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Holiday rentals with a pool in Keauhou Bay

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Top-rated rentals with a pool in Keauhou Bay

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Top Guest favourite
A private outdoor space features a pool surrounded by tropical greenery and stone pathways. The two-story home is visible in the background, showcasing a deck with shaded seating. Solar panels are installed on the roof, and the ocean is seen in the distance under a clear sky.
Home in Kailua-Kona
4.96 out of 5 average rating, 109 reviews

Kahaluu Bay Get-Away

Kahalulu Bay Get-Away is your perfect choice for an authentic, comfortable Hawaiian stay. Perched gently above Kahalulu Bay, you'll enjoy tropical tradewinds, Kona sunsets, the sounds of the surf and the songs of nature. The setting is totally private with ocean views, rock walls, large trees, lush greenery, an archeological site from the 12th century and a pool that is all-day worthy. Come. Relax. Enjoy. You’re in for a treat. Family built, enjoyed for decades and now shared with you...Aloha :)

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 Kailua-Kona
4.94 out of 5 average rating, 106 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 of your life unfold. Tranquility, privacy, and stunning beauty await you. A masterclass of design in harmony with nature, this exquisite and inspired 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.

Guest favourite
A contemporary living space features a sectional sofa adorned with orange accent pillows and a light rug. A wooden coffee table is centered, while a mounted TV sits above a wooden cabinet. Natural light flows in through large sliding doors opening to an outdoor view.
Condo in Kailua-Kona
4.92 out of 5 average rating, 100 reviews

The Olena at Keauhou Bay

Discover the calm of The Olena, a contemporary 1-bedroom ground floor apartment with A/C, nestled in a quiet complex at the heart of Keauhou in Kailua-Kona. Designed with natural accents and thoughtful details, it is an ideal getaway for 2 guests to enjoy easy walking access to Keauhou Bay and the shops at Keauhou Shopping Center. Enjoy a shared pool, savor sunsets on the expansive lanai with a picturesque view of the Kona Country Club, and immerse yourself in the laid back lifestyle of Hawaii.

Guest favourite
The entrance to Keauhou Resort is framed by vibrant tropical flowers in shades of pink and red. Lush green foliage and tall palm trees rise against a clear blue sky, creating a welcoming atmosphere for visitors.
Condo in Kailua-Kona
4.95 out of 5 average rating, 132 reviews

Peaceful Keauhou Condo. A/C. All Taxes included.

Imagine ocean breezes, the sounds of birds singing, magnificent private garden views and the ocean just steps away! What if this peaceful airconditioned one-bedroom/one bath condo located in Keauhou Bay was your personal retreat for your vacation, honeymoon, etc.? You will have access to two saltwater pools, be right next door to the Kona Country Club, around the corner from Keauhou Shopping Center and minutes from the best beaches. The condo is decorated with the most up-to-date finishes.

Guest favourite
A vibrant view of the ocean showcases crashing waves against the rocky shoreline, framed by lush green palm trees. The distant coastline is dotted with tropical buildings, inviting relaxation and exploration of the seaside environment.
Condo in Kailua-Kona
4.91 out of 5 average rating, 102 reviews

5 STAR Ocean Front Penthouse- 5 Star

- Ocean front - 5 Star - Ocean front pool and spa - Fast WIFi -18 Acers of private vacation Condos - White sand beaches, Dolphins, Surfing, Fishing, Manta Rays, Snorkeling, Paddle Boarding, Bogie Boarding, Waterfalls, Volcanos, Scuba Diving, Art, amazing dining, and so much more Kona has to offer! - 2 Bedroom 2 luxury bathrooms -Sleeps 6 - Full Washer and Dryer - Air Conditioning -Full size Kitchen - Epic out door Lani with dining - Smart TV's, Netflix, Prime Video, & cable - Tennis Courts

Top Guest favourite
The exterior of a modern split-level home is showcased, featuring a spacious pool in the foreground. Tropical palm trees surround the property, while a shaded seating area with an umbrella is visible beside the pool. The expansive deck offers steps leading to the entrance of the home.
Home in Kailua-Kona
4.91 out of 5 average rating, 156 reviews

Tropical Oasis Home with Pool and Steps to Beach

Experience this tropical oasis, conveniently located in Keauhou. With a 2 minute walk to the ocean - watch the breathtaking sunset, stargaze at night , and fall asleep to the ocean waves crashing into Heeia Bay! Awake to the wild song birds as you sip on your Kona coffee, and plan your Big Island adventure. Enjoy an afternoon cocktail by the pool, perfect for yoga, reading a book, or cooling off. Walk 5 minutes to nearby delicious restaurants, or a 10 minute drive to downtown Kona.

Top Guest favourite
A vibrant tropical garden surrounds a modern villa, nestled within lush greenery and mature palm trees. A serene pool glimmers in the sunlight, creating a peaceful focal point amidst the rich landscaping. The sky above is bright with scattered clouds, enhancing the tranquil atmosphere.
Apartment in Kailua-Kona
4.96 out of 5 average rating, 107 reviews

Suite Magic Sands Beach

Save money & time! Ho'omalu located just off of Alii drive "Ironman Route" is only an 11 minute walk to magic sands beach and many more hot spots. In a private and tranquil gated community this modern day Villa awaits where sophistication meets relaxed Hawaiian living. The inviting pool enveloped with mature tropical landscaping is the centerpiece to this compound and features upscale finishes and flooring. The apartment is on the second level. Ask about our car rental fleet discounts.

Superhost
A serene lanai is displayed with a view of a vibrant sunset. Lush greenery frames the scene, with palm trees and blooming flowers visible. Soft lighting is strung along the railing, adding a warm touch to the outdoor space designed for relaxation.
Condo in Kailua-Kona
4.87 out of 5 average rating, 121 reviews

Keauhou Garden - Ocean view - Walk to Harbor

Stunning ocean views, walking distance to the harbor and shopping center. Keauhou Garden is a clean and cozy stay at the heart of Keauhou, one of the best neighborhoods to stay on Big Island. Peaceful and quiet place, yet just a short drive from Kona downtown. A perfect place to unwind and relax while admiring beautiful views of the ocean and the golf course. Keauhou Resort is nestled next to the Kona Country Club, a spectacular public golf course with breath-taking ocean views.

Guest favourite
An outdoor area is presented with a spacious pool surrounded by lounge chairs and umbrellas. A wooden gazebo offers shaded seating, with palm trees framing the view. Sunlight casts a warm glow over the scene, enhancing the vibrant greenery and tranquil atmosphere.
Condo in Kailua-Kona
4.88 out of 5 average rating, 180 reviews

Kona Getaway at Kahalu'u Bay 2 Bed 2 Bath Condo

Welcome to our little piece of paradise in Kona. Begin your day with a cup of Kona coffee on your private lanai, or stroll to the pool area, where breathtaking views of the waves and surfers await. Enjoy the tranquil atmosphere and start your day off right in a relaxing, peaceful way. A/C addl. $20 per day. Rates listed INCLUDE 18.67% State of Hawaii occupancy taxes as of January 1, 2026. State of Hawaii tax ID GE/TA ( NUMBER HIDDEN) STVR REGISTRATION # STVR 19-363707

Guest favourite
An outdoor lanai is equipped with a dining table and lounge chairs, set against a backdrop of lush tropical plants and trees. The space overlooks a serene garden view and offers glimpses of nearby buildings and the vibrant landscape.
Condo in Kailua-Kona
4.93 out of 5 average rating, 121 reviews

Classic Hawaii Style 2 Bedroom condo, Keauhou Bay

Hoʻomaha a hauʻoli (relax and enjoy) your Hawaii vacation just a short walk from senic Keauhou Bay. Enjoy the bright pink sunsets on your large lanai from either an outdoor dining table or lounge area. Kick your feet back to the sounds of tropical birds and island breezes. Located adjacent to a championship golf course, or utilize our boogie boards and sand toys at the beaches nearby. When you’ve had enough sand between your toes, cool off at the on-site pool.

Guest favourite
A sweeping view showcases lush green golf course fairways lined with palm trees. In the distance, the Pacific Ocean glimmers under the blue sky, providing a scenic backdrop to the well-maintained resort buildings, which feature tiled roofs and surrounded by vibrant tropical landscaping.
Condo in Kailua-Kona
4.91 out of 5 average rating, 120 reviews

Oceanview Kona Coast Resort

Aloha and welcome to Kona Coast Resort! On Hawaii's Big Island, KCR sits on 21 acres of lush, tropical gardens and offers breath-taking views of the Pacific Ocean from the condo’s private lanai. This refreshed, comfortable space offers you all the amenities you expect from a resort plus the comforts of home! Things you will love: incredible & expansive ocean view, well appointed details, two pools, gym, poolside restaurant, and beautiful decor!

Guest favourite
A spacious living area is shown, featuring a large sectional sofa and a wooden coffee table. A flat-screen television is positioned on a stand, with a sliding glass door leading to a patio. Warm wood paneling and neutral tones create a comfortable ambiance.
Condo in Kailua-Kona
4.85 out of 5 average rating, 120 reviews

Hale Kapena (Captain's House)

Hale Kapena (Captain's House) is a cute golf course frontage condo with peekaboo ocean views. This cozy unit features one full bedroom and a convertible second sleeping area in the living room area. Great for visiting guests or children. This ground floor unit offers easy access with a reserved parking place. Also early check-in or late check-out, if available, can be requested for additional fees.

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