Condo holiday rentals in Princeville

An expansive view of the ocean meets the horizon, showcasing varying shades of blue and turquoise waters. Waves break gently against the rocky shoreline. Lush greenery, including tropical plants, frames the scene, enhancing the coastal landscape under a bright blue sky with scattered clouds.

4.95 out of 5 average rating, 390 reviews

OCEAN FRONT 2b/2ba Princeville Kauai

E komo mai to our Kauai ZenDen. Breathtaking views from every room. Our two bedroom two bath well equipped condo sits on the bluff of Kauai's beautiful north shore. One of the only 2 bedroom condos on the north shore that have ocean front views from both bedrooms as well as living area. We also have a full size pull out couch bed that would be perfect for kiddos. Ground floor unit with large bluff green belt directly outside the lanai doors. Ground level entry, no stairs. Pool and bbq on site.

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, 365 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.

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.

4.93 out of 5 average rating, 195 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.

A bright living area features modern blue furnishings, complemented by a light wood floor. Large glass doors offer unobstructed ocean views and provide access to a sunlit outdoor seating area with umbrellas. A decorative mirror enhances the room's spacious feel.

4.94 out of 5 average rating, 103 reviews

Puu Poa 202 Modern Luxury - Oceanfront - AC

Completely renovated in 2022 this rental is one of the best oceanfront condos on Kauai. This two bed two bath unit boasts sweeping ocean views from your kitchen, living room, dining room, lanai, and primary bedroom. Open spaces, new appliances and a thoughtful design create areas perfect for creating memories, incredible meals and making you feel at home in this luxury retreat. This Princeville condo is perfectly located walking distance to two beaches and has a pool and tennis court.

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, 247 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.

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.

4.95 out of 5 average rating, 132 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 balcony view features a double rainbow arching over the ocean, highlighting the lush green landscape below. The railing frames the scene, while four wicker chairs surround a round table, providing a cozy space for enjoying the panoramic views.

4.94 out of 5 average rating, 206 reviews

Spectacular Ocean and Hanalei Bay Views

PLEASE CONTACT ME PRIOR TO BOOKING REQUEST TO CONFIRM AVAILABILITY. SPECTACULAR OCEAN/BAY VIEWS ..GREAT PRICE COMPARED TO OTHER LISTINGS IN SAME COMPLEX . ALSO MORE PRIVACY SINCE IT’S ON SEDOND FLOOR . COMMANDS BEST VIEWS OVERALL. PLEASE READ REVIEWS. Modest unit with : Master bedroom has king bed&loft has queen bed .( stairs to access unit and loft) It has spectacular bay , Bali Hai and ocean views.. NO A/C .. There are ceiling and floor fans Hawaii TA-135-775-6416-01

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.

4.95 out of 5 average rating, 232 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.

4.98 out of 5 average rating, 243 reviews

Stylish 2-Bedroom Condo in Princeville with A/C

🌺 Welcome to your tropical getaway in Princeville! Nestled in the charming Sandpiper Village complex, our beautifully remodeled 2-bedroom, 1½-bath condo offers a serene and stylish base for your island adventure. Perched on the upstairs level, every room enjoys vaulted ceilings and ample natural light. A large lanai offers comfortable chairs perfect for a morning coffee or evening unwind. Enjoy cool, crisp A/C throughout the condo. We look forward to hosting you!

Superhost

4.84 out of 5 average rating, 289 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.

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.

4.96 out of 5 average rating, 190 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 .

4.93 out of 5 average rating, 228 reviews

Kauai Treetop Vista: Romantic Escape & Sunsets

Wake to treetop vistas and unwind with glowing Kauai sunsets from your private lanai. This romantic hideaway features A/C comfort, a plush king bed, and a serene retreat feel — perfect for couples or honeymooners seeking peace and beauty. Close to beaches, dining, and scenic trails, it’s the ideal base for exploring the island while enjoying quiet moments surrounded by lush greenery and the soothing sounds of nature

Popular amenities for Princeville condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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.

4.97 out of 5 average rating, 188 reviews

Princeville Paradise By The Sea

4.91 out of 5 average rating, 190 reviews

Cute & Clean, near everything, beaches, W/D & pool

A vibrant swimming pool is surrounded by lush tropical palm trees and features a rocky waterfall. A bright pink float is resting on the water, with lounge chairs and shaded cabanas positioned nearby, creating a relaxing atmosphere for guests.

4.81 out of 5 average rating, 335 reviews

Cliffs Resort Condo | Pool, Hot Tubs, Bikes, More!

A circular wooden dining table is positioned on a spacious lanai, surrounded by four matching chairs. Lush palm trees and greenery create a tropical backdrop, while a clear blue sky is visible overhead, enhancing the outdoor setting.

4.93 out of 5 average rating, 179 reviews

Spacious Condo with huge Lanai

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, 217 reviews

Ocean Views and Sunsets too!

A pristine beach is framed by lush green mountains under a clear blue sky. The gentle waves lap against the golden sand, showcasing a tranquil coastal scene. Vibrant vegetation is visible in the background, adding to the natural beauty of the landscape.

4.85 out of 5 average rating, 320 reviews

New! Hanalei Haven North Shore condo

4.92 out of 5 average rating, 260 reviews

Hidden Gem! A Honu World Close to Hanalei Bay! AC!

A large swimming pool is surrounded by tropical landscaping, featuring palm trees and vibrant flowers. A gentle waterfall cascades over rocks into the pool. Comfortable lounge chairs are positioned nearby, with a covered pavilion visible in the background.

4.96 out of 5 average rating, 104 reviews

Modern 2BR + Den Condo | Near Hanalei Bay & Beach

Pet-friendly condo rentals

4.85 out of 5 average rating, 284 reviews

Mountain/Ocean views by Hanalei + Nāpali + Hot Tub

A well-lit studio space features a California King bed with light bedding, complemented by two stylish seating areas. Natural wood beams accent the ceiling, while a round coffee table sits atop a woven rug. Sliding glass doors provide access to a lanai, inviting soft natural light.

4.88 out of 5 average rating, 467 reviews

Cool Studio- Minutes to Hanalei w/ AC

A scenic coastal view features rolling waves meeting the shore, framed by lush greenery and rugged cliffs. Gentle grasses sway in the foreground, while a clear blue sky stretches above, providing a serene backdrop to the vibrant ocean below.

4.8 out of 5 average rating, 107 reviews

Aloha Zen Oasis~FALL Special~Zen Pool ~ No stairs

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.

4.97 out of 5 average rating, 115 reviews

Hale Luya-Ocean View Condo, Private Beach

An aerial view captures the lush green cliffs of Na Pali Coast adjacent to the tranquil waters of Hanalei Bay. The shoreline is lined with gentle waves, and the vibrant blues of the ocean contrast beautifully with the rich greenery of the landscape.

4.87 out of 5 average rating, 23 reviews

Remodeled Condo in Tropical Princeville

4.92 out of 5 average rating, 12 reviews

Princeville 2 bdrm 1.5 bath near Hanalei, sleeps 6

Superhost

A serene landscape features a lush green lawn bordered by a tranquil pond and silhouettes of tall trees. The sky is painted with hues of orange and purple as the sun sets behind distant mountains, creating a peaceful atmosphere in the natural surroundings.

4.66 out of 5 average rating, 41 reviews

Peaceful & Cozy Getaway (weekly specials!)

Superhost

A spacious living area is highlighted by large windows framing views of lush greenery. A grey sofa and patterned chair provide seating, while a dark wood dining table is set for meals. Decorative plants add a touch of nature indoors.

4.87 out of 5 average rating, 23 reviews

Walk to the Beach and Westin! Sleeps 6

Condo rentals with a pool

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.

4.9 out of 5 average rating, 193 reviews

Ocean view 1 Bdrm Condo - Steps to Private Beach

4.94 out of 5 average rating, 231 reviews

Oceanfront-Penthouse Suite

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, 310 reviews

Amazing Views above Beautiful Hanalei Bay

A spacious living area features a spiral staircase leading to a loft space. Two comfortable chairs with patterned upholstery are arranged around a wooden coffee table, with light streaming in through large windows adorned with sheer curtains.

4.91 out of 5 average rating, 218 reviews

Beautiful Condo with Loft, Spacious Patio and A/C!

A vibrant orange kayak is positioned in the foreground, with a calm blue waterway extending into the background. Lush greenery lines the banks, and palm trees rise toward a clear blue sky, creating a serene natural setting.

4.86 out of 5 average rating, 129 reviews

Dreamy Ocean View Condo - North Shore Kauai 11A

4.78 out of 5 average rating, 116 reviews

North shore Island paradise. Pool. Golf Course

A spacious kitchen and dining area features light wood cabinetry and a large granite countertop. Natural light floods the space through floor-to-ceiling windows, offering ocean views. A dining table with wooden chairs is set nearby, complementing the open layout.

4.9 out of 5 average rating, 113 reviews

Gorgeous Views! Heaven on Earth - Pu'u Po'a #313

A private balcony features a wooden table set for two, surrounded by colorful floral chairs. A vase with orchids is placed on the table, and a lush green landscape with mountains is visible in the background under a partially cloudy sky.