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.
Villa Sky@Poipu Kai, Resort Amenities, Sunset Walk To Beaches & Restaurants W/AC
VILLA SKY @ POIPU KAI, NO ADDED FEES! This Bright, newly renovated, Island Chic condominium is in the heart of Poipu Kai Resort. A short stroll along a beautiful Green Pathway to Poipu Beach & 3 more Beaches. Great top floor location is unbeatable with the high vaulted...
Surf’s Up Suite @ Kiahuna I AC I Family Friendly I Beach Amenities I Surfboard
Welcome to Surf's Up Suite! Our second floor condo with a peek-a-boo ocean view was recently redecorated with relaxing surf and beach vibes, offering the perfect backdrop for creating unforgettable memories and adventures.After a day at the beach, unwind in the Surf's...
1 bedroom, 1 bath condo with AC and Access to Poipu Athletic Club
Embark on a journey to paradise and craft unforgettable memories amidst the serene beauty of this ground floor- 1 bedroom condo within the Kiahuna Plantation. Nestled within the lush landscapes of Hawaii, this resort exudes the charm and elegance of a traditional...
Poipu Sands #425 - Stunning 2BR Condo with Ocean Views off Both Lanais!
Stunning 2BR Condo with Ocean ViewsImmerse yourself in the beauty of Kauai's south shore at this stunning Poipu Sands condominium. Wake up to breathtaking ocean views from the expansive lanais spanning the second and third floors, totaling over 354 sq ft. This spacious...
Pili Mai 7J: Tranquil 3BR Condo w/ Pool, Ocean/Golf Views & Community Amenities
Nestled in the heart of Koloa on Kauai’s sunny south shore, Pili Mai 7J blends relaxed island living with modern luxury. This ground-floor, single-level condo offers serene views across the Kiahuna Golf Course stretching to the ocean beyond—a perfect setting for...
Kiahuna Paradise @ Poipu with 2 AC units Family size condo with patio
Welcome to KIAHUNA PARADISE!Kiahuna plantation unit 233 in bldg. 36 .Newly Renovated One-Bedroom Hawaii Condo Retreat-Your Island Paradise AwaitsYou are a very short walk away the beach, 150 yards actually. This condo is located on the ground floor, Poipu beach is...
Regency at Poipu Kai 423 By Parrish Kauai - Walk to the Beach
Featuring some of the largest and finest Kauai condos on island. Each Regency unit is spacious and offers deluxe interiors as well as all the needed modern comforts.PARRISH PROFESSIONAL CLEAN – Built Upon the Vacation Rental Management Association (VRMA) “Safe Home”...
Upgraded Quiet Garden Oasis, Split System AC
This beautifully upgraded condo is meticulously cared for by the owners and it’s the first time in years that they have made this condo available for rental. While this unit enjoys a garden view from the lanai, the resort itself is situated right on the ocean bluff and...
Steps from Beach, Stunning View, A/C, Pool Access
NEW A/C UNIT! 2 minute walk across a beautiful lawn will lead you to the picturesque Kiahuna beach.✦ Beachfront w/ garden views ✦ New king bed & queen bed sleeper sofa✦ New A/C unit✦ Fully equipped kitchen ✦ Fast Wi-Fi & TV✦ Shared grass lawn w/BBQ & dining✦ Free beach...
NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation
Come and relax at this 1-bedroom condo with lanai, located at the tranquil & lush Kiahuna Resort.The condo is centrally located in Poipu and is within a 5 min walk of the beautiful Poipu Beach and includes complimentary access to the Poipu Beach Athletic Club, includes...
MA 1-310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 Bath
Summary:Makahuena 1310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 BathThe Space:MAKAHUENA 1-310 AT KOLOA KAI VACATION RENTALSOceanfront Luxury with Stunning Sunsets and Spacious ComfortWelcome to Makahuena 1-310, an upgraded two-bedroom condo with a...
Kiahuna Plantation 335. Ocean View Condo in Sunny Poipu with Air Conditioning!
Summary:A/C, Athletic club membership, and a convenient sunny Poipu location will suit your needs and relax your soul.The Space:You'll love this fully remodeled home with a peekaboo ocean view and split system A/C! A one-bedroom, one-bath condo in the heart of Poipu at...
Nihi Kai 509 Resort Center - 2 bedroom/2 bath, AC
Summary:Stay cool and comfortable in this fully air-conditioned 2BR/2BA condo just a short walk from Poipu Beach and Brennecke’s Beach. Nihi Kai 509 features a two-level layout with garden views, an updated kitchen, private lanai, and access to a heated oceanfront pool,...
Captivating & Relaxing 5th Floor, Ocean Surrounds, A/C in Bedroom
Sunset Kahili is a 5th floor vacation rental property located in the beautiful Poipu Beach area of Kauai, Hawaii. The property was specifically designed to capture the breathtaking sunsets over the ocean, providing guests with a truly unforgettable experience.The condo...
Updated Poipu Home: Large Deck w/ Scenic View
Bright & Airy Home | Walk to Maha’ulepu Heritage TrailExperience the magic of Kauai from this fresh, inviting 3-bedroom, 2-bath Koloa retreat! With a spacious deck, sweeping ocean and mountain views, and a prime location just minutes from Shipwreck Beach, this house...
Bright and beautiful condo with pool, hot tub, gym, patio, grill, & WiFi
Pili Mai 1LOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'On the gorgeous island of Kauai lies your dream Hawaiian getaway. Find yourself immersed in a green, lush paradise with...
Hawaii Life Rental Presents Aloha 'Ohana
Welcome to one of Poipu Beach’s finest vacation destination areas! Located in a spacious corner lot within the magical and tranquil Kiahuna Golf Village, here you will find yourself immersed in the lush, natural beauty of Kauai while enjoying your luxurious home-away...
Ground-floor condo with loft, garden patio, upper deck, 2 pools, hot tub, tennis
Manualoha 501Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautifully situated among rustling palms and verdant tropical greenery, this one-bedroom plus loft condo brings both...
KAUAI BEST DEAL!!!! 1-10-25 thru 1-17-25 - Sleeps 8
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantain style architecture at this small island...
Poipu Sands 233 Beautifully Renovated Ocean View Penthouse Luxury Condo w/ AC
Experience the ultimate getaway at Poipu Sands 233, a captivating 2-bedroom, 2-bathroom vacation rental nestled in the heart of Poipu. Gazing out from the living room, dining room, kitchen, and master bedroom, a breathtaking ocean view awaits, complemented by a spacious...
Manualoha 901 - Minutes to Poipu and Brennecke`s Beach
Summary:Manualoha 901 is a spacious 3-bedroom, 3-bath condo just a short walk to Poipu Beach, Brennecke’s Beach, and Shipwreck Beach. This ground-floor retreat features portable A/C in all bedrooms, a large open layout, private lanais, and access to Manualoha’s pools,...
1Br 1Ba Kahala Tropical Dream, Pool, Garden View 513
Located in Koloa Hawaii, this beautiful 1 bed/1 bath condo awaits to immerse you in local history and tranquility. With proximity to the serene beaches, barbecues, and hiking nearby, you'll be sure to fall in love with the culture of Koloa. Right outside your door is...
Akala Pua Cottage By Parrish Kauai - great location in Poipu!
Akala Pua is a lovingly cared for three bedroom home within walking distance to two popular South Shore beaches in Poipu. Lawai Beach is to your left and Baby Beach is to your right, so choose your direction and in 200 plus yards you will enjoy the sun and sand. Distant...
Kiahuna Paradise - Beautiful 3bdr/3ba Home With A/C & Pool. $650 Special
Located in prestigious Kiahuna Golf Village in Poipu, Kiahuna Paradise is only a 5 min. drive to some of the world's most beautiful beaches and golf courses. This property is located within a beautiful and private residential area where you will have access to all of...
Oceanfront Condo near Lawai Beach w/Lanai, Free WiFi, Shared BBQ, W/D, & A/C
Kuhio Shores 207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The private lanai of Kuhio Shores 207 is like your own private SeaWorld, giving you a front-row seat to watch sea...
Oceanfront condo w/A/C, elevator, coastline views, lanai, hot tub, pool, tennis
Kuhio Shores 316Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch the beautiful Pacific Ocean, surfers, dolphins, turtles, and whales (in season) from this very popular...
Prime Top-Floor View Oceanfront Condo w/ A/C, Free WiFi, Lanai, Shared W/D, BBQs
Kuhio Shores 416Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch the beautiful Pacific Ocean, surfers, dolphins, turtles, and whales (in season) from this very popular top-floor...
2 bedroom/2.5 bath Absolutely Beautiful Expansive Views of the Ocean!
This split-level condo is located on the 3rd floor with great air flow. Tastefully decorated and meticulously cared for. It’s fully equipped with washer and dryer for your convenience. The master bedroom has a king bed and a full bathroom with spectacular view of the...
Sunset Kahili 303 Has Gorgeous Ocean and Sunset Views!! Walking Distance to Poipu Beach Park.
Summary:Gorgeous Views at Sunset Kahili 303! Great interior design and a beautifully updated kitchen. Relax on your lanai while taking in the sunset.The Space:This gorgeous Sunny South Shore home is tastefully remodeled with a spectacular ocean view. You'll want to soak...
POIPU - Manualohoa #506; ENJOY THE VIEWS!
Spend your day at the beach, out hiking or golfing then back to the condo for a beautiful sunset and BBQ ! Spacious, airy 2 bedroom, 2.5 bath condo with fantastic ocean and mountain views. A short walk down the greenbelt path to both Brennecke's and Poipu beaches and a...
3-bdrm Oceanview Condo at Makahuena -Walk to Poipu Beaches- NEW Split A/C SYSTEM
Located in the "almost always" sunny, resort town of Poipu, on the gorgeous south shore of Kauai, this oceanfront complex is situated on the southernmost point of the island. From the edge of the dramatic cliffs, just above the crashing waves, you can watch the sunrise...
Charming 1br Top Floor Condo in Poipu, AC, Athletic Club, Beach Access
Welcome to Sunny Poipu Beach! This charming top floor Kiahuna Plantation condo was freshly remodeled with you in mind! Relax on your private lanai overlooking the garden while being steps to the sand. Surf spots, long walks and lifeguarded beach are at your fingertips....
Kiahuna ground floor unit #80, Ocean Front Resort Fully remodeled unit with A/C
Fully remodeled ground floor unit.Condo, 1 Bedroom + Convertible bed(s), 1 Bath, (Sleeps 2-4)A little about Kiahuna Plantation which is Poipu's only Ocean Front resort:Beautiful Kiahuna Plantation Beachfront condominium resort in Sunny Poipu Beach, a vacation you will...
Poipu Beach House with Ocean View and Lush Garden
This is a 5500 square-foot, eight-bathroom, seven-bedroom residence that can accommodate a large multi generational family. This two-story residence merges our 3 bed, 2 bath upstairs unit, two 2 bed, 2 bath units and a studio, all located within a luscious garden...
Oceanview 2BR Condo at Makahuena | Multi-Level Poipu Retreat, AC+Resort Amenities
E Komo Mai, Welcome to The Makahuena 4305!“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 is a multi-level condo on the second story of the building,...
Steps to Beach ~ Pool, Hot Tub + Balcony
Tucked within a lush tropical resort, this 1-bedroom, 1-bath condo offers a peaceful garden-view setting just a 5-minute walk to the beach. Enjoy a private balcony with sun loungers, access to a resort pool with a water slide, and walkability to Poipu’s best shops,...
Spacious Lanai & Poolside Condo in Poipu Kai Resort—Perfect for Relaxation!
Relax on the spacious lanai and enjoy morning coffee and evening tropical drinks and pupus while enjoying the island trade breezes.Why you'll Love this condo:This inviting condo is conveniently near one of the two resort pools that are yours to enjoy and is perfect for...
Poipu Makai E-1 Ocean Front 2 Bdr/2 Ba with a/c
Poipu Makai is situated on an ocean bluff for excellence in viewing abundant sea life and beautiful Pacific Ocean sunsets over the Poipu coastline. Because of the unique ridge location, Poipu Makai E-1 is located on the ground floor while it is necessary to take stairs...
Kiahuna Plantation With View of Ocean
Our condo is located on the sunny, south side of the beautiful island of Kauai in the Kiahuna Plantation Resort. We are located in Building #19, Unit #131 which is upstairs with no vacationers above you. It is situated on the property where parking is ample all day....
South Shore Ocean View 1 BR Condo Poipu Sands 112 Close to the Beach Upgrades
Life is a Beach at this beautiful south shore condo, located on the ground floor just a short walk from the Shipwreck beach. With newly upgraded appliances, bed and mattress, master bath vanity and cabinets, paint, Wi-Fi, cable, and Flat Screen TV. It's not too late to...
Beautiful Ocean View in Poipu! Special Rates for Vacant Dates!
You can see the ocean from the Living room and enjoy amazing mountain views and beautiful rainbows from the living room and lanai. The sunset can be viewed This Prince-Kuhio unit #306, overlooks historic Prince Kuhio Park and is a 1 minute walk to popular Lawai Beach...
Private and Quiet Peaceful Poipu Beach Oceanfront Condo
Enjoy our brand new oceanfront deck area, just completed late 2014. Escape to this peaceful 2 bedroom retreat and let the sounds of crashing waves lull you to sleep. Kick off your shoes Hawaiian style and enjoy this perfect private setting on a bluff overlooking the...
Poipu Beach Estates Plantation-Style Home with Pool
Location and convenience to Poipu's best amenities are what make our Poipu Beach Estates home an excellent choice for your Poipu vacation rental.This home is great for large families or a group of people traveling together, with four bedrooms and four bathrooms, it can...
3bd 2ba Lovely Home in the Heart of Poipu 2 min walk to Hyatt and Poipu Beach
Poipu Beach is the place to spend your vacation! Somewhere you are close to everything you want to do! This spacious and accommodating 3 bedroom, 2 bath home is centrally located in a prestigious South Shore neighborhood, at the end of a cul-de-sac, in the heart of...
Poipu, Ocean View, Pool, Walk to the beach and Relax!
Welcome to Prince Kuhio 305, where you can relax and enjoy the ocean view from our third floor condo. Just 100 yards from the ocean, you can hear the sounds of the waves at night. You are only steps away from the beach, where turtles can be seen bobbing their heads and...
Kukui'ula Kai - Oceanfront Home with Pool and Large Lounge
Upon entering through the front door you will discover your own luxurious, oceanfront sanctuary. Kukui’ula Kai offers its guests a thoughtful and spacious layout with 2 private master suites that offer amazing views and sounds of the ocean to lull you to sleep.An...
Akahai at Poipu Beach By Parrish Kauai - elite home private pool & central AC!
Tucked back in one of Poipu Beach’s newest vacation rental neighborhoods, Akahai offers an exquisite and distinguished private luxury Kauai vacation rental unmatched by many. This exquisite three bedroom home offers a modern and open floorplan with designer touches,...
Poipu Shores 106A .. Overlook the shimmering Ocean with A/C & heated pool
Poipu Shores 106A is a lovely condo overlooking the shimmering ocean. Relax on your lanai and watch the sunset into the Pacific Ocean as you listen to the waves crashing outside or watch for seasonal whales from your expansive oceanfront view. This is a great way to...
Oceanfront TownHome Upgraded 2 BR, 2.5BA Fully Air Conditioned
**Due to a component malfunction, 104C's AC system is down across the property until March 2026, when a new condo-wide system will be installed.**Poipu Shores 104C is a fully-oceanfront, 2-story, 2-bedroom townhome with two lanais and complete air conditioning. A fully...
Manualoha at Poipu Kai #1006 By Parrish Kauai - walk to Poipu Beach!
Across the street from Brennecke’s and Poipu Beach, perfect for swimming, snorkeling, surfing and beach parties, the Manualoha resort offers one of Kauai’s best locations.PARRISH PROFESSIONAL CLEAN – Built Upon the Vacation Rental Management Association (VRMA) “Safe...