Holiday rentals with a pool in Island of Hawai'i

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Island of Hawai'i

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

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Top Guest favourite
A panoramic view of the ocean stretches across the horizon, framed by scattered clouds in a clear blue sky. Lush greenery and rooftops are visible in the foreground, with tall trees adding height to the landscape, creating a serene scene.
Home in Waikoloa Village

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.

LocationValueWalkability

4.99 out of 5 average rating, 282 reviews
Guest favourite
A spacious living area is shown with a light-colored rug and comfortable seating, complemented by ceiling fans. Large glass doors open to an outdoor space, revealing views of the adjacent garden and ocean. Natural light brightens the room, enhancing its airy feel.
Townhouse in Keauhou

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.

ValueLocationBiking

4.92 out of 5 average rating, 131 reviews
Top Guest favourite
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.
Home in Kailua-Kona

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

ValueLocationBeach

4.96 out of 5 average rating, 174 reviews
Guest favourite
The modern villa features a large swimming pool reflecting the clear blue sky. A spacious outdoor area is bordered by tropical landscaping, with a combination of floor-to-ceiling glass walls and classic modernist design elements visible in the structure.
Villa in Puna

Lava Flow House Pool Ocean View Kehena Beach w A/C

This luxurious modernist masterpiece with swimming pool and ocean view, sits in a serene setting in the untouched area of the Puna Coast on the Big Island of Hawaii. If you love great design and style, fantastic tropical weather, rugged yet lush landscapes, blue ocean, and relaxation, then you will love this place for your next vacation. The unique combination is a stunning contrast of rugged landscape and sharp minimalist architecture. This is a shared family home with a Main house and Studio.

ValueFamilyCheckout

4.95 out of 5 average rating, 118 reviews
Top Guest favourite
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.
Home in Holualoa

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.

ValueLocationLaundry

4.99 out of 5 average rating, 113 reviews
Superhost
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

LocationValueAmenities

4.88 out of 5 average rating, 193 reviews
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 Holualoa

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.

ValueLocationCheck-in

4.98 out of 5 average rating, 201 reviews
Guest favourite
Home in Holualoa

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

ValueLocationBeach

4.94 out of 5 average rating, 136 reviews
Top Guest favourite
Home in Holualoa

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.

FamilyValueLaundry

4.94 out of 5 average rating, 284 reviews
Top Guest favourite
The Ocean Club grounds are depicted, featuring lush tropical landscaping and a lagoon-style pool surrounded by seating areas. Palm trees sway gently in the breeze, with a sunset sky adding a warm glow. Private cabanas offer shaded relaxation spots near the tranquil waters.
Condo in Puako

Newer Luxury Townhouse - Exceptional Value

Hali'i Kai is the nicest ocean front condo resort property in Waikoloa Beach and arguably along the entire Kohala Coast. The grounds & amenities are very nice and appealing to the most discerning of guests. - Ocean Club with its lagoon style pool - Sand bottom hot tub - Ocean front fitness center - Resort bar & restaurant - Tennis and basketball - Beach toys, umbrellas, chairs - Amazing beaches - 2 Pro golf courses - Outdoor shopping - More than 15 restaurants - Great snorkeling

FamilyValueAccuracy

4.94 out of 5 average rating, 168 reviews
Guest favourite
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 Keauhou

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.

LocationValueBarbecue

4.88 out of 5 average rating, 157 reviews
Top Guest favourite
An outdoor lanai features comfortable seating with a coffee table, overlooking vibrant tropical foliage and ocean views. The wooden deck reflects warm tones, while the ceiling showcases exposed beams. An American flag is visible to the side, and a hot tub is positioned nearby, awaiting relaxation.
Home in Captain Cook

Papa Belle 3.5 Acre Estate w/Pool, Spa, Epic Views

Relax and enjoy 3.5 acres of tropical paradise with epic ocean views, complete privacy, and pure natural surroundings. You'll be far from traffic, crowds, and noise. Just sunsets and total relaxation enjoyed from the spacious lanais, pool deck, or hot tub. The views and setting are unmatched. This is a peaceful, rural retreat away from commercial areas. The distance from town is intentional and is ideal for guests who value tranquility and space over convenience.

LocationFamilyCleanliness

4.99 out of 5 average rating, 100 reviews

Popular amenities for Island of Hawai'i rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Holualoa

Pool, 6 mins to Beach, Ocean View, H7

LocationValueCheckout

4.94 out of 5 average rating, 114 reviews
Guest favourite
Home in Waikoloa Village

Big Family Home, Pool, Views, Yard, Lanai, Clean!

ValueFamilyHospitality

4.88 out of 5 average rating, 156 reviews
Top Guest favourite
Home in Puna

Gorgeous Gated Retreat w Pool Deck Firepit, 1 acre

ValueLocationSleep quality

4.91 out of 5 average rating, 120 reviews
Top Guest favourite
A well-maintained home with a private pool is presented, featuring a star design at the bottom. The patio area includes lounge chairs and a dining table, surrounded by greenery and a fenced yard, providing a serene environment within the Hawaiian Paradise Park.
Home in Puna

Beautiful home with pool, on Kaloli Point

ValueLocationBarbecue

4.96 out of 5 average rating, 114 reviews
Top Guest favourite
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!

ValueFamilyHospitality

4.97 out of 5 average rating, 185 reviews
Top Guest favourite
A single-level home is framed by lush tropical landscaping and solar panels on the roof. A pathway of stepping stones leads to a welcoming outdoor seating area with chairs. The garden features vibrant plants, and warm light reflects off the home's exterior during sunset.
Home in Waikoloa Village

1+ Acre Private Resort | 4BD + 3BTH | Cinema | Spa

FamilyValueIndoor spaces

4.94 out of 5 average rating, 262 reviews
Top Guest favourite
A cozy seating area is highlighted with a white mattress and colorful throw pillows featuring pineapple designs. The space is sheltered and overlooks a well-maintained pool surrounded by tropical greenery, with warm light and blue skies enhancing the inviting ambiance.
Home in Kailua-Kona

Fully Equipped Lush Kona Home • AC • Pool • Lanai

FamilyLocationAir conditioning

4.96 out of 5 average rating, 102 reviews
Top Guest favourite
Home in Holualoa

Paradise + Aloha + Expansive Ocean View

LocationValueBackyard

4.98 out of 5 average rating, 174 reviews

Condo rentals with a pool

Other holiday rentals with a pool

Guest favourite
An aerial view of Villa Paraiso showcases the expansive property surrounded by lush tropical landscaping. The large in-ground saltwater pool is framed by a stone patio, creating an inviting outdoor space highlighted by various trees and plants.
Villa in Puna

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

LocationFamilyBeach

4.91 out of 5 average rating, 173 reviews
Guest favourite
Holiday home in Captain Cook

Pineapple Palace~Stunning Ocean Views~Private Pool

FamilyLocationOutdoor spaces

4.9 out of 5 average rating, 182 reviews
Top Guest favourite
Apartment in Keauhou

High-End Ocean Sanctuary with Upgraded Interiors

LocationValueHot tub

4.97 out of 5 average rating, 107 reviews
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 Holualoa

Hawaiian Getaway Brand New Pool coming 9/15/26

FamilyValueDecor

4.99 out of 5 average rating, 160 reviews
Guest favourite
A clear pool reflects the blue sky and surrounding palm trees, featuring a gently sloping entry. Covered seating areas are visible nearby, with lounge chairs arranged for relaxation. The scene conveys a serene atmosphere ideal for enjoying the outdoors.
Townhouse in Puako

Spacious Fairways 2BD townhome. Pool/Beach Club!

LocationFamilyHot tub

4.94 out of 5 average rating, 205 reviews
Guest favourite
A sunlit living area features a spacious couch adorned with cushions and a coffee table. Large windows invite natural light, while tropical artwork enhances the ambiance. The dining area includes a high-top table with chairs, and sliding doors lead to an outdoor patio surrounded by greenery.
Townhouse in Puako

Bright, Spacious, 3 bedroom 3 bathroom Townhome

LocationFamilyAir conditioning

4.89 out of 5 average rating, 122 reviews
Top Guest favourite
An outdoor area features a vibrant saltwater pool with an infinity edge, set against a backdrop of lush vegetation and ocean views. A seating area with a small table and chairs is positioned adjacent to the pool, inviting relaxation while enjoying the scenery.
Guest suite in Puna

Oceanfront! Spectacular! 2BR/2BA w Pool & Hot Tub

FamilyLocationQuiet

5.0 out of 5 average rating, 234 reviews
Guest favourite
A spacious lanai offers panoramic ocean views, with wooden furniture arranged for relaxation. A ceiling fan is visible above, and a single palm tree sways gently in the breeze. The ocean's vibrant blue contrasts with the light-colored tiles below.
Condo in Holualoa

2 Bedroom Penthouse Condo With Ocean View And Pool

FamilyLocationCondition

4.95 out of 5 average rating, 208 reviews

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