Holiday rentals with a pool in Princeville

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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 favourite
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, 328 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 favourite
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.
Apartment in Princeville
4.99 out of 5 average rating, 335 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.

Top guest favourite
Flat in Princeville
4.95 out of 5 average rating, 100 reviews

Kauai Oasis | NEW Design • Luxe, AC, Pool, Beaches

🌺 Welcome to your serene Kauai Oasis packed with amenities! ☀️ Light-filled home blends modern comfort with Kauai’s natural beauty. 🌿 Thoughtfully curated with joyful art + high-end furniture. ✅ NEW Stylish Redesign ✅ NEW Air Conditioning in Every Room ✅ 8 Min to Hanalei
 ✅ King Bed ✅ Comfy Full Sleeper Sofa (sleeps 1-2) 
✅ Fully-Equipped Kitchen ✅ In-Unit Laundry + Dryer ✅ Fast Wi-Fi + Workspace ✅ Beach + Snorkel Gear ✅ Smart TVs ✅ Access to Pool, Hot Tub, + BBQ ✅ Free, Reserved Parking

Guest favourite
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.
Apartment 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 favourite
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.
Apartment in Princeville
4.94 out of 5 average rating, 195 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.

Guest favourite
A private lanai is showcased with a circular glass table surrounded by four rattan chairs. Bright green cushions add comfort, while a large area rug enhances the space. Tropical greenery and distant mountains are visible, with sunlight filtering through palm trees, creating a serene atmosphere.
Apartment in Princeville
4.98 out of 5 average rating, 125 reviews

Rare Fall Availability in Paradise! HBR1305-06

Hanalei Bay Resort 1305 & 6: This beautiful spacious studio with adjoining hotel room is located on the top floor with high open-beam ceilings. It is surrounded by tropical foliage and spectacular views of Hanalei Bay and Bali Hai. On your very own private lanais you will capture the true Hawaiian Aloha Spirit with the sound of water falls and evenings filled with Hawaiian music in the background. The resort separately charges $45 per day (including parking) and a $50 check-in fee.

Top guest favourite
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
4.97 out of 5 average rating, 317 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 favourite
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.
Apartment in Princeville
4.96 out of 5 average rating, 201 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 favourite
A modern living area is featured, showcasing a spacious, light-colored sectional sofa and accent chairs. Large glass doors provide unobstructed ocean views and access to the outdoor space. A round coffee table sits at the center, while neutral decor enhances the bright atmosphere.
Apartment in Princeville
4.91 out of 5 average rating, 113 reviews

Puu Poa Honeymoon Suite - A/C - Ocean Views

This meticulously-maintained, 2bdrm air-conditioned honeymoon suite is located at coveted Puu Poa in the resort community of Princeville. Enjoy panoramic ocean views from every angle of this stunning unit and watch the waves roll in and whales breach on the horizon while sipping mai tais on your private lanai. Puu Poa is just a stone’s throw away to three beautiful beaches, and walking distance to 1 hotel Hanalei Bay, Happy Talk, Hideaways Pizza, and Princeville Center.

Guest favourite
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.
Apartment 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 .

Guest favourite
A modern living room features a dark sectional sofa accompanied by a light accent chair. A neutral rug covers the flooring, and a decorative wall displays a 'aloha' sign. A large TV rests on a stylish media console, complemented by indoor plants and wall art.
Apartment in Princeville
4.95 out of 5 average rating, 105 reviews

Modern Princeville 1 bedroom*AC*King Bed*Hanalei

Newly renovated modern Princeville 1 bedroom w/ king bed, ac and mountain range views! ✅ Close to the best beaches, trails, & eats on Kauai's North Shore ✅ 5-10 Min to Hanalei ✅ Air Conditioned ✅ Pool, Hot Tub & BBQ Access ✅ Fully-Equipped Kitchen ✅ Complimentary Beach Gear ✅ No Resort Fees We have a large lanai with a 4 person dining table, and also outdoor furniture for enjoying a Mai Tai after a long day at the beach.

Guest favourite
A contemporary living space features a comfortable seating area with two gray armchairs and a sleek coffee table made of wood. Large windows showcase ocean views and provide natural light, while a cozy bed is located in the corner of the room.
Flat in Princeville
4.89 out of 5 average rating, 123 reviews

Modern Ocean Views with AC

Modern fully remodeled 1+1 with AC. This retreat offers a contemporary living space with front row seats to the magical Anini beach and light house. Relax in the comfortable living or seat in the lanai and view whales and dolphin pass by.Your within minutes of Hanalei Bay, Kilauea Lighthouse, fabulous restaurants, hiking, surfing, golfing and many more. back and relax in this calm, stylish space. Sealodge C5

Popular amenities for Princeville rentals with a pool

When is the best time to visit Princeville?

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Quick stats about holiday rentals with a pool in Princeville

  • Total holiday rentals

    Explore 1,910 holiday rentals in Princeville

  • Nightly prices starting at

    Princeville holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 50,600 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,250 properties have a dedicated workspace

  • Wifi availability

    1,900 of Princeville holiday rentals include wifi 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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