Vacation rentals with a pool in Kalaoa

A comfortable sleeping area features a spacious queen bed adorned with a white quilt. A cozy sitting area is visible with a light green couch and a small coffee table. Warm light from a lamp illuminates the room, complemented by tropical artwork on the walls.

4.99 out of 5 average rating, 355 reviews

Oceanfront/Hawaiian Charm W/Modern Amenities

Welcome to Hale Kani Moana (House of Ocean Sounds❤️)…the best location, city center on world famous Ali’i Drive. Cozy Hawaiian Charm w/ modern amenities. At your doorstep are the best restaurants, nightlife, and shopping. Stunning oceanfront unit w/sunset views (Fall/Winter). Listen to the ocean waves gently crash as you fall asleep. Fully stocked kitchenette, bathroom/shower, and all the beach equipment you’ll need. FREE Parking+FAST Wifi :-) Note: 3rd (Top Floor) stairs only, no elevators

A spacious sleeping area features a large bed dressed with neatly arranged white linens and towels. Soft lighting from bedside lamps complements the artwork depicting a coastal sunset on the wall. A full-length mirror reflects the room's inviting ambiance.

4.94 out of 5 average rating, 136 reviews

Downtown | AC | Pool | Kitchen | WFH | 1 Gig | BBQ

º 1 Bed / 1 Bath 682 sq ft condo with Pool + Hot Tub, BBQ, A/C, Gig WiFi 6E, Full Kitchen, In-unit Laundry, Patio, pull-out couch + queen air mattress º 5 min walk downtown to restaurants, shops, Ali'i & Kona Pier º Fully stocked and equipped kitchen & bathroom º Local recommendations & island guidebook º Desk, chair, 2 monitors, color printer, wired ethernet & Wi-Fi; Full length closet º All beach equipment (chairs, umbrella, towels, snorkels, cooler, body board) º 6 vehicles available for rent

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, 163 reviews

Private Pool - 180° Ocean View - Minutes to Beach

WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

4.96 out of 5 average rating, 276 reviews

A tranquil saltwater pool is surrounded by a well-maintained lawn and lush tropical landscaping. Sun loungers and umbrellas are arranged nearby, inviting relaxation. In the background, a two-story villa features solar panels and a charming balcony, set against a sunny blue sky.

Guest suite in Holualoa

Family-Friendly Retreat Guest Suite-Pool & Lanai!

Escape to paradise in the heart of coffee country! This private guest apartment in a family home in Holualoa is just 7 miles from Kona. A peaceful retreat for families looking to get away from it all, yet just a scenic 20 minute drive to the conveniences of Kona town. Come back and unwind, enjoy our gardens and take a sunset dip in the pool after a fun-filled day of island adventures. Your Big Island home away from home awaits! Please read the entire listing prior to booking. TA-125-991-5264-01

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, 109 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

HAVEN Where the changing colors of the heavens melt into the sea. This is a place where dreams are born and special moments of your life unfold. Tranquility, privacy, and stunning beauty await you. A masterclass of design in harmony with nature, this exquisite and inspired home beckons you; a salve for body and soul. Whether you are submerged in the saltwater pool or lounging inside one your deluxe bedroom suites, the views will enchant you, providing an ever-changing patina of color & light.

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, 154 reviews

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

ENJOY OCEAN VIEWS from a newly renovated Stylish condo in one of Kona's most desirable locations. Condo is an apx 6 to 8 min walk to a variety of Ocean Side Restaurants, entertainment and a quick walk to Honl's Beach. No rental car is needed, you are a short walk to 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! Free parking is so IMPORTANT in KONA now! 65" SMART TV, AC, our SOFA folds to a 2nd bed.

4.92 out of 5 average rating, 103 reviews

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.

Condo in Keauhou

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 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.

4.94 out of 5 average rating, 216 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 solar heated pool is surrounded by tropical landscaping, featuring a waterfall cascading over black rocks. Comfortable outdoor seating is arranged nearby, with vibrant plants adding color and lushness to the serene atmosphere.

4.95 out of 5 average rating, 132 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.

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, 151 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.

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, 164 reviews

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

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai and Balinese architecture, and ornate, hand-carved wood. Floor-to-ceiling windows and skylights showcase the beauty of the Big Island. The kitchen and living rooms connect to spacious bedrooms with a covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a cooler breeze than busy downtown while not being far from the action.

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.

4.95 out of 5 average rating, 216 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.

Popular amenities for Kalaoa rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 111 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

4.91 out of 5 average rating, 158 reviews

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.

Home in Keauhou

Tropical Oasis Home with Pool and Steps to Beach

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, 249 reviews

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

4.89 out of 5 average rating, 146 reviews

The image showcases a spacious home with a covered second-floor balcony overlooking a heated pool. Lush greenery surrounds the well-maintained lawn, while a few lounge chairs are situated near the water's edge, inviting relaxation. Palm trees and tropical foliage frame the scene.

Home in Waikoloa Village

Big Family Home, Pool, Views, Yard, Lanai, Clean!

4.98 out of 5 average rating, 243 reviews

A panoramic view of the ocean stretches across the horizon, framed by scattered clouds in a clear blue sky. Lush greenery and rooftops are visible in the foreground, with tall trees adding height to the landscape, creating a serene scene.

Home in Waikoloa Village

Ocean, Sunset, Mountain & Celestial Views

4.98 out of 5 average rating, 152 reviews

Peaceful Paradise

4.94 out of 5 average rating, 240 reviews

The exterior of the home is illuminated under a starry night sky, showcasing a well-maintained yard with a stone walkway leading to a spacious patio. Comfortable seating arrangements are visible, with solar panels positioned on the roof, contributing to the home's modern appeal.

Home in Waikoloa Village

1+ Acre private resort, 4 bed, 3 bath, cinema, spa

Condo rentals with a pool

A serene view from the lanai displays a colorful sunset over the ocean. The sun descends toward the horizon, casting warm hues across the water. A wooden chair is positioned on the balcony, providing a perfect spot to enjoy the scenery.

4.85 out of 5 average rating, 170 reviews

Beautiful Sea Village Condo

4.92 out of 5 average rating, 185 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.

Condo in Kailua

Magic Reef 306 Oceanfront

4.92 out of 5 average rating, 153 reviews

Partial Ocean View, AC, King Bed, 2 Pools

4.86 out of 5 average rating, 209 reviews

Right-On-Ocean, AC-Walk toTown-Quiet-Pool-Elevator

Condo in Waikoloa Village

A cozy living area features ample seating provided by light-colored sofas and patterned chairs. A central round table sits on a decorative rug. Large windows with plantation shutters allow natural light to fill the space, while glass doors lead to a balcony with a view of greenery.

4.94 out of 5 average rating, 146 reviews

Comfortable and cozy condo; great views from lanai

4.87 out of 5 average rating, 124 reviews

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.

Condo in Keauhou

Keauhou Garden - Ocean view - Walk to Harbor

An expansive view of the ocean at sunset captures vibrant oranges and yellows illuminating the sky. A community pool is visible in the foreground, surrounded by lounge chairs. Lush palm trees frame the scene, enhancing the tropical ambiance.

4.89 out of 5 average rating, 225 reviews

Ali'i Dr w/ Ocean Sunsets next to Farmer's Market

A sandy beach area is surrounded by palm trees and lounge chairs, offering a serene seaside escape. Tiki torches stand along the pathway, and colorful flowers add to the landscape, while a soft sunset glow reflects on the ocean.

4.87 out of 5 average rating, 326 reviews

O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman

Other vacation rentals with a pool

4.96 out of 5 average rating, 114 reviews

An open-concept living area features a comfortable gray sofa and a wooden coffee table. The adjoining kitchen showcases dark cabinetry and stainless steel appliances, highlighted by granite countertops. Four bar stools provide seating at the kitchen island, with decorative elements enhancing the space.

Apartment in Kailua-Kona

Centrally Located Downtown Kona Condo

5 out of 5 average rating, 44 reviews

Apartment in Kailua-Kona

Luxury couple’s retreat w ocean view/AC/king bed

4.96 out of 5 average rating, 134 reviews

A cozy living area features a large window with views of a sunset, showcasing silhouetted palm trees. Two chairs are positioned on a private lanai outside the window, with a minimalist white cabinet and a decorative surfboard accenting the room's decor.

Apartment in Kailua-Kona

Ocean view with central location tropical paradise

A private saltwater pool is framed by a spacious patio, featuring lounge chairs and a shaded gazebo. Comfortable seating is provided in the gazebo, enhancing the outdoor living space, while lush greenery and a clear blue sky create a relaxing environment.

4.94 out of 5 average rating, 18 reviews

Clean Stocked Relaxing Kona Home • AC • Pool • BBQ

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.

4.93 out of 5 average rating, 55 reviews

Brand NEW Oceanfront Retreat! Steps to Beach!

Guesthouse in Waikoloa Village

A private outdoor area is showcased with a clear swimming pool and a jacuzzi, both surrounded by a stone patio. A gazebo is positioned nearby, with comfortable seating visible. Lush greenery borders the space, and the sky is partially covered by clouds.

5 out of 5 average rating, 66 reviews

Ohana With Private Pool & Jacuzzi

A bright and airy interior is displayed, featuring a dining table with a bowl of fresh fruit. Comfortable seating arrangements include a light-colored sofa and a chair. Large glass doors open to a scenic ocean view, enhancing the spaciousness of the space.

5 out of 5 average rating, 20 reviews

Stunning Oceanfront Beach Condo!