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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Guest favorite
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.
Condo in Poipu
4.83 out of 5 average rating, 196 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

Top guest favorite
Condo in Poipu
4.96 out of 5 average rating, 115 reviews

Luxurious Poipu Sands Condo Sanctuary

THE SEARCH ENDS HERE! You’re invited to experience the 'ALOHA' spirit in this completely renovated, nearly 1000 sq. ft., one bedroom, one and a half bath luxury Poipu Sands Condo. Bedroom air conditioning has been added for your maximum comfort. Our location, proximate to the impressive grounds of the Grand Hyatt Regency, Shipwreck Beach, and the spectacular Mahaulepu Heritage oceanfront bluff top trail, is ideal. Our condo has direct access to the ocean view BBQ grills and nearby heated pool.

Guest favorite
A private lanai showcases a table adorned with tropical flowers and refreshing drinks. In the background, the vibrant blue ocean meets the sky under a few scattered clouds, while swaying palm trees add to the serene coastal ambiance.
Condo in Poipu
4.98 out of 5 average rating, 147 reviews

Oceanside Tropical Paradise in Koloa, Kauai

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 and historical and present-day interest areas ensure there is something to do. We invite you to experience true aloha in a magical location with awesome sunsets also.

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, 307 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

Top guest favorite
Condo in Poipu
4.97 out of 5 average rating, 168 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.

Top guest favorite
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.
Condo in Poipu
4.9 out of 5 average rating, 240 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.

Top 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
4.99 out of 5 average rating, 140 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 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.
Home in Poipu
4.91 out of 5 average rating, 118 reviews

Beach Hut | A/C | Kiahuna Plantation

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).

Top guest favorite
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
4.98 out of 5 average rating, 218 reviews

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

Top guest favorite
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.
Condo in Poipu
4.99 out of 5 average rating, 237 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.

Guest favorite
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.
Vacation home in Poipu
4.86 out of 5 average rating, 111 reviews

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

Top guest favorite
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.
Home in Poipu
4.98 out of 5 average rating, 161 reviews

Oceanview in Heart of Poipu

Beautiful neighborhood. No Condo crowds. This two bedroom house in Poipu Beach Estates backs up to scenic golf course and captures ocean and sunset views. Salt water pool and spa on property (fenced for safety). Well equipped family style kitchen! Vita-mix on counter. Walking distance from great restaurants and epic snorkeling.

Popular amenities for Koloa rentals with a pool

When is the best time to visit Koloa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ2,989ﺩ.ﺇ2,909ﺩ.ﺇ3,052ﺩ.ﺇ3,140ﺩ.ﺇ3,302ﺩ.ﺇ3,496ﺩ.ﺇ3,485ﺩ.ﺇ3,258ﺩ.ﺇ3,206ﺩ.ﺇ3,096ﺩ.ﺇ3,045ﺩ.ﺇ3,669
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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 ﺩ.ﺇ661 per night before taxes and fees

  • Verified guest reviews

    Over 2,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 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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