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 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.

4.93 out of 5 average rating, 109 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 4 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 vibrant sunset casts rich orange and purple hues across the sky, reflecting on the ocean's surface. Palm trees frame the view, while soft outdoor lighting accentuates the lush landscaping below. The tranquil scene invites relaxation and contemplation.

4.95 out of 5 average rating, 224 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 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

4.96 out of 5 average rating, 120 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.

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.

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!

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, 176 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 spacious living area showcases stylish furnishings, including a mix of light-colored sofas and accent pillows in vibrant hues. A wooden coffee table occupies the center, while large sliding glass doors open to reveal panoramic ocean views. Wood beams create a warm and inviting ceiling.

5 out of 5 average rating, 36 reviews

Panoramic Ocean Views With Private Saltwater Pool

Apartment 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

4.93 out of 5 average rating, 193 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

A view of a vibrant beach scene with people enjoying the sun and water. Turquoise waves gently lap against rocky shorelines. Lush palm trees provide shade, while the condos of White Sands Village are visible in the background, highlighting proximity to the tropical beach.

4.9 out of 5 average rating, 140 reviews

Just A Few Steps To The Beach

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 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 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, 155 reviews

Stunning Ocean View Beach Front Villa at Kahaluʻu

The living area is furnished with two comfortable sofas and a coffee table, complemented by a ceiling fan above. A large wall-mounted television displays serene imagery. Light enters through nearby windows, while a dining table is positioned in the background near the stairs.

4.82 out of 5 average rating, 122 reviews

Kailua-Kona Remodeled Townhouse on Beach w. AC

A spacious interior showcases a king bed with soft linens, positioned to offer views of the ocean through large sliding glass doors. A dining area with bar stools overlooks the water, while light drapes frame the windows, enhancing the coastal ambiance.

4.98 out of 5 average rating, 181 reviews

NEW! UNIQUE Top floor Oceanfront Magic Sands Beach

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.

Flat 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.

Flat in Kailua-Kona

Gorgeous Unit, Stunning Views!

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

An open-concept living space features a modern kitchen island with seating, surrounded by elegant dining and lounge areas. Large glass pocket doors provide views of the pool area, allowing natural light to brighten the room. Custom furnishings enhance the inviting atmosphere.

4.98 out of 5 average rating, 40 reviews

Island Time-Luxury Golf Front Home with Pool/Spa

The living room features a spacious sectional sofa, accompanied by a pair of light-colored armchairs. A large flat-screen TV is mounted on the wall, displaying an engaging image. A blue console table stands against the wall, while glass doors open to allow natural light.

5 out of 5 average rating, 50 reviews

New, Stunning, 3 Bedroom Condo; A/C/Pools/ Hottub

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!

5 out of 5 average rating, 49 reviews

Brand new Luxury Oceanfront Living in Kona with AC

An aerial view captures the serene landscaping of the resort, featuring lush palm trees and vibrant greenery. The glistening ocean is visible in the background, along with a sparkling pool and well-maintained tennis courts. The structured pathways and nearby parking areas are also highlighted.