Family-friendly holiday rentals in Princeville

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, 183 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.

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.

4.95 out of 5 average rating, 237 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, 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.

An aerial view reveals a serene landscape of lush green hills and distant mountains, with the blue Pacific Ocean visible in the background. A winding road leads through a residential area, showcasing homes with canopy-covered roofs and surrounded by tropical foliage.

4.91 out of 5 average rating, 105 reviews

The Palm Treehouse

The Palm Treehouse (#30) at Hanalei Bay Villas is uniquely situated between Kauai's North Shore mountains and ocean, allowing you to admire both at the same time. Elevated above the canopy of Makai Golf Course, the South side opens to a verdant valley and jagged mountain face. The front faces North, boasting brilliant views of the Pacific and sunsets. Excellent for bird and whale watching! Within walking distance are two beaches, restaurants, trails, and the world-renowned 1 Hotel Hanalei Bay.

4.96 out of 5 average rating, 143 reviews

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

🌺 Welcome to your serene Kauai Oasis packed with amenities! ☀️ Light-filled home blends modern comfort with Kauai’s natural beauty. 🌿 Thoughtfully curated with joyful art + high-end furniture. ✅ NEW Stylish Redesign ✅ NEW Air Conditioning in Every Room ✅ 8 Min to Hanalei  ✅ King Bed ✅ Comfy Full Sleeper Sofa (sleeps 1-2)  ✅ Fully-Equipped Kitchen ✅ In-Unit Laundry + Dryer ✅ Fast Wi-Fi + Workspace ✅ Beach + Snorkel Gear ✅ Smart TVs ✅ Access to Pool, Hot Tub, + BBQ ✅ Free, Reserved Parking

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.

4.97 out of 5 average rating, 101 reviews

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

Stay near the beaches and beauty of Kaua‘i’s North Shore at Casa La Ola, a modern 2 bedroom + den condo in Princeville. Walk to Queen’s Bath, enjoy ocean-views, and relax in the pool and spa just steps away. This is one of the newest condo developments in Princeville. You’ll enjoy a modern, peaceful setting. The downstairs features an open living area that can be used as an office or third bedroom. Relax deeply and feel at home during your Kaua‘i stay. ** Special Weekly Discount

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, 119 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, 143 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.

An airy living area is observed with large windows allowing natural light to fill the space. A striped armchair and a comfortable sofa face a coffee table, while a dining area with a wooden table is visible nearby. The ceiling features wooden beams, enhancing the open ambiance.

4.96 out of 5 average rating, 194 reviews

NEW! AS SEEN ON HAWAII LIFE! Updated 2/2 Townhome!

NEW! AS SEEN ON HAWAII LIFE! Season 14, Ep 4, House 2 Updated 2bdrm/2 bath Townhome with 3 queen beds! Enjoy our updated 2 bdrm, 2 bath condo with modern amenities in Princeville. Our end unit means a larger feel with natural light & no upstairs neighbors. Our quiet location is next to golf courses, the Westin Resort where you can enjoy Starbucks & fine dining. Hike down to Wyllie Beach, shop at the nearby Princeville Shopping Center, hike to Queens Bath and explore nearby Hanalei Bay.

A spacious screened-in lanai is presented, featuring a wooden dining table set with plates and glasses. Soft seating options in the background provide a cozy atmosphere, while string lights create a warm glow. Lush greenery is visible through the surrounding windows.

4.98 out of 5 average rating, 135 reviews

Hibiscus House~tropical oasis Kauai

Escape to this private Hawaiian paradise, tucked away in a family friendly neighborhood minutes from Hanalei. Walking paths to shops, beaches, outdoor markets, cafes and grocery store are out the front door. Mornings on the lanai promise bird songs and tranquility as you sip your coffee or maybe you'll catch a few waves at Hanalei Bay before breakfast. Evenings dazzle here as you unwind and relax under twinkling cafe lights. You'll come for the beach but you'll stay for the rainbows.

The modern retreat is nestled within lush greenery, showcasing a spacious yard surrounded by tropical trees. The house's exterior features a light-colored facade and a welcoming covered porch. Scenic mountain views are visible in the background, creating a serene environment.

4.98 out of 5 average rating, 169 reviews

Princeville at Hanalei North Shore Modern Escape

Hale Laniakea ~Princeville at Hanalei 4 Bedroom Modern Retreat Our home, Hale Laniakea (Immeasurable Heaven) is located in a private cul-de-sac in the best part of the beautiful Princeville at Hanalei resort. You will love being able to walk to Queen's Bath, Hideaways Beach & snorkel spot, the Makai Golf Course & Tennis Club & Pu'u Poa Beach on Hanalei Bay. Walk to 1 Hanalei Hotel where you can dine & see live music with a spectacular view. Hanalei is five minutes down the road.

4.95 out of 5 average rating, 400 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

Popular amenities for Princeville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 112 reviews

Spectacular View A/C Condo in Heart of Princeville

A scenic view showcases a lush, tropical landscape with palm trees and vibrant greenery. A gentle rainbow arcs across the sky, complementing the serene atmosphere. Paved pathways meander through the garden, leading towards nearby buildings in the background.

4.92 out of 5 average rating, 155 reviews

~ The Garden Jewel of Kauai ~

A spacious living area features high wooden ceilings and polished hardwood floors. A blue couch is complemented by vibrant cushions, positioned across from a circular wooden coffee table. Large glass doors open to a patio with views of lush greenery, inviting natural light into the room.

4.84 out of 5 average rating, 106 reviews

Count the Waterfalls from Stylish Condo with AC!

A private balcony features a wooden table set with dishes and cups amid colorful floral-patterned chairs. Lush greenery is visible in the background, accompanied by distant mountain views and a clear blue sky with fluffy clouds.

4.87 out of 5 average rating, 205 reviews

Spectacular Hanalei Bay Resort Newly Remodeled

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, 308 reviews

Amazing Views above Beautiful Hanalei Bay

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, 263 reviews

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

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, 212 reviews

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

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, 229 reviews

Brand New Luxurious Condo on North Shore Kauai

Family- and pet-friendly home rentals

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.

4.96 out of 5 average rating, 112 reviews

Hale Luya-Ocean View Condo, Private Beach

Superhost

A contemporary living space features a comfortable seating area with two gray armchairs and a sleek coffee table made of wood. Large windows showcase ocean views and provide natural light, while a cozy bed is located in the corner of the room.

4.89 out of 5 average rating, 149 reviews

Modern Ocean Views ~Lovebirds Paradise With AC

An open living space features high vaulted ceilings and a blend of natural materials. A comfortable sofa and entertainment area with a fireplace are visible, complemented by light wooden accents. Decorative plants and a surfboard add to the inviting atmosphere, while a dining table occupies one side.

4.97 out of 5 average rating, 150 reviews

Architect-Designed Boho Modern | Golf Course Views

4.85 out of 5 average rating, 279 reviews

Mountain/Ocean views by Hanalei + Nāpali + Hot Tub

4.9 out of 5 average rating, 193 reviews

Jewel of the Pacific- Oceanfront Paradise

4.92 out of 5 average rating, 104 reviews

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

Guest suite in Princeville

An airy living space is presented with large glass windows that offer views of the lush garden. A dining table made of wood is accompanied by green chairs, while a light-colored sofa and two woven chairs are arranged around a circular coffee table on a textured rug.

4.91 out of 5 average rating, 435 reviews

Modern Tropical Residence w Indoor/Outdoor Living

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, 458 reviews

Cool Studio- Minutes to Hanalei w/ AC

Family-friendly home rentals with a pool

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, 389 reviews

OCEAN FRONT 2b/2ba Princeville Kauai

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.

4.96 out of 5 average rating, 364 reviews

North Shore Bungalow - w/ AC, bikes, beach gear

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, 192 reviews

Remodeled Oceanfront Penthouse w/ Gorgeous Views!

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.

4.98 out of 5 average rating, 331 reviews

Nalani Place

An open-concept living area features a wooden dining table set with neutral dishware, surrounded by stylish chairs. The modern kitchen, equipped with stainless steel appliances, is visible in the background. Bright light floods the space, complemented by ceiling fans and decorative touches.

4.98 out of 5 average rating, 115 reviews

Quiet, Airy Condo with Lofted King Suite-2BR, 2BA

4.93 out of 5 average rating, 197 reviews

Ocean and Mtn View Paradise+ Steps to Beach Trail

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, 329 reviews

Sea and Sky Kauai, an Oceanfront Penthouse dream

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.