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.
OCEANFRONT RESORT, F/K,washer/dryer, Pool,WIFI, BEACH, 2BDRM, fresh towels daily
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM, 2 BATHROOM (King in master and 2 Twins or we can request a Queen for the 2nd bedroom), OCEANFRONT RESORT, short walk to...
Kiahuna 322 Hawaiian Hospitality - Garden Deluxe View overlooking Moir Cactus Garden
KIAHUNA PLANTATION 322 AT KOLOA KAI VACATION RENTALSLuxury and Accessibility in the Heart of Poipu BeachWelcome to Kiahuna Plantation 322, where luxury meets convenience in the heart of Poipu Beach. This beautifully upgraded first-floor condo offers exceptional comfort...
Regency Corner Unit - tropical surroundings with split A/C units installed!
This Regency 311 condo will make your vacation to Poipu Beach one to remember! This corner unit offers privacy and lush, tropical surroundings. It has consistent trade breezes, but also has a split air conditioning system, with A/C units installed in both bedrooms and...
Ground floor end unit on great lawn, remodeled in Fall 2023
Kitchen and bathroom remodel completed in Fall 2023. New kitchen appliances and furniture upgrades throughout the unit.Kiahuna Plantation is the only beach-front property on Poipu Beach. With a partial ocean view from our lanai, our unit is less than a 30 second walk to...
PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts
NOT A CONDO! This 2000-square-foot, stand-alone house is the perfect get away for your entire family. No shared walls, railings, entryways, elevators or parking lots so you can arrive with confidence and know that you will not be sharing your rental with other...
Makahuena 1204 AC Parital Ocean View, Single Story
MAKAHUENA 1204 AT KOLOA KAI VACATION RENTALSOceanview Comfort in the Heart of PoipuWelcome to Makahuena 1204, a serene two-bedroom, two-bathroom condo located in the heart of Poipu. Situated on the second floor of the Makahuena at Poipu complex, this condo offers...
Poipu Shores A104 By Parrish Kauai - oceanfront views with AC & large lanai & la
Poipu Shores is an intimate and private oceanfront resort with only 39 townhomes located in sunny Poipu Beach. This resort is tucked away on an oceanfront cliff side and all accommodations have unobstructed oceanfront views. It is also just a short walk from Poipu Beach...
NEW! 1st Floor Condo with A/C in Poipu, 4-Min Walk to Beach
1st Floor Unit | Walk to Beach | Beach Gear ProvidedGrab a cold drink and head out to your own private lanai in this lovely 1-bedroom condo at Kiahuna Plantation Resort. Lush Hawaiian landscaping surrounds you as you dine al fresco at the four-person dining table with...
HIDDEN GEM: Fantastic OCEANVIEW Condo/w New AC and Windows - Recently Remodeled!
Break away to surf, sand and fun on your next family vacation. Enjoy it all when you stay at oceanfront Makahuena Resort. Our recently remodeled two-bedroom Poipu condo here (Makahuena 1309) has a fantastic view of the ocean and pool. The layout is ideal for up to 6...
Garden-Beach-Gym-Pool-Turtles on Poipu Beach #228
Experience the best of Kauai in sunny Poipu at Kiahuna Beach! This condo in Building 35 features an updated kitchen and beautiful garden views. Relax in lush resort grounds just 25 minutes from the airport and close to Waimea Canyon and Napali Coast tours. Enjoy...
Beach Front w/Lanai, WiFi, Cable, Fans–Kiahuna 2194
Kiahuna Plantation - Unit 2194: Soaring ceilings, stunning ocean views, and a spacious, open-concept design highlight this dreamy 880-square-foot one-bedroom/one-bathroom vacation suite. Decorated with warm tropical color tones, tasteful artwork, and artisan...
Hale Mahina Hou – Luxury Kukui'ula Vacation Home with Pool and Ocean Views
Situated in the exclusive Kukui'ula neighborhood on Kauai's sun-drenched south side, this exceptional Koloa vacation rental home creates the ideal setting for your group to experience indoor-outdoor island living. Hale Mahina Hou boasts a private pool and hot tub, views...
Waikomo Stream Villas 530, AC, 2 bed/2 bath, Club Access
WAIKOMO STREAMS 530 AT KOLOA KAI VACATION RENTALSA Tranquil Retreat in PoipuImmerse yourself in the natural beauty of Poipu at Waikomo Stream Villas 530. This third-floor condo overlooks lush greenery, vibrant flowers, and the serene Waikomo Stream, offering a peaceful...
Kahala at Poipu Kai
1 bedroom, 1 bath condo with beautiful ocean views. Fully furnished kitchen. Washer and dryer, air conditioning in the bedroom. Master suite with king sized bed. Family room boasts vaulted ceilings. Bonus sleeping area in the loft above the family room. Swim in the...
Home near the beaches w/ washer/dryer, central AC, shared pool, hot tub, tennis
Hale PoluOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set in one of the best locations in all of Poipu, and with access to the Poipu Kai Association tennis courts, heated pool,...
Kahala 412 - Private One-Bedroom Condo in Poipu Kai
KAHALA 412 AT KOLOA KAI VACATION RENTALSUpdated Island Retreat with Access to Poipu’s Best Beaches and AmenitiesDiscover your perfect Hawaiian escape at Kahala 412, a beautifully updated one-bedroom, one-bathroom condo offering 1,000 square feet of spacious comfort....
Prince Kuhio 115 – Air-Conditioned Poipu Condo with Ocean Views
Prince Kuhio 115 is your private slice of paradise on Kauai’s sunny south shore. This beautifully updated, first-floor condo is located in the sought-after Prince Kuhio complex in Poipu, directly across from the ocean and nestled beside the lush, sacred grounds of...
Kuhio Shores, #214. Kauai’s Best Location! Spectacular Oceanfront Condo
Best location in Poipu! Oceanfront - Thirty (30) feet from the ocean - rare and unique corner unit. Two bedroom, 2 bath. Ceiling to floor windows across the entire front of the condominium. The condo faces South at the OCEAN and then wraps-around and faces West toward...
Kiahuna #24 Partial Ocean View Ground Level Corner Unit Steps from Beach
Kiahuna Plantation #24 has the best that Poipu Beach offers. Kiahuna Plantation condos have a unique beachfront location in Poipu Beach, making it a favorite for vacationers for decades. The resort is set on 35 lush tropical acres, featuring orchid and cactus gardens as...
Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & Snorkeling
Watch frolicking sea turtles, marvel at spectacular sunrises, enjoy whale watching (in season), and relax under starry night skies from the shaded, breezy comfort of the lanai at this charming, third-floor, oceanfront Kuhio Shores condo.***** We invite you to enjoy our...
Spacious, Immaculate, Updated Poipu Home, Beautiful Sunsets, Private Pool, AC
Immaculate Poipu Retreat with Private Pool. Welcome to our pristine vacation home, The Palms at Kiahuna nestled in sunny Poipu on the Kiahuna Golf Course. Accommodates up to 8 guests, including children and infantsProperty Details:Location: Quiet cul-de-sac on the...
Nakoa Kai in Sunny Poipu with Pool
Nestled in the back of a private cul-de-sac, this exquisite three-bedroom vacation home is located in the heart of sunny Poipu, walking distance to beautiful white sand beaches and the shops and restaurants of Kukuiula. Sixteen-foot glass-panel pocket doors open to an...
Beautiful Condo that offers a truly Hawaiian experience: Waikomo Streams 121
Welcome to Waikomo Streams 121 by Gather. Strolling the grounds of Waikomo Streams Villa in Poipu is like walking through a fairy tale. A bamboo forest, brightly colored flowers, and a waterfall spilling into a serene pond where multi-colored koi swim are all waiting to...
Loke Lani+Guest House by Destination Kauai - Luxury Home, Private Pool, A/C, Poipu Kai
E Komo Mai! Welcome to Loke Lani + Guest House 'Ohana!Enjoy a bright, tropical retreat designed for comfort and relaxation. The main house features 3 bedrooms and 2 bathrooms, including a primary suite with king bed, soaking tub, and a bonus baby room with crib. Cook in...
Beautiful spacious 5 bedroom condo with AC in the heart of Poipu, walk to beach
Spacious condo in Regency complex of Poipu Kai resort. Next to walking path to beaches, dining, walk to shopping. Great for families, or couples who like to travel together. Two lanai areas to enjoy the ocean breezes and access to the pools at Poipu Kai. Also includes...
Malia Makai - E - Egret - Beautiful Remodel, A/C, Ocean View
MALIA MAKAI E AT KOLOA KAI VACATION RENTALSEGRETYour Sleek Tropical Escape in PoipuWelcome to Malia Makai E – Egret, a stylish 2-bedroom, 1-bathroom cottage nestled in the heart of Poipu. With modern comforts, air conditioning, and an unbeatable location, this updated...
Hale Ani: Oceanfront Kauai Vacation Home - Steps Poipu Beach!
Located just footsteps from Poipu Beach and Brennecke Beach, this selection from our Kauai cottages offers its guests a spacious and relaxing place to settle in and enjoy island-style beach life. Hale Ani is a comfortable and charming Kauai vacation home with an...
Malia Makai - G - Starfish - A/C - Beautiful Views of the Poipu Coastline
MALIA MAKAI G AT KOLOA KAI VACATION RENTALSSTARFISHYour Tropical Oasis in PoipuWelcome to Malia Makai G – Starfish, a charming 2-bedroom, 1-bathroom cottage offering the perfect retreat for your Kauai adventure. Located in Poipu, this modern and inviting rental is...
Shipwreck Beach Cottage ...Stand Alone Unit ..Walk to the beach and GRAND HYATT
Shipwreck Beach Cottage is a PREMIER condo at Poipu Sands is a STAND ALONE unit, with NO NEIGHBORS above or on any side. It just underwent a COMPLETE MAKEOVER with new furniture, floor coverings, paint, and accessories. This one will WOW anyone who chooses to spend...
Beautiful Mediterranean Architecture 4 BR Home in Poipu
Welcome to our South Shore Respite "Best Value" Retreat in sunny Poipu. Beautiful Mediterranean architecture home located inside the luxurious Kiahuna Golf Village community! Prime location- only 1 mile from famous Poipu Beach, 12 minute walk to shopping and...
Oceanfront Breezy Corner Condo w/ Air Conditioning by Alekona Kauai
Designed to take advantage of the cool trade winds and showcase Kauai's natural beauty, Poipu Kapili Condo #6 is the oceanfront condo you have been looking for. This two bedroom, three bathroom corner unit is stylishly decorated and can sleep up to four people.Guests...
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...
Malia Makai - D - Dolphin - Air Conditioning, Special Remodel
MALIA MAKAI D AT KOLOA KAI VACATION RENTALSDOLPHINYour Tropical Getaway in the Heart of PoipuWelcome to Malia Makai D – Dolphin, a charming 2-bedroom, 1-bathroom cottage in the heart of Poipu. This stylishly updated rental combines modern comforts with the beauty of...
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....
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,...
Professionally designed new unit at Kiahuna plantation with A/C
Kiahuna plantation unit 427 in bldg. 41.You are a very short walk away from a beach, actually 200 steps.On the middle floor. Poipu beach is very nearby.Welcome to Sunny Poipu and Kiahuna Plantation Beach! This newly remodeled A/C .Kiahuna Plantation leaves nothing to be...
Makahuena 5202 - Oceanfront Suite on the water! Club access included
Makahuena 5202 is one of the best oceanfront condos that sunny Poipu has to offer. The Makahuena Resort is located on the southernmost point of Kauai. This unique oceanfront resort is situated on the edge of a bluff providing spectacular coastal views. This second-floor...
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...
koolkondo 2283 Hoohu Rd Oceanview, KoolKondo 2283 Hoohu Rd Oceanview
The Emerald Pagoda: Luxury Vacation Rental in Kauai with Ocean View and Pool2283 Ho’ohu Rd., Koloa, HIWelcome to koolkondo, where you will experience luxury vacation rentals at their finest. Our stylish boutique hotel style condos and homes have it all. You will...
Kiahuna Vista by Parrish Kauai - Fairway & Distant Ocean Views w/ Pool, Spa
Located on the 17th fairway of the Kiahuna Golf Course, this home in our Kauai vacation rentals features four spacious bedroom suites, a sparkling pool and Jacuzzi spa. Tastefully decorated with designer furnishings throughout, it’s the perfect setting for a large...
Makahuena 5101 by Destination Kauai - A/C Oceanfront
E Komo Mai, Welcome to Makahuena 5101“The Makahuena” is located on the southernmost point of Kauai. This unique oceanfront resort is situated on the edge of a bluff providing spectacular coastal views. This 2-bd/2-ba condo is on the ground floor with breathtaking...
Updated 2BR Paradise: A/C, Modern Luxury & Resort Amenities at Regency Poipu Kai
Escape to paradise in this newly updated, air conditioned, 2-bedroom vacation haven nestled within the prestigious Regency at Poipu Kai. This tropical retreat promises a perfect blend of modern luxury and Hawaiian charm, providing an unforgettable backdrop for your...
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...
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...
Top floor-quiet, 3 min walk to beach, Espresso machine, pool/ fitness, HBO
Feel like living in a treehouse…Quiet, top flor location, lots of special features *** Pls note that from Jan1st, 2024, for stays the end cleaning fee for each unit 1 BR is $ 268.00 plus Tax. For stays of 10 nights or more, an additional mid-stay replenishment fee per...
Poipu Makai Villas C1 - Amazing Views, Ocean Front, AC
POIPU MAKAI C1 AT KOLOA KAI VACATION RENTALSYour Oceanfront Oasis on Kauai’s South ShoreDiscover unparalleled tranquility and breathtaking ocean views at Poipu Makai C1, an exclusive oceanfront condo perched on a bluff overlooking the vibrant blue Pacific. With only...
Kiahuna 106 - Ocean View, Close to World-Class Beach, Poipu Beach Club Included
KIAHUNA PLANTATION 106 AT KOLOA KAI VACATION RENTALSOcean-View Condo in the Heart of Poipu’s Tropical ParadiseNestled on 35 acres of lush lawns and tropical gardens, Kiahuna Plantation 106 offers the perfect combination of history, charm, and modern comforts. This...
Nihi Kai 510 - Garden w/ Ocean Peek View/AC/Walk to Beaches
NIHI KAI 510 AT KOLOA KAI VACATION RENTALSYour Garden View Escape in the Heart of PoipuWelcome to Nihi Kai 510, a beautifully updated 2-bedroom, 2-bathroom condo in the heart of Poipu. Located within walking distance to Brennecke’s Beach and Poipu Beach, this charming...
Oceanfront TownHome Upgraded 2 BR, 2.5BA Fully Air Conditioned
Poipu Shores 104C is a fully-oceanfront, 2-story, 2-bedroom townhome with two lanais and complete air conditioning. A fully oceanfront townhome is a rarity on the south shore of Kauai, doubly so for an air conditioned one! It is an exquisite choice for an unforgettable...
Luxury Poipu Beach House Sleeps 8 with Central AC
This new custom home has 3 large bedrooms & 2.5 baths, perfect for larger parties or families to stay together on their vacation. The house has central AC, high-speed wifi, memory foam beds, and beach chairs and coolers you'll need to enjoy Kauai's beaches. The house is...