Holiday rentals in Princeville

Honeymoon Suite AC steps to Beaches & Restaurants

This romantic retreat blends traditional Hawaiian craftsmanship with elevated comfort and quirky luxury. Designed to feel like a treetop retreat, it features soaring thatched ceilings, hand-carved canopy bed, colorful island art, a zero-gravity massage chair with jungle views, and a top-of-the-line Tempur-Pedic Pro-Adapt adjustable bed. Every detail from surfboard wall art to glowing tiki lamps is thoughtfully curated to transport guests into a tropical daydream. Your comfort is my top priority

~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.

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!

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.