
Holiday rentals with a pool in Kona
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Top-rated rentals with a pool in Kona
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

Family-Friendly Retreat Guest Suite-Pool & Lanai!
Escape to paradise in the heart of coffee country! This private guest apartment in a family home in Holualoa is just 7 miles from Kona. A peaceful retreat for families looking to get away from it all, yet just a scenic 20 minute drive to the conveniences of Kona town. Come back and unwind, enjoy our gardens and take a sunset dip in the pool after a fun-filled day of island adventures. Your Big Island home away from home awaits! Please read the entire listing prior to booking. TA-125-991-5264-01

Seahorse Luxury Suite at Seaspray Ocean View
A private oasis across from the desirable Kahaluʻu Beach Park. This two bedroom luxury suite is bright & airy with a private lanai & your own KOI pond. A private guest only pool deck includes a barbecue and dining area for outside entertainment. The living room is a great place to relax with ocean views and the sounds of ocean waves. The chef of the family will appreciate a fully stocked modern kitchen. The whole group will enjoy everything Kona has to offer from this centrally located Oasis.

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!

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.

True Oceanfront, Top-Floor, Downtown, A/C, Parking
Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a boutique complex, meaning no noise from the street or guests above. After a busy day at the beach and a night on the town, you'll appreciate the peace and quiet of your own space with only the sound of the ocean to lull you to sleep.

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) ✈

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.

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

Updated condo with ocean views & air conditioning
Kick back and relax at this renovated condo with partial ocean views, an oceanfront saltwater pool, and lusciously landscaped grounds. This air-conditioned unit boasts a central location just 1.3 miles from the heart of downtown Kona. Conveniently located between downtown Kona and the world-famous Magic Sands beach, this is the perfect home base to explore everything Hawaii Island has to offer. Enjoy the shared BBQs and private sandy beach area as you soak up Kona's sensational sunsets.

Halia Hale
Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Kona’s beaches, shops, and dining, yet peaceful and secluded—an ideal spot to recharge and enjoy the spirit of Hawai‘i.

Blissful paradise with epic view- Hale Mahana
Serenity in Kona- with epic ocean views! Wake up with the ocean waves crashing below. Hang out on the lanai with some Kona coffee from the Green Flash cafe next door. You have a front row seat for whale watching during whale season. Or, hang out and enjoy the sunsets- at times with our local manta ray! We have a queen sofa bed, and AC. Close to town- an 18 minute walk. Quiet, very little road noise here. You can rent bikes too across the street.
Popular amenities for Kona rentals with a pool
House rentals with a pool

Mollie’s Paradise Resort Home & Private Pool

Fully Equipped Lush Kona Home • AC • Pool • Lanai

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

Million Dollar View | Sunsets & Aloha

Tiny House Hawaii

Pool, 6 mins to Beach, Ocean View, H7

Tropical Oasis Home with Pool and Walk to Beach

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

Hawai'i paradise at Kona Isle

Kona Rose's Hideaway at Kona Plaza, center of town

NEW! UNIQUE Top floor Oceanfront Magic Sands Beach

Stunning One Bedroom Condo Just Steps from Ocean!

Stunning Ocean Sunset View Grnd Flr Private Lanai

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

Oceanfront/Hawaiian Charm W/Modern Amenities

Ocean-front penthouse, sunsets, whales, surfers!
Other holiday rentals with a pool

180 degree ocean view, private pool

Hawaiian Getaway Brand New Pool coming 9/15/26

Great Location, In Town, Modern and Clean

KJ's Place, in the heart of the city.

Ocean View 2BR Condo in Kailua-Kona

Country Cottage

High-End Ocean Sanctuary with Upgraded Interiors

Sunset Oasis in Paradise
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