Vacation rentals with a pool in Princeville

Find and book unique homes with a pool on Airbnb

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
The living area features a comfortable sofa with colorful accent pillows and a natural wood coffee table. Two wooden rocking chairs are positioned alongside a flat-screen television. Large sliding glass doors lead to an outdoor patio, bringing in natural light and offering a view of the surrounding greenery.
Condo in Princeville
4.91 out of 5 average rating, 174 reviews

Ocean view 1 Bdrm Condo - Steps to Private Beach

Gorgeous 1 bedroom condo with partial ocean views and excellent amenities. Step out your sliding doors and take in the majesty of sweeping cliffs and the Pacific ocean. Pali Ke Kua Condos features its own private, paved walking path to one of the north shore's best kept secret beaches. Pool/hot tub available for use too! Less than a quarter of a mile from your condo you can access two public beaches, the North Shore shuttle to Haena State Park, as well as Makai Golf Club and Princeville Resort.

Top guest favorite
An open living space is presented with high ceilings and a large, modern kitchen area. A wooden dining table with seating for four sits in the center, complemented by stylish wicker chairs. A comfortable sofa and a decorative surfboard enhance the coastal aesthetic.
Townhouse in Princeville
4.96 out of 5 average rating, 326 reviews

North Shore Bungalow - w/ AC, bikes, beach gear

Now w/ AC - lofty, light-filled, bungalow-style townhouse on Kauai's coveted North Shore. Enjoy the quiet and relaxing lanai surrounded by lush island greens or take a dip in the neighborhood pool. Open living space and two bedrooms with private bathroom and lanais. Literally steps away from sunrise views and Wyllie Beach trailhead. Ride bikes to Queens Bath, sunset happy hours, restaurants, shopping, and yoga. Short drive to Hanalei Bay, Anini Beach, Tunnels Beach, and other North Shore gems.

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, 334 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 are 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.

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
4.94 out of 5 average rating, 176 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.

Top 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
4.92 out of 5 average rating, 124 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.

Guest favorite
A cozy nook features a spacious daybed surrounded by large windows, offering panoramic ocean views. Decorative pillows and soft fabrics create a welcoming environment. The decor includes coastal-themed accents, with a small wooden table and a chair positioned nearby, enhancing the tranquil atmosphere.
Condo in Princeville
4.98 out of 5 average rating, 299 reviews

Sea and Sky Kauai, an Oceanfront Penthouse

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!

Top guest favorite
A light and airy living area features a spacious, neutral-toned sofa paired with a blue and green patterned armchair. A wooden coffee table displays decorative items, while a vibrant wall art piece adds color. Natural light filters through large windows, enhancing the tropical atmosphere.
Condo in Princeville
4.94 out of 5 average rating, 193 reviews

Lofty Apt-AC, Pool, Surf/Hike, Walk to Beach

Situated in beautiful gardens between Anini Beach and Princeville Center, along bike paths and a golf course, this open, airy apartment is the perfect escape. From the second-story lanai, you will be treated to lush mountain views. Cook delicious meals in the spacious kitchen and take a short walk to snorkel at Anini Beach. Head ten minutes 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.

Top guest favorite
A bright living area features a spacious sofa and armchair, designed for relaxation. Large windows provide views of the lush outdoor greenery. The open layout connects to an inviting kitchen and dining area, illuminated by pendant lighting and natural light.
Townhouse in Princeville
4.98 out of 5 average rating, 316 reviews

Nalani Place

Escape to the beauty of Kauai with Nalani Place, your own tropical oasis in the heart of Princeville. This charming townhouse offers a fully equipped kitchen, outdoor grill, two bedrooms with AC, two full bathrooms, beach gear, and all the thoughtful amenities you need for a relaxing vacation! Situated on Kauai’s picturesque North Shore, surrounded by lush mountains, waterfalls, and beaches, Nalani Place is the perfect place to immerse yourself in the peaceful island vibes.

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
4.95 out of 5 average rating, 199 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.

Guest favorite
Condo in Princeville
4.95 out of 5 average rating, 182 reviews

Updated Oceanview Condo ~A/C~ Walk to Hideaways

Newly updated 1-bedroom ocean-view condo in Emmalani Court, an exclusive 42-unit complex walking distance to Princeville Resort, Happy Talk Bar, Hideaways Pizza, Princeville's spectacular sunset viewing lookout, and a number of hidden beaches. Our condo sits on the world-famous Makai golf course with ocean views from both the living room and bedroom. Cool trade winds flow throughout the unit and there’s cold A/C in the living room for extra warm days!

Top 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
4.98 out of 5 average rating, 161 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 .

Top guest favorite
Large windows frame a serene outdoor view featuring a covered lanai with two lounge chairs. Soft light from a sunset casts a warm glow, highlighting lush greenery and distant palm trees. The indoor area shows a glimpse of a comfortable seating arrangement.
Condo in Princeville
4.89 out of 5 average rating, 194 reviews

Ocean Views and Sunsets too!

Expansive ocean views; see both sunrise&sunset from your unit. Magnificent Princeville condo will steal your heart. Freshly painted, also new living room furniture including luxurious memory foam sofa bed. Spacious & well equipped. Simply the best! Watch whales and dolphins (in season) from your lanai. Ocean views feed your soul. Cliffs at Princeville Resorts many amenities...heated pools, hot tub, pickleball, bikes for rent, +++

Popular amenities for Princeville rentals with a pool

When is the best time to visit Princeville?

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Avg. priceﺩ.ﺇ837ﺩ.ﺇ903ﺩ.ﺇ940ﺩ.ﺇ889ﺩ.ﺇ870ﺩ.ﺇ859ﺩ.ﺇ892ﺩ.ﺇ878ﺩ.ﺇ834ﺩ.ﺇ775ﺩ.ﺇ786ﺩ.ﺇ834
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Quick stats about vacation rentals with a pool in Princeville

  • Total vacation rentals

    Explore 1,910 vacation rentals in Princeville

  • Nightly prices starting at

    Princeville vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 50,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,050 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,250 properties have a dedicated workspace

  • Wi-Fi availability

    1,900 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!

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