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.
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...
Kiahuna 322 Hawaiian Hospitality - Garden Deluxe View overlooking Moir Cactus Garden
Summary:Upgraded garden-level condo with deluxe finishes and a spacious lanai overlooking the Moir Cactus Garden. Features hardwood floors, quartz countertops, king bedroom, queen sleeper sofa, beach gear, and ground-floor accessibility. Just a short walk to Poipu Beach...
Panoramic Oceanfront View, Condo with Air Conditioning and Large Lanai
Kuhio Shores #314. Floor to ceiling wrap around windows provide unobstructed panoramic ocean views! Our light, bright, spacious, and comfortable two bedroom-two bath Poipu Beach oceanfront vacation rental condo sits 40 feet from the ocean's edge. Floor to ceiling glass...
New open concept Garden Delux Kiahuna, Partial Ocean View Retreat!
Celebrate Aloha and the tradition of Hawaii with a stay at our slice of paradise. You'll take a step back in time to a simple more relaxing period when you arrive at Kiahuna Plantation on the sunny south shore of the beautiful island of Kauai, 'The Garden Island'....
Magnificant Ocean Front Condo with New Air Conditioning and Panoramic Views
Kuhio Shores #315. Our light, bright, spacious, and comfortable two bedroom-two bath Poipu Beach oceanfront vacation rental condo sits 40 feet from the ocean's edge. Floor to ceiling glass windows provide unobstructed panoramic ocean views. You can see spectacular...
Poipu Poolside Paradise with Ocean views!
Free access to Poipu Beach Athletic Club.Rental car at a reasonable rate.Enjoy the sound of the waves from your own lanai. Watch the sunset and whales from the lanai. ten minute walk to the famous Poipu beach and ship wreck beach. A short drive to one of the hidden...
Prince Kuhio #205, Ocean View, sunny south shore Poipu area
Welcome to Prince Kuhio #205. This one bedroom is the perfect place to stay while in Kauai. Recently renovated and fully equipped with everything you need to enjoy and relax. This gem with a spectacular ocean view is only a 100 yards to beautiful sandy Lawai Beach and...
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...
4 br Luxury Home in Kukuiula w Pool
Spectacular golf course views are just some of the highlights of the Pa'ina Makai vacation rental in the luxury Poipu community of Kukuiula. Pa'ina, meaning “to gather” in the Hawaiian language, is the perfect name for this home, which has many open living areas for...
Ocean Front 3 BR, 1 level Condo. Pool, SPA, huge Lanai. Pickle Ball
This is a spacious (1300 square feet) ground level, three bedroom, two bathroom, ocean view condominium, in the very popular, upscale Makahuena Resort located in the center of Poipu. It's size and internal layout provides spacious comfort for as many as 8 but works...
Remodeled Top Floor End Unit#49. Perfect location - Sunny & Close to Beach!
Fully updated condo with new open concept kitchen featuring stone counters, kitchen bar, stainless steel appliances, plantation style custom solid wood cabinetry and modern task lighting. Luxurious tiled bathroom also has new plantation cabinets and lighting, tiled...
Loke Lani: Poipu Kai Luxury Home with Private Pool
🌴 E Komo Mai — Loke Lani | Private Poipu Retreat with Lagoon PoolExperience tropical island living at Loke Lani, a bright and airy 3-bedroom, 2-bath main house in Poipu Kai. Stylishly decorated for comfort and relaxation, this home features a gourmet kitchen and a...
Kiahuna Plantation Condo - So Close to the Beach!
Beautiful Kiahuna Plantation is located on world-renown Poipu Beach. Enjoy strolling through 35 acres of tropical paradise with gardens of graceful orchids and unusual cactus. The buildings are plantation style with louver shutters on the windows and ceiling fans...
Luxury Air Conditioned 3BR Kauai Resort Condo
Spacious 3 bedroom Regency condominium in the Poipu Kai resort- minutes walking distance from beautiful Poipu (10), Shipwrecks/Keoneloa (12) and Brennecke's (7) beaches on Kauai's sunny south shore. Double corner unit (windows on 3 sides) with vaulted ceilings in living...
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...
Remodeled Ocean View Condo At Kiahuna Plantation 2BR/2BA
Enjoy spectacular ocean views from the living room and master bedroom! The sand is just steps away! Kiahuna Plantation is the only beachfront condo resort on Poipu Beach - rated the #1 beach in the world by the Travel Channel! Spacious 2-level condo with open floor plan...
Deluxe Poipu Beach Oceanview -Park Next to Door! No Stairs! A/C!
Ocean and garden view 2Br 2Ba condo across from Poipu Beach in Kauai, Hawaii. Some of the best and safest swimming, snorkeling, surfing, and boogie boarding on the island. Restaurants and shopping within walking distance. This is unit #809 in the #8 building . You will...
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...
Renovated 2br Condo with Sweeping Ocean Views
Charming beach condo with ocean views. This bi-level ocean front condominium enjoys a panoramic view of the Pacific Ocean and Shipwreck Beach. The master bedroom shares the view through large windows that invite you to have breakfast in bed. The second bedroom has two...
Loke Lani+Guest House by Destination Kauai - Luxury Home, Private Pool, A/C, Poipu Kai
🌺 E Komo Mai! Loke Lani + Guest House 'Ohana | Tropical Poipu RetreatDiscover your perfect island getaway at Loke Lani + Guest House 'Ohana, a bright, tropical retreat designed for comfort and privacy.The main house offers 3 bedrooms and 2 bathrooms, including a primary...
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...
Hale Kai Kea by Destination Kauai - Poipu Kai, Close to Poipu Beach
🌴 E Komo Mai — Hale Kai Kea | Spacious Poipu Family RetreatExperience island living at Hale Kai Kea, a spacious Kaua'i home designed for comfort and privacy. This 3-bedroom retreat features king suites with private ensuite baths, plus a bonus room with 2 twin beds,...
Poipu Palms #102 Oceanfront, pool, near beach
Part of the intimate Poipu Palms condo community, this tropical property stuns with incredible ocean views. Out on the private lanai, gather with your ohana to sip on a cool drink and let the ocean breezes lull you into complete relaxation mode.Whip up meals in the...
Kuhio Shores #211 - Best Value Oceanfront Condo in Poipu!
This air conditioned two bedroom two bath oceanfront unit is on the second floor of Kuhio Shores condominium located in sunny Poipu, Kauai. Fronting a sandy bay this complex has as an elevator and offers some of the best surfing, body-boarding, swimming and snorkeling...
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...
Whalers Cove Unit #113 - Spectacular and Secluded Oceanfront Condo with Pool!
Whaler's Cove 113 – Oceanfront Luxury Condo with Stunning Views of the PacificExperience the ultimate beachfront getaway at Whaler's Cove 113, a secluded 32-unit oceanfront hideaway on Kauai’s South Shore. This luxurious 2-bedroom, 2-bath condo offers breathtaking views...
Bayview, Poipu, Koloa Hawaii "Torview" Air conditioned
Quiet location in a resort area.New Split AC system.Direct access to greenbelt which provides wonderful walks to two beaches via semi private garden pathways.Private entrance for exclusive use of room and ensuite.Wifi and TVThree world class golf courses within 5...
Sandy Beach House - Oceanfront with Private Pool & Sandy Beach
Picked by Islands Magazine as one of the top villas in the world, this spectacular home from our Kauai oceanfront rentals enjoys a private oceanfront location on a secluded beach. Sandy Beach House is bright, airy and the ocean is visible from almost every room in the...
Poipu Oceanfront Penthouse AC, high WIFI, Well Stocked Kitchen, Beach Chairs
Welcome to your private sanctuary on the top floor of a premier oceanfront location in Poipu, Kauai. Just forty feet from the shoreline, this two‑bedroom, two‑bath condo offers 180° unobstructed views of three renowned surf breaks—“PKs,” “Centers,” and “Acid Drops.”...
Poipu Beach, Spectacular Ocean view condo, with A/C Sunset Kahili #306
A spectacular ocean view from the living room, bedroom, balcony, air conditioning and a recently upgraded kitchen are a few of the features that you enjoy while staying in your paradise getaway. The fully-equipped kitchen was just renovated in July, 2024 with all new...
Hale Moana - Best Value Beachfront Home Steps from Beach!
Poipu Kauai’s perfect beachfront vacation home with the perfect price! Every room opens onto the huge covered lanai and has stunning ocean and sunset views. Spacious grounds at the waters edge. Queen and 2 Twin beds. A/C in bedrooms and living room as of May 2023!“A...
Fall special for months of October & November. See calendar
Aloha! Come bring your ohana (family) and friends to sit on our beautiful wrap around patio at our beautiful Pu'uhonua (place of refuge) with breathtaking tropical views. The great room and kitchen are the heart of Pu'uhonua located on the 2nd floor featuring wrap...
Stone House - Beachfront Home with 180 Degree Coastline Views!
YouTube Video Presentation - https://youtu.be/0hYizfnECb8The Stone House is built on a point of land that has a 180 degree white water ocean view like no other! The home sleeps up to eight people and includes three bedrooms, two bathrooms and is adjacent to a white sand...
SANDY BEACH RESORT New remodel with air conditioning. Beach 2min walk!
Paradise. This spacious beach home has a 2 LEVEL OPEN FLOOR PLAN with 2 bedrooms/2 bathrooms and A/C. We are building #37, Unit 243.BEACH: The Travel Channel named our Poipu Beach “America’s Best Beach” and we can see why. This beach is pristine with soft, clean sand....
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
Imagine yourself living in this gorgeous location with amazing views of the deep blue ocean and lush tropical mountains. This spacious 2 bedroom/2.5-bathroom condo consists of a 2-story layout with high ceilings. It is the best location in the complex, situated on the...
Modern Island Chic W/Kitchen and Lanai–Poipu Shores
Poipu Shores 307a: Imagine waking up to the soothing sound of the ocean and ending your day with a front row seat to nature’s most spectacular sunset display in your dream vacation retreat – a family-friendly corner suite with breathtaking ocean views! This beautifully...
Hale Nani By Parrish Kauai: oceanfront & sunset views with AC, walk to the beach
Designed perfectly to take advantage of its location, Hale Nani is among our wonderful Kauai oceanfront rentals with two ocean view bedroom suites and ocean views from almost every room. Walk across the street to swim and snorkel with the turtles at Koloa Landing or sit...
Nihi Kai 200 By Parrish Kauai
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 plantation style architecture at this small...
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...
Sunset Kahili 101; Two Bedroom & Two Bath Ocean View Condo on Kauai
Sunset Kahili 101 is a remarkable two bedroom condo located in the heart of Kauai's premier resort destination, the stunning south shore of Poipu. Nestled in close proximity to world-class beaches, this nearly oceanfront property offers an unforgettable vacation...
Hale Kilokilo By Parrish Kauai: stunning oceanfront views w/ AC throughout! amaz
A dramatic choice from our Kauai oceanfront rentals is this home perched high above the sparkling blue Pacific Ocean. Meaning “The House of Enchantment”, Hale Kilokilo provides unparalleled ocean views from the two-story windows in the great room. Perfect for watching...
Poipu Beautiful Mountain View
Beautiful POIPU on the sunny south side of KAUAI!For inquiring couples celebrating their honeymoon or anniversary, we are offering a free gift for your special trip by using the code "LOVE”.Launching for it’s first season, this brand new Poipu Vacation hideaway one of...
Beautiful Private Cottage w/ AC in Sunny Poipu Beach Estates 5 Minutes to Beach!
This new, air-conditioned suite is in an exclusive neighborhood of Poipu, offering you the most rare and impressive accommodation the sunny South Shore has to offer. The rolling golf course greens that surround this property provide an open and airy feel. Enjoy the...
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...
Seaside Studio - Oceanview A/C & WI-FI - 1 minute from Beach
Oceanview - Air-Conditioned , spacious 450 sq.ft. Studio with a private covered lanai with a table and chairs for 2. Come & stay in our beautiful Seaside Studio Suite, full bath - 100 steps to Poipu Beach Park! If you want a location convenient to surfing or basking in...
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...
Remodeled Condo 300 Ft From The Ocean!!!
Visit our remodeled get-away. The unit has been remodeled from top to bottom, from ceiling to floor. The condo features a california king bed, night stands with reading lights, dresser, ceiling fan, 36' flat screen tv with blue ray dvd player. The new bathroom has been...
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...
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...
Kahala 613 | Spacious 1BR Poipu Kai Condo w/ Ocean Views & Pools
Kahala 613 at Poipu Kai Resort | Spacious South Shore RetreatDiscover your perfect Poipu getaway at Kahala 613, a spacious and beautifully updated 1-bedroom, 1-bath condo offering approximately 1,000 square feet of comfortable living space. This split-level retreat is...