Holiday rentals with a pool in Kahaluu-Keauhou

4.98 out of 5 average rating, 203 reviews

A panoramic view of a lush outdoor space features a vibrant rainbow arching over the landscape. Tropical plants surround a solar heated pool, with lounge chairs positioned nearby. The tranquil setting offers glimpses of the ocean in the background, enhancing the serene atmosphere.

Home in Captain Cook

Tiny House Hawaii

The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

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.

4.97 out of 5 average rating, 115 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 :)

4.91 out of 5 average rating, 115 reviews

A spacious living area is shown with a light-colored rug and comfortable seating, complemented by ceiling fans. Large glass doors open to an outdoor space, revealing views of the adjacent garden and ocean. Natural light brightens the room, enhancing its airy feel.

Townhouse in Keauhou

Seahorse Luxury Suite at Seaspray Ocean View

A private oasis across from the desirable Kahaluʻu Beach Park. This two bedroom luxury suite is bright & airy with a private lanai & your own KOI pond. A private guest only pool deck includes a barbecue and dining area for outside entertainment. The living room is a great place to relax with ocean views and the sounds of ocean waves. The chef of the family will appreciate a fully stocked modern kitchen. The whole group will enjoy everything Kona has to offer from this centrally located Oasis.

A private lanai is featured with a wooden table and two chairs, overlooking the vibrant blue ocean. Palm trees frame the scene against a clear sky, enhancing the peaceful outdoor setting. Colorful plants in pots add a pop of red to the coastal view.

4.94 out of 5 average rating, 232 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

A shimmering pool reflects the clear blue sky, bordered by a stone deck. Palm trees line the edge, offering shade. The ocean is visible beyond the pool, enhancing the tranquil atmosphere of the space.

4.78 out of 5 average rating, 241 reviews

Ocean Front Paradise with AC at Magic Sands Beach

The first thing you will notice when you enter the condo is the overwhelming, unobstructed view of the ocean. The studio includes stainless steel appliances, shaker cabinets with matte black hardware, quartz counters with extended bar area, wall mounted 54-inch TV, armoire, dining table, queen sized sofa sleeper, king sized bed with matching nightstands and palm tree lamps, large format tile shower with mosaic pan and niche and glass surround and luxury plank flooring including AC and wifi.

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.

4.88 out of 5 average rating, 128 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.

A private lanai is presented with a dining table set for two, featuring woven chairs and vibrant cushions. The setting overlooks the ocean, with a sunset in the background casting warm hues across the sky, and the lush landscape of palm trees visible below.

4.94 out of 5 average rating, 117 reviews

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.

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.

4.88 out of 5 average rating, 190 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

4.98 out of 5 average rating, 107 reviews

Oceanview Kailua-Kona Condo with Lanai

Experience the best of Kona in this spacious ocean view condo with A/C, two private lanais, and beach essentials. Just minutes from Keauhou Bay—ideal for manta ray snorkeling, fishing, and ocean adventures. Enjoy two saltwater pools, BBQ areas, and lush tropical grounds. Walk to Keauhou Shopping Center for dining and groceries, or hit the links at nearby Kona Country Club. Perfect for beach lovers and adventure seekers alike!

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.

4.85 out of 5 average rating, 124 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.

A refreshing swimming pool is surrounded by lush tropical landscaping, featuring numerous lounge chairs and umbrellas in vibrant shades of blue. A thatched-roof hut is positioned nearby, adding to the serene outdoor environment.

4.85 out of 5 average rating, 123 reviews

Keauhou Poolside • Walk to Harbor & Shops!

Clean, cozy, and inviting, Keauhou Poolside is your ideal Big Island escape. This one-bedroom condo at Keauhou Resort #137 offers a relaxing retreat after a day of adventure. Walk to the harbor for a swim or relax by the pool just outside your door. The nearby Keauhou Shopping Center makes it easy to stock up on groceries and enjoy meals in the newly remodeled kitchen. Your island getaway awaits!

A dining table is set with plates and fresh fruits on the lanai, featuring views of the ocean and surrounding palm trees in the background. The scene is framed by lush greenery, creating a peaceful outdoor dining atmosphere.

4.87 out of 5 average rating, 264 reviews

Sunset Oasis in Paradise

Beautiful, spacious 1 bedroom 2 bath unit with breathtaking ocean views in prestigious Keauhou Akahi. It is steps from Keauhou bay, Keauhou Shopping, and only 5-10 minutes from Kahaluu and Magic Sands beach. This is a legal, short-term vacation rental property. Tax registration no: STVR-19-359853 TA-010-099-9168-01 / GE-010-099-9168-01

Popular amenities for Kahaluu-Keauhou rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.99 out of 5 average rating, 103 reviews

Exceptional Oceanview Home - Pool & Stunning View

4.97 out of 5 average rating, 31 reviews

Ocean View House Near Outrigger Kona Resort & Spa

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.

4.98 out of 5 average rating, 175 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

A serene pool area reflects the vibrant colors of a sunset, with palm trees lining the background. Floating pool loungers are visible, adding a sense of relaxation. The surrounding scenery showcases a tranquil atmosphere, enhancing the peaceful ambiance of the private outdoor space.

4.96 out of 5 average rating, 170 reviews

Private Pool - 180° Ocean View - Minutes to Beach

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.

4.91 out of 5 average rating, 165 reviews

Tropical Oasis Home with Pool and Steps to Beach

4.93 out of 5 average rating, 260 reviews

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC

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.

4.95 out of 5 average rating, 116 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

A large lap pool is surrounded by a wooden deck and tropical landscaping. Poolside loungers are positioned for relaxation, with views of the ocean and distant trees. The area is bathed in natural light, creating a serene outdoor atmosphere.

4.97 out of 5 average rating, 206 reviews

Halia Hale

Condo rentals with a pool

A vibrant sunset casts warm hues over the ocean, reflecting off the water's surface. Silhouettes of palm fronds frame the scene, enhancing the serene coastal atmosphere. The horizon blends orange and yellow tones, creating a peaceful transition as day turns to night.

4.8 out of 5 average rating, 226 reviews

Absolute Oceanfront Property

A spacious living area features high wooden ceilings, with natural light flooding in through large sliding doors that overlook the ocean. Comfortable seating arrangements include a light-colored sofa and a cozy armchair. An ornate coffee table sits in front of an entertainment console displaying decorative items.

4.82 out of 5 average rating, 34 reviews

2Bed Ocean View Condo in Keauhou

A modern kitchen is visible, featuring white cabinetry, sleek black appliances, and a glossy countertop. A dining area with bar seating is positioned near a cozy living space, which includes a light-colored couch and large ottoman, complemented by soft lighting along the walls.

4.96 out of 5 average rating, 303 reviews

Inna's Downtown-Walk to Beach and to Supermarket!

A round wooden coffee table is placed in the foreground, adorned with a small green plant. Behind it, large glass doors offer a panoramic view of the ocean, framed by palm trees, allowing natural light to fill the space.

4.94 out of 5 average rating, 64 reviews

Brand NEW Oceanfront Retreat! Steps to Beach!

An outdoor swimming pool is surrounded by a landscaped area featuring lush palm trees. A nearby gazebo is visible, and several lounge chairs are placed around the pool for relaxation. The scene is brightened by clear blue skies.

5 out of 5 average rating, 7 reviews

Holua Resort at Mauna Loa | 1BR King Bed Suite

A modern living area is presented with a comfortable sofa and armchair, complemented by a light wooden coffee table. A large television is positioned opposite the seating. Floor-to-ceiling windows provide views of the ocean, allowing natural light to fill the space.

4.92 out of 5 average rating, 249 reviews

Blissful paradise with epic view- Hale Mahana

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.

4.92 out of 5 average rating, 115 reviews

5 STAR Ocean Front Penthouse- 5 Star

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.

4.92 out of 5 average rating, 133 reviews

Classic Hawaii Style 2 Bedroom condo, Keauhou Bay

Other holiday rentals with a pool

4.97 out of 5 average rating, 29 reviews

A cozy living space is presented with a light-colored sofa and a wooden dining table. A decorative area rug enhances the floor, while a skylight and glass sliding doors allow natural light to brighten the room. Wall art reflects tropical themes, adding a calm ambiance.

Apartment in Keauhou

A/C, Pickleball and A Pool

5 out of 5 average rating, 45 reviews

A spacious living area features a large window offering unobstructed views of the ocean and coastline. A light-colored sofa is positioned beside a wooden coffee table. The serene blue water and distant palm trees are visible beyond the balcony.

Apartment in Kailua-Kona

Gorgeous Unit, Stunning Views!

5 out of 5 average rating, 15 reviews

An expansive view of the ocean is presented, framed by lush green palm trees. The scene includes rooftops with red tile, blending with the tropical landscape. A clear blue sky enhances the serene coastal atmosphere, creating a refreshing backdrop.

Apartment in Keauhou

Spectacular Ocean Views!

4.86 out of 5 average rating, 7 reviews

Oceanfront Escape in Kanaloa at Kona – Keauhou

5 out of 5 average rating, 48 reviews

Brand new Luxury Oceanfront Living in Kona with AC

A corner of the condo features light blue curtains gently draping from a window, showcasing views of the ocean and palm trees outside. A sunhat and a striped scarf are hung on the wall, adding a touch of tropical charm to the space.

5 out of 5 average rating, 53 reviews

Oceanfront Chic • Just Renovated

A dining table is set on a spacious lanai, featuring vibrant dishware and tropical fruits, including a pineapple. Two glasses of red wine are positioned nearby. The backdrop includes a lush landscape with palm trees and expansive ocean views under a clear blue sky.

5 out of 5 average rating, 10 reviews

CCV #239 AC Ocean Views NEW! Golf, Sunsets