Vacation rentals with a pool in Kalaoa

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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
4.96 out of 5 average rating, 173 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 favourite
An airy living space features large windows showcasing ocean views. A spacious seating area includes two chairs and a comfortable couch. A wooden coffee table is centrally positioned. Natural light fills the room, highlighting the vaulted ceiling and warm wood accents throughout.
Townhouse in Keauhou
4.95 out of 5 average rating, 110 reviews

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.

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
4.99 out of 5 average rating, 269 reviews

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.

Top guest favourite
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 Holualoa
4.95 out of 5 average rating, 230 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 favourite
Guest suite in Kailua-Kona
4.91 out of 5 average rating, 425 reviews

Tropical Couples Retreat w/ Pool & Relaxing Lanai

Perched on the hillside above Kona, this private guest suite offers a peaceful escape just 7 miles from town & beaches. Wake up to birdsong and enjoy your morning coffee beneath a stunning monkeypod tree, then spend your day exploring the Big Island’s beaches, snorkeling spots, and scenic drives. Back at the property, unwind with a refreshing dip in the pool and relax on your private patio. Perfect for couples seeking a quiet, off-the-beaten-path stay—close to Kona, yet far from the crowds.

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
4.99 out of 5 average rating, 107 reviews

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.

Top guest favourite
A private solar heated pool is surrounded by tropical landscaping, featuring a waterfall cascading over black rocks. Comfortable outdoor seating is arranged nearby, with vibrant plants adding color and lushness to the serene atmosphere.
Home in Holualoa
4.96 out of 5 average rating, 151 reviews

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 deep blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the elevated 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 town. This is Hawaii living at its absolute finest.

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
4.98 out of 5 average rating, 186 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 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 180Âş ocean views, this secluded retreat enjoys a quiet atmosphere and cooler temps than busy downtown while not being far from the action.

Guest favourite
An expansive saltwater pool is framed by a wooden deck, offering views of the ocean and colorful sunset skies. Tropical foliage partially obscures the scene, adding a serene touch. The tranquil surroundings invite relaxation and peaceful moments.
Home in Holualoa
4.95 out of 5 average rating, 123 reviews

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

Top guest favourite
Home in Holualoa
4.93 out of 5 average rating, 269 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 favourite
A clear pool reflects the blue sky and surrounding palm trees, featuring a gently sloping entry. Covered seating areas are visible nearby, with lounge chairs arranged for relaxation. The scene conveys a serene atmosphere ideal for enjoying the outdoors.
Townhouse in Puako
4.93 out of 5 average rating, 197 reviews

Spacious Fairways 2BD townhome. Pool/Beach Club!

Desirable 2 Bd 2.5 Bath townhouse in the beautiful Fairways at Mauna Lani! Tastefully decorated and well appointed with everything you need in your home away from home. Resort style pool/hot tub/fitness center onsite. Close proximity to beaches, shopping, restaurants. Beach Club Access to All of Our Guests!! We leave our access card for our guests to use during your stay- private gated parking, free cabana/beach chair use. AMAZING BEACH for relaxing, snorkeling, and water recreation!

Top guest favourite
A comfortable living area features a beige sofa, complemented by colorful cushions. A wooden coffee table sits at the center, with a decorative bowl on top. In the background, a modern kitchen and dining space are visible, creating an open and inviting layout.
Condo in Puako
4.96 out of 5 average rating, 164 reviews

Enjoy lush tropical lifestyle in Waikoloa Resort

Enjoy your stay at this serene ground floor, remodeled in 2023, 1 bedroom 1 bath corner unit condominium in one of the best location of Waikoloa Beach Resort. * Lush tropical landscaping with ponds and waterfalls * Next to pool, tennis court, BBQ and fitness center * Walk to beach, shops, restaurants, entertainments and Grand Hilton * Free fast WiFi. Central A/C. Washer and dryer. * Spectrum Cable and Roku streaming TVs * Private Parking spot 50 yards from the front door

Popular amenities for Kalaoa rentals with a pool

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 $138 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,040 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!

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