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! Top Floor Views with A/C in Poipu Beach, Resort Amenities
Top Floor Unit | A/C | 3 Minute Walk to BeachKiahuna 42 is a top floor unit (2nd floor) that is centrally located in the heart of the Kiahuna Plantation in Building 8. It has built in A/C and new furnishings and is only steps away from Poipu Beach!Enjoy free access to...
Hale Ma'ana Hou - Poipu Beachfront Home with A/C and Pool!
The Garden Island offers you this beautifully appointed, Mediterranean style home that is located on a protected white sand beach in sunny Poipu. The large, stylish, and open living room offers magnificent, ever-changing views of the Pacific Ocean with spectacular...
Oceanview condo with 3 bedrooms, 3 1/2 baths and AC throughout
Enjoy captivating ocean views from this spacious 3 bedroom, 3-1/2 bath condo, where you can relax with spectacular sunsets on the lanai. There is air-conditioning throughout the condo, and you can control the temperature in each room individually. Our condo is on the...
Ocean view from every room in the condo!
Enjoy our condo in lovely Poipu with vast ocean views from the lanai and Master Bedroom. You will hear the ocean, see the ocean (and the whales in season) and be mesmerized by the ocean and the sea life. Sunset Kahili is the highest condo in the area. Our resort is on...
Garden Villa l Two Lanais, A/C, Pool
Summary:H223 | TA-142-481-4080-01Immerse yourself in paradise at Villa H223, a stunning 4-bedroom Garden Villa at Poipu Kai. With central A/C, stainless steel appliances, and designer furnishings, this villa offers unmatched comfort and style. Relax on two private...
Luxury Upgraded Condo #98, AC, Poipu Beach, Partial Ocean View
Air Conditioned? Yes!!!Only few condos at Kiahuna are Air Conditioned. We are excited to announce that as of Sep. 2, 2021, our condo is fully air conditioned.Kiahuna Resort is 35 acres of landscaped, manicured lawns and gardens. This oceanfront resort is just steps away...
Waikomo 302 by Destination Kauai - A/C, Ground Level Updated Condo
E komo mai, welcome to Waikomo Stream Villas 302!This 1-bd/1-ba condo is on the ground floor with landscaped views in the heart of sunny Poipu. The fully equipped kitchen has been renovated with new cabinets, countertops, and stainless steel appliances. The bathroom is...
500 feet to the 🌊, 1000 feet 🏝 and 🐢
The most incredible location, nestled among the trees and flowers, over an acre to overlook, and stunning sunsets, and the famous Poipu Beach is just steps away you’ll never want to leave our beautifully styled 1 bedroom, 1 bath condo. We have everything you’ll need...
"Beach Vibes in Poipu" Remodeled, Ocean view , AC, and Washer Dryer - Rare Find
Experience island living at its finest at our beautifully remodeled ground-floor condo in the heart of sunny Poipu, Kauai! Located in the highly desirable Kiahuna Plantation Resort, Unit #146 (Building 22) offers an unbeatable blend of modern comfort and charm—just a...
Direct Oceanfront Penthouse - Makahuena 3202
About this spaceDirect Oceanfront Penthouse - All you see is WATER! NOW FULLY AIR-CONDITIONEDThe spaceImagine sitting on your lanai, overhanging the lava cliffs of the southernmost point of Kauai where you can see the sunrise and the sunset in the same day! There is...
Prince Kuhio Condo - Steps to the beach!
Comfortable studio steps away from the beach!This condo is ideal for your stay on the South Side of Kauai. You can't beat the unobstructed ocean and garden views. The condo features a king bed, sleeper sofa, small dining table and chairs with additional seating and...
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. Close to beaches, shopping and excursions.If sunny Poipu is your vacation destination, this spacious unit will welcome you into this comfortable space and...
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!
An ideal location in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over five minute walk to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. Unit 403 is just over 300 feet from the shore with...
Kiahuna #39 PRIVATE + QUIET! Seconds to beach +ground floor A/C New furniture!
Kiahuna Plantation is the only beach-front property on Poipu Beach. White sands, palm tree shaded grassy areas, state of the art gas grills, complimentary towels and beach chairs and chaise lounges are all standard fare. Relax on the beach or go boogie boarding....
Calm island condo with ocean views & pool - walking distance from beaches
Hale Lolo at Poipu KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Hale Lolo, your gateway to Kauai's paradise! Immerse yourself in tropical bliss with a prime...
Ocean-view condo with free WiFi, central ac, lanai, & onsite pool/spa/gym
Pili Mai 13GOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise along Kauai's South Shore at this gorgeous, Poipu condo. Located in the scenic, Pili Mai community,...
Nakoa Carriage House on Kauai's Sunny South Shore
Located in Poipu Beach Estates, this second level home features air conditioning, an open kitchen and living area and a King size bed. The private lanai provides sweeping views of the mesmerizing sunsets and cosmic evening sky.You will only be minutes from the Shops at...
Intimate and Elegant Kiahuna Partial Ocean View_A/C
For the ultimate tropical vacation, Kiahuna Resort is unsurpassed. Lush gardens; classic low-rise Hawaiian architecture; world class beaches; and most importantly, a visceral experience of evermore rare 'Aloha' - tropical fragrances, silky sand, swaying palms, joyous...
Bright beach condo #231 - Updated and steps to the beach!
Welcome to our beach house #231 at Kiahuna Plantation! Get ready to relax and enjoy this updated and spacious 1 bedroom, 1 bath condo on Kauai’s sunny south shore. Savor the cool, calming trade winds, in this top floor-corner unit after a long day of exploring all the...
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...
Poipu Condo! Newly updated - Sleeps 5 - 5 minute walk to the beach!
Aloha! We warmly welcome you to our amazing condo! A 5 minute walk to the best beach on always-sunny south shore of Kauai. It just doesn't get better than this for your vacation get-away!Professional Cleaning and Disinfecting Castle Resorts handles all resort cleaning...
Kukuiula Cottage #36 By Parrish Kauai - spacious plantation style home w/ AC, po
This luxury Kauai vacation rental is located in the newest resort community of Kukuiula. This fabulous new home has lovely garden views from the main living and pool deck area and the upstairs guest suite with den and private lanai has a lovely distant ocean...
Baby Beach Bungalow I - Beautiful Bungalow Steps from Beach
Discover Baby Beach Bungalow I – Your Perfect Kauai RetreatNestled in the highly sought-after Baby Beach neighborhood along Ho'ona Road, Baby Beach Bungalow I offers the perfect blend of comfort and convenience. This charming, single-level cottage features a spacious...
HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH
ALOHA & WE WELCOME YOU TO OUR COMFORTABLE HOME AWAY FROM HOME! LOCATED IN THE SUNNY SOUTH SIDE OF THE GARDEN ISLAND OF KAUAI IN POIPU BEACH, THESE 2 HOMES HAVE BEEN RECENTLY CONSTRUCTED WITH TOP OF THE LINE FEATURES, PERFECT FOR A PARADISE FAMILY GATHERING OF MULTIPLE...
Poipu Vibes in Modern Comfort! New Remodel AC- OCEAN VIEW Washer Dryer Rare find
New Remodel in Tropical Paradise..... A/C and Washer Dryer in the unit. This Penthouse unit has a very private setting. Enjoy this beachfront property with Penthouse ocean view.7+ night discount on non peak dates.The lanai will keep you captivated for hours. Watch the...
Pili Mai 11I: Tropical Condo w/ Fairway Views, AC, Shared Pool & Jacuzzi
Enjoy modern Hawaii living at Pili Mai 11I. Pack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the 9th hole of the beautiful Kiahuna Golf Course, this exceptionally beautiful, newly-constructed three-bedroom,...
BRAND NEW AC | Ground Floor 1 Bdrm | Peekaboo Ocean View | Pool | 5 Min to Beach
Brand new 24,000 BTU AC installed in the living room March 2023.The perfect Hawaiian getaway at this ground floor 1-bedroom condo with private lanai, located at the beautiful Kiahuna Resort.The condo is centrally located in Poipu and is within a 5 min walk of the...
Dreamy 2 Bedroom Condo on Kiahuna Beach in Poipu! With AC! Unit 140
This beautiful 2 bedroom/2 bath 2-story beachy, tropical treehouse-feel condo is located on the 35 acres of impeccably landscaped tropical gardens of Kiahuna Plantation; considered to be the only beachfront complex in beautiful Poipu, Kauai. Year after year Poipu Beach...
Quiet ground floor end unit,best location in Wai Komo, spacious and comfortable.
This is the best south shore Kauai location, it is in a mature tropical setting with a small stream winding through the property. Our pathways are lined with beautiful flowering plants and trees. Calm, quiet, peaceful is the walk through this little piece of paradise....
Best Oceanfront - Walls of windows on famous surf and sunset, 2BR/2BA, A/C
A superior, absolute oceanfront corner unit condo with sweeping views of the surf and sunset. The living room, dining room, and bedrooms all have windows on the famous PK surf and down the coastline to the west.Where else on Kauai can you be this close to the waves? 25...
Poipu Sands 312 - Ground Floor, Beautiful, One Bedroom Condo Near Pool and Beach
POIPU SANDS 312 AT KOLOA KAI VACATION RENTALSOcean-View Getaway in Sunny PoipuWelcome to Poipu Sands 312, your serene island retreat located on Kauai’s picturesque south shore. With its recent renovations, vibrant décor, and stunning ocean views, this 1-bedroom,...
Kiahuna Condo, Premier Ocean View.
Tax ID # 40965232=02This wonderful ocean-view condominium is perfect for romantic getaways or fun-filled family vacations. It is located just steps from the beach in the popular Kiahuna Plantation Resort in Poipu Beach on the south shore of Kauai. Spend your days...
Hale Kahili: 8BR Ocean View Estate w/Pools+Spa!
This spacious, sparkling compound offers ideal large-group accommodations in an idyllic setting. Two elegant new villas nestle on an expansive 1-acre lot, with views that might have been plucked from a rack of curated postcards: glittering swatches of ocean, craggy...
KAUAI KONG QUARTERS OCEANVIEW 2 Bdrm 2 KINGS 1 TWIN. NextDoor2Hyatt Dining&Bars.
See over ONE HUNDRED Five Star Reviews for this condo. A/C is in the bedrooms and NEW furnishings Installed. New Luxury Beauty Rest mattresses. Coastline OCEAN VIEW of Shipwreck BEACH and the Mountain Range as seen in Jurassic Park. Walk to Poipu Beach and Shipwreck...
Kauai, unit 303 Kiahuna Plantation MOIR Cactus Garden View updated Quiet/Private
The resort has 333 units, free in-room safe, air conditioning in bedroom only, please close the bedroom door, when using it, maid service, BBQ areas, restaurant/Bar, free hi-speed Internet and WI-FI access, coin-op laundry at the east end location. Kiahuna is popular...
Luxurious 2BR/2BA in Poipu, Kauai: Island Paradise Awaits at Nihi Kai 507
Experience Island Paradise at Nihi Kai 507 in Poipu, Kauai! Relax and unwind in this professionally decorated and remodeled, well-appointed, highly sought-after 2BR/2BA split-level condo. Equipped with AC in both bedrooms and all living areas, you will enjoy your stay...
Luxury 3br Poipu Estates Home w Private Pool
This home is a true Poipu gem. Located in the Poipu Beach Estates neighborhood, this home features a spacious open floor plan with a covered lanai. The kitchen flows seamlessly into the living area creating the perfect place to gather and “talk story.” All of the...
Oceanview Poipu Studio Condo with Pool, Gardens, Steps from the Ocean!
We welcome you to our little piece of paradise!Our lovely, oceanview, air-conditioned condo looks out on Prince Kuhio Park and beyond to the beautiful Pacific Ocean. Our place is the perfect honeymoon destination or a romantic getaway . . . . Enjoy ocean views and...
Prince Kuhio Poipu ~ Ocean View, quiet, comfortable, end unit-ground floor
Welcome to Kauaʻi's sunny Poʻipū. Enjoy a cozy comfortable stay in our superbly situated ground floor quiet, private end unit. This studio opens onto an east facing lanai with gentle trade winds overlooking the historical Prince Kuhio Park. Enjoy a slice of the...
Ocean View - Steps to Beach - Perfect for couples. Prince Kuhio unit 2-9.
You are at the beach! Swim, Snorkel, Surf or Just Relax at the Beach or Pool! Walk to several beaches across the street. Soak Up the Natural Beauty of Kauai! It is all just steps away!Your second floor, ocean view lanai is only 300 feet from the ocean in the sunny South...
Manualoha 806 by Destination Kauai
Manualoha 806 by Destination KauaiE komo mai – Welcome to your Poipu retreat!Enjoy a relaxing island escape at this beautifully remodeled, multi-level 2-bedroom, 2-bath condo just steps from world-famous Poipu Beach. Located in the desirable Manualoha at Poipu Kai...
Prince Kuhio #112 One BR, One Bath Condo with A/C & Pool, steps to the beach!
Welcome to your Kauai home away from home! Prince Kuhio is the perfect location to enjoy the sunny south side of Kauai! We are next to the Prince Kuhio Memorial Park with open views from the lanai across the park to the ocean with the sound of waves soothing you on the...
Great Location - Air Conditioned Ocean View Condo on Ground Floor with Pool
Welcome to our Air Conditioned ( in Kitchen, Bedroom & Front room ) Kauai Paradise. We completed a total Kitchen & Bathroom renovation update August 5 2015. Our Air Conditioning was installed Sept 2021. We are located on the South Shore of Kauai (Poipu area). Kauai has...
Ground-Floor Pili Mai Condo With Central AC, Shared Pool & Hot Tub, Golf Course
Pili Mai 7HOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in...
Ground-Floor Condo w/Free WiFi, Private W/D + Shared Hot Tub, Pool, & Gym
Pili Mai 1AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in...
Home Of The Cherished Seacoast By Parrish Kauai- oceanfront & walk to Poipu Beac
Our Kauai cottages include this one across from the world famous Brennecke Beach and steps from sunny Poipu Beach. Hale Kahakai Punahele (The House of the Cherished Seacoast) is arguably located in one of the best beach locations in Poipu. With its incredible...
Stylish Condo w/Central A/C, Shared Hot Tub, Pool, Free WiFi - near Poipu Beach
Pili Mai 12IOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Turn the key and step into the lap of luxury at this brand new, two-story condo in the plush Pili Mai community....
Hale Mano - TVNC 5047 - A mod beach cottage on the sunny, south side.
Hale Mano (The House of Sharks) is a 3-bedroom, 2-bath home built in 1963 from solid California redwood. Located on a cute residential street, it's the perfect getaway from the typical resorts. You will love this well curated, retro, beach house that's just a 6 minute...
Villa Kai Lani - Oceanfront Poipu Home with Pool, Spa & AC
Located on the dramatic Poipu Beach coastline, this distinctive estate among our Kauai oceanfront rentals offers its guests breathtaking views, unique architecture and a spacious layout. The five bedroom residence opens up to the ocean and is designed to fully take...
Ocean Front, Kuhio Shores, 30 ft = 9 m from water! A/C
ON THE OCEAN condominium "Turtle Haven" steps from the sea near Poipu with spectacular views. Swim, surf, snorkel, sunbath or just relax in a peaceful corner of Kauai Island. Dazzling views of the tropical Pacific Ocean welcome you as you step in the door. Your unit...