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 G$4,185 GYD 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
A vibrant garden foreground showcases lush red foliage, leading into a well-maintained green lawn. In the background, gently rolling hills meet the ocean under a clear blue sky, framed by large trees dotting the landscape.
Condo in Princeville
4.94 out of 5 average rating, 236 reviews

Ocean & Golf Course Views / 2BR TH / Walk to Beach

Brand new! Experience the beauty of Kauai's North Shore through this luxuriously appointed townhouse situated right on Makai Golf Course with mesmerizing ocean and mountain views. It is located in the heart of the Master Planned Princeville Resort on Kauai's North Shore adjacent to the 5 star resort of The Westin Princeville Ocean Resort Villas. Its quite, private and tranquil location makes it a perfect place to come back and relax after a long day at the beach or exploring the beauty of Kauai!

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, 361 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 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, 191 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
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.
Condo in Princeville
4.98 out of 5 average rating, 146 reviews

BlissfulParadiseStay at Hanalei Bay Resort!1305-06

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 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, 399 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 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, 128 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 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, 330 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
4.96 out of 5 average rating, 228 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.

Top guest favorite
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.
Condo in Princeville
4.91 out of 5 average rating, 127 reviews

Puu Poa 303 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 favorite
Condo in Princeville
4.85 out of 5 average rating, 286 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 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.

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, 188 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 .

Popular amenities for Princeville rentals with a pool

When is the best time to visit Princeville?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$48,547 GYDG$50,221 GYDG$50,011 GYDG$50,639 GYDG$49,593 GYDG$48,965 GYDG$50,848 GYDG$50,011 GYDG$47,500 GYDG$45,617 GYDG$46,454 GYDG$47,291 GYD
Avg. temp22°C22°C23°C24°C25°C26°C26°C27°C27°C26°C25°C23°C

Destinations to explore

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