Poipu Vacation Rentals – Oceanfront Escapes on Kauai's Sunny South Shore

Poipu vacation rentals on Kauai's sunny South Shore include oceanfront condos, resort villas, and tropical homes near beaches, golf, and cultural attractions.

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Stunning Oceanfront Property! Spectacular Ocean Views!

This exceptional oceanfront Penthouse is located on the sunny, south shore of Hawaii's Garden Island in Poipu. This beautifully remodeled, luxurious condo is just 30 feet from the ocean's edge. It offers 180-degree ocean, coastline and mountain views from the lanai,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Beautiful Kukui'ula Home With Great Lanai Space

New pool just added! This home has it all, private hot-tub, brand new pool, fire pit, 2,000 sqftlanai, and enough room for the whole family with over 3,000 sqft of insideliving space! - 5,000 soft totalThis home is special with it's open indoor/outdoor main living area...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai

Visit our remodeled ocean front get-away. The unit has been remodeled from top to bottom, from ceiling to floor. The master bedroom features a California King bed, night stands with reading lights, built-in cabinets for clothing storage, granite countertop, ceiling fan,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

Pali Nui – Gorgeous New Kukui'ula Villa

Jaw-dropping, breathtaking, spectacular: sometimes even the highest superlatives can seem like low-key understatement. Pali Nui—this uniquely gorgeous new Kukui'ula villa—is distinctively designed and stylishly curated, with artful décor, tropical allure, and...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Koloa, Hawaii

Fabulous Location near Shipwreck Beach and Grand Hyatt Resort

We purchased this lovely ground floor garden view condo in April, 2013. This condominium has a large master bedroom with A/C. The master bedroom has an an en-suite master bath with a walk in shower. Our home also has a half bath for your convenience. Our spacious lanai...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Koloa, Hawaii

Oceanfront Corner Villa w/ Air Conditioning

Unparalleled oceanfront views make Unit 1, a highly sought after corner unit, at Poipu Kapili the ideal vacation rental for your dream Kauai vacation. Poipu Kapili is a boutique luxury complex in the heart of Poipu, just minutes from many popular beaches for snorkeling,...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

Hale Anuenue By Parrish Kauai - AC & walk to Poipu Beach!

Perched on the rim of Poipu Crater overlooking Poipu Beach to the west and Mount Haupu to the east, Hale Anuenue ("house of rainbows") offers the perfect spot to see rainbows when the skies offer liquid sunshine. Positioned for views of the morning sunrise glow over the...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

New Remodeled May 2025 1-bed.Apartment in Kiahuna with AC and fiber internet.

Located in Koloa, enjoy what this 1-bedroom apartment has to offer. Guests can take advantage of the fitness room, iron, hair dryer, AC, heating, and WiFi during their stay. The cozy bedroom provides a nice retreat after a day of exploring. Make your holiday one for the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

Remodeled Kiahuna Ocean View Condo with A/C, Close to the Beach! No cleaning fee

Kiahuna Plantation Beach House #179 – Our Hawaiian HeavenWe welcome you to our Kiahuna Plantation Beach House. Unit #179 is our home away from home, and we look forward to sharing it with you. Our unit was completely remodeled with an open concept kitchen with quartz...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

4 BDR, 3 BR, A/C, walk to beaches, restaurants and The Grand Hyatt

Nani O'Hana is a 4 bedroom, 3 bathroom luxury home located in the quiet neighborhood of Poipu Kai. The house is located in the Lanai Villas subdivision of Poipu Kai community where you can easily walk to beaches, tennis courts, pool, Grand Hyatt, Spa, restaurants and...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

PoipuBeach-3rdFl-Partial Ocean- AC-Pool-Garden-313

Private top-floor corner unit in a peaceful building with AC and upgrades—tons of privacy! Enjoy access to the pool, stroll through lush Moir Gardens to reach Kiahuna Beach, and skip the resort fees. Beach gear is included for your convenience. This serene retreat is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Koloa, Hawaii

Kauai Bay House, Ocean Front, AC

KAUAI BAY HOUSE AT KOLOA KAI VACATION RENTALSOceanfront Luxury Overlooking Kukuiula BayWelcome to Kauai Bay House, a stunning two-bedroom, two-bathroom retreat perched above Kukuiula Bay on Kauai’s sunny South Shore. Offering breathtaking ocean and mountain views from...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

14 Beds / 9 Bath / Central AC / Luxuriously Spacious / Accommodates 28!

NEW LISTING! 3 Separate Condos in the same building - On the 2nd & 3rd floor of a 3 story building. 1-5 Bedroom (3 Kings, 3 Queens) 3 Bath Sleeps 12 Adults2-4 King Bedrooms 3 Bath each sleep 8 Adults. BEST VILLAS AT THE REGENCY! A cut above the rest. Finest furnishings...

🛏 13 Bedrooms
🛁 9 Bathrooms
👤 Sleeps 28
📍 Koloa, Hawaii

The ‘IMI OLA at Kiahuna Beach - Great Location on Kauai's South Shore -A/C

Aloha! E komo mai to our little slice of paradise. Located in the community of Kiahuna Plantation Resort in Poipu, Kauai in Unit 127. Our first-story walk out unit sits on a 35-acre beachfront resort with large rolling lawns, well maintained gardens, and a path that...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

Charming 3br Cottage w AC, Ocean Views

New Listing! Welcome to Kukuiula Vacation Home #2, a charming ocean view beach cottage located in the heart of Poipu's desirable Kukuiula neighborhood. This single-story plantation-style home beautifully combines vintage Hawaiian charm with modern luxury, offering a...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Koloa, Hawaii

Hale Nani: New Poipu Villa - Pool / Spa + Ocean Views

Breathtaking, sensational, divine. It’s impossible to overstate the appeal of this exceptional villa, with its spacious, elegantly appointed rooms and gorgeous grounds set against a dazzling backdrop of palm-fringed golf course, dramatic mountains, glittering ocean,...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

Relaxed Suite Near Shipwreck Beach + Parking & Pool Access + Kitchen

Experience oceanfront serenity with stunning views, spacious rooms, full kitchen, private balcony, and in-room laundry—ideal for couples and families. Snorkel nearby, hike the Mahaulepu Trail, or spot turtles at Poipu Beach. Relax in our large outdoor pool. Whether...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Koloa, Hawaii

Kuhio Shores 217 Superior Air Conditioned Condo at Kuhio Shores

Mini split Air Conditioning system just installed to make your Kuhio Shores 217 cooling experience perfect. Open windows, trade winds, fans to hear the soothing sounds of the ocean. And now if none of the above works you have use of a quiet, efficient air conditioning...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Koloa, Hawaii

LUXURY VILLA, 3 Private Suites, Pool/Spa, Gym, Central A/C, Beach

This exquisite Villa has it all! Located in The Villas at Poipu Kai boutique development. With 1900 s.f. living area, this three bedroom three bath view unit features an expansive covered lanai, private elevator access, central air, central vacuum, washer/dryer, and...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Poipu, Hawaii

Hale o ka Nene: Luxury 6BR Estate with Pool, Spa & Golf Views

Welcome to Hale O Ka Nene, a striking six bedroom, six and a half bathroom estate set within the exclusive enclave of Kukui‘ula on Kaua‘i’s sun drenched South Shore. Designed for refined island living, this 4,200 square foot holiday home accommodates up to fifteen...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 15
📍 Koloa, Hawaii

Lei Hali'a - Steps Away from Poipu Beach with A/C!

Located just steps away from the world famous Poipu Beach and Brennecke’s Beach on Kauai’s sunny South Shore, Lei Hali’a is ready to help you create lasting vacation memories from this island paradise. From the spacious and comfortable outdoor living space...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Koloa, Hawaii

Hale Pohaku Kai: Poipu Seaside Stunner

Hale Pohaku Kai is a paradise of paradoxes: elegantly furnished, yet casually comfortable; spacious & airy yet cozy, too; wonderfully private, but with Poipu’s world-class sandy beaches, parks, restaurants, shopping & lively local events only a few minutes away. The...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Wainani "Heated Pool, Hot Tub, Game Room & A/C"

5 night minimum stay required.Beautiful Wainani home overlooking the 4th Fairway of the Kiahuna Golf Course. Located in a cul-de-sac in the Wainani neighborhood in sunny Poipu. Close to shopping, dining and several beaches (Poipu Beach Park, Shipwrecks, Brennecke's to...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park

TMK: 4-2-8-018-005-0001-000This custom designed Hawaiian plantation style cottage is located just off the Brennecke's beach side of Poipu Beach Park, 100 steps to the beach!This spacious house was designed and built in 2013 to be the perfect vacation retreat - its...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

Marriott's Waiohai Beach Club 2BR Oceanview Villa

Tucked along the pristine Poipu beach in the heart of Kauai's South Shore, Marriott's Waiohai Beach Club invites travelers to step away from the hurried pace of daily life and ease into the soothing tempo of island living. Flanked on both sides by world-class resorts,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home

Coco Cottage at Poipu Beach is a classic, sugar plantation-style home located on the sunny south shore of Kauai. Completely rebuilt, it offers beautiful furnishings, a fully equipped kitchen, full-size washer and dryer, two air-conditioned bedrooms, each with a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

Kukui'ula Country Club Villa with Private Pool

Welcome! We hope you enjoy a fabulous stay with us in this picturesque Hawaiian home! Managed by LoveRentals and your on-site host, Lauren. Featuring some of the most luxurious amenities and features possible, this exclusive home in Kukuiula Country Club is perfect for...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 16
📍 Koloa, Hawaii

OCEANFRONT Poipu Studio - Honeymoon, AC, View Turtles from Lanai, Access to Gym

NEW AC Split Air SystemNEW Free Access to air-conditioned Strength Studio gym in nearby Koloa Town - 30 minute workouts. Vasper Systems, ARX and Carol bikes.Now offering an 850 sq ft Oceanfront 2nd Floor Studio with new expanded oceanfront lanai for Two. Overlooking the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Koloa, Hawaii

Marriott's Waiohai Beach Club 2BR Islandview Villa

Tucked along the pristine Poipu beach in the heart of Kauai's South Shore, Marriott's Waiohai Beach Club invites travelers to step away from the hurried pace of daily life and ease into the soothing tempo of island living. Flanked on both sides by world-class resorts,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Poipu Shores 101B - Ocean Front, 1 bedroom, 1.5 baths, AC

POIPU SHORES 101B AT KOLOA KAI VACATION RENTALSEscape to Poipu Shores 101B, an oceanfront haven where stunning views and luxurious amenities await. Nestled along the breathtaking Poipu coastline, this condo offers a serene retreat with access to everything you need for...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Koloa, Hawaii

Easy walk to beach! Spacious Patio, Covered Lanai, Shared Pool, Gym

Minutes from the beach! Paradise awaits. Immerse yourself in the breezy and tropical feel of our condo with all the amenities at your convenience!Hosted by LoveRentals and locally managed by Lauren and Peter. This luxurious rental villa features three bedrooms, a...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Poipu, Hawaii

Luxury Condo with AC, Large Pool, Golf Course, Gym

Same listing as https://airbnb.com/h/pilimai5j. The new Pili Mai Resort is an open-skied sanctuary within the popular town of Poipu. The luxury condo comes with 3 bedrooms, 3 full bathrooms, office workspace and spacious lanai to enjoy the beautiful garden view with...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Pineapple Paradise at Poipu Crater A/C In Bedrooms

Poipu Crater is our slice of paradise AND it's literally located inside of an extinct volcanic crater. Nestled into the hillside, this condo is shaded from the afternoon sun keeping it comfortable and cool. This is our home away from home. We live on the west side of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

Hale Kahili Nui – Poipu Beach Estates Luxury Villa

For those desiring larger accommodations, Hale Kahili Nui able to be combined with Hale Kahili Ohana for a Hale Kahili 8 Bedroom Estate experience.Amazingly spacious and extraordinarily appealing, this newly constructed 2-story villa is conveniently located in Poipu...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

Luxury family friendly home within walking distance to Poipu Beach.

Honu House is located in sunny Poipu on the south shore of Kauai. This home was completed in March of 2019. Honu House is an open concept home with beautiful koa wood floors and 10' ceilings throughout, boasts 2 master suites on the main level with plush king size beds...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Poipu Sands 437: Updated Spacious 2BR Ocean View Condo, A/C, pool, tennis, beach

Welcome to Poipu Sands 437! This top floor ocean view condo is spacious, updated and comfortable, with a 300+ sq ft lanai overlooking the cliffs of Shipwreck Beach, perfect for turtle, dolphin and whale watching (in season). There are two bedrooms, two bathrooms, a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Poipu Sands 126 By Parrish Kauai

Our luxurious Kauai vacation rentals at Poipu Sands offer spacious layouts, large covered lanais, a private heated resort swimming pool, community gas BBQs, on-site tennis courts, and more.Centrally located in Poipu, adjacent to the Grand Hyatt Resort & Spa as well as...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Maluhia at Wainani - New Poipu Home with Private Pool & AC

Maluhia at Wainani is a fresh and stylish modern villa with all the amenities one desires while on vacation. Tucked back away in the quiet part of Poipu, but still perfectly located near the beach, this home is the idea vacation spot. Centrally located in Poipu Beach...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 7
📍 Koloa, Hawaii

New! Luxury Split-Level Retreat at Pili Mai

Luxury Split-Level Retreat at Pili Mai #15E | Poipu ParadiseProperty OverviewWelcome to this stunning split-level home at the prestigious Pili Mai Resort in sun-soaked Poipu, Kauai. This immaculately maintained 3-bedroom residence offers the perfect blend of Hawaiian...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Koloa, Hawaii

Kuhio Shores designer 2br oceanfront condo w/ AC

This beautiful 2 bedroom and 2 bathroom condo has been fully updated and sits directly on the ocean. You will not find a better view and location in Kauai.All beach amenities such as towels, chairs, and boogie boards are provided.3 AC UnitsFully remodeled...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

Ocean/Sunset Views - Full A/C- Giant Heated Pool - 3 Primary Suite Luxury Poipu

This exclusive "Hawaiian Modern" luxury property is in one of Poipu's premier resort neighborhoods, Kiahuna Golf Village, and is less than a mile from the best beaches and restaurants of Poipu Beach. The private one third acre tropical paradise fronts the Kiahuna Golf...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

New! Upgraded Kiahuna 425 Plus Athletic Club

Rare Find with A/C at Kiahuna Plantation – Newly Upgraded & Steps from the BeachKiahuna Plantation #425 | 2nd Floor Corner Unit | Building 41Looking for cool comfort in paradise? This beautifully updated condo at Kiahuna Plantation now features brand-new A/C — a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

2 BR Luxury Oceanview Condo in Kukuiula

Kainani #1 is a 2-bedroom, 2-bathroom villa nestled in the heart of paradise, offering an unparalleled experience of comfort, convenience, and tranquility.As you step through the ground-level entry, you'll be greeted by the seamless fusion of indoor and outdoor living...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

2 bed/2 bath luxury condo in sunny Poipu with AC

*** Welcome to our Regency Villa in Poipu *** NEW LISTING!We recently bought this luxurious 2 bedroom condo and fell in love with the garden views, chic decor and the prime location. The boutique resort is one of the newest in Poipu. You will love staying here with your...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

Luxurious 4 Bedroom Retreat, Private Pool, Located in KuKui' Ula Community.

Situated on the upper tier of the Kainani neighborhood in the beautiful Kukui'ula Community, this exquisitely designed, newly constructed custom home, features custom imported teak flooring, cabinetry, vanities, trims, natural wood, stone, lava rock, and hand selected...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Koloa, Hawaii

Hawaiian Chic Crater Retreat- a tropical jungle escape in a secluded crater

***FYI- swimming pool will be closed April 15th-May 15, 2024 for repairs***Being on the ocean is amazing, but is it as amazing as having a one of a kind condo in a secluded crater? It has many of the same amenities as a $1000/night nearby resort does, for a much better...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6

FAMILY FUN at Pili Mai, 2br + Game room (bumper pool, poker table, classic video game console, board games, piano, masks and snorkels, beach chairs, croquet, and small yard for the kids to play) 2.5 bath, sleeps 6, no stairs, back yard lawn. Condo is located near the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Luxury Oceanfront Air-Conditioned 2 bedroom Condo Rental- 35 Feet from the Water

Open the door to our beautiful second home in Kauai and know you are in paradise. There is nothing between you and the vast blue ocean, just 35 feet away, which is framed by a wall to wall expanse of floor to ceiling windows. The soothing sounds of the ocean fill the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

3BR/3BA Penthouse: Central A/C! Short Walk 2Beach!

Welcome to BlueTideVillas! This is a VERY spacious (1650+ square feet), top floor (2nd & 3rd), corner Penthouse, 3BR/3BA with two private lanai's to sit on and enjoy your favorite tropical drink. This is one of the most demanded units in all of Poipu due to its central...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Poipu Crater 20 - A/C, Close to Beaches, Shopping, Golf and Restaurants

POIPU CRATER 20 AT KOLOA KAI VACATION RENTALSA Unique Hawaiian Retreat Inside a Tropical CraterWelcome to Poipu Crater 20, a charming and secluded two-bedroom condo nestled within a dormant volcanic crater. Surrounded by lush tropical gardens and vibrant birdlife, this...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

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