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.
Hale Maluhia at Poipu Kai By Parrish Kauai - luxury home w/ private pool courtya
This luxury Kauai vacation rental is set on the coveted greenbelt in the center of Poipu Kai and overlooks Shipwreck Beach. Hale Maluhia at Poipu Kai blends indoor and outdoor elements into a unique island life experience with custom made furniture, local art and...
New Listing! Poipu Townhome with Resort Amenities
Poi'pu Townhome with Lanai, Pool and Gym Experience island living at this lovely Pili Mai townhome in Poipu, surrounded by Kiahuna Golf Course with breathtaking mountain and South Shore views. Elegant design meets tropical paradisePremium Location and Resort...
Charming 1-bedroom immediately on the shore Poipu's PK surf break, water views
Your cozy getaway awaits in Koloa at this superb condo. With 1 king bed in the bedroom, guests can relax in style. Enjoy the convenience of amenities like WiFi, a hair dryer, and an iron. This adorable space is perfect for a relaxing retreat. A great place to call...
Kuhio Shores 215 Oceanfront, AC
Summary:Oceanfront 2-bedroom condo at Kuhio Shores with split-system A/C in the living room and unbeatable views of the Pacific. Enjoy a private lanai, modern kitchen, Smart TVs, beach gear, and immediate access to Lawai Beach for snorkeling and surfing. Walk to dining...
Garden view corner condo with wraparound lanai & pool, walk to Poipu beaches
Waikomo Stream Villas 120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Airy Tropical Retreat with Wrap-Around Lanai – Excellent location!Welcome to your peaceful island hideaway at...
OCEANFRONT RESORT, 2BDRM, fresh towel changes, WIFI, wshr/dryr, pool, bar&grill
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...
Updated waterfront condo with ocean views, heated pool, & private lanai
Poipu Shores 403AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience heaven on earth at this renovated oceanfront condo. Enjoy million-dollar ocean views from the large lanai...
Poipu Sands Beach Villa
Experience Paradise Living: Your Dream Hawaiian Getaway Awaits!🌴 Welcome to your own slice of Hawaiian paradise at Poipu Sands! 🌴Nestled on the stunning shores of Kauai's Poipu Beach, this exquisite three-bedroom, three-bathroom condo offers the ultimate island retreat....
Oceanview Condo 703 at Poipu Kai: Luxury, Comfort, and Stunning Beach Proximity
E Komo Mai to Condo 703 at Manualoha - one of the most coveted locations in all of Poipu Kai Resort! Our two-story island getaway offers ocean views from 2 of the 3 lanais and a quick walk to the ocean-view pool/beach that is the envy of the neighborhood!Why you'll Love...
Luxury, upgraded Waikomo Streams condo with pool - walk to Poipu Beach
Waikomo Stream Villas 322Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find island-inspired luxury, every modern comfort, and a gorgeous tropical setting at this beautifully...
Island retreat at Kiahuna Golf Club - Poipu Athletic Club pool & hot tub access
Hale Moana KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the tropical vacation of your dreams at this stylish and spacious home overlooking the Kiahuna Golf Club....
Fully remodeled tropical studio with outdoor pool - walk to beach
Prince Kuhio 323Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a Hawaiian escape at this fully remodeled Prince Kuhio condo. Named in honor of the revered statesman and...
Splendid Condo w/Pool Views, Lanai, Free WiFi, Shared Pool, Hot Tub, & Gas Grill
Makahuena 2202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Welcome to your modern getaway! This freshly updated condo underwent a full renovation in 2025, featuring completely...
First-floor condo w/ ocean view, washer/dryer, & outdoor pool
Poipu Kapili #60Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breezes are regular visitors at this gorgeous corner condo by the sea, as are beautiful views of the sunset. Enjoy...
Honu Kai Villa by Parrish Kauai - oceanfront views, AC, & steps from Poipu Beach
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...
1000 Feet to the 🏝
This suite offers tons of natural light with airy vaulted ceilings along with a beautiful garden view. The property is an oasis of tropical trees and garden, no less than 28 Plumeria trees. The home will only be occupied by you and your guest this is a stand alone...
Kiahuna Plantation Renovated 1br, Private Lanai, AC 411
PROPERTY DESCRIPTIONWelcome to Sunny Poipu Beach! This upgraded Kiahuna Plantation leaves nothing to be desired! This second floor unit overlooks the lawn with tropical plants and complete privacy. This is unit # 411 in building 41. GREAT LOCATION! Relax out on the...
Beachfront Condo Poipu Beach Amenities Galore
Aloha and Welcome to Kiahuna Unit 440!We are so glad you’re considering staying in our peaceful garden-view, bottom-floor unit. This is a place where we’ve created many happy memories, and we hope you’ll feel the same joy during your stay.Unit Details:Location: Building...
Hale Lani at Poipu Kai By Parrish Kauai - spacious home w/ rich tropical garden
Nestled in flourishing tropical landscape within the Poipu Kai Resort, this spacious 4 bedroom, 3 bath Kauai vacation home is uniquely designed for privacy with a beautifully appointed back yard and covered patio. Central air conditioning, vaulted ceilings and numerous...
3BR on the ocean in Sunny Poipu + Athletic Club
Poipu Shores is Kauai's premier oceanfront complex with unparalleled shoreline views. Enjoy whale watching and searching for sea turtles from your private lanai or bask in the sun by the oceanfront swimming pool.Unit 301-B is a newly renovated 3 bedroom, 2 bath family...
Paradise Found - luxury Poipu rental with ocean views
As with most homes on Kauai, this vacation rental is NOT air conditioned.Welcome to your vacation paradise at this new luxury Poipu vacation rental at the beautiful Makahuena Resort. At Makahuena 2106, step into modern elegance as you enter this thoughtfully designed...
Top-floor ocean-view condo - lanais, 2 pools, hot tub, walk to Brennecke’s Beach
Kahala #322Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience an indulgent tropical escape at this fabulous corner condo featuring ocean views and a coveted top-floor locale....
Pool, hot tub, tennis courts! Short walk to beach, dining.
Walk to Brennecke's Beach, Poipu Beach Park, Kiahuna Beach, Shipwreck Beach, the Hyatt beach, and more. Restaurants in walking distance include Brennecke's Beach Broiler and Kalapaki Joe's, both Kauai classics you won't want to miss. Our Poipu rentals at Kahala at Poipu...
The Turquoise Turtle - AC / Pool / Ocean View
5/5 star review,·August 2025,·Stayed a few nightsWe had a wonderful vacation at the Turquoise Turtle house! The condo and location are absolutely gorgeous! The view is great and there is a walking path along the cliff. We got in very late and appreciated the supplies...
Oceanfront 2bdrm condo, Point at Poipu, Kauai available 12/20/25 to Jan 3, 2026
Beautiful and spacious oceanfront 2 bedroom/2 bath condo at The Point at Poipu on Kauai's sunny south shore. . These fully equipped and furnished units sleep 6 comfortably. Full kitchen, W/D, large master bedroom with king size bed and attached full bath with large...
Manualoha 404 Stunning Views Ground By Suite Paradise
Splendidly remodeled and upgraded with new furnishings in 2021, Manualoha 404 in the renowned Poipu Kai Resort offers all the thrills of the perfect tropical retreat. This gorgeous 2 bedroom, 2.5 bath home is surrounded by a flourishing landscape of blooming plumeria...
Spacious 3 bedroom 3 1/2 bath condo in Poipu Kai
Bring the crew to this spacious and spotless 3 bedroom 3 1/2 bath updated beach condo at beautiful Poipu Kai. Located along the greenbelt, it's just a short walk to the beach and offers access to two pools and a jacuzzi. Enjoy the comfort of our brand new spit AC...
Ocean, Coastline & Mountain Views from Lanai
Discover the allure of Prince Kuhio #2-7, an elegant and spacious 1-bedroom, 1.5-bath condo. This beautifully appointed unit offers breathtaking ocean and garden views, a luxurious Tempurpedic king-size bed, and a uniquely large, fully equipped kitchen. Relax on the...
Minutes to Kiahuna Beach - 2nd-floor condo with lanai, pool & hot tub
Kiahuna Plantation 325 - BLDG 39Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Young or old, quiet or outgoing, your ohana - family - will feel right at home at Kiahuna 325!...
NEW Two-Level condo in GREAT LOCATION
Situated in the island's most sought after resort of Pili Mai (LOCATION!!) this spacious two level condo simply breathes comfort and style. Open plan living area overlooks a little 'jungle' with mountain views in the back. The constant breeze brings in the sound of...
Only 100 steps to Poipu Beach with A/C!
Only 200 steps to Poipu Beach and Brennecke's Beach Restaurant. This two bedroom is fully furnished with 2 queen beds, air conditioning in the bedrooms, TV in every room, FREE Wi-Fi, and fully stocked kitchen. This is the perfect vacation rental for singles, couples or...
Waterfront retreat with gourmet kitchen, spacious lanai & W/D
Wena ʻula EscapeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'When you picture paradise, it looks exactly like this. Sitting directly by the water, this palm-lined home is the...
Hilton Vacation Club Point At Poipu each unit has 2BR & kit. in gorgeous Koloa
Located in Koloa, enjoy what this 2-bedroom resort has to offer. The bedrooms feature a king bed and a twin bed, perfect for a small group or family. Guests can unwind in one of the two bathrooms, each with a shower and bathtub for a soothing experience. A quaint living...
NEW LISTING! Treetop Poipu Condo Pool and Gym
Top Floor Corner Unit at Kiahuna Plantation with Poi'pu Beach Athletic Club Access Prime Location on Kauai's Sunny South Shore! Your vacation awaits in this charming top-floor corner unit at the renowned Kiahuna Plantation Resort. Unit #418 offers the perfect blend of...
New listing! Poipu 3br Retreat with Pool and Gym
Poipu Retreat with Mountain Views and Resort-Style AmenitiesDiscover this breathtaking second-story sanctuary in the prestigious Pili Mai resort, where panoramic views of Kauai's stunning South Shore create the perfect backdrop for your tropical getaway.Nestled within...
New Listing! Tropical Oasis in the Heart of Poipu
Relaxing Tropical Oasis: Poipu Condo with Stream Views Property Highlights • Ground floor unit with beautiful lanai views of lush tropical grounds and Waikomo Stream • Prime location near world-famous Poipu Beach • Perfectly situated for dining, shopping, and exploring...
Hiki Moe Hale by Gather: Elegant 4BR Oasis w/ Pool & Hot Tub
Welcome to Hiki Moe Hale at Kukui’ula, an elegant 4-bedroom, 4.5-bath Kaua‘i sanctuary set within the prestigious Kukui‘ula community on the island’s sun-drenched South Shore. Spanning 2,927 sq ft of single-level indoor–outdoor living and positioned on an elevated...
Poipu tropical garden view w/AC. No stairs!
One of Poipu’s hidden gems best kept secrets. Waikomo Stream Villas is a lush garden resort location on the sunny south side of Kauai. The condo is centrally located to shops and restaurants. It is conveniently located within walking distance to the beach , shops and...
Hale Kahanalu "House by the Surf"
Book 4 nights get the 5th night free for January 2025 Stay!Just 175 yards from Poipu Beach, Hale Kahanalu "House by the Surf" is a 720 sq ft corner apartment perched on the top floor. This cozy unit in an intimate 8-unit complex puts you steps from one of Travel...
Modern Kauaʻi Luxury Home With Ohana, Pool, and Spa in Kukuiʻula
Welcome to Ka Hui Ana (The Gathering), a contemporary island retreat located in the prestigious Kukuiʻula community on Kauai’s sun-soaked south shore. Blending modern design with relaxed Hawaiian living, this 4-bedroom, 4.5-bath sanctuary offers generous indoor-outdoor...
Gourmet Kitchen•Hot Tub•Pool•King Bed•Ground Floor•Netflix
Discover your slice of paradise at Unit 141 in the 35 acre Kiahuna Plantation, nestled on the breathtaking, sunny south shore of Kauai and the only beachfront condo resort. Enjoy spacious, fully equipped accommodation surrounded by lush tropical gardens and swaying palm...
New Listing - 2 Bedroom, AC, Pool, Gym In Poipu
Welcome to your slice of paradise at Pili Mai 2H, where the allure of sunny Poipu meets the tranquility of island living. Perched amidst the lush landscapes of Kauai, this exclusive resort beckons you to unwind in style while being just moments away from the golden...
Newly Remodeled! 1br Ocean View Condo w/ AC at Poipu Kapili by Alekona Kauai
Comfort meets elegance in this 1,200-sqft one-bedroom Poipu Kapili condo. Perfectly situated to offer breathtaking ocean and pool views, the west-facing lanai puts you on the front row for those mesmerizing Poipu sunsets. With ceiling fans throughout the condo, you'll...
Oceanfront resort condo with amazing view, pool, hot tub - walk to Poipu beaches
Makahuena #2-305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch the sea breeze rustle the palms and the sunlight dance across the ocean at this stunningly situated condo within...
NANEA - Kauai Oceanfront Luxury Home with AC
This exquisite oceanfront estate was designed by famed architect Ralph Anderson and newly renovated by architect Tony De Jesus and interior designer Terry Hunziker. It has 300 feet of ocean frontage offering four oceanfront suites with unmatched ocean views from every...
Beautiful 8 brs for 22 near Poipu Beach Park!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Beautiful 8 bedrooms for 20 in Poipu Kai is located only 200 yards to Brenneckes Beach and 300 yards to Poipu and Shipwreck Beach!Paved walkway from your door to the beaches! Only a 1-7...
Island Style W/Ocean View, Lanai and Fans–Kiahuna
Kiahuna Planation and Beach Bungalows #2072: Settle-in under tall ceilings, stunning ocean views, and a spacious open-concept design in this vacation suite. This space features warm and cool gray tones highlighted by tropical scenes and sets the standard for peaceful...
Fit For Royalty! Beachfront w/Open Kitchen, Lanai, WiFi, TV, Ceiling Fans–Kiahuna 2004
It doesn’t get any better than this 1,360-square foot 2-bedroom vacation condo located beachfront at Kiahuna Plantation. Imagine walking out your lanai door and stepping out onto Poipu’s golden sands and soothing waters.An open-design kitchen flows into the stylish...
Spacious House: 5 Minute Walk to the Beach
Welcome to our spacious, family-friendly home in a prime location. The house offers 3 bedrooms and 3 full baths + separate room off the master bedroom with a queen sleeper sofa for kids.The house can sleep up to 8 adults and 2 kids + infants in cribs. We offer bikes,...
Poipu Ground Floor Ease w/Kitchen – Kiahuna 2089
Soak in tropical sights and scents of flowers and fruit trees from a private ground floor lanai that flows onto the grounds. This deluxe 880sf island home welcomes with a full kitchen for meal ease, open living area, private bedroom, ceiling fans, flat screen, DVD and...