House
- Kua Bay
- Punaluu Black Sand Beach
- Kona Farmer's Market
- Green Sand Beach
- Kilauea Lodge Restaurant





