
Vacation rentals with a pool in Holualoa
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Holualoa

Total vacation rentals
Explore 100 vacation rentals in Holualoa

Nightly prices starting at
Holualoa vacation rentals start at $126 CAD per night before taxes and fees

Verified guest reviews
Over 6,820 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Holualoa vacation rentals include wifi 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!
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.

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

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

Ocean-front penthouse, sunsets, whales, surfers!
*Gorgeous views from oceanfront lanai *See whales, surfers, turtles from lanai *Beach/snorkel/surf right outside *4th Floor Penthouse w/ A/C *Stocked kitchen incl air fryer *Covered parking *Oceanfront Gas grill *Da Poke Shack in complex *Pack 'N Play/High Chair *Shared Pool w/ hot tub *Completely remodeled w/ split air unit & double vanity in master

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.

Tropical Oasis: Heated Pool, Waterfall, Ocean View
Welcome to Nakukui Hale, your own private Hawaiian sanctuary — a beautifully designed estate for up to 8 guests in a gated community. A resort-style waterfall spills over lava rock into a deep blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the elevated private gazebo as the sun sets over the Pacific. Just minutes from Ali'i Drive, Magic Sands Beach, Ironman Pier and the best restaurants in Kona town. This is Hawaii living at its absolute finest.

Million Dollar View | Sunsets & Aloha
"The photos don't do this view justice!" That is the most common guest comment. This is a top 5% Airbnb home on the Big Island — and guests keep coming back for the views, the beds, and the aloha spirit Tracy and JD bring to every stay. Wake up to sweeping ocean views with nothing on the agenda but deciding which beach to visit. This beautiful ground-floor suite in Kailua-Kona is your personal slice of Hawaii — breezy, bright, and designed for guests who want comfort without compromise.

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 everywhere, and ample windows/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 a quiet atmosphere and cooler temps than busy downtown while not being far from the action.

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 unfold. Tranquility, privacy, and beauty await you. A masterclass of design in harmony with nature, this exquisite 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. Tax ID # TA-110-823-1680-01

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC
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.
Popular amenities for Holualoa rentals with a pool
House rentals with a pool

Panoramic Oceanview Luxury Pool & Spa Coffee Villa

Mollie’s Paradise Resort Home & Private Pool

Spacious 5BR Family Oasis w AC Walk to Beaches

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Walk to Beach

Ono Hale

Pool, 6 mins to Beach, Ocean View, H7

Walua Oasis 2/2 Private Pool
Condo rentals with a pool

Longboard Studio at Kona Magic Sands Beach

True Oceanfront, Top-Floor, Downtown, A/C, Parking

Beachfront Condo in Kailua

Aloha Paradise! Remodeled with A/C & Ocean View!

Oceanview Kailua-Kona Condo with Lanai

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

Great Location/Lovely Ocean View!

Downtown Kona! Ocean View<1/2mi to Beach!
Other vacation rentals with a pool

Konarado Moon

Kona/ Holualoa Condo w/ Ocean View from Lanai

1-Bedroom Suite with Private Pool and Garden Lanai

Kona 1BR: Office+Fast WiFi, Pool, 5-min Walk Beach

Cozy jungle 2-bedroom cabin (TA-154-746-2656-01)

Seahorse Luxury Suite at Seaspray Ocean View

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

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking
When is the best time to visit Holualoa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $688 CAD | $677 CAD | $631 CAD | $353 CAD | $364 CAD | $429 CAD | $551 CAD | $460 CAD | $411 CAD | $421 CAD | $412 CAD | $857 CAD |
| 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 |
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