Family-friendly holiday rentals in Princeville

Ocean & Golf Course Views / 2BR TH / Walk to Beach

Brand new! Experience the beauty of Kauai's North Shore through this luxuriously appointed townhouse situated right on Makai Golf Course with mesmerizing ocean and mountain views. It is located in the heart of the Master Planned Princeville Resort on Kauai's North Shore adjacent to the 5 star resort of The Westin Princeville Ocean Resort Villas. Its quite, private and tranquil location makes it a perfect place to come back and relax after a long day at the beach or exploring the beauty of Kauai!

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.

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 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.

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.

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.

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.

Amazing Views above Beautiful Hanalei Bay

HBR #1105 Ocean, Mountains, Waterfalls, Sunsets and Rainbows! Incredible Hanalei Bay Resort - annually voted by visitors as the Best and Most Fun place on Kauai. A full view of Hanalei Bay in all of it's glory. Full kitchen - newly remodeled. This fully air conditioned ground floor condo is steps from parking - no stairs to struggle with - access out your sliding glass to the plush world of the Hanalei Bay Resort - steps away from the gorgeous pools and hot tubs. This place has it all!

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.

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.

Puu Poa 303 Honeymoon Suite - A/C - Ocean Views

This meticulously-maintained, 2bdrm air-conditioned honeymoon suite is located at coveted Puu Poa in the resort community of Princeville. Enjoy panoramic ocean views from every angle of this stunning unit and watch the waves roll in and whales breach on the horizon while sipping mai tais on your private lanai. Puu Poa is just a stone’s throw away to three beautiful beaches, and walking distance to 1 hotel Hanalei Bay, Happy Talk, Hideaways Pizza, and Princeville Center.

Stylish 2-Bedroom Condo in Princeville with A/C

🌺 Welcome to your tropical getaway in Princeville! Nestled in the charming Sandpiper Village complex, our beautifully remodeled 2-bedroom, 1½-bath condo offers a serene and stylish base for your island adventure. Perched on the upstairs level, every room enjoys vaulted ceilings and ample natural light. A large lanai offers comfortable chairs perfect for a morning coffee or evening unwind. Enjoy cool, crisp A/C throughout the condo. We look forward to hosting you!