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.
FANTASTIC! Ocean View Marriott Waiohai beach club 2 BDRM villa
, Full Resort AccessWelcome to Hawaii's Garden Isle, Kauai. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's Waiohai Beach Club is a superb location on the golden sand crescent of Poipu Beach, widely considered...
Escape to paradise at Pili Mai 2M
Ground-Floor Luxury Kauai Retreat Escape to paradise at Pili Mai 2M, a lovely 3-bedroom, 3-bathroom ground-floor haven that perfectly captures the essence of Kauai's South Shore. Accommodating up to 6 guests, this 1,580 square foot home offers garden and mountain...
Pili Mai 8K - Spacious Comfort with Ocean & Golf Views in Poipu
Summary:Spacious 3-bedroom, 3-bath condo at Pili Mai overlooking the Kiahuna Golf Course with distant ocean views. This single-level home features central A/C, a large furnished lanai, modern kitchen, and resort-style amenities including pools, fitness center, and BBQs....
koolkondo 2597 Halalu Compound
2597 Halalu CompoundWelcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Complete with a one bedroom Guest house, it is tucked away in a serene,...
Scenic Kauai Stay Near Allerton Garden + Free Pool Access + Kitchen
Experience oceanfront serenity with stunning views, spacious rooms, a full kitchen, a private balcony, and in-room laundry—ideal for couples and families. Snorkel nearby, hike the Mahaulepu Trail, or spot turtles at Poipu Beach. Relax in our large outdoor pool. Whether...
Kukuiula Makai Cottage #12: Plantation-Style 2BR Retreat in Poipu
Kukuiula Makai Cottage #12 is a charming cottage nestled in the heart of Poipu’s highly sought-after Kukuiula neighborhood. This single-story plantation-style retreat blends vintage Hawaiian charm with upscale modern comforts. Featuring two bedroom suites, this cottage...
Kiahuna Plantation Resort 232 Royal Garden View De
This charming one-bedroom condo features relaxing garden views and a warm, cottage-inspired feel. Ideally located near Kauai’s iconic shoreline, it’s a great choice for a calm and comfortable getaway. Unit 232 Royal Garden View 1 Bedroom 1 Bath• End unit with walk out...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢’𝐬 Beach Fun Waiohai Club Resort + Amenities
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Poʻipū Beach, Koloa’s most sought-after 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭𝐬 — 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐖𝐚𝐢𝐨𝐡𝐚𝐢 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛 𝐑𝐞𝐬𝐨𝐫𝐭.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬...
koolkondo 2597 Halalu Main home
Welcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Tucked away in a serene, palm-fringed setting, the property offers ultimate privacy and...
New Listing! Poolside Poi'pu Condo - 2BR Kahala
Poolside Poi'pu Condo - 2BR Kahala at Poipu KaiExperience the best of Poipu in this perfectly positioned condo with the convenience of poolside living and easy beach access. This bright, modern 2-bedroom retreat features travertine floors, granite countertops, and...
Kiahuna Plantation Resort 84 Royal Garden 1 BD
Experience island charm in this garden-view, one-bedroom condo just moments from Kauai’s most famous beach. With a welcoming cottage style and space for up to four guests, it's the perfect spot to unwind Unit 84 Garden View Deluxe 1 Bedroom 1 Bath• Walk out to the lawn...
Kiahuna Plantation Resort 112 Royal Garden Vw 1B
Relax in this ground floor garden-view condo, where cottage-style warmth meets island tranquility. Located near Kauai’s most beloved beach, it’s a welcoming space to unwind after a day of exploring. Unit 112 Royal Garden View 1 Bedroom 1 Bath• Fully equipped kitchen...
Regency Villas 212 Lush Garden By Suite Paradise
Regency Villas 212 – Your Spacious Kauai Getaway for Work, Play, and Family TimeWelcome to Regency Villas 212, a beautifully upgraded retreat designed to host up to six guests in style and comfort. Perfect for families, couples traveling together, or professionals in...
Hana Hou Hale: Poipu Oceanfront Villa and Guest House
Poipu Hana Hou Hale & Ohana is THE vacation home of your dreams. Situated in sunny Poipu, with first-class views of the sparkling Pacific, this picturesque home is equipped with everything you need for an unforgettable stay on Kauai. Enjoy uninterrupted sunrise and...
NEW Waipo'o Hale: Luxury 4 Bedroom Estate w/private Pool & AC
Named after one of Kauai’s most majestic places Waipo’o Falls, this brand-new home is the perfect place to enjoy all the best that Kaua’i has to offer. With luxury and elegance from the moment you pull into the driveway, Hale Waipo’o is sure to be your luxury home away...
Oceanfront Elegance With Stunning Views - Double-Sized Lanai & Full AC
Aloha and e komo mai to Poipu Shores 304A - the perfect setting for an unforgettable oceanfront experience on Kauai's south shore. From the double-sized lanai to the deluxe floor plan, from theAs you walk through the front door, you'll be immediately struck by the rich...
Aloha Escape-Oceanview-Newly Updated
Unwind in Koloa at this delightful condo. This cozy space features 1 bedroom with a comfortable king bed, a living room with a sofa bed, pack n play, and twin blow up mattress, and bathroom. Newly updated with a beautiful modern coastal design with an old surf touch....
Poipu Kai Regency 412 - Two-bedroom Garden View
Poipu Kai Regency 412 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with shower/tub comboBedroom 2: 2 TwinsSecond bathroom: full bath with shower/tub comboSleeps: 4 peopleAC: NoneLaundry: in...
Poipu Kai Kahala 921 - One-bedroom Garden View
Poipu Kai Kahala 921 - One-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedBathroom: full bath ensuiteOccupancy: 2AC: noneLaundry: in condoCoffee maker: BrewTV: livingroom and bedroomThis highly sought-after property is located on the island...
Poipu Kai Kahala 114 - Two-bedroom Garden View
Poipu Kai Kahala 114 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with tubBedroom 2: 2 TwinsSecond bathroom: full bath with shower tub comboLivingroom: Queen sofa bedAC: Portable AC in primary...
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
Nestled in Koloa, this delightful condo is a tranquil oasis for guests seeking a serene getaway. With a cozy bedroom and a well-equipped bathroom featuring a shower and hair dryer, this gorgeous property provides all the comforts of home. Enjoy modern amenities like...
NEW 4 BR Ocean view home in Poipu
Welcome to Kukuiula Vacation Home 57, a breathtaking ocean-view retreat nestled in the coveted Kukuiula neighborhood of Poipu. This luxurious four-bedroom vacation rental embodies the spirit of island elegance, offering a seamless blend of modern comfort and tropical...
Kiahuna Plantation Resort 116 Partial Ocean 2BD 2B
- Nicely appointed, newly furnished, two-story condo with beds and baths downstairs and living areas upstairs looking across the grounds to the ocean - Walk-up, no elevators- Carpet in living, dining and bedroom areas with tile in kitchen and baths- Full kitchen with...
Poipu Shores Ohana - Two Ocean-Front Condos Side-by-Side
Summary:Two ground-floor oceanfront condos rented together, offering side-by-side living just feet from the water. Enjoy panoramic ocean views from both lanais, split-system A/C throughout, and space for families or groups traveling together. Walk to Poipu and...
Poipu Beach front Amazing, Air Conditioned, One Bedroom Get Away
Located in Koloa, this charming air-conditioned condo is a dream. This one-bedroom sanctuary with an amazing lanai, is a one-minute grass-covered walk to the beach. WiFi is provided during your stay. A bedroom featuring a cozy California king bed, ample drawers, and...
Kiahuna Plantation Resort 161 Ocean View 1 Bedroom
Gaze out at the Pacific from this 2nd floor ocean view condo, just steps from Kauai’s most iconic beach. A perfect blend of comfort and scenery, ideal for couples or small groups. Unit 161 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full size...
Kiahuna Plantation Resort 82 Royal Garden 1 BD
Nestled among tropical gardens, this 2nd floor cottage-style condo offers a quiet, comfortable stay just moments from the beach. Ideal for couples or small families seeking a peaceful island escape. Unit 82 Royal Garden View 1 Bedroom 1 Bath• Fully equipped kitchen...
Kiahuna Plantation Resort 150 Royal Garden 1 BD
Tucked away in lush tropical gardens, this one-bedroom cottage-style condo offers peaceful surroundings just minutes from Kauai’s most famous beach. A cozy and convenient escape for island lovers. Unit 150 Royal Garden View 1 Bedroom 1 Bath• Fully equipped kitchen...
Poipu Kai Regency 211 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Regency 211 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with single shower Bedroom 2: queen bedSecond bathroom: full bath with shower/tub comboLivingroom sofabed: 1AC: Portable AC in...
Poipu Kai Kahala 232 - One-bedroom Ocean View condo on the island of Kaua'i.
Poipu Kai Kahala 232 - One-bedroom Ocean View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with single showerLoft: Queen bedSecond bathroom: full bath with single showerMax Occupancy: 4 peopleAC: NoneLaundry: in the...
Kiahuna Plantation Resort Royal Garden 2 Bedroom
This charming split-level two-bedroom condo features tranquil garden views and a relaxed island vibe. Located near the shoreline, it’s perfect for those seeking space, comfort, and a quiet place to unwind. Royal Garden View 2 Bedroom 2 Bath• Fully equipped kitchen...
Kiahuna Plantation Resort Royal Garden 1 Bedroom
Nestled near Kauai’s most iconic shoreline, this cozy one-bedroom cottage-style condo offers serene garden views and all the comforts you need. A perfect retreat for up to four guests looking to relax and reconnect. Royal Garden View 1 Bedroom • Fully equipped kitchen...
Kiahuna Plantation Resort Partial Ocean 2 Bedroom
Enjoy partial ocean views and tropical breezes from this spacious split-level two-bedroom condo on Kauai’s most famous beach. Ideal for families or friends, it offers comfort, space, and a touch of the sea. Partial Ocean View 2 Bedroom 2 Bath• Fully equipped kitchen...
Kiahuna Plantation Resort Garden View 1 Bedroom
This charming one-bedroom, cottage-style condo offers peaceful garden views just steps from Kauai’s most famous beach. Ideal for couples or small families, it features the comforts of home in a relaxing, island-inspired setting. Garden View 1 Bedroom • Fully equipped...
Kiahuna Plantation Resort 66 Partial Ocean 2BD 2BA
Enjoy soft ocean breezes and glimpses of the sea from this partial ocean view one-bedroom condo. Ideally located near the shore, it’s a cozy and convenient Kauai retreat. Unit 66 Partial Ocean View 2 Bedroom 2 Bath• Two-level condo in building 12 with bedrooms &...
Kiahuna Plantation Resort 47 Royal Garden 1 BD
Ideally located near Kauai’s iconic shoreline, it’s a tranquil home base for your stay. Enjoy this cozy 2nd floor unit that blends cottage charm with the beauty of lush island surroundings. Unit 47 Royal Garden View 1 Bedroom 1 Bath • Fully equipped kitchen includes...
Kiahuna Plantation Resort 33 Ocean View 1 Bedroom
Wake up to panoramic ocean views in this charming 2nd floor condo, just steps from the sands of Kauai’s iconic beach. A peaceful, fully equipped retreat for up to four guests. Unit 33 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full size refrigerator,...
Kiahuna Plantation Resort 139 Partial Ocean 1 BD
Enjoy the gentle island breeze and partial ocean views from this cozy one-bedroom cottage-style condo. Just steps from Kauai’s most iconic beach, it’s an ideal escape for up to four guests. Unit 139 Partial Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes...
Kiahuna Plantation Resort Ocean View 2 Bedroom
Enjoy sweeping ocean views from this spacious split-level two-bedroom condo on Kauai’s most iconic beach. Perfect for families or couples traveling together, it offers comfort, space, and stunning scenery. Ocean View 2 Bedroom 2 Bath• Fully equipped kitchen includes...
Kiahuna Plantation Resort 217 Ocean View 1 Bedroom
Oceanfront living at its finest—this one-bedroom condo on the 3rd floor offers stunning views, direct beach access, and cozy cottage charm. A perfect Kauai retreat for couples or small families. Unit 217 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full...
Kiahuna Plantation Resort Ocean View 1 Bedroom
Take in stunning ocean views from this bright and breezy one-bedroom condo on Kauai’s most famous beach. Perfect for couples or small families, it offers comfort, style, and an unbeatable location. Ocean View 1 Bedroom • Fully equipped kitchen includes full size...
Kiahuna Plantation Resort Partial Ocean 1 Bedroom
This one-bedroom, cottage-style condo offers a peaceful island retreat with a partial ocean view. Located on Kauai’s most famous beach, it’s perfect for couples or small families seeking comfort, charm, and a touch of the sea. Partial Ocean View 1 Bedroom • Fully...
Kiahuna Plantation Resort 190 Ocean View 1 Bedroom
Wake up to shimmering unobstructed ocean views in this one-bedroom condo, located steps from the beach on Kauai’s scenic coast. Ideal for travelers looking for comfort with a view. Unit 190 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full size...
Kiahuna Plantation Resort 71 Ocean View 1 Bedroom
Enjoy sweeping ocean views and island comfort in this one-bedroom 2nd floor condo on Kauai’s most beloved beach. Ideal for relaxing getaways, it’s a perfect spot to unwind and take in the scenery. Unit 71 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full...
OceanView Marriott Waiohai beach club 2BDRM villa, Full Resort Access
Welcome to Hawaii's Garden Isle, Kauai. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's Waiohai Beach Club is a superb location on the golden sand crescent of Poipu Beach, widely considered one of America's...
Poipu Crater Ohana - Lockoff, sleeps 8, 4 bedroom, 4 bath, 2 Kitchen
Summary:Poipu Crater Ohana combines two adjoining townhome-style condos—PC23 and PC24—creating a 4-bedroom, 4-bath retreat that sleeps 8. Enjoy two kitchens, four private lanais, A/C in all bedrooms, lush crater surroundings, and resort amenities including pool, sauna,...
Kauanoe O Koloa 713 New Development Coming 2025!
Kauanoe O Koloa is located alongside the magical Kiahuna golf course in the heart of Po‘ipu. This private condo encompasses Kaua‘i living at its best. Spacious 2 bedroom, 2 bath, featuring an open floor plan designs, island-style architecture, and amenities that include...
Kiahuna Plantation Resort 132 Ocean View 1 Bedroom
This ocean-view one-bedroom 1st floor condo offers front-row access to Kauai’s most famous beach. With cozy living spaces and all the comforts of home, it's an ideal escape for two to four guests. Unit 132 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes...
Kiahuna Plantation Resort 195 Oceanfront 1 Bedroom
- Second floor oceanfront condo with unobstructed ocean views- Walk-up, no elevators- Tropical beach décor and original artwork by Coco in the living area- Custom tiled floors throughout- Custom kitchen with upgraded stainless steel appliances, microwave, full size...
Kiahuna Plantation Resort Oceanfront 1 Bedroom
Step out to unforgettable oceanfront views from this one-bedroom condo on Kauai’s most iconic beach. Perfect for a romantic getaway or a peaceful escape, it offers comfort, charm, and waves right at your doorstep. Oceanfront 1 Bedroom• Fully equipped kitchen includes...