Princeville Vacation Rentals – Experience North Shore Kauai in Style

Princeville vacation rentals offer luxury villas, oceanview condos, and resort-style accommodations on Kauai's scenic North Shore, perfect for upscale Hawaiian getaways.

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Mid-century Remodeled Spectacular Ocean Views! 10% Discount for Week+ Stays!

Our spacious remodeled vacation home has amazing ocean, Bali Hai and golf course views and now boasts updated modern bathrooms with Hans Grohe rain showers and fixtures plus a free-standing tub in the master bathroom, state of the art kitchen with Caesarstone counters...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

North Shore Oasis: Tropical Waterfall Garden & Bali Hai Sunsets

Welcome to the North Shore Oasis! Like the nicest hotels, the Oasis has a magical indoor/outdoor Hawaiian vibe. The open-air home let's you live among the tropical breeze. For your comfort, all three bedrooms have A/C.The Oasis is located on the 11th green of the Makai...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 7
📍 Princeville, Hawaii

Beautiful Princeville Villa ~ 2 Bedroom ~ Wyndham Bali Hai

Club Wyndham Bali Hai Villas nestled high into the cliff terrain of Princeville near the challenging Makai golf course, Kauai's leading resort community blends natural and man-made pleasures into magnificent harmony between the lush, tropical mountains of Kauai's north...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Private, Peaceful Modern Retreat, Golf Views, 3/3, Lanai, AC, Outdoor Hot Shower

Open space & mountain views Covered lanai Easy access to walking paths Gas BBQ Outdoor hot shower Fully equipped kitchen Air-conditioned bedrooms Ceiling fans in every room Rich wood flooring Media room 65” Smart TV with YouTubeTV & streaming access 12” Queen-size...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

WORLD CLASS Special May Disc 13-18 & 25 to 6-1. Full AC, 2 Suites 550

Spectacular views from high on top of the cliffs of Princeville. This top-level condominium is terraced at the edge of the bluff, commanding unobstructed blue Pacific Ocean views, including Hanalei Bay. Easterly trade winds caress the property with refreshing tropical...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Very Private location. Amazing View. The Cliffs 6302

The Cliffs Resort charges a $15 parking fee per vehicle per night. We have included the charge for one vehicle in our nightly rate, so you don’t have to pay it at check-in.From the moment you enter Cliffs 6302 and see the breathtaking ocean front view, you will feel...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Updated End-Unit Oasis, 3 Bd + Loft & 2 Ba, Pool, Walk to Beach, AC Coming Soon

Welcome to our private tropical oasis! This newly updated 1,478 sq. ft. end-unit offers the perfect retreat. Surrounded by lush tropical plants, you’ll enjoy privacy and tranquility, with no neighbors above or below you. The home features massive wood beams and large...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Princeville, Hawaii

Resort getaway with views of Hanalei Bay, pools & tennis

Hanalei Bay Resort 4204/5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 4204/5 is an air-conditioned condo, featuring two bedrooms, two bathrooms, kitchen, living...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

It's Special - This Award Winning Designer Masterpiece is Phenomenal!

Kauai Haven is nestled within a classic Hawaiian style backdrop, resting on the edge of a bluff overlooking the spectacular Pacific Ocean. An award-winning designer, who is part of the Coastal Living Network of designers, has designed this exquisite condo that offers...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

This modern Princeville gem shines in comfort, luxury, and design

This modern Princeville gem shines in comfort, luxury, and design. Artfully remodeled and curated by published designer, special features include a stylish sunken living room and open concept living area with twenty-foot beamed ceilings. Relax inside with AC and ceiling...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Tropical style Luxury Townhome, newly renovated - Paradise!

Located in Princeville on the island of Kauai, this beautifully fully redone property will have everything you will need for your vacation in one of the most beautiful places.The master bedroom features a king bed, television and an en suite bathroom. The second bedroom...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Laule'a 'Ohana Hale - Luxurious 'Ohana home with A/C

Laule'a 'Ohana HaleWelcome to Laule'a 'Ohana Hale, Princeville, a luxurious and luxe vacation rental home on Kaua'i! This home boasts impressive panoramic mountain views from the main living areas, lanais and primary bedroom suite. Wake to glimpses of Hanalei waterfalls...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Ohana Kamalani: Lavish Fairwayfront Home w/Pool, AC & Stunning Sunsets!

Nestled in the heart of Princeville along the renowned Makai Golf Course, Ohana Kamalani by Gather is a spacious three-bedroom, three-and-a-half-bathroom home designed for comfort and relaxation. With Bali Hai and ocean views, a private pool, and air conditioning...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Princeville, Hawaii

Rainbow & Bali Hai views, Walk to the Beach, , Sleeps 6, 2 baths, close to shops

Aloha from Surf Sun Rainbow House — Your Relaxed Kauai RetreatEscape to this charming, local-style 3-bedroom condo nestled just off the beaten path in serene Princeville. Designed for comfort, convenience, and that laid-back island feel, our duplex invites you to...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Top floor condo & loft with partial AC, W/D, outdoor pool, hot tub & grills

Hanalei Bay Resort 8233 fourOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 8233/4 is located in the Plumeria Building with air-conditioning in the bedrooms....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Mahalo Hale - Private Luxury Resort Property

Welcome to your private luxury resort on the stunning north shore of Kauai.Four king bedrooms, one with additional media center + queen bed, three full baths, grand gathering room with pool/ping pong table, additional media room with 72” TV. Whole house AC -...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Princeville, Hawaii

Pili Aloha: 3BR Condo w/ Lanai, Pool & Mountain Views

Welcome to Pili Aloha by GatherPili Aloha is a beautifully designed 3-bedroom, 3-bathroom luxury condominium offering 1,318 square feet of elegant living space in the heart of Princeville, Hawaii. Situated on the upper level, this home provides stunning panoramic views...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Peaceful Location with Lush Tropical Views

From the moment you step inside this island-inspired home, you’re greeted by panoramic views of lush tropical gardens through a wall of windows. The beautifully landscaped yard invites visits from local birds, creating a peaceful soundtrack to your stay—best enjoyed...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Kauai charm at affordable upstairs studio, walk to everything

Paniolo 210B - this lovely Paniolo studio is a comfy, convenient, and tranquil home base for your exploration of Kauai. It's an upstairs unit, quiet and away from the road, very close to the path to Anini beach and to the walking path through Princeville. Start your day...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Princeville, Hawaii

Wyndham Bali Hai 3B Presidential ~ Sleeps 8 ~Resort Amenities! ~ FAMILY FRIENDLY

Enjoy a relaxing home away from home after days of adventure on Kauai. All units have washers/dryers, fully-equipped kitchens with everything needed to cook -- utensils, dishes, pots, pans, full-size stove, refrigerator, coffee maker, toaster, blender. An amazing oasis...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Princeville, Hawaii

Hanalei Bay Villas #2, Beautiful Free-standing Hawaii Villa, walk to beach

Welcome to your tropical retreat at Hanalei Bay Villas #2 in Princeville, Kauai.Unwind at the adorable and comfortable free-standing 2-story villa located in the prestigious community of Princeville! This spacious, fully furnished 2 bedroom and 2.5 bath stand alone...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Luxurious spacious zen oasis: pool, AC, beach gear, bikes, kid equipment

A heartfelt welcome to our Casa Aloha, our 4-bedroom, 2.5-bath oasis, our happy place. We set up our upscale spacious, tranquil, sun-lit 4-bedroom condo (3 full-size bedrooms + a converted den with doors, windows, a sleeper sofa, and a fold-away bed) with 3 expansive...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Princeville, Hawaii

Contemporary Luxury condo minutes from Hanalei Bay & other stunning beaches.

**If you are effected by the devastating fires in Maui please let us know*****Security cameras are located outside above the front door and above the sliding door on the lower level lanai. Both cameras do not look into private spaces.**The North Shore of Kauai is one of...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Princeville, Hawaii

2 Bed 2 BA with Full Direct Views of Bali Hai and Hanalei Bay! This is Paradise!

From the moment you walk into 4221/4222 and see Bali Hai and Hanalei Bay directly in front of you, you will know you are in paradise. Enjoy the sunsets from the slate covered lanai and hear the waves of Hanalei Bay below. This 2 bedroom, 2 bath, recently remodeled condo...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Luxury Gated Community in Princeville Resort

A vision in white, this airy and bright Princeville condominium at Villas of Kamali'i boasts 3 bedrooms and 3 baths accommodating five guests (K,K,T) in a multi-level configuration, making it an ideal property for couples or families traveling together.Overlooking the...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 5
📍 Princeville, Hawaii

Princeville Condo w/ Private Sauna ~ 2 Mi to Beach

Experience the perfect blend of oceanfront adventure, outdoor exploration, and tranquil relaxation when you stay at this 2-bedroom, 2-bath vacation rental. With a fully stocked kitchen, welcoming interior, and a central location surrounded by the area's top attractions,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Huge Home with Pool, Jacuzzi & Water Slide! Sleeps 18!

Affectionately named “The Pool House” by our 4 little ones, this house is above and beyond its typical name sake. This sprawling 3,000 sq.ft. home boasts 5 bedrooms and 5.5 bathrooms, with room to sleep at least 18 comfortably. A sleek modern kitchen, outdoor grill,...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 18
📍 Princeville, Hawaii

BEAUTIFUL 3/3 TOWNHOUSE WITH AC & MOUNTAIN VIEWS

At a generous 1,825 square feet of interior space, your 3 bedroom/3 bath home-away-from-home offers the popular split-level floor plan where each bedroom is on its own separate level. Upon entering Hale O’ Na Wailele you’ll find the first bedroom comes with a...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Private Ocean Views A/C Pool BBQ & More

Paradise Found! Step inside and you will be inspired by the Sapphire-Blue Ocean View. In the evenings take in the starry sky while lounging on one of the two furnished lanais. When in season, view Humpback Whales and Laysan Albatross. Enjoy the private BBQ & dine...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Bright and Airy 2BR with Loft in Princeville

Welcome to your Hawaiian retreat—a newly renovated 1,300-square-foot townhouse offering the perfect blend of comfort and island living. This split level unit, backing onto serene green space, provides an exclusive setting for your island vacation.Property Highlights*...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Hanalei Bay Resort,2 Bedroom, AC Bali Hai & ocean views!

Hanalei Bay Resort unit 7101-2 is a privately owned and cared for two bedroom suite featuring countless amenities to please every guest. The condo features 1,324 square feet of spacious living area, with quality furnishings, with the living room freshly painted and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Princeville, Hawaii

One of the Most Spectacular Views at Sealodge in Princeville, Kauai

This premium Sealodge vacation rental has one of the most spectacular views in all of Princeville, Kauai! It is perched on an oceanfront cliff with expansive views of the Pacific Ocean, Kauai north shore coastline, Anini reef and Kilauea Lighthouse. From the lanai or...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Princeville, Hawaii

Hanalei Bay Villas #17 - a 3br/2.5 ba ocean view condominium in Princeville

Hanalei Bay Villas #17 is a beautifully remodeled stand-alone condominium. This luxurious bungalow already had panoramic views of Hanalei Bay and the Hanalei Mountains and the interior reflects the beauty of its surroundings. Beautiful travertine tile floors, smooth...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Studio - Westin Princeville Ocean Resort Villas - Full Resort Access

Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Princeville, Hawaii

Heart of Princeville w/AC minutes from everything!

Escape to our North Shore Kauai retreat in Princeville! A haven of beauty awaits you, with leisurely walks along Makai Golf Course offering breathtaking mountain and waterfall views. Experience mesmerizing sunrises, stunning sunsets, and starry nights in the tranquil...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Hanalei Bay Villas #22 - a 2br / 2.5BA, mountain and golf course view condo

Hanalei Bay Villas #22 is a spacious two bedroom, two and a half bath, two story stand-alone condominium. With an additional queen size sleeper sofa, this unit sleeps six comfortably. Beach access is available past the 1 Hotel Hanalei Bay next door. Views include the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Ocean View Studio at HBR, A/C Included

Don't miss this very special condo hotel room at the beautiful Hanalei Bay Resort! This unit sits in a unique private location with breathtaking views of Hanalei Bay, mountains, waterfalls and Bali Hai. It is one of the ONLY units at the resort with NO stairs, yet...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Princeville, Hawaii

Blue Kauai Hale - Peaceful Multi-Level Home in Princeville

Relax with the whole family at this peaceful oasis. Blue Kauai Hale is the perfect base camp from which to explore and adventure on Kauai, then return home to soak in the hot tub and create more memories over a gourmet meal.Recently remodeled throughout with 4 bedrooms...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Princeville, Hawaii

Gorgeous House Next Door to 1Hotel Hanalei Bay - Awesome Views Unit #10

*Please review the current quarantine requirements on Kauai at: https://www.kauai.gov/covid-19 before booking.Hanalei Bay Villas #10 - Look no further - 'Paradise Found' So whether you are honeymooning or just looking for a very well deserved vacation you are always...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

NEW LISTING!! 2 bedroom/1bath Hale Honu with Jungle Views!

Beautiful newly updated condo 2 bd/1 ba duplex unit, on a quiet access road between Princeville and Hanalei, avoiding the bustle of the main Princeville thoroughfare. Relax in the natural tropical landscape and take advantage of all the northern side of Kauai has to...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Princeville, Hawaii

Beautiful! Light & Airy Top Floor Condo! 3 Bed, 3 Bath + Lanai. Pool and Jacuzzi

This beautiful condo has been artfully designed with your comfort in mind. Fall in love with the white board and batten walls, natural contemporary furnishings, and high quality linens and bedding. Your home away from home comes fully stocked with kitchenware, small...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Oceanfront Art Gallery, Views-O-Plenty!

Welcome to the Oceanfront Art Gallery, where stunning sea views and artistic charm create a retreat like no other. Imagine waking up to the soothing sounds of waves and spending your days exploring the beauty of Kauai's North Shore. With stylish comforts and unique...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Oceanfront, Stunning Designer Masterpiece now Includes A/C

If you like Kauai Haven (VRBO Listing #683110), you're going to love this condo too. It is nestled within a classic Hawaiian style backdrop, resting on a bluff overlooking the spectacular Pacific Ocean. An award-winning designer, who is part of the Coastal Living...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Spacious Home with Pool near Queens Bath

Centrally located in Princeville, this house has all the amenities one could wish for a fantastic stay! This is a new home built in 2022, with thoughtful consideration of accommodating guests. Every single thing in the home is new, from the bedding to the dishware! We...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Princeville, Hawaii

Olivine Surf Lodge - Corner Unit w/ Ocean Views & Amazing Sunsets

Newly updated, light-filled condo on the North Shore of Kauai! This modern, tranquil retreat has a wide-open floor plan and a lanai with stunning ocean and golf course views. Superb location, close to walking paths and the Princeville town center, with great cafes,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Oceanview-Pool-AC-Gourmet Kitchen-W/D -Golf-14D

A full bedroom and bathroom on the first floor provide convenience for guests' privacy and ease of access. Located in the heart of Princeville, this condo is ideally positioned within walking distance of Anini Beach, scenic parks, farmers’ markets, and picturesque...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Emmalani Court 322 - Golf Course & Ocean Views w/AC.

***DISCLOSURE 8/25/25: Please note that Emmalani Court will be undergoing a large-scale construction project fromSeptember 02, 2025 through approximately April 01, 2027• Construction activity may occur Monday–Friday, between 8:00am–5:00pm.• Guests may experience...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Newly Remodeled Luxury Condo with Ocean and Fairway Views

Beautiful newly-remodeled unit in one of the most sought-after associations on the North Shore. We invite you to enjoy the peaceful, old-Hawaiian feel of Kauai’s North Shore and the upscale yet understated elegance of Princeville with a visit to our beloved home....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Hanalei Plantation Road Home - Dream Retreat with Pool & Ocean Views

Escape to this beautiful Hanalei Plantation Road home, nestled in a prized neighborhood. Enjoy sweeping mountain and ocean views over Hanalei Bay. With 4 bedrooms, a gym, pool, and ample indoor/outdoor space, it's a dream retreat. Upstairs, find a bright living/dining...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Princeville, Hawaii

Full Ocean View, Great For Whale Watching

It doesn't get any better than this: gorgeous, light, bright, breezy, full ocean view condo. Two wonderful lanais private and quiet. The perfect place to watch dolphins and whales play. Enjoy rainbows across Kauai's pristine mountains. While sipping your morning coffee...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Princeville, Hawaii

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