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

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

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.

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

~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.

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.

2 Bdrm Princeville gem! Rare find on Kauai.

Hawaii TAT Lic: TA-069-764-5056-01 Hawaii GET Lic: GE-069-764-5056-01 ATTENTION: GUESTS MUST CLIMB STAIRS 4.4 miles to Hanalei Beach 6.5 miles to Anini Beach We take cleanliness very seriously. Bright and airy with a master bedroom suite and a separate loft space with half bath upstairs. Full kitchen. washer and dryer. Large lanai to spend some outdoor time. The grounds have a hot tub, pool, BBQ. Please purchase Airbnb's trip insurance Guests Must climb stairs

Princeville at Hanalei North Shore Modern Escape

Hale Laniakea ~Princeville at Hanalei 4 Bedroom Modern Retreat Our home, Hale Laniakea (Immeasurable Heaven) is located in a private cul-de-sac in the best part of the beautiful Princeville at Hanalei resort. You will love being able to walk to Queen's Bath, Hideaways Beach & snorkel spot, the Makai Golf Course & Tennis Club & Pu'u Poa Beach on Hanalei Bay. Walk to 1 Hanalei Hotel where you can dine & see live music with a spectacular view. Hanalei is five minutes down the road.

Quiet Princeville House/Private/AC

We are now 6 yrs as a vacation home. Thank you to all our guests for giving us a super host designation.. This is a wonderful place to stay for those who want a private quiet setting close to all Kauai's North Shore has to offer. Some of the world's most dramatic scenery can be on this stunning tropical island. Princeville is destination resort with a beautiful golf course & yummy restaurants It's close to beautiful beaches & short drive from Hanalei town.

The Hideaway - Pali Ke Kua Ocean Views (with AC!)

Enjoy the magnificent ocean views & be lulled by the sound of the waves at Pali Ke Kua 107, located in the prestigious Princeville resort on the north shore of Kauai. Ocean views from almost every room in this 1 bedroom, 1 bath condo with a portable AC unit in the master bedroom! Enjoy the electric BBQ and sunshades on the lanai so you don’t miss a minute of each sunset.