
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.

Private Pool - 180° Ocean View - Minutes to Beach
WOW! Thatās what guests always say when they arrive at Kona Heavens Hideaway ā 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 ā with reallyFast WiFi Hawaii Tax ID: W01435344-01

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.

Peaceful Paradise
Experience ALOHA in this spacious, ocean view gem providing a place of delight and relaxation. 2 miles to downtown Kona. Comfortable, clean, sun-kissed and welcoming - perfect for unwinding after a day of island sight-seeing. The charming, stylish space has a private entrance and is located on the ground floor of a large two-story home. You will experience all the comforts of home including an ohana kitchen, living area, bbq, and lovely, large outdoor lanai. Our goal is to give 5 star stays

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.

Exceptional Oceanview Home - Pool & Stunning View
Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with AC and a heated pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The home features wide pocket doors that seamlessly expand the living space out to a large balcony (lanai). Relax in your own private oasis swimming pool, lounge in the shade under a poolside gazebo, unwind in your own hot tub! All just minutes from restaurants & shopping.

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.

Huge Kona Home ⢠Ocean View ⢠Pool ⢠4 bdrms ⢠AC
Bringing the whole crewāor two families? This breezy 4BR, 3BA Kona home is built for fun and flexibility. Two stories mean plenty of space to gatherāor 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 townāyour perfect island escape awaits.

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.

Suite Magic Sands Beach
Save money & time! Ho'omalu located just off of Alii drive "Ironman Route" is only an 11 minute walk to magic sands beach and many more hot spots. In a private and tranquil gated community this modern day Villa awaits where sophistication meets relaxed Hawaiian living. The inviting pool enveloped with mature tropical landscaping is the centerpiece to this compound and features upscale finishes and flooring. The apartment is on the second level. Ask about our car rental fleet discounts.

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 180Āŗ ocean views, this secluded retreat enjoys a cooler breeze than busy downtown while not being far from the action.

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.

1-Bedroom Suite with Private Pool and Garden Lanai
š¬AC included in price! āļøWe 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. š¦Or stay in and hang out poolside by your own private pool that comes with a comfy seating area, lounge chairs, and a grill. šæWhatever you choose, we hope to create a relaxing environment for you to unwind and feel at home.
Popular amenities for Holualoa rentals with a pool
House rentals with a pool

Island Time-Luxury Golf Front Home with Pool/Spa

Tropical Oasis Home with Pool and Steps to Beach

Tiny House Hawaii

Private Pool & Spa-Beautiful Oceanview Home

Panoramic Ocean Views With Private Saltwater Pool

Tranquil Hawaiian Pineapple Poolhouse with A/C

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

Ocean, Sunset, Mountain & Celestial Views
Condo rentals with a pool

Longboard Studio at Kona Magic Sands Beach

Partial Ocean View, AC, King Bed, 2 Pools

Renovated Condo with A/C, Pool & Spa

Keauhou Garden - Ocean view - Walk to Harbor

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

Kalanikai Condos! 5 Min walk to Kona Pier!

Kailua Kona Downtown Condo Walk to Pier & Beaches

NEW! UNIQUE Top floor Oceanfront Magic Sands Beach
Other holiday rentals with a pool

Discounted A35 Kona Reef Oceanfront AC Park Free

Brand NEW Oceanfront Retreat! Steps to Beach!

NEW! ADORABLEbungalow in Kona

Brand new Luxury Oceanfront Living in Kona with AC

*Oceanfront Penthouse in Kona with AC!*

Oceanfront Chic ⢠Just Renovated

Plantation Hale

Top Floor! Oceanfront! Spacious Condo with AC
Quick stats about holiday rentals with a pool in Holualoa
Total rentals
100 properties
Nightly prices starting at
$185Ā AUD before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Hapuna Beach
- Mauna Lani, Auberge Resorts Collection
- Four Seasons Resort Hualalai
- Kaunaoa Beach
- Pahoa Beach
- Kohanaiki Private Club Community
- Mauna Kea Golf Course
- KeāEI Beach
- WaikÅloa Beach
- Mauna Lani Golf
- Volcano Golf and Country Club
- 49 Black Sand Beach
- Waikoloa Beach Golf Course
- Hapuna Golf Course
- Kona Country Club
- Kona Dog Beach
- Nanea Golf Club
- Kukiāo Golf & Beach Club
- Kealakekua Bay State Historical Park
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- Mauumae Beach
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