Holiday rentals with a pool in Princeville

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Princeville

  • Total holiday rentals

    Explore 2,000 holiday rentals in Princeville

  • Nightly prices starting at

    Princeville holiday rentals start at €17 per night before taxes and fees

  • Verified guest reviews

    Over 56,230 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,340 properties have a dedicated workspace

  • Wifi availability

    2,000 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!

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 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.
Apartment in Princeville
4.97 out of 5 average rating, 185 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.

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, 363 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.

Guest favourite
A dramatic sunset paints the sky in shades of orange and pink over the ocean. Lush greenery lines the foreground, leading to a silhouette of mountains in the distance. A towering palm tree stands prominently, adding to the serene coastal scene.
Apartment in Princeville
4.96 out of 5 average rating, 113 reviews

Hale Luya-Ocean View Condo, Private Beach

Peace & Tranquility, this upper level end unit has amazing ocean & mountain views and a private beach! Condo is fastidiously clean, everything you will need for a perfectly tranquil stay. Walk to the 1Hotel Hanalei for a variety of world class restaurants. 2 min. to the Robert Trent Jones Makai golf course. 2 bedrooms w/ensuite bathrooms w/ king beds. Steps from the pool and Hideaways Pizza. Kitchen has all new appliances. Whale watching from the Lana'i w/ 4 comfy chairs. Convenient parking.

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, 366 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.

Guest favourite
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.
Apartment 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.

Top guest favourite
An airy dining area features a wooden dining table accompanied by a long bench and white chairs. Large windows invite natural light, framing the lush outdoor greenery. Decorative plates adorn the wall, complementing the open layout and modern kitchen visible in the background.
Home in Princeville
4.99 out of 5 average rating, 120 reviews

New Deluxe A/C Home, Spectacular Mountains Views

Completely renovated luxurious home with A/C and breathtaking mountain views! The remodeled kitchen features all the essentials for your culinary endeavors. Enjoy the unrivaled beaches of Kauai, relax by the pool and hot tub, and sip your favorite beverage at the lanai bar. Explore the charming towns of Princeville and Hanalei or a round of golf at the Makai Golf Club. Our two office nooks, with awe-inspiring views, are perfect for remote work. Let the island aloha restore and refresh you.

Top guest favourite
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.
Apartment 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!

Top guest favourite
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

Top guest favourite
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.
Apartment in Princeville
4.95 out of 5 average rating, 130 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.

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, 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.

Guest favourite
Apartment 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.

Top guest favourite
A bright living room features large sliding glass doors that open to stunning ocean views. A sectional sofa and a colorful ottoman are arranged around a circular coffee table. Decorative wall art and plants complement the inviting interior space, while natural light fills the room.
Apartment in Princeville
4.94 out of 5 average rating, 263 reviews

The Hideaway - Pali Ke Kua Ocean Views (with AC!)

Enjoy the magnificent ocean views & be lulled by the sound of the waves at Pali Ke Kua 107, located in the prestigious Princeville resort on the north shore of Kauai. Ocean views from almost every room in this 1 bedroom, 1 bath condo with a portable AC unit in the master bedroom! Enjoy the electric BBQ and sunshades on the lanai so you don’t miss a minute of each sunset.

Popular amenities for Princeville rentals with a pool

When is the best time to visit Princeville?

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