Family-friendly vacation rentals in Princeville

4.98 out of 5 average rating, 153 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.

4.98 out of 5 average rating, 131 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

4.99 out of 5 average rating, 326 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.

4.99 out of 5 average rating, 104 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.

4.97 out of 5 average rating, 115 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.

Superhost

Loft in Princeville

4.91 out of 5 average rating, 269 reviews

Hanalei Ridge Loft

Our modern luxury condo, located in the stunning North Shore, includes a studio/bdrm+ loft (accessed via stairs) with cathedral ceilings and a covered lanai, perfect for families or anyone who loves to cook! The condo has an enchanting view of the lush mountains surrounding Kauai's iconic Hanalei Bay. This condo will you have you feeling like you stepped right into your interior design dream board! Make this your home away from home, where we have thought of everything for you!

Superhost

Apartment in Princeville

4.92 out of 5 average rating, 347 reviews

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

Guest suite in Princeville

4.96 out of 5 average rating, 345 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!

4.95 out of 5 average rating, 190 reviews

Brand New Luxurious Condo on North Shore Kauai

Brand New Listing at the Hanalei Bay Resort. Wake up to breath taking views of the Hanalei bay, waterfalls and the amazing lush green mountains of the garden island. Along with the amazing scenery you will also have access to pools, hot tubs, tennis courts, private beach access, weight room facilities and enjoy live music every night at the Happy Talk Lounge. All of theses activities are just a minutes walk from your front door or enjoy a relaxing golf cart shuttle ride.

4.97 out of 5 average rating, 152 reviews

Spectacular ocean-view at luxurious resort

Enjoy the cooling trade winds while watching spectacular view in front of you as you are lounging on your private oceanfront lanai (patio). This very comfortable condo provides spectacular full ocean view and sunsets plus a rainbow or two if you’re lucky. The spaciousr suite has a comfortable cal King Size bed with a private full bath.. The roomy fully equipped kitchen offers you ocean views from every window. Recently fully, beautifully renovated .

Guest suite in Princeville

4.91 out of 5 average rating, 419 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.