Holiday rentals with a pool in Kauai County

A serene outdoor pool is surrounded by lounge chairs and lush tropical greenery. A shaded cabana is visible in the background, featuring a blue umbrella. Tall palm trees sway gently in the breeze against a bright blue sky.

4.83 out of 5 average rating, 206 reviews

Ask about Jeep Grand Cherokee. A/C in bedroom!

In the heart of Poipu lies a cozy 1-bedroom villa, centrally located to everything in Poipu Beach. Step into your home-away-from-home and be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, BBQ grill(in the common areas), and all the appliances you need to whip up delicious meals. Enjoy dining al fresco on the lanai, surrounded by lush greenery and the soothing sounds of nature. Air conditioning in the bedroom as of Jan 2025. *Jeep Grand Cherokee available for fee

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.

4.92 out of 5 average rating, 145 reviews

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

A cozy living area features a dark gray sofa with tropical-patterned throw pillows, flanked by two woven chairs. A rustic wooden coffee table sits in the center. Sliding glass doors open to a private lanai overlooking lush gardens, bringing natural light into the space.

4.92 out of 5 average rating, 209 reviews

Step from the Beach, AC, Stunning View

1 minute walk to a beautiful sandy beach. This beautifully remodeled one-bedroom condo is at Kiahuna Plantation, the only beach-front condos on Poipu Beach, located on the sunny side of Kauai. The condo complex is situated directly on the beach among 35 acres of tropical paradise. Unit 54 is in a perfect location; less than 2-minute walk to two different beaches, it faces a Royal Garden view with expansive scenery of tropical gardens. Listen to the birds and swaying palms on your private Lanai.

5 out of 5 average rating, 185 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.

4.96 out of 5 average rating, 116 reviews

Premier 3BR/3BA Ground Floor Poipu Condo with A/C

Welcome to Pili Mai 2J...one of Poipu's newest luxury projects. This premier ground floor, single level, three bedroom, three bathroom Moana unit, is generously laid out with maximum separation between the bedrooms for extra privacy. Newly built, this unit features a beautifully appointed kitchen, high end furniture and decor, a separate office area, laundry, and private lanai. Relax and unwind in style!! Steps away from the pool and fitness center and a short walk to Poipu Shopping Village.

4.96 out of 5 average rating, 213 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 Koloa

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, 329 reviews

A spacious living area features large windows offering unobstructed ocean views and ample natural light. A round dining table is set for four, complemented by coastal-themed decor. Relaxing seating options, including a daybed, are arranged to take advantage of the captivating seaside scenery.

Apartment in Princeville

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, 401 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, 223 reviews

An open-concept living space features a light-colored sectional sofa adorned with colorful throw pillows. A modern kitchen with stainless steel appliances and a breakfast bar is visible in the background, complemented by vibrant artwork on the walls and natural light from large windows.

Bungalow in Koloa

Stylish beach house a short walk to Koloa fun!

With indoor and outdoor living spread across almost 1/4 acre of gardens, our 2 bedroom/2 bath/large lanai plantation-style bungalow provides convenient access to all of Kauai. The beautifully landscaped cottage lies just a 5 minute drive from gorgeous Poipu Beach, and a five minute walk to the best eating and shopping of Old Koloa town. We also offer access to the pool, gym, yoga and court sports at the Poipu Beach Athletic Club. TVRNCU#1090

A bright living area is presented with a comfortable gray sofa adorned with orange cushions. A wooden coffee table sits center stage, surrounded by a textured area rug. Large windows with plantation shutters allow natural light to enter, complemented by greenery from a nearby potted plant.

4.98 out of 5 average rating, 248 reviews

Sunny Poipu, Mountain View, close to beach, A/C

When you step inside Pili Mai, you'll immediately experience a comfortable tropical ambiance, complete with air conditioning. This welcoming community boasts a pool and sports complex on-site, offering serene views of the mountains and gardens and golf course. It's a tranquil place to call home, just minutes away from the sunny Poipu area, with its restaurants, beaches, and shopping options.

4.9 out of 5 average rating, 119 reviews

An outdoor lanai features comfortable seating with tropical-patterned cushions and a coffee table. A coastal view of the ocean is visible in the distance, complemented by lush green foliage surrounding the space. Ceiling fans provide cooling, enhancing the inviting atmosphere for relaxation.

Home in Koloa

Oceanview Cottage| Walk to PoipuBeach |Free Parkng

Welcome to Hale Nani Kai, your “House of the Beautiful Sea,” where every moment feels touched by the ocean. Stroll to Poipu Beach, relax on the shaded lanai, or watch waves roll in as turtles rest along the shore. Enjoy stunning views of Brenneke’s and Poipu Beaches, with winter whale sightings in the distance. It’s the perfect Poipu retreat for sun, surf, and complete relaxation.