Holiday rentals with a pool in Kauai

A vibrant garden foreground showcases lush red foliage, leading into a well-maintained green lawn. In the background, gently rolling hills meet the ocean under a clear blue sky, framed by large trees dotting the landscape.

4.95 out of 5 average rating, 237 reviews

Ocean & Golf Course Views / 2BR TH / Walk to Beach

Brand new! Experience the beauty of Kauai's North Shore through this luxuriously appointed townhouse situated right on Makai Golf Course with mesmerizing ocean and mountain views. It is located in the heart of the Master Planned Princeville Resort on Kauai's North Shore adjacent to the 5 star resort of The Westin Princeville Ocean Resort Villas. Its quite, private and tranquil location makes it a perfect place to come back and relax after a long day at the beach or exploring the beauty of Kauai!

4.92 out of 5 average rating, 144 reviews

The entrance to the Makahuena condo complex is showcased, marked by a sign displaying the name against a backdrop of lush tropical plants and palm trees. A paved pathway leads into the property, with a glimpse of the buildings visible in the background.

Apartment in Poipu

Poipu Waterfront Paradise Condo

Centrally located condo in Poipu (Koloa). Walking distance to Poipu Beach Park. Great for short and longer stays. So many activities to do or just relax. Equiped with essentials you will need to enjoy your time in this lovely tropical paradise. Property features spectacular ocean views on the southern point of Poipu. AC system and ceiling fans in unit for year round comfort! 2 br, 2 ba sleeps 4. Walking trails and so many activities close by. Community pool and hot tub with tennis court. Enjoy

5.0 out of 5 average rating, 182 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 Wailua

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, 362 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 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.

A bright living area features modern blue furnishings, complemented by a light wood floor. Large glass doors offer unobstructed ocean views and provide access to a sunlit outdoor seating area with umbrellas. A decorative mirror enhances the room's spacious feel.

4.94 out of 5 average rating, 99 reviews

Puu Poa 202 Modern Luxury - Oceanfront - AC

Completely renovated in 2022 this rental is one of the best oceanfront condos on Kauai. This two bed two bath unit boasts sweeping ocean views from your kitchen, living room, dining room, lanai, and primary bedroom. Open spaces, new appliances and a thoughtful design create areas perfect for creating memories, incredible meals and making you feel at home in this luxury retreat. This Princeville condo is perfectly located walking distance to two beaches and has a pool and tennis court.

4.96 out of 5 average rating, 210 reviews

A modern vacation home is showcased amid lush tropical landscaping and native plants. The covered lanai features outdoor seating, and large windows allow natural light to illuminate the interior. The home is situated in a peaceful neighborhood with clear blue skies overhead.

Guest house in Poipu

Poipu Tropical Retreat|AC/ Pool/Gym| JULY Special

Discover beautiful Kauai from this spacious 1 bedroom vacation home, built in 2018, in the heart of sunny Poipu. Located in Poipu Beach Estates, the newest upscale neighborhood bordering the Kiahuna Golf Course, that is just minutes from the best beaches on Kauai, shops and restaurants. Create lifetime memories from this modern retreat with its tropical Asian decor. This is a stand alone house, very private, not an apartment. Enjoy a complimentary Poipu Beach Athletic Club membership.

4.98 out of 5 average rating, 328 reviews

Sea and Sky Kauai, an Oceanfront Penthouse dream

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, 400 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

4.98 out of 5 average rating, 331 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, 229 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.

4.99 out of 5 average rating, 150 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 Poipu

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.