Holiday rentals with a pool in Princeville

4.96 out of 5 average rating, 114 reviews

Spectacular View A/C Condo in Heart of Princeville

Beautifully appointed and well decorated upper level a/c condo features a dramatic view of the Makai Golf Course, majestic mountains with cascading waterfalls, and is centrally located along the Princeville walking path! Features an open floor plan with well separated bedrooms for extra privacy, 3 full baths, lots of storage, and a private laundry area. Master bedroom opens to the covered lanai & features an expansive, beautifully designed master suite. On site pool & jacuzzi area, gym and BBQ

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, 391 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.

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.

4.98 out of 5 average rating, 101 reviews

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

Now with AC! Relax in style after your Princeville adventures at this centrally-located oasis with soaring ceilings! Enjoy ocean views and cool breezes. Close to Hanalei, Tunnels, other North Shore attractions. This stylish home has ample space for two couples or a small family, with a spacious, open floor plan and large lanai. Step onto the lanai from the living area or the primary bedroom, with its ensuite bath. A spiral staircase leads to the Queen loft bedroom. Enjoy the comfort of new AC.

Holiday home in Princeville

A breathtaking view from the lanai, showcasing expansive ocean waters and vibrant coastline. Lush greenery frames the scene, while distant hills provide depth against a clear blue sky. The shoreline features gentle curves, inviting exploration of the natural beauty surrounding the condo.

Oceanfront & Views: Corner Penthouse- Sealodge D9

On the Northshore, and perched atop a dramatic bluff within Princeville community, is Sealodge D9... a real gem and rare hideaway. An oceanfront simple, clean top floor and a corner private unit. Enjoy direct and unobstructed views of the Kilauea Lighthouse, Moku'aeae Island, Anini Beach coastline and the largest reef in the Hawaiian islands. Exceptional ocean, mountain, coastline/mountain vistas from the living, dining, and bedroom windows, as well as from the lanai. Enjoy a romantic getaway.

4.92 out of 5 average rating, 186 reviews

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.

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, 124 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.

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.

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.

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.

4.98 out of 5 average rating, 333 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!

An outdoor pool area features a large swimming pool with lounge chairs positioned around its perimeter. A hot tub is situated nearby, with terracotta tiles surrounding both water features. Lush greenery and flowering plants enhance the serene environment.

4.86 out of 5 average rating, 382 reviews

2 Bdrm Princeville gem! Rare find on Kauai.

Hawaii TAT Lic: TA-069-764-5056-01 Hawaii GET Lic: GE-069-764-5056-01 ATTENTION: GUESTS MUST CLIMB STAIRS 4.4 miles to Hanalei Beach 6.5 miles to Anini Beach We take cleanliness very seriously. Bright and airy with a master bedroom suite and a separate loft space with half bath upstairs. Full kitchen. washer and dryer. Large lanai to spend some outdoor time. The grounds have a hot tub, pool, BBQ. Please purchase Airbnb's trip insurance Guests Must climb stairs

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.

4.9 out of 5 average rating, 273 reviews

The image showcases a tropical pool area surrounded by lush greenery and palm trees. A waterfall feature flows into the pool, which has a gradual entry. A cabana is visible to one side, providing shaded seating, while lounge chairs are arranged nearby on the tiled deck.

Townhouse in Princeville

Luxury Princeville Townhouse - Pool, Hot Tub, BBQ

Welcome to the luxurious Nihilani at Princeville Resort on the world famous North Shore Kauai! Our spacious, comfortable home provides everything a large family, or a group of friends might need. The fabulous pool with waterfall, hot tub and bbq is only a few steps away! Please note that the A/C use is optional and there is $25/day charge collected at the end of the trip. After booking you will be asked for your email to send the Rental agreement to.

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.

4.94 out of 5 average rating, 267 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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A pathway leads to the entrance of a tropical-style condo, framed by lush greenery and colorful plants. Palm trees rise beside the building, which features a covered porch area, inviting guests to enjoy the surrounding nature and tranquility.

4.87 out of 5 average rating, 141 reviews

Ground level condo near the pool!

A modern living room features a leather couch, accented by colorful throw pillows. A light-colored armchair sits beside the coffee table, which is centered on a vibrant area rug. A painting of sailboats decorates the wall, accompanied by a potted orchid and greenery in the corner.

4.98 out of 5 average rating, 249 reviews

Pua Lanai Princeville Townhome | 3BR | Pool | AC

5.0 out of 5 average rating, 38 reviews

K Hale Kauaʻi | Bali Luxe North Shore Stay

An aerial view captures the well-maintained landscape of the Plantation condo development, featuring modern buildings surrounded by lush greenery. Nearby, a serene golf course and a tranquil body of water reflect the surrounding mountains under a clear blue sky.

5.0 out of 5 average rating, 44 reviews

Tropical North Shore Paradise

5.0 out of 5 average rating, 12 reviews

Free Kia Van-3bd-A/C-pool-hot tub-3ba-5 Star host!

A bright living area features high ceilings and large windows that allow ample natural light. A comfortable gray sofa, adorned with colorful cushions, is complemented by a wooden armchair and a decorative chair. An art piece and potted plant add charm to the space.

4.97 out of 5 average rating, 61 reviews

Beautiful North Shore Cottage with Dipping Pool

4.93 out of 5 average rating, 14 reviews

North Shore Beauty

Superhost

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.

4.85 out of 5 average rating, 41 reviews

Charming Townhome in Kauai, A/C Included

Condo rentals with a pool

4.91 out of 5 average rating, 191 reviews

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

4.9 out of 5 average rating, 196 reviews

Jewel of the Pacific- Oceanfront Paradise

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, 189 reviews

Princeville Paradise By The Sea

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

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, 234 reviews

Brand New Luxurious Condo on North Shore Kauai

A tranquil outdoor setting features two lounge chairs positioned on a grassy area, overlooking the ocean. Clear glasses filled with refreshing beverages are placed on a glass-topped table. Scenic mountain views and a palm tree enhance the serene environment.

4.99 out of 5 average rating, 184 reviews

Spectacular Oceanfront Condo, A/C + Sunset Views!

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 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.

4.9 out of 5 average rating, 252 reviews

Newly Renovated Top Floor Condo w/ Ocean Views

Other holiday rentals with a pool

4.95 out of 5 average rating, 404 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

4.93 out of 5 average rating, 108 reviews

Townhouse in Princeville

Spacious 3-bdr Pool, Hot Tub and free A/C

An expansive view of the ocean is captured from the balcony. Gentle greenery frames the scene, and a lone tree is positioned against the backdrop of the water. The sky is softly illuminated, transitioning into twilight.

4.96 out of 5 average rating, 241 reviews

Pali Ke Kua Oceanview. Relax. Restore. Revive!

The spacious living area features high, wooden ceilings with large windows allowing natural light to fill the room. Comfortable couches surround a wooden coffee table, situated on a colorful area rug. A staircase leads to the lofted bedroom, providing an airy, open atmosphere.

4.92 out of 5 average rating, 394 reviews

Bright Top-Floor Prime Location AC & Pool!

4.96 out of 5 average rating, 148 reviews

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

5.0 out of 5 average rating, 60 reviews

Hanalei Bay Resort 9305 (Hanalei Bay Hideaway) AC!

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.

4.89 out of 5 average rating, 27 reviews

Majestic Ocean/Mountain Views at Pali Ke Kua #123

A modern kitchen with a spiral staircase leading to an upper level. The island features three bar stools, and premium appliances are visible along the stylish countertops. Neutral tones are complemented by patterned backsplash tiles and a decorative plant near the staircase.