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.
Pili Mai 7J: Tranquil 3BR Condo w/ Pool, Ocean/Golf Views & Community Amenities
Welcome to Pili Mai 7J by Gather, a ground-floor, single-story condo that presents an ideal blend of luxury and convenience in the heart of Koloa, HI. With its serene setting on the Kiahuna Golf Course and views stretching to the ocean, this property with three bedrooms...
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...
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 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 &...
Kiahuna 307, Honu Heaven, Ocean View, Air Conditioning, End Unit
KIAHUNA PLANTATION 307 AT KOLOA KAI VACATION RENTALSHonu Heaven – Your Private Tropical Oasis in PoipuWelcome to Kiahuna Plantation 307, lovingly nicknamed Honu Heaven, a newly renovated, air-conditioned condo just a 3-minute walk from the golden sands of Poipu Beach....
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...
Tropical Paradise - Stunning King Hanging Bed - 360 degree views !!!
Bright and open, private three bedroom luxury home. Unique nautical style hanging bed in the upstairs master bedroom that also features a lovely kitchenette and covered lanai. Home has fully stocked gourmet kitchen and large saltwater pool. Stunning mountain and golf...
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...
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...
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...
Ocean- & golf-view condo with balcony, AC, pool, hot tub & gym - near shopping
Pili Mai 13IOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience your dream vacation at this beautiful villa on Kauai's sunny South Shore, where you'll wake up each morning to...
Luxe townhome with lanai, on-site pool/hot tub/gym/golf, central AC, & fast WiFi
Pili Mai 14IOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury meets the tropics at this breathtaking Pili Mai townhome in Poipu, where you'll be surrounded by the Kiahuna Golf...
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...
Lawai Beach Resort 314 By Parrish Kauai - oceanfront views steps from Lawai Beac
Enjoy spectacular views from sunrise to sunset from the lanai of your oceanfront Kauai condo. Lawai Beach Resort overlooks one of the best snorkeling and surfing beaches on Kauai, making it a favorite vacation spot for everyone. There are three pools, complimentary...
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...
Kiahuna Plantation 335. Ocean View Condo in Sunny Poipu with Air Conditioning!
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 Kiahuna Plantation. Being conveniently located within walking distance of several shops and restaurants makes this the perfect...
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...
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...
Hale Kahanalu Cozy Apartment Steps to Poipu Beach. AC, Free Parking & Wifi
Hale Kahanalu #4, Poipu Apartment, Kauai Vacation Rental, walk to Poipu 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 and bedrooms. This...
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...
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...
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...
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...
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!'Manualoha 608 is the perfect home for your whole ohana! Just 100 yards from one of Poipu's finest beaches, Brennecke's...
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...
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)...
Mountain view townhome in Poipu with lanai, on-site golf, pool & hot tub
Pili Mai 14GOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up to sparkling views of green mountains and palms at this luxury townhome at Pili Mai in Poipu. This home gives you...
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...
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...
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!
One bedroom with Cal King bed, new Queen sleeper sofa, new split AC, new washer and dryer, full living area and kitchen private lanai space.This peaceful unit located in sunny Poipu is something special! This resort has the old Hawaiiana feel, with lush landscaping and...
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...
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...
Poipu Shores A206: Oceanfront Condo w/ A/C & Community Pool
Enjoy outstanding ocean views from this beautiful, oceanfront Poipu vacation rental condo. Poipu Shores A206 by Gather serves as the perfect location for your Kauai getaway, with convenient access to world-class beaches, restaurants, golf, shopping, and adventures.A...
Easy Poipu Living! Lanai, Full Kitchen, WiFi, TVs+Upgraded Bath–Kiahuna 2310
Overlooking the resort’s Moir Gardens once listed among the “10 Best Cactus and Succulent Gardens in the World,” this 690sf deluxe vacation villa blends all the resort perks you expect with the homey touches you appreciate. Think plantation-era ambience with...
Condo with expansive ocean views from the kitchen, lanai & primary suite
Makanui at Poipu Resort 222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This two-bedroom, two-bath with two-bed bonus loft is a Hawaiian-themed oasis surrounded by lush tropical...