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 Ilikai - Luxury Oceanfront Home on Poipu Coastline
One of the finest oceanfront Kauai vacation homes set on the edge of the spectacular Poipu coastline, this home has ocean and coastline views, central air conditioning, an oceanfront Jacuzzi spa, five bedroom suites and much more. Offering the perfect setting for a...
Mele Kai at Poipu, AC, Ocean, Sunset Views, Near Poipu Beach
Mele Kai at Poipu, "Song of the Ocean". Private 2-story Poipu vacation home with ocean views. Conveniently located walking distance (0.5 mi) to Brennecke's Beach and Poipu Beach. Sleeps up to 8 people including children and infants (1 pack n play provided). Mele Kai...
Loke Lani: Poipu Kai Luxury Home with Private Pool
E Komo Mai — Welcome to Loke Lani!Enjoy tropical island living in this light, airy, and stylishly decorated 3-bedroom, 2-bathroom main house in Poipu Kai. The gourmet kitchen is fully equipped for your culinary needs, and your private lagoon-style pool with a soothing...
Recently upgraded single level ocean view condo
Fully upgraded kitchen with new appliances. Partially upgraded bathrooms and freshly painted walls. Ideal single level layout with great ocean views. Easy access from parking to the condo. The guest bedroom bedding configuration can be converted into king size, great...
Ground-floor condo on golf course with pools & hot tub
Pili Mai 13AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Lush Kauai’s not known as the Garden Island for nothing, and here at Pili Mai, you’ll be surrounded not only by...
OCEANFRONT RESORT, 2br, 2bath, Kitchen, washer/dryer, daily fresh towel exchange
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...
Oceanview: Walk to Poipu Beach, AC, Private Lanai!
Get away to our luxurious hideaway with killer ocean views, and is 2100 square feet in size, fully air conditioned, and has two bathrooms and three bedrooms. It is equipped with a gourmet kitchen, large TVs in the living area and master bedroom, making it an ideal...
Hale Imaka - 4 Bedroom/3 Bath with Air Conditioning
HALE IMAKA AT KOLOA KAI VACATION RENTALSSpacious Retreat Near Poipu's Best AttractionsWelcome to Hale Imaka, the ideal getaway for families and groups seeking comfort, convenience, and the best of Poipu. This spacious 4-bedroom, 3-bathroom home offers privacy, modern...
Kiahuna Plantation #215
Aloha and welcome to paradise! We are located on Kauai's beautiful south shore known for it's sunshine and pristine beaches. The Kiahuna plantation sits on 35 tropical acres landscaped with rolling lawns, koi ponds, the renowned Moir gardens, palm trees, and our OWN...
Oceanfront Corner Condo near Lawai Beach w/Balcony, Free WiFi, Shared W/D, Grill
Kuhio Shores 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to a peaceful tropical vacation at this Kuhio Shores condo just steps from Lawai Beach, a local...
This townhouse is a 2 bedroom(s), 2 bathrooms, located in Koloa, HI.
Explore our airy and roomy Royal Palm unit, which is situated in the midst of verdant tropical landscaping and measures 1550 square feet in size. The pure white sands of Poipu Beach are within a five-minute stroll. Luxurious deep tub in the master bathroom, 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...
Pili Mai 15H - Central A/C, Pools, Gym
PILI MAI 15H AT KOLOA KAI VACATION RENTALSModern Luxury Meets Island CharmDiscover the perfect blend of contemporary comfort and tropical tranquility at Pili Mai 15H, a stunning two-bedroom, two-and-a-half-bathroom condo set amidst the lush greens of the Kiahuna Golf...
Panoramic Views, Upgraded 2 bed, 2.5 baths, AC
Breathtaking views of the ocean, coastline, lush green hills, and palms! With a picturesque ocean view, our top floor condo offers privacy, cooling trade winds and panoramic ocean vistas which a camera can't begin to capture. We could see sail boats on the ocean and...
Kahalekai - Best Value Oceanfront Home in Sunny Poipu
This lovingly maintained and well-equipped oceanfront beach house is ideal for your family’s next vacation or to share with friends. You will be in awe of the exquisite ocean and coastline views from every room. Kahalekai is perfectly situated to view the mesmerizing...
Baby Beach Hale - Amazing Views and Steps to Baby Beach!
YouTube Video Presentation Link: https://youtu.be/rOjPmeJvCtAWith 4,000 square feet and a two story floor plan, Baby Beach Hale is the perfect Kauai vacation rental for a large group or family get together. This spacious and well appointed two-story Kauai vacation home...
A/C THROUGHOUT THE 2 BR OCEAN VIEW CONDO - Corner Unit - 2 Bdrm/2Bath -
Kiahuna Plantation is the ONLY beachfront condo resort on Poipu Beach!! Other condos are on a rocky shoreline or a long walk/drive to the beach. Our condo is a spacious 2-level condo with an open floor plan and vaulted ceilings with a spectacular ocean view from the...
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...
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...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beach Fun at Waiohai Club +Resort Amenities. 2-Bedroom
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! 🌺 Escape to Paradise: Your Dream Vacation Awaits at Marriott Waiohai Beach Club 🌺An Additional Savings from $500-$1000 (approx) can be provided on certain 7-Night stays for 𝐅𝐢𝐧𝐝𝐢𝐧𝐠...
Poipu Sands at Poipu Kai #514 By Parrish Kauai Oceanfront Views
Our luxurious Kauai vacation rentals at Poipu Sands offer spacious layouts, large covered lanais, a private heated resort swimming pool, community gas BBQs, on-site tennis courts, and more.Centrally located in Poipu, adjacent to the Grand Hyatt Resort & Spa as well as...
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...
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....