Vacation rentals with a pool in Kalaoa

Find and book unique homes with a pool on Airbnb

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 $167 CAD per night before taxes and fees
Verified guest reviews
Over 2,180 verified reviews to help you choose
Family-friendly vacation rentals
80 properties offer extra space and kid-friendly amenities
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
90 of Kalaoa vacation rentals include wifi 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!

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 favourite

A serene outdoor space features a sparkling turquoise pool and a hot tub, with a stunning sunset in the background. Comfortable seating under an umbrella is arranged nearby, surrounded by lush greenery and palm trees, enhancing the tranquil atmosphere.

Home in Kailua-Kona

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

4.96 out of 5 average rating, 173 reviews

Top guest favourite

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

Ocean, Sunset, Mountain & Celestial Views

🌴 Guest Favorite - Top 10% on the Big Island 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 BBQ grill.

4.99 out of 5 average rating, 279 reviews

Top guest favourite

A tranquil saltwater pool is surrounded by a well-maintained lawn and lush tropical landscaping. Sun loungers and umbrellas are arranged nearby, inviting relaxation. In the background, a two-story villa features solar panels and a charming balcony, set against a sunny blue sky.

Guest suite in Kailua-Kona

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

4.97 out of 5 average rating, 317 reviews

Guest favourite

A spacious living area is shown with a light-colored rug and comfortable seating, complemented by ceiling fans. Large glass doors open to an outdoor space, revealing views of the adjacent garden and ocean. Natural light brightens the room, enhancing its airy feel.

Townhouse in Keauhou

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.

4.92 out of 5 average rating, 130 reviews

Top guest favourite

A cozy seating area is highlighted with a white mattress and colorful throw pillows featuring pineapple designs. The space is sheltered and overlooks a well-maintained pool surrounded by tropical greenery, with warm light and blue skies enhancing the inviting ambiance.

Home in Kailua-Kona

Fully Equipped Lush Kona Home • AC • Pool • Lanai

This private, peaceful and centrally-located home is perfect for the ultimate relaxation & fun Hawaiian getaway. The updated home features a custom gated entry that leads to a lush tropical garden. The well maintained pool has ample patio seating for sunbathing & space under a covered cabana for lounging by the water. Adjacent to the large lanai that overlooks the pool has a BBQ area perfect for prepping & cooking the catch of the day. The home is well furnished with plush bedding for comfort.

4.96 out of 5 average rating, 102 reviews

Top guest favourite

The image captures a panoramic view of a private heated swimming pool surrounded by lush greenery. Lounge chairs are positioned around the pool, and a shaded gazebo adds to the outdoor space. In the background, the vibrant blue ocean stretches under a clear sky.

Home in Holualoa

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.

4.99 out of 5 average rating, 112 reviews

Top guest favourite

Apartment in Kailua-Kona

Kona Condo: Walk to Ocean, Restaurants, Nightlife

Stay in the heart of downtown Kona, steps from Aliʻi Drive’s restaurants, shops, historic landmarks, small beaches, & waterfront activities. This spacious condo combines a walkable location with everything you need for a comfortable stay: * Powerful air-conditioning * Private lanai with seating & hammock * King-size bed * Double-size sleeper loveseat * Fully equipped kitchen * Large-capacity washer and dryer * Free underground parking * Swimming pool * Rooftop barbecue decks * Two elevators

4.94 out of 5 average rating, 99 reviews

Guest favourite

Condo in Kailua-Kona

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) ✈

4.86 out of 5 average rating, 211 reviews

Top guest favourite

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 Holualoa

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.

4.98 out of 5 average rating, 200 reviews

Top guest favourite

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

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.

4.97 out of 5 average rating, 219 reviews

Top guest favourite

A modern kitchen is visible, featuring white cabinetry, sleek black appliances, and a glossy countertop. A dining area with bar seating is positioned near a cozy living space, which includes a light-colored couch and large ottoman, complemented by soft lighting along the walls.

Condo in Kailua-Kona

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

This luxurious condo with custom interior design is located in historic downtown Kona from where you can walk to sandy Kailua Bay beach just 2 blocks away, restaurants, supermarket, shopping and entertainment. The condo features: pool with BBQ deck, private laundry, full kitchen with dishwasher and ice maker, two zoned ultra quiet AC, Cal. King bed, a screened-in Lanai with peekaboo view of the ocean, fiber optic internet, and a 65” 4K smart TV!

4.97 out of 5 average rating, 327 reviews

Guest favourite

A nighttime view of the property features multiple buildings adorned with colorful lights, illuminating the outdoor space. A swimming pool reflects the vibrant lights, while lounge chairs are positioned nearby, inviting relaxation under the starlit sky.

Guest suite in Kailua-Kona

Da Pool Hale - Kona Amazing Ocean Sunset

Charming, elegantly renovated Ohana in Kona Palisades. This unit has a tight modern feel with a local flair. Mahagonny trim flows throughout! Good for couples and honeymooners and families! Centrally Located in the heart of the Gold Coast of West Hawaii, 7-mile drive to downtown Kona and Kua Beach, less than 8 min from the airport. We are close to the Ocean, Rainforest, restaurants, and stores! We also have another studio unit on our property.

4.92 out of 5 average rating, 492 reviews