
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.

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, and ample windows and 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 cooler temps than busy downtown while not being far from the action. Solar/Tesla batteries keep power on!

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

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!

Ocean Front Corner Condo in Paradise
Tranquil ocean front setting is pure relaxation listening to the waves. Enjoy ocean breezes & expansive views, w/dolphins, whales & gorgeous sunsets from a private corner unit balcony! Step to the beachfront & snooze under a palm tree. BBQs & picnic tables right on the beach. Solar heated saltwater pool. Also a saltwater pool filled by surf crashing in to swim in! Explore tidal pools in front. Walk to restaurants, shops, beaches & snorkeling. Get the trolley next door & ride share bikes close

Exceptional Oceanfront Luxury Condo, Stunning View
🌊Absolute direct oceanfront top floor, two-bedroom condo located in the heart of Kailua-Kona, Hawaii. Step inside to stunning ocean views from floor-to-ceiling windows and your private oceanfront balcony — welcome to paradise! 🌴 🌬AC in all spaces, elevator access (zero steps!), fully updated with high-quality furnishings throughout. From the balcony, watch sea turtles in the tide pools below, spot dolphins just offshore, and enjoy spectacular sunsets — all just steps from the ocean.

'Âlani Punalu'and Black Sand Beach oceanview retreat
Serene, remote, zen retreat in one of Hawaii's most scenic places: K’au region at Punalu'u Black Sand Beach. It’s a short 1/3 mile walk to the beach, crashing waves, palm trees & flowers, amazing mountain and ocean views, in the countryside of macademia nut & coffee farms. Incredible dark sky with countless stars. A gorgeous 30 minute drive to Volcanoes National Park. Far removed from the hustle of city life, welcome to the most remote inhabited place on the edge of the universe.

Honua Studio *Ocean Views on the Golf Course!
Unwind at Honua Studio in Waikoloa Village, nestled above the Robert Trent Jones golf course. Our cozy retreat offers air-conditioned comfort for those warm Hawaiian nights and a comfortable queen bed, perfect for a couples retreat. Take in the sweeping views of the ocean, golf course, and, on clear days, the distant allure of Maui. Embrace the easygoing vibe, soak up the beauty, and make memories at your own pace. Ready for a relaxed escape? Book your spot at Honua Studio now.

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.

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.
Popular amenities for South Kona rentals with a pool
House rentals with a pool

Island Views Hale

Island Time-Luxury Golf Front Home with Pool/Spa

Tropical Oasis Home with Pool and Steps to Beach

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

Peaceful Retreat

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

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

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

Discounted A35 Kona Reef Oceanfront AC Park Free

Ocean Front Million Dollar View Home. Sea Village

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

Blissful paradise with epic view- Hale Mahana

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

Beautiful Villa ... walk to most everything!

Hala Kahiki • Ocean‑View Condo Near Volcano NP

Beach Paradise
Other holiday rentals with a pool

Oceanfront 3BR Kona Penthouse — Unreal Ocean Views

Modern Bungalow • AC • Walk to the Ocean

Cozy jungle 2-bedroom cabin (TA-154-746-2656-01)

Family-Friendly Retreat Guest Suite-Pool & Lanai!

Kona Mansion Infinity Pool & Ocean Views (Hosted)

Brand NEW Oceanfront Retreat! Steps to Beach!

Stunning Oceanfront Beach Condo!

Luxury Ohana, 60ft Salt Pool
Destinations to explore
- Beachfront rentals South Kona
- Cottage rentals South Kona
- Family-friendly rentals South Kona
- Farm stay rentals South Kona
- Townhouse rentals South Kona
- Serviced apartment rentals South Kona
- House rentals South Kona
- Pet-friendly rentals South Kona
- Private suite rentals South Kona
- Hotel rooms South Kona
- Luxury rentals South Kona
- Rentals with a washing machine and dryer South Kona
- Rentals with a firepit South Kona
- Rentals with a fireplace South Kona
- Flat rentals South Kona
- Resort rentals South Kona
- Fitness-friendly rentals South Kona
- Rentals with a sauna South Kona
- Smoking-friendly rentals South Kona
- Rentals with breakfast South Kona
- Guest house rentals South Kona
- Rentals with a kayak South Kona
- Rentals with a hot tub South Kona
- Cabin rentals South Kona
- Bed and breakfasts South Kona
- Apartment rentals South Kona
- Rentals with outdoor seating South Kona
- Waterfront rentals South Kona
- Rentals with beach access South Kona
- Rentals with a patio South Kona
- Rentals with pools Hawaii County
- Rentals with pools Hawaii
- Rentals with pools United States
- Hapuna Beach
- Waikoloa Beach
- Kohanaiki Private Club Community
- Waikōloa Beach
- Kona Country Club
- Mauna Lani Beach Club
- Mauna Kea
- Manini'owali Beach
- Makalawena
- Kilauea
- Spencer Beach Park
- Big Island Retreat
- Kaloko-Honokohau Nat'l Hist Park
- Puʻuhonua o Hōnaunau National Historical Park
- Waialea Beach
- Hapuna Beach State Recreation Area
- Punaluu Black Sand Beach
- Kua Bay
- Magic Sands Beach Park
- Sea Village
- Papakōlea Beach
- Volcano House
- Kona Farmer's Market
- Kilauea Lodge Restaurant





