Holiday rentals with a pool in Keauhou Bay

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Top-rated rentals with a pool in Keauhou Bay

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Top Guest favourite
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.
Home in Kailua-Kona
4.98 out of 5 average rating, 180 reviews

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

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai/Balinese architecture, hand-carved wood, and ample windows and skylights that showcase the beauty of the Big Island. The kitchen/living rooms connect to the owner's retreat via covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys cooler temps than busy downtown while not being far from the action. Solar/Tesla batteries keep power on!

Guest favourite
Condo in Kailua-Kona
4.91 out of 5 average rating, 103 reviews

Guest Favorite! Best value. The Salty Mermaid.

☀️ Welcome to The Salty Mermaid-luxe coastal charm on the 8th fairway with sunsets you’ll never forget 🌴🍹 Ground floor unit is light, open and airy, feels like a beach house! Exactly what you want when vacationing in paradise. It has all the amenities you need to have a great vacation, from extra towels to cool beach toys. Spend your days lounging by the pool, or watching the golfers go by from the lanai, or just gazing at the ocean. Whatever you do, you’ll do it in luxurious accommodations!

Guest favourite
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 Kailua-Kona
4.93 out of 5 average rating, 110 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.

Guest favourite
The pool area is highlighted by a water slide and surrounded by palm trees under a colorful sunset sky. The shimmering water reflects vibrant hues, creating a serene atmosphere. Lounge chairs are positioned nearby, overlooking the expansive view of the ocean and landscape.
Guesthouse in Kailua-Kona
4.88 out of 5 average rating, 160 reviews

180 degree ocean view, private pool

Family friendly, NON SMOKING PROPERTY has a cottage with a 180 degree ocean view & beautiful pool. Enjoy incredible sunsets from the large deck, outdoor showers in the ginger garden & relaxing evenings in the hot tub. We welcome guests of all Races, religions, and sexual orientation! THERE IS NO LIFEGUARD ON DUTY NO DIVING IN THE POOL PLEASE THE SLIDE IS FEET FIRST ONLY! WE INVITE YOU TO PLEASE READ THROUGH THE FOLLOWING SECTION AS THERE IS OTHER PERTINENT INFORMATION FOR YOU AND YOUR FAMILY

Guest favourite
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 Kailua-Kona
4.87 out of 5 average rating, 132 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.

Top Guest favourite
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.
Condo in Kailua-Kona
4.94 out of 5 average rating, 118 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.

Guest favourite
A serene oceanfront view is framed by swaying palm trees and vibrant greenery. The blue ocean stretches to the horizon, meeting frothy white waves that break against dark volcanic rock along the shore. The lush grass adds to the inviting landscape.
Condo in Kailua-Kona
4.88 out of 5 average rating, 145 reviews

OCEANFRONt 3+2.5 FREE AC Pickelball BeachGear

OCEANFRONT Kanaloa 3Br 2+1/2 Ba AC SPACIOUS 2000 sq ft. FREE Parking. FREE Resort Fees. FREE AC. Enjoy Meals Out on your Oceanfront Lanai. King Beds. Twins avail. Walk to Keauhou Harbor (Snorkel Tours, Manta Ray Boats), Secret Cove (Hee'eia), Movies, Market, Restaurants 5 min drive to Kahaluu 3 Pools, Hot Tubs, BBQs, Clubhouse, Oceanfront walkway, 16 Acres of tropical grounds. 15 Stairs 2 night min $298 cleaning & 17.96% Hawaii tax is shown on your Airbnb quote.

Top Guest favourite
A large lap pool is surrounded by a wooden deck and tropical landscaping. Poolside loungers are positioned for relaxation, with views of the ocean and distant trees. The area is bathed in natural light, creating a serene outdoor atmosphere.
Home in Kailua-Kona
4.97 out of 5 average rating, 209 reviews

Halia Hale

Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Kona’s beaches, shops, and dining, yet peaceful and secluded—an ideal spot to recharge and enjoy the spirit of Hawai‘i.

Top Guest favourite
Condo in Kailua-Kona
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!

Top Guest favourite
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.
Condo in Kailua-Kona
4.8 out of 5 average rating, 227 reviews

Absolute Oceanfront Property

This newly renovated Oceanfront townhouse located in the Keauhou Surf and Racquet Club is a gated community on the Kona Coast. Amenities include a pool, tennis & pickleball courts. One mile to the Kona Country Club Golf Course, and within 10 minutes walk to the Kahalu'u State Beach with fabulous snorkeling and surfing lessons. Walking distance to Magic Sands Beach, Keauhou Bay, Keauhou Shopping Center. Hi TA-072-365-5168-01

Guest favourite
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.
Condo in Kailua-Kona
4.85 out of 5 average rating, 124 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!

Guest favourite
A dining table is set with plates and fresh fruits on the lanai, featuring views of the ocean and surrounding palm trees in the background. The scene is framed by lush greenery, creating a peaceful outdoor dining atmosphere.
Condo in Kailua-Kona
4.87 out of 5 average rating, 265 reviews

Sunset Oasis in Paradise

Beautiful, spacious 1 bedroom 2 bath unit with breathtaking ocean views in prestigious Keauhou Akahi. It is steps from Keauhou bay, Keauhou Shopping, and only 5-10 minutes from Kahaluu and Magic Sands beach. This is a legal, short-term vacation rental property. Tax registration no: STVR-19-359853 TA-010-099-9168-01 / GE-010-099-9168-01

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