Family-friendly 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

North Shore Bungalow - w/ AC, bikes, beach gear

Now w/ AC - lofty, light-filled, bungalow-style townhouse on Kauai's coveted North Shore. Enjoy the quiet and relaxing lanai surrounded by lush island greens or take a dip in the neighborhood pool. Open living space and two bedrooms with private bathroom and lanais. Literally steps away from sunrise views and Wyllie Beach trailhead. Ride bikes to Queens Bath, sunset happy hours, restaurants, shopping, and yoga. Short drive to Hanalei Bay, Anini Beach, Tunnels Beach, and other North Shore gems.

~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.

Kauai Oasis | NEW Design • Luxe, AC, Pool, Beaches

🌺 Welcome to your serene Kauai Oasis packed with amenities! ☀️ Light-filled home blends modern comfort with Kauai’s natural beauty. 🌿 Thoughtfully curated with joyful art + high-end furniture. ✅ NEW Stylish Redesign ✅ NEW Air Conditioning in Every Room ✅ 8 Min to Hanalei
 ✅ King Bed ✅ Comfy Full Sleeper Sofa (sleeps 1-2) 
✅ Fully-Equipped Kitchen ✅ In-Unit Laundry + Dryer ✅ Fast Wi-Fi + Workspace ✅ Beach + Snorkel Gear ✅ Smart TVs ✅ Access to Pool, Hot Tub, + BBQ ✅ Free, Reserved Parking

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!

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!

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.

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.

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!

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 .

Perfect for Families! w/ Tree House and Trampoline

Single family residence with front and back yard. Wonderful trade winds keep the house cool and fresh year round. Relax on either of the front or back lanais. The house is stocked with all the necessities for the best possible stay in Princeville, Kauai. You will have the entire place to yourselves, so settle in and make yourself at home. Located on a very peaceful street in a residential neighborhood.