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 Kainani #6 E Komo Mai: Secluded Luxury Home w/ Pool, Spa, AC & Ocean Views
Hale Kainani 6E Komo MaiSet within the exclusive resort community of Kukui`ula, this luxury Poipu vacation rental offers the ultimate location for your group getaway. The home is brand-new, finished and furnished in comfortable elegance with natural tones for a peaceful...
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
Discover Elegance at Poipu: The Ohana House hosted by BlueTideVillas.Step into the luxury of the Ohana House, a 2,800-square-foot haven nestled on a half-acre oasis, boasting a sprawling private lanai—perfect for savoring your favorite tropical drink. Celebrated as...
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
Brand New AC in living room and bedroom. One of very few units in Kiahuna with 2 ACs.Fully remodeled 1b/1b condo inside the stunning Kiahuna Resort. The perfect spot for romantic getaways or family trips. We have everything you need:-AC in living room and bedroom (and...
Hale Nalu: Tropical Cottage in Poipu-Walk to Beach
Scenically situated on the Green Belt pedestrian pathway, this enchanting island-style home combines the casually elegant charm of a country-plantation retreat with an ideally convenient location. Not only is it close to everything—an easy stroll to beaches and...
Pili Mai 10 I: Luxury Resort-Style Condo, Pool+Spa
Elegant design meets luxurious comfort in this beautifully bright, airy 3BR/2.5 BA townhome in the acclaimed Pili Mai at Poipu vacation-resort complex. Inside and out, the artistically color-coordinated furnishings are a rhapsody in oceanic blues—indigo, cobalt,...
Alihi Lani 3 is a Luxury Condo with Amazing Views in a Prime Location.
You will love this Beautiful Ocean View! The fully equipped kitchen has everything you will need. There is plenty of beach gear for your Kauai outdoor adventures. Meticulously manicured landscaping and tropical flowers abound. For additional sleeping there is a queen...
Regency Villas 120 by Destination Kauai - Hale Maluhia Maikai, Central AC, Luxury Designer Condo
E komo mai, welcome to Hale Maluhia Maika'i!Hale Maluhia Maikai is a luxurious greenbelt property in Regency Villas at Poipu Kai with central air conditioning on the sunny south shore of Kauai. Spacious and bright with two stories and an open loft with vaulted ceilings....
Poipu Oceanfront Dream Getaway at Kuhio Shores! 30 feet from the waters edge!!!
Hawaii Tax ID# TA-034-303-5904-01 and GE-034-303-5904-01New! Air Conditioning!Thirty feet from the waters edge, our spectacular oceanfront, ground floor, one bedroom, Poipu condo, has fantastic snorkeling, famous surf spots, and incredible sunsets. Everything you desire...
Plumeria House, Poipu Beach, Koloa Home with a View
Don't miss out on your dream vacation in this 4 bedroom, 3.5 bath home located on Kauai's sunny south shore. Sip coffee on the lanai while watching the sunrise, or sunbathe on the deck in the heated pool. The upper floor holds a spacious, gourmet kitchen, which opens 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...
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...
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...
Luxury Villa l Designer Furnishings, Central A/C
Summary:E111 | TA-167-599-1040-01Experience refined island living at Villa E111, a luxurious Poolside Villa in the heart of Poipu. Outfitted with designer furnishings, a gourmet kitchen, central A/C, and in-unit laundry, this spacious retreat offers all the comforts of...
Hale 'Imi Ola: Ocean Views, Luxury, Balinese Charm
Hawaiian ease meets Balinese charm in this uniquely elegant, custom-designed South Shore villa, with luxuries galore & views for miles. Brand-new & wonderfully spacious, Hale ‘Imi Ola offers the ultimate in stylish, relaxing indoor-outdoor living, complete with heated...
Oceanfront condo in Poipu with balcony, W/D & partial AC - 10 steps to the beach
Kuhio Shores 410Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'E komo mai! Do you want on the water? This is it! You cannot get closer to the breaking surf than Kuhio Shores 410!...
Elegant 3BR Pili Mai 12A w/ Pool, Golf Course Views & Modern Amenities
Welcome to Pili Mai 12A by Gather, the perfect three-bedroom, three-bathroom condo in Koloa. This ground-floor condo, alongside the picturesque Kiahuna Golf Course, offers garden views and a newly designed layout with central air conditioning. Each of the three...
Spacious 5-bedroom villa in charming Kukuiula with AC, WiFi
Escape to this marvelous villa in picturesque Kukuiula in Poipu. This superb property boasts 5 bedrooms, including 4 king beds and 1 bunk bed, perfect for larger groups. With 5 bathrooms equipped with luxurious amenities like a bathtub and shower, guests will feel...
Oceanfront Condo with A/C, 10 Steps to the Ocean, Ground Floor, Kuhio Shores 112
Kuhio Shores 112 is a quiet, private oceanfront air conditioned condo that is 10 steps from the water’s edge. No need to deal with stairs or elevators; simply walk out the sliding glass door, and enjoy the ocean’s majesty! The first-floor location allows easy access...
Private, Comfortable and Cozy with Distant Ocean and Mountain Views
Boulay Inn is nestled on Kauai’s south side in rural Omao. It is your own secluded home away from home with all the amenities to ensure your comfort. There is a spacious airy living area, a queen sized bed, tiled shower and a verdant yard outside your windows. Your...
Garden Retreat w/Ground Floor Ease - Kiahuna #2115
Kiahuna Plantation #2115: Tropical décor delights in this 690sf rare deluxe ground-floor suite. You and your friends or family can easily access the grounds from your ground-floor balcony and walk to world-famous Poipu Beach which according to "Travel Channel" was once...
Kukuiula Cottage #27 By Parrish Kauai
This handsomely designed and decorated Kauai cottage offers the details of early plantation days yet with the modern conveniences of central air conditioning, as well as everything else one needs to indulge themselves on a luxury Kauai vacation. Enjoy the lush garden...
Luxury Poolside Villa | Stunning Ocean View, Lanai
Summary:D210 | TA-019-101-6960-01Enjoy tropical views and elevated comfort at Villa D210, part of the Poolside Villas at Poipu Kai. This spacious 3-bedroom retreat features an open layout, designer furnishings, central A/C, and a fully equipped gourmet kitchen. Dine...
Cozy 3bd/3b Beach Retreat, Sleeps 10, AC, WiFi, Fam-Friendly in fantastic Koloa
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 with a king bed, 1 queen bed and a cozy bunk room (1 queen, 1 full, 2 twin beds),...
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...
Ocean View - 2 Bedroom - Marriott's Waiohai Beach Club - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...
Poipu Beach Plantation Style Cottage
This custom designed Hawaiian plantation style cottage is located just steps from Poipu Beach Park and Brennecke’s beach on a quiet dead end street. It is the perfect vacation retreat. Hale Honu was just completed in September of 2014 and was designed to fit in with...
Kiahuna Plantation #198 - The Best Beachfront Condominium on Kauai
There is not a Four Seasons Resort on Kauai, so we decided to make our own. Kiahuna Plantation #198 is one of the very few beachfront condominiums available on the island and is the ideal vacation destination for a couple or a family looking for an ultra-rare, relaxing...
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...
Private, Quiet, Second Floor Condo For Two! Condo # 213
Kuhio Shores 213 is a quiet, oceanfront condo with stunning views from your balcony where you can watch both sunrise and sunset. Kuhio Shores 213 is on the 2nd floor located in the exact center of the south-facing building and juts out a little further than the...
Kauai Dream Retreat: Your Gateway to Coastal Living in Poipu Kai
LOCATION LOCATION LOCATIONKauai Dream Retreat: Your Gateway to Coastal Living in Poipu KaiAloha and welcome to Kauai Dream Retreat—a haven of coastal elegance and prime location in the heart of Poipu Kai. Situated along the lush Greenbelt, this 3-bedroom retreat...
Fabulous 3-Bed Villa | Walk to Poipu Beach, A/C
Summary:C211 | TA-018-220-0320-02Welcome to your luxurious Poipu Villa, tucked within the renowned Poipu Kai Resort. This spacious 1,600 sq ft retreat features a gourmet kitchen, upscale furnishings, and coveted air conditioning. Embrace the tranquility of island life...
Pili Mai 6K: Beautiful Oceanview Condo w/Shared Pool, Spa & AC
This single-story, second-floor condo opens to the scenic Kiahuna Golf Course, with ocean views beyond. Its newly constructed floor plan features central air conditioning and three spacious bedrooms, each with a television and its own full bath. Pili Mai 6K has an...
Kainani Villa 5: Luxurious Indoor-Outdoor Living
This dazzling resort-style, garden-level condominium home is, quite simply, perfect—and what better way to enjoy your South Shore stay than in a comfortably luxurious, exquisitely appointed hideaway with spectacular views. Savor sun-splashed mornings on the capacious...
Kauai Exclusive - Kauai Prince Kuhio 104 - Newly renovated & steps to the water
Kaua'i Prince Kuhio 104 is a gorgeous, ground-level, one bedroom condo with ocean views. The owners spared no details in the remodel of this home! A stunning kitchen, new flooring and an inviting living room! From your private porch, enjoy the serene sounds of rolling...
Old Hawaii with Ocean views, walk to beach, private jacuzzi, health club
Step back in time in classic Hawaii home with ocean views, short walk to sandy beaches, large yard with private jacuzzi under the stars. Roof deck for shore line views of sunset. Large great room with breezy lanais, with three bedrooms and two baths, laundry and galley...
Remodeled #56, New owner discount rates, AC, grnd flr end unit, ideal location!
Newest addition to our Kiahuna Plantation condos! We just purchased and started renting #56. For additional accommodations, please look up our other units - VRBO 1300156, 1587209, 3511146, and 2160974Brand new dual AC in living room and bedroom.Kiahuna is a beachfront...
Luxury in Paradise l Beaches, Golf, Shopping
Summary:B211 |TA-018-220-0320-02Experience luxury and comfort in Villa B211 – a beautifully designed 3-bedroom, 3-bathroom retreat with 1,600 sq ft of living space and a 400 sq ft private lanai – Relax in the master suite with a soaking tub and dual-head shower –...
Poolside Lanai Villa l Parking, Sunset View
Summary:F211 | TA-018-220-0320-02Walk to Kauai’s top beaches from Villa F211, surrounded by lush tropical landscaping in the heart of Poipu. Relax in the resort-style pool or waterfall hot tub, stay active at the fitness center or tennis courts, and return to your...
Plantation Cottage: Lavish Fairway Oasis w/ Pool/Spa, AC, and Gorgeous Sunsets!
Island living at its finest! Experience charming plantation-style living in this gorgeous Poipu home located on the first hole of the Kiahuna Golf Course. Enjoy all the Robert Trent Jones, Jr. community has to offer - Shopping, golf, and beach amenities boast around...
Ground Floor Luxury Penthouse at The Villas | F100
Summary:F100 | TA-018-220-0320-02Wake up in paradise at Villa F100, part of the exclusive Villas at Poipu Kai. Enjoy tranquil garden views from your private lanai, cook gourmet meals in the fully stocked kitchen, and dine al fresco under tropical skies. Relax by the...
Poipu Kai Kahala 814 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Kahala 814 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath with shower tub comboBedroom 2: QueenSecond bathroom: full bath with shower tub comboLivingroom: Queen sofa bedMax Occupancy: 6Laundry: in...
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...
Ho'ohu Nani: Private Ocean View Estate in Poipu with Pool, Jacuzzi & AC
Ho'ohu Nani has Four Bedrooms (2 Master Suites), Den with Fold-Out Couch, Four Full Bathrooms, and Two Half Baths. Ocean Views from Upstairs Living Area and Covered Lanai. The Kitchen includes top-of-the line appliances with a new Wolf Range, beautiful granite counter...
Bright Condo w/ views of the Ocean & shared pool/hot tub - close to golf & beach
Making Makahuena Memories in 2204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Makahuena at Poipu Unit #2204, a gorgeous second-floor condo in Koloa, Hawai‘i, where...
BEST Ocean Mountain Views, AC, Heated Pool, Pickleball
Unit 833 at Nihi Kai Villas: The best view in Poipu! See why our lanai has been chosen site for wedding and vow renewals. Unparalleled ocean, coastline and mountain views from this top floor expansive lanai open to a ten mile coastline view and the central and highest...
Poolside Ground-Floor Villa |Walk to Beach|Hot Tub
Summary:E110 | TA-120-625-1520-01Walk to the best beaches on Kauai! In a tranquil setting surrounded by lush tropical landscaping, unwind in the pool, soak in the hot tub, work up a sweat in the fitness center or on the tennis courts, walk to multiple beautiful beaches...
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 Kupa'a: Charming Island Villa w/ Beach Nearby
Hale Kupa‘a—this delightfully situated house on Poipu Kai’s scenic, super-convenient Green Belt walkway—was completely remodeled in summer 2021, and the exquisite attention to detail is evident in every light, bright, charming room. Leafy green views fill the...
Beach/Oceanfront, AC! Pool, Gym, Steps to Beach!
Welcome to The Surfing Turtle Poipu! Updates: We have a brand new beautiful roof as of April! We also have newly installed mini split AC in all three rooms! Come visit us this fall and winter and experience the perfect tropical escape on Kauai at our beachfront vacation...
Sweeping Ocean Views from Renovated Top Floor Unit
Welcome to beautiful ocean views in sunny Poipu where you can watch the waves breaking at Brennecke’s Beach from the comfort of your home! Our condo has one of the best views in Kahala at Poipu Kai and is located on the greenbelt walking path with easy access to...