Vacation rentals with a pool in Holualoa

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Holualoa

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Kailua-Kona

4.94 out of 5 average rating, 118 reviews

Hale Hapu'u Island Getaway

Welcome to beautiful Kona. Our home is surrounded by beautiful Hapu'u ferns and natural Hawaiian fauna. Relax in the heated salt water pool, take in the beautiful sunsets, or catch up on sleep in your comfortable king sized bed. The perfect location, ten min from the airport, ten min to downtown Kona, and ten to twenty min from half a dozen beautiful beaches. State of Hawaii requires to collect a 17.25% tax on your room. After booking, we will send you a separate Airbnb request for this tax.

Sep 7 – 14

R2,429 ZAR per night

Guest favorite

Guest suite in Hōlualoa

4.9 out of 5 average rating, 335 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.

Aug 10 – 17

R2,945 ZAR per night

Superhost

Condo in Kailua-Kona

4.89 out of 5 average rating, 124 reviews

Incredible Downtown Kona /Renovated/New Dual AC

Enjoy this wonderful getaway condo located in the heart of Kailua-Kona. Just steps from Alii Drive, the ocean, Kailua-Kona Pier, grocery stores, farmers markets, restaurants, and coffee stores. Fully renovated. Brand new dual AC (in both living and bedroom). In-unit washer/dryer. High speed wifi. One assigned parking space. Beach gears (snorkeling gears, beach chairs, boogie boards, and beach towels) are ready for you to use. And enjoy the saltwater pool that comes with a grill/picnic deck.

Sep 24 – Oct 1

R3,080 ZAR per night

Superhost

Condo in Kailua-Kona

4.84 out of 5 average rating, 538 reviews

Kona Islander Inn #135

Our studio condo is in the heart of Kona town, on Ali'i Drive, right across the street from the ocean. An easy location if you are looking to walk to many of Kona's best restaurants, snorkel at the nearby pier, or join a manta ray night dive and only 15 minutes from the airport. Our place has great ambiance, the outdoor area, pool and hot tub are stunning, surrounded by tiki torches every evening. Our place is good for couples and small families. One queen bed and a queen pull out sofa-bed.

Mar 13 – 20

R3,537 ZAR per night

Guest favorite

Apartment in Kailua-Kona

4.93 out of 5 average rating, 244 reviews

Ocean View Pool Home. Kona Tropical Oasis.

READ THIS BEFORE YOU SEND A MESSAGE / REQUEST TO BOOK. Welcome to Ka-Iwi-Pele, the backbone of Pele. This is a hosted location - we live on site. NO INFANTS/TRAVELERS UNDER 30 accepted. Apartment is not a walk out to pool patio. It is 14 steps from your door to pool. We do not accept more than two travelers. Rate does not include HI St taxes or Airbnb fees charged to traveler which we do not control. DO NOT request an exception to our minimum age or total head count or pet/smoking policy.

Jul 11 – 18

R3,459 ZAR per night

Guest favorite

Guest suite in Kailua-Kona

4.98 out of 5 average rating, 227 reviews

Poolside Studio🤙🏻Ocean View / AC / King🛌10min➡️Beach

A gorgeous remodeled studio featuring an ocean view lanai with a pool right outside. The lanai has a huge umbrella and bbq, and is a fully enclosed dining area with a self-closing gate to keep your kids safely away from the pool. The interior is all freshly renovated in 2020 with stylish and comfortable furniture. Covered parking is steps from the entry and plenty of quality beach gear is available for you to use anytime. Ice-cold A/C and Apple TV make relaxing inside just as nice.

Jul 21 – 28

R3,783 ZAR per night

Superhost

Condo in Kailua-Kona

4.89 out of 5 average rating, 385 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.

Oct 29 – Nov 5

R3,199 ZAR per night

Guest favorite

Guest suite in Kailua-Kona

4.97 out of 5 average rating, 102 reviews

1-Bedroom Suite with Private Pool and Garden Lanai

🌬AC included in price! ☀️We invite you to stay with us at our peaceful 1-bedroom studio `ohana unit in the heart of Kailua-Kona, Hawai`i. We offer a private bathroom, kitchenette, and coffee station to fulfill your traveling and exploring needs. 💦Or stay in and hang out poolside by your own private pool that comes with a comfy seating area, lounge chairs, and a grill. 🌿Whatever you choose, we hope to create a relaxing environment for you to unwind and feel at home.

Jun 23 – 30

R3,652 ZAR per night

Superhost

Condo in Kailua-Kona

4.9 out of 5 average rating, 147 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.

Sep 7 – 14

R2,799 ZAR per night

Guest favorite

Condo in Kailua-Kona

4.88 out of 5 average rating, 191 reviews

Kona Hideaway > Pool > Ocean View > AC > Fast Wifi

Hawaii is about views - and this space offers lucky eyes the vast Pacific ocean straight ahead and lush fruit and greenery to the left and right. Under your breath you whisper "I could get used to this", planning your next trip back already in your mind. The bedroom is pointed directly at the view, a pool, an avocado tree and starfruit tree, and a glorious island paradise lanai. Practical too: laundry, excellent wifi, smart TV, and a full kitchen.

Sep 27 – Oct 4

R2,637 ZAR per night

Guest favorite

Condo in Kailua-Kona

4.9 out of 5 average rating, 166 reviews

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

Located on Kona's main strip, Alii drive, this unit gives you a million dollar view in a luxurious, well-appointed setting. Take in the magic of the island, all from your oceanfront lanai. Watch sea turtles sun bathe in the tidal pool below or look out for whales and dolphins (in season) dancing in the turquoise water. Watch the surfers on the world-famous Banyans Surf break during the day and enjoy stunning sunsets at dusk.

Apr 5 – 12

R8,297 ZAR per night

Guest favorite

Apartment in Kailua-Kona

4.96 out of 5 average rating, 227 reviews

KJ's Place, in the heart of the city.

We would like to welcome you to your "home away from home" on the beautiful Big Island! Relax in this stunning, remodeled Kona Ali'i condominium and experience clean, luxurious accomodations in the heart of the city. From here you are within walking distance of all Kona has to offer; from restaurants and shops, to swimming, the Ironman Village (in Oct) & the Christmas Parade (in Dec). We hope you enjoy your stay!

Jun 27 – Jul 4

R2,971 ZAR per night