Holiday rentals with a pool in Holualoa

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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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Top Guest favourite

Condo in Kailua-Kona

4.94 out of 5 average rating, 196 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!

Top Guest favourite

Guest suite in Holualoa

4.91 out of 5 average rating, 383 reviews

Cozy Couples Retreat- Guest Suite w/ Pool & Patio

Perched above Kona on a serene hillside, the Monkeypod Villa offers a peaceful escape on a private country estate. Nestled off the beaten path & away from tourist crowds, you're just a scenic 7-mile drive from downtown Kona and pristine beaches. Wake to the gentle chorus of birds and sip your morning coffee beneath the shade of a magnificent monkey pod tree. After a day of exploring the Big Island, take a refreshing dip in the pool & unwind as the sky transforms with a stunning Hawaiian sunset.

Top Guest favourite

Apartment in Kailua-Kona

4.94 out of 5 average rating, 268 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.

Top Guest favourite

Guest suite in Kailua-Kona

4.96 out of 5 average rating, 156 reviews

Bungalow Bliss Ocean & Pool View Kailua-Kona HI

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!

Guest favourite

Home in Kailua-Kona

4.94 out of 5 average rating, 234 reviews

Epic Kona Views • Pool • A/C • Sleeps 2 Families

Bringing the whole crew—or two families? This breezy 4BR, 3BA Kona home is built for fun and flexibility. Two stories mean plenty of space to gather—or sneak off for quiet time. With two kitchens, two living rooms, A/C, smart TVs, and indoor laundry, everyone gets room to relax. Take in an almost 180° ocean view of Kona bay, lounge on breezy lanais, fire up the BBQ, or float in the pool. Pick fresh mangoes and starfruit on-site. Just 5 mins to Kona town—your perfect island escape awaits.

Guest favourite

Condo in Kailua-Kona

4.95 out of 5 average rating, 135 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.

Guest favourite

Condo in Kailua

4.94 out of 5 average rating, 159 reviews

Renovated Oceanfront Penthouse in Kona with AC

What better way to enjoy Hawaii than having an unobstructed 180 degree view in an oceanfront penthouse? Watch surfers cutting through the waves, turtles gliding in the shallows or whales spouting (in season) from the privacy of your own lanai. With views from both the living and master bedroom, you can relax your days away from the couch or bed. Imagine waking up to the lull of ocean waves at your feet and enjoying sunset dinners on the water’s edge. Truly paradise on the Big Island.

Top Guest favourite

Condo in Kailua-Kona

4.97 out of 5 average rating, 188 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.

Top Guest favourite

Home in Kailua-Kona

4.96 out of 5 average rating, 158 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.

Guest favourite

Guesthouse in Keauhou

4.89 out of 5 average rating, 113 reviews

“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.

Guest favourite

Apartment in Kailua-Kona

4.95 out of 5 average rating, 266 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!

Top Guest favourite

Home in Kailua-Kona

4.97 out of 5 average rating, 196 reviews

Halia Hale

It's the perfect getaway for couples or friends visiting Kailua-Kona. Gated and fenced, this home is surrounded by a tropical landscape and more than 500 mature Kona coffee trees, along with, when in season a few fruit trees such as banana, papaya, mango, tangerine, orange, avocado and more! In addition, this home has a large lap pool with a commercial grade sauna. . A great health and wellness retreat!