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 | 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....
Akahai at Poipu Beach By Parrish Kauai - elite home private pool & central AC!
Tucked back in one of Poipu Beach’s newest vacation rental neighborhoods, Akahai offers an exquisite and distinguished private luxury Kauai vacation rental unmatched by many. This exquisite three bedroom home offers a modern and open floorplan with designer touches,...
Professionally designed new unit at Kiahuna plantation with A/C
Kiahuna plantation unit 427 in bldg. 41.You are a very short walk away from a beach, actually 200 steps.On the middle floor. Poipu beach is very nearby.Welcome to Sunny Poipu and Kiahuna Plantation Beach! This newly remodeled A/C .Kiahuna Plantation leaves nothing to be...
Luxe, 2-Level Condo with Mountain View, Lanai, WiFi & On-Site Pool/Hot Tub/Golf
Pili Mai 1EOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll be immersed in the sun-splashed, tropical beauty of Kauai's South Shore at Pili Mai 1E, a luxe, two-story escape...
koolkondo 2283 Hoohu Rd Oceanview, KoolKondo 2283 Hoohu Rd Oceanview
The Emerald Pagoda: Luxury Vacation Rental in Kauai with Ocean View and Pool2283 Ho’ohu Rd., Koloa, HIWelcome to koolkondo, where you will experience luxury vacation rentals at their finest. Our stylish boutique hotel style condos and homes have it all. You will...
Kiahuna Vista by Parrish Kauai - Fairway & Distant Ocean Views w/ Pool, Spa
Located on the 17th fairway of the Kiahuna Golf Course, this home in our Kauai vacation rentals features four spacious bedroom suites, a sparkling pool and Jacuzzi spa. Tastefully decorated with designer furnishings throughout, it’s the perfect setting for a large...
Makahuena 5101 by Destination Kauai - A/C Oceanfront
E Komo Mai, Welcome to Makahuena 5101“The Makahuena” is located on the southernmost point of Kauai. This unique oceanfront resort is situated on the edge of a bluff providing spectacular coastal views. This 2-bd/2-ba condo is on the ground floor with breathtaking...
Updated 2BR Paradise: A/C, Modern Luxury & Resort Amenities at Regency Poipu Kai
Escape to paradise in this newly updated, air conditioned, 2-bedroom vacation haven nestled within the prestigious Regency at Poipu Kai. This tropical retreat promises a perfect blend of modern luxury and Hawaiian charm, providing an unforgettable backdrop for your...
Regency at Poipu Kai 423 By Parrish Kauai - Walk to the Beach
Featuring some of the largest and finest Kauai condos on island. Each Regency unit is spacious and offers deluxe interiors as well as all the needed modern comforts.PARRISH PROFESSIONAL CLEAN – Built Upon the Vacation Rental Management Association (VRMA) “Safe...
Hawaii Life Rental Presents Aloha 'Ohana
**Announcement** Aloha Ohana has received important upgrades for an improved guest experience. The pool heater was recently replaced with a new unit and is available for guests desiring a nicely heated pool. There is an additional cost of $50.00 per day for this...
Top floor-quiet, 3 min walk to beach, Espresso machine, pool/ fitness, HBO
Feel like living in a treehouse…Quiet, top flor location, lots of special features *** Pls note that from Jan1st, 2024, for stays the end cleaning fee for each unit 1 BR is $ 268.00 plus Tax. For stays of 10 nights or more, an additional mid-stay replenishment fee per...
Poipu Makai Villas C1 - Amazing Views, Ocean Front, AC
POIPU MAKAI C1 AT KOLOA KAI VACATION RENTALSYour Oceanfront Oasis on Kauai’s South ShoreDiscover unparalleled tranquility and breathtaking ocean views at Poipu Makai C1, an exclusive oceanfront condo perched on a bluff overlooking the vibrant blue Pacific. With only...
Kiahuna 106 - Ocean View, Close to World-Class Beach, Poipu Beach Club Included
KIAHUNA PLANTATION 106 AT KOLOA KAI VACATION RENTALSOcean-View Condo in the Heart of Poipu’s Tropical ParadiseNestled on 35 acres of lush lawns and tropical gardens, Kiahuna Plantation 106 offers the perfect combination of history, charm, and modern comforts. This...
Nihi Kai 510 - Garden w/ Ocean Peek View/AC/Walk to Beaches
NIHI KAI 510 AT KOLOA KAI VACATION RENTALSYour Garden View Escape in the Heart of PoipuWelcome to Nihi Kai 509, a beautifully updated 2-bedroom, 2-bathroom condo in the heart of Poipu. Located within walking distance to Brennecke’s Beach and Poipu Beach, this charming...
Poipu Ohana Vista - Spacious Home Near Beaches, Community Pool Access
POIPU OHANA VISTA AT KOLOA KAI VACATION RENTALSExperience the essence of Kauai’s beauty and relaxation at Poipu Ohana Vista, a spacious and versatile home ideally located between Poipu Beach and Shipwreck Beach. With breathtaking views of sunrises and sunsets just...
Oceanfront TownHome Upgraded 2 BR, 2.5BA Fully Air Conditioned
Poipu Shores 104C is a fully-oceanfront, 2-story, 2-bedroom townhome with two lanais and complete air conditioning. A fully oceanfront townhome is a rarity on the south shore of Kauai, doubly so for an air conditioned one! It is an exquisite choice for an unforgettable...
Luxury Poipu Beach House Sleeps 8 with Central AC
This new custom home has 3 large bedrooms & 2.5 baths, perfect for larger parties or families to stay together on their vacation. The house has central AC, high-speed wifi, memory foam beds, and beach chairs and coolers you'll need to enjoy Kauai's beaches. The house is...
Makahuena 4305 by Destination Kauai - A/C + Partial Ocean View
E Komo Mai, Welcome to The Makahuena 4305!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on the edge of a bluff providing spectacular coastal views. This is a multi-level condo on the second story of the...
Nihi Kai 509 Resort Center - 2 bedroom/2 bath, AC
NIHI KAI 509 AT KOLOA KAI VACATION RENTALSYour Garden View Escape in the Heart of PoipuWelcome to Nihi Kai 509, a beautifully updated 2-bedroom, 2-bathroom condo in the heart of Poipu. Located within walking distance to Brennecke’s Beach and Poipu Beach, this charming...
Captivating & Relaxing 5th Floor, Ocean Surrounds, A/C in Bedroom
Sunset Kahili is a 5th floor vacation rental property located in the beautiful Poipu Beach area of Kauai, Hawaii. The property was specifically designed to capture the breathtaking sunsets over the ocean, providing guests with a truly unforgettable experience.The condo...
Upgraded Quiet Garden Oasis, Split System AC
This beautifully upgraded condo is meticulously cared for by the owners and it’s the first time in years that they have made this condo available for rental. While this unit enjoys a garden view from the lanai, the resort itself is situated right on the ocean bluff...
Pool, Gardens, Walk to beaches and shopping Waikomo #320 located in sunny Poipu
This warm and welcoming suite is a stylish accommodation with tropical appeal. Ocean-inspired decor and hardwood accents complete the open floor plan, while the cozy lanai offers gorgeous garden views.With 1,050 square feet of intentionally designed space, this condo...
Manualoha 901 - Minutes to Poipu and Brennecke`s Beach
MANUALOHA 901 AT KOLOA KAI VACATION RENTALSSpacious 3-Bedroom Condo in Sunny PoipuWelcome to Manualoha 901, a rare and generously-sized 3-bedroom, 3-bath condo located on the ground floor in the heart of sunny Poipu. Perfect for families or groups, this tropical retreat...
Hale O Ka Nalu Po'i: Oceanfront Estate on Poipu Coastline
Breathtaking, magnificent, superlative, sublime: there’s simply no way to overstate the extraordinary appeal of this uniquely situated, strikingly beautiful oceanfront estate. Hale O Ka Nalu Po'i (poetically named for the waves that crash dramatically against...
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...
Kiahuna Paradise @ Poipu with 2 AC units nFamily size condo with patio
Welcome to KIAHUNA PARADISE!Kiahuna plantation unit 233 in bldg. 36 .Newly Renovated One-Bedroom Hawaii Condo Retreat-Your Island Paradise AwaitsYou are a very short walk away the beach, 150 yards actually. This condo is located on the ground floor, Poipu beach is...
New Listing! Adorable Renovated 2 BR in Poipu
Newly Renovated Coastal 2-Bedroom with Ocean Views at MakahuenaThe perfect home base for your Kaua'I vacation, this freshly renovated 2-bedroom coastal retreat at Makahuena featuring ocean views from your private lanai.Sleeping Arrangements (Sleeps 6):• Primary...
South Shore Ocean View 1 BR Condo Poipu Sands 112 Close to the Beach Upgrades
Life is a Beach at this beautiful south shore condo, located on the ground floor just a short walk from the Shipwreck beach. With newly upgraded appliances, bed and mattress, master bath vanity and cabinets, paint, Wi-Fi, cable, and Flat Screen TV. It's not too late to...
Updated Poipu Home: Large Deck w/ Scenic View
Experience tropical scenery and island breezes at this updated 3-bedroom, 2-bath Koloa vacation rental! Boasting a large deck, spectacular ocean and mountain views, and a fantastic location minutes to Shipwreck Beach, this home allows your family to enjoy their Kauai...
Second-floor condo with great view of the ocean and Prince Kuhio Park.
One-bedroom, second-floor condo with great view of the ocean, Prince Kuhio Park, and the mountains. Enjoy the view while keeping in touch with the world with a 42' HDTV and high speed internet. You can hear the ocean waves from your bedroom at night while sleeping on a...
Dazzling 4th Floor Ocean Views in Poipu - Sunset Kahili #406 Mele Moana
ALOHA, GUEST! Welcome home! Enjoy the surf song and expansive ocean views from every room, lie in bed and watch whales spout in season, dolphins frolic and rainbows touching the sea, whitewater on the rocks and spectacular sunsets from your lanai, lush greenery and...
Sunset Kahili 303 Has Gorgeous Ocean and Sunset Views!! Walking Distance to Poipu Beach Park.
This gorgeous Sunny South Shore home is tastefully remodeled with a spectacular ocean view. You'll want to soak in the breathtaking sights... and simply exhale.Along with a lovely, high end condominium community, Sunset Kahili offers a sparkling clean pool and very...
Poipu Sands 233 Beautifully Renovated Ocean View Penthouse Luxury Condo w/ AC
Poipu Sands 233 is a 2 bedroom & 2 bathroom successful vacation rental is located on the Sunny South Shore in Poipu and has a beautiful ocean view from the living room and dining room, kitchen and master bedroom and the spacious lanai that runs the length of the unit!...
Poipu Beach Estates Plantation-Style Home with Pool
Location and convenience to Poipu's best amenities are what make our Poipu Beach Estates home an excellent choice for your Poipu vacation rental.This home is great for large families or a group of people traveling together, with four bedrooms and four bathrooms, it can...
Steps to Beach ~ Pool, Hot Tub + Balcony
Tucked within a lush tropical resort, this 1-bedroom, 1-bath condo offers a peaceful garden-view setting just a 5-minute walk to the beach. Enjoy a private balcony with sun loungers, access to a resort pool with a water slide, and walkability to Poipu’s best shops,...
Poipu Makai E-1 Ocean Front 2 Bdr/2 Ba with a/c
Poipu Makai is situated on an ocean bluff for excellence in viewing abundant sea life and beautiful Pacific Ocean sunsets over the Poipu coastline. Because of the unique ridge location, Poipu Makai E-1 is located on the ground floor while it is necessary to take stairs...
Private and Quiet Peaceful Poipu Beach Oceanfront Condo
Enjoy our brand new oceanfront deck area, just completed late 2014. Escape to this peaceful 2 bedroom retreat and let the sounds of crashing waves lull you to sleep. Kick off your shoes Hawaiian style and enjoy this perfect private setting on a bluff overlooking the...
KAUAI Poipu Beach Escape to Tropical Paradise!...Beautiful Mountain views!
Beautiful sunny Poipu on the sunny south side of Kauai!This new home is one of the best south shore Kauai locations!For inquiring couples celebrating their honeymoon or anniversary, we are offering a free gift for your special trip by using the code "LOVE”.Also, enjoy...
Air conditioned, Resort Location. Short Walks To Beaches & Restaurants
New Split Air condition, Private entrance with patio. Adjacent to "greenbelt". Vehicle parking next to apartment. Twin sink bathroom with all normal facilities.Queen size bed plus sofa.Refrigerator plus separate freezer. Microwave, toaster oven and coffee maker.Large...
Prime Top-Floor View Oceanfront Condo w/ A/C, Free WiFi, Lanai, Shared W/D, BBQs
Kuhio Shores 416Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch the beautiful Pacific Ocean, surfers, dolphins, turtles, and whales (in season) from this very popular top-floor...
Kukui'ula Kai - Oceanfront Home with Pool and Large Lounge
Upon entering through the front door you will discover your own luxurious, oceanfront sanctuary. Kukui’ula Kai offers its guests a thoughtful and spacious layout with 2 private master suites that offer amazing views and sounds of the ocean to lull you to sleep.An...
Oceanfront Condo near Lawai Beach w/Lanai, Free WiFi, Shared BBQ, W/D, & A/C
Kuhio Shores 207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The private lanai of Kuhio Shores 207 is like your own private SeaWorld, giving you a front-row seat to watch sea...
Kiahuna Paradise - Beautiful 3bdr/3ba Home With A/C & Pool. $650 Special
This unit has been reduced to $699 per night for a limited time. Located in prestigious Kiahuna Golf Village in Poipu, Kiahuna Paradise is only a 5 min. drive to some of the world's most beautiful beaches and golf courses. This property is located within a beautiful and...
Lovely condo with lanai, pool, hot tub, tennis & gym - walk to Kiahuna Beach
Kiahuna Plantation 420 -BLDG 41Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled on 35 acres of lush lawns and tropical gardens, this charming, garden-view retreat in Kiahuna...
3bd 2ba Lovely Home in the Heart of Poipu 2 min walk to Hyatt and Poipu Beach
Poipu Beach is the place to spend your vacation! Somewhere you are close to everything you want to do! This spacious and accommodating 3 bedroom, 2 bath home is centrally located in a prestigious South Shore neighborhood, at the end of a cul-de-sac, in the heart of...
Poipu Luxury Home -Air Conditioning Private Heated Swimming Pool, Fitness Access
Introducing the Dolphin House, our private 3,700 sq ft 4 bedroom, 3 full bath, 2 half bath home for 8 guests, located on a large corner lot in an upscale quiet Poipu Beach neighborhood, Kiahuna Golf Village, and featuring a beautifully landscaped private yard complete...
1 bedroom, 1 bath condo with AC and Access to Poipu Athletic Club
Embark on a journey to paradise and craft unforgettable memories amidst the serene beauty of this ground floor- 1 bedroom condo within the Kiahuna Plantation. Nestled within the lush landscapes of Hawaii, this resort exudes the charm and elegance of a traditional...
MA 1-310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 Bath
MAKAHUENA 1-310 AT KOLOA KAI VACATION RENTALSOceanfront Luxury with Stunning Sunsets and Spacious ComfortWelcome to Makahuena 1-310, an upgraded two-bedroom condo with a full loft, offering breathtaking views of Poipu Beach and its stunning sunsets. As an end unit, this...