
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.

Ocean, Sunset, Mountain & Celestial Views
🌴 Guest Favorite - Top 10% on the Big Island Enjoy stunning ocean, mountain, sunset, and starry views from nearly every room in this cozy, family-friendly three-bedroom, two-bathroom Waikoloa Village, Hawaii home. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys, and a BBQ grill.

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

Seahorse Luxury Suite at Seaspray Ocean View
A private oasis across from the desirable Kahaluʻu Beach Park. This two bedroom luxury suite is bright & airy with a private lanai & your own KOI pond. A private guest only pool deck includes a barbecue and dining area for outside entertainment. The living room is a great place to relax with ocean views and the sounds of ocean waves. The chef of the family will appreciate a fully stocked modern kitchen. The whole group will enjoy everything Kona has to offer from this centrally located Oasis.

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 Condo: Walk to Ocean, Restaurants, Nightlife
Stay in the heart of downtown Kona, steps from Aliʻi Drive’s restaurants, shops, historic landmarks, small beaches, & waterfront activities. This spacious condo combines a walkable location with everything you need for a comfortable stay: * Powerful air-conditioning * Private lanai with seating & hammock * King-size bed * Double-size sleeper loveseat * Fully equipped kitchen * Large-capacity washer and dryer * Free underground parking * Swimming pool * Rooftop barbecue decks * Two elevators

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

Kona Landing | Ocean Views, BBQ, Pool, Beach Gear
Kona Landing ~ Walkable ✔ Resort amenities ✔ Beach access ✔ ★ "Alisha’s place is all you want! Cute, cozy, clean and conveniently located." ☞ Walk Score 76 (Walk to cafes, dining, shopping) ☞ Private lanai w/ outdoor dining + day bed ☞ Resort style shared pool + BBQ area ☞ 7th-floor sundeck w/ ocean view ☞ Fully equipped + stocked kitchen ☞ Designated parking → 1 car ☞ 55” TV smart TV w/ Netflix ☞ Onsite washer + dryer 2 mins → DT Kailua-Kona 15 mins → Ellison Onizuka Kona Airport (KOA) ✈

Hamakua Coast Tropical Home
A beautiful tropical style custom home featuring private ocean views and a small gated pool. Our home was thoughtfully designed to maximize Hawaiian indoor/outdoor living and entertaining in a manicured park-like setting. A palm lined driveway leads you to a single level 3 bedroom, 2 1/2 bath residence located in the exclusive Pepeekeo Point subdivision, approx. 15 minutes from Hilo. Featuring a fiberglass pool with a bamboo pavilion& bbq for outdoor dining No parties or unregistered guests

OCEANFRONt 3+2.5 FREE AC BeachGear
OCEANFRONT Kanaloa 3Br 2+1/2 Ba AC SPACIOUS 2000 sq ft. FREE Parking. FREE Resort Fees. FREE AC. Enjoy Meals Out on your Oceanfront Lanai. King Beds. Twins avail. Walk to Keauhou Harbor (Snorkel Tours, Manta Ray Boats), Secret Cove (Hee'eia), Movies, Market, Restaurants 5 min drive to Kahaluu 3 Pools, Hot Tubs, BBQs, Clubhouse, Oceanfront walkway, 16 Acres of tropical grounds. 15 Stairs 2 night min $298 cleaning & 17.96% Hawaii tax is shown on your Airbnb quote.

Halia Hale
Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Kona’s beaches, shops, and dining, yet peaceful and secluded—an ideal spot to recharge and enjoy the spirit of Hawai‘i.

Inna's Downtown-Walk to Beach and to Supermarket!
This luxurious condo with custom interior design is located in historic downtown Kona from where you can walk to sandy Kailua Bay beach just 2 blocks away, restaurants, supermarket, shopping and entertainment. The condo features: pool with BBQ deck, private laundry, full kitchen with dishwasher and ice maker, two zoned ultra quiet AC, Cal. King bed, a screened-in Lanai with peekaboo view of the ocean, fiber optic internet, and a 65” 4K smart TV!

Big Family Home, Pool, Views, Yard, Lanai, Clean!
Beautiful view home 4 bedrooms, Heated Pool! Big private yard, gourmet kitchen, 2 car garage, BBQ. Each bedroom leads out to the lanai(s) through French doors. Comfortably sleeps 8 in beds but can accommodate up to 10 maximum. Less than 10 minutes to awesome beaches, shopping, and restaurants. We now offer air-conditioning for a nominal fee. Please let us know if you would like to add this option to your reservation, the cost is $20/night.
Popular amenities for Hawaii County rentals with a pool
House rentals with a pool

Fully Equipped Lush Kona Home • AC • Pool • Lanai

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC

Tropical Oasis Home with Pool and Walk to Beach

Beautiful home with pool, on Kaloli Point

Milolii Whale House With Ocean Views and Pool!

HAVEN: Poolside Sanctuary with Heavenly Views

Romantic Keauhou Retreat | Pool + Tropical Lanai!

Paradise + Aloha + Expansive Ocean View
Apartment rentals with a pool

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

2 Bedroom Penthouse Condo With Ocean View And Pool

Blissful paradise with epic view- Hale Mahana

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

Just A Few Steps To The Beach

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

Beachfront Condo in Kailua

☀ Live on the Ocean along Famous Ali'i Drive + ☀
Other holiday rentals with a pool

KJ's Place, in the heart of the city.

Villa Paraiso Hawaii Huge Pool & Hot Tub. Up to 12

High-End Ocean Sanctuary with Upgraded Interiors

Luxurious 3 bedroom at The Fairways at Mauna Lani

Oceanfront Estate Retreat 1 - Carriage w/ Horses

Newer Luxury Townhouse - Exceptional Value

Kona Bali Kai: Oceanfront Lanai, 2BR/2BA + New AC

Papa Belle 3.5 Acre Estate w/Pool, Spa, Epic Views
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- Hapuna Beach
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- Carlsmith Beach Park
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- The Umauma Experience
- Sea Village
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- Maku'u Farmer's Market
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- Lava Tree State Monument
- Magic Sands Beach Park
- Waialea Beach
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- Volcano House
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