Vacation rentals with a pool in South Kona

4.97 out of 5 average rating, 210 reviews

A panoramic view of a lush outdoor space features a vibrant rainbow arching over the landscape. Tropical plants surround a solar heated pool, with lounge chairs positioned nearby. The tranquil setting offers glimpses of the ocean in the background, enhancing the serene atmosphere.

Home in Captain Cook

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.

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A serene outdoor space features a sparkling turquoise pool and a hot tub, with a stunning sunset in the background. Comfortable seating under an umbrella is arranged nearby, surrounded by lush greenery and palm trees, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 174 reviews

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

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4.99 out of 5 average rating, 126 reviews

The oceanfront lanai features a dining table with four wooden chairs, overlooking a sunset-lit ocean. Two lounge chairs are placed nearby. Palm trees frame the scene, and string lights provide a soft glow, enhancing the serene atmosphere.

Condo in Kailua-Kona

Ocean-front penthouse, sunsets, whales, surfers!

*Gorgeous views from oceanfront lanai *See whales, surfers, turtles from lanai *Beach/snorkel/surf right outside *4th Floor Penthouse w/ A/C *Stocked kitchen incl air fryer *Covered parking *Oceanfront Gas grill *Da Poke Shack in complex *Pack 'N Play/High Chair *Shared Pool w/ hot tub *Completely remodeled w/ split air unit & double vanity in master

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Guesthouse in Kailua-Kona

The pool area is highlighted by a water slide and surrounded by palm trees under a colorful sunset sky. The shimmering water reflects vibrant hues, creating a serene atmosphere. Lounge chairs are positioned nearby, overlooking the expansive view of the ocean and landscape.

4.88 out of 5 average rating, 162 reviews

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

ValueFamilyQuiet

The image captures a panoramic view of a private heated swimming pool surrounded by lush greenery. Lounge chairs are positioned around the pool, and a shaded gazebo adds to the outdoor space. In the background, the vibrant blue ocean stretches under a clear sky.

4.99 out of 5 average rating, 110 reviews

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.

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4.88 out of 5 average rating, 190 reviews

An aerial view showcases a spacious property with a tropical style home set against a backdrop of the ocean. A manicured lawn surrounds the residence, featuring a small gated pool and a gazebo. Lush vegetation and palm trees enhance the landscape, contributing to the private atmosphere.

Home in Pepeekeo

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

FamilyLocationHiking

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.

4.97 out of 5 average rating, 198 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 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.

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4.94 out of 5 average rating, 131 reviews

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

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Vacation home in Captain Cook

4.89 out of 5 average rating, 180 reviews

Pineapple Palace~Stunning Ocean Views~Private Pool

The Pineapple Palace is located on one acre in the quiet rural area of Milolii. The home is near City of Refuge, Punalu'u Bakery, South Point, Pu'uhonua O' Honaunau, The Coffee Belt, and is on the way to Volcanoes National Park. You’ll love my place because of the comfy beds, the high ceilings, the views, the Private Pool, the well stocked kitchen. My place is good for families (with kids) and big groups. NEW FIBER OPTIC HIGH SPEED INTERNET 600 MBPS INSTALLED APRIL 2024.

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4.88 out of 5 average rating, 156 reviews

A serene oceanfront view is framed by swaying palm trees and vibrant greenery. The blue ocean stretches to the horizon, meeting frothy white waves that break against dark volcanic rock along the shore. The lush grass adds to the inviting landscape.

Condo in Kailua-Kona

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.

ValueFamilyWalkability

4.97 out of 5 average rating, 185 reviews

A two-story wooden house is set against a clear blue sky, showcasing a large front porch with stairs leading up to it. The lush landscaping features vibrant tropical plants, and an unobstructed view of the ocean is visible in the background.

Home in Captain Cook

Milolii Whale House With Ocean Views and Pool!

The Whale House is a great home to watch the whales migrate down the Kona Coast in season! The house has 3 private bedrooms and 2 1/2 baths on two levels. The upper (primary level) includes a full service kitchen, two master bedrooms and 1 & 1/2 bathrooms. The lower living area is separate from the main living space, is handicap accessible (See Accessibility Notes) and has a private master bedroom and master bath. The house is perfect for couples or families.

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A large lap pool is surrounded by a wooden deck and tropical landscaping. Poolside loungers are positioned for relaxation, with views of the ocean and distant trees. The area is bathed in natural light, creating a serene outdoor atmosphere.