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Vacation rentals with a pool in Kalaoa

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Top-rated rentals with a pool in Kalaoa

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Condo in Kailua-Kona

4.78 out of 5 average rating, 193 reviews

Seafarer's Lodge-Downtown Kona-With Parking & AC

Unbeatable central location with partial ocean views from the lanai. This air-conditioned condo is in the heart of Kailua-Kona Village. Guests can walk to the beach, Kailua Pier, restaurants, shops, the farmer's market, and bars in minutes. Be where the action is! This location is especially convenient for the Ironman Triathlon. One parking space is provided. The Seafarer's Lodge is also solar-powered to reduce your carbon footprint! Many recent upgrades, including new AC, flooring and decor.

Condo in Kailua-Kona

4.91 out of 5 average rating, 116 reviews

True Oceanfront, Top-Floor, Downtown, A/C, Parking

Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a boutique complex, meaning no noise from the street or guests above. After a busy day at the beach and a night on the town, you'll appreciate the peace and quiet of your own space with only the sound of the ocean to lull you to sleep.

Guest suite in Hōlualoa

4.91 out of 5 average rating, 354 reviews

Monkey Pod Villa- Guest Suite w/ Pool & Patio

Perched on the cool hillside above Kona, escape to this private retreat on a country estate. Located off the beaten path and away from tourist areas but a 7 mile scenic drive to town & pristine beaches. Awaken from a peaceful night’s sleep to a symphony of the island’s delightful birds. Enjoy a cup of coffee on the garden patio under the shade of a majestic monkey pod tree. After a day of Big Island adventures, unwind with a dip in the sparkling pool and savor the breathtaking Hawaiian sunset.

Condo in Kailua-Kona

4.82 out of 5 average rating, 114 reviews

Hale Wiki Downtown Kailua Kona Steps to Ocean

Welcome to Hale Wiki, a newly renovated studio steps away from Kailua Bay, Aliʻi Drive and all the best dining and shopping Kona has to offer. This clean and modern studio is centrally located but tucked away in historic Kailua Village. Stroll along Aliʻi Drive to the best restaurants and shops in town, soak in the spa and bbq poolside, or stop by the farmerʻs market, pack up the cooler and hit the beach. Hale Wiki is the perfect jumping off point for all your Hawaiʻi Island adventures.

Home in Kailua-Kona

4.95 out of 5 average rating, 152 reviews

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.

Condo in Kailua-Kona

4.9 out of 5 average rating, 408 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.

Condo in Kailua-Kona

4.82 out of 5 average rating, 110 reviews

Oceanview condo walking distance to Kona Town

Location! Location! Location! Welcome to our centrally located studio condo #345 in the heart of Kona Town! Nestled between Ali’i Drive and Kuakini Hwy, you’ll be within walking distance of Kona’s best restaurants, shops, beaches, and bars. Enjoy swimming & snorkeling at the nearby pier, just a short walk away. Unwind by the pool or hot tub, take an evening stroll for a nightcap, or start your day with a morning walk for a cup of Kona coffee. Your perfect getaway awaits!

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 406 reviews

Kona-Amazing sunset, Ocean/POOL/AC/Great loc

We look forward to welcoming you to our property in the beautiful neighborhood of Kona Palisades. Centrally located in the heart of the Gold Coast of Kona. Less than 8 min away from Kona Airport,15 min away from Kua Bay and Kona Alii Dr.! We are located at 1,150 feet above sea level, this elevation is perfect for escaping the heat of downtown and cooling off after a day at the beach. Awaken to singing birds as the sun slowly rises over the Kona coastline.

Condo in Kailua-Kona

4.88 out of 5 average rating, 173 reviews

Walk around KonaTown Restaurants Beach!

Aloha and E Komo Mai! (Welcome) to Kona Escape! This Hawaiiana inspired 1/bed, 1/bath studio condo with convenience kitchen is beautifully decorated, clean and located on Ali'i Drive in the Village. It is across the street from Kailua Bay and walking distance to restaurants, shops, churches, Kailua Pier, night life, beaches and ocean activities. There is also a large Farmers Market nearby. We are across the street from IronMan Swim Start/Finish line.

Condo in Kailua-Kona

4.98 out of 5 average rating, 224 reviews

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

This luxurious condo with custom interior design is located in historic downtown Kona from where you can walk to sandy Kailua Bay beach just 2 blocks away, restaurants, supermarket, shopping and entertainment. The condo features: pool with BBQ deck, private laundry, full kitchen with dishwasher and ice maker, two zoned ultra quiet AC, Cal. King bed, a screened-in Lanai with peekaboo view of the ocean, fiber optic internet, and a 65” 4K smart TV!

Rental unit in Kailua-Kona

4.86 out of 5 average rating, 470 reviews

☀ Modern, Tropical and Oceanside + AC & Free Pk ☀

Enjoy waking up to cool breezes and swinging palm trees in this newly remodeled modern ground floor condo just steps away from the warm pacific ocean. Offering breathtaking sunsets from the oceanside pool and the convenience of being less then a mile from downtown Kona and white sandy beaches. One dedicated parking spot located right outside the condo. Family owned and managed and dedicated to providing a great place to stay in Kailua-Kona!

Guest suite in Kailua-Kona

4.95 out of 5 average rating, 128 reviews

Cozy Island Bungalow in 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 fantastic spot offers cooler temperatures and breezes that delight guests. Come enjoy the Big Island’s aloha spirit! This suite best fits solo travelers or couples who like to be cozy.

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Popular amenities for Kalaoa rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Waikoloa Village

4.88 out of 5 average rating, 101 reviews

Island Views Hale

Home in Keauhou

4.9 out of 5 average rating, 135 reviews

Tropical Oasis Home with Pool and Steps to Beach

Home in Captain Cook

4.97 out of 5 average rating, 174 reviews

Tiny House Hawaii

Home in Kailua-Kona

4.94 out of 5 average rating, 226 reviews

Classic Kona 🤙🏻 \\ Epic Ocean View 🌊 \\ Pool 🏊

Home in Kailua-Kona

5 out of 5 average rating, 19 reviews

Hawaii Surf Shack Retreat with A/C

Home in Waikoloa Village

4.88 out of 5 average rating, 133 reviews

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

Home in Waikoloa Village

4.98 out of 5 average rating, 183 reviews

Ocean, Sunset, Mountain & Celestial Views

Home in Kailua-Kona

4.96 out of 5 average rating, 50 reviews

Lush Kona Home • Pool • Lanai • Fully Equipped

Condo rentals with a pool

Condo in Kailua-Kona

4.81 out of 5 average rating, 134 reviews

Poolside 1Qbed, 1QSofabed, Sm Kitchen, remodel7/21

Condo in Kailua-Kona

4.93 out of 5 average rating, 183 reviews

Blissful paradise with epic view- Hale Mahana

Condo in Kailua-Kona

4.94 out of 5 average rating, 156 reviews

Spectacular View, Direct Oceanfront Kona,Top Floor

Condo in Kailua-Kona

4.81 out of 5 average rating, 248 reviews

Hawaiian Paradise Condo with Hot Tub, Pool & Beach

Condo in Kailua-Kona

4.82 out of 5 average rating, 189 reviews

Cozy Kona Condo on Ali'i drive Ocean View Pool

Condo in Kailua-Kona

4.87 out of 5 average rating, 142 reviews

Incredible Downtown Kona /Renovated/New Dual AC

Condo in Kailua-Kona

4.93 out of 5 average rating, 259 reviews

Kalanikai Condos! 5 Min walk to Kona Pier!

Condo in Kailua-Kona

4.84 out of 5 average rating, 548 reviews

Kona Islander Inn #135

Quick stats about vacation rentals with a pool in Kalaoa

Total rentals
70 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
60 properties are a good fit for families
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi

Destinations to explore