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.
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...
Makahuena 5202 - Oceanfront Suite on the water! Club access included
Makahuena 5202 is one of the best oceanfront condos that sunny Poipu has to offer. The Makahuena Resort 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 second-floor...
Surf’s Up Suite @ Kiahuna I AC I Family Friendly I Beach Amenities I Surfboard
Welcome to Surf's Up Suite! Our second floor condo with a peek-a-boo ocean view was recently redecorated with relaxing surf and beach vibes, offering the perfect backdrop for creating unforgettable memories and adventures.After a day at the beach, unwind in the Surf's...
koolkondo 2283 Hoohu Rd Oceanview, KoolKondo 2283 Hoohu Rd Oceanview
The Emerald Pagoda: Luxury Vacation Rental in Kauai with Ocean View and Pool 2283 Ho’ohu Rd., Koloa, HI Welcome 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...
Lawai Beach Resort 314 By Parrish Kauai - oceanfront views steps from Lawai Beac
Enjoy spectacular views from sunrise to sunset from the lanai of your oceanfront Kauai condo. Lawai Beach Resort overlooks one of the best snorkeling and surfing beaches on Kauai, making it a favorite vacation spot for everyone. There are three pools, complimentary...
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...
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
Welcome to one of Poipu Beach’s finest vacation destination areas! Located in a spacious corner lot within the magical and tranquil Kiahuna Golf Village, here you will find yourself immersed in the lush, natural beauty of Kauai while enjoying your luxurious home-away...
2-Bedroom Garden & Ocean Views!
Welcome to your slice of paradise! After your long journey, we know you will be ready to unwind. To make your arrival extra special, we have prepared an Aloha Basket filled with snacks and coffee, so you can relax right away.This spacious single level 2-bedroom,...
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 510, 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...
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...
Kiahuna Plantation 335. Ocean View Condo in Sunny Poipu with Air Conditioning!
You'll love this fully remodeled home with a peekaboo ocean view and split system A/C! A one-bedroom, one-bath condo in the heart of Poipu at Kiahuna Plantation. Being conveniently located within walking distance of several shops and restaurants makes this the perfect...
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...
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...
1Br 1Ba Kahala Tropical Dream, Pool, Garden View 513
Located in Koloa Hawaii, this beautiful 1 bed/1 bath condo awaits to immerse you in local history and tranquility. With proximity to the serene beaches, barbecues, and hiking nearby, you'll be sure to fall in love with the culture of Koloa. Right outside your door is...
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...
Bright and beautiful condo with pool, hot tub, gym, patio, grill, & WiFi
Pili Mai 1LOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'On the gorgeous island of Kauai lies your dream Hawaiian getaway. Find yourself immersed in a green, lush paradise with...
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...
POIPU - MANUALOHOA #506; ENJOY THE VIEWS !
Spend your day at the beach, out hiking or golfing then back to the condo for a beautiful sunset and BBQ ! Spacious, airy 2 bedroom, 2.5 bath condo with fantastic ocean and mountain views. A short walk down the greenbelt path to both Brennecke's and Poipu beaches and a...
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...
Kahala 613 by Destination Kauai - 1BD, Walk To Beach, Portable A/C
Kahala 613 at Poipu Kai Resort - Your Ideal Poipu GetawayEscape to this spacious and updated 1-bedroom, 1-bath condo at Poipu Kai Resort. With 1,000 sq. ft. of living space, this split-level retreat is perfect for couples or solo travelers seeking comfort and relaxation...
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
Experience the ultimate getaway at Poipu Sands 233, a captivating 2-bedroom, 2-bathroom vacation rental nestled in the heart of Poipu. Gazing out from the living room, dining room, kitchen, and master bedroom, a breathtaking ocean view awaits, complemented by a spacious...
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...
Beautiful Ocean View in Poipu! Special Rates for Vacant Dates!
You can see the ocean from every window (even the shower!) and enjoy amazing mountain views and beautiful rainbows from the living room and lanai. This Prince-Kuhio unit #306, overlooks historic Prince Kuhio Park and is a 1 minute walk to popular Lawai Beach and the...
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...
KAUAI BEST DEAL!!!! 1-10-25 thru 1-17-25 - Sleeps 8
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 plantain style architecture at this small...
Oceanfront condo w/A/C, elevator, coastline views, lanai, hot tub, pool, tennis
Kuhio Shores 316Our 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...
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
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 private residential area where you will have access to all of...
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...