Holiday 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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Superhost

Apartment in Princeville

4.94 out of 5 average rating, 174 reviews

Superb Waterfall,Mountain,Ocean Views, New Remodel

This luxurious seaside condo boasts picturesque views of Bali Hai while being just a few steps away from the water's edge. The kitchen features Balinese teak cabinets with both bar and table seating. The open living space leads to 2 large en-suite master bedrooms with king size beds and streaming TVs. Beach gear is provided for you so you can enjoy your time hassle-free. You will have full access to the pool, hot tub, & BBQs on the property, and games, books, and movies when you want to lay low.

Superhost

Flat in Princeville

4.73 out of 5 average rating, 98 reviews

Stylish 1BR-AC, Pool, Surf/Hike, Walk to Beach

Situated in beautiful gardens between Anini Beach and Princeville Center, this stylish unit is the perfect escape. From the lanai, enjoy a beautiful tropical garden. Cook delicious meals in the new kitchen or take a short walk to snorkel at Anini Beach. Head into Hanalei for all levels of surfing, from lessons to world class breaks. Enjoy happy hour at the Happy Talk at sunset for a one-of-a-kind view. Note: First floor unit. We have a sound machine but light sleepers may prefer an upper unit.

Guest favourite

Guest house in Kailua-Kona

4.87 out of 5 average rating, 149 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

Guest favourite

Guest house in Keaau

4.94 out of 5 average rating, 191 reviews

Adorable Jungle Bungalow + Pool

You awaken to birdsongs that rival the first spring on earth. A gentle rain falls, casting a silence over the cozy cabin. Do you stay in bed a little longer and soak up this soothing soundtrack of white noise? Or do you wake yourself up with a cup of Hawaiian coffee and an outdoor shower? Or maybe you start your day with a float and yoga. Whether you are looking for a quiet place to get a good night’s rest, a solo escape into nature, or a romantic getaway for your honeymoon, this is the place.

Top guest favourite

Apartment in Kapaʻa

4.96 out of 5 average rating, 136 reviews

Kauai Paradise-3 hot-tubs-2Waterslides-2bdrm-3bath

Looking for the perfect Air-Conditioned condo for the ultimate Kaua'i vacation? Our premium condo offers brand new furniture & beds & huge tv's! It’s the perfect place for families to come together for an amazing vacation. Waipouli Resort has Kauai's ONLY heated soft-water relaxing river & walking pool w/ 2 water slides, 3 sand-bottom whirlpool hot tubs, 3 waterfalls & a child-friendly sandy beach & plus beautiful 3rd floor views! Plus I'll send you a list of activities, hikes, beaches & more!

Guest favourite

Home in Princeville

4.89 out of 5 average rating, 155 reviews

Ocean & Mountain Views - Near Beach! FAST WIFI

The ultimate vacation in paradise! Ocean and Na Pali mountain views with beach access await! Our home features Hypoallergenic shower and soap products for a gentle, skin-friendly experience. Enjoy a modern kitchen with updated countertops, cabinets, and tile work, plus a spacious, air-conditioned living area. Centrally located in Princeville, perfect for remote workers, friends, and families. Minutes from Hanalei Bay, Queens Bath, and top golf, Kauai is at your fingertips. Stay in paradise!

Guest favourite

Home in Pepeekeo

4.86 out of 5 average rating, 169 reviews

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

Superhost

Flat in Kailua-Kona

4.89 out of 5 average rating, 136 reviews

#1 Kona FREE Wifi, Garage Park, 2 Ocean Pools SALE

Luxury-Serene-Private FREE Wi-Fi, Indoor Parking Full Kitchen, W/D, Big Lanai w/Ocean Views 2 large Resort Pools on the Ocean, free events 7 acres/tropical gardens Large King Studio 600 sf the #1 Resort in KONA. Sleeps 3 King & full bed Guarantee my apartments are the lowest priced Royal Sea Cliff Resort. If find a lower price at another RSC unit I will match that price, if you provide the details about the unit, it is still available, by 3 days of your reservation, w/same times & conditions

Guest favourite

Home in Kailua-Kona

4.89 out of 5 average rating, 174 reviews

My Kona Paradise

Taxes included in the nightly price. Check our specials by date! Corona Virus Update: Please note that we have taken additional steps to make sure the home is not only clean but sanitized. The remote controls, doorknobs and all surfaces are all wiped down with antiseptic solution. We also send the laundry out to a professional service and is sanitized. We want you to be assured that we are doing everything we can to make sure you have a wonderful time in our home. STVR information below.

Top guest favourite

Guest suite in Kailua-Kona

4.96 out of 5 average rating, 150 reviews

Bungalow Bliss Ocean & Pool View Kailua-Kona HI

Your home away from home after exploring the island’s many beaches, coffee farms, snorkeling/diving spots, & downtown Kailua-Kona. Sun-kissed ocean & pool views await you in this cozy, stylish space. A perfect budget-friendly, clean, cool place to rest between your island adventures! Located near downtown Kailua-Kona and 500 ft above sea level, this property offers cooler temperatures and breezes that delight guests. This suite best fits solo travelers or couples who like to be cozy!

Superhost

Flat in Mākaha

4.84 out of 5 average rating, 197 reviews

Beach Beauty and Comfort in remote Oahu Paradise

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

Superhost

Apartment in Lahaina

4.82 out of 5 average rating, 162 reviews

Whale Season Special! T-046-692-0448-02

We love to host! Listing was paused to help fire families! Read our 5*reviews! Directly across from a State Beach Park with morning sea turtles and the best Maui Sunsets. Food Trucks,Grocery store, Badass coffee, Miso Phat Sushi all in walking distance and give it a neighborhood feel. Onsite BBQ, Newly Updated Pool and Free Parking! 10 min to Kaanapali / Napili. Beach towels/Chairs provided. Clean, comfortable unit with lots of privacy and a great local vibe!