
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.

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-front penthouse, sunsets, whales, surfers!
*Gorgeous views from oceanfront lanai *See whales, surfers, turtles from lanai *Beach/snorkel/surf right outside *4th Floor Penthouse w/ A/C *Stocked kitchen incl air fryer *Covered parking *Oceanfront Gas grill *Da Poke Shack in complex *Pack 'N Play/High Chair *Shared Pool w/ hot tub *Completely remodeled w/ split air unit & double vanity in master

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

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.

Million Dollar View | Sunsets & Aloha
"The photos don't do this view justice!" That is the most common guest comment. This is a top 5% Airbnb home on the Big Island — and guests keep coming back for the views, the beds, and the aloha spirit Tracy and JD bring to every stay. Wake up to sweeping ocean views with nothing on the agenda but deciding which beach to visit. This beautiful ground-floor suite in Kailua-Kona is your personal slice of Hawaii — breezy, bright, and designed for guests who want comfort without compromise.

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

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

Poolside Studio🤙🏻Ocean View / AC / King🛌10min➡️Beach
A gorgeous remodeled studio featuring an ocean view lanai with a pool right outside. The lanai has a huge umbrella and bbq, and is a fully enclosed dining area with a self-closing gate to keep your kids safely away from the pool. The interior is all freshly renovated in 2020 with stylish and comfortable furniture. Covered parking is steps from the entry and plenty of quality beach gear is available for you to use anytime. Ice-cold A/C and Apple TV make relaxing inside just as nice.

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.

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 Time-Luxury Golf Front Home with Pool/Spa

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Walk to Beach

Pool, 6 mins to Beach, Ocean View, H7

Oceanfront gated estate w/heated saltwater pool.

Tranquil Hawaiian Pineapple Poolhouse with A/C

Holua Kai #20: Ocean View Retreat Pool, Spa & AC

Mollie's Big Family Paradise Resort Home & Pool
Apartment rentals with a pool

Longboard Studio at Kona Magic Sands Beach

True Oceanfront, Top-Floor, Downtown, A/C, Parking

2 Bedroom Penthouse Condo With Ocean View And Pool

Blissful paradise with epic view- Hale Mahana

Ocean Front Corner Condo in Paradise

OCEANFRONt 3+2.5 FREE AC BeachGear

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

Ocean View 2BR Condo in Kailua-Kona
Other holiday rentals with a pool

Oceanfront Penthouse, Best Views in Kanaloa

Modern Bungalow • AC • Walk to the Ocean

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

Family-Friendly Retreat Guest Suite-Pool & Lanai!

Reefside Suite at Seaspray Ocean View

Brand NEW Oceanfront Retreat! Steps to Beach!

Nā Kai Haven, Spacious 2story Oceanview Villa

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





