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Holiday rentals with a pool in Hawaii County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hawaii County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
The spacious home features natural wood accents, a wide balcony, and large windows that reflect the tropical landscape. Surrounding gardens with lush greenery create a serene atmosphere, while a small pond with a waterfall adds a soothing element to the exterior.
Home in Kailua-Kona
4.98 out of 5 average rating, 177 reviews

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!

Top guest favourite
A private outdoor space features a pool surrounded by tropical greenery and stone pathways. The two-story home is visible in the background, showcasing a deck with shaded seating. Solar panels are installed on the roof, and the ocean is seen in the distance under a clear sky.
Home in Kailua-Kona
4.97 out of 5 average rating, 117 reviews

Kahaluu Bay Get-Away

Kahalulu Bay Get-Away is your perfect choice for an authentic, comfortable Hawaiian stay. Perched gently above Kahalulu Bay, you'll enjoy tropical tradewinds, Kona sunsets, the sounds of the surf and the songs of nature. The setting is totally private with ocean views, rock walls, large trees, lush greenery, an archeological site from the 12th century and a pool that is all-day worthy. Come. Relax. Enjoy. You’re in for a treat. Family built, enjoyed for decades and now shared with you...Aloha :)

Guest favourite
An open living space is presented, featuring a modern kitchen with black cabinetry and stainless steel appliances. Comfortable gray seating is arranged around a circular coffee table, while a staircase leads to an upper level. Natural light fills the area, complemented by green foliage nearby.
Apartment in Kailua-Kona
4.92 out of 5 average rating, 205 reviews

Downtown Kona! Ocean View<1/2mi to Beach!

Say ‘Aloha’ to the good life when you book one of the best located condos in downtown Kailua-Kona! Located in the heart of downtown, this modern loft style home is just a 5-10 minute walk to the beach, the famous Alii Drive, restaurants, and on-the-water fun. Equipped with a private lanai and community amenities, you’ll have everything you need to enjoy Kona to it's fullest. Walk to the best downtown Kona Beach for a fun family-friendly day of sun, white sand, turquoise waters, and snorkeling!

Guest favourite
An aerial view captures the oceanfront location of Kona Bali Kai, showcasing the building's layout against the vibrant blue water. Waves crash against the rocky shore, while palm trees frame the scene, highlighting the unique coastal setting.
Apartment in Kailua-Kona
4.88 out of 5 average rating, 459 reviews

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

Kona Bali Kai - Direct Ocean Front! Watch Whales, Turtles, Surfers, Dolphins, Beautiful Sunsets & morning coffee from your private balcony. Large 2 bedroom, 2 bathroom with washer and dryer inside. Wake up to sparkeling ocean views & sounds of surf from your bedroom & living room. Enjoy pool, hot tub, guest services, & world renown "Da Poke Shack" right downstairs! One of a kind experience! Free covered parking, all taxes & fees included in price! 2nd floor, Easy access, no hassle check in!

Top guest favourite
The exterior of the cottage is shown, surrounded by lush tropical plants and trees. A wooden deck leads to the entrance, with a pathway lined by well-maintained grass. The roof is green, blending harmoniously with the natural surroundings. Soft light filters through the clouds in the background.
Cottage in Pāhoa
4.91 out of 5 average rating, 459 reviews

Puna Rainforest Retreat Hotspring: Purple Passion

The Purple Passionfruit Cottage has small kitchenette (range, oven, mini-fridge/freezer, microwave), full bathroom and two bedrooms. The main bedroom has a king bed and an attached lanai with a ocean view. The other bedroom doubles as a living room with one twin bed. Enjoy the pool, rainforest trail, steam vents, volcanic hot spring tubs and private retreat setting surrounded by forest. Owners live on the 20 acre property to make sure everything is perfect for your stay. TA-008-365-8240-01

Top guest favourite
A clear blue swimming pool is framed by a spacious patio, featuring multiple lounge chairs and a shaded umbrella. Lush tropical plants surround the area, providing a serene backdrop to the private home visible in the distance under a bright blue sky.
Guest suite in Kailua-Kona
4.99 out of 5 average rating, 150 reviews

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.

Guest favourite
Home in Kailua-Kona
4.93 out of 5 average rating, 260 reviews

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.

Superhost
The spacious lanai features a round dining table surrounded by comfortable seating. Tropical plants provide a lush backdrop, while the ocean view is complemented by a sunset casting warm hues across the sky. A ceiling fan enhances the relaxed, outdoor ambiance.
Flat in Kailua-Kona
4.85 out of 5 average rating, 224 reviews

In Town ALII ,Oceanview, 1 bdrm Ironman Kona Plaza

This is a lovely, well stocked, 1 bedroom, 1 bath condo. Tastefully decorated with a wonderful Hawaiiana Feel. Enjoy the over sized lanai, with comfortable furnishings, for reading, relaxing and dining. The evenings are peaceful with the waves crashing against the shore The sunsets are amazing, and the mornings are cool and quiet. Sleep well, in a large A/C king sized bedroom Beaches, restaurants, snorkeling, all within a quick walk. OVER IRONMAN THE RATE GOES UP AND IT IS A 9 NIGHTS.

Top guest favourite
Home in Papaikou
4.99 out of 5 average rating, 101 reviews

Hale Honu - Oceanfront, AC, Pool, Hot Tub

Aloha from Koili Point! Our oceanfront 2 bdrm, 2 bath home has everything you need to relax. Great Wifi, pool, hot tub, AC, numerous appliances, and an open layout make it a retreat after a day of sightseeing. Free parking, washer/dryer and located just north of Hilo. Guests love our focus on eco-living and pesticide free orchard where you can pick your own fruit. We are powered 100% by solar. If this house is booked, check out our nearly identical house: airbnb.com/h/koilipoint-kohola

Top guest favourite
A wooden bistro table with two chairs is positioned on a balcony. A bottle of wine and two glasses rest on the table, overlooking the ocean and coastal scenery. The waves can be seen gently crashing against the rocky shoreline below, with clouds scattered across a blue sky.
Apartment in Kailua-Kona
4.98 out of 5 average rating, 101 reviews

Unsurpassed sunset views!

One of the best locations in the Sea Village for privacy and gorgeous Sunset views! This well-appointed, remodeled 1 bedroom unit was hand-picked when brand new because it feels like you’re right over the ocean, fall asleep to the sound of the waves crashing outside, yet a close walk to the friendly town of Kona and so many wonderful restaurants! *Note: Taxes are included in the Daily Rate, saving you more than 18%! Hawaii Tax ID# TA-052-854-7840-01 GE-052-854-7840-01 STVR-19-360359

Superhost
An aerial view displays the cedar home nestled in lush greenery, with a pool and the ocean visible in the background. The surrounding landscape features hills and diverse vegetation, creating a serene atmosphere, with clear skies enhancing the scene.
Home in Papaaloa
4.85 out of 5 average rating, 119 reviews

Lush Paradise—Luxury Eco-Getaway

Escape to our luxurious cedar home on Hawaii's main island. Surrounded by rainforest, waterfalls, and a stream, our sustainable retreat offers serenity just 25 mins from Hilo. With 4 beds, 2 baths, and an open-concept kitchen, our spacious home blends Hawaiian charm with modern amenities. Unwind on the travertine lanai, and explore fruit trees and trails. Perfectly located for beach adventures and vibrant towns. Experience tropical living at its finest. Book now!

Top guest favourite
Aerial view of a modern estate surrounded by lush greenery and trees, with the ocean visible in the background. The property includes several structures spread out across the landscape, framed by a well-maintained lawn and natural features.
Guest house in Pāhoa
5 out of 5 average rating, 162 reviews

Kehena Beach Loft

Rural Beautiful space across street from serene black sand beach. One hour from Volcano National Park. Take it easy at this unique and tranquil getaway. Kehena Beach loft is part of an one acre luxury estate. You will have your own private separate corner of property, you wont see another person. We are remote, tranquil, one with nature. A great place to unplug, listen and watch ocean waves come ashore. Near several local markets , black sand beach.

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