Vacation rentals with a pool in Hawaiian Islands

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hawaiian Islands

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

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Superhost

Condo in Princeville

4.94 out of 5 average rating, 173 reviews

Deluxe Island Retreat - Spring Special

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

Condo in Koloa

4.72 out of 5 average rating, 18 reviews

Lovely 2 king bedrooms condo 1st floor with Pool

Two private king suites in this lovely condo are nestled in Poipu's heart. This exquisite 2 bedroom, 2 bathroom condo offers a breathtaking partial view of the ocean and sunrise!. The location is at the beginning of Mahaulepu Heritage Trail along the coastline. Our loving condo has moderate decor, on the first floor, has convenient access, and opens to a beautiful acre of flat lawn area. Putting the beach chairs by the lawn, and admiring the sunrise or moonrise, makes a perfect island retreat.

Guest favorite

Guesthouse 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

Top guest favorite

Condo in Kapaʻa

4.95 out of 5 average rating, 133 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 favorite

Home in Princeville

4.89 out of 5 average rating, 153 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 favorite

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.

Superhost

Condo in Lahaina

5 out of 5 average rating, 4 reviews

Resort Stay Entire 1Bdr Villa Kaanapali Beachfront

This resort has the most amazing pool on the island, Salt Water Based !! So easy on the skin ;) Olympic size pool about 2.5 Acres with Slide, waterfalls , plunge pool, volleyball. Snorkel Equipment rental , Beach chairs etc. All you need to have a great Hawaiian Vacation with The Family. Awesome Luau on Site every Teus Night! This price is for scenic if avail. Otherwise upgrade is additional if oceanview is what we have for your dates:) Mahalo For coming back to The West Side Best Side!

Guest favorite

Guesthouse in Keaau

4.97 out of 5 average rating, 241 reviews

Magical Jungle Cabin with Pool

Nestled in a lush guava tree grove, this tropical sanctuary offers the nature sounds of camping with the comforts of a cozy bungalow. Perfect for a couple's getaway, a personal retreat, or a peaceful place to retire to after a full day of exploring. Wake up with an outdoor rainfall shower, soak up the Hawaiian sunshine while you float in the pool, grill locally caught fish in the kitchenette pavilion (hot plate and BBQ), and stargaze some of the darkest night skies. Primary residence.

Superhost

Apartment in Mākaha

4.84 out of 5 average rating, 195 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.

Guest favorite

Cottage in Hanalei

4.94 out of 5 average rating, 327 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

Superhost

Condo 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!

Superhost

Condo in Kihei

4.7 out of 5 average rating, 264 reviews

Oceanview Surfrider

Scenic unobstructed sea views, steps away from the pool. Remodeled August 2021. We are across the street from Cove Beach and Kalama Park. Ideal location for paddleboarders, beginner surfers, wave rider rentals next door. Convenient short blocks to restaurants, bars and entertainment, Foodland and convenience market. New sofa and queen mattress July 2022. King Cool Gel Bed. There is no dedicated work space. Island in the kitchen with 3 stools.

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What guests are saying

Maui Ocean and beach front Great views Lahaina

4.91 out of 5 average rating, 32 reviews3 months ago

Great place, with an ocean view. I'm not a fan of big resorts, this stay is in an unpretentious condo building which is right up my alley for vacation. Just a heads up, parking spaces in Maui are tight, I 2ouldnt have rented the jeep I did I knew how tight it was.

Condo in Lahaina

What guests are saying

Exceptional Oceanview Home - Pool & Stunning View

4.99 out of 5 average rating, 92 reviews1 week ago

Had an amazing stay at Lee and Courtney's place. The house was incredible and had everything that my family of five needed (to even include tons of beach/snorkeling gear and beach towels). The house is very convenient to many great beaches and activities on the Kona side of the island. We really enjoyed the lanai and all the amazing outdoor space to include the pool and hot tub. We would definitely stay at this house again if we come back to the Big Island.

Home in Kailua-Kona

What guests are saying

22FL- Renovated Studio Condo in Central Waikiki!~

4.95 out of 5 average rating, 40 reviews1 week ago

We had a lovely stay. We ate our meals on the lanai, walked to everything we needed to, and the unit had all the essentials to make simple meals or reheat leftovers. We loved having beach chairs and umbrellas and they even provided a small cooler when we inquired about borrowing one to bring to the beach. The team was super responsive and when our 7 year old couldn’t reach the sink, they dropped off a stool for him to use the following morning. There were plenty of towels for our week-long stay, and plates and utensils and cooking implements—even some basic spices. The location was perfect. Not too noisy since it was near Ala Wai, and a very leisurely 12 minute walk to the beaches of Waikīkī, the Duke Kahanamoku statue, and all the shops and restaurants. The team was super responsive and proactive with communication and instructions. It’s a place we look forward to staying at our next visit.

Apartment in Honolulu

What guests are saying

OCEAN Front! Walk to the Beach! Private & Gated!

4.88 out of 5 average rating, 16 reviews2 weeks ago

Our family of 8 (15-50yo) had a great stay at Kevin’s place! We walked out the back door every morning to walk on the beach and we went swimming/boogie boarding many days right there. Sunsets were amazing and we even saw a whale out there! The inside is clean and spacious and there are 2 bedrooms on the 2nd floor plus a loft up another flight that has a king size and queen size bed. The location was actually great for us as we ate at Fish Tacos El Blue food truck in Olowalu village 3 times, did a whale watch tour which was 6 min away, went to Turtle Rock at the Post Office a few times to see turtles and swim (10min) and had grocery stores within 6 min. We did go north to the resort area and while there are a few more beaches to choose from, it’s busier. But having a large kitchen to cook family meals, space to move around, easy access in and out of our resort home and listening to waves every day made this place worth it 100%!

Condo in Lahaina

What guests are saying

"Tide Pools, A Resort Style Home" w/ Concierge

4.93 out of 5 average rating, 71 reviews1 week ago

Very unique home in a great area. we had friends staying at Hanelai bay resort so it was perfect for us. Easy and quick walk to their condo. Pool and Spa were great. Lots of space and the kids loved the ping pong/pool table. It was nice having beach gear to use. The beds and sheets were super comfortable. Would love to come back and stay again soon.

Home in Princeville

What guests are saying

Wonderful Community Home Close to Famous Beaches

4.72 out of 5 average rating, 107 reviews2 months ago

Fantastic stay for our first time on big island. Keoni’s place was awesome. Updated everything,Tons of space, ac was great. Nice outdoor spaces for morning and evening. Also close 5-10 drive to shopping, grocery and restaurants. 15-20 minutes to best beaches on island. And honestly Spencer beach park was our favorite. 20 minutes, soft sand, small waves, tons of shade. Would stay at Keoni’s place again in a heartbeat. Mahalo for a great stay Keoni.

Home in Waikoloa Village

What guests are saying

Poipu Beach Home & Guest House with Pool, Sleeps 9

5 out of 5 average rating, 28 reviews8 months ago

Lovely Kuai vacation home. This location on the south shore was a perfect base for our family vacation. Multiple restaurants, shops and beaches all within 5-15 min. I did a massage at the hotel spa nearby which was fabulous. The property itself was beautiful and well maintained. We enjoyed the pool, grill and landscaped backyard. The beds were comfortable. The kitchen was well equipped with spices, coffee filters, etc. The bathrooms were stocked with shampoo and body wash. We will definitely return to this property when traveling with a larger group. There was plenty of room to spread out.

Home in Koloa

What guests are saying

Pili Mai 3B: Condo w/Hot Tub, Pool, near beaches

4.98 out of 5 average rating, 48 reviews1 month ago

The home was as advertised. Plenty of space and the beds were very comfortable. The lania was great for coffee in the morning. The location was great. The community pool, hot tub, kid's wading pool and gym were right across the street but we didn't hear noise from the pool area. It was about a ten minute walk to a shopping mall with restaurants, bakery, Starbucks and other stores. The ocean was a quick drive or about a 20 minute walk away. We had two small problems that the property manager corrected the same day we notified him.

Condo in Koloa

What guests are saying

Holua Resort 2BR Serviced with pool, tennis & BBQ

4.92 out of 5 average rating, 24 reviews16 months ago

Yumi and Gen were accommodating. The originally booked timeshare resort was not available, so they found another nearby location. Communication was easy. There was a slight check in issue at resort - my name was spelled incorrectly, but with confirmation number we were fine. Wished the resorts rooms had better sound proof walls, better mattress, sheets and pillows. Also air conditioning was an extra $13/day charge at the resort. But the hosts cannot change the amenities of the resort. All in all, good stay for our needs to explore Kona! Friendly hosts!

Condo in Kailua-Kona

What guests are saying

New Upscale Kona Retreat, Ocean Views, Pool, BBQ

5 out of 5 average rating, 6 reviews1 week ago

We stayed 3 nights at the Kona Paradise. Brooke was super flexible when we had to modify our travel dates. Communication was proactive and all instructions were on point. Everyone’s favorite place to hang out was the couch “bed” on the lanai. Kitchen is well stocked for cooking at home. Convenient to Kona and Captain Cook restaurants as well. Shopping complex 5 minutes away with a grocery store and cute coffee shop. We will definitely stay here on future trips!

Home in Kailua-Kona

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