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Vacation rentals with a pool in Kalaoa

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Kalaoa

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A panoramic view of a lush outdoor space features a vibrant rainbow arching over the landscape. Tropical plants surround a solar heated pool, with lounge chairs positioned nearby. The tranquil setting offers glimpses of the ocean in the background, enhancing the serene atmosphere.
Home in Captain Cook
4.98 out of 5 average rating, 205 reviews

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.

Top guest favorite
The spacious home features natural wood accents, a wide balcony, and large windows that reflect the tropical landscape. Surrounding gardens with lush greenery create a serene atmosphere, while a small pond with a waterfall adds a soothing element to the exterior.
Home in Kailua-Kona
4.98 out of 5 average rating, 177 reviews

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!

Top guest favorite
A serene pool area reflects the vibrant colors of a sunset, with palm trees lining the background. Floating pool loungers are visible, adding a sense of relaxation. The surrounding scenery showcases a tranquil atmosphere, enhancing the peaceful ambiance of the private outdoor space.
Home in Kailua-Kona
4.96 out of 5 average rating, 170 reviews

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

Top guest favorite
The oceanfront lanai features a dining table with four wooden chairs, overlooking a sunset-lit ocean. Two lounge chairs are placed nearby. Palm trees frame the scene, and string lights provide a soft glow, enhancing the serene atmosphere.
Condo in Kailua-Kona
4.99 out of 5 average rating, 103 reviews

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

Top guest favorite
A vibrant sunset casts rich orange and purple hues across the sky, reflecting on the ocean's surface. Palm trees frame the view, while soft outdoor lighting accentuates the lush landscaping below. The tranquil scene invites relaxation and contemplation.
Condo in Kailua-Kona
4.95 out of 5 average rating, 224 reviews

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!

Guest favorite
A small balcony table is set for two, featuring woven chairs. A simple arrangement of greenery sits in the center. The backdrop reveals the ocean with gentle waves and palm trees swaying in the breeze, under a bright blue sky.
Condo in Kailua-Kona
4.9 out of 5 average rating, 147 reviews

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

Guest favorite
A cozy bedroom features a spacious bed adorned with a vibrant yellow throw and a patterned rug. A ceiling fan provides airflow, while a sliding door is partially draped with light grey curtains. Natural textures and colors create a calming ambiance.
Guest suite in Kailua-Kona
4.93 out of 5 average rating, 329 reviews

The Ohia (The Koi House with Pool)

Step into The Ohia, a 500 sq. ft. poolside one-bedroom suite with boho textiles and natural accents. Featuring a private entrance, a large open living space, kitchenette, and a private lanai, The Ohia is the ideal place to immerse yourself in laid back Hawaiian living. The suite spans the lower level of The Koi House, set beside a nature reserve that echoes a relaxed way of life. The Ohia is the perfect home base for all of your adventures and a 10 minute drive from the heart of Kailua-Kona.

Guest favorite
Home in Kailua-Kona
4.93 out of 5 average rating, 260 reviews

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.

Guest favorite
A dining table is set for four on a private lanai, featuring ocean views framed by swaying palm trees. Plates, glasses, and decorative centerpieces create a welcoming atmosphere for meals by the water, with gentle waves visible in the background.
Condo in Kailua
4.93 out of 5 average rating, 177 reviews

*Oceanfront Penthouse in Kona with AC!*

What better way to enjoy Hawaii than having an unobstructed 180 degree view in an oceanfront penthouse? Watch surfers cutting through the waves, turtles gliding in the shallows or whales spouting (in season) from the privacy of your own lanai. With views from both the living and master bedroom, you can relax your days away from the couch or bed. Imagine waking up to the lull of ocean waves at your feet and enjoying sunset dinners on the water’s edge. Truly paradise on the Big Island.

Guest favorite
A wooden bar overlooks a lush green landscape with palm trees and coastal flora. Three mugs are positioned on the bar, with the ocean visible in the background under a bright blue sky.
Condo in Kailua-Kona
4.92 out of 5 average rating, 177 reviews

Romantic Oceanfront Island Mermaid, DT Kona!

Immerse yourself in a true Hawaii experience with awesome ocean views and vibrant island décor in a stunning and incredibly romantic downtown studio -- just steps from the beach, outdoor cafes and entertainment! Right on the Ironman Route and a block from Ironman Village!! Only a 2-minute walk to everything! And take in the vast ocean blue from the lanai, which has a custom-made snuggle nook and a Koa wood surfboard bar. This is a "true local" experience you will never forget!

Top guest favorite
A panoramic view of the ocean stretches across the horizon, framed by scattered clouds in a clear blue sky. Lush greenery and rooftops are visible in the foreground, with tall trees adding height to the landscape, creating a serene scene.
Home in Waikoloa Village
4.98 out of 5 average rating, 256 reviews

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.

Top guest favorite
A large lap pool is surrounded by a wooden deck and tropical landscaping. Poolside loungers are positioned for relaxation, with views of the ocean and distant trees. The area is bathed in natural light, creating a serene outdoor atmosphere.
Home in Kailua-Kona
4.97 out of 5 average rating, 207 reviews

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.

Popular amenities for Kalaoa rentals with a pool

When is the best time to visit Kalaoa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ1,653ﺩ.ﺇ2,024ﺩ.ﺇ2,027ﺩ.ﺇ2,027ﺩ.ﺇ1,877ﺩ.ﺇ1,858ﺩ.ﺇ1,704ﺩ.ﺇ1,968ﺩ.ﺇ1,836ﺩ.ﺇ1,744ﺩ.ﺇ1,858ﺩ.ﺇ3,581
Avg. temp6°C6°C6°C7°C9°C10°C9°C9°C9°C9°C7°C6°C

Quick stats about vacation rentals with a pool in Kalaoa

  • Total vacation rentals

    Explore 90 vacation rentals in Kalaoa

  • Nightly prices starting at

    Kalaoa vacation rentals start at ﺩ.ﺇ477 per night before taxes and fees

  • Verified guest reviews

    Over 2,000 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Kalaoa vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kalaoa rentals

  • 4.9 Average rating

    Kalaoa stays are highly rated by guests—averaging 4.9 out of 5!

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