Family-friendly holiday rentals 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.

4.95 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 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.

4.99 out of 5 average rating, 165 reviews

LUX/MOD perfect base for island adventures - w A/C

This beautiful home in Princeville stands out with high-end finishes and modern interior design that creates a serene and luxurious atmosphere. Split A/C added throughout home in May 2025. Located a short stroll away from the Princeville Center shops, restaurants, & services. The property backs up to Princeville Golf Course w open space & views! The luxury 1 Hotel at Hanalei Bay is down the road. Enjoy Princeville’s easy access to Anini beach, Hideaway, Hanalei Bay, and community Farmer’s Market

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, 144 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

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 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, 120 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.

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, 401 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

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

Modern fully remodeled 1+1 with AC. This retreat offers a contemporary living space with front row seats to the magical Anini beach and light house. Relax in the comfortable living or seat in the lanai and view whales and dolphin pass by.Your within minutes of Hanalei Bay, Kilauea Lighthouse, fabulous restaurants, hiking, surfing, golfing and many more. back and relax in this calm, stylish space. Sealodge C5

Popular amenities for Princeville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 189 reviews

Spectacular ocean-view at luxurious resort

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 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, 213 reviews

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

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 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 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 ~

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, 215 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, 146 reviews

BlissfulParadiseStay at Hanalei Bay Resort!1305-06

Family- and pet-friendly home rentals

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, 459 reviews

Cool Studio- Minutes to Hanalei w/ 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, 151 reviews

Architect-Designed Boho Modern | Golf Course Views

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

5 out of 5 average rating, 9 reviews

Princeville 2 bdrm 1.5 bath near Hanalei, sleeps 6

Superhost

4.85 out of 5 average rating, 287 reviews

Jewel of the Pacific. Seaside condo at Sealodge

4.94 out of 5 average rating, 132 reviews

The vibrant red exterior of the traditional Hawaiian-style house is framed by lush greenery and palm trees. Large windows allow natural light to fill the interior, while the mountainous backdrop enhances the tropical ambiance. A well-maintained lawn surrounds the property.

Cottage in Hanalei

Kaiolohia Hale Haena Walk to Tunnels Beach

Guest suite in Princeville

A spacious guest suite features a comfortable king bed adorned with decorative pillows and a flower accent. The room includes a seating area with a sofa, wood console table, and vibrant tropical decor, complemented by soft lighting from bedside lamps.

4.93 out of 5 average rating, 267 reviews

Tropical Escape | King Suite & Gear, North Shore

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

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 197 reviews

Ocean and Mtn View Paradise+ Steps to Beach Trail

A dining area features a round glass table surrounded by four padded chairs. A potted orchid centerpiece adds a touch of color. Large windows frame the stunning ocean view, allowing natural light to brighten the space.

4.96 out of 5 average rating, 118 reviews

Pali Ke Kua Condo 207 w/Peloton, Shared Pool/Spa

4.98 out of 5 average rating, 331 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 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 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

4.96 out of 5 average rating, 194 reviews

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.

Townhouse in Princeville

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

5 out of 5 average rating, 14 reviews

Townhouse in Princeville

Walk to idyllic beaches! A/C, Pool, Gym, Wifi

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.