Family-friendly vacation 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, 185 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.

KitchenFamilyBackyard

4.99 out of 5 average rating, 167 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

FamilyKitchenView

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.

FamilyIndoor spacesAmenities

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, 113 reviews

Hale Luya-Ocean View Condo, Private Beach

Peace & Tranquility, this upper level end unit has amazing ocean & mountain views and a private beach! Condo is fastidiously clean, everything you will need for a perfectly tranquil stay. Walk to the 1Hotel Hanalei for a variety of world class restaurants. 2 min. to the Robert Trent Jones Makai golf course. 2 bedrooms w/ensuite bathrooms w/ king beds. Steps from the pool and Hideaways Pizza. Kitchen has all new appliances. Whale watching from the Lana'i w/ 4 comfy chairs. Convenient parking.

FamilyIndoor spacesLocation

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.

Indoor spacesKitchenQuiet

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, 193 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.

Indoor spacesKitchenDecor

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.

Indoor spacesKitchenLaundry

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.

KitchenIndoor spacesCondition

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

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!

Indoor spacesKitchenPool

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, 136 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.

Indoor spacesKitchenNearby

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, 172 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.

Indoor spacesKitchenView

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

KitchenFamilyOutdoor spaces

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, 190 reviews

Spectacular ocean-view at luxurious resort

KitchenIndoor spacesCleanliness

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

KitchenIndoor spacesParking

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, 216 reviews

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

FamilyKitchenCondition

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.

4.88 out of 5 average rating, 209 reviews

Spectacular Hanalei Bay Resort Newly Remodeled

KitchenFamilyComfort

4.98 out of 5 average rating, 240 reviews

Stylish 2-Bedroom Condo in Princeville with A/C

Indoor spacesKitchenLocation

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!)

KitchenFamilyBiking

An aerial view showcases a spacious home surrounded by lush greenery, with a large sand volleyball court prominently situated in the foreground. Scenic mountains and palm trees frame the landscape, providing a tranquil atmosphere. The home's multiple levels offer expansive outdoor spaces for relaxation.

4.92 out of 5 average rating, 123 reviews

Sunset Waterfall House In Kauai

KitchenFamilyAmenities

A vibrant landscape showcases lush greenery and colorful flowers, leading to a serene pool area. The majestic mountains rise in the background under a bright blue sky, creating a peaceful atmosphere. Tropical plants frame the scene, enhancing the natural beauty of the resort grounds.

4.88 out of 5 average rating, 311 reviews

Beautiful Hanalei Bay Resort

KitchenIndoor spacesBathroom

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 151 reviews

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.

Apartment in Princeville

Modern Ocean Views ~Lovebirds Paradise With AC

KitchenFamilyAccess

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, 463 reviews

Cool Studio- Minutes to Hanalei w/ AC

Indoor spacesKitchenComfort

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, 437 reviews

Modern Tropical Residence w Indoor/Outdoor Living

Indoor spacesFamilyHospitality

4.9 out of 5 average rating, 10 reviews

Princeville 2 bdrm 1.5 bath near Hanalei, sleeps 6

KitchenIndoor spacesNearby

4.85 out of 5 average rating, 288 reviews

Jewel of the Pacific. Seaside condo at Sealodge

KitchenIndoor spacesQuiet

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.

4.84 out of 5 average rating, 104 reviews

Aloha Zen Oasis~Hawaii lifestyle~ Pool ~ No stairs

KitchenFamilyAmenities

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, 269 reviews

Tropical Escape | King Suite & Gear, North Shore

KitchenFamilyGetting around

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.

4.86 out of 5 average rating, 21 reviews

Remodeled Condo in Tropical Princeville

KitchenIndoor spacesHot tub

Family-friendly home rentals with a pool

A modern living area features a sectional sofa arranged on a textured area rug. A gallery wall displays a variety of framed artwork and mirrors. A round coffee table sits at the center, accompanied by light wooden dining chairs and a small dining table in the corner.

4.94 out of 5 average rating, 64 reviews

Oceanview+Modern+AC - Cliffside Cottage Kauai

KitchenFamilyLocation

4.84 out of 5 average rating, 107 reviews

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.

Apartment in Princeville

Count the Waterfalls from Stylish Condo with AC!

FamilyIndoor spacesCleanliness

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.

4.97 out of 5 average rating, 334 reviews

Nalani Place

KitchenFamilySleep quality

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

KitchenIndoor spacesGetting around

5 out of 5 average rating, 10 reviews

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

Indoor spacesFamilyLaundry

5 out of 5 average rating, 15 reviews

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

Indoor spacesKitchenLocation

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 out of 5 average rating, 55 reviews

Hanalei Bay Resort 9305 (Hanalei Bay Hideaway) AC!

Indoor spacesKitchenAccess

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.