Family-friendly holiday rentals in Princeville

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

OCEAN FRONT 2b/2ba Princeville Kauai

E komo mai to our Kauai ZenDen. Breathtaking views from every room. Our two bedroom two bath well equipped condo sits on the bluff of Kauai's beautiful north shore. One of the only 2 bedroom condos on the north shore that have ocean front views from both bedrooms as well as living area. We also have a full size pull out couch bed that would be perfect for kiddos. Ground floor unit with large bluff green belt directly outside the lanai doors. Ground level entry, no stairs. Pool and bbq on site.

Spectacular View A/C Condo in Heart of Princeville

Beautifully appointed and well decorated upper level a/c condo features a dramatic view of the Makai Golf Course, majestic mountains with cascading waterfalls, and is centrally located along the Princeville walking path! Features an open floor plan with well separated bedrooms for extra privacy, 3 full baths, lots of storage, and a private laundry area. Master bedroom opens to the covered lanai & features an expansive, beautifully designed master suite. On site pool & jacuzzi area, gym and BBQ

~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.

The Palm Treehouse

The Palm Treehouse (#30) at Hanalei Bay Villas is uniquely situated between Kauai's North Shore mountains and ocean, allowing you to admire both at the same time. Elevated above the canopy of Makai Golf Course, the South side opens to a verdant valley and jagged mountain face. The front faces North, boasting brilliant views of the Pacific and sunsets. Excellent for bird and whale watching! Within walking distance are two beaches, restaurants, trails, and the world-renowned 1 Hotel Hanalei Bay.

Executive 2 bdrm - Panoramic Ocean Views

Paradise awaits! This stunning two-bedroom executive condo has recently been remodeled and is the perfect home base for enjoying all the north shore has to offer. With ocean views from every room, immerse yourself in the serenity of the Pacific. The Cliff's is located in the exclusive resort community of Princeville and features a long list of amenities. Enjoy onsite concierge, pool, hot tub, tennis courts, covered BBQ area as well as a number of food trucks that visit throughout the week.

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.

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

Breathtaking Unobstructed Hanalei Bay Views

Hanalei Bay Resort Unit 3105. Our studio has the best view of Hanalei Bay and the North Shore that you could possibly imagine which you can enjoy from inside or out on the lanai. All new furniture throughout. Full kitchen! Jacuzzi tub! Washer and Dryer included! Fully air conditioned! Ground floor allows easy access. Right next to the amazing, award winning swimming pool and world class tennis courts. Surrounded by tropical gardens and a short walk down to a beautiful beach.

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!