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Vacation rentals with a pool in Hawaii

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hawaii

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

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Hotel room in Honolulu

4.82 out of 5 average rating, 634 reviews

Wake up in the Sky -Private Studio in Waikiki

Renovated, private studio in condohotel, minutes of walking to beaches, Convention Center, restaurants, shopping, entertainment. On a bus line. Full size bed. Breathtaking views - ocean, Diamond Head Crater, mountains. Great for short- and long-term stays. Kitchenette, A/C. Building has pool, BBQ, laundry, jacuzzi, shops. Fitness and parking available for additional fee. Perfect for travelers who want to experience entire Waikiki, in beautiful studio, for bellow average price. TA-029-819-2896-01

Guest favourite

Home in Pāhoa

4.95 out of 5 average rating, 523 reviews

Puna Rainforest Retreat Hotspring: Green Bamboo

In a private retreat, this studio offers an idyllic escape with stunning ocean views. A full kitchen and bathroom with a queen-size bed for couples and additional small bed for a child or a small adult. This space is perfect for a romantic getaway or family vacation. Explore the one mile private rainforest trail, unwind in the pool, or experience the unique steam vent hot springs. The owner resides on the 20-acre property to address any needs that may arise during your stay. TA-008-365-8240-01

Guest favourite

Home in Maui

4.98 out of 5 average rating, 209 reviews

Private Hot Tub + Pool Access + AC - Star Lookout

Dreaming of the perfect jungle honeymoon hideaway or retreat? Set amidst a mature coconut grove, (with your own hammock) this private cottage puts you in a romantic world of your own. We have that 'away-from-it-all' feeling but it's only a 20 minute drive to beaches and fabulous restaurants! A perfect romantic hideaway or artist's retreat! ☞ ★Jump Start to The to the Road to Hana! ✔ ☞ ★NEW COLD CENTRAL AC ✔ ★Private Hot Tub ✔ ★Swimming Pool ✔ ★King Bed ✔ ★Sunrise View ✔ ★Outdoor Shower ✔

Guest favourite

Condo in Honolulu

4.89 out of 5 average rating, 274 reviews

Newly Renovated Cozy Home

Experience the charm of our newly renovated studio, legally permitted for your peace of mind. Revel in the modern ambiance featuring wood-like floors, luxurious marble countertops, and a stylishly tiled bathroom. Immaculately maintained for your comfort, the studio boasts SUPER CLEAN interiors and offers FANTASTIC CANAL VIEWS. Conveniently located within walking distance to the famous beaches, shopping malls, delectable dining options, and all your essentials. Your dream getaway begins here!

Guest favourite

Guesthouse in Hakalau

4.94 out of 5 average rating, 191 reviews

Oceanfront Gated Estate Retreat - 2 with Horses

Hale Laule'a - Not a Typical Airbnb •Multi-Million Dollar Gated Oceanfront Estate RETREAT- pool, spa, four gardens and Horses •Located 12 Miles N of Hilo •Private 630sf apartment - 1 Bed, kitchen, living room, pull out couch, desk, luxurious bathroom and ocean front garden. •Parking , TV, WIFI, A/C, laundry •Multiple inhouse experiences available to help you recharge and relax •3 night minimum; Week-long programs available •Horses, Dogs, and other animals on property •No Children under 12

Guest favourite

Bungalow in Kalaheo

5 out of 5 average rating, 106 reviews

Eco Luxe Villa, Infinity Pool

No house should ever be on a hill or on anything. It should be of the hill, belonging to it. Hill and house should live together, each the happier for the other." -- Frank Lloyd Wright Nestled in the Kalaheo hills 20 minutes north from Poipu, this oasis offers modern barefoot luxury with breathtaking views of the lush tropical landscape. The Longhouse has full privacy from the main residence located on the same parcel, it is the place to unplug and unwind, surrounded by nature's beauty.

Guest favourite

Guest suite in Pāhoa

4.98 out of 5 average rating, 175 reviews

Hale Malama 'Ohana

Unique 850 sqft one bedroom Ohana with ocean views, vaulted ceilings, full kitchen, private lanai, saltwater pool w gazebo, nestled in a stunning 3 acre estate. This ohana has a special history as it was formerly Sea West Studios, a world class recording studio that served Hawaii's premier artists (Crosby Stills & Nash recorded vocals here) who preferred to record in this incredibly peaceful atmosphere. Pele spared this oasis during the 2018 eruption, saving it for your special experience.

Guest favourite

Condo in Princeville

4.98 out of 5 average rating, 236 reviews

Sea and Sky Kauai, an Oceanfront Penthouse

This modern and newly renovated honeymoon beach retreat has breathtaking panoramic ocean and coastline views. Lounge in the daybed while gazing at the sweeping vista from Anini reef to Kilauea Lighthouse. Some have said "it feels like being on a ship at sea" as they witness whales breaching in the ocean and waves peeling on the reef from this magical location. A rare penthouse unit with high ceilings, views from every room, even the famous Bali Hai from the deck. Truly a couple's dream!

Condo in Pahala

4.89 out of 5 average rating, 434 reviews

'Âlani Punalu'u Black Sand Beach oceanview retreat

Serene, remote, zen retreat in one of Hawaii's most scenic places: K’au region at Punalu'u Black Sand Beach. It’s a short 1/3 mile walk to the beach, crashing waves, palm trees & flowers, amazing mountain and ocean views, in the countryside of macademia nut & coffee farms. Incredible dark sky with countless stars. A gorgeous 30 minute drive to Volcanoes National Park. Far removed from the hustle of city life, welcome to the most remote inhabited place on the edge of the universe.

Guest favourite

Cottage in Hanalei

4.94 out of 5 average rating, 301 reviews

Romantic Garden Cottage,View! Pool! TVNC#1065

Escape to a secluded romantic haven nestled on an acre of lush gardens in Kauai’s breathtaking Wainiha River Valley. Perched on a bluff with panoramic valley views, this retreat offers tranquility and luxury. Unwind by your private pool and spa, surrounded by vibrant tropical flora, where nature creates an atmosphere of enchantment. Just a short drive away, explore some of the world’s most stunning beaches. Let this serene paradise immerse you in romance and blissful relaxation

Guest favourite

Condo in Maunaloa

4.97 out of 5 average rating, 239 reviews

Sweet Upstairs Corner Ocean View Studio on Molokai

Top floor corner unit at Kepuhi Beach Resort, on the special island of Molokai....in between Maui and Oahu! Vaulted open ceilings, spacious and airy. Completely remodeled and freshly outfitted. Close to beach and ocean-side pool, views of Kaiaka Rock, ocean surf, vivid sunsets. Fully equipped kitchen, luxurious King sized bed. Fast wireless , 40” SmartTV. Perfect setting to unplug, hike or bike the red dirt trails, explore beaches, and experience Molokai fully.

Hotel room in Honolulu

4.81 out of 5 average rating, 906 reviews

Cute Private Studio in Waikiki

Fully renovated to modern-retro style, with breathtaking views of ocean, Diamondhead and mountains. Desirable location -in Waikiki - minutes walking distance to Convention Center, beach, shopping, dining, entertainment... Sleeps two in full size bed. With kitchenette, suitable for long- and short-stays. Condohotel with 24/7 security, pool, jacuzzi, BBQ, laundry, shops, bar, ATM.... Parking and fitness is available, but must be paid separately. TA-029-819-2896-01

Vacation rentals for every style

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Popular amenities for Hawaii rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Kailua-Kona

4.99 out of 5 average rating, 103 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Guest favourite

Home in Kailua-Kona

4.95 out of 5 average rating, 151 reviews

Private Pool - 180° Ocean View - Minutes to Beach

Guest favourite

Home in Captain Cook

4.97 out of 5 average rating, 172 reviews

Tiny House Hawaii

Guest favourite

Home in Koloa

4.97 out of 5 average rating, 109 reviews

Poipu Custom Home, Central AC & Pool/Gym

Guest favourite

Home in Captain Cook

4.96 out of 5 average rating, 154 reviews

Milolii Whale House With Ocean Views and Pool!

Guest favourite

Home in Kihei

4.96 out of 5 average rating, 406 reviews

Stunning ocean view, heated pool at home by Wailea

Guest favourite

Home in Pepeekeo

4.86 out of 5 average rating, 157 reviews

Hamakua Coast Tropical Home

Guest favourite

Home in Kapaʻa

4.95 out of 5 average rating, 154 reviews

Sleeping Giant Cottage with Plunge Pool TNVC 1244

Condo rentals with a pool

Condo in Honolulu

4.82 out of 5 average rating, 130 reviews

🌈 🏖 Newly Studio, All brand new,Aqua Palms Hotel

Condo in Honolulu

4.84 out of 5 average rating, 225 reviews

B - Cozy Ocean View Studio with Kitchenette

Guest favourite

Condo in Wailea-Makena

4.95 out of 5 average rating, 555 reviews

Wailea Resort studio suite

Guest favourite

Condo in Honolulu

4.92 out of 5 average rating, 388 reviews

Waikiki Beach Condo with Free Parking

Guest favourite

Condo in Honolulu

4.87 out of 5 average rating, 107 reviews

Waikiki Ocean/Sunrise View Studio With Work Space

Guest favourite

Condo in Kahuku

5 out of 5 average rating, 156 reviews

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Guest favourite

Condo in Honolulu

4.94 out of 5 average rating, 178 reviews

Panoramic Ocean View/ Full Kitchen/2603A

Guest favourite

Condo in Kailua-Kona

4.96 out of 5 average rating, 141 reviews

Deluxe Oceanfront Studio Condo@The Kona Bali Kai

Home rentals with a private pool

Guest favourite

Home in Lahaina

4.99 out of 5 average rating, 81 reviews

Stunning Gated Home, Private Pool and Spa

Condo in Honolulu

3.85 out of 5 average rating, 13 reviews

Waikiki Banyan Condo, Diamond Head & Beach View

Condo in Honolulu

4.38 out of 5 average rating, 8 reviews

Waikiki Banyan Condo One Block to Waikiki Beach!

Condo in Kahuku

Turtle Bay Sage

Condo in Kahuku

4.13 out of 5 average rating, 8 reviews

Turtle Bay Hale Lilly

Guest favourite

Home in Kihei

4.91 out of 5 average rating, 23 reviews

Oceanview Home with Private pool and hot tub

Condo in Kahuku

4.64 out of 5 average rating, 22 reviews

Turtle Bay Fazio First Tee 13

Guest favourite

Home in Pāhoa

4.93 out of 5 average rating, 398 reviews

Romantic Dodecagon Retreat Near a Black Sand Beach

Destinations to explore