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, 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

Indoor spacesKitchenLocation

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

FamilyIndoor spacesHot tub

4.96 out of 5 average rating, 117 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.

FamilyIndoor spacesCondition

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.

4.97 out of 5 average rating, 194 reviews

Ocean Views A/C Stunning Poipu 9iCondo Golfcourse

Aloha and welcome to our beautiful brand new 2-story, 3 bedroom 2 1/2 bath, air conditioned condo located on the 9th hole of Kiahuna Golf Course in Poipu. With ocean, golf course, mountain views. It sits a half mile walk from the world famous Kiahuna beach and 1 mile from Poipu Beach. This condo is on the top two floors of the complex. We hope you will be our guests on your next vacation to the Garden Island of Kauai!!! *NO SMOKING/VAPE NO SMOKERS PLEASE DUE TO CHILD HEALTH TA-144-375-6544-01

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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, 317 reviews

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

NOTE: Pool & spa will be CLOSED for resurfacing 9/9/26-10/15/26. Remodeled bright & breezy top floor, corner unit in exclusive Bld 23. Steps away from Poipu Beach. Privacy. Whole home A/C (dual split in living & portable in bdrm). Fast Wifi. King bed,queen sleeper sofa & twin in the living room comfortably sleeps up to 4 people. New furniture & appliances.65” Smart tv. Loads of extra amenities, beach gear, fully equipped kitchen, suggested experiences & babysitters, offering a priceless stay

KitchenIndoor spacesHot tub

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.

4.98 out of 5 average rating, 101 reviews

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.

Indoor spacesFamilyBackyard

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.

4.98 out of 5 average rating, 154 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.

KitchenFamilyLocation

A welcoming living area is furnished with a blue sofa, a hanging chair, and a light-colored armchair. A wooden coffee table is centered on a soft rug. Colorful accent pillows and a surfboard artwork above add character to the space, which receives natural light through the window.

4.91 out of 5 average rating, 135 reviews

Beach Hut | A/C | Beach Access | Pool | Patio

Come enjoy our home away from home for your next vacation! Decor and furniture updated unit w/ AC split in the living room. Historic plantation-era Hawaiian style condo right by the ocean. Very romantic and relaxed place, great for your next Ohana getaway, for honeymooners, or anyone who wants to enjoy the Garden Island of Kauai. You will find just about everything that you need here to make you feel at home. Condo unit #431, building 41 (Top-floor, far left).

KitchenIndoor spacesComfort

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

KitchenIndoor spacesView

A two-story house features a welcoming exterior with large windows and a covered lanai. A sparkling saltwater pool is framed by stone, with a small waterfall adding a serene touch. Flower accents and a cozy seating area invite relaxation in the natural surroundings.

4.93 out of 5 average rating, 116 reviews

Wai’nani Waterfall House Poipu Oasis w/ Pool & Spa

Welcome to Wai’nani Waterfall House, a private luxury retreat in sunny Poipu. Enjoy the entire home with your own saltwater pool, spa, and waterfall. Set along the fairways of the Kiahuna Plantation Golf Course - just minutes from South Shore beaches, dining, and shopping. With breathtaking views throughout the interior and exterior of the home, this is your ultimate island escape!

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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.

4.9 out of 5 average rating, 119 reviews

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.

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4.87 out of 5 average rating, 122 reviews

An aerial view captures the expansive beachfront property overlooking Kiahuna Beach, with lush green lawns and palm trees leading up to the sandy shore. Several sun loungers are visible on the grass, providing a relaxing spot near the water's edge.

Holiday home in Poipu

BEACH! 2min walk | BBQ | Gym | Pool | Snorkeling

Beach lover’s paradise! 2min walk to the Kiahuna Beach ☞ Beachfront w/ garden views ☞ Free resort access* ☞ Shared backyard + BBQ + dining ☞ Private balcony w/ sun loungers ☞ Fully equipped + stocked kitchen ☞ Bluetooth/AUX sound system ☞ 50" QLED Roku TV ☞ Beach essentials ☞ Parking → 1 car 5 mins walk →Poipu Athletic Center 6 mins drive → DT Koloa

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Popular amenities for Koloa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 140 reviews

Gorgeous Penthouse w/ AC, Steps from the Beach!

FamilyKitchenValue

4.99 out of 5 average rating, 100 reviews

Beautiful 3 Bed Pili Mai condo, A/C

KitchenFamilyView

4.87 out of 5 average rating, 209 reviews

Poipu Poolside Paradise with Ocean views!

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Superhost

A heart-shaped floral arrangement is positioned on dark rocks at the edge of the water. The clear blue ocean stretches into the distance, with gentle waves lapping at the stones. A bright sky with scattered clouds complements the serene coastal scene.

4.87 out of 5 average rating, 210 reviews

Peaceful Poipu Condo

Indoor spacesKitchenPool

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

FamilyKitchenLayout

4.9 out of 5 average rating, 135 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.

Apartment in Poipu

KP169 Ground FL Beachside | Pool•AC•Ocean

FamilyKitchenOutdoor spaces

4.96 out of 5 average rating, 164 reviews

A modern living area features a light blue sofa, accent chairs, and a round coffee table atop a textured area rug. Natural light filters through two windows, illuminating the open-concept space that connects to a well-equipped kitchen with wooden cabinetry and dining seating.

Townhouse in Poipu

Luxury 3BR Poipu: Pool, Hot Tub, Gym, AC, Golf

Indoor spacesFamilyAccess

A spacious living area is presented with large windows that allow natural light to fill the space. Seating is provided by a dark green sofa and patterned armchairs. A dining table is visible in the background, complemented by a fully equipped kitchen area. Decorative artwork adorns the walls.

4.98 out of 5 average rating, 171 reviews

Oceanview in Heart of Poipu

Indoor spacesFamilyHiking

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 153 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.

Apartment in Princeville

Modern Ocean Views ~Lovebirds Paradise With AC

KitchenIndoor spacesWi-Fi

4.94 out of 5 average rating, 325 reviews

A serene ocean view is captured from the balcony, featuring gently rolling waves and a clear blue sky. Lush greenery frames the scene, enhancing the sense of tranquility. Outdoor furniture, including a round table and chairs, invites relaxation while enjoying the coastal ambiance.

Condo in Kapaʻa

Oceanview's, Oceanfront Kitchen, King Bd, Wfi K-5

KitchenFamilyOutdoor spaces

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, 437 reviews

Modern Tropical Residence w Indoor/Outdoor Living

Indoor spacesFamilyAir conditioning

4.92 out of 5 average rating, 106 reviews

An aerial view reveals a serene landscape of lush green hills and distant mountains, with the blue Pacific Ocean visible in the background. A winding road leads through a residential area, showcasing homes with canopy-covered roofs and surrounded by tropical foliage.

Home in Princeville

The Palm Treehouse

FamilyKitchenNearby

4.85 out of 5 average rating, 288 reviews

Condo in Princeville

Jewel of the Pacific. Seaside condo at Sealodge

Indoor spacesKitchenGetting around

4.84 out of 5 average rating, 105 reviews

A scenic coastal view features rolling waves meeting the shore, framed by lush greenery and rugged cliffs. Gentle grasses sway in the foreground, while a clear blue sky stretches above, providing a serene backdrop to the vibrant ocean below.

Condo in Princeville

Aloha Zen Oasis~FALL Special~Zen Pool ~ No stairs

KitchenFamilyLong stay

4.98 out of 5 average rating, 349 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.

Condo in Wailua

Beachfront oceanside condo paradise AC/pool/HT 247

FamilyIndoor spacesQuiet

Guest suite in Princeville

A spacious guest suite features a comfortable king bed adorned with decorative pillows and a flower accent. The room includes a seating area with a sofa, wood console table, and vibrant tropical decor, complemented by soft lighting from bedside lamps.

4.93 out of 5 average rating, 270 reviews

Tropical Escape | King Suite & Gear, North Shore

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Family-friendly home rentals with a pool

5 out of 5 average rating, 8 reviews

koolkondo Yoga Retreat Unit 2 with Pool

Indoor spacesFamilyOutdoor spaces

4.96 out of 5 average rating, 191 reviews

Kiahuna Hale Kai II

Indoor spacesKitchenLong stay

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, 150 reviews

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

KitchenFamilyCleanliness

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, 171 reviews

Poipu Stunning Oceanview - Steps from the Beach!

Indoor spacesKitchenAccuracy

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 Wailua

Panoramic luxury beachside condo in paradise A/C

FamilyKitchenValue

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, 91 reviews

Hawaiian Haven | Beach Access | A/C

KitchenFamilyCheck-in

A bright and airy living space showcases a seating area with modern furnishings, including a large couch and two armchairs. A dining table is set with plates and decorative elements, while large windows offer views of the golf course and bring in natural light.

4.8 out of 5 average rating, 98 reviews

3bd/3b Retreat, Sleeps 10, AC, Family-Friendly

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