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

Total holiday rentals
Explore 100 holiday rentals in Holualoa

Nightly prices starting at
Holualoa holiday rentals start at £97 per night before taxes and fees

Verified guest reviews
Over 6,680 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Holualoa holiday 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

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.

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!
Private Guest Suite • Pool • Authentic Retreat
Escape to paradise in the heart of Kona coffee country! This private guest apartment is part of a family home in Holualoa, just 7 miles from Kona town and beaches and 9 miles from Kona International Airport. Ideal for travelers seeking an authentic Big Island experience away from resorts and crowds. You'll enjoy a peaceful retreat surrounded by tropical gardens, birdsong, and nature. After a day of island adventures, unwind by the pool, take a sunset swim, and relax at your home away from home.

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.

Paradise Kona Ocean-View Retreat | Sunsets & Aloha
Wake up to sweeping ocean views, coffee in hand on your private lanai, with nothing on the agenda but deciding which beach to hit first. This beautifully styled ground-floor suite in Kailua-Kona is your personal slice of Hawaii — breezy, bright, and designed for guests who want comfort without compromise. Rated 4.98 stars by 166 guests, 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.

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.

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

Mollie’s Paradise Resort Home & Private Pool

Hale Aikane: Gorg Oceanviews w/Private Pool

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Walk to Beach

Pool, 6 mins to Beach, Ocean View, H7

Walua Oasis 2/2 Private Pool

Panoramic Ocean Views With Private Saltwater Pool

NEW! Luxury 2BR/2BA Ocean View Retreat, Pools + AC
Apartment rentals with a pool

Discounted A35 Kona Reef Oceanfront AC Park Free

Longboard Studio at Kona Magic Sands Beach

Hawai'i paradise at Kona Isle

Ocean Front Corner Condo in Paradise

Oceanview Kailua-Kona Condo with Lanai

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

The ❤️ of Kona Town! Walk to Beach Shops & Food!

Great Location/Lovely Ocean View!
Other holiday rentals with a pool

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

Seahorse Luxury Suite at Seaspray Ocean View

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

Brand NEW Oceanfront Retreat! Steps to Beach!

Stunning Oceanfront Beach Condo!

Luxury Ohana, 60ft Salt Pool,

Nā Kai Haven, Spacious 2story Oceanview Villa

NEW! ADORABLEbungalow Kona Sept specials inquire!
When is the best time to visit Holualoa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £368 | £362 | £337 | £189 | £195 | £229 | £295 | £246 | £220 | £225 | £220 | £458 |
| 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 |
Destinations to explore
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- Rentals with pools Hawaii County
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- Hapuna Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Mauna Kea
- Waikoloa Beach
- Kilauea
- Mauna Lani Beach Club
- Sea Village
- Manini'owali Beach
- Makalawena
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Waialea Beach
- Magic Sands Beach Park
- Kaloko-Honokohau Nat'l Hist Park
- Big Island Retreat
- Pololū Valley Lookout
- Volcano House
- Punaluu Black Sand Beach
- Kona Farmer's Market
- Kua Bay
- Kilauea Lodge Restaurant
- Hapuna Beach State Recreation Area
- 49 Black Sand Beach





