Family-friendly holiday rentals in Kalihiwai

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

North Shore Bungalow - w/ AC, bikes, beach gear

Now w/ AC - lofty, light-filled, bungalow-style townhouse on Kauai's coveted North Shore. Enjoy the quiet and relaxing lanai surrounded by lush island greens or take a dip in the neighborhood pool. Open living space and two bedrooms with private bathroom and lanais. Literally steps away from sunrise views and Wyllie Beach trailhead. Ride bikes to Queens Bath, sunset happy hours, restaurants, shopping, and yoga. Short drive to Hanalei Bay, Anini Beach, Tunnels Beach, and other North Shore gems.

~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.

Sea and Sky Kauai, an Oceanfront Penthouse

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!

Lofty Apt-AC, Pool, Surf/Hike, Walk to Beach

Situated in beautiful gardens between Anini Beach and Princeville Center, along bike paths and a golf course, this open, airy apartment is the perfect escape. From the second-story lanai, you will be treated to lush mountain views. Cook delicious meals in the spacious kitchen and take a short walk to snorkel at Anini Beach. Head ten minutes into Hanalei for all levels of surfing, from lessons to world class breaks. Enjoy happy hour at the Happy Talk at sunset for a one-of-a-kind view.

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.

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

Nalani Place

Escape to the beauty of Kauai with Nalani Place, your own tropical oasis in the heart of Princeville. This charming townhouse offers a fully equipped kitchen, outdoor grill, two bedrooms with AC, two full bathrooms, beach gear, and all the thoughtful amenities you need for a relaxing vacation! Situated on Kauai’s picturesque North Shore, surrounded by lush mountains, waterfalls, and beaches, Nalani Place is the perfect place to immerse yourself in the peaceful island vibes.

Princeville studio Surf Suite

Aloha and welcome to our Private Princeville Surf Suite with AC Come and relax in this spacious 400sq foot panoramic Makai golf course view apartment with private entry. We are thrilled to supply a newly updated studio apartment with its own fully stocked private kitchenette, private bathroom. Very clean and ready with all your Kauai vacation essentials. Walking distance to shopping center, restaurants and dining, public transport. Great unit for couples or single explorers

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!

Quiet Princeville House/Private/AC

We are now 6 yrs as a vacation home. Thank you to all our guests for giving us a super host designation.. This is a wonderful place to stay for those who want a private quiet setting close to all Kauai's North Shore has to offer. Some of the world's most dramatic scenery can be on this stunning tropical island. Princeville is destination resort with a beautiful golf course & yummy restaurants It's close to beautiful beaches & short drive from Hanalei town.

Perfect for Families! w/ Tree House and Trampoline

Single family residence with front and back yard. Wonderful trade winds keep the house cool and fresh year round. Relax on either of the front or back lanais. The house is stocked with all the necessities for the best possible stay in Princeville, Kauai. You will have the entire place to yourselves, so settle in and make yourself at home. Located on a very peaceful street in a residential neighborhood.