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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Guest favorite

Home in Kailua-Kona

4.98 out of 5 average rating, 111 reviews

Tropical villa: Heated pool, hot tub & ocean views

Kona House of Palms sits on a private half acre lot in an upscale gated community. Enjoy ocean views and resort-style backyard w/heated pool, waterfall and hot tub. 3-bedroom, 2-bathroom house comfortably sleeps 8 w/ a sofa bed in the common area. Lush greenery keeps yard, pool and hot tub very private. Fast Internet, smart TVs, plenty of linens, well-stocked kitchen, beach chairs, pool toys and much more is provided. Everything you need to enjoy you stay is HERE. Fully licensed: STVR-19-365351

Guest favorite

Condo in Kapaʻa

4.91 out of 5 average rating, 159 reviews

Ocean front studio condo with pool & beach access

Great location on Kauai's Royal Coconut Coast with mountain, ocean & pool views from your lanai. Within walking distance to several restaurants. Choose your cuisine. Enjoy drinks in your cabana from the poolside bar on this ocean front property. Bike along Kapaa's beautiful ocean bike path which can be accessed from the ocean side of . Swim snorkel & surf right out your front door. Hike Sleeping Giant Mountain which can be seen from the lanai and is a 5 minute car ride away. Book today & ENJOY!

Guest favorite

Guesthouse in Kailua-Kona

4.88 out of 5 average rating, 140 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 favorite

Condo in Kapaa

4.95 out of 5 average rating, 124 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!

Superhost

Home in Princeville

4.88 out of 5 average rating, 143 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

4.94 out of 5 average rating, 105 reviews

Tropical Private Oasis, Heated Pool & OceanView!

3 bedroom/2.5 bath, Sleeps 8 with Private Solar Heated Pool with Waterfall, Lanai, Gazebo with Ocean View, Tropical Yard. 5 min to downtown Kona along the water. This "model home" sits in a gated community of Kahakai with breathtaking views. It has all upgrades throughout the house for ultimate luxury. A pathway on this 1/2 acre plus property leads to an elevated private gazebo for that amazing romantic evening dinner or relaxing with your special one while looking at an amazing ocean view.

Superhost

Condo in Princeville

4.95 out of 5 average rating, 158 reviews

Deluxe Island Retreat - November Special

This luxurious seaside condo has been 100% renovated with every thoughtful detail in mind— Kitchen: Brand new & fully equipped with high-end finishes Dining Area: Seats 6 at table & 4 at bar Living room: Queen memory foam sleeper sofa & 55" TV Bedrooms: 2 king beds with en-suite baths & streaming TVs Laundry: Full-size washer/dryer in unit Beach gear - chairs, towels, umbrella & ice chest Access to pool, hot tub, & gas BBQ grills Games, books, movies & rain umbrellas provided

Guest favorite

Guesthouse in Keaau

4.97 out of 5 average rating, 224 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 Makaha

4.83 out of 5 average rating, 185 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, 312 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 favorite

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.

Superhost

Townhouse in Kailua-Kona

4.82 out of 5 average rating, 131 reviews

Kona Hawaiian Shangri-La in a 3bd / 3 ba

Welcome to our Hawaiian Shangri la! We get a NEW POOL and Hot Tub in 2021. Enjoy a unique and amazingly tranquil two story townhouse in beautifully landscaped, gated resort, Na Hale O Keauhou. Absolutely Kona's best and newest town home community. Keauhou is famous for warm sunny days and flat, royal blue water. We thrive on the most consistently perfect weather on the Big Island!