Family-friendly holiday rentals in Koloa

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, 144 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

4.96 out of 5 average rating, 114 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.

4.98 out of 5 average rating, 101 reviews

A spacious living room offers comfortable seating on a sectional sofa, complemented by natural light through large windows. A view of the landscaped yard extends towards the distant mountains, while decorative elements incorporate natural textures and colors.

Home in Poipu

Poipu Modern Island House with AC & Pool/Gym Access

Our tropical modern home is located in Poipu Beach Estates, an upscale neighborhood bordering the Kiahuna Golf Course. It is minutes from some of the best beaches on Kauai, historical sites, shops, and a great variety of restaurants. Its location on a non-through street provides a quiet and tranquil environment. The covered lanai with comfortable seating has an expansive front yard view (away from the golf course), a perfect spot to relax, rejuvenate and watch the colors of the sunsets.

An aerial view captures the expansive Kiahuna Plantation Resort and surrounding landscape, featuring lush greenery and the coastline. A distinguishing arrow points to Building 23, highlighting its proximity to the sandy beach and clear blue waters. The backdrop includes mountains and distant shores.

4.98 out of 5 average rating, 316 reviews

Slice of Kiahuna Paradise-A/C-BEACHFRONT-POOL

Remodeled bright & breezy top floor, corner unit in exclusive Bld 23. Steps away from top rated Poipu Beach. Privacy. Whole home A/C (dual split in living & window unit in bdrm). Fast Wifi. King bed, queen sleeper sofa & twin in the living room comfortably sleeps up to 4 people. Updated furniture and appliances. 65” Smart tv. Filled w/extra amenities, beach gear, fully equipped kitchen, cooking staples suggested experiences & babysitting recs around the island, offering a priceless stay

4.94 out of 5 average rating, 139 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.

4.89 out of 5 average rating, 263 reviews

An open living area features a spacious dining table surrounded by high-backed rattan chairs. A flat-screen television is mounted against a light gray wall, and natural light floods through multiple windows. Comfortable seating options include leather armchairs, enhancing the room's inviting layout.

Guest house in Poipu

Luxury Beach Cottage, Sleep 4, Game Rm, Near Shops

This 1 bed/ 1 full bath unit is nestled on the 2nd floor above the garage, with another home located on the property. It has a full kitchen, BBQ, split system AC, memory foam beds, and beach gear included. Poipu Beach is the best place to stay on Kauai. Within a few miles from the house you have, great surf spots, hiking, snorkeling, diving, fishing spots, world-class golfing, excellent restaurants and local boutique shops. Come to the south shore of Kauai for an ultimate get away.

4.9 out of 5 average rating, 183 reviews

Tropical Paradise | Ocean views | Kiahuna

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 table is set with two glasses of white wine beside a plate featuring slices of cheese and fresh fruit, including a pineapple and papaya. The setting sun casts a warm glow over the green lawn and surrounding tropical vegetation.

4.9 out of 5 average rating, 252 reviews

Ocean views/AC/free parking/walk to beaches in 10!

Enjoy the views of the ocean, sunset, turtles, dolphins and whales (depending on the season) from lanai, full kitchen and washer/dryer at the Makahuena Unit 2101 in sunny Poipu! 10-minute walk to Shipwreck and Poipu beaches with many restaurants and shopping centers nearby. Free parking, wifi & calls to US and Canada with a swimming pool, hot tub, BBQ grills and a tennis court on-site. Please note that there might be random complex wide improvement work conducted at times.

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, 152 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.

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

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 Poipu

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.

An aerial view showcases the oceanfront condo situated along a rocky coast. The clear blue waters transition to darker hues deeper into the sea. Lush greenery and rolling hills are visible in the background, with white clouds scattered across a bright sky.