Vacation 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 favorite

An aerial view of the Sea Village complex highlights the oceanfront pool and spa area. Surrounding lush greenery and well-maintained gardens enhance the inviting atmosphere. Umbrellas shade the lounge chairs placed around the irregularly shaped pool, while the communal BBQ area is positioned nearby.

Condo in Kailua-Kona

4.94 out of 5 average rating, 204 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!

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

A refreshing pool is situated beside the ocean, surrounded by a patio area with lounge chairs. The backdrop features a multi-story building with balconies and palm trees, contributing to a relaxed coastal atmosphere under a clear blue sky.

Condo in Kailua-Kona

4.94 out of 5 average rating, 158 reviews

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

Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a boutique complex, meaning no noise from the street or guests above. After a busy day at the beach and a night on the town, you'll appreciate the peace and quiet of your own space with only the sound of the ocean to lull you to sleep.

Guest favorite

A private pool is featured, surrounded by tropical plants and vibrant flowers. A waterfall flows over black rocks into the clear blue water, providing a serene atmosphere. Sunlight reflects off the water's surface, enhancing the inviting feel of this outdoor space.

Home in Kailua-Kona

4.95 out of 5 average rating, 123 reviews

Tropical Private Oasis, Heated Pool & OceanView!

3 bedroom/2.5 bath, Sleeps 8 with Private Solar Heated Pool with Waterfall, Lanai, Gazebo with Ocean View, Tropical Yard. 5 min to downtown Kona along the water. This "model home" sits in a gated community of Kahakai with breathtaking views. It has all upgrades throughout the house for ultimate luxury. A pathway on this 1/2 acre plus property leads to an elevated private gazebo for that amazing romantic evening dinner or relaxing with your special one while looking at an amazing ocean view.

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

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, 101 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

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.

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, 114 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.

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

Kona Coast Condo Expansive Ocean Views Kailua-Kona

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!