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

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.

Guest favourite

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 favourite

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 favourite

Home in Princeville

4.89 out of 5 average rating, 152 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 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 Princeville

4.92 out of 5 average rating, 122 reviews

Stunning Views of Paradise - Pool ~ Jacuzzi & BBQ

Spectacular Unobstructed Views - Steps away from the Resort Pool, Jacuzzi and BBQ Grills. The Furnished Patio boasts Stunning Views of the Jungle Valley, Distant Ocean Vista and Waterfalls. The Kitchen is Fully Equipped and ready for your culinary adventures. This rental is centrally located condo in the Heart of Princeville & a few minutes drive to Beautiful Beaches, Shops and Restaurants - Equipped with High Speed Internet / WiFi, Cable TV, Beach Chairs, Towels and Igloo Cooler - NO A/C

Guest favourite

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.

Guest favourite

Condo in Princeville

4.96 out of 5 average rating, 156 reviews

Beautiful studio in a top resort( pool,jacuzzi,AC)

This very comfortable resort provides 2Swimming pools and 2jacuzzis and Free bike rent and so on. The spacious studio has a comfortable Cal king Size bed with a private full bath. The roomy fully equipped kitchenette. We don't have a hot plate but offers you a dishwasher, Airfly,Electric Skillet, Omelet & Frittata Maker, Mini toaster oven and all kitchen stuff and there are many outdoor BBQ area. We could cook easily simple meal and BBQ.

Top Guest favourite

Condo in Kailua-Kona

4.98 out of 5 average rating, 125 reviews

Modern condo in Kona- Close to the ocean & dining

Aloha, welcome to Kona Ohana Hale. This newly renovated condo is centrally located in the heart of Kailua-Kona and will be the perfect home base to explore all the island has to offer. The living space displays the photos and paintings by local artist to complement a modern décor. You will be less than 1 mile away from the ocean and walking distance to shopping, dining, groceries stores, bowling, and gyms.

Guest favourite

Home in Kapaʻa

4.96 out of 5 average rating, 178 reviews

Sleeping Giant Cottage with Plunge Pool TNVC 1244

We're thrilled to share our house in Kauai with you! There's a swimming pool, botanical garden-like setting, and location that's extremely convenient for exploring the island. Our plunge pool is perfect for cooling off after a day at the beach or just lounging in all day while staring at the 100 year old monkeypod tree overhead. Check-in 3:00PM * Check-out 10:00AM Our permit number is TNVC #1244.