Family-friendly holiday rentals in Kalihiwai

4.92 out of 5 average rating, 204 reviews

The bright living area features high ceilings and large windows, allowing natural light to enhance the space. A wooden table, adorned with colorful floral arrangements, complements the comfortable seating, which includes a sofa and chairs. A surfboard hangs above, adding a coastal touch to the decor.

Townhouse in Princeville

Natural Hawaiian Light and Tropical Breezes Fill Hale Indigo

Your island vacation begins the moment you enter this stylish getaway. Spacious windows and open layout ensure natural light and sweet Hawaiian floral-scented trade winds. Head for the sands with the beach gear provided, return for a BBQ and swim in the shared pool. Enjoy waterfall filled mountain views from the 2nd-floor patio. Prepare casual or gourmet meals from your fully equipped kitchen. Hale Indigo boasts lots of natural light, wide open spaces and a beautiful lanai where you can enjoy barbecuing the fresh catch of the day and sunset cocktails. The space has been renovated and has brand furniture including a new queen and king beds. The condo has a living room, a kitchen, washer and dryer, two bedrooms and two bathrooms, all private. There is a shared pool and beautiful yard areas as well. Surrounded by golf course and cliffs, there is ocean view a short walk from condo(2 minutes) Feel free to email or text us at any point during your stay. We will be available to answer any questions you have to insure a wonderful and relaxing vacation! The location is minutes from Hanalei Bay, with the Anini beach trail just steps away. Surrounded by cliffs and the world class Makai golf course, this North Shore location additionally offers high-class surfing, snorkeling, and hiking. The shopping center is nearby for essentials, great dinning and sweet treats. The best way to explore Kauai is to rent a car at the Lihue airport! That gives you the most access to the island and secret beaches. Wyllie's Beach is within a five minute walk from the Hale Indigo. Hale Indigo is fully equipped for a long or short stay with all the amenities(**Beach Gear included**). 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. You’ll be so comfortable and relaxed you’ll never want to leave. Beach gear like beach towels & chairs, umbrella and snorkeling gear is available for you, as well as a cooler.

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.

4.98 out of 5 average rating, 219 reviews

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

4.99 out of 5 average rating, 144 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

The living area features a comfortable sofa with colorful accent pillows and a natural wood coffee table. Two wooden rocking chairs are positioned alongside a flat-screen television. Large sliding glass doors lead to an outdoor patio, bringing in natural light and offering a view of the surrounding greenery.

4.91 out of 5 average rating, 176 reviews

Ocean view 1 Bdrm Condo - Steps to Private Beach

Gorgeous 1 bedroom condo with partial ocean views and excellent amenities. Step out your sliding doors and take in the majesty of sweeping cliffs and the Pacific ocean. Pali Ke Kua Condos features its own private, paved walking path to one of the north shore's best kept secret beaches. Pool/hot tub available for use too! Less than a quarter of a mile from your condo you can access two public beaches, the North Shore shuttle to Haena State Park, as well as Makai Golf Club and Princeville Resort.

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, 339 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 are 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 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.

4.92 out of 5 average rating, 413 reviews

Modern Tropical Residence w Indoor/Outdoor Living

Escape to the heart of Kauai’s breathtaking North Shore and experience the tranquility of our tropical sanctuary. Nestled within the prestigious Princeville community, this private two-bedroom retreat is designed for relaxation and rejuvenation, combining modern elegance with the natural beauty of island living. The open-concept living area, with floor-to-ceiling glass, offers lush tropical views. Whether savoring your morning coffee or unwinding in luxury, this is your perfect island escape.

A panoramic view of the coastline is presented, featuring clear blue waters gently lapping against the shore. Palm trees frame the scene, with lush green hills in the distance under a vibrant sky dotted with clouds.

4.98 out of 5 average rating, 305 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!

4.95 out of 5 average rating, 379 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

Guest favourite

A private balcony features a wooden table set for two, surrounded by colorful floral chairs. A vase with orchids is placed on the table, and a lush green landscape with mountains is visible in the background under a partially cloudy sky.

4.83 out of 5 average rating, 220 reviews

Quiet and Charming Hanalei Bay Resort Getaway

Hanalei Bay Resort # 1526 The resort has a beautiful lagoon style swimming pool with a waterfall jacuzzi. There are 8 tennis courts and a path that takes you down to Puupoa Beach. If you are too loaded up with chairs and would like a ride, call for free cart service and they will take you there and back again. The spectacular views are some of the most beautiful on island. You won’t want to leave! This studio is the perfect getaway. It is bright and airy with Mountain views.

Guest favourite

A bright living area features vaulted wooden ceilings and large windows, allowing natural light to fill the space. Tropical-patterned seating faces a wooden coffee table and a television. A green plant adds a touch of nature to the overall arrangement.

4.96 out of 5 average rating, 360 reviews

Updated Hawaiiana Charmer ~ Basecamp to Adventure

Your beautiful base camp to adventure awaits! Newly-renovated, fully-appointed guest suite above the garage of our family home. Private lanai, peekaboo oceanview, bikes, kayak, SUP and surfboard included with your rental. Bright, breezy unit with gorgeous vaulted ceilings, fresh white linens, a pillow top mattress and coffee to jumpstart your morning. We have everything you need to explore this magical island - recently featured in Condé Nast as one of Hawaii’s top Airbnbs!

Guest favourite

A compact sleeping area features a queen bed topped with a white quilt and decorative pillow. A ceiling fan provides airflow, while a window with blinds allows natural light. Artwork adorns the walls, and a mini-fridge is positioned nearby.

4.9 out of 5 average rating, 448 reviews

Cozy & private guest suite in Princeville with AC

Clean, quiet and comfortable guest suite in Princeville. Lockout room on opposite side of the main house with private entrance and parking space. The room has a queen bed, mini-fridge, microwave, keurig, WiFi, smart TV and AC. New en-suite bathroom with walk-in shower. Small seating area outside, perfect spot to enjoy a morning cup of coffee. Within walking distance to Happy Talk, Hanalei Bay Resort, Queen’s Bath and Hideaways.