Holiday rentals with a kayak in Kauaʻi County

A spacious living and dining area is shown, featuring a round glass dining table surrounded by four woven chairs. A light-colored sectional sofa with neutral cushions is positioned nearby. Large sliding doors open to a verdant outdoor space, while a wall-mounted television is visible.

4.97 out of 5 average rating, 144 reviews

Plantation Princeville 3 Bd 3 Bth Condo Paradise!

Stay at coveted North Shore of Kauai! 3 BR 3 BTH highly sought after condo at Plantation at Princeville. Pictures truly don't do justice! Unit is air conditioned throughout and is truly amazing! The North Shore is one of the most beautiful places in the world! ADVENTURE SUPPLIED - Surfboards - Kayak - Stand Up Paddle Board - Bikes 4 - Beach Toys & Floaties - Snorkel AMENITIES - Swimming pool and spa - Fitness Center and Clubhouse - Community BBQ pool area - Washer/Drier in unit - AC in unit

4.93 out of 5 average rating, 88 reviews

A spacious living area features vaulted wooden ceilings and large windows, offering ample natural light. A wooden coffee table sits center, surrounded by a sofa with colorful cushions and wooden chairs. A ceiling fan enhances the comfort of this inviting space.

Cottage in Kilauea

Private free-standing Cottage,Hot Tub,Walk 2 Beach

Twin Hearts is a unique, comfortable, private, and very well located accommodation on acreage within walking distance of a lovely beach. Kilauea town, with restaurants and shopping, is just 10 minutes away by car. Its many amenities include a hot tub, tandem kayak, beach towels, high speed internet (by Kauai standards), cable TV, Weber gas grill, and so much more. Twin Hearts is a legal, permitted "homestay", Class IV Zoning Permit Z-IV-2015-35, Use Permit U-2015-34, Special Permit SP-2015-12.

4.92 out of 5 average rating, 143 reviews

A charming beach cottage is shown against a sunset sky. The exterior features white siding with dark trim and a well-maintained yard. A pathway leads to the entrance, lined with vibrant tropical plants, enhancing the inviting feel of the property.

Home in Koloa

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

Welcome to our Farmhouse Beach Cottage, perfect for families or couples. Just a half mile from the beach, this home features 2 bedrooms, 1 bath, 1 family room and 1 kitchen. Enjoy modern design, a serene outdoor lanai, well-equipped kitchen, cozy bathroom, A/C bedrooms and beach essentials for all ages. Listen to birds chirp as you walk the neighborhood or to nearby shops and restaurants. Plus access to the Poipu Beach Athletic Club with waterslide, pool, gym, pickleball, Bar & Grill and more!

4.81 out of 5 average rating, 165 reviews

A charming house is surrounded by lush tropical landscaping, featuring tall palm trees and vibrant foliage. The driveway leads to a two-car garage, while well-maintained grass gives a welcoming appeal. The clear blue sky enhances the serene atmosphere of the outdoor space.

Home in Princeville

Paradise retreat! Plunge Pool, Hot Tub, AC!

Tropical Paradise in Princeville’s tucked between golf course and the ocean. 3 bedrooms, den and nook can accommodate 11 people. Window AC in every room, Bali style furniture and all memory form mattresses. Huge backyard with mountain views, plunge pool, hot tub, Hawaiian fruit trees, build in gas grill, outdoor hot/cold water shower. Beach gears, Paddle board, kayak, surf & bodyboards, and snorkeling gears! The rate is based on 6 guests; extra fee $30 per night per additional guest.

4.98 out of 5 average rating, 146 reviews

The modern retreat is nestled within lush greenery, showcasing a spacious yard surrounded by tropical trees. The house's exterior features a light-colored facade and a welcoming covered porch. Scenic mountain views are visible in the background, creating a serene environment.

Home in Princeville

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.

The image features a vibrant sunset casting warm hues over a peaceful condo community. Lush palm trees frame the pathway leading to the residences, while majestic mountains rise in the background, illuminated by the evening sky's colors.

4.97 out of 5 average rating, 65 reviews

North Shore Magic - Beaches, Waves, and Breaks.

Luxury awaits in this fully remodeled custom condo with spectacular views from every room. Sunrise hues and morning rainbows set the tone for your escape. Featuring a chef’s kitchen, fully stocked for your culinary needs, and two master suites with brand-new, high-end mattresses for ultimate comfort. This retreat is minutes from pristine beaches and bucket-list hiking trails. Your adventure begins the moment you arrive! Swim, hike, surf, explore and unplug. TA #198390732801

A spacious living area features large windows allowing natural light to illuminate the space. Comfortable seating options include two wicker armchairs and a light-colored sofa. A wooden coffee table sits at the center, and a ceiling fan complements the tropical decor. Sliding doors provide access to an outdoor lanai.

4.97 out of 5 average rating, 39 reviews

Tropical Princeville Condo w/ Private Lanai!

Experience resort-style living, pristine Pacific beaches, and an idyllic Hawaiian setting when you book this breezy ground-floor condo! This 2-bedroom, 2-bathroom vacation rental allows easy access to Princeville's best beaches like Sealodge Beach, and nearby natural wonders like Hanalei Valley Lookout and the Nāpali Coast. Whatever adventures you choose to fill your day with, return to your homey accommodations to recline in the lanai or prep a meal in the full kitchen.

4.92 out of 5 average rating, 101 reviews

A spacious living area features a comfortable sofa and two woven armchairs, surrounded by tropical decor. A ceiling fan hangs above while sliding glass doors lead to a private lanai with views of lush greenery and ocean. Colorful artwork decorates the walls, enhancing the serene environment.

Apartment in Koloa

Ocean View & AC! 3 Min Walk To Poipu Beach!

𝐖𝐞𝐥𝐜𝐨𝐦𝐞 𝐭𝐨 𝐒𝐚𝐧𝐝𝐲 𝐃𝐨𝐨𝐫 ! This 950+ sq ft, 1-bed, 1-bath condo features a private lanai where you can unwind with your favorite tropical drink while taking in breathtaking ocean views. Situated in the highly sought-after Poipu area, you’re just 3 mins walk from the Poipu beach, rated the #1 beach in America. This unit is one of the largest 1-bed condos in Poipu and can accommodate up to 5 guests, making it a perfect choice for both families and couples.

5 out of 5 average rating, 6 reviews

A two-story house is set within a lush, tropical landscape, featuring a covered front porch with white railings. Green grass and various plants, including palm trees, surround the property, creating a vibrant and inviting exterior. Bright blue skies are visible above.

Home in Princeville

Executive Family 4BR Home w/ AC, Spa and Bikes

Great design for family or friend gatherings in spacious two story home. Fast WiFi, and LG 75" inch OLED TV, and Outdoor Shower Bali Hai waterfall views, beautiful sunsets on the lanai, gorgeous sunrises, and an easy bike or walk to access the 4 Princeville beaches and park Includes: 4 bikes, 3 surfboards, 1 paddle boards, 1 kayak, 4 boogie boards, beach toys, chairs, umbrellas, suns shade, kids game and puzzle closet, ping pong table, & stocked pantry

An open-concept living area features comfortable seating arrangements and a wooden dining table with chairs. A large painting of a mountainous landscape adorns the wall, while natural light brightens the space. A well-equipped kitchenette is visible in the background.

4.93 out of 5 average rating, 235 reviews

A Princeville Suite for all your Needs

15 minutes drive to magnificent Hanalei Bay and just a short stroll to Queen's Bath, Hideaways, and Aninni Beach. Air conditioned suite with a large size living room. Can accommodate one other guest if they don't require total privacy. Princeville shopping and golf course around the corner. Ample amenities provided for guests including: bicycles, boogie boards, beach chairs, umbrellas, some fins, children's toys, BBQ and many other amenities. TA-055-102-4640

4.95 out of 5 average rating, 58 reviews

The spacious living area features a comfortable blue sofa adorned with floral cushions. A round dining table for four is positioned near a window, with views of the surrounding garden. Framed black-and-white photos decorate the walls, contributing to a relaxed ambiance.

Flat in Kapaʻa

Go Paddling and Biking from our Garden - Coco B

Fern Grotto Inn is the perfect home base for exploring Kauai. It is centrally located in Kapaa, on the banks of the Wailua River, and only a block from the beach. You can paddle the Wailua River with our kayaks and SUP's or take our bikes for a spin on the bike path. Coco B is a studio apartment on the ground floor of a four unit cottage, mere steps from Wailua Beach. Glass doors and large windows bring fresh air and garden views to the sun-soaked interior.

A private lanai features a table with two chairs, set against a backdrop of lush greenery and ocean views. The distant mountains are visible under a clear blue sky, creating a serene outdoor dining space.