
Vacation 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.

Tiny House Hawaii
The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

Family-Friendly Retreat Guest Suite-Pool & Lanai!
Escape to paradise in the heart of coffee country! This private guest apartment in a family home in Holualoa is just 7 miles from Kona. A peaceful retreat for families looking to get away from it all, yet just a scenic 20 minute drive to the conveniences of Kona town. Come back and unwind, enjoy our gardens and take a sunset dip in the pool after a fun-filled day of island adventures. Your Big Island home away from home awaits! Please read the entire listing prior to booking. TA-125-991-5264-01

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.

Tranquil Hawaiian Pineapple Poolhouse with A/C
Welcome to your serene Hawaiian retreat, just a couple of miles from the heart of beautiful historic downtown Kona Coast. After a day spent exploring the island—snorkeling with sea turtles, sipping world-famous Kona coffee, catching waves and soaking up the sun...come home to unwind with a refreshing dip in the pool, fire up the grill, or sway the evening away in the hammock surrounded by lush tropical landscaping- it’s the perfect setting to relax and enjoy your unforgettable Hawaiian escape.

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

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.

Ocean Front Corner Condo in Paradise
Tranquil ocean front setting is pure relaxation listening to the waves. Enjoy ocean breezes & expansive views, w/dolphins, whales & gorgeous sunsets from a private corner unit balcony! Step to the beachfront & snooze under a palm tree. BBQs & picnic tables right on the beach. Solar heated saltwater pool. Also a saltwater pool filled by surf crashing in to swim in! Explore tidal pools in front. Walk to restaurants, shops, beaches & snorkeling. Get the trolley next door & ride share bikes close

DT Kona Beach Plumeria Grove: Private, quiet
Tucked away in a lush tropical garden, this downtown condo is private and quiet -- yet in the middle of historic downtown Kona and across street from the beach! On the Ironman Route and 1 block to Ironman Village! This true old Hawaiian complex is in the center of the action on Alii Drive, but your second-floor garden view condo – nestled in sweet-smelling ginger and plumeria grove – offers peace and rejuvenation. Only a 2 minute walk to cafes, art galleries, entertainment -- everything!

Welcome to your Hawaiian Getaway
Airport is 20 minutes away. Centrally located to Kailua Kona downtown which has many restaurants and grocery stores. 6 minute drive to White Sands Beach. Fantastic snorkel beach is 10 minutes away. Take a private night dive with the Manta Rays. Walk to Ali’i drive. Travel the island and come back to a relaxing space with a swimming pool. Drive to Hapuna beach and spend the day at a beautiful stretch of white sand along the coast of Kona. Also travel to the waterfalls a must see.

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.

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.

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.
Popular amenities for Holualoa rentals with a pool
House rentals with a pool

Panoramic Oceanview Luxury Pool & Spa Coffee Villa

Private Kona Ocean View Home w/ Pool & Sunset Lana

Tropical Oasis Home with Pool and Steps to Beach

New, Stunning, 3 Bedroom Condo; A/C/Pools/ Hottub

Walua Oasis 2/2 Private Pool

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

Hawaii’s holualoa hideaway

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

RARE FIND - Spacious 2BR, Steps from Ali’i Dr.

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

Downtown 1BR Condo AC, Pool, BBQ & Walk to Beach

Keauhou Garden - Ocean view - Walk to Harbor

The Olena at Keauhou Bay

☀ Live on the Ocean along Famous Ali'i Drive + ☀

Kalanikai Condos! 5 Min walk to Kona Pier!

Kailua Bay Resort - Hale Ho’omaha
Other vacation rentals with a pool

Konarado Moon and Stars

Amazing condo on Alii Drive (May 15 - Jul 13)

Luxury 3/3 townhome w/Ocean View Pool Hot tub

1 BR condo steps from Kona's premier surf break

Best Location in Kona! Resort Style Comfort!

Da Pool Hale - Kona Amazing Ocean Sunset

Brand NEW Oceanfront Retreat! Steps to Beach!

Ohana With Private Pool & Jacuzzi
When is the best time to visit Holualoa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$71,771 GYD | G$68,632 GYD | G$69,888 GYD | G$52,730 GYD | G$54,404 GYD | G$64,029 GYD | G$82,233 GYD | G$68,632 GYD | G$61,309 GYD | G$62,774 GYD | G$61,518 GYD | G$127,849 GYD |
| Avg. temp | 6°C | 6°C | 6°C | 7°C | 9°C | 10°C | 9°C | 9°C | 9°C | 9°C | 7°C | 6°C |
Quick stats about vacation rentals with a pool in Holualoa

Total vacation rentals
Explore 110 vacation rentals in Holualoa

Nightly prices starting at
Holualoa vacation rentals start at G$27,202 GYD per night before taxes and fees

Verified guest reviews
Over 6,470 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
110 of Holualoa vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Holualoa rentals

4.8 Average rating
Holualoa stays are highly rated by guests—averaging 4.8 out of 5!
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- Hapuna Beach
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- Kohanaiki Private Club Community
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- Big Island Retreat
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- Puʻuhonua o Hōnaunau National Historical Park
- Hapuna Beach State Recreation Area
- Pololū Valley Lookout
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- Kona Farmer's Market
- Volcano House
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