Holiday rentals with a pool in Princeville

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.

4.94 out of 5 average rating, 231 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!

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.

4.99 out of 5 average rating, 351 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.

4.96 out of 5 average rating, 346 reviews

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

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.

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.

4.94 out of 5 average rating, 183 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.

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.

4.99 out of 5 average rating, 108 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.

4.98 out of 5 average rating, 320 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!

A serene outdoor view from the condo features lush green gardens and a vibrant array of tropical plants. In the background, the majestic mountains rise under a partly cloudy blue sky, creating a tranquil setting accessible from the slidng glass door.

4.92 out of 5 average rating, 297 reviews

Amazing Views above Beautiful Hanalei Bay

HBR #1105 Ocean, Mountains, Waterfalls, Sunsets and Rainbows! Incredible Hanalei Bay Resort - annually voted by visitors as the Best and Most Fun place on Kauai. A full view of Hanalei Bay in all of it's glory. Full kitchen - newly remodeled. This fully air conditioned ground floor condo is steps from parking - no stairs to struggle with - access out your sliding glass to the plush world of the Hanalei Bay Resort - steps away from the gorgeous pools and hot tubs. This place has it all!

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.

4.91 out of 5 average rating, 228 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.

4.95 out of 5 average rating, 387 reviews

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

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

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.

4.94 out of 5 average rating, 118 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.

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.

4.96 out of 5 average rating, 215 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.

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.

4.92 out of 5 average rating, 121 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.

Popular amenities for Princeville rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 28 reviews

3BD/3BA condo • Near Hanalei Bay • Pool + A/C

5 out of 5 average rating, 3 reviews

Beautiful 2-bedroom condo, AC, Sleeps 6. Pool

A private pool area features a waterfall cascading over natural-looking rocks, surrounded by lush tropical foliage. Two wooden lounge chairs are positioned nearby, inviting relaxation beside the clear water enhanced by a gentle sheen.

4.92 out of 5 average rating, 98 reviews

"Tide Pools, A Resort Style Home" w/ Concierge

A spacious living area features tall windows that invite natural light, complemented by high wooden ceilings. A large sectional sofa and a wooden coffee table provide a comfortable setting. The room opens to a covered lanai with views of lush greenery, enhancing the atmosphere.

5 out of 5 average rating, 35 reviews

Serene Updated End-Unit, AC, Pool, Walk to Beach

A spacious living area is featured with high ceilings and large glass doors that open to a scenic outdoor view. A comfortable gray sofa is arranged around a wooden coffee table, with tropical-themed decorative pillows. A television is positioned against a wall, complemented by a wooden console.

4.89 out of 5 average rating, 35 reviews

Charming Townhome in Kauai, A/C Included

4.87 out of 5 average rating, 181 reviews

Ocean & Mountain Views - Near Beach! FAST WIFI

A charming house is surrounded by lush tropical landscaping, featuring tall palm trees and vibrant foliage. The driveway leads to a two-car garage, while well-maintained grass gives a welcoming appeal. The clear blue sky enhances the serene atmosphere of the outdoor space.

4.81 out of 5 average rating, 170 reviews

Paradise retreat! Plunge Pool, Hot Tub, AC!

A welcoming living area features a spacious white sofa paired with two yellow accent chairs. A glass coffee table sits atop a patterned area rug, and art pieces adorn the wall. Large windows provide views of the exterior greenery, while modern ceiling fans enhance the fresh ambiance.

4.96 out of 5 average rating, 69 reviews

Cool, Lo-Fi Styled Surf House - Ka Hale Nalu

Apartment rentals with a pool

The living area features a comfortably arranged seating space with a patterned sofa and chairs, paired with a wooden coffee table. A ceiling fan with a leaf design is visible above, while large windows showcase natural light and views of the outdoors.

4.83 out of 5 average rating, 162 reviews

Hale Lani Makai ~ nestled on Kauai's North Shore

A row of four dark wooden Adirondack chairs is positioned on a well-maintained green lawn, overlooking a panoramic view of the expansive ocean. The bright blue sky complements the scene, with the gentle waves visible in the distance.

4.83 out of 5 average rating, 181 reviews

Majestic Princeville "Cliffs" Condo

A private balcony offers a view of the lush green grounds, bordered by palm trees and distant ocean. A comfortable chair is positioned for relaxation, and light filters in through spacious sliding doors, illuminating the interior space.

4.91 out of 5 average rating, 236 reviews

Newly Renovated Top Floor Condo w/ Ocean Views

A bright living area features large windows that open to views of greenery. A beige sofa with decorative pillows complements a wooden coffee table. A dining space with a round table and woven chairs sits invitingly next to the casual seating, under a ceiling fan for comfort.

4.99 out of 5 average rating, 123 reviews

Style & Space - Your North Shore Escape

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.

4.9 out of 5 average rating, 208 reviews

Ocean Views and Sunsets too!

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.

4.98 out of 5 average rating, 136 reviews

BlissfulParadiseStay at Hanalei Bay Resort!1305-06

A lush green landscape is set against a backdrop of deep blue ocean and a mountainous shoreline. A tall palm tree gently sways in the breeze, while soft clouds drift across a bright blue sky. The view captures the natural beauty of the area.

4.84 out of 5 average rating, 134 reviews

1-Bedroom Oceanfront Condo in Paradise

4.75 out of 5 average rating, 105 reviews

North shore Island paradise. Pool. Golf Course

Other holiday rentals with a pool

A spa-style bathroom features a striking combination of colorful tiled walls, with a pink vessel sink set on a sleek countertop. An arched mirror reflects the space, while neatly stacked towels and potted plants add a touch of warmth to the modern design.

4.96 out of 5 average rating, 47 reviews

Surf & Stay Studio - Private Patio + Designer Bath

4.98 out of 5 average rating, 325 reviews

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

Nalani Place

A sunset view is captured, displaying a vibrant orange and yellow sky above the Pacific Ocean. Two chairs and a small table are positioned on a tiled patio, overlooking the water and lush greenery, creating an inviting outdoor relaxation space.

4.83 out of 5 average rating, 18 reviews

Majestic Ocean/Mountain Views at Pali Ke Kua #123

An open living space features a cozy seating area with natural wood accents and a rustic coffee table. Light floods the room through large windows, providing views of the ocean and surrounding greenery. A custom art mural depicting a coastal scene adorns the wall.

4.96 out of 5 average rating, 71 reviews

Seaside Haven- Oceanfront/Local Art/AC

Lush tropical landscaping is framed by vibrant pink flowers and dark rocks. A serene pool is seen, surrounded by palm trees and resort buildings, under a colorful sky at sunset. The scene captures a tranquil atmosphere with hints of natural beauty throughout.

4.86 out of 5 average rating, 28 reviews

Ocean and Mountain Views! Hanalei Bay Resort

A lush, tropical landscape features vibrant flowers and greenery surrounding a serene lagoon. Palm trees dot the scene, while pathways and small bridges offer access to the resort grounds. The sky is blue with scattered clouds, highlighting the natural beauty of the area.

4.97 out of 5 average rating, 39 reviews

Tropical Paradise #13 at HBR, beach access & AC

A bright living space features a comfortable sectional sofa with accent pillows and a circular coffee table. Natural light pours in through sliding glass doors, leading to the lanai. A dining area with a light wooden table and white chairs is visible, complemented by decorative artwork.

4.97 out of 5 average rating, 77 reviews

Boho-Chic Retreat • AC, Pool, Ocean View, Beaches

The living area features a spacious white sofa complemented by tropical-themed cushions. Two woven chairs with green accents are positioned nearby. A wooden coffee table sits atop a round jute rug, enhancing the natural aesthetic. A potted plant adds a touch of greenery to the space.