
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 $166 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.

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, 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.

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

Tropical villa: Heated pool, hot tub & ocean views
Beautifully updated home nestled on a private corner lot in an upscale gated community, just minutes away from the town of Kona. Immerse yourself in the resort-style backyard w/ a heated pool, a cascading waterfall, a relaxing hot tub, and lush tropical landscaping. Comfortably sleeps 8, perfect for families. Enjoy fast Wi-Fi, smart TVs, luxurious linens, updated bathrooms, a well-stocked kitchen, and plenty of beach and pool gear to make your stay truly memorable. Fully licensed: STVR-19-365351

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.

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.

Tropical Oasis: Heated Pool, Waterfall, Ocean View
Welcome to Nakukui Hale, your own private Hawaiian sanctuary — a beautifully designed estate for up to 8 guests in a gated community. A resort-style waterfall spills over lava rock into a blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the spa or relax in the private gazebo as the sun sets over the Pacific. Just minutes from Ali'i Drive, Magic Sands Beach, Ironman Pier and the best restaurants in Kona. This is Hawaii living at its absolute finest.

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.

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.

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.

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!

Tax all included! Luxury Kolea at Waikoloa Resort
Luxury ocean front property Kolea A'Bay ! Gated community and 24/7 security with high maintenance for everything in Kolea. peaceful and centrally-located place with private pool club house right by the ocean and private road to the ocean. You can walk to the LavaLava sunset lounge on A bay and walk to the King shopping center where upscale stores are located with restaurant and grocery store.
Popular amenities for Kalaoa rentals with a pool
House rentals with a pool

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

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

Island Aloha + Expansive Ocean View

Tranquil Hawaiian Pineapple Poolhouse with A/C

Tropical Oasis Home with Pool and Walk to Beach

Romantic Keauhou Retreat | Pool + Tropical Lanai!

HAVEN: Poolside Sanctuary with Heavenly Views

My Kona Paradise
Condo rentals with a pool

Newer Luxury Townhouse - Exceptional Value

Great! 2BR/1.5BA Ground Floor Near A-Bay & Shops

Hale Honu -Turtle House Oceanview Luxury Penthouse

OCEANFRONt 3+2.5 FREE AC BeachGear

2 Bedroom Penthouse Condo With Ocean View And Pool

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

Blissful paradise with epic view- Hale Mahana

☀ Live on the Ocean along Famous Ali'i Drive + ☀
Other vacation rentals with a pool

Da Pool Hale - Kona Amazing Ocean Sunset

Hawaiian Getaway Brand New Pool coming 9/15/26

Kona Landing | Ocean Views, BBQ, Pool, Beach Gear

Luxurious 3 bedroom at The Fairways at Mauna Lani

High-End Ocean Sanctuary with Upgraded Interiors

Bright, airy 2 bed, 2 bath, Q sofabed, near pool!

Lovely 3rd Floor 2 bedroom Ocean Front Condo #312

Hali‘i Kai Ocean View | 3BR/3BA | Sleeps 8
Destinations to explore
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- Rentals with pools Hawaii County
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- Rentals with pools United States
- Hapuna Beach
- Waikōloa Beach
- Mauna Kea
- Kohanaiki Private Club Community
- Waikoloa Beach
- Mauna Lani Beach Club
- Sea Village
- Spencer Beach Park
- Manini'owali Beach
- Makalawena
- Puʻuhonua o Hōnaunau National Historical Park
- Magic Sands Beach Park
- Waialea Beach
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Kona Farmer's Market
- Kua Bay
- Hapuna Beach State Recreation Area
- 49 Black Sand Beach
- Captain James Cook Monument
- Kealakekua Bay State Historical Park
- Kailua Pier
- Big Island Retreat
- Old Kona Airport State Recreation Area





