
Holiday rentals with a pool in South Kona
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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!

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

Reefside Suite at Seaspray Ocean View
Treat yourself to a fabulous ocean view suite. A great place to start your day of adventures on the Big Island. Come home to a dip in the pool and a relaxing night with the sound of waves from Kahaluu Beach Park. Prepare a meal in this fantastic new kitchen with fusion granite that looks like artwork. Enjoy the beach, snorkeling and surfing just across the street or just relax from your lanai & watch surfers catch the waves. YOU'RE COMING TO HAWAII,,,, Choose the Reefside Suite w/Ocean views.

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.

Puna Rainforest Retreat Hotspring Rainbow Cottage
The Rainbow Cottage boasts a breathtaking ocean view from the queen bedroom and lanai. The cottage features a full bathroom and kitchenette containing a range, oven, mini-fridge, and microwave. There's a cozy twin bed for a third guest in the living room. Amenities: pool, two volcanic hot tubs, rainforest trail, garden, orchard, and a peaceful private retreat setting surrounded by nature. The owner lives on the 20-acre property to ensure your stay is perfect in every way. TA-008-365-8240-01

Kona Paradise with Oceanfront views!
Fall in love with this bright and beautiful End Unit across from Surfers Paradise, ocean access to Lymans Bay, oceanfront complex. Dedicated parking spot in front of unit, first floor, private Lanai with amazing views of the surrounding hills, located on the famous Alii Drive directly across from Ocean. Under 1 mile and walkable to Magic Sands Beach, steps away to Banyans popular surf spot and Da Poke Shack! Just outside the heart of DT Kona & access to all parts of the Big Island.

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC
Bringing the whole crew—or two families? This breezy 4BR, 3BA Kona home is built for fun and flexibility. Two stories mean plenty of space to gather—or sneak off for quiet time. With two kitchens, two living rooms, A/C, smart TVs, and indoor laundry, everyone gets room to relax. Take in an almost 180° ocean view of Kona bay, lounge on breezy lanais, fire up the BBQ, or float in the pool. Pick fresh mangoes and starfruit on-site. Just 5 mins to Kona town—your perfect island escape awaits.

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.

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 South Kona rentals with a pool
House rentals with a pool

Beautiful home with pool, on Kaloli Point

Romantic Keauhou Retreat | Pool + Tropical Lanai!

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Steps to Beach

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

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

Vacation Paradise Home with Pool
Condo rentals with a pool

Just A Few Steps To The Beach

Kona 1BR Condo w/ Pool, Office, Walk to Beach

Peaceful Keauhou Condo. A/C. All Taxes included.

The Olena at Keauhou Bay

Royal Kahili Condo with Lanai Ocean View

2 Bedroom Penthouse Condo With Ocean View And Pool

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

OCEANFRONt 3+2.5 FREE AC BeachGear
Other holiday rentals with a pool

Oceanfront 3BR Kona Penthouse — Unreal Ocean Views

Beautiful Modern Ocean Front Condo

Modern Bungalow • AC • Walk to the Ocean

Best ocean view deal! Owner managed! 5 star stay!

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

Kona Mansion Infinity Pool & Ocean Views (Hosted)

Brand NEW Oceanfront Retreat! Steps to Beach!

Stunning Oceanfront Beach Condo!
Destinations to explore
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- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Mauna Lani Beach Club
- Mauna Kea
- Manini'owali Beach
- Makalawena
- Spencer Beach Park
- Kilauea
- Puʻuhonua o Hōnaunau National Historical Park
- Big Island Retreat
- Kaloko-Honokohau Nat'l Hist Park
- Papakōlea Beach
- Waialea Beach
- Punaluu Black Sand Beach
- Sea Village
- Kona Farmer's Market
- Magic Sands Beach Park
- Kua Bay
- Volcano House
- Hapuna Beach State Recreation Area
- Kilauea Lodge Restaurant
- Green Sand Beach
- Captain James Cook Monument





