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.
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...
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...
MA 1-310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 Bath
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 full loft, offering breathtaking views of Poipu Beach and its stunning sunsets. As an end unit, this...
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 ground floor unit #80, Ocean Front resortnFully 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 Sands 221 Ocean-View Paradise
POIPU SANDS 221 AT KOLOA KAI VACATION RENTALSYour Island Oasis with Stunning Ocean ViewsWelcome to Poipu Sands 221, a spacious two-story home offering 1,371 square feet of tropical comfort and expansive ocean views. A private second-floor entrance opens into a light,...
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...
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...
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...
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....
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...
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 &...
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...
Kahala 433 by Destination Kauai - 1BD, Walk To Beach, Portable A/C
E Komo Mai – Welcome to Kahala 433!Your relaxing South Shore retreat at Poipu Kai Resort.Nestled in lush tropical landscaping, Kahala 433 is a spacious 1-bedroom, 1-bath condo located just steps from the scenic Poipu greenbelt walking path and a short stroll to...
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...
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)...
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...
Kauai Dream By Parrish Kauai - AC, Private Pool, Central Poipu
The first Kauai vacation rentals available in the new Poipu Beach Estates development, Kauai Dream offers its guests a brand new home with an extraordinary scenic backyard and a deep water pool. Located just a few minutes from the Poipu Beach resort coastline as well as...
Garden view home with lanai, AC in every room, pool & tennis - walk to beaches
Hale Poipu NaniOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find a true getaway experience at Hale Poipu Nani, a beautiful, private home located in the Poipu Kai - Lanai Villas in...
Gorgeous Greenbelt! Home with beautiful mountain views & 5 min walk from beach!
This four bedroom, three-bath home located in the Kauai Visitor Destination Area (VDA) is the perfect base for your next family vacation on Kauai. The house features two private master bedrooms and two additional twin bedrooms for children or guests. Bedding...
Beautiful Ocean view of Sunny South Shore at Poipu Beach in Kauai
1 bedroom 1 bath vacation rental located in the beautiful town of Koloa, Hawaii. This cozy and comfortable unit is fully furnished and equipped with all the amenities you need for a relaxing and memorable stay.The bedroom features a comfortable queen-size bed,...
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...
3 bedrooms with baths - air conditioned home with heated pool near Grand Hyatt.
The whole house A/C and the pool heater were just added. I had some problems with a cleaner, but my new guy is awesome. Together we have scrubbed the entire house. Now if the economy was to become a little more predictable, I would raise the nightly rate. In the...
This apartment is a 0 bedroom(s), 1 bathrooms, located in Koloa, HI.
Enjoy the ideal getaway in our air-conditioned Beachcomber Studio, which is tucked away in the midst of magnificent lush tropical landscape covering a quarter of an acre. The mesmerizingly white sands of Poipu Beach are only a brisk five-minute walk away from the...
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...
Kauai Exclusive - Nihi Kai Villa 601 in Sunny Poipu!
Stellar location just steps from the ocean! Have fun on the ocean view pool deck by day and watch beautiful sunsets in the evening! At Nihi Kai 601, enjoy a bright, warm, and welcoming villa within this oceanfront tropical garden resort with vewly installed A/C as of...
Pool, Gardens, Walk to beaches and shopping Waikomo #320 located in sunny Poipu
This warm and welcoming suite is a stylish accommodation with tropical appeal. Ocean-inspired decor and hardwood accents complete the open floor plan, while the cozy lanai offers gorgeous garden views.With 1,050 square feet of intentionally designed space, this condo...
Hale Kahanalu Cozy Apartment Steps to Poipu Beach. AC, Free Parking & Wifi
Hale Kahanalu #4, Poipu Apartment, Kauai Vacation Rental, walk to Poipu Beach Park and Brennecke's Beach.Cozy and affordable 720 square feet, 2 bedroom, 1 bath apartment unit just a 2 minute walk to Famous Poipu Beach and Brenneckes Beach. Portable AC in the living room...
Poipu Crater 12 - Tropical Paradise - Garden/Crater View - AC
POIPU CRATER 12 AT KOLOA KAI VACATION RENTALSA Secluded Tropical Oasis in PoipuEscape to Poipu Crater 12, a charming 2-bedroom, 2-bathroom condo nestled in the lush and tropical surroundings of an ancient cinder cone crater. This unique setting offers tranquility and...
Prince Kuhio Large Garden View Studio 232
Just a two minute walk from the ocean, this spacious air conditioned studio is a perfect retreat for a single traveler or couple. It's located just minutes away from shops, farmers' markets, and the famous Poipu beaches. Create your culinary delights in our fully...
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...
Charming Condo with Shared Pool, Hot Tub, High-Speed WiFi, and Washer/Dryer
Makahuena 1301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy your own Hawaiian retreat in a quiet, breezy neighborhood. Guests will love relaxing in the spacious common area...
Prince Kuhio 133. Sweet Studio across the street from the Ocean
FOR OUR INTER ISLAND AND KAUAI GUESTS; ASK ABOUT OUR STAYCATION COVID-19 SPECIALS UNTIL DECEMBER 15thPrince Kuhio Condominiums - These ocean view studio and one bedroom condominiums are located directly across the street from a small beach and the surfing area known as...
Hale Keaka: Luxury Modern Estate w/ Pool, Outdoor Showers, Hot Tub & Ocean Views
This newly built 6-bedroom luxury retreat invites guests to experience Kaua‘i’s south shore in modern, ocean-view elegance. Set within the prestigious Kukui‘ula community in Koloa, Hale Keaka at Kukui‘ula blends architectural sophistication with relaxed island...
Gorgeous home with lanai, AC, outdoor pool & tennis - walk to dining & beach
Manualoha 608Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Just 100 yards from beautiful Brennecke’s Beach, steps from the Poipu Kai pool, tennis courts, and the ocean-view...
Private Garden Oasis steps to the Beach. Unit 46 Nice Ground Floor End Unit, AC
Peaceful ground floor condo. End unit with many shutters/windows to enjoy the ocean breezes in a beautiful garden setting Newly installed AC included also Two minute walk through nice grassy garden to the exclusive Kiahuna Plantation beach complete with a Beach Hut...
Poipu Shores B202: Beautiful Oceanfront Condo on Kaua'i's Pristine South Shore
Beautiful two-bedroom oceanfront condo on Kaua'i's pristine South Shore. This remodeled Poipu Shores unit is equipped with a full kitchen, air conditioning, and Hawaiian style furnishings. Relax at Poipu Shores' oceanfront pool, enjoying the gorgeous views, or take time...
Beautiful Home Just Up From Brennecke's Beach w/Free WiFi and Ocean Views
Hale Kahanalu #3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Just walking distance to two world-class beaches, this lovely two-bedroom home is close to everything Southshore has...
3rd Floor Condo Kiahuna A/C. Walk to Beach Shop and Restaurants. Ocean nView!n
4 guests-1 bedroom-2 beds-1 bath.You'll have a great time at this comfortable place to stay.Kiahuna Condo 331 overlooks beautiful Moir Gardens and has partial ocean views. The condo is tastefully redecorated with granite countertops and tiled shower. It has...
Makahuena 4304 by Destination Kauai - Partial Ocean View
E Komo Mai, Welcome to The Makahuena 4304!“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/2.5-ba is a multi-level condo on the second story...
Hale Ulili: Island-Style Kauai South Shore Vacation Home
Located on the dramatic Poipu coastline, this casual and unassuming island-style Kauai vacation home has ocean views from every room. Watch dolphins, turtles and seasonal whales swimming right off the property, waves crashing on the rocky coastline, and palms swaying in...
New Listing: Tropical 1BR Retreat in Waikomo Stream Villas, Poipu
Welcome to Waikomo Stream Villas unit 100, your tropical gem in the heart of Poipu! Nestled in lush greenery and surrounded by vibrant flora, our one-bedroom condo is the perfect escape for those seeking tranquility and natural Hawaiian beauty.Why you will love this...
Kauai Exclusive - The Hawaiian Waterfall House w/ Private Pool!
This exquisite home is in the exclusive Kiahuna Golf Village. Ancient lava rock walls surround the stunning property, bridging old Hawaii with modern appeal. Rolling golf course greens give way to the nearby ocean and your own private pool provides a personal paradise...
Waikomo Stream Villas 103 - 1st Floor, Garden View
WAIKOMO STREAMS VILLAS 103 AT KOLOA KAI VACATION RENTALSGarden-View Tranquility in Poipu BeachWelcome to Waikomo Stream Villas, one of Poipu's hidden gems! Nestled within a lush, tropical garden setting, this serene resort is located on the sunny south shore of Kauai....
Hale Maluhia at Poipu Kai By Parrish Kauai - luxury home w/ private pool courtya
This luxury Kauai vacation rental is set on the coveted greenbelt in the center of Poipu Kai and overlooks Shipwreck Beach. Hale Maluhia at Poipu Kai blends indoor and outdoor elements into a unique island life experience with custom made furniture, local art and...
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Recently updated with fresh paint and new luxury vinyl flooring. New photos coming soon!!!Waikomo Stream Villas is a quaint little resort located between the Kukuiula Shopping Center and Koloa Landing in the heart of Poipu.It has the old Hawaiiana feel, with lush...
Ground-Floor Retreat W/Ocean Views-Kiahuna 2166
Kiahuna Plantation unit 2166: This modern tropical one-bedroom ocean view unit on the ground floor is a rare find and provides the utmost comfort with cool flooring and decorative carpeting, two cooling ceiling fans, and floor-to-ceiling windows allowing for plenty of...
Tranquil condo with pools, hot tub, jetted tub, grill & board games - near beach
Poipu Mermaid 912Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'From the sands of Hawaii to the shores of Kauai, you'll be astounded by the beauty of this slice of paradise! You'll...
First-floor condo w/ ocean view, washer/dryer, & outdoor pool
Poipu Kapili #60Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breezes are regular visitors at this gorgeous corner condo by the sea, as are beautiful views of the sunset. Enjoy...
Kauai Exclusive - Pili Mai 11B - AC, Pool & Fitness Center in Sunny Poipu
Enjoy this brand-new, two-level suite with plantation-style architecture. Pili Mai 11B is a spacious 4-bedroom, 3.5-bathroom condo featuring two master bedrooms with ensuite bathrooms, upgraded amenities such as A/C, Marbau flooring, granite countertops, Bosch...