Family-friendly holiday rentals in Koloa

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, 193 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

An aerial view captures the lush greenery and the proximity of well-spaced buildings to the coastline. The unit is marked by an arrow, showcasing its location amidst tropical landscapes and the serene blue ocean in the background.

4.97 out of 5 average rating, 214 reviews

Sunny Side Waves-A/C-BEACHFRONT-POOL-PLANTATION

Remodeled ground floor, corner unit in exclusive Bld 11. Steps from beach! Whole home A/C (dual split in living room & window unit in bedroom). New cal king bed, queen sleeper sofa & mini twin in the living room. Sleeps up to 5. Super fast wifi. Private lanai steps out to expansive gardens & Twin Bridges. New living & dining furniture! 65” Smart tv. Unit is supplied w/extra amenities, suggested experiences & babysitting recommendations around the island to offer a fantastic & unforgettable stay!

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, 138 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

The spacious kitchen features wooden cabinetry and a large island with a cooktop. Stainless steel appliances are included, along with a double sink positioned under a window. Natural light filters through windows, illuminating the open layout connected to the living area.

4.9 out of 5 average rating, 182 reviews

Poipu Vacation Home | Sleeps 6 | Walk to Beach

Spacious 3 bedroom/2 bathroom, 2450 sq ft Superhost vacation home on the #gardenisle of Kauai in Poipu Kai Resort! Enjoy this spacious entertainment home, sleeps 6, tropical breezes, pool table, and outdoor lanai with BBQ. Vaulted ceilings, smart TVs, beach gear and full kitchen. Steps to Grand Hyatt Regency Kauai, Brennecke and Shipwreck beaches, restaurants, shops, hiking, pool/jacuzzi. Ideal for families or couples seeking the conveniences, comfort and location on Kauai’s sunny south shore.

4.89 out of 5 average rating, 140 reviews

Flat in Koloa

AC•Beach•GroundFloor•Gym•Pool-Kiahuna

Ground Floor opens into nature, your feet in the grass, smell the flowers. Kiahuna Plantation is an ocean front resort with rolling green landscaping, fragrant flowers, Mango trees, Koi ponds, and access to a high end health club. Grilling stations, laundry, pool w/slide, spa, fine restaurants and a coffee shop. Snorkeling, nightly turtles on shore right around the corner. I live on island, I’m available for any reason. Feel free to ask me questions you have, I’ll respond quickly. Building 16

A cozy living room features a comfortable sofa adorned with colorful cushions. A hanging chair adds a unique touch, while a surfboard decorates the wall above. A round coffee table is centrally positioned on a soft area rug, with natural light streaming in through the sliding glass doors.

4.95 out of 5 average rating, 125 reviews

Gorgeous Penthouse w/ AC, Steps from the Beach!

Charming, newly updated condo with AC, just steps from the ocean. Blending historic Hawaiian plantation style with modern comforts, this serene retreat is perfect for families, honeymooners, or anyone seeking a peaceful Kauai escape. Fully equipped for a home-away-from-home experience, the condo offers easy access to lush landscapes, stunning coastlines, and the island’s best attractions. Winter, spring, summer, or fall—you're sure to fall in love with this romantic, tropical getaway.

4.91 out of 5 average rating, 163 reviews

Tropical Paradise | Poipu | Ocean views

Come and enjoy this amazing Ohana friendly condo for honeymooners, families with little ones or on your own! This truly is our little slice of heaven on earth and we can’t wait for you to experience it here at condo #245! ALL FEES INCLUDED HERE IN AIRBNB! 🎉 Come enjoy: -Beautiful decor and furniture with tropical vibes -5ish minute walk to the best beaches, pool, amenities & restaurants -Top floor, corner condo with 15 ft ceilings -Accommodates 5 guests (small children friendly)

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.

4.99 out of 5 average rating, 137 reviews

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.

Lush greenery surrounds a pathway that meanders through palm trees, leading towards the vibrant blue Pacific Ocean. Gentle waves can be seen crashing along the shoreline, with a clear sky above enhancing the coastal view.

4.98 out of 5 average rating, 160 reviews

Poipu Stunning Oceanview - Steps from the Beach!

Kahala 623 sits at the top of the Poipu Kai greenway with an unobstructed view of the wonderful Pacific Ocean. Our building is in one of the premiere condo units on Kauai. Palm trees sway in the trade winds as you sit on your lanai, watching the ocean waves. In the morning, you might catch dolphins or whales playing just offshore. Then enjoy the evening sunsets all year long! Nicely outfitted with everything you need to have a magical Kauai vacation.

4.98 out of 5 average rating, 217 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

An aerial view captures the picturesque landscape of Poipu Beach, with the calm turquoise waters and sandy shore visible. The surrounding area features homes, lush greenery, and mountains in the distance, highlighting the natural beauty of the location.

4.98 out of 5 average rating, 239 reviews

Closest One Bedroom to Poipu Beach! Full Remodel!

Kick back and relax in this stylish space. We just wrapped up a full remodel on this unit so you'll be one of the first to step into a unit with brand new EVERYTHING. This unit is just steps to World Renowned Poipu Beach where turtles & Hawaiian monk seals are frequently found napping on the sand. Walking distance to several eateries and bars and a short drive to The Shops at Kukui'ula with tons of shopping and restaurant options.

A private balcony offers views of the ocean, with gentle waves lapping at the rocky shoreline. Two adirondack chairs are positioned for relaxation beside a pair of woven side tables. The open sky is visible, filled with natural light.

4.93 out of 5 average rating, 102 reviews

Kuhio Shores 411. Right on the water- Cold A/C

This beautiful third-floor, 750-square-foot, one-bedroom, one-bath condo is just 70 feet off the water's edge. There is an elevator for convenience, a queen-sized bed, an additional Murphy bed in the living room, a coin-op washer and dryer on the premises, and high-speed internet. The unit sleeps four GE-167-728-9472-01 TA-167-728-9472-01

Popular amenities for Koloa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The living area features vaulted ceilings and is furnished with a comfortable sofa and accent chairs. A coffee table sits in the center, and a large SMART TV is mounted on the wall. The space is well-lit with lamps, showcasing a blend of wood tones and modern decor.

4.97 out of 5 average rating, 156 reviews

Hawaiian Treehouse 1Br Condo in Poipu with A/C

4.88 out of 5 average rating, 201 reviews

Poipu Poolside Paradise with Ocean views!

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.

4.93 out of 5 average rating, 149 reviews

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

4.9 out of 5 average rating, 119 reviews

An inviting living area is furnished with a comfortable sofa and seating, featuring tropical-patterned cushions. Large glass doors open to a garden view, while natural light enhances the space. A ceiling fan circulates air, and a wall clock adds functionality to the well-appointed room.

Flat in Koloa

KP169-Ground-Beach-Pool-AC-Partial Ocean Lanai

A sunset view over the ocean features a vibrant sky with hues of orange, pink, and purple. The gentle waves reflect the colors, while a beach and distant shoreline are illuminated by lights from nearby buildings.

4.92 out of 5 average rating, 155 reviews

ALOHA - Poipu Beach Vacation Condo

An open-plan living area with a light-colored sofa is complemented by a dining area featuring a glass-top table and transparent chairs. A tropical mural adds visual interest to the wall, while a spacious kitchen is equipped with modern appliances and a large island for meal preparation.

4.92 out of 5 average rating, 119 reviews

Comfort & Style 2-Level condo in Great Location

4.96 out of 5 average rating, 205 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|Spring Special

A dining area with a wooden table is surrounded by wicker chairs, set for a meal with plates and silverware. Large windows allow natural light to illuminate the space, showcasing views of the golf course and mountains beyond. A decorative plant adds a touch of greenery.

4.98 out of 5 average rating, 178 reviews

Ocean Views A/C Stunning Poipu 9iCondo Golfcourse

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 138 reviews

A contemporary living space features a comfortable seating area with two gray armchairs and a sleek coffee table made of wood. Large windows showcase ocean views and provide natural light, while a cozy bed is located in the corner of the room.

Flat in Princeville

Modern Ocean Views with AC

A comfortable living area is furnished with a gray sectional sofa and two rattan chairs adorned with tropical prints. A round coffee table sits in the center, while large sliding glass doors provide a view of the ocean and access to the outdoor space.

4.9 out of 5 average rating, 110 reviews

Oceanview Cottage Walk To Poipu & Brenneckes Beach

4.99 out of 5 average rating, 143 reviews

An open living space features high vaulted ceilings and a blend of natural materials. A comfortable sofa and entertainment area with a fireplace are visible, complemented by light wooden accents. Decorative plants and a surfboard add to the inviting atmosphere, while a dining table occupies one side.

Home in Princeville

Walk to Trails, 2 master suites, AC

Guest suite in Princeville

An airy living space is presented with large glass windows that offer views of the lush garden. A dining table made of wood is accompanied by green chairs, while a light-colored sofa and two woven chairs are arranged around a circular coffee table on a textured rug.

4.91 out of 5 average rating, 424 reviews

Modern Tropical Residence w Indoor/Outdoor Living

4.94 out of 5 average rating, 117 reviews

The vibrant red exterior of the traditional Hawaiian-style house is framed by lush greenery and palm trees. Large windows allow natural light to fill the interior, while the mountainous backdrop enhances the tropical ambiance. A well-maintained lawn surrounds the property.

Cottage in Wainiha

Kaiolohia Hale Haena Walk to Tunnels Beach

4.9 out of 5 average rating, 189 reviews

Apartment in Princeville

Jewel of the Pacific- Oceanfront Paradise

4.89 out of 5 average rating, 301 reviews

Apartment in Kapaʻa

Stunning OceanViews, Kitchen, King bed, WiFi, 203

4.96 out of 5 average rating, 104 reviews

A dramatic sunset paints the sky in shades of orange and pink over the ocean. Lush greenery lines the foreground, leading to a silhouette of mountains in the distance. A towering palm tree stands prominently, adding to the serene coastal scene.

Apartment in Princeville

Hale Luya-Ocean View Condo, Private Beach

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 53 reviews

A lush green lawn meets the sandy shore, where gentle waves lap at the beach. Palm trees line the coast, and visitors can be seen enjoying the water under a clear blue sky, punctuated by fluffy white clouds.

Holiday home in Koloa

The Best Beachfront Hale on Kauai

A spacious living area features light-colored walls and wooden accents. A comfortable sofa is centered between two armchairs, with a coffee table positioned in front. Two lamps provide soft lighting, while framed artwork adds a touch of decor. Window shades allow for natural light.

4.91 out of 5 average rating, 53 reviews

Aloha Dream | Newly Updated | Kiahuna Plantation

A serene landscape showcases a tropical resort at dusk, featuring vibrant swimming pools surrounded by palm trees. The sunset casts soft hues across the sky, while lounge chairs invite relaxation near the pools. Lush greenery complements the tranquil atmosphere of the resort.

4.96 out of 5 average rating, 27 reviews

2 BR @ Marriott Waiohai - Beachfront Resort

A comfortable living area features a light blue sofa, a wooden coffee table, and a pair of lounge chairs. Large sliding glass doors open to a private lanai surrounded by greenery, allowing natural light to fill the space. Wall-mounted shelves display decor and books.

4.92 out of 5 average rating, 51 reviews

Vintage Surf Beach Front Resort A/C

A lush garden landscape is visible, featuring tropical plants and palm trees, creating a vibrant green setting. The well-maintained grounds surround a sparkling pool, with sunlight illuminating the area. Light filters through partially open window shutters, enhancing the outdoor view.

4.9 out of 5 average rating, 348 reviews

Garden Isle Condo

A dining area features a round wooden table surrounded by four white chairs. A large surfboard is mounted on a blue wall, and a decorative vase with dried plants sits at the center of the table. A leafy plant is placed in a white pot nearby.

5 out of 5 average rating, 78 reviews

Hawaiian Haven | Beach Access | A/C

A scenic sunset view is captured from the property, highlighting palm trees swaying gently in the foreground. The vibrant sky displays warm hues of orange and yellow, while a glimpse of the ocean is visible in the distance. A resort pool is located in the lower right corner.

4.99 out of 5 average rating, 86 reviews

Two AC Master Suites w/ Pools + Hot Tub BluEscape

An outdoor pool reflects a clear blue sky with scattered clouds. Lush palm trees line the area, providing a tropical backdrop. The pool features a textured tile edge and stairs leading in. Nearby, vibrant flowers and greenery complement the scenic ocean view beyond.