Family-friendly holiday rentals in Kauai

4.94 out of 5 average rating, 117 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

TVNC#1146 - Gated entrance leads you through a 6 foot lava rock wall. The rear, ground level, traditional Hawaiian style house is privately tucked away behind the housekeepers front house. Backyard Lanai commands your attention onto conservation Lands with massive mountain and waterfall views . Cedar wood lined interior walls and local artwork adorn the 1600 square foot house. Walk 1/3 mile to Tunnels Beach 5 minutes Kauai lifestyle Note: property located in tsunami evacuation zone.

A serene outdoor pool is surrounded by lounge chairs and lush tropical greenery. A shaded cabana is visible in the background, featuring a blue umbrella. Tall palm trees sway gently in the breeze against a bright blue sky.

4.83 out of 5 average rating, 193 reviews

Ask about Jeep Grand Cherokee. A/C in bedroom!

In the heart of Poipu lies a cozy 1-bedroom villa, centrally located to everything in Poipu Beach. Step into your home-away-from-home and be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, BBQ grill(in the common areas), and all the appliances you need to whip up delicious meals. Enjoy dining al fresco on the lanai, surrounded by lush greenery and the soothing sounds of nature. Air conditioning in the bedroom as of Jan 2025. *Jeep Grand Cherokee available for fee

4.99 out of 5 average rating, 153 reviews

Home in Princeville

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 aerial view captures the lush greenery and the proximity of well-spaced buildings to the coastline. The unit is marked by an arrow, showcasing its location amidst tropical landscapes and the serene blue ocean in the background.

4.97 out of 5 average rating, 214 reviews

Sunny Side Waves-A/C-BEACHFRONT-POOL-PLANTATION

Remodeled ground floor, corner unit in exclusive Bld 11. Steps from beach! Whole home A/C (dual split in living room & window unit in bedroom). New cal king bed, queen sleeper sofa & mini twin in the living room. Sleeps up to 5. Super fast wifi. Private lanai steps out to expansive gardens & Twin Bridges. New living & dining furniture! 65” Smart tv. Unit is supplied w/extra amenities, suggested experiences & babysitting recommendations around the island to offer a fantastic & unforgettable stay!

4.99 out of 5 average rating, 349 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.

Apartment in Princeville

~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.

4.93 out of 5 average rating, 140 reviews

A serene coastal view features vibrant blue waters meeting a sandy beach, framed by lush greenery. Two cups are placed on a wooden ledge, inviting a peaceful moment while taking in the expansive landscape under a partly cloudy sky.

Holiday home in Kapaʻa

Beautiful OCEANFRONT Kauai Condo with beach access

Aloha, and welcome, to our Wailua Bay View condo, located on the East shore of Kauai in the Coconut Coast town of Kapa'a. Spectacular panoramic ocean views of the expansive sandy beach of Wailua Bay awaits you. Our 740 sqft. fully equipped ground floor condo features a spacious one bedroom and one bath, a fully equipped kitchen, a washer and dryer, an outdoor swimming pool/ BBQ area.A comfortable living area with a queen sofa/sleeper. We are centrally located to dining and shopping. Wi-Fi, tv.

The dining area features a wooden table surrounded by chairs, complemented by vibrant art pieces on the walls. A kitchenette with countertops is visible, along with decorative elements, including a carved fish and a wooden surfboard art piece.

4.87 out of 5 average rating, 163 reviews

Surrounded by beaches Beautiful Poipu Condo.

Amazing grounds and condo right in the center of the Poipu Mile! Kiahuna Beach in front of you, Poipu Beach to the right and Life Guarded Poipu Beach Park (And Brenneckes) to the Left. Membership to the Poipu Beach Atheletic Club included. FULL A/C, Tall trees - free shaded parking. Restaurants along the beach as well as directly across the street (5 min walk), Kioki's, Puka Dog, and Papalani Gelato. Surf and board rentals, right out front, Boogie Board Heaven to the left. TA-178-053 -5296-01

4.94 out of 5 average rating, 181 reviews

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.

Apartment in Princeville

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.

4.98 out of 5 average rating, 132 reviews

A spacious room is presented with a Queen Murphy bed, allowing for flexible living space. Floor-to-ceiling windows offer panoramic ocean views. A modern entertainment unit is complemented by tropical artwork, while a private balcony enhances the room's appeal.

Apartment in Lihue

Ocean FRONT Hotel Room @Marriott Vacation Club

Luxurious Marriott Vacation Club resort. Stay in a beautiful Ocean View Parlor with Kitchenette. The room has a Queen Murphy Bed. Easily put the bed away and have a nice living space for the day time. Close to incredible hikes. Includes free airport shuttle & parking. Restaurants on property. Pricing is less than HALF of what you would pay booking directly with the hotel. Hot tubs, pools, long path along the beach. Feel free to message me for same day stay and I'll check availability

4.98 out of 5 average rating, 125 reviews

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.

Home in Princeville

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.

4.91 out of 5 average rating, 163 reviews

Tropical Paradise | Poipu | Ocean views

Come and enjoy this amazing Ohana friendly condo for honeymooners, families with little ones or on your own! This truly is our little slice of heaven on earth and we can’t wait for you to experience it here at condo #245! ALL FEES INCLUDED HERE IN AIRBNB! 🎉 Come enjoy: -Beautiful decor and furniture with tropical vibes -5ish minute walk to the best beaches, pool, amenities & restaurants -Top floor, corner condo with 15 ft ceilings -Accommodates 5 guests (small children friendly)