Holiday rentals with a pool 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, 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

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.

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, 184 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.

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.

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.

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, 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

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.

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, 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.

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, 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.

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, 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).

A living area features a comfortable blue-striped sofa and two rattan chairs. A coffee table sits in the center on a textured rug. Light streams in through sliding glass doors, leading to a verdant outdoor space, enhancing the open feel of the room.

4.95 out of 5 average rating, 263 reviews

Serene Location, AC, sleeps 4, pool access

Kiahuna Planation Resort #404. Located in building #40. Enjoy relaxing on the lanai listening to the birds sing. This peaceful and centrally-located condo of perfect for couples and families. Enjoy air conditioning located in the living room on those hot summer nights. The bedroom has a king bed and pocket doors to close for privacy. A queen bed folds out from the sofa to sleep 1 or 2 more people. Po’ipū Beach Athletic Club comes as a amenity with the condo.

4.98 out of 5 average rating, 218 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

4.86 out of 5 average rating, 111 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

Popular amenities for Koloa rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.89 out of 5 average rating, 114 reviews

Oceanview Cottage Walk To Poipu & Brenneckes Beach

4.91 out of 5 average rating, 100 reviews

A private pool area features a waterfall cascading over natural-looking rocks, surrounded by lush tropical foliage. Two wooden lounge chairs are positioned nearby, inviting relaxation beside the clear water enhanced by a gentle sheen.

Home in Princeville

"Tide Pools, A Resort Style Home" w/ Concierge

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

An open-concept living area is highlighted by large panoramic windows that offer sweeping ocean views. The space features a comfortable seating arrangement, a woven rug, and a dining table with chairs. Natural light enhances the airy atmosphere, complemented by high ceilings and ceiling fans.

4.88 out of 5 average rating, 50 reviews

school 3203 Makahuena Ocean Front

4.92 out of 5 average rating, 216 reviews

A refreshing plunge pool is surrounded by a wooden deck, featuring two lounge chairs. The exterior of the house, painted in teal, showcases large glass doors that provide views into the living space. A lush monkeypod tree offers shade nearby.

Home in Kapaʻa

Sleeping Giant Cottage with Plunge Pool TNVC 1244

4.92 out of 5 average rating, 119 reviews

An aerial view showcases a spacious home surrounded by lush greenery, with a large sand volleyball court prominently situated in the foreground. Scenic mountains and palm trees frame the landscape, providing a tranquil atmosphere. The home's multiple levels offer expansive outdoor spaces for relaxation.

Home in Kauai

Sunset Waterfall House In Kauai

4.87 out of 5 average rating, 182 reviews

Home in Princeville

Ocean & Mountain Views - Near Beach! FAST WIFI

A bright living area is presented, featuring large windows that open to views of palm trees. A patterned sofa, paired with a wicker coffee table, sits on tile floors. Warm lamps provide illumination, and decorative artifacts adorn the walls and ceiling.

4.92 out of 5 average rating, 141 reviews

NaluHale, Memories Made Here.

Condo rentals with a pool

4.99 out of 5 average rating, 354 reviews

An inviting lanai features a woven hanging chair beside a small round table. A steaming cup is placed on the table, accompanied by a book. The background reveals lush greenery and panoramic ocean views under a soft sunset glow.

Condo in Princeville

~The Surfshack~ with breathtaking ocean views!!

4.85 out of 5 average rating, 101 reviews

Poipu tropical garden view w/AC. No stairs!

A spacious living area features a comfortable sofa and two woven armchairs, surrounded by tropical decor. A ceiling fan hangs above while sliding glass doors lead to a private lanai with views of lush greenery and ocean. Colorful artwork decorates the walls, enhancing the serene environment.

4.91 out of 5 average rating, 106 reviews

Ocean View & AC! 3 Min Walk To Poipu Beach!

4.98 out of 5 average rating, 322 reviews

Condo in Princeville

Sea and Sky Kauai, an Oceanfront Penthouse dream

A vibrant living area features a rattan sofa adorned with tropical-patterned cushions, accompanied by a matching armchair. Natural light is welcomed through sliding glass doors leading to a private lanai with views of the garden. Decorative mirrors and a coffee table enhance the inviting space.

4.92 out of 5 average rating, 102 reviews

1-Bdrm Top Floor Condo in Koloa | AC | Pool | Gym

A large pool is surrounded by lush tropical landscaping, featuring vibrant pink and red flowering plants. Lounge chairs are positioned around the pool area. The clear water reflects the blue sky above, providing a refreshing retreat.

4.73 out of 5 average rating, 247 reviews

Cal King Bed/ Surf board included!

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, 162 reviews

Poipu Stunning Oceanview - Steps from the Beach!

A clear view of the serene landscape features lush greenery and palm trees swaying in the breeze. The ocean sparkles in the distance, complemented by a blue sky dotted with clouds. The image captures the peaceful setting visible from the balcony.

4.8 out of 5 average rating, 215 reviews

Honeymoon Perfect!

Other holiday rentals with a pool

4.85 out of 5 average rating, 162 reviews

A scenic view of a sandy beach alongside lush green lawns and swaying palm trees. The gentle waves lap at the shore, while sunbathers enjoy the sun on the beach. The backdrop features the resort buildings nestled among the greenery.

Apartment in Poipu

Seaside Serenity in Hawaii

4.86 out of 5 average rating, 7 reviews

A balcony features a round metal table with four chairs, accompanied by a small potted orchid. Lush greenery is visible in the background, alongside a view of nearby rooftops and the distant ocean under a clear blue sky.

Apartment in Poipu

Nihi Kai 502 By Parrish Kauai - Central AC

4.93 out of 5 average rating, 68 reviews

A modern kitchen features light wood flooring, white cabinetry, and a spacious island with teal accents. Pendant lights hang above the island, which is lined with bar stools. A decorative backsplash and large windows provide natural light, while a mahogany front door invites entry.

Villa in Poipu

Cottage in the Crater

4.93 out of 5 average rating, 122 reviews

A bright living area is furnished with a sofa and two wicker armchairs, each adorned with colorful cushions. A wooden coffee table is centrally placed, while large windows allow natural light to fill the room, offering views of the surrounding greenery.

Townhouse in Poipu

Beautiful condo, sleeps 9, short walk to beach, AC

4.96 out of 5 average rating, 159 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 Condo with Pool, Gym, Golf Course, AC

4.99 out of 5 average rating, 85 reviews

Poipu Ocean View + AC | Pool & 3m Walk to Beach

5 out of 5 average rating, 58 reviews

An outdoor lanai features a wooden table accompanied by four wicker chairs, offering unobstructed views of the Pacific Ocean. The sky is bright with scattered clouds, and the sea reflects various shades of blue, enhancing the serene ambiance of the setting.

Apartment in Poipu

Direct Oceanfront Penthouse - Makahuena 3202

A scenic view showcases a lush garden with vibrant flowers and palm trees surrounding a central pool area. The sparkling water reflects the clear blue sky, while the vast Pacific Ocean is visible in the background, enhancing the inviting atmosphere of the resort.