Vacation rentals with a pool in Keauhou Bay

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Keauhou Bay

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Guest favorite

A serene oceanfront pool is surrounded by lush greenery and palm trees, offering views of the tranquil ocean in the background. The clear blue water of the pool contrasts with the bright sky, creating a relaxing atmosphere for guests.

Condo in Kailua-Kona

4.86 out of 5 average rating, 132 reviews

OCEANFRONt 3+2.5 King Beds Walk to Keauhou Bay

OCEANFRONT Kanaloa 3Br 2+1/2 Ba AC SPACIOUS 2000 sq ft. Enjoy Meals Out on your Oceanfront Lanai. King Beds. Twins avail Walk to Keauhou Harbor (Snorkel Tours, Manta Ray Boats), Secret Cove (Hee'eia), Kahaluu Beach, Movies, Market, Restaurants 5 min drive to Kahaluu FREE Parking. FREE Resort Fees. FREE AC. 3 Pools, Hot Tubs, Clubhouse, Largest Grounds Complex in Kona Oceanfront Walkway, Acres of grounds. 15 Stairs 2 nt min $298 cleaning & 17.96% Hawaii tax is shown on your Airbnb quote.

Top guest favorite

An oceanfront view features a serene swimming pool, surrounded by palm trees. The calm waves of the Pacific Ocean are visible in the background, reflecting the sunlight. The landscape includes a rocky shoreline, enhancing the coastal atmosphere.

Condo in Kailua-Kona

4.93 out of 5 average rating, 209 reviews

Longboard Studio at Kona Magic Sands Beach

Welcome to LongBoard Studio – Kona’s premier direct oceanfront escape at Magic Sands Beach! This stylish, film-featured studio offers stunning ocean views, a brand-new lanai with teak furniture, and full-width NanaWall doors for seamless indoor-outdoor living. Enjoy a gourmet kitchen, AC, queen bed, in-unit laundry, and the sound of waves at your doorstep. Perfect for relaxing, writing, or watching dolphins & whales from your lanai. Steps to the beach, serenity, and aloha! TA-005-037-8752-01

Guest favorite

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, 128 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 favorite

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, 154 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.

Guest favorite

A vibrant sunset fills the sky with orange and pink hues, contrasted by the silhouette of a historic church with a tall spire. Lush palm trees frame the scene, adding to the tropical atmosphere as the day transitions into evening.

Condo in Kailua-Kona

4.97 out of 5 average rating, 195 reviews

Downtown Kona Plaza Condo w/AC

Visit all the Big Island has to offer and lay your head to rest at this comfortable, renovated condo located in the heart of downtown Kona. Situated on historical Ali'i Drive, we are just steps from shops, restaurants, coffee houses, and beaches. Take in the breathtaking sunsets and hear the nightly luau from the enclosed lanai. Enjoy the newly refinished pool, and head up to the sunset deck for a bbq or cocktail. Catch charters, sunset cruises, and snorkel tours off of Kailua Pier.

Top guest favorite

Guest suite in Kailua-Kona

4.98 out of 5 average rating, 299 reviews

Poolside Studio🤙🏻Ocean View / AC / King🛌10min➡️Beach

A gorgeous remodeled studio featuring an ocean view lanai with a pool right outside. The lanai has a huge umbrella and bbq, and is a fully enclosed dining area with a self-closing gate to keep your kids safely away from the pool. The interior is all freshly renovated in 2020 with stylish and comfortable furniture. Covered parking is steps from the entry and plenty of quality beach gear is available for you to use anytime. Ice-cold A/C and Apple TV make relaxing inside just as nice.

Superhost

A serene pool area is surrounded by tropical landscaping, featuring lush palm trees and vibrant flowers. A spacious pool with a curved shape includes steps leading into the water and a hot tub nearby. Comfortable lounge chairs are positioned around the perimeter.

Condo in Kailua-Kona

4.87 out of 5 average rating, 115 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 favorite

A large, inviting pool is surrounded by lush palm trees and well-maintained landscaping. Multiple lounge chairs provide relaxation options under shaded umbrellas. The clear blue water reflects the sky, creating a refreshing atmosphere suitable for leisure.

Townhouse in Kailua-Kona

4.91 out of 5 average rating, 159 reviews

A bit of Hawai'i Paradise steps from the ocean!

Great 970 square foot, 2 Bedroom, 2 Bath townhouse with slight ocean view from the lanai. King sized bed in one bedroom or two twins that can be joined to make a king in second bedroom. Inflatable "neverflat" bed for two additional guests. Big screen TV, great kitchen, community gas or charcoal grills. Snorkeling gear, boogie boards, cooler, WiFi, single dedicated parking space, bring our beach chairs to the common waterfront area and enjoy the ocean view and watch the sunset.

Top guest favorite

A private pool area is showcased, featuring clear blue water and surrounding palm trees. Comfy seating is positioned nearby, along with a grilling station. The sheltered space includes white columns and light-colored tiles, creating a relaxed atmosphere for guests.

Guest suite in Kailua-Kona

4.96 out of 5 average rating, 150 reviews

1-Bedroom Suite with Private Pool and Garden Lanai

🌬AC included in price! ☀️We invite you to stay with us at our peaceful 1-bedroom studio `ohana unit in the heart of Kailua-Kona, Hawai`i. We offer a private bathroom, kitchenette, and coffee station to fulfill your traveling and exploring needs. 💦Or stay in and hang out poolside by your own private pool that comes with a comfy seating area, lounge chairs, and a grill. 🌿Whatever you choose, we hope to create a relaxing environment for you to unwind and feel at home.

Guest favorite

Condo in Kailua-Kona

4.86 out of 5 average rating, 118 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. Hawaii accommodation taxes of 2023 should be be included in quotes. Also early check-in or late check-out, if available, can be requested for additional fees.

Guest favorite

A clear blue pool is surrounded by palm trees and lounge chairs. The sun reflects off the water's surface, creating a bright and inviting setting. Nearby buildings are visible in the background, providing a sense of place and relaxation.

Condo in Kailua-Kona

4.92 out of 5 average rating, 117 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 favorite

Condo in Kailua-Kona

4.91 out of 5 average rating, 116 reviews

Oceanview Kona Coast Condo

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!