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.
NEW! Oceanfront Condo at Lawai Beach Resort
Welcome to our beautifully updated one-bedroom condo at the Lawai Beach Resort with AC! This is a wonderful opportunity to stay at one of the most sought after locations in the heart of sunny Poi'pu!The spacious living and dining area opens to your own private lanai...
Luxurious Poipu condo - Walk to multiple beaches - Central AC - Wifi - Pools
Welcome to your slice of paradise in Poipu!Nestled in the prestigious Regency @ Poipu Kai Resort, our newly furnished, air-conditioned, 5-bedroom luxury condo offers an oasis of comfort and elegance on the beautiful island of Kauai. Perched on the 2nd and 3rd floors,...
Hale Ohana Hau'oli - Charming Kukui'ula Villa with Geometric Pool + Spa!
From the striking stone-pillared entry to the enchanting backyard banyan tree, this delightful Kukui'ula villa radiates an irresistible island-style ambience. Indoors and out, Hale Ohana Hau'oli teems with beautifully curated details: tasteful contemporary furnishings...
Cozy 1-bedroom condo in beautiful Koloa with WiFi, AC, fitness room
Welcome to Sunny Poipu Beach! This lovely 2nd floor unit at Kiahuna Plantation makes you feel right at home! 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. Fast...
5 Beds Downstairs Corner Unit with AC, 3 Pools, 6 minutes to Beaches, Beach Cart
Ideal downstairs corner location on greenbelt in preferred Regency Building 5 and adjacent to beach trail. Enjoy pleasant trade winds in this light & bright condo with portable A/C units in both bedrooms and living area (No central air or split system). This brilliant...
Makahuena Condo #1-304 - Modern Oceanview 2 Bedroom Condo With Pool
Step into the breezy, island-inspired comfort of Makahuena 1-304, where stunning ocean views and the charm of Kauai’s southern shore await you. This beautifully updated two-story condo offers 1,113 square feet of living space and includes 2 bedrooms and 2.5...
Poipu Beach Making Memories, 2-Bedroom, AC, Pool & Walk to the Beach, Kauai, HI
Experience Poipu Beach and make memories at this 2-bedroom condo at Kahala in the Poipu Kai Resort. From the moment you enter this ground floor-end unit with 1150 square-feet and quiet peaceful garden view, you will feel like you've entered a true Hawaiian paradise. The...
Architectural Stunner in Kukui'ula - 4 BR Oceanview Villa with Infinity Pool & Spa
With its captivating ambience, dramatic wood, glass and board-formed concrete architecture, and exhilarating views, Hale Oma'oma'o—this irresistibly inviting new Kukui'ula villa—offers all the expected attractions, along with a great many pleasant surprises. The...
Poipu Kai Kahala 814 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Kahala 814 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath with shower tub comboBedroom 2: QueenSecond bathroom: full bath with shower tub comboLivingroom: Queen sofa bedMax Occupancy: 6Laundry: in...
Prince Kuhio 110 - Ground Floor Portable AC
Summary:Ground Floor, A/C, Steps from the Beach – Free Beach Club IncludedThe Space:PRINCE KUHIO 110 AT KOLOA KAI VACATION RENTALSA Romantic Escape on Kauai’s Sunny South ShoreDiscover Prince Kuhio 110, a beautifully remodeled one-bedroom hideaway perfect for couples or...
Kiahuna Plantation Resort 76 Ocean View 2 BD 2 BA
Wake up to the sights and sounds of the Pacific in this two-bedroom ocean view condo. Just steps from the shoreline, it’s an ideal home base for your Kauai adventure. Unit 76 Ocean View 2 Bedroom 2 Bath• Two-level condo in building 14 with bedrooms & bathrooms...
Poipu Shores 101B - Ocean Front, 1 bedroom, 1.5 baths, AC
Summary:Ocean Front, 1 bedroom, 1.5 baths, ACThe Space:POIPU SHORES 101B AT KOLOA KAI VACATION RENTALSEscape to Poipu Shores 101B, an oceanfront haven where stunning views and luxurious amenities await. Nestled along the breathtaking Poipu coastline, this condo offers a...
Poipu Crater 23 - Vacation in the Crater/Air Conditioning in Bedrooms
Summary:Enjoy a peaceful retreat inside Poipu’s extinct volcano crater. This 2-bedroom condo features split A/C in both bedrooms, lush garden views, a fully equipped kitchen, private lanai, and access to the pool, sauna, tennis courts, and BBQs. Walk to Poipu Beach,...
Poipu Crater 24 - Stay in the Crater, A/C in the Bedrooms
Summary:Stay inside a lush extinct volcano at Poipu Crater 24. This 2-bed, 2-bath duplex condo features split-system A/C in both bedrooms, a private lanai surrounded by tropical foliage, full kitchen, and resort amenities including pool, sauna, tennis, and BBQs. Walk to...
Manualoha 303 - Ground Floor with Free Poipu Beach Athletic Club Membership
Summary:Enjoy a relaxing garden-view retreat just steps from Poipu Beach. Manualoha 303 features a ground-floor layout, tropical décor, bedroom A/C, and free access to the Poipu Beach Athletic Club. Walk to beaches, pools, restaurants, and scenic trails. Perfect for...
Kauai Dream Retreat: Your Gateway to Coastal Living in Poipu Kai
Book 5 nights get the 6th night free for stays in January 2026!LOCATION LOCATION LOCATIONKauai Dream Retreat: Your Gateway to Coastal Living in Poipu KaiAloha and welcome to Kauai Dream Retreat—a haven of coastal elegance and prime location in the heart of Poipu Kai....
Hale Makau – Luxury Poipu Vacation Home
Welcome to Hale Makau by Gather, a luxury retreat set within an exclusive 10-lot gated community in Poipu. This magnificent five-bedroom, five-and-a-half-bathroom estate offers the perfect blend of modern sophistication and relaxed island living. With sweeping Pacific...
Spacious condo located near tennis courts, pools & Poipu beach
Kahala #214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the beauty of Poipu Beach at this stunning condo in the Kahala at Poipu Kai complex in Koloa, HI. Nestled within...
AC Ocean Views- Steps to beach
Experience beachside living in this top-floor 1-bedroom condo at Kiahuna Plantation, Poipu Beach, Kauai. Enjoy ocean views and cooling trade winds through oversized louvers. The lanai features chaise lounges, and the living room includes a queen sleeper sofa and TV. The...
Kiahuna Plantation Resort 203 Ocean View 2 BD 2 BA
This airy two-bedroom condo features ocean views and island charm, just moments from the sand. A peaceful, well-equipped retreat for families or friends looking to enjoy Kauai’s coastline. Unit 203 Ocean View 2 Bedroom 2 Bath• Two-level condo in building 32 with...
Kiahuna Plantation Resort 213 Ocean View 2 BD 2 BA
With breathtaking ocean views and a relaxed island feel, this two-bedroom condo offers plenty of space to unwind. Located near Kauai’s most beloved beach, it’s perfect for group getaways.Unit 213 Ocean View 2 Bedroom 2 Bath• Two-level condo in building 34 with bedrooms...
Lanikai Hale - Elegant Kauai Villa + Guest House | Stunning Ocean Views | Private Pool + Hot Tub
Summary:Discover Lanikai Hale, a luxurious, family-friendly retreat on the south short of Kauai. This peaceful villa includes access to a detached ohana (guest house) and comfortably accommodates up to 10 guests. Enjoy a private pool, hot tub, fire pit, outdoor kitchen...
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
FAMILY FUN at Pili Mai, 2br + Game room (bumper pool, poker table, classic video game console, board games, piano, masks and snorkels, beach chairs, croquet, bocce ball, spike ball, and small yard for the kids to play) 2.5 bath, sleeps 6, no stairs, back yard lawn....
Elegant 3BR Pili Mai 12A w/ Pool, Golf Course Views & Modern Amenities
Welcome to Pili Mai 12A by Gather, the perfect three-bedroom, three-bathroom condo in Koloa. This ground-floor condo, alongside the picturesque Kiahuna Golf Course, offers garden views and a newly designed layout with central air conditioning. Each of the three...
Ukulele Oasis @ Kiahuna l AC l Family-Friendly l Beach Amenities l Ground Floor
Welcome to Ukulele Oasis at Kiahuna Plantation! New A/C Unit New King Bed Ground Floor/End UnitFamily-Friendly New Sofa Sleeper Beach AmenitiesAt Ukulele Oasis you’ll enjoy an unforgettable family-friendly vacation immersed in the island spirit in your private oasis.Our...
Poipu Kai Hale - Oceanfront Elegance at Makahuena Point
Welcome Poipu's Hidden Gem! This amazing home offers 3 bedrooms and 3 bathrooms on the ocean with incredible views of Poipu! Imagine your vacation experience in this gorgeous location with unparalleled and unobstructed 200°+ views. This spacious home consists of a...
Pali Nui – Gorgeous New Kukui'ula Villa
Jaw-dropping, breathtaking, spectacular: sometimes even the highest superlatives can seem like low-key understatement. Pali Nui—this uniquely gorgeous new Kukui'ula villa—is distinctively designed and stylishly curated, with artful décor, tropical allure, and delightful...
Beach-AC-Pool-Gym-Oceanview-Garden-two lanais-212, Spectacular View w/ W/D and AC
Relax! Condo on Kiahuna Beach! Updated Stone Countertops, cabinets, and open concept! This amazing oceanview Kiahuna condo with AC overlooking the garden/lagoon on the most beautiful resort grounds on the south shore has plenty of space for the whole family! The pool...
Spacious1bed Ocean View Pool Beach Access Tennis Pickle Ball Air Conditioning!!
Our spacious 1bed, 1 bath condo is the perfect place to unwind after a long day of adventuring around this beautiful island. Relax on the lanai with a tropical drink in your hand while watching the beautiful sunset.*3 min walk to swimmable beaches & restaurants*10 min...
Makanui Estate - AC, Sleeps 17
Summary:Makanui Estate – Spacious home + two-story guesthouse with mountain and ocean-peek views. Sleeps 16 with A/C in all bedrooms and the upstairs guesthouse. Walk to Poipu and Brennecke’s Beaches. Includes PBAC membership for up to 11 guests.The Space:MAKANUI ESTATE...
Lei Ohana - Private Pool, Separate Guest House
Summary:Lei Ohana is a spacious Poipu retreat with a private pool, 3 bedrooms + den, and a separate guesthouse studio. Perfect for families and groups, it offers full kitchens, lush outdoor spaces, and an ideal location near Poipu Beach. Can be combined with Makanui...
Ohana Retreat: 10 BR Poipu Estate with Private Pool, Sleeps 28
Summary:Ohana Retreat brings together Lei Ohana, Makanui Estate, with their two guest houses to create a private Poipu haven with a pool, four kitchens, and sleeping for up to 28 guests. Perfect for reunions and large groups, this expansive retreat offers flexible...
Beachfront-AC-W/D-Ocean view-Pool-Open Concept #9
This is the perfect tropical resort in Kauai nestled among the palm trees on 35 acres of lush lawns and fragrant flowers. The unit is ocean front on the beach which has beautiful view of the beach/ ocean and sunsets from the upstairs deck (rare). It has a new...
Remodeled #56, New owner discount rates, AC, grnd flr end unit, ideal location!
Newest addition to our Kiahuna Plantation condos! We just purchased and started renting #56. For additional accommodations, please look up our other units - VRBO 1300156, 1587209, 3511146, and 2160974Brand new dual AC in living room and bedroom.Kiahuna is a beachfront...
Luxury 4BR Penthouse at the Villas at Poipu Kai
Welcome to The Villas at Poipu Kai, one of the nicest luxury condominium resorts on the South side of Kauai in Poipu. These spacious and upscale villas are part of the Poipu Kai Resort that offers access to additional recreational amenities to all in the Poipu Kai...
Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301
Quiet & Relaxing garden view Condo with A/C at Kiahuna Plantation Resort. Inside the condo is newly renovated with island modern furniture, decor and photography by local artist, Steve Munich so you can enjoy the sights of Kauai indoors. There is a private, one bedroom...
The ‘IMI OLA at Kiahuna Beach - Great Location on Kauai's South Shore -A/C
Aloha! E komo mai to our little slice of paradise. Located in the community of Kiahuna Plantation Resort in Poipu, Kauai in Unit 127. Our first-story walk out unit sits on a 35-acre beachfront resort with large rolling lawns, well maintained gardens, and a path that...
Spectacular View Home for 20! Ocean, Mountain, golf views! 5min from Poipu beach
Brand new listing on VRBO; I'm a Super host for the past 3 years on Air B&BThis newly constructed luxury home sleeps 20+; it's perfection for multigenerational gatherings, vacationing with a few families or large groups. Partial ocean views sits backing the Kukui’ula...
Hale Milo: Charming Garden Cottage in Sunny Poipu!
Country-cottage charm meets elevated-plantation panache in Hale Milo: this delightfully distinctive 2+BR/2.5BA home in Kukui'ula’s leafy Kaulu neighborhood. Lovely island-style details and pleasant surprises abound, from the expansive lanai overlooking a lush, colorful...
JC Surf House: Elegant 5BR with Pool, BBQ & Ocean Views
Welcome to JC Surf House, a relaxed 5-bedroom, 5-bath island haven tucked within the exclusive Kukui‘ula community on Kaua‘i’s sunny South Shore. Spanning approximately 2,900 sq ft of breezy indoor–outdoor living, this two-story retreat blends modern comfort with...
OCEANFRONT RESORT in Koloa-Poipu with AMENITIES INCLUDING WIFI, walk to beach
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...
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
Discover Elegance at Poipu: The Ohana House hosted by BlueTideVillas.Step into the luxury of the Ohana House, a 2,800-square-foot haven nestled on a half-acre oasis, boasting a sprawling private lanai—perfect for savoring your favorite tropical drink. Celebrated as one...
Hale Pakika at Kukui'ula: Exclusive 5BR Estate with Private Pool, Golf & Ocean Vistas
Welcome to Hale Pakika at Kukui’ula by Gather, a five-bedroom, five-and-a-half-bathroom hideaway designed for up to twelve guests. Located off the first tee of the Kukui‘ula Golf Course in Koloa, this 3,500-square-foot single-level estate blends barefoot luxury with the...
POIPU RESORT, 2BDRM, F/K, Washer/Dryer, POOL, WIFI, daily fresh towel exchanges
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...
Ground Floor Luxury Penthouse at The Villas | F100
Summary:F100 | TA-018-220-0320-02Wake up in paradise at Villa F100, part of the exclusive Villas at Poipu Kai. Enjoy tranquil garden views from your private lanai, cook gourmet meals in the fully stocked kitchen, and dine al fresco under tropical skies. Relax by the...
Hale Ho'okipa: 2 Homes / 2 Pools in Poipu - Sleeps 16
Gathering of the clan? Extended-family reunion? Or just an amazing shared adventure? Whatever the occasion, this beautiful 7BR/5+BA compound, with ample space for 16+ guests, offers blissfully comfortable accommodations for a large, congenial group. Two impeccably...
Hale Ho'ouluulu – Luxury Poipu Villa with Infinity Pool & Ocean View
Wherever you look, this stunning Kukui'ula villa inspires admiration, and sparks delight. First, there’s the expansive view: an enchanting parfait of rolling hills and verdant orchards in the foreground, the glittering sea beyond, and impossibly blue skies overhead....
2 BR Luxury Oceanview Condo in Kukuiula
Kainani #1 is a 2-bedroom, 2-bathroom villa nestled in the heart of paradise, offering an unparalleled experience of comfort, convenience, and tranquility.As you step through the ground-level entry, you'll be greeted by the seamless fusion of indoor and outdoor living...
Luxurious 4 Bedroom Retreat, Private Pool, Located in KuKui' Ula Community.
***** Construction Disclaimer ***** A new home is currently being built next door, with construction taking place Monday through Friday, 8:00 a.m. – 4:30 p.m. You may hear some daytime activity during these hours. Evenings and weekends remain peaceful, perfect for...
Seaside Serenity in Hawaii
About this spaceDiscover our island oasis in Koloa!, Hawaii Nestled in a tranquil and tropical paradise, our upgraded unit at Kiahuna Plantation Resort (Unit 434) offers modern comforts like a new AC, plush mattress, and cozy couch. A short stroll through lush grounds...