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.
LUXURIOUS POIPU SANDS CONDO SANCTUARY
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. Situated in Building 4 of the complex, our unit is among the closest to Grand Hyatt Resort and Spa, Shipwreck...
BEACHFRONT KUHIO SHORES POIPU GORGEOUS OCEAN VIEWS 10 STEPS TO WATER FROM CONDO
Ready to relax to the sounds of the sea? Here is your amazing beachfront condo just steps to the water, located on the beautiful island of Kauai. This amazing oceanfront Kuhio Shores villa is located in Poipu on the south shore of Kauai. Our building is rare because It...
Makanui 711 - Garden/Mountain View
MAKANUI 711 AT KOLOA KAI VACATION RENTALSYour Charming Beach Oasis in PoipuWelcome to Makanui 711, a delightful 1-bedroom, 1.5-bath condo offering a perfect retreat in the heart of Poipu. Located just a short stroll from Poipu Beach, Brennecke’s Beach, and Shipwreck...
Hale Ohe - Best Value Beachfront Home Steps from Beach
The Hale O’he (Bamboo House) is twenty feet from an intimate white sand beach. All levels have lanais which invite you to relax and enjoy our beautiful Hawaiian sunsets. The kitchen and dining areas are open and spacious. The home sleeps six and has two bedrooms and...
Hale Pakika at Kukui'ula: Exclusive 5BR Estate with Private Pool, Golf & Ocean Vistas
Welcome to Hale Pakika at Kukui’ula by Gather, a luxurious 5-bedroom, 5.5-bathroom Koloa hideaway, perfect for up to 12 guests. Boasting ocean views and an exclusive location off the first tee of Kukuiula Golf Course, this home offers a serene escape on Kauai’s...
Pili Mai 5D - Luxury 3bed/3bath, Sunny side
Make yourself at home in this luxury three bedroom, three bathroom condo located on Kauai’s sunny south side! A generously open-floor plan allows for abundant natural lighting and air flow throughout the entire home.The spacious living room features comfortable...
Garden-Beach-Gym-Pool-Turtles on Poipu Beach #228
Experience the best of Kauai in sunny Poipu at Kiahuna Beach! This condo in Building 35 features an updated kitchen and beautiful garden views. Relax in lush resort grounds just 25 minutes from the airport and close to Waimea Canyon and Napali Coast tours. Enjoy...
Wai'nani Waterfall House HEATED Salt Water Pool /Hot Tub BEACH GEAR Games VIEWS!
Welcome to the Wai'nani Waterfall house located in sunny Poipu on the south shore of Kauai. This home has all you and your Ohana are needing for the perfect island getaway. Set in the heart of Kiahuna Plantation Golf course, this new home was designed with families in...
Absolutely Stunning Oceanfront Condo!
It’s private and quiet. This is your perfect Hawaiian getaway! Wake up with this stunning view of the Pacific and fall asleep serenaded by the melody of the ocean. While you bask in the sun, enjoy the company of many sea creatures (turtles, dolphins, and whales). All...
Hale Mahina Hou – Luxury Kukui'ula Vacation Home with Pool and Ocean Views
Situated in the exclusive Kukui'ula neighborhood on Kauai's sun-drenched south side, this exceptional Koloa vacation rental home creates the ideal setting for your group to experience indoor-outdoor island living. Hale Mahina Hou boasts a private pool and hot tub, views...
Kukui'ula Villa 8: Oceanview Condo w/AC/Private Lanai, Walk to Shops/Restaurants
Welcome to Kukui’ ula Villa #8 by Elite Pacific, offering a unique charm of Kauai in this luxury Poipu vacation rental condo with expansive ocean views and chic island contemporary décor. Ideally situated within walking distance of the Shops at Kukuiula, Kukui'ula...
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
Two Bedrooms, 1 King bed, 1 queen bed, 1 queen murphy bed, and 1 queen sofa sleeper, 2 bathrooms, nicely upgraded, washer and dryer in unit, lanai, golf course view, great complex amenities.If Sunny Poipu is your vacation choice, 6G at Pili Mai is a great option with 2...
Steps Away From Poipu Beach * A/C * Newly Remodeled * Family Friendly
Remodeled bright, beautiful, breezy top floor, corner unit in Building 23 on Kiahuna Plantation. Located 100 yards from Top 5 Rated Poipu Beach. Fabulous expansive views of gardens, twin bridges and lagoon. A new cal king bed in the master and a new queen sleeper sofa...
3BR condo with A/C, pool & 10min walk to the beach!
RENTAL CARS We also have rental cars available. Please check with us if a rental car is available for your dates. We just recently bought this beautifully decorated, spacious vacation home! Our luxurious 3 bedroom/2.5 bathroom condo is a perfect place to unwind, leave...
4BR Bali Inspired Luxury Home in Kukuiula
Hale Kahakai is a stunning four-bedroom luxury vacation rental in the highly desirable Kukuiula neighborhood in Poipu. Inspired by the villas in Bali, you'll admire every thoughtful detail put into this luxury home, from the latticework carved gates to vaulted ceilings...
Hale Luana – Luxury Oceanfront Vacation Estate on Poipu Beach
This stunning beachfront estate is located directly on the pristine sands of Poipu’s Baby Beach, making it one of the few oceanfront rentals in Kauai that offers both beach access and proximity to shopping and dining options in Poipu. Nestled above a shallow,...
6BR/6BA Luxury Villa w Pool, A/C, Walk to Beach!
Ideal for larger parties, weddings or a family trip with all of the kids/grandkids in tow, your entire large party can stay in luxury in Po'ipu Kai's newest and most exquisite complex. We boast six separate bedrooms, eight beds, pac n plays, pull out couches and perhaps...
LUXURY VILLA - 3BR/3BA with Pool & A/C - Short Walk to Beaches
The Sugar Sands Villa boasts folding glass doors that extend the 1900-square foot luxury villa to the lanai, where you can enjoy beautiful tropical views of the Po'ipu Greenbelt and lounge outdoors from the comfort of the living room. The Villa is located within walking...
Makahuena 1202. Partial Ocean View, 2 bed, 2 bath with AC. Poipu.
Located on the southern most point of Kauai, right between Poipu Beach State Park and Shipwreck Beach. Partial ocean view. Nicely remodeled 2 bedroom, 2 bath condo with Lanai. Master bedroom has a king bed, 2nd bedroom has 2 twin beds that can be moved together for a...
Beach-AC-Pool-Gym-Oceanview-Garden-two lanais-212, Spectacular View w/ W/D and AC
Relax! Condo on Kiahuna Beach! Updated Stone Countertops, cabinets, and open concept! This amazing oceanview Kiahuna condo with AC overlooking the garden/lagoon on the most beautiful resort grounds on the south shore has plenty of space for the whole family! The pool...
Kauai Birdsong at Poipu Crater! Spacious and private 2/2 minutes from the beach.
Your home away from home in Poipu with 2 bedrooms. This fantastic townhome features a cozy queen bed and a luxurious king bed, perfect for a good night's sleep. With amenities like a hair dryer, washer & dryer, WiFi, and AC, you'll have everything you need for a superb...
Beautiful Pili Mai 3E Condo A/C, Across From Pool
Summary:Experience the enchanting allure of Kauai in our 2-story, 3-bedroom, 2.5-bath condominium nestled along the scenic Kiahuna Golf Course in Poipu. Enjoy the breath-taking mountain views that surround this meticulously designed space. Our air-conditioned condo,...
Hale Ka Pua Ola – Private Luxury Retreat in Kukui'ula
Welcome to Hale Ka Pua Ola at Kukui'ulaHale Ka Pua Ola is a luxurious 4-bedroom, 4.5-bathroom retreat nestled within the prestigious Kukui'ula community in Koloa, Hawaii. Surrounded by lush tropical landscaping and breathtaking views of the Pacific Ocean, this elegant...
Pristine 3br Ocean and Mountain View Home in Kukuiula
Tropical elegance with a modern touch and ocean and mountain views are what make Kukuiula Vacation Rental #39 a prime vacation rental. Located in the exclusive Kukuiula community in Poipu, this two-story vacation rental sleeps up to eight people with three bedrooms and...
Regency at Poipu Kai 323: Beautifully Updated Poipu Resort Condo With A/C
** Fall 2025 Special Pricing**Welcome to Regency at Poipu Kai #323, your peaceful Hawaiian home away from home. This south shore Kauai vacation rental condo boasts an ideal location in the heart of sun-drenched Poipu, with easy access to the Garden Island’s best...
An Endless Summer 132- Poipu Beach, Kauai
Located on the most popular beach in Kauai for a reason! Sandy beach and warm ocean water with a large grassy area for lounge chairs for the best sunrise and sunset views! Be as busy or not as you wish..."An Endless Summer" unit 132 is a ground floor end unit taking...
STUNNING OCEANFRONT PENTHOUSE 2Bd/2Ba *Fully Renovated, Pool * Poipu Palms Koloa
This magnificent end unit Penthouse was completely remodeled with everything new just a couple years ago! The Pacific Ocean stretches out as far as you can see in front of you. You often see turtles, spinner dolphins and even whales when they are in season! Enjoy the...
Poipu Sands 513 - Ocean Front with Awesome View of Beach
POIPU SANDS 513 AT KOLOA KAI VACATION RENTALSOceanfront Tranquility on Kauai’s Sunny South ShoreDiscover a slice of paradise at Poipu Sands 513, a ground-floor oceanfront retreat located in the heart of Poipu. With unobstructed views of the sparkling Pacific Ocean and...
Ocean & Lush Garden Views, Just Steps to Poipu Beach Park, Walk to Restaurant
The Beach Place Duplex -- for people who love the ocean and beaches. Rent the main floor of this beautiful home in sunny Poipu Beach. It is across the street, just 100 feet, to Brennecke's Beach, a popular body surfing beach. Poipu Beach Park, a great family-friendly...
Kiahuna Paradise condo with A/C
Kiahuna plantation unit 120 in Building 18.You are very short walk away from a beach, actually 200 steps.On ground floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai! This newly remodeled 1 bedroom 1 bathroom Kiahuna...
OCEANFRONT Ground Floor 2bd/2ba Unit with Amazing Ocean Views & A/C
Oceanfront 2bd/2ba Unit with Amazing Ocean Views & A/C. Oceanfront, 2 bedrooms, 2 bathrooms, Tile floors, tile showers, granite counters and bar, new comfy king bed and queen bed, wood cabinets and lovely island furniture. Equipped with all new linens beach and bath...
Brand New 4BR Poipu Beach Estates Home
Be among the first to enjoy this brand-new luxury vacation home in the prestigious Poipu Beach Estates neighborhood. Ideally situated between The Shops at Kukui'ula and Poipu Shopping Village, and just a quick five-minute drive to Poipu Beach, this home offers the...
Short walk to two beaches in Poipu Kai Resort, Mt. view from Lanai- Makanui #712
Welcome to paradise in this two bedroom, two bath, no stairs ground floor condo that lives like a house. Your favorite part just might be the massive lanai that spans the length of the unit and provides ample room to sunbathe, curl up with a book, or dine in tropical...
Poipu Beach House with AC by Brennecke's Beach
With Brennecke's Beach and Poipu Beach within view and just a short walk away, this two-bedroom, two-bath beach house on Kauai's sunny south shore is a great place to call home when visiting the beautiful Garden Island. Enjoy tropical surroundings, ocean and sunset...
Beautiful 2 BR. Kiahuna plantation condo partial ocean view upgraded with A/C
Kiahuna plantation unit 95 in Building 16.You are very short walk away from a beach, actually 200 steps.On ground floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai!. This newly remodeled 2 bedroom, 2 bathroom Kiahuna...
Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
Located in one of the finest resorts on Kauai, with only 60 units on five beautifully-landscaped acres of Poipu Kapili, this is the perfect home for your family vacation or couples' retreat. The entire home is airconditioned, but also is equipped with screened doors if...
Serene Kauai South Shore Retreat, Full A/C, Walk to Beaches
The moment you step out to the private lanai and take a deep breath, the mind is instantly reset by birds chirping in the trees and the tropical foliage all around. You will appreciate the quiet and secluded vibe, yet with easy access to beaches, shops, restaurants....
Poipu Tropical Retreat with A/C & Pool/Gym Access
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,...
Kuhio Shores 113 - Exquisite Ground Floor Unit Right Next To The Ocean
Located on the sunny South Shore at Poipu Beach, just 10 steps from the water's edge, this 1 bedroom condo offers the best oceanfront vacation rental that Kauai has to offer. At Kuhio Shores #113 nothing can beat the location and views. Perfect paint, perfect...
Kauai Exclusive - Pili Mai 7E - Three Bedroom Suite - AC, Pool & Fitness Center
Pili Mai 7E is a three-bedroom, two-level suite with plantation-style architecture. Newly furnished and decked with bamboo floors, Koa cabinets, a gourmet kitchen and central A/C, this villa is a fresh find. Revel in all the bells and whistles of a new tropical vacation...
New! Bright, Airy 2BR Split-Level Condo w/Spacious Layout & Stunning Ocean Views
Perfect Ocean View Retreat!Experience the magic of Hawai‘i in our well-appointed 3-bedroom, 2-bathroom condo, perfectly situated in the highly sought-after 200 building of Makanui in Poipu. This split-level paradise offers a harmonious blend of comfort and island...
PRIVATE OCEAN VIEW MAIN HOUSE + EXTRA SUITE, 5 MIN WALK TO POIPU BEACH, A/C
Enjoy A/C throughout the entire house. Our newly remodeled 1920's Hawaiian owned and built by my great grandparents, was originally the first house on the hill above Poipu Beach. Entering Poipu Hale Ohana, you will be stunned with views that overlook Poipu Beach, the...
4 Bedroom Mountain View Condo at Pili Mai!
Pili Mai located, along a championship golf course, is an ideal location on the island of Kauai's south shore in Poipu Beach. This luxurious 4 bedroom 3.5 bathroom corner end unit is the perfect spot for touring the island and relaxing after a day at the beach. This...
SPECIAL RATE! 5/11/25 to 5/16/25 1,150 per nightnLOCATION! LOCATION! LOCATION!
Hale Halia is just steps from Poipu Beach park with unparalleled oceanfront views and is a great family vacation destination. This lovely two-story floor plan is a design that takes full advantage of the magnificent Poipu coastline and sunset views. The large spa...
Charming 2-bedroom condo with WiFi and AC in fantastic Koloa
The Point at Poipu offers oceanfront elegance with accommodations featuring spacious balconies overlooking the garden or the ocean. Relax and enjoy the separate sitting areas and fully equipped kitchens. The master bath features twin sinks, separate shower and deep...
Kauai Kai – Luxury Oceanfront Home on Poipu Beach Coastline
One of the island’s finest Kauai oceanfront rentals set on the dramatic Poipu Beach coastline. Remodeled to perfection, this home has ocean and coastline views from almost every room and offers the perfect setting for the vacation of a lifetime. Showcasing stone...
Exquisite Oceanview and Mountainview Home with Private Pool!
This is the vacation you will always remember! Welcome to 'PARADISE POIPU', our little slice of Heaven in Kauai. Indulge your senses in this newly built, 1800 square foot home on Kauai’s SUNNY south shore. If you’re one who has an appreciation for the finer things...
Hale Hiwa Hiwa By Parrish Kauai - AC & privacy at Wainani village
Hale Hiwa Hiwa or our "Beloved Home" at Wainani is the perfect place to spend a relaxing and pampered vacation on Kauai. Located in a cul-de-sac on Kiahuna Plantation Drive you are centrally located in Poipu and close to shopping, dining and Poipu Beach.Enjoy the...
Regency 111 Defines Comfort & Spaciousness. Lovely Furniture & Furnishings
*Completely refurbished corner unit with high ceilings and over 1300 square feet of living space with new and comfortable furniture.*Master bedroom has a King SLEEP NUMBER bed which allows you to adjust the firmness of the mattress.*Twin beds in the second bedroom allow...
Spacious1bed Ocean View Pool Beach Access Tennis Pickle Ball Air Conditioning!!
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.*3 min walk to swimmable beaches & restaurants*10 min...