Holiday rentals with a pool in Holualoa

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.

Location · Value · Parks

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

Value · Location · Accuracy

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

Family · Location · Layout

Tropical villa: Heated pool, hot tub & ocean views

Beautifully updated home nestled on a private corner lot in an upscale gated community, just minutes away from the town of Kona. Immerse yourself in the resort-style backyard w/ a heated pool, a cascading waterfall, a relaxing hot tub, and lush tropical landscaping. Comfortably sleeps 8, perfect for families. Enjoy fast Wi-Fi, smart TVs, luxurious linens, updated bathrooms, a well-stocked kitchen, and plenty of beach and pool gear to make your stay truly memorable. Fully licensed: STVR-19-365351

Family · Value · Outdoor spaces

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.

Value · Family · View

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

Value · Location · Hospitality

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.

Value · Family · Kitchen

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.

Location · Value · Quiet

Hawaiian Getaway Brand New Pool coming 9/15/26

BRAND NEW POOL 9/15/26 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. Visit the waterfalls

Value · Location · Indoor spaces

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.

Family · Value · Wi-Fi

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

Value · Location · Quiet

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.

Location · Family · Hospitality