Holiday rentals with a pool in Kahaluu-Keauhou

4.96 out of 5 average rating, 110 reviews

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 Keauhou

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 :)

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.

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.

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, 219 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

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.

4.95 out of 5 average rating, 133 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 suite in Kailua-Kona

A cozy suite is visible from the entrance, featuring a comfortable full bed dressed with soft linens. A bedside lamp provides warm light, and decorative plants add a touch of nature. The room is complemented by smooth wood flooring and a decorative area rug.

4.96 out of 5 average rating, 169 reviews

Bungalow Bliss Ocean & Pool View

Your home away from home after exploring the island’s many beaches, coffee farms, snorkeling/diving spots, & downtown Kailua-Kona! Sun-kissed ocean & pool views await you in this cozy, stylish space. A perfect budget-friendly, clean, cool place to rest between your island adventures! Located near downtown Kailua-Kona and 500 ft above sea level, this property offers cooler temperatures and breezes that delight guests. This suite best fits solo travelers or couples who like to be cozy!

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, 148 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.

4.96 out of 5 average rating, 108 reviews

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.

Flat in Kailua-Kona

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.

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.

4.87 out of 5 average rating, 122 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, 113 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, 181 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

4.9 out of 5 average rating, 120 reviews

A charming blue studio is set amongst lush greenery, featuring a welcoming porch with white railings. The open entrance reveals large windows that let in natural light. Surrounding ferns and tropical plants create a serene environment, enhancing the overall peaceful setting.

Guest house in Keauhou

“Pineapple Cottage” your true Hawaiian getaway

This cozy Holualoa studio offers comfortable accommodations, up-to-date amenities, and a private deck that overlooks the small Kona Coffee farm that resides on the property! While relaxing, relish the lush gardens, sounds of the local wildlife, and ocean views. When you're ready for adventure, head out the door to Kahalua Beach or enjoy a tour of Hula Daddy Kona Coffee. This is the perfect spot for a romantic getaway or a solo trip to the Big Island.

The upper left image showcases a private lanai with outdoor seating and an umbrella, framed by lush greenery and a sunset view. The upper right captures a well-lit king bedroom featuring soft bedding and tropical decor. The lower left displays an inviting open-concept living area with bright decor and cozy seating. The lower right reveals a scenic ocean view, surrounded by verdant foliage.

4.98 out of 5 average rating, 100 reviews

Kona Ocean-View Retreat w/ A/C & Private Lanais

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!

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, 102 reviews

Exceptional Oceanview Home - Pool & Stunning View

4.97 out of 5 average rating, 29 reviews

Home in Keauhou

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.

4.99 out of 5 average rating, 162 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, 162 reviews

Private Pool - 180° Ocean View - Minutes to Beach

Superhost

The outdoor pool area features a spacious saltwater pool, a newly installed water slide, and lounge chairs under the vibrant evening sky. Palm trees surround the space, creating a tropical ambiance as the sunset casts a warm glow on the water's surface.

4.79 out of 5 average rating, 194 reviews

Ocean view home with pool and waterslide!

4.97 out of 5 average rating, 195 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

4.94 out of 5 average rating, 246 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.

4.94 out of 5 average rating, 107 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

Apartment rentals with a pool

4.92 out of 5 average rating, 183 reviews

An aerial view captures the beachfront property, showcasing a poolside area with palm trees and lounge chairs. The sandy beach extends along the coastline, with sandy areas and ocean waves gently lapping at the shore, while beachgoers enjoy the water and surrounding greenery.

Apartment in Kailua

Magic Reef 306 Oceanfront

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, 153 reviews

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

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, 282 reviews

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

The image captures a serene view of palm trees swaying gently against a backdrop of the ocean. The blue waters reflect the sky's hues, and well-maintained greenery is visible amidst the condo buildings, highlighting the calm coastal atmosphere.

4.77 out of 5 average rating, 133 reviews

Beachfront Condo in Kailua

A spacious lanai offers panoramic ocean views, with wooden furniture arranged for relaxation. A ceiling fan is visible above, and a single palm tree sways gently in the breeze. The ocean's vibrant blue contrasts with the light-colored tiles below.

4.94 out of 5 average rating, 177 reviews

2 Bedroom Penthouse Condo With Ocean View And Pool

4.94 out of 5 average rating, 169 reviews

A dining table is set for four on a private lanai, featuring ocean views framed by swaying palm trees. Plates, glasses, and decorative centerpieces create a welcoming atmosphere for meals by the water, with gentle waves visible in the background.

Apartment in Kailua

*Oceanfront Penthouse in Kona with AC!*

A serene oceanfront view is framed by swaying palm trees and vibrant greenery. The blue ocean stretches to the horizon, meeting frothy white waves that break against dark volcanic rock along the shore. The lush grass adds to the inviting landscape.

4.87 out of 5 average rating, 135 reviews

OCEANFRONt 3+2.5 FREE AC Kings Pickelball On Site!

A dining table is set for four, featuring elegant glassware filled with vibrant red drinks, dark napkins, and decorative flowers. The backdrop includes lush palm trees and an ocean view, enhancing the dining experience in an outdoor setting.

4.93 out of 5 average rating, 148 reviews

Stunning Ocean View Beach Front Villa at Kahaluʻu

Other holiday rentals with a pool

4.93 out of 5 average rating, 15 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.

Flat in Keauhou

A/C, Pickleball and A Pool

4.93 out of 5 average rating, 14 reviews

The living area is furnished with a comfortable sofa and two armchairs, complemented by a coffee table. Natural light filters through large windows adorned with light drapes, revealing views of palm trees outside. Ceiling fans are installed for added comfort.

Flat in Keauhou

Mauna Loa Village 1 Bedroom

4.93 out of 5 average rating, 191 reviews

A coastal three-story building is situated beside the ocean, flanked by a line of palm trees swaying gently in the breeze. Waves crash against the rocky shore, while the structure displays a series of balconies overlooking the water.

Flat in Kailua-Kona

1 BR condo steps from Kona's premier surf break

A welcoming entrance to the Keauhou Surf and Racquet Club is framed by lush tropical foliage, including palm trees and vibrant green plants. A decorative stone sign displays the name of the complex, and a well-maintained pathway leads into the property.

4.86 out of 5 average rating, 76 reviews

Keauhou Surf and Racquet, 1 BR, tennis, pool,

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.

4.92 out of 5 average rating, 52 reviews

Brand NEW Oceanfront Retreat! Steps to Beach!

4.96 out of 5 average rating, 27 reviews

Stunning Sunset•OceanView Escape | Beach Gear•AC

5 out of 5 average rating, 32 reviews

Flat in Keauhou

NEW! ADORABLEbungalow in Kona

A spacious lanai is furnished with a round table and four black wicker chairs, providing a comfortable space for dining. A sectional bench with patterned cushions enhances the area. Lush greenery and ocean views are visible through large windows, with palm trees swaying softly in the background.