Holiday rentals in Princeville

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

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 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.

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.

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.

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.

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

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.

Puu Poa 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.