Vacation 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.

4.84 out of 5 average rating, 208 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, 118 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, 100 reviews

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

Our spacious 1bed, 1 bath condo is the perfect place to unwind after a long day of adventuring around this beautiful island. Relax on the lanai with a tropical drink in your hand while watching the beautiful sunset. For more pictures follow us on IG @poipuparadise *3 min walk to swimmable beaches & restaurants *10 min walk to Shipwreck's Beach and The Hyatt *2 easily accessible pools *sweeping ocean views from the lanai Experience this Po'ipu Paradise... more details below in the listing

4.99 out of 5 average rating, 101 reviews

Beautiful 3 Bed Pili Mai condo, A/C

Aloha! Welcome to our 3-Bedroom, 2.5-Bath Condo on Kiahuna Golf Course This two-story, air-conditioned condo offers a peaceful retreat just 0.5 mi. from Kiahuna Beach and 1 mi. from Poipu Beach. Enjoy views of the golf course and mountains, away from road and pool noise. Ideal for families or groups, with 3 spacious bedrooms and 2.5 bathrooms. Key Features: Close to beautiful beaches, Air-conditioned & quiet, top-floor unit. *No Smoking or vaping thank you. Book your Kauai escape today.

4.96 out of 5 average rating, 216 reviews

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

Poipu Tropical Retreat|AC/ Pool/Gym|

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.

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, 101 reviews

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

Escape to paradise in this relaxing 3 bed/3 bath retreat at the Pili Mai condos located on the Kiahuna golf course. This unit can sleep up to 10 guests, relax in its plush interiors, a cozy bunk room, and plenty of great living spaces to create lasting family memories. Walk to nearby shops, restaurants, and amazing beaches, or stay active in the gym, cool off in the pool, or book a tee time for golf. Book your stay today and start counting down till you vacation adventure beings!

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, 284 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.

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, 251 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.

An aerial view of a spacious outdoor pool area is displayed, featuring a large swimming pool alongside a hot tub. Lounge chairs are arranged around the pool, with umbrellas providing shade. Lush greenery and vibrant flowers surround the space, enhancing the tropical atmosphere.

4.99 out of 5 average rating, 123 reviews

Poipu Paradise Condo, 3Bd, 3Ba, pool, hot tub & AC

Paradise Villa located in sunny Poipu Beach. Main floor w/easy access and A/C. 3 Bedroom, 3 Bath, w/washer and dryer that sleeps 8. Surrounded by Kiahuna Golf course and amazing mountain views. Walk to dining, shopping, golf and Poipu beach. Two King Size master suites and a 3rd bedroom with 2 sets of bunk beds. Amenities: Pool, Childrens Pool, hot tub, exercise room, gas bbq.

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.

4.96 out of 5 average rating, 194 reviews

Kiahuna Hale Kai II

Experience the beauty of Kauai from Kiahuna Hale Kai II, our 2-bedroom oceanview retreat located in the heart of the iconic Kiahuna Plantation Resort in Poipu. Located on Kauai’s sunny south shore, Poipu is known for having the island’s best weather year-round — making it the perfect setting for romantic getaways, family vacations, and unforgettable island adventures.

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, 173 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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 187 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

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.

4.93 out of 5 average rating, 147 reviews

October Bday Sale NaluHale, Memories Made Here.

An outdoor patio area is visible, featuring a round dining table shaded by a red umbrella and surrounded by six chairs. The space is framed by lush tropical plants, and an open layout reveals a view of the interior living area beyond.

4.91 out of 5 average rating, 152 reviews

Private Home - Poipu Beach Paradise, Sleeps 6

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, 138 reviews

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

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

4.99 out of 5 average rating, 124 reviews

An airy dining area features a wooden dining table accompanied by a long bench and white chairs. Large windows invite natural light, framing the lush outdoor greenery. Decorative plates adorn the wall, complementing the open layout and modern kitchen visible in the background.

Home in Princeville

New Deluxe A/C Home, Spectacular Mountains Views

4.92 out of 5 average rating, 221 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 Kapaa

Sleeping Giant Cottage with Plunge Pool TNVC 1244

4.98 out of 5 average rating, 249 reviews

A modern living room features a leather couch, accented by colorful throw pillows. A light-colored armchair sits beside the coffee table, which is centered on a vibrant area rug. A painting of sailboats decorates the wall, accompanied by a potted orchid and greenery in the corner.

Home in Princeville

Pua Lanai Princeville Townhome | 3BR | Pool | AC

Condo rentals with a pool

4.96 out of 5 average rating, 123 reviews

Luxurious Poipu Sands Condo Sanctuary

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, 146 reviews

Poipu Waterfront Paradise Condo

4.85 out of 5 average rating, 109 reviews

Poipu tropical garden view w/AC. No stairs!

A small outdoor table is set with a vase of fresh flowers, positioned between two black, woven chairs. The backdrop features a stunning ocean view with palm trees lining the horizon under a clear blue sky.

4.93 out of 5 average rating, 122 reviews

Huge Ocean Views * Poipu * A/C * Pool * W/D * Fun

A spacious living area features a comfortable sofa and decorative pillows, complemented by a wooden coffee table and side tables. Large windows offer views of the outdoors, and a ceiling fan provides airflow. Natural light brightens the room, enhancing the inviting ambiance.

4.98 out of 5 average rating, 153 reviews

BEAUTIFUL Pili Mai 6C Condo SUNNY POIPU!

A cozy living area features a dark gray sofa with tropical-patterned throw pillows, flanked by two woven chairs. A rustic wooden coffee table sits in the center. Sliding glass doors open to a private lanai overlooking lush gardens, bringing natural light into the space.

4.92 out of 5 average rating, 213 reviews

Steps from the Beach, AC, Stunning View

Superhost

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.

4.74 out of 5 average rating, 250 reviews

Cal King Bed/ Surf board included!

4.97 out of 5 average rating, 189 reviews

Tropical Oceanside Oasis

Other vacation rentals with a pool

4.87 out of 5 average rating, 123 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.

Vacation home in Poipu

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

4.85 out of 5 average rating, 126 reviews

A two-story villa is framed by tall palm trees and vibrant tropical foliage. The sky is bright and clear, highlighting the lush gardens that surround the home. Colorful flowers add to the serene atmosphere, creating a welcoming entryway.

Townhouse in Poipu

Beautiful tropical villa, private, walk to beach

4.98 out of 5 average rating, 224 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!

4.93 out of 5 average rating, 154 reviews

A tropical-themed living area features a light-colored sofa against a vibrant leaf-patterned accent wall. Two light armchairs are positioned across from a simple wooden coffee table, creating a cozy seating arrangement. Soft lighting from two lamps adds brightness to the corner, complemented by greenery.

Apartment in Poipu

Kiahuna | AC |Ground Floor End Unit | Family Oasis

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, 155 reviews

Little Rainbow Kauai | Beachfront, AC, Ocean View

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, 195 reviews

Ocean Views A/C Stunning Poipu 9iCondo Golfcourse

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.