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.
Hale Nalu - Premier Beachfront 3br Home Steps Away from Baby Beach with Spa!
Hale Nalu is a roomy 3 bedroom, 3 bath home fronting the delightful Baby Beach and situated in a charming Poipu residential neighborhood. Spacious and appealing at 2,450 square feet, Hale Nalu features a beachfront master suite with Jacuzzi tub upstairs and a 2nd master...
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 provided, you...
Hale Honu - 5 Star Oceanfront Home Overlooking Turtle Cove!
Perched above historic Koloa Landing, also known as Hanaka’ape Bay, Hale Honu boasts dominant bay and ocean views. Just off your private lanai is some of the best snorkeling and scuba diving the island has to offer. Giant sea turtles can be seen below swimming and...
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...
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 floors,...
Hale Makai - Oceanfront Honeymoon Haven with Pool and AC
An architectural masterpiece, Hale Makai is a one-of-a-kind oceanfront Kauai oceanfront rentals that offers its guests a distinguished Kauai vacation rental. This magnificent Poipu Beach residence boasts an oceanfront master bedroom suite with stunning oceanfront views,...
Kukui'ula Cottage #29: Modern Plantation-Style Home with Pool
New home construction next door started in Jan 2022This luxury Kauai vacation rental is located in the luxury resort community of Kukuiula. This fabulous new home has lovely distant ocean views from both the main living area and the upstairs master suite and private...
Hale A Kai - Oceanfront Luxury Estate in Poipu with Pool & AC
Amazing Kauai oceanfront rentals from Parrish Kauai feature this beautiful home at sunny Poipu Beach. Highlights include Hawaii plantation style design and décor and all the must have comforts, including spectacular ocean views from almost every room, three bedroom...
Sunset Makai Hale: Luxury Poipu Oceanfront Home with Pool
This extraordinary 4 bedroom, 4 bathroom luxury home is one of the finest Kauai oceanfront rentals on the island. The grand entrance opens to expansive cathedral ceilings showcasing the magnificent oceanfront living areas surrounded by tropical atriums, lava rock...
New Custom Hawaiian Cottage - Poipu Beach- Koloa, Hi
The Sea Glass Cottage offers an unforgettable Garden Isle vacation. This custom-designed Hawaiian style Cottage is located just steps from Poipu Beach. The 2-bedroom, 2 bath Sea Glass Cottage graciously combines the beauty and simplicity of a classic Hawaiian home with...
Hale Kai - Best Value Beachfront Home Steps from Beach
Youtube Video Presentation: https://youtu.be/-c1tR8mMI1gHale Kai in Hawaiian means “ocean house” as there are spectacular views of the coastline and a white sand beach from every room. This home sleeps four with two bedrooms, two bathrooms and laundry facilities. It has...
Beautiful Pili Mai Condo-2 Bdrm + sleeping den, sleeps 6, with A/C
Relax and enjoy modern living at Kauai’s newest townhome community, Pili Mai! This condo, also known as Nani Ka Hale, is located on the second and third floor of the building. It overlooks the lush greens of Kiahuna Golf Course and offers stunning distant ocean views...
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...
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...
No stairs, Central AC, Steps to the pool, Jacuzzi, Gym, 2 car parking
🌺 Aloha to PiliMai 2D 🌺Step into our haven of comfort and beauty, where smiles bloom and rainbows of relaxation await. 🌈Your Home Away from Home:✨ Completed in June 2018, our first-floor sanctuary boasts exquisite travertine tile throughout, providing a touch of luxury...
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,...
Poipu Modern Island House w/AC & Pool/Gym Access
DISCOUNT DUE TO CANCELLATION: LOW PRICE FOR Feb 25-Mar 25: $495/Night BOOK NOW!!!!!!!!!!!!!!Discover beautiful Kauai from this spacious 3 bedroom 3 bath 2000 sf vacation home in the heart of sunny Poipu. Located in Poipu Beach Estates, the newest upscale neighborhood...
Hale Naia By Parrish Kauai - oceanfront views
Enjoy the best of island life at one of Poipu’s finest Kauai oceanfront rentals. The 2 bedroom, 2 bathroom coastline gem is in a prime location for family or friends who love to live by the water. Its design takes full advantage of the million dollar setting with...
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...
3BR/3BA Villa: Central A/C! Short Walk To Beach!
Welcome to BlueTideVillas! This unit not only boasts among the BEST reviews in all of Kauai but is also newly upgraded to enhance your stay from April, 2024, onwards.Nestled in the heart of Poipu, this VERY spacious (1830+ square feet) villa is a newly remodeled and...
1BR/1BA Ocean View! 3 Minute Walk To Poipu Beach!
𝐖𝐞𝐥𝐜𝐨𝐦𝐞 𝐭𝐨 𝐒𝐚𝐧𝐝𝐲 𝐃𝐨𝐨𝐫'𝐬 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝐎𝐜𝐞𝐚𝐧-𝐕𝐢𝐞𝐰 𝐑𝐞𝐭𝐫𝐞𝐚𝐭 𝐢𝐧 𝐏𝐨𝐢𝐩𝐮!Discover your perfect Hawaiian getaway in this newly renovated and professionally decorated 1-bedroom, 1-bathroom condominium. Boasting over 950 square feet of space, this expansive unit is one of the largest...
Ocean Views W/Lanai, WiFi, Cable, Fans–KIA #2179
Recently remodeled and redecorated, this bright and breezy 'home away from home' will make you want to return each year. This 880 square foot space is accentuated with a variety of darker woodish tones featured in the modern rattan furniture to the reddish flooring...
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...
Beautiful & Spacious upstairs Apt in Poipu Beach Estates! One Bedroom with A/C!
This beautiful upstairs 1 bedroom Ohana is located in Poipu Beach Estates just minutes from all sunny Poipu has to offer. A perfect retreat for a couple looking to find a comfortable place to stay in a charming setting. The bedroom has a Queen bed and brand new Air...
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...
LUXURY VILLA - 3BR/3BA with Pool & A/C - Short Walk to Beaches
Welcome to Sugar Sands Villas!Luxurious and spacious (1600+ sqft) 3 bedroom 3 full bathroom villa with central A/C (rare in Poipu), fully-stocked gourmet kitchen and folding glass doors that open to a private lanai with lush views of the Po'ipu Greenbelt. Walk to...
Poipu Kapili 21 By Parrish Kauai- central Poipu location, ocean & sunset views.
An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort...
Maikalani at Poipu Kai By Parrish Kauai - quaint cottage for 4 with AC & private
Tucked into the Lanai Villas section of the tropical Poipu Kai Resort, Maikalani is a Kauai vacation rental home exquisitely decorated and outfitted with all the necessities of home, including zoned air conditioning. Located on the lush green belt with easy access to...
Sansei Hale, Overlooks Waikomo Stream, Ocean view
Sansei Hale (Third Generation House) is a luxury Hawaiiana vacation home. It overlooks the beautiful and private Waikomo Stream as it meets the ocean in secluded Turtle Cove, Poipu. Sansei Hale has three stream- and ocean-view bedrooms, and three bathrooms in a...
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...
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...
STUNNING OCEANFRONT * Poipu's Best View * New Air Conditioning throughout
Words cannot describe the incredible view from this penthouse condo. It's mesmerizing!! You'll hear the waves crash below you along the coastline and marvel at the Pacific Ocean stretching out as far as you can see. Turtles, spinner dolphins, and whales are often...
Large beautiful home with air conditioning! Walk to Beaches, Resort Pool
Aloha and E Komo Mai - Welcome to the Sunny Poipu Hale!The moment you walk through the tropical private atrium you'll feel right at home. This newly remodeled 4 bedroom/3-bath, 2-story house is nestled in a relaxing, family friendly resort neighborhood in walking...
Stunning Oceanfront Views, 2+bedrms, Beautifully Renovated Condo In Poipu, Kauai
Located on a picturesque lava bluff, our top floor condo offers privacy, cooling trade winds and panoramic ocean vistas which a camera can't begin to capture. Crashing waves, migrating whales and sunrise/sunset views are what you'll see as you relax on the lanai or in...
5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access
Hale O Ke Akamai is Hawaiian for "House of Art" which is evident when stepping inside. Be sure to view video located at the end of photos (slide #3). Private single-level 4 bedroom home with AC provides the Aloha spirit in the beautiful and tranquil setting of Kiahuna...
BEST Ocean Mountain Views, AC, Heated Pool, Pickleball
Unit 833 at Nihi Kai Villas: The best view in Poipu! Recently updated Fall 2025. Unparalleled ocean, coastline and mountain views from this top floor expansive lanai open to a ten mile coastline view and the central and highest mountains on Kauai - Mt. Kawaikini and Mt....
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,...
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...
Beach House - Steps from Beach. 3 bedroom/3 bath. Private yard, pool, hot tub
Welcome to the Poipu Beach House. IG @poipubeachhouse. A beautiful 1920s-era plantation home steps from Poipu Beach. This home is a historical gem that takes you back to old Hawaii with original wood floors, lava rock footings, and 100+ year old dry-stacked lava rock...
Manualoha 806 – Remodeled 2BR Condo; Pools, Tennis & Beach Nearby
Manualoha 806 by Destination Kauai – Your Poipu RetreatE komo mai! Step into a relaxing island escape at this beautifully remodeled, multi-level 2-bedroom, 2-bath condo just steps from world-famous Poipu Beach. Located in the desirable Manualoha at Poipu Kai Resort,...
Beautiful ground floor unit at Kiahuna plantation with A/C.
Aloha and welcome to paradise at Kiahuna Plantation Unit 86, a stunningly remodeled one-bedroom, one-bath condo on Kauai’s sunny south shore in Poipu Beach. Nestled in the northeastern corner of this 35-acre resort, this ground-floor retreat boasts zero-step...
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 rare...
Poipu Sands 116 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches
Summary:Ground-floor ocean-view condo just steps from Shipwreck Beach. Poipu Sands 116 offers a spacious two-bedroom layout, private lanai, pool and hot tub access, and complimentary Poipu Beach Athletic Club membership. A relaxed South Shore retreat close to beaches,...
Poipu Sands 214 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches
Summary:Ground-floor retreat overlooking the Poipu Kai greenbelt, just steps from Shipwreck Beach. Poipu Sands 214 features two primary suites with en-suite baths, a private lanai with ocean views, pool access, and easy walks to beaches, the Grand Hyatt, and scenic...
Kauai's Sunny Poipu Beach Estates! A Beautiful Plantation Style home sleeps 8.
Summary:Kauai's Sunny Poipu Beach Estates! A Beautiful 3 bed, 2 bath single-level plantation-style residence near World Class Beaches, Golfing and Shopping.The Space:The residence is designed as a gathering place with an open, airy living area ideal for entertainment of...
Nakoa Carriage House on Kauai's Sunny South Shore
Summary:Relax in a 1 bedroom home in sunny Koloa on Kauai's South side. Very close to restaurants, shopping and world class beaches!The Space:Located in Poipu Beach Estates, this second level home features air conditioning, an open kitchen and living area and a King...
Beautifully renovated studio, shared pool and bbq, walk to beach
Prince Kuhio # 234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your luxurious island retreat in the heart of Poipu, Kauai! This beautifully renovated studio condo...
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...
5 bedroom, Central A/C! Come relax at the Regency Villas at Poipu Kai H222
This 5 bedroom condo is a roomy and centrally air conditioned home with plenty of space for your whole crew. This sub development is called Regency Villas, and is located in Poipu Kai. This home offers modern appliances, central A/C, washer and dryer, beach toys, and so...
Luxurious 2BR/2BA in Poipu, Kauai: Island Paradise Awaits at Nihi Kai 507
Welcome to Your Tropical Retreat at Nihi Kai 507!Step into relaxation and luxury in this beautifully remodeled and professionally decorated 2BR/2BA split-level condo, one of the most sought-after spots in Poipu. With air conditioning throughout and thoughtful upgrades...