Vacation rentals with a pool in Princeville

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Princeville

  • Total vacation rentals

    Explore 2,000 vacation rentals in Princeville

  • Nightly prices starting at

    Princeville vacation rentals start at $20 per night before taxes and fees

  • Verified guest reviews

    Over 56,230 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,340 properties have a dedicated workspace

  • Wi-Fi availability

    2,000 of Princeville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Princeville rentals

  • 4.8 Average rating

    Princeville stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Princeville

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

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Top guest favorite
An open grassy area extends towards the ocean, revealing a clear blue sky dotted with fluffy clouds. Several lounge chairs are arranged on the lawn, facing the ocean views, providing a serene setting for relaxation.
Condo in Princeville
4.97 out of 5 average rating, 186 reviews

Princeville Paradise By The Sea

Beautiful, newly refurbished, condo with the best ocean views in Princeville! Located in The Cliffs resort, this unit is nearest the ocean with a wonderful lanai to sit and watch the sunset. Be careful when cooking, as you may find yourself staring out the windows and losing track of what you were doing. Nearby Princeville Center and Hanalei town provide excellent dining and shopping experiences. The resort also has a pool area and sporting courts. See more at cliffsatprinceville "dot" com.

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Top guest favorite
An expansive view of the ocean meets the horizon, showcasing varying shades of blue and turquoise waters. Waves break gently against the rocky shoreline. Lush greenery, including tropical plants, frames the scene, enhancing the coastal landscape under a bright blue sky with scattered clouds.
Condo in Princeville
4.95 out of 5 average rating, 389 reviews

OCEAN FRONT 2b/2ba Princeville Kauai

E komo mai to our Kauai ZenDen. Breathtaking views from every room. Our two bedroom two bath well equipped condo sits on the bluff of Kauai's beautiful north shore. One of the only 2 bedroom condos on the north shore that have ocean front views from both bedrooms as well as living area. We also have a full size pull out couch bed that would be perfect for kiddos. Ground floor unit with large bluff green belt directly outside the lanai doors. Ground level entry, no stairs. Pool and bbq on site.

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Top guest favorite
An inviting lanai features a woven hanging chair beside a small round table. A steaming cup is placed on the table, accompanied by a book. The background reveals lush greenery and panoramic ocean views under a soft sunset glow.
Condo in Princeville
4.99 out of 5 average rating, 365 reviews

~The Surfshack~ with breathtaking ocean views!!

A modern surf oasis nestled on an overlook with panoramic ocean views, stunning sunsets, and the famous Bali Hai. We were featured in the June issue Sunset Magazine. You'll never want to leave this modern Hawaiian styled 2 bedroom, 2 bath condo. We have everything you’ll need and want for the most relaxing stay of your island vacation and only steps away from food, drinks, the pool and the beach. Whale watch from the lana'i in the winter, or snorkel our beautiful Hideaways beach in the summer.

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Guest favorite
A vibrant ocean scene is captured, showcasing various shades of blue and green in the water. Gentle waves can be seen lapping at a rocky shoreline, with lush greenery accentuating the coastline. The horizon is dotted with distant boats against a clear sky.
Condo in Princeville
4.93 out of 5 average rating, 194 reviews

Remodeled Oceanfront Penthouse w/ Gorgeous Views!

Escape to paradise with this stunning ocean front 2 bedroom, 2 bathroom penthouse condo in beautiful Princeville! This updated condo boasts breathtaking views of the ocean from every room and is the perfect place to relax and unwind. The condo offers a fully stocked and updated kitchen. Plus, 2 well-appointed bedrooms, including a large master suite with an en suite bathroom. The additional bedroom is perfect for families, guests, or a remote office. Enjoy the lanai overlooking the ocean.

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Guest favorite
The spacious living area is adorned with large windows offering ocean views and abundant natural light. A modern sectional sofa and a coffee table are complemented by tropical decor, while a spiral staircase adds architectural interest. The space features a light and airy atmosphere.
Condo in Princeville
4.93 out of 5 average rating, 144 reviews

Executive 2 bdrm - Panoramic Ocean Views

Paradise awaits! This stunning two-bedroom executive condo has recently been remodeled and is the perfect home base for enjoying all the north shore has to offer. With ocean views from every room, immerse yourself in the serenity of the Pacific. The Cliff's is located in the exclusive resort community of Princeville and features a long list of amenities. Enjoy onsite concierge, pool, hot tub, tennis courts, covered BBQ area as well as a number of food trucks that visit throughout the week.

ValueFamilyKitchen

Top guest favorite
A spacious living area features large windows offering unobstructed ocean views and ample natural light. A round dining table is set for four, complemented by coastal-themed decor. Relaxing seating options, including a daybed, are arranged to take advantage of the captivating seaside scenery.
Condo in Princeville
4.98 out of 5 average rating, 329 reviews

Sea and Sky Kauai, an Oceanfront Penthouse dream

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!

FamilyLocationIndoor spaces

Top guest favorite
An aerial view showcases a charming cottage surrounded by lush tropical foliage. A private hot tub is nestled on a deck, complemented by a cozy lounging area. Vibrant flowers and greenery create a serene outdoor space, enhancing the sense of seclusion and tranquility.
Cottage in Hanalei
4.95 out of 5 average rating, 401 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

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Top guest favorite
A private lanai is featured with two wooden chairs and a round table, offering a serene view of the ocean and surrounding mountains. The setting sun casts a warm glow, enhancing the natural beauty of Hanalei Bay's landscape.
Condo in Princeville
4.95 out of 5 average rating, 132 reviews

Breathtaking Unobstructed Hanalei Bay Views

Hanalei Bay Resort Unit 3105. Our studio has the best view of Hanalei Bay and the North Shore that you could possibly imagine which you can enjoy from inside or out on the lanai. All new furniture throughout. Full kitchen! Jacuzzi tub! Washer and Dryer included! Fully air conditioned! Ground floor allows easy access. Right next to the amazing, award winning swimming pool and world class tennis courts. Surrounded by tropical gardens and a short walk down to a beautiful beach.

FamilyValueGetting around

Top guest favorite
A spacious lanai features a wooden dining table with a bottle of wine and fruit, overlooking lush green mountains and palm trees. The scenery includes a view of the resort's grounds and a pool area, set against a bright blue sky.
Condo in Princeville
4.96 out of 5 average rating, 230 reviews

Brand New Luxurious Condo on North Shore Kauai

Brand New Listing at the Hanalei Bay Resort. Wake up to breath taking views of the Hanalei bay, waterfalls and the amazing lush green mountains of the garden island. Along with the amazing scenery you will also have access to pools, hot tubs, tennis courts, private beach access, weight room facilities and enjoy live music every night at the Happy Talk Lounge. All of theses activities are just a minutes walk from your front door or enjoy a relaxing golf cart shuttle ride.

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Guest favorite
Condo in Princeville
4.85 out of 5 average rating, 288 reviews

Jewel of the Pacific. Seaside condo at Sealodge

Welcome to our newly remodeled oceanfront Sealodge condo. This premium and affordable vacation rental has one of the most spectacular views in all of Kauai! It is perched on an oceanfront cliff with expansive views of the Pacific Ocean, Kauai north shore coastline, Anini reef and Kilauea Lighthouse. From the lanai or living area you experience beautiful sunrises, see whales (in season), spinner dolphins, soaring seabirds, gorgeous rainbows, outrigger canoe races.

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Top guest favorite
A private patio features a heated plunge pool surrounded by a textured concrete deck. A comfortable sofa with turquoise cushions is positioned nearby. A pink float rests on the water's surface, while lush greenery is visible beyond the walls, enhancing the serene environment.
Cottage in Princeville
4.95 out of 5 average rating, 151 reviews

Entire Cottage w/ Private Plunge Pool, A/C, BBQ

Air Conditioning is in the living room and principal bedroom. Guest bedroom has a ceiling fan only. Welcome to the The Hale Mahalo, The House of Gratitude. A private freestanding cottage with its own Private Heated Plunge Pool. Air Conditioning, a rare amenity on Kaua'i, cools the space for a restorative nights sleep. Relax after a day of exploring paradise with views of a lush emerald canopy of trees. The songs of the Tropical birds abound at dawn and dusk.

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Guest favorite
An aerial view showcases the property on the coastline, highlighting a green landscape interspersed with buildings. The ocean's blue water contrasts with dark rocky shores. The barbecue area is indicated, and distant mountains are visible in the background under a cloudy sky.
Condo in Princeville
4.96 out of 5 average rating, 190 reviews

Spectacular ocean-view at luxurious resort

Enjoy the cooling trade winds while watching spectacular view in front of you as you are lounging on your private oceanfront lanai (patio). This very comfortable condo provides spectacular full ocean view and sunsets plus a rainbow or two if you’re lucky. The spaciousr suite has a comfortable cal King Size bed with a private full bath.. The roomy fully equipped kitchen offers you ocean views from every window. Recently fully, beautifully renovated .

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Popular amenities for Princeville rentals with a pool

When is the best time to visit Princeville?

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