Koloa Vacation Rentals – Historic Charm Meets Island Luxury
Koloa vacation rentals blend historic charm with modern comfort on Kauai's sunny South Shore. Stay in restored plantation homes or luxury villas, just minutes from Poipu's beaches, golf, and shopping.
Koloa, located on Kauai's sun-drenched South Shore, blends plantation-era charm with upscale vacation comfort. As the site of Hawaii's first sugar plantation, this historic town retains its cultural heritage through preserved architecture, small-town streets, and local artisan shops.
About Koloa Vacation Rentals
Vacation rentals in Koloa include beautifully restored plantation cottages, spacious homes, and luxury villas equipped with modern comforts like private lanais, chef-style kitchens, and resort-style amenities. Whether you're planning a romantic retreat or a multigenerational stay, Koloa accommodations cater to all types of travelers.
Key Features of Koloa Rentals
- Charming plantation homes and modern villas with private lanais
- Access to shopping, restaurants, and heritage walking trails
- Short drive to Poipu Beach, hiking trails, and golf courses
- Family-friendly and couple-ready options with local flair
- Close proximity to Kauai's sunny coastal attractions
Nearby Attractions & Local Highlights
- Stroll the Koloa Heritage Trail and learn about the town's plantation history
- Explore the beaches, dining, and snorkeling opportunities in Poipu
- Play a round at the nearby Kukuiolono or Poipu Bay Golf Course
- Visit the Spouting Horn blowhole and the National Tropical Botanical Garden
Why Stay in Koloa?
Staying in Koloa offers the perfect balance between cultural immersion and resort-style relaxation. It's a convenient home base for discovering Kauai's South Shore, with easy access to both natural and historical treasures. For travelers wanting proximity to beaches but a quieter, more historic setting than Poipu, Koloa is an ideal fit.
Browse and book your Koloa vacation rental below to enjoy the best of Kauai's heritage and hospitality on the South Shore.
Deluxe OCEAN VIEW Ground Floor END UNIT....Heated PoolnWalk to the Grand Hyatt
EXCEPTIONAL IN EVERY WAY describes one of the best Poipu Sands condos available. Until you get there, you would not realize the advantages to this unit as compared to all the others. Unlike many of the others, this one is opposite the HEATED POOL area and close enough...
Beautiful Poipu 2 bdrm Ocean View Suite!
The Point at Poipu is a dream vacation destination on the southernmost tip of Kauai. The resort overlooks the sands of Shipwreck Beach & is secluded among lush landscapes. After a day of exploring, return to the resort to relax in the spacious two-bedroom accommodations...
Kiahuna Ocean View Ground Floor- in Unit Washer/dryer
Welcome to our beach bungalow on the sunny south shore of Kauai! Our ground-floor, one-bedroom, one-bath condo is located on the Kiahuna Plantation, the only white sand beachfront resort in Poipu. When you arrive at condo #28, you'll find that it is located on the...
Makahuena 5203 - Elima Building: Oceanfront 2BR Condo
Located on the southernmost point of Kauai, this unique oceanfront property is situated on the edge of a bluff providing spectacular views of the blue Pacific and the entire Poipu coastline from each unit. Incredible ocean views are the dominant feature of this resort...
Modern, Recently Updated, Walk to Beach, AC, Private Lanai + Pool, Sauna, Tennis
POIPU CRATER 16 AT KOLOA KAI VACATION RENTALSLuxury Living in a Tropical ParadiseWelcome to Poipu Crater 16, a newly renovated designer cottage that offers the perfect blend of luxury, comfort, and natural beauty. Nestled within a lush 7-acre dormant volcano crater,...
Beaches, Eats, Shops, Trees, Flowers, Frogs, Birds: Go Native!
Waikomo Stream Villas is a lovely SMALL RESORT property in the heart of POIPU'S BEST SHOPPING, DINING, AND BEACHES. A mature TROPICAL GARDEN with many flowering plants is the centerpiece of this 3.9 acre resort of several surrounding three-story wood buildings, a POOL...
Makanui 522 - Mountain Views, FREE membership to the Poipu Beach Athletic Club
MAKANUI 522 AT KOLOA KAI VACATION RENTALSMountain-View Condo with Pool Access and Close to Iconic BeachesWelcome to Makanui 522, a stunning 2-bedroom, 2-bathroom, 2-level condo offering breathtaking mountain views, modern comforts, and easy access to Poipu’s...
One-Bedroom Condo with A/C and Fantastic Ocean Views
Our Prince Kuhio 206 condominium is a charming one-bedroom unit that has been recently updated. This vacation retreat features slab granite counters, new kitchen and bath tile, new carpet, new appliances and cookware, and a generous king bed. It is close to everything...
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Welcome to Kipuka Hale, a beautiful designed, newly renovated home. Located in a quiet, stunning neighborhood just two minutes to the world famous Poipu Beach. Our guests have full access to Poipu Beach Athletic Club, which includes a pool, hot tub, basketball/tennis...
Kolepa Kai: Beautiful 3 bed/3/5 bath Home
KOLEPA KAI AT KOLOA KAI VACATION RENTALSTropical Paradise on Kiahuna Golf Course in PoipuWelcome to Kolepa Kai, your ultimate Kauai getaway located on the stunning South Shore in the desirable Wainani neighborhood of Poipu. This beautifully appointed 3-bedroom, 3.5-bath...
SANDY BEACH RESORT New remodel with air conditioning. Beach 2min walk!
Paradise. This spacious beach home has a 2 LEVEL OPEN FLOOR PLAN with 2 bedrooms/2 bathrooms and A/C. We are building #37, Unit 243.BEACH: The Travel Channel named our Poipu Beach “America’s Best Beach” and we can see why. This beach is pristine with soft, clean...
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
Imagine yourself living in this gorgeous location with amazing views of the deep blue ocean and lush tropical mountains. This spacious 2 bedroom/2.5-bathroom condo consists of a 2-story layout with high ceilings. It is the best location in the complex, situated on the...
Fall special for months of October & November. See calendar
Aloha! Come bring your ohana (family) and friends to sit on our beautiful wrap around patio at our beautiful Pu'uhonua (place of refuge) with breathtaking tropical views. The great room and kitchen are the heart of Pu'uhonua located on the 2nd floor featuring wrap...
Ground-Floor Beachside 1BR Retreat with Private Patio, Lawn, Pool & Health Club
Escape to our newly remodeled 1-bedroom, 1-bath condo, perfect for couples or small families seeking a beachside getaway. Located on the ground floor with no stairs, this condo offers a private patio opening onto an expansive grass lawn, ideal for kids to play or for...
Malia Makai - F - Honu - A/C, Ocean Views
MALIA MAKAI - F AT KOLOA KAI VACATION RENTALSHonuYour Modern Island Escape in PoipuWelcome to Malia Makai F – Honu, a newly renovated 2-bedroom, 1-bathroom cottage designed for relaxation and adventure in Poipu. From its vibrant island-inspired interiors to its prime...
Beautiful Private Cottage w/ AC in Sunny Poipu Beach Estates 5 Minutes to Beach!
This new, air-conditioned suite is in an exclusive neighborhood of Poipu, offering you the most rare and impressive accommodation the sunny South Shore has to offer. The rolling golf course greens that surround this property provide an open and airy feel. Enjoy the...
4 br Luxury Home in Kukuiula w Pool
Spectacular golf course views are just some of the highlights of the Pa'ina Makai vacation rental in the luxury Poipu community of Kukuiula. Pa'ina, meaning “to gather” in the Hawaiian language, is the perfect name for this home, which has many open living areas for...
Ocean-view condo with balcony, AC, washer/dryer & pool - walk to the beach
Prince Kuhio 319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a relaxing Hawaiian escape at the Prince Kuhio condos of Kauai. Named in honor of the revered statesman and...
Hale Moana - Best Value Beachfront Home Steps from Beach!
Poipu Kauai’s perfect beachfront vacation home with the perfect price! Every room opens onto the huge covered lanai and has stunning ocean and sunset views. Spacious grounds at the waters edge. Queen and 2 Twin beds. A/C in bedrooms and living room as of May 2023!“A...
Makahuena 4205 by Destination Kauai - Partial Ocean View End Unit
E Komo Mai, Welcome to The Makahuena 4205!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on the edge of a bluff providing spectacular coastal views. This 2-bd/2-ba is a single-level condo on the second story...
Stone House - Beachfront Home with 180 Degree Coastline Views!
YouTube Video Presentation - https://youtu.be/0hYizfnECb8The Stone House is built on a point of land that has a 180 degree white water ocean view like no other! The home sleeps up to eight people and includes three bedrooms, two bathrooms and is adjacent to a white sand...
Poipu Palms #102 Oceanfront, pool, near beach
Part of the intimate Poipu Palms condo community, this tropical property stuns with incredible ocean views. Out on the private lanai, gather with your ohana to sip on a cool drink and let the ocean breezes lull you into complete relaxation mode.Whip up meals in the...
Makahuena 5101 by Destination Kauai - A/C Oceanfront
E Komo Mai, Welcome to Makahuena 5101“The Makahuena” is located on the southernmost point of Kauai. This unique oceanfront resort is situated on the edge of a bluff providing spectacular coastal views. This 2-bd/2-ba condo is on the ground floor with breathtaking...
Poipu Koloa - 2 br unit Ocean/Garden view in Kauai
We can book Ocean Front/OV/Garden view unit if they are available.Price from the system is for Garden View unit. If you like OV, please request it.This is timeshare resort, per policy, unit number floating. Don't know exact unit be assigned until check in, but the view...
Palm-lined condo with easy beach access, pools, hot tubs, & tennis courts
Tropical Oasis at Poipu Kai 514Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Say aloha to your next favorite vacation when you book a stay at this newly remodeled first-floor Poipu...
Daydream Believer, House, 4 bed, 3 bath, sleeps 13
DAYDREAM BELIEVER AT KOLOA KAI VACATION RENTALSMountain Views, Steps from Shipwreck Beach, and Room for the Whole OhanaWelcome to Daydream Believer, where the spirit of aloha and family come together in a spacious, mountain-view retreat just a five-minute walk from...
Kahala 621 by Destination Kauai - 1BD, Walk To Beach, Portable A/C
E Komo Mai — Welcome to Kahala 621!Located in the premier Poipu Kai Resort on Kauai's sunny south shore, Kahala 621 offers distant ocean views and lush tropical landscaping. Just steps from a scenic greenbelt walking path and minutes from popular beaches like...
BEAUTIFUL BREATH-TAKING Ocean and Sunset Views w/ AC, Upscale Furnishing, & Art.
Enjoy Breath-Taking Beautiful Ocean views w/ AC, Upscale Furnishing, & Art.Our spacious split level condo offers incredible and unobstructed ocean views. The private lanai is the perfect spot for true relaxation, listening to the sounds of the waves crashing against...
Kapili 52 Oceanfront Condo
Welcome to Koolkondo.com where you will experience luxury vacation rentals at its finest. Our stylish boutique hotel style condos and homes have it all. You will absolutely enjoy your home away from home with VIP concierge style services in modern island luxury! Our...
Kuhio Shores #211 - Best Value Oceanfront Condo in Poipu!
This air conditioned two bedroom two bath oceanfront unit is on the second floor of Kuhio Shores condominium located in sunny Poipu, Kauai. Fronting a sandy bay this complex has as an elevator and offers some of the best surfing, body-boarding, swimming and snorkeling...
nNew open concept Garden Delux Kiahuna, Partial Ocean View Retreat!
Celebrate Aloha and the tradition of Hawaii with a stay at our slice of paradise. You'll take a step back in time to a simple more relaxing period when you arrive at Kiahuna Plantation on the sunny south shore of the beautiful island of Kauai, 'The Garden Island'....
Poipu Oceanfront Penthouse AC, high WIFI, Well Stocked Kitchen, Beach Chairs
The stunning oceanfront Toyabrown Penthouse is located on Lawai Road, forty feet from the water and features a spacious oceanfront lanai (deck) overlooking four renowned Poipu surf spots, and is the perfect honeymoon accommodation. Note: A Top Floor Oceanfront Location,...
Poipu Ohana Vista - Spacious Home Near Beaches, Community Pool Access
POIPU OHANA VISTA AT KOLOA KAI VACATION RENTALSExperience the essence of Kauai’s beauty and relaxation at Poipu Ohana Vista, a spacious and versatile home ideally located between Poipu Beach and Shipwreck Beach. With breathtaking views of sunrises and sunsets just...
New! Poipu Paradise - Golf, AC, Pool
Imagine a perfect vacation rental in Poipu, Kauai, where you can relax in comfort and enjoy the best of island living. This 2-bedroom plus loft condo offers everything you need for a memorable stay.Poipu Paradise features two spacious bedrooms, each with comfortable...
Enchanting home with pool, hot tub, lanai, balcony, golf nearby, & washer/dryer
Makena-An Island ParadiseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha, and welcome to this relaxing and homey Hawaiian retreat on the island of Kauai. This vacation rental...
Kiahuna Ohana Hale By Parrish Kauai-AC, pool, spa, distant ocean views!
Enjoy true island living in this spacious 4,300 square foot home overlooking the 10th fairway of the Kiahuna Golf Course. The large covered gazebo and private swimming pool are the focal point of this fabulous outdoor living space. The home has plenty of shade and sun...
Beautiful - Modern Manualoha 3bdr/3 bath with AC
This fabulous large rare 3 bedroom, 3 bath unit is in the popular Manualoha complex at Poipu Kai Resort. Ground floor corner unit is steps from the greenway and an easy walk to Poipu, Brenneke, and Shipwreck beaches. Featuring a large living area that opens up to the...
Garden Island Oasis - Regency 424 at Poipu Kai. 3 bedrooms - Walk to the beach!
Welcome to our island home! Discover the ultimate getaway at the Garden Island Oasis at the Regency at Poipu Kai, nestled in the heart of the enchanting Poipu Beach area on the south shore of Kauai. This beautiful property is renowned for its lush landscapes and...
Panoramic Oceanfront View, Condo with Air Conditioning and Large Lanai
Kuhio Shores #314. Floor to ceiling wrap around windows provide unobstructed panoramic ocean views! Our light, bright, spacious, and comfortable two bedroom-two bath Poipu Beach oceanfront vacation rental condo sits 40 feet from the ocean's edge. Floor to ceiling glass...
Luxury Poipu Beach House Sleeps 8 with Central AC
This new custom home has 3 large bedrooms & 2.5 baths, perfect for larger parties or families to stay together on their vacation. The house has central AC, high-speed wifi, memory foam beds, and beach chairs and coolers you'll need to enjoy Kauai's beaches. The house is...
Remodeled Top Floor End Unit#49. Perfect location - Sunny & Close to Beach!
Fully updated condo with new open concept kitchen featuring stone counters, kitchen bar, stainless steel appliances, plantation style custom solid wood cabinetry and modern task lighting. Luxurious tiled bathroom also has new plantation cabinets and lighting, tiled...
Kiahuna Plantation Condo - So Close to the Beach!
Beautiful Kiahuna Plantation is located on world-renown Poipu Beach. Enjoy strolling through 35 acres of tropical paradise with gardens of graceful orchids and unusual cactus. The buildings are plantation style with louver shutters on the windows and ceiling fans...
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned
Quiet location in a resort area.New Split AC system.Direct access to greenbelt which provides wonderful walks to two beaches via semi private garden pathways.Private entrance for exclusive use of room and ensuite.Wifi and TVThree world class golf courses within 5...
Renovated 2br Condo with Sweeping Ocean Views
Charming beach condo with ocean views. This bi-level ocean front condominium enjoys a panoramic view of the Pacific Ocean and Shipwreck Beach. The master bedroom shares the view through large windows that invite you to have breakfast in bed. The second bedroom has two...
Luxury Air Conditioned 3BR Kauai Resort Condo
Spacious 3 bedroom Regency condominium in the Poipu Kai resort- minutes walking distance from beautiful Poipu (10), Shipwrecks/Keoneloa (12) and Brennecke's (7) beaches on Kauai's sunny south shore. Double corner unit (windows on 3 sides) with vaulted ceilings in living...
Recently Upgraded - Garden & Ocean View Condo
A perfect place to make your home away from home! This 2-bedroom single story garden and partial ocean view condo has an open layout. Enjoy the amazing views. A very short walk right onto a well-manicured lawn, beautiful blooming trees, few steps to the pool, BBQ, few...
Sandy Beach House - Oceanfront with Private Pool & Sandy Beach
Picked by Islands Magazine as one of the top villas in the world, this spectacular home from our Kauai oceanfront rentals enjoys a private oceanfront location on a secluded beach. Sandy Beach House is bright, airy and the ocean is visible from almost every room in the...
Poipu Sands 214 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches
POIPU SANDS 214 AT KOLOA KAI VACATION RENTALSA Tranquil Island Retreat on Poipu Kai GreenbeltWelcome to Poipu Sands 214, a beautifully appointed ground-floor condo just steps away from the lush Poipu Kai Greenbelt and the breathtaking Shipwreck Beach. Whether you're...
Poipu Beach, Spectacular Ocean view condo, with A/C Sunset Kahili #306
A spectacular ocean view from the living room, bedroom, balcony, air conditioning and a recently upgraded kitchen are a few of the features that you enjoy while staying in your paradise getaway. The fully-equipped kitchen was just renovated in July, 2024 with all new...
Welcome to Paradise: Modern 2BR with A/C, Garden Views & Poipu Beach Club Access
THE UNIT:E komo mai means "Welcome"! This contemporary vacation home features tropical garden views, central air conditioning and a spacious open floor plan with all the modern conveniences. This unit includes access to the coveted Poi'pu Beach Athletic Club!The large...