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.
Poipu Shores 107A Corner Unit, Oceanfront
Summary:Poipu Shores 107A Short Walk to BeachesThe Space:POIPU SHORES 107A AT KOLOA KAI VACATION RENTALSOceanfront Living at Its BestWelcome to Poipu Shores 107A, a ground-floor, end-unit condo offering unmatched oceanfront views and direct access to the beauty of...
The Home was built in 1935 ( Hawaiian Style) with about 3,000 square feet. That is 4 bedroom 4 bathroom (en-suite) All the furniture and beds are all custom made for the period. The Master bedroom is almost 600 square feet plus a private Lani and living room with a...
2-Level Ocean’s Edge Bliss! Spacious, 2 Lanais, WiFi, modern Kitchen, Flat Screens–Kiahuna 2189
Feel like you own the beach! Pure paradise for families and friends, this spectacular 1,360sf split level villa fringing gorgeous white sand and the Pacific Ocean features communal areas upstairs and bedrooms/bathrooms below. Spend a day exploring Waimea Canyon. Cruise...
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 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...
Family friendly condo w/ private lanai, shared hot tub & pool - close to beach
Kahala 914Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the Kahala at Poipu Kai resort, your perfect getaway in beautiful Koloa, HI! This charming condo offers a blend...
Marriott's Waiohai Club Resort + Amenities
We look forward to welcoming you to our Waiohai Beach Club Resort Residences, managed by Marriott and nestled on the golden sands of Kauaʻi’s world-renowned Poʻipū Beach. Immerse yourself in the natural beauty and serenity of Kauaʻi. Whether lounging by the pool,...
Pili Mai - 5BR Townhomes - Sleeps 12
Summary:Please note: this listing combines two units within the same community. Both are of equivalent size, finishes, and bedroom count to what’s shown. Guests receive separate keys/access codes at check-in, and both units are located within the same building cluster...
The Poipu Penthouse at Prince Kuhio Condominiums #402
New owner & listingTop-floor Poipu penthouse w/ massive rooftop lanai and balcony overlooking the ocean and mountains. On the 4th floor at Prince Kuhio Condos. 2 bedrooms, 1 bathroom, living room w/ sofa bed, full kitchen, washer/dryer, resort pool, bbq grills & a prime...
Pili Mai 12K Spacious 3BR with Central A/C
Summary:Pili Mai 12K is a spacious 3-bedroom, 3-bath condo in the heart of Poipu, located in one of Kauai’s newer resort communities. This second-floor home features central A/C throughout, an open-concept layout, and a private lanai with peaceful garden views. Enjoy...
Luxury 3BR Ocean front home with resort amenities
Honu Kai Villa #1 is a beautifully appointed vacation home that blends elevated design with the relaxed rhythm of Poipu living. Just 0.3 miles from the golden sands of Brennecke's Beach and Poipu Beach park, this home is ideal for families and groups and offers generous...
Koloa Kauai 3 Bedroom Home Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Escape to Kauai’s sun-drenched South Shore and experience island living at its finest in this beautifully designed 3-bedroom, 3.5-bath retreat just minutes from world-famous Poipu Beach....
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢: Beautiful Beachfront 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...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢: Beautiful Beachfront 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...
Brand New 4BR Poipu Luxury Home, AC, Pool, Spa
New to the rental market, Kukuiʻula Vacation Home 30 is a refined island retreat set within the sought-after Kukuiʻula neighborhood in Poipu.This four-bedroom residence is designed with a spacious, open-concept layout that immediately feels both elevated and welcoming....
Relax at Pili Mai 4K: 3BR Poipu Condo Near Kiahuna Beach & Golf
Welcome to Pili Mai 4K, your perfect home base for a memorable Kauai getaway. Ideally located in sunny Poipu, this beautifully appointed ground-floor condo offers the perfect blend of comfort, convenience, and island charm ideal for families and groups traveling...
1 Bedroom Ground Floor Condo in Sunny Poipu with Tropical Gardens, AC and Pool!
Summary:Welcome to your sunny South Shore escape at Waikomo Stream Villas 200—where modern comfort meets lush tropical beauty in the heart of Poipu. This light-filled, spacious one-bedroom retreat offers a serene and stylish home base for your Kauai getaway.Step inside...
Topical ocean front 2-bedroom condo with AC in charming Koloa
Get ready to relax in this luxury 2-bedroom condo in Koloa. The space features a king bed and a queen bed, perfect for a small group or family. Guests can unwind in one of the two bathrooms, which include a jetted bathtub and a separate shower. The condo stays...
Family Retreat: 2BR Villa at Sheraton Kaua‘i Resort
Located on Kaua‘i’s sunny South Shore, the 2-Bedroom Villa at Sheraton Kaua‘i Resort is the perfect choice for families or groups seeking space, comfort, and direct access to Po‘ipū Beach. With approximately 1,100 square feet of living space, this villa comfortably...
Poipu Kai - 6BR Villas, Pool - Sleeps 16
Summary:Please note: this listing combines two units within the same community. Both are of equivalent size, finishes, and bedroom count to what’s shown. Guests receive separate keys/access codes at check-in, and both units are located within the same building cluster...
2BR Ocean View at Waiohai Beach Club – Poipu Beach Paradise
Marriott’s Waiohai Beach Club sits directly along Poipu Beach, one of Kauai’s most popular and sunniest coastal areas. The resort features lush tropical landscaping, multiple lagoon-style pools, hot tubs, and direct beach access.Guests can relax in shaded garden...
2BR Ocean View at Waiohai Beach Club – Poipu Beach Paradise
Marriott’s Waiohai Beach Club sits directly along Poipu Beach, one of Kauai’s most popular and sunniest coastal areas. The resort features lush tropical landscaping, multiple lagoon-style pools, hot tubs, and direct beach access.Guests can relax in shaded garden...
A beautifully appointed one-bedroom retreat designed for peace and comfort.
This cozy 1-bedroom hotel is the perfect getaway in Kiahuna. The inviting living room features a comfy sofa bed, perfect for relaxing after a day of exploring. The bedroom, complete with an attached bathroom, has everything you need within easy reach. The Kitchen is...
Nihi Kai Villas 700 Ocean Views AC
Summary:Spacious ocean-view 2-bedroom, 2.5-bath condo at Nihi Kai Villas in sunny Poipu — just a short walk to Brennecke’s Beach and Poipu Beach Park. Enjoy split-system A/C throughout, two private bedroom suites, and resort amenities including a seasonal heated...
2 Lawai Beach Resort, Pool, Beachfront, Balcony!
Your home away from home in Koloa with 2 bedrooms. This fantastic resort features a king bed and a twin bed, plus a cozy living room with a sofa bed for extra guests. Two bathrooms offer both a shower and a bathtub, making it easy to refresh after a day of adventure....
Kaua‘i 2BR Ocean-View Escape – Lanai Living, Full Kitchen & Poipu Beach Nearby
Discover the perfect blend of island comfort and spacious living in this two-bedroom, two-bath villa at The Point at Poipu on Kauaʻi’s sunny south shore. Ideal for families or friends traveling together, the residence includes a master bedroom with a king bed and...
6BR/6BA Pili Mai Poipu - 2 Condos - Golf, Pool, Sleeps 12
Hale ʻEono ("House of Six") at Pili Mai brings together two adjacent 3-bedroom, 3-bathroom condominiums within Poipu's most sought-after newer luxury community — offering 6 total bedrooms, 2 full kitchens, and 2,900+ square feet of refined island living for groups of up...
Pili Mai 6J by Gather: Golf View Poipu Condo w/ Lanai, Pool, A/C, Hot Tub & Gym
Modern island living awaits at Pili Mai 6J, a bright and spacious condo overlooking the Kiahuna Golf Course in sunny Poipu. With fairway views, a covered lanai, and refined interiors, this 3-bedroom retreat offers the ease of a vacation condo with the comfort of a...
These are the ocean views you came to Kauai for - expansive, unobstructed, and entirely your own.Perched above the dramatic Poipu coastline at Makahuena Resort, Makahuena 5202 is a second-floor residence with a rare, front-row vantage point of endless blue water and...
Tropical Comfort – 1BR Villa with Lanai at Sheraton Kaua‘i Resort
Set along Kaua‘i’s famous sunny South Shore, this 1-Bedroom Villa at Sheraton Kaua‘i Resort offers the perfect mix of island charm and modern comfort. With approximately 550–600 square feet of space, this villa is ideal for couples or small families looking to enjoy...
New Listing - Ocean View 2 Bedroom Prince Kuhio Penthouse with Pool
Welcome to The Poipu Penthouse: a rare top-floor residence at the Prince Kuhio Condominiums and one of only two penthouse units in the entire complex. Villa 402 offers a truly unique stay in Poipu, featuring one of the largest lanais in the area located just outside the...
HGVC Point At Poipu 2 Bed 2 Bath Unit
Beautiful 2BR/2BA Oceanfront Villa at The Point at Poipu – Weekly StaysAloha and welcome! Please read before booking:This is a timeshare resort, and availability changes daily.Do not rely on the calendar.Please click “Ask Owner a Question” to confirm availability before...
Spacious, updated condo close to beaches!
Spacious entertaining on Kauai’s sunny south shore! A two-story end unit with lots of natural light, enjoy an open, airy living space that flows to 3 private lanais for relaxing, adjacent to beautifully landscaped tropical gardens. Walk in minutes to Poipu Beach,...
Honu Kai Villas #2 By Parrish Kauai
Honu Kai Villas is a small boutique resort with only four units located just steps from Brennecke beach and Poipu Beach Park. Enjoy beautiful Kauai sunsets from your oceanfront lanai, almost daily dolphin sightings and refresh after a day in the sun in the private...
VERY SPECIAL Renovated 1 Bdrm Condo - A/C - Oceanview, Athletic Club Access
This stunning, TOTALLY RENOVATED UPSCALE 1 bedroom condo is a step above all other 1 bedroom condos in this resort due to its unique GROUND FLOOR plan. Then, of course there is the VIEW ... There is only 1 other building at the Poipu Sands Resort that is closer to the...
Poipu Kai for family groups! 7 Bedrooms for 16!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This listing is 2 villas just steps apart! So you would get 2 full kitchens, etc... Beautiful 7 bedrooms for 16 in Poipu Kai is located only 250 yards to Brenneckes Beach and 350 yards...
KP241 Ground & 2nd FL Lanai | Beach•Pool•Gym
Welcome to KP241, your tropical retreat in sunny Poipu. This 2-bedroom, 2-bath condo offers beach access, a pool, and a fitness center. Enjoy a fully equipped kitchen, Wi-Fi, and in-unit laundry, plus updated living room furnishings for added comfort. Enjoy glass free...
HGVC Point At Poipu 2 Bed 2 Bath Unit
Beautiful 2BR/2BA Villa at The Point at Poipu – Weekly StaysAloha and welcome! Please read before booking:This is a timeshare resort, and availability changes daily.Do not rely on the calendar.Please click “Ask Owner a Question” to confirm availability before sending a...
HGVC Point At Poipu 2 Bed 2 Bath Unit
Beautiful 2BR/2BA Oceanfront Villa at The Point at Poipu – Weekly StaysAloha and welcome! Please read before booking:This is a timeshare resort, and availability changes daily.Do not rely on the calendar.Please click “Ask Owner a Question” to confirm availability before...
Spacious two-story home is thoughtfully designed for comfort and coastal living
This tremendous condo is the perfect home base for your trip to Koloa. Guests will find two cozy bedrooms, featuring one king bed and two twin beds, plus a living room with a comfortable sofa bed. With two bathrooms equipped with showers and hair dryers, getting ready...
Escape to a perfect seaside retreat in Unit #12- unparalleled Beach side access!
Consider this condo your home away from home while you visit Koloa. This adorable one-bedroom retreat features a king bed and a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. Whether you’re curling up with a book or enjoying some quiet...
Ground-floor end unit w/private lanai for morning coffee or evening sunsets.
Discover the beauty of Kiahuna from this lovely 1-bedroom condo. Number 8 is located in phase one- on the Hale-O-I'A beach lawn. The space features a tranquil bedroom with a king bed and a cozy living room that includes a sofa bed, perfect for extra guests. A clean,...
Cozy 1-bedroom condo at perfect Kiahuna beach unit on the water!
Nestled in Kiahuna Plantation Resort, this peaceful condo offers a comfortable retreat for guests seeking a tranquil getaway. The one-bedroom space features a cozy queen bed and a clean bathroom with a refreshing shower. Guests can enjoy the view from the Balcony that...
Discover Paradise at Marriott’s Waiohai Beach Club - 2 Bedroom Island View
Escape the ordinary and embrace the extraordinary at Marriott’s Waiohai Beach Club, where stunning natural beauty and endless fun await. Nestled on the golden shores of Kauai, this two-bedroom villa offers the perfect family getaway, combining all the comforts of home...
Tropical 2BR Partial Ocean View Villa at The Point at Poipu
Discover the beauty of Kauai from this well-appointed two-bedroom partial ocean suite at Hilton Vacation Club The Point at Poipu. Spacious and inviting, it’s perfect for up to six guests seeking a mix of comfort, amenities, and island charm.Your suite includes two...
HGVC Point At Poipu 2 Bed 2 Bath Unit
Hello!PLEASE DO NOT RELY ON CALENDAR FOR AVAILABILITY. THIS IS A TIMESHARERESORT AND THEREFORE DATES COME AND GO EVERY DAY.PLEASE USE "ASK OWNER A QUESTION" BUTTON FIRST TO INQUIRE ABOUT AVAILABILITY. DO NOT SEND A BOOKING REQUEST BEFORE SENDING A MESSAGE TO CONFIRM...
HGVC Point At Poipu 2 Bed 2 Bath Unit
PLEASE DO NOT RELY ON CALENDAR FOR AVAILABILITY! THIS IS A TIMESHARE RESORT AND THEREFORE DATES COME AND GO EVERY DAY.PLEASE USE "ASK OWNER A QUESTION" BUTTON FIRST TO INQUIRE ABOUT AVAILABILITY. DO NOT SEND A BOOKING REQUEST BEFORE CONFIRMING YOUR DESIRED DATES ARE...
Island Escape – 2BR Lockoff Villa at Sheraton Kaua‘i Resort
Enjoy the perfect combination of space and flexibility in this 2-Bedroom Lockoff Villa at Sheraton Kaua‘i Resort, located on the sunny South Shore in Po‘ipū. With about 1,100–1,200 square feet of space, this villa comfortably accommodates up to six guests, making it...
Hale Mahie Nene By Parrish Kauai - Great family home with AC & Pool
Hale Mahie Nene is a refined retreat designed for those seeking tranquility, indulgence, and island elegance. Tucked away at the end of a quiet cul-de-sac and surrounded by the lush fairways of Kiahuna Plantation Golf Course, this private sanctuary offers peaceful...
Makahuena 2305 By Parrish Kauai - Great family space with AC
Located on the southernmost point of Kauai, this unique oceanfront property is situated on the edge of a bluff providing spectacular views of the blue Pacific and the entire Poipu coastline from each unit. Incredible ocean views are the dominant feature of this resort...