Holiday rentals in Princeville

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

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.

Princeville 1 bedroom Sand suite

Welcome to our private Princeville Sand Suite. This is our oversized, newly remodeled 1 bedroom private suite. Moments away from world renowned beaches and surf. Right outside the back of your suite is the beautiful Makai frisbee golf course. We are pleased to supply this suite with its own fully equipped private kitchen, full bathroom and private laundry room. Living space furnished with large TV and sitting area, along with dinning space to enjoy a meal after along day of adventuring.

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!

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!

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.

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 .

Halekaialani-Wake up in Paradise!

Expansive ocean views; see both sunrise&sunset from your unit. Magnificent Princeville condo will steal your heart. Freshly painted, also new living room furniture including luxurious memory foam sofa bed. Spacious & well equipped. Simply the best! Watch whales and dolphins (in season) from your lanai. Ocean views feed your soul. Cliffs at Princeville Resorts many amenities...heated pools, hot tub, pickleball, bikes for rent, +++