Vacation rentals with a pool in Koloa

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Top-rated rentals with a pool in Koloa

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy living space features a spacious bed with crisp white linens. A wooden dresser holds a flat-screen TV, while two chairs and a small table create an intimate sitting area. Light enters through the nearby window, complemented by soft green drapes.
Guesthouse in Poipu
4.99 out of 5 average rating, 468 reviews

SUITE DREAMS 3 min. walk to beach Air Conditioning

Located in the UPSCALE POIPU KAI RESORT, on a tropical greenbelt, that borders 2 beaches. This is an attached 1 bedroom 1 full bath suite with a Jacuzzi tub, large walk-in shower & kitchenette. PRIVATE entry & a private fenced outdoor area with a large covered Patio. 3 min walk along a peaceful greenbelt to the BEACHFRONT GRAND HYATT RESORT & SPA. Walk to Beaches, Pool, Hot Tub, Spa, Golf, Tennis, Restaurants, Bars, Nightlife, Luau, and Shops Private off-St. parking. 24 hr. security patrol.

Guest favorite
Apartment in Poipu
4.88 out of 5 average rating, 124 reviews

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

Guest favorite
A welcoming living area features a comfortable gray sofa adorned with decorative pillows. A natural wood coffee table sits in the center, accompanied by a cozy chair with a woven design. Light filters in through large doors, enhancing the space's warm tones.
Condo in Poipu
4.94 out of 5 average rating, 193 reviews

Suite Hale Kauai 1Br Poipu Condo walk to beach

Welcome to Suite Hale Kauai! Our one-bedroom hideaway is the perfect spot for couples and honeymooners who want to experience the magic of Kauai with a side of comfort and fun. Suite Hale Kauai has everything you need to feel right at home—minus the chores. We’ve put in some serious magic to make sure your stay is as unforgettable as that first sip of tropical drink. Get ready to kick back, relax, and let us help you make memories on this beautiful island you’ll be bragging about for years!

Top guest favorite
The inviting living area boasts large sliding glass doors that open to an ocean view, allowing natural light to fill the space. Comfortable seating arrangements include a sofa and armchair, while a dining table accommodates four. Tropical plants add a vibrant touch to the decor.
Condo in Poipu
4.97 out of 5 average rating, 158 reviews

Kiahuna Plantation at Poipu Beach - Ocean View

Historic plantation era Hawaiian style with breathtaking ocean views. Building 34, Unit 211. PLEASE NOTE: CHECK OUT CLEANING FEES ARE SEPARATE FROM BOOKING FEES. You will be checking in with Outrigger Resorts, our on site property management, and will pay CHECK OUT CLEANING FEE OF $314 plus tax DIRECTLY TO OUTRIGGER RESORTS. Depending on length of stay, additional towel changes and cleaning will be paid for by owner. Any additional services needed will be provided by Outrigger Resorts.

Guest favorite
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.
Guesthouse in Poipu
4.97 out of 5 average rating, 190 reviews

Poipu Tropical Retreat with AC & Pool/Gym Access

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.

Top guest favorite
A spacious living area features large windows offering views of the ocean and palm trees. A comfortable blue sofa is positioned next to a small table, while a large bed with a light gray patterned duvet stands in the corner. Soft lighting is provided by a lamp.
Condo in Poipu
4.99 out of 5 average rating, 130 reviews

Oceanside Tropical Paradise 10-20% OFF NOV-DEC

W O W !! Relax close to the warm, clear Pacific Ocean and famed beaches in Poʻipū on Kauaʻi. Poʻipū was named in Tripadvisor's Top 3 Beaches in the United States in 2021. Located very close to world-famous Poʻipū Beach, Hawaiian National Tropical Botanical Gardens, and Poʻipū Bay Golf Course. Inviting restaurants, fun shopping (We even have Costco), and historical and present-day interest areas ensure there is something to do We invite you to experience true aloha in a magical location!

Top guest favorite
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.
Condo in Poipu
4.98 out of 5 average rating, 292 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

Guest favorite
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.
Condo in Poipu
4.95 out of 5 average rating, 114 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.

Top guest favorite
A light and airy living space features a cozy white sofa draped with a woven throw. A glass-top coffee table rests on a textured area rug. Two framed palm leaf prints adorn the wall, while sunlight filters through plantation shutters.
Condo in Poipu
4.97 out of 5 average rating, 143 reviews

Tropical Oceanside Oasis

Bask in the sunshine & aloha while relaxing in our bright, spacious & serene studio. The property boasts lush, tropical surroundings filled with swaying coconut trees, birds of paradise, orchids & koi ponds. This comfortable, airy top-floor unit is a stone's throw from the ocean where cool trade winds blow year round. The condo is walking distance to Kauai's best surf breaks, beaches, snorkeling, restaurants & shopping. Enjoy endless rainbows & surreal sunsets across the Kauai sky.

Guest favorite
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.
Condo in Poipu
4.98 out of 5 average rating, 125 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.

Superhost
A colorful dining area is highlighted by a rustic wooden table with a large bowl centerpiece. The open kitchen displays modern appliances behind a granite countertop, with a decorative artwork featuring vibrant colors on the wall. Natural light enhances the warm ambiance of the space.
Condo in Poipu
4.84 out of 5 average rating, 174 reviews

Awesome Beach Condo with A/C in Sunny Poipu, Kauai

5 min. walk to - Kiahuna Beach, Poipu Beach Park, Brennekes Beach and many more. This condo is directly in the center of the Poipu Mile - a boardwalk connecting beaches, restaurants, hotels and activity centers. Located directly across from the pools and grounds of the Poipu Atheletic Club (membership included) as well as the Poipu Mall and Keoki's, Puka Dog, Cabana Bar and numerous other great restaurants. Near Kiahuna Golf course and so many more places to enjoy.

Guest favorite
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.
Condo in Poipu
4.89 out of 5 average rating, 178 reviews

Peaceful Poipu Condo

In the heart of Poipu this lovely property is located on the beautiful grounds of Poipu Kai just a short scenic stroll to the surf and sand at Poipu Beach. BBQ, pools and tennis courts on site and restaurants and shops close by make this an ideal location for a get away. This one bedroom oasis is just under 1,000 square feet and is complete with full kitchen, two TVs, WiFi and outdoor patio space.

Popular amenities for Koloa rentals with a pool

When is the best time to visit Koloa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$160,605 GYDG$164,160 GYDG$150,567 GYDG$178,799 GYDG$188,000 GYDG$199,083 GYDG$198,456 GYDG$185,491 GYDG$182,563 GYDG$136,556 GYDG$166,879 GYDG$156,214 GYD
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Quick stats about vacation rentals with a pool in Koloa

  • Total vacation rentals

    Explore 80 vacation rentals in Koloa

  • Nightly prices starting at

    Koloa vacation rentals start at G$37,642 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,960 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Koloa vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Koloa rentals

  • 4.9 Average rating

    Koloa stays are highly rated by guests—averaging 4.9 out of 5!

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