
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.

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!

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

Reefside Suite at Seaspray Ocean View
Treat yourself to a fabulous ocean view suite. A great place to start your day of adventures on the Big Island. Come home to a dip in the pool and a relaxing night with the sound of waves from Kahaluu Beach Park. Prepare a meal in this fantastic new kitchen with fusion granite that looks like artwork. Enjoy the beach, snorkeling and surfing just across the street or just relax from your lanai & watch surfers catch the waves. YOU'RE COMING TO HAWAII,,,, Choose the Reefside Suite w/Ocean views.

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!
Tropical Couples Retreat w/ Pool & Relaxing Lanai
Perched on the hillside above Kona, this private guest suite offers a peaceful escape just 7 miles from town & beaches. Wake up to birdsong and enjoy your morning coffee beneath a stunning monkeypod tree, then spend your day exploring the Big Island’s beaches, snorkeling spots, and scenic drives. Back at the property, unwind with a refreshing dip in the pool and relax on your private patio. Perfect for couples seeking a quiet, off-the-beaten-path stay—close to Kona, yet far from the crowds.

Longboard Studio at Kona Magic Sands Beach
Welcome to LongBoard Studio – Kona’s premier direct oceanfront escape at Magic Sands Beach! This stylish, film-featured studio offers stunning ocean views, a brand-new lanai with teak furniture, and full-width NanaWall doors for seamless indoor-outdoor living. Enjoy a gourmet kitchen, AC, queen bed, in-unit laundry, and the sound of waves at your doorstep. Perfect for relaxing, writing, or watching dolphins & whales from your lanai. Steps to the beach, serenity, and aloha! TA-005-037-8752-01

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.

Kona Paradise with Oceanfront views!
Fall in love with this bright and beautiful End Unit across from Surfers Paradise, ocean access to Lymans Bay, oceanfront complex. Dedicated parking spot in front of unit, first floor, private Lanai with amazing views of the surrounding hills, located on the famous Alii Drive directly across from Ocean. Under 1 mile and walkable to Magic Sands Beach, steps away to Banyans popular surf spot and Da Poke Shack! Just outside the heart of DT Kona & access to all parts of the Big Island.

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

Island Views Hale

Romantic Keauhou Retreat | Pool + Tropical Lanai!

Kahaluu Bay Get-Away

Tropical Oasis Home with Pool and Steps to Beach

Pool, 6 mins to Beach, Ocean View, H7

Walua Oasis 2/2 Private Pool

Big Family Home, Pool, Views, Yard, Lanai, Clean!
Condo rentals with a pool

Oceanfront living - Floor to Ceiling wall of glass

Enjoy lush tropical lifestyle in Waikoloa Resort

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

Ocean Front Family Condo across from Lyman's Cove

Royal Kahili Condo with Lanai Ocean View

2 Bedroom Penthouse Condo With Ocean View And Pool

Spectacular View, NEW A/C Oceanfront, Top Floor

Oceanfront/Hawaiian Charm W/Modern Amenities
Other vacation rentals with a pool

Beautiful Modern Ocean Front Condo

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

Ocean-View Studio • King Bed • AC • Pool/Hot Tub

Magic Sands Beach, Central AC, Ocean View Condo

Kona Mansion Infinity Pool & Ocean Views (Hosted)

Brand NEW Oceanfront Retreat! Steps to Beach!

Stunning Oceanfront Beach Condo!

Luxury Ohana, 60ft Salt Pool
When is the best time to visit Holualoa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$102,644 GYD | G$100,971 GYD | G$94,073 GYD | G$52,681 GYD | G$54,353 GYD | G$63,969 GYD | G$82,157 GYD | G$68,569 GYD | G$61,252 GYD | G$62,715 GYD | G$61,461 GYD | G$127,730 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 100 vacation rentals in Holualoa

Nightly prices starting at
Holualoa vacation rentals start at G$27,177 GYD per night before taxes and fees

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

Family-friendly vacation rentals
70 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
100 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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