Vacation rentals with a pool in Kailua-Kona

A refreshing swimming pool is framed by a courtyard surrounded by three levels of condo balconies. Several lounge chairs are arranged around the pool, with an umbrella providing shade. The clear blue water reflects the calm sky above, creating a serene atmosphere.

4.93 out of 5 average rating, 129 reviews

Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi

Honu's Hideway-a newly renovated condo with all the amenities, located just steps from the warm tropical waters and on Ali'i Dr a few minutes from Old Kona town Enjoy swimming, snorkeling sun bathing or surfing at Banyons, a local favorite. Swim, sun and enjoy the hot tub after a day of exploring, then open the door to your private paradise. Enjoy the large fully equipped kitchen plop on the couch, listen to music or enjoy a movie, sit on the lanaii, people watch and have an island drink or two

Superhost

A solar-heated swimming pool is framed by palm trees under a clear blue sky. Loungers are arranged around the pool area, providing space for relaxation. The ocean is visible in the background, enhancing the serene ambiance of the outdoor setting.

4.9 out of 5 average rating, 127 reviews

Ocean Front Corner Condo in Paradise

Tranquil ocean front setting is pure relaxation listening to the ocean waves. Enjoy ocean breezes & expansive views, with dolphins, whales & gorgeous sunsets from a private corner unit balcony! Step to the beachfront & snooze under a palm tree. BBQs & picnic tables right on the beach. Solar heated pool. Also a saltwater pool filled by surf crashing in to swim in! Explore tidal pools in front. Walk to restaurants, shops, beaches & snorkeling. Get the trolley next door & ride share bikes close by.

An aerial view captures the Sea Village complex perched along the coastline, surrounded by lush greenery. The oceanfront pool is visible, with lounge chairs lined up around it, amidst well-maintained gardens. The backdrop showcases the neighboring buildings and lush hills, creating a serene coastal atmosphere.

4.94 out of 5 average rating, 178 reviews

Spectacular View, Direct Oceanfront Kona,Top Floor

ALOHA, WE INVITE YOU TO RELAX AT SEA VILLAGE Our lovely top floor condo is perfect for you! Sit back and take in the spectacular view from the lanai as you watch dolphins and whales (in season) during the day and beautiful sunsets in the evening! Lose yourself in the never ending sound of waves throughout the condo. Enjoy a closet full of essentials for visiting gorgeous beaches on the island. Downtown Kailua-Kona is a short mile walk from the condo, or relax at the oceanfront pool and hot tub!

The image captures a rocky beach at sunset, with the sun dipping below the horizon, casting warm hues across the sky. Dark rocks and scattered seashells are visible in the foreground, framed by gentle waves lapping at the shore.

4.97 out of 5 average rating, 129 reviews

Ocean Views~by Honl's Beach~Heart of Kona~AC

ENJOY OCEAN VIEWS from a renovated Stylish condo in one of the most desirable locations in Kona. This private condo is an apx 8 min walk to a variety of Ocean Side Restaurants, entertainment and a short walk to Honl's beach. No rental car needed as you are a short walk into town. The condo looks directly out to the Pacific Ocean and is on the ground floor so (no long stairs to climb). Free dedicated parking spot, which is so IMPORTANT in KONA now! 65" SMART TV, AC, the SOFA folds to a 2nd bed.

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.

4.94 out of 5 average rating, 192 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!

A swimming pool is surrounded by lounge chairs and umbrellas, framed by lush palm trees. The pool area is paved with natural stone and features a shallow entrance. A two-story building with balconies is visible in the background, set against a bright blue sky.

4.96 out of 5 average rating, 130 reviews

Kona Makai Tropical Gdn Oceanfront, OceanVw, Pool

Crashing waves lull you to sleep in our OCEANVIEW Spacious 687sf condo. Steps to the water at the tropical Ocean Front Kona Makai. Our 2nd floor condo sleeps 4 with a King bed in the bedroom + Queen pullout sofabed in the living room. 2 A/C's + fans in each room to keep you cool. W/D in Condo and Full kitchen. Pool & Spa. Beautiful garden view. Gorgeous Oceanview from the Kitchen & Lanai to enjoy the Kona sunset or step down to the lava cliffs for bbq sunset dining! Photos don't do it justice!

An oceanfront sandy beach area is framed by palm trees, with lounge chairs arranged for relaxation. The ocean is visible in the background, with calm waves lapping at the shore. A gated pool area is nearby, enhancing the serene coastal setting.

4.95 out of 5 average rating, 132 reviews

Updated condo with ocean views & air conditioning

Kick back and relax at this renovated condo with partial ocean views, an oceanfront saltwater pool, and lusciously landscaped grounds. This air-conditioned unit boasts a central location just 1.3 miles from the heart of downtown Kona. Conveniently located between downtown Kona and the world-famous Magic Sands beach, this is the perfect home base to explore everything Hawaii Island has to offer. Enjoy the shared BBQs and private sandy beach area as you soak up Kona's sensational sunsets.

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.

4.97 out of 5 average rating, 179 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.

4.96 out of 5 average rating, 157 reviews

An aerial view of a spacious home surrounded by lush tropical landscaping, showcasing a private pool and hot tub. The colorful gardens feature various plants and trees, with a driveway visible in front of the house, highlighting the serene environment of this one-acre estate.

Home in Kailua-Kona

Private Pool - 180° Ocean View - Minutes to Beach

This is real Hawaii (except we have fast reliable Wi Fi). Located at 900 ft. elevation, 4 miles to the center of town where there are many restaurants to choose from and just minutes to the nearest beach where the sea turtles are sunning themselves on the shore. This is on one acre in Kona's safest and most desirable neighborhoods. It is the downstairs of a large home where I live quietly upstairs. You share nothing, the pool and spa are yours exclusively while you are here.

A tranquil pool area is surrounded by lush tropical landscaping, featuring palm trees and vibrant foliage. Lounge chairs are placed around the pool, where guests are seen enjoying the water and the sunny environment. The two-story building with balconies is visible in the background.

4.9 out of 5 average rating, 433 reviews

Plantation Hale

Step back in time to old Hawai'i at our Plantation Hale, located just steps from the beautiful beaches and shoreline of Ali’i drive where you'll discover all the best restaurants and shopping in Kona. Ever wonder what it might have been like to live back in the days when sugarcane was king, and everybody had a ukulele? Not only will you be delighted inside, but the atmosphere at Kona Islander, with all of its beautiful landscaping and meandering pathways, is just as enchanting.

4.93 out of 5 average rating, 104 reviews

Condo in Keauhou

Romantic Sunset Condo Kona Luxe - Steps to Beach!

Welcome to locally owned Hale Hoku o Kahalu'u (The Star of Kahalu'u) in Keauhou-Kona. Stay in the newly renovated "luxe" condo in paradise just steps away from Kahalu'u beach park, Hawaii Island's best for snorkeling and surfing. Enjoy nightly sunsets from your private lanai (patio) in this spacious one bedroom, one bath abode. This is the perfect escape for couples seeking a true sense of Kona with a touch of vintage Hawaii just south of town, and close to all the amenities.