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.
Nihi Kai #602 - Beautiful Garden View; Just Minutes to the Beach!
Welcome back to paradise!!Rates shown in Sept and Oct reflect the 20% discount.This beautiful 2-bedroom 2-bath home is located at Nihi Kai Villas, one of the nicest resorts on Kauai's south shore. Beautifully decorated, immaculately maintained, and offering one of the...
Luxury Home, A/C, Heated Pool, Gourmet Kitchen, 4BR 6 Bath, 3 Master Suites.
The perfect oasis for your family to enjoy when visiting the magical island of Kauai. This exceptional villa boasts a large heated pool nestled on a quiet street in the beautiful Kiahuna Golf Village, close to beaches restaurants and shopping. This 3700 square foot...
Spacious Poipu-Kai 2BR Condo: A/C, Pool Access, and Prime Kaua'i Location
Why you'll Love this condo:Located in coveted Poipu-Kai in the Heart of Sunny Poipu on the Southernmost tip of Kaua'i, this VERY spacious 2-bedroom 2-bath condo features all the comforts and conveniences of home plus amenities including outdoor grills, access to 3...
AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201
Views don't get any better than this. Watch endless PACIFIC OCEAN. Turtles, Dolphins, whales during whale season and other ocean activities. 2 bedrooms, 1 1/2 bath. lanai . Ground floor unit makes for easy access. Oceanfront pool. It has to be one of the most awesome...
Pili Mai Family Condo 11J, Golf Course View, Grassy Area Around Lanai
Three bedrooms, 1 King bed, 1 Queen bed, 2 Twin beds, 3 full bathrooms, upgrades, washer and dryer in unit, ground floor lanai, single car garage, near BBQ's, wonderful views, great complex amenities.Relax and enjoy the expansive fairway views right from the ground...
Oceanfront Corner Remodeled Central Air, Crashing Surf, Great Sunsets, 72' Lanai
***Totally Remodeled and Best Location in Poipu*** Makahuena #5203 Oceanfront Corner Suite provides "Front Row" 180 degree views of the Pacific Ocean and the Kauai coastline with a luxurious tropical design and decor. Central Air Conditioning. Watch whales and turtles...
Affordable Luxury in tranquil setting. Walk to beaches, pool, tennis & dining.
Step through the door of Hale Mahina Kauai and feel the aloha. The great room is the center of the home and opens onto the expansive screened lanai and the tranquil garden in the private back yard beyond. Both the kitchen and master bedroom also open to the lanai which...
Pili Mai 7M: Delightful Poipu Condo w/ Shared Pool & Spa, Near Beaches & More
Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time.This single-story, ground-floor condo opens to the scenic Kiahuna Golf Course, with ocean views beyond. Its newly constructed floor plan...
Kuhio Shores Oceanfront Corner Unit
Beautiful oceanfront Poipu condo in the closest complex to the water. This ground floor corner unit in Kuhio Shores offers stunning ocean views from every room, with the seawall and water just steps from your lanai. This condo features one bedroom with a king bed,...
Great OCEAN VIEW... Walk to beach and GRAND HYATT....NEW RENOVATION FOR 2024
Newly RENOVATED baths and kitchen...stunning. Absolutely one of the BEST VIEWS, in Poipu Sands, from this second floor OCEAN VIEW condo. Poipu Sands is a low density condo development, featuring wide open green lawns leading down to the ocean. This unit has the largest...
Poipu Palms #102 Oceanfront, pool, near beach
Part of the intimate Poipu Palms condo community, this tropical property stuns with incredible ocean views. Out on the private lanai, gather with your ohana to sip on a cool drink and let the ocean breezes lull you into complete relaxation mode.Whip up meals in the...
Lovely Ocean View Second Floor End Unit, Great Views, Tennis Club Included
Unit 25 has certain attributes that make it especially desirable. It has recently been remodeled to improve the white water views while keeping the unique Kiahuna style redwood trim throughout. This is a second floor unit, which provides more privacy than the ground...
Family friendly condo near beach
This 'Regency at Poipu Kai,' non-smoking, two bedroom, two bath, garden view condo is centrally located in the Poipu area. The lush green surroundings are accentuated with palm trees, ginger, and hibiscus. This secluded, very private condo is a ground-floor unit with...
5 Bed/5 Bath Craftsman Home with large lanai, Central A/C. Close to Beach.
Makalae is a warm welcoming and luxurious home with fine furnishings and fantastic views. This stunning property was expertly built to take full advantage of memorable sunsets in the western Hawaiian sky and the southern trade winds known as Ku'amanini of Weliweli or...
Steps from Poipu Beach, Full A/C, beautiful Manualoha condo w/Ground Floor Entry
Located in the premier Manualoha community of Poipu Kai resort, our 2 bedroom, 2 bath townhouse style condo is a short downhill stroll to the beach with a fabulous ocean-front pool, a tennis center with 8 courts and landscaped grounds with access to all nearby...
Hale Mahana Kai: 3BR Oceanfront Kukuiula Bay Home
With its exceptional shoreline location, Hale Mahana Kai is among our spacious, Kauai oceanfront rentals so close to the water that the sound of the waves is heard in every room. Located near the end of the road, overlooking Kukui`ula Bay and beach as well as a short...
Kuhio Shores 417, Oceanfront, Amazing Ocean View
Kuhio Shores is on the sunny South Shore of Poipu Beach and is small and quiet. It extends out into the ocean so that there is water on each side. Our condo has an expansive ocean view from wall-to-wall, floor-to-ceiling windows in the living room and dining room. The...
Kahala 621 by Destination Kauai - 1BD, Walk To Beach, Portable A/C
E Komo Mai — Welcome to Kahala 621!Located in the premier Poipu Kai Resort on Kauai's sunny south shore, Kahala 621 offers distant ocean views and lush tropical landscaping. Just steps from a scenic greenbelt walking path and minutes from popular beaches like...
Paradisio Ho'o Kumu – Luxury Kukui'ula Oceanfront Estate
A truly stunning oceanfront resort property offering six air-conditioned bedroom suites as well as pool, spa and access to Kukuiula beach park right across the street. Resort living at its best, this casually elegant, island-style private home offers ocean and coastline...
Live TOP Floor OceanFRONT. Relax & Sleep to Sounds of the Surf; AC or Tradewinds
Our fourth-floor, south shore condo is right ON the ocean so you have unobstructed views. You see "nothing but ocean" --and hear the sound of the surf-- as soon as you open your front door.This attractive, comfortable condo --with all the makings of "home"-- boasts a...
Hale Lani Kai By Parrish Kauai: steps from Poipu Beach with AC, great family vac
Enjoy this prime Poipu location and be only steps from popular Poipu Beach Park and Brennecke's beach! Nestled along a private side road with only access to the neighboring homes, you will enjoy being in the heart of Poipu Beach yet love the privacy and seclusion of...
Family Home Near Beach, Free Fitness Club, TVNCU#5050
Ala Muku ~ Kauai Vacation Home Near Famous Poipu Beach, sleeps 8, Free Fitness Club Membership.* No resort fees, no administrative fees. Compare and Save* Quiet neighborhood, great for families, 2 master suites* Fitness Club Included: Workout - Waterslide - Sports -...
Kukuiula Cottage #08 By Parrish Kauai - Private Pool and AC Great for the Family
Located in one of Poipu's newest and exclusive neighborhoods Kukuiula Makai Cottage #8 is one of the South Shores spectacular homes. With distant ocean views and over 4,000 square feet of living space with a private pool, this oasis can be your home away from home while...
1-Bdrm Top Floor Condo in Koloa | AC | Pool | Gym
This beautiful 1-bdrm Kiahuna Plantation top floor condo has vaulted ceilings, partial ocean views, and a central property location. With Poipu beach a short 3-min walk away, this condo is an ideal haven to relax between outings to the beach, hikes, and all the amazing...
Sunny Villa Poipu Beach
Beautiful POIPU on the sunny south side of KAUAI!"Special" 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 our brand new outdoor pro putting green and putting holes...
Regency Villas 3BD +Loft, 3BA,sleeps 8-10, A/C, 5 min walk to beach, 5 star !!!
By following strict cleaning and disinfecting guidelines, we are doing our best to have our guests stay safe while on vacation in our condo! This beautiful, fully air conditioned, 1620 sq' Poipu Kai Regency Villas condo is very spacious with two stories and an open loft...
Oceanfront Two Bedroom Condo
Breathtaking Pacific ocean views when you walk in the door. Located only 30ft from the shoreline. Our ground floor unit has direct access to the sea. Full remodel in 2021. Our condo is fully air conditioned and has all the amenities you could ask for. A gourmet kitchen...
Private & Serene Cottage Poipu Beach TVNC #4209
Poipu Beach Ohana house, called “Pua Hale” (Flower House), is an 850 sf one-bedroom private cottage and tropical garden completely enclosed by private walls and fence. Located on Kauai's sunny and warm Southern shore is an easy 10 min walk or slow 3 minute drive...
Ocean View, affordable luxury 2 bedroom condo
This lovely ocean view condo with park and mountain views is the perfect place to relax and enjoy the island. Wake up in the morning in a comfortable bed to a beautiful sunrise overlooking the ocean . Have your coffee/tea on the lanai while enjoying amazing mountain...
Fantastic Views Day and Night!
NOTE: MASTER BEDROOM GLASS DOORS HAVE TINTED GLASS FOR PRIVACY!Please check our up-to-date online calendar. If your requested date is marked with a X it is not available. If it is showing as available, the first step is to complete an online inquiry. Please feel free to...
Hula House: Luxury Kukui'ula Villa with Superb Amenities
A private luxury home with all the appeal of a beautiful 5-star resort, and an emphasis on recreational activities: that was the defining vision behind the creation of Hula House, and this extraordinary property in Kukui'ula’s scenic Kula Makai section delivers...
Newly installed A/C! Unit 48 beautiful condo with 2 beaches within 2 minutes
Brand new A/C just installed. Remodeled and upgraded just for you! Unit 48 (building 9) is in a peaceful and secluded location of the sprawling 35 acre Kiahuna Plantation resort complex. The grounds boast wide, green manicured spaces coupled with beautiful flowering...
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...
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...
5 bedroom, Central A/C! Come relax at the Regency Villas at Poipu Kai H222
This 5 bedroom condo is a roomy and centrally air conditioned home with plenty of space for your whole crew. This sub development is called Regency Villas, and is located in Poipu Kai. This home offers modern appliances, central A/C, washer and dryer, beach toys, and so...
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...