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.
Ground Floor Ease+Tropical View! Full Kitchen, Lanai, Flat Screens+WiFi–Kiahuna 2051
Merging a tropical vibe with ground floor ease, this 690sf suite features floor-to-ceiling sliders that bring the beauty of fruit trees and flowers into the casual living area. Homey touches include a full kitchen and furnished lanai for “at home” dining and...
Private Condo w/ Amazing Sunset View, Shared Pools/Hot Tub - Walk to Beaches
Manualoha 504Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautifully situated among rustling palms and verdant tropical greenery, this townhouse-style condo brings both privacy...
Hale Ulili: Island-Style Kauai South Shore Vacation Home
Located on the dramatic Poipu coastline, this casual and unassuming island-style Kauai vacation home has ocean views from every room. Watch dolphins, turtles and seasonal whales swimming right off the property, waves crashing on the rocky coastline, and palms swaying in...
Villa Sky@Poipu Kai, Resort Amenities, Sunset Walk To Beaches & Restaurants W/AC
VILLA SKY @ POIPU KAI, NO ADDED FEES! This Bright, newly renovated, Island Chic condominium is in the heart of Poipu Kai Resort. A short stroll along a beautiful Green Pathway to Poipu Beach & 3 more Beaches. Great top floor location is unbeatable with the high vaulted...
Hale Moku - Poipu Clifftop Home with Amazing Ocean Views - Walk to Poipu Beach
Hale MokuOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'From your oceanfront perch on a lava-rock cliff, a dazzling ombre of blues tantalizes the eyes and the smell of saltwater...
Makahuena 1-303 Ocean View condo 2 Bedroom Plus Loft Sleeps 8 AC!
Two bedrooms upstairs with a king and a queen bed, both with their own bathroom, plus loft on the third floor, with a queen bed and a trundle bed ( 2 singles), ample lanai space, washer and dryer in unit, large kitchen, sits on the island's southernmost point, with...
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...
Waikomo Stream 402 - Private, Peaceful, Garden View Condo With 2 Lanais
This charming one-bedroom, plantation-style condo is a tropical retreat in sunny Poipu on the garden island of Kauai. Located near many of Hawaii's best beaches, restaurants and shopping, come stay and relax in paradise.Indulge in the charming ambiance of this recently...
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...
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...
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....
Waikomo Stream Villas 103 - 1st Floor, Garden View
WAIKOMO STREAMS VILLAS 103 AT KOLOA KAI VACATION RENTALSGarden-View Tranquility in Poipu BeachWelcome to Waikomo Stream Villas, one of Poipu's hidden gems! Nestled within a lush, tropical garden setting, this serene resort is located on the sunny south shore of Kauai....
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...
Poipu Beach House with Ocean View and Lush Garden
This is a 5500 square-foot, eight-bathroom, seven-bedroom residence that can accommodate a large multi generational family. This two-story residence merges our 3 bed, 2 bath upstairs unit, two 2 bed, 2 bath units and a studio, all located within a luscious garden...
Waikomo Stream Villas 503 with Free PBAC membership
WAIKOMO STREAM VILLAS 503 AT KOLOA KAI VACATION RENTALSTropical Tranquility Meets Modern ComfortNestled in the lush gardens of Waikomo Stream Villas, this one-bedroom retreat is your perfect home away from home. Located in the heart of Poipu Beach, this property is just...
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:...
Kuhio Shores 215 Oceanfront, AC
KUHIO SHORES 215 AT KOLOA KAI VACATION RENTALSOceanfront Luxury with Unmatched Views in PoipuWelcome to Kuhio Shores 215, your dream oceanfront retreat on Kauai’s sunny South Shore. This beautifully appointed 2-bedroom, 2-bathroom condo offers stunning water views...
Poipu Beach Estates: Walk to Beach/Shops, Sleeps 8-16, AC, Pool, Fitness Club!
Aloha! Welcome to Hawai'i!This amazing Balinese style home with 4 master bedrooms each with its attached bathroom is the perfect way to explore beautiful Kauai. Nestled on a one acre lot surrounded by tropical gardens at Poipu Beach Estates, this home is in the heart of...
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...
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 basque in the sun by the oceanfront swimming pool. All guests will have premier access to Poipu Beach...
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...
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...
Kiahuna Plantation Garden View - brand new A/C #405
About this spaceDiscover the beauty of Southern Kauai's Poipu Beach, a short walk from our condo in the Kiahuna Plantation Resort. Poipu Beach boasts access to snorkeling, swimming, and boogie boarding year-round as the South Shore is protected when the North Shore...
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...
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...
Luxury Poipu townhome with lanai, mountain view & on-site pool, hot tub, gym
Pili Mai 1GOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautifully positioned with a view of the surrounding palms, green mountains, and shimmering skies of Kauai's South Shore,...
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...
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...
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...
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....
The Turquoise Turtle - AC / Pool / Ocean View
This is one of the few homes in the area with Air Conditioning! This updated, modern condo is light, open and airy. The perfect place to relax in paradise!The lanai is a great place to watch the waves roll in and, in winter, you may see humpback whales playing off shore...
Private Pool, Hot Tub with AC, BBQ and Very Spacious
**Hot tub under repair until September 2023**This 2-story Kiahuna Golf Village home offers a spacious plantation style home within the Kiahuna Golf community. This home offers distant views of the ocean and mountains, along with the fairways. There are two primary...
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...
Hosted By Parrish Kauai- Moku Hale - private pool central AC in Poipu ocean view
This newly renovated Kiahuna Golf Village home is spacious with great ocean and golf course lake views. The perfect location for a family vacation, or the golf enthusiast, all will enjoy the pool and pool deck along with the large covered lanai perfect for the outdoor...
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...
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...
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...
Waikomo Streams 203: Luxiuous 1BR Condo w/ Pool
Strolling the grounds of Waikomo Streams Villas in Po‘ipū is like walking through a tropical paradise. A bamboo forest, brightly colored flowers, and a waterfall spilling into a serene pond where multi-colored koi swim are all waiting to be discovered on the property...
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...
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...
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...
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...
Hale Kahanalu "House by the Surf"
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 Channel's "America's Best Beaches.*Location Highlights*- 2-minute...
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...
Homey & Comfortable Ground Floor Condo - Easy Access to South Shore Hot Spots
Makahuena 1102 is a laidback, ground floor getaway in the midst of all that Poipu has to offer. Make yourself at home in the open and spacious living, dining and kitchen area, and enjoy two large, comfortably furnished bedrooms. You'll also find two full bathrooms,...
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...
Makahuena at Poipu. Ocean View Lanai. Family Friendly 2-bedroom Condo.
This is a brand-new listing, so while there aren't reviews here yet, we invite you to check out our other two VRBO listings for guest feedback and insights into the quality of my hosting. https://www.vrbo.com/1226576https://www.vrbo.com/1531902Welcome to this charming...