Holiday rentals with a pool in Kauaʻi County

4.98 out of 5 average rating, 292 reviews

A private lanai features a round table with two woven chairs, overlooking a scenic ocean view. Lush green grass and gentle waves are visible, framed by swaying trees under a clear blue sky.

Apartment in Kapaʻa

Beachfront oceanside condo paradise AC/pool/HT 247

Enjoy the sound of crashing ocean waves, a gentle sea breeze & grand ocean view from your OCEANFRONT STUDIO CONDO. Watch whale breaching during winter season from your secluded balcony. One of the only remodeled units, with larger kitchen, luxury bathroom w/double vanity. Best location between the North & South shore. Close to restaurants, bars, grocery, attractions. 7 miles away from the LIH Airport. A/C, ocean-front pool, hot-tub & cabanas. No daily resort fees, free parking/beach gear.

5 out of 5 average rating, 155 reviews

An open-concept living area features a spacious blue sectional sofa and a dining table with wicker chairs. Large sliding glass doors frame ocean views, while vaulted wooden ceilings enhance the airy ambiance. A TV is mounted on the wall, complementing the contemporary decor.

Home in Kapaʻa

Panoramic luxury beachside condo in paradise A/C

Oceanside Paradise. 180 degree Ocean views. Large private Lanai with breathtaking 180 degree views inside and out. See dolphins, whales, turtles, rainbows & amazing sunrises. Steps from beach & centrally located on the famous Coconut Coast & steps from the Lae Nani beach. Beach chairs & gear included. Beautifully remodeled with an open, custom kitchen/baths & vaulted ceiling. Boasts double master suites, Beautiful Pool, BBQ area, beach access, A/C, washer/dryer & private covered parking.

An inviting lanai features a woven hanging chair beside a small round table. A steaming cup is placed on the table, accompanied by a book. The background reveals lush greenery and panoramic ocean views under a soft sunset glow.

4.99 out of 5 average rating, 335 reviews

~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.

4.95 out of 5 average rating, 102 reviews

Flat in Princeville

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

4.93 out of 5 average rating, 196 reviews

A welcoming living area features a comfortable gray sofa adorned with decorative pillows. A natural wood coffee table sits in the center, accompanied by a cozy chair with a woven design. Light filters in through large doors, enhancing the space's warm tones.

Apartment in Koloa

Suite Hale Kauai 1Br Poipu Condo walk to beach

Welcome to Suite Hale Kauai! Our one-bedroom hideaway is the perfect spot for couples and honeymooners who want to experience the magic of Kauai with a side of comfort and fun. Suite Hale Kauai has everything you need to feel right at home—minus the chores. We’ve put in some serious magic to make sure your stay is as unforgettable as that first sip of tropical drink. Get ready to kick back, relax, and let us help you make memories on this beautiful island you’ll be bragging about for years!

A cozy nook features a spacious daybed surrounded by large windows, offering panoramic ocean views. Decorative pillows and soft fabrics create a welcoming environment. The decor includes coastal-themed accents, with a small wooden table and a chair positioned nearby, enhancing the tranquil atmosphere.

4.98 out of 5 average rating, 301 reviews

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!

4.95 out of 5 average rating, 373 reviews

An aerial view showcases a charming cottage surrounded by lush tropical foliage. A private hot tub is nestled on a deck, complemented by a cozy lounging area. Vibrant flowers and greenery create a serene outdoor space, enhancing the sense of seclusion and tranquility.

Cottage in Hanalei

Romantic Garden Cottage,View! Pool! TVNC#1065

Escape to a secluded romantic haven nestled on an acre of lush gardens in Kauai’s breathtaking Wainiha River Valley. Perched on a bluff with panoramic valley views, this retreat offers tranquility and luxury. Unwind by your private pool and spa, surrounded by vibrant tropical flora, where nature creates an atmosphere of enchantment. Just a short drive away, explore some of the world’s most stunning beaches. Let this serene paradise immerse you in romance and blissful relaxation

4.97 out of 5 average rating, 317 reviews

A bright living area features a spacious sofa and armchair, designed for relaxation. Large windows provide views of the lush outdoor greenery. The open layout connects to an inviting kitchen and dining area, illuminated by pendant lighting and natural light.

Townhouse in Princeville

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.

A spacious lanai features a wooden dining table with a bottle of wine and fruit, overlooking lush green mountains and palm trees. The scenery includes a view of the resort's grounds and a pool area, set against a bright blue sky.

4.96 out of 5 average rating, 201 reviews

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.

A modern living area is featured, showcasing a spacious, light-colored sectional sofa and accent chairs. Large glass doors provide unobstructed ocean views and access to the outdoor space. A round coffee table sits at the center, while neutral decor enhances the bright atmosphere.

4.91 out of 5 average rating, 113 reviews

Puu Poa Honeymoon Suite - A/C - Ocean Views

This meticulously-maintained, 2bdrm air-conditioned honeymoon suite is located at coveted Puu Poa in the resort community of Princeville. Enjoy panoramic ocean views from every angle of this stunning unit and watch the waves roll in and whales breach on the horizon while sipping mai tais on your private lanai. Puu Poa is just a stone’s throw away to three beautiful beaches, and walking distance to 1 hotel Hanalei Bay, Happy Talk, Hideaways Pizza, and Princeville Center.

4.98 out of 5 average rating, 127 reviews

A light and airy kitchen area features a modern counter with white bar stools and a vintage mint green mixer. Decorative elements include a surfboard mounted on the wall and open shelving displaying glassware and plants, enhancing the coastal theme.

Apartment in Koloa

Little Rainbow Kauai | Beachfront, AC, Ocean View

This bright and airy updated condo is the ideal place to stay in sunny Poʻipū for couples, honeymooners + small families. The open living space is clean and welcoming with a coastal boho vibe, and you'll enjoy beautiful ocean + garden views from the huge upper-level lanai. Location is the absolute best - from the beachfront property, you can walk to several of the best beaches on the south shore, local coffee, restaurants, shops, and the incredible pool within minutes.

An aerial view showcases the property on the coastline, highlighting a green landscape interspersed with buildings. The ocean's blue water contrasts with dark rocky shores. The barbecue area is indicated, and distant mountains are visible in the background under a cloudy sky.