Family-friendly holiday rentals 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

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Guest suite in Princeville

Two people are seen kayaking in a red canoe along a serene waterway, surrounded by lush green vegetation and towering mountains in the background. The sky is partly cloudy, creating a calm and inviting atmosphere on the water.

Emmalani Suite on Maka'i Golf w/ gorgeous sunsets

The Suite is on the 2nd level and was built for visiting family guests and friends. A private space such as bedroom , spare room/workspace has a twin sofa sleeper for an extra bed, bathroom, kitchen ,dining /living room, and balcony at the back with golf course view. Family, pet friendly and quiet neighborhood except with yard maintenance & barking dogs Bike riding , morning walks are common. A walk/jog/bike path is right across the golf course with beautiful mountains & golf lakes as backdrop

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4.97 out of 5 average rating, 239 reviews

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

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.

Indoor spacesKitchenSolo travel

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.

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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.

4.9 out of 5 average rating, 112 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.

KitchenIndoor spacesHospitality

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.

Indoor spacesFamilyAccess

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.

FamilyIndoor spacesLong stay

4.88 out of 5 average rating, 116 reviews

Spacious & Tranquil Haven | Prime Location - Views

Wake in the treehouse-style master with treetops at eye level, then drift to the screened lanai where vaulted ceilings open onto lush Kauai mornings. A spacious, light-filled home built for gathering. Highlights: Walkable to Foodland, night market & cafés 15 min to Hanalei Pier & Kilauea Lighthouse Anini, Hideaways & Hanalei beaches nearby Snorkels, body boards, umbrellas & beach gear included Private lanai + lush backyard with fruit trees Keep scrolling — your Kauai base camp awaits.

Indoor spacesFamilyAir conditioning

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, 174 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.

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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.

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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.

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4.9 out of 5 average rating, 304 reviews

Modern Suite in Princeville with Mtn Views, A/C

The "Honu Suite" has recent renovations to the kitchen, bath and flooring throughout. The condo is minutes from many beaches and restaurants. You'll be greeted by the calm and private surroundings of the property. Relax on the back lanai and soak in the sun with canopy treetop and mountain views. Feels like a treehouse hideaway!

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Popular amenities for Princeville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.9 out of 5 average rating, 273 reviews

Luxury Princeville Townhouse - Pool, Hot Tub, BBQ

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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.

Indoor spacesFamilyShared spaces

4.98 out of 5 average rating, 125 reviews

Mauna Lanai Princeville Condo | 3BR | Pool | AC

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A spacious dining area features a large wooden table surrounded by light wooden chairs. Large windows open to lush greenery, enhancing the bright atmosphere. A minimalist pendant light hangs above the table, while a small bookshelf is positioned against the wall, creating an inviting space.

4.94 out of 5 average rating, 225 reviews

Magnificent Mountain Views ~Near Beaches & Village

FamilyIndoor spacesNearby

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

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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

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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

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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!

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Family- and pet-friendly home rentals

4.93 out of 5 average rating, 108 reviews

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

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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, 155 reviews

Architect-Designed Boho Modern | Golf Course Views

Indoor spacesFamilyBiking

4.85 out of 5 average rating, 285 reviews

Mountain/Ocean views by Hanalei + Nāpali + Hot Tub

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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.

4.81 out of 5 average rating, 108 reviews

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

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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

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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.

Tropical Escape | King Suite & Gear, North Shore

KitchenIndoor spacesValue

4.93 out of 5 average rating, 271 reviews

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.

Modern Tropical Residence w Indoor/Outdoor Living

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4.91 out of 5 average rating, 438 reviews

4.9 out of 5 average rating, 196 reviews

Jewel of the Pacific- Oceanfront Paradise

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Family-friendly home rentals with a pool

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, 119 reviews

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

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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!

FamilyIndoor spacesPool

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, 196 reviews

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

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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

KitchenIndoor spacesOutdoor spaces

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

FamilyIndoor spacesPool

4.96 out of 5 average rating, 148 reviews

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

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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!

Indoor spacesKitchenBathroom

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.