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.
Kukuiula Cottage #27 By Parrish Kauai
This handsomely designed and decorated Kauai cottage offers the details of early plantation days yet with the modern conveniences of central air conditioning, as well as everything else one needs to indulge themselves on a luxury Kauai vacation. Enjoy the lush garden...
Stunning Oceanfront Property! Spectacular Ocean Views!
This exceptional oceanfront Penthouse is located on the sunny, south shore of Hawaii's Garden Island in Poipu. This beautifully remodeled, luxurious condo is just 30 feet from the ocean's edge. It offers 180-degree ocean, coastline and mountain views from the lanai,...
Rare find w/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!
New shortened cancellation policy! Book before it's gone! New ownership! New A/C in both Living and Bedroom! One of the only units in Kiahuna with Air Conditioning in both rooms!1bd/1b newly remodeled condo inside beautiful Kiahuna oceanfront resort. The perfect spot...
Luxury Ocean View 4 Bedroom Home
This home is set in the prestigious Kukuiula neighborhood. It is a single-story home offering a spacious floor plan. The gourmet kitchen flows seamlessly into the living area making it the perfect place for the cook in your group to serve pupus while you sip wine and...
Luxury Oceanfront Air-Conditioned 2 bedroom Condo Rental- 35 Feet from the Water
Open the door to our beautiful second home in Kauai and know you are in paradise. There is nothing between you and the vast blue ocean, just 35 feet away, which is framed by a wall to wall expanse of floor to ceiling windows. The soothing sounds of the ocean fill the...
Exquisite Oceanview and Mountainview Home with Private Pool!
This is the vacation you will always remember! Welcome to 'PARADISE POIPU', our little slice of Heaven in Kauai. Indulge your senses in this newly built, 1800 square foot home on Kauai’s SUNNY south shore. If you’re one who has an appreciation for the finer things in...
Large Poipu Kai Condo with Air Conditioning in Perfect Location for Everything!
This condo is a spacious 1,400 square foot air conditioned condo with oversized windows and two lanais to help guests enjoy the surrounding beauty of the resort. Master and guest bedrooms with respective bathrooms provide privacy, while plenty of closet space and a...
Poipu Beach House with AC by Brennecke's Beach
With Brennecke's Beach and Poipu Beach within view and just a short walk away, this two-bedroom, two-bath beach house on Kauai's sunny south shore is a great place to call home when visiting the beautiful Garden Island. Enjoy tropical surroundings, ocean and sunset...
Poipu Oceanfront Dream Getaway at Kuhio Shores! 30 feet from the waters edge!!!
Hawaii Tax ID# TA-034-303-5904-01 and GE-034-303-5904-01New! Air Conditioning!Thirty feet from the waters edge, our spectacular oceanfront, ground floor, one bedroom, Poipu condo, has fantastic snorkeling, famous surf spots, and incredible sunsets. Everything you desire...
4BR Bali Inspired Luxury Home in Kukuiula
Hale Kahakai is a stunning four-bedroom luxury vacation rental in the highly desirable Kukuiula neighborhood in Poipu. Inspired by the villas in Bali, you'll admire every thoughtful detail put into this luxury home, from the latticework carved gates to vaulted ceilings...
Hale Kailani at Poipu Beach Estates - Walking Distance to Shops, Beaches & Fine Dining!
Welcome to Hale Kailani at Poipu Beach Estates! Kailani means “heavenly waters” in the beautiful Hawaiian language, and you will find just that at this luxurious tropical property. Cascading waterfalls into the heated pool create a soothing ambiance as you enter the...
Poipu Shores 102A Shorebreak Lanai, Ground Floor Unit, w/AC
Summary:Poipu: Poipu Shores 102A - Amazing Views, Ground Floor, Air Conditioning, 2 bedroom, 2 bath, Sleeps 6, Full Kitchen, Ocean Front, Pool, LaundryThe Space:Enjoy the unobstructed ocean views of Southern Kauai from the lawn-access lanai of Poipu Shores 102A! Listen...
Kuhio Shores 217 Superior Air Conditioned Condo at Kuhio Shores
Mini split Air Conditioning system just installed to make your Kuhio Shores 217 cooling experience perfect. Open windows, trade winds, fans to hear the soothing sounds of the ocean. And now if none of the above works you have use of a quiet, efficient air conditioning...
Best Place to Stay in Kauai - 35' from the Surf - Poipu, Hawaii
Located 35 feet from the surf, my Poipu condo is one of the best places to stay on the Island of Kauai. It has the best close up ocean views on the entire Island. Miles of beautiful coastline, crashing waves, breaching whales, sea turtles, great surfing action, and...
Luxury Condo at Whalers Cove (Unit 135)
Luxury waterfront Condo with fantastic view! Unit 135 at Whalers Cove is a waterfront condo. Elegant furnishings and great amenities throughout add to the comfort and enjoyment of its guests.This gorgeous, upscale Condo resides on the top two floors, in the middle of...
Luxury condo with central A/C and golf and ocean views
Come and discover our beautiful new condo on the 9th fairway of the Kiahuna Golf course. Our brand new condo is set in the perfect location to see both distant ocean views and distant mountain views. We have a beautiful lanai where you can catch the sun setting and...
Oceanfront Remodeled Luxury Penthouse / Cooling Trades & A/C / LIGHT & BRIGHT
Discounted Summer Rates & additional discount for stays of 7 days or more.Why Reserve this Condo? Spectacular Ocean Views from this Condo! Light, Bright and Airy! Comfortable Newer Furniture! Modern Hawaiian Decor! Well Maintained & Constantly Upgraded! In Direct Path...
Top Floor, Ocean View Condo at Kuhio Shores
This spacious top floor, one-bedroom condominium in Kuhio Shores offers an open living, dining and kitchen area, well appointed bedroom with new pillow top mattress, bathroom and impressive lanai (covered deck for you non-islanders!). Enjoy gorgeous views of the ocean,...
The hidden gem of Poipu.
Waikomo Stream Villas is the best kept secret in the Poipu area. An idyllic garden oasis tucked away on Kauai's sunny side, offering a premier location. Discover the finest beaches, shopping, and diverse dining options within walking distance. Convenient access to...
Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
Located in one of the finest resorts on Kauai, with only 60 units on five beautifully-landscaped acres of Poipu Kapili, this is the perfect home for your family vacation or couples' retreat. The entire home is airconditioned, but also is equipped with screened doors if...
Nihi Kai 422 Summer & Fall Specials-Ocean Views, Five Star Ratings!
This large 1400 square-foot, two-bedroom, single level, beautifully furnished condo has spectacular ocean views from the front lanai, living room, master bedroom, and kitchen. This third-floor unit has both ocean and mountain views and is a 3-minute walk to one of the...
Kuhio Shores 415 Top Floor Oceanfront Condo with new central a/c
Mini split Air Conditioning system installed to make your Kuhio Shores 415 cooling experience perfect. Open windows, trade winds, fans to hear the soothing sounds of the ocean. And now if none of the above works you have use of a quiet, efficient air conditioning system...
Poipu Beach Plantation Style Cottage
This custom designed Hawaiian plantation style cottage is located just steps from Poipu Beach Park and Brennecke’s beach on a quiet dead end street. It is the perfect vacation retreat. Hale Honu was just completed in September of 2014 and was designed to fit in with...
Spectacular Oceanfront Corner Unit Condo at Kuhio Shores
Closest complex to the water in Poipu, this corner unit in Kuhio Shores is situated on the third floor. Repeat guests come year after year to enjoy our air conditioned oceanfront condo. Whether it's to be lulled to sleep by the sound of the waves, relaxing on the lanai...
Oceanfront Corner Villa w/ Air Conditioning
Unparalleled oceanfront views make Unit 1, a highly sought after corner unit, at Poipu Kapili the ideal vacation rental for your dream Kauai vacation. Poipu Kapili is a boutique luxury complex in the heart of Poipu, just minutes from many popular beaches for snorkeling,...
Remodeled Kiahuna Ocean View Condo with A/C, Close to the Beach! No cleaning fee
Kiahuna Plantation Beach House #179 – Our Hawaiian HeavenWe welcome you to our Kiahuna Plantation Beach House. Unit #179 is our home away from home, and we look forward to sharing it with you. Our unit was completely remodeled with an open concept kitchen with quartz...
Absolutely Stunning Oceanfront Condo!
It’s private and quiet. This is your perfect Hawaiian getaway! Wake up with this stunning view of the Pacific and fall asleep serenaded by the melody of the ocean. While you bask in the sun, enjoy the company of many sea creatures (turtles, dolphins, and whales). All...
14 Beds / 9 Bath / Central AC / Luxuriously Spacious / Accommodates 28!
NEW LISTING! 3 Separate Condos in the same building - On the 2nd & 3rd floor of a 3 story building. 1-5 Bedroom (3 Kings, 3 Queens) 3 Bath Sleeps 12 Adults2-4 King Bedrooms 3 Bath each sleep 8 Adults. BEST VILLAS AT THE REGENCY! A cut above the rest. Finest furnishings...
The Catbird Seat -Closest Vacation Home To Poipu Beach - 100 Ft Away!!! Pool!!
The Catbird Seat private paradise home is the closest location to Poipu Beach and Brennecke Beach of ANY vacation rental. 2 Bedrooms sleep 4. Your choice of twin beds or a King in the 2nd bedroom.This ideal spot is just across from the world famous Brennecke Beach and...
Plantation Cottage: Lavish Fairway Oasis w/ Pool/Spa, AC, and Gorgeous Sunsets!
Experience island living at its finest at Plantation Cottage at Poipu, a stunning three-bedroom, three-and-a-half-bath retreat located along the first hole of the Kiahuna Golf Course in Koloa, HI. Blending plantation-style elegance with contemporary comfort, this...
Private, Quiet, Second Floor Condo For Two! Condo # 213
Kuhio Shores 213 is a quiet, oceanfront condo with stunning views from your balcony where you can watch both sunrise and sunset. Kuhio Shores 213 is on the 2nd floor located in the exact center of the south-facing building and juts out a little further than the...
BEACHFRONT KUHIO SHORES POIPU GORGEOUS OCEAN VIEWS 10 STEPS TO WATER FROM CONDO
Ready to relax to the sounds of the sea? Here is your amazing beachfront condo just steps to the water, located on the beautiful island of Kauai. This amazing oceanfront Kuhio Shores villa is located in Poipu on the south shore of Kauai. Our building is rare because It...
A/C throughout spacious clean comfortable main floor condo with lush garden view
Waikomo Stream Villas is an intimate 3.9 acre resort consisting of beautiful tropical plants, a pool, and wading pool. Waikomo Stream Villas is located near beaches, dining, shopping and golfing.Our condo has approximately 1000 square feet of living area, plus an...
Regency Villas 120 - Luxury 3BR Poipu Kai Condo | Pool, Lanais & Central AC
E Komo Mai — Welcome to Hale Maluhia Maika'i at Regency VillasExperience luxury and tranquility at Hale Maluhia Maika'i, a stunning two-story condo in the Regency Villas at Poipu Kai on Kaua'i's sunny south shore. Bright, spacious, and thoughtfully designed by local...
Ocean Views from this 2 bdrm/2 Bath Ground Floor Family Friendly Condo
Welcome to Kauai Hale Kai at Poipu Sands. Poipu Sands unit 313 is a Deluxe two bedroom/two bathroom, ground level condominium with a spectacular ocean view. Poipu Sands is right next to the Grand Hyatt Resort property.Poipu Sands has a large heated pool with a deep end...
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
Brand New AC in living room and bedroom. One of very few units in Kiahuna with 2 ACs.Fully remodeled 1b/1b condo inside the stunning Kiahuna Resort. The perfect spot for romantic getaways or family trips. We have everything you need:-AC in living room and bedroom (and...
Marriott's Waiohai Beach Club - 2BR Island View
This timeshare condo is located within the Marriott Vacation Club’s Waiohai Beach Club resort on the lovely south shore of Hawaii’s Garden Isle, Kaua’i. This is a spectacular beachfront resort with lush grounds and lovely outdoor pools. All condos (“villas” in Marriott...
Alihi Lani 5 - Oceanfront - Sunset Views - A/C
ALIHI LANI. This small, 6 unit complex is a 'Real Gem', according to the Ultimate Kauai Guidebook. Enjoy endless views from our oceanfront pool. The front landscaped area also has two gas grills and comfy lawn furniture.OCEANFRONT. Our premium second floor location has...
Pristine 3br Ocean and Mountain View Home in Kukuiula
Tropical elegance with a modern touch and ocean and mountain views are what make Kukuiula Vacation Rental #39 a prime vacation rental. Located in the exclusive Kukuiula community in Poipu, this two-story vacation rental sleeps up to eight people with three bedrooms and...
Lovely 2 Bedroom Cottage Near Brenneckes Beach! Best Location in Poipu!
Beachfront Paradise Across from Brennecke’s Beach – Hot Tub, Ocean Views, EV Charger!Enjoy your dream Kauai escape at this beautiful two-bedroom beachfront home directly across from Brennecke’s Beach and Poipu Beach Park—famous for boogie boarding, body surfing, and...
Kiahuna Condo Unit 155 - A/C Living Room & Bed Room, Private, Perfect Location
Kiahuna Plantation Resort, on Poipu Beach, is one of the most popular destinations on Kauai. The property offers 35 acres of tropical gardens, lawns, and beachfront along with the famous South Shore sunshine. Kiahuna Unit #155 is a second story (top floor) one bedroom...
Kiahuna Plantation Oceanfront Renovated Ground floor Steps to ocean W/D in unit
Guest to pay onsite management Castle Resorts direct at check in/out for required cleaning. Full check out cleaning for 1 bedroom units for 2025 is $268.00 plus 18.712% tax effective 1-1-26 Any stays over 10 nights also require a full mid stay cleaning at a cost of $110...
Ocean/Sunset Views - Full A/C- Giant Heated Pool - 3 Primary Suite Luxury Poipu
Elevate your vacation rental experience with this exclusive "Hawaiian Modern Architecture" luxury villa in Poipu's premier resort neighborhood, Kiahuna Golf Village, less than a mile from the best beaches and restaurants of Poipu Beach. This exceptionally private, one...
Hale O'he: 2 BR Poipu Oceanfront Home
The Hale O’he (Bamboo House) is twenty feet from an intimate white sand beach. All levels have lanais which invite you to relax and enjoy our beautiful Hawaiian sunsets. The kitchen and dining areas are open and spacious. The home sleeps six and has two bedrooms and...
Ho'ohu Nani: Private Ocean View Estate in Poipu with Pool, Jacuzzi & AC
Ho'ohu Nani has Four Bedrooms (2 Master Suites), Den with Fold-Out Couch, Four Full Bathrooms, and Two Half Baths. Ocean Views from Upstairs Living Area and Covered Lanai. The Kitchen includes top-of-the line appliances with a new Wolf Range, beautiful granite counter...
Steps Away From Poipu Beach * A/C * Newly Remodeled * Family Friendly
Remodeled bright, beautiful, breezy top floor, corner unit in Building 23 on Kiahuna Plantation. Located 100 yards from Top 5 Rated Poipu Beach. Fabulous expansive views of gardens, twin bridges and lagoon. A new cal king bed in the master and a new queen sleeper sofa...
Poipu Beachfront Penthouse near Hyatt - Honeymoon - AC in Bedroom, WIFI
Our luxury 1-bd 2-ba Shipwrecks Beach Penthouse, with heated resort pool, is meticulously cleaned, and is the Perfect Honeymoon Retreat. The Penthouse overlooks Shipwrecks Beach and its famous surf spots, 50 feet to the Pacific and 50 yards to Shipwrecks Beach and the...
STUNNING OCEANFRONT PENTHOUSE 2Bd/2Ba *Fully Renovated, Pool * Poipu Palms Koloa
This magnificent end unit Penthouse was completely remodeled with everything new just a couple years ago! The Pacific Ocean stretches out as far as you can see in front of you. You often see turtles, spinner dolphins and even whales when they are in season! Enjoy the...
Luxury family friendly home within walking distance to Poipu Beach.
Honu House is located in sunny Poipu on the south shore of Kauai. This home was completed in March of 2019. Honu House is an open concept home with beautiful koa wood floors and 10' ceilings throughout, boasts 2 master suites on the main level with plush king size beds...
Honu Lani - Oceanfront Home with Pool and Amazing Views!
Youtube Video Presentation - https://youtu.be/cXeJePt8tlIRelax from your back yard while enjoying sunrise to sunset views from the pool, lanai, and master bedroom of this open and spacious 3 bedroom, 2.5 bath getaway vacation dwelling. The superb design offers high open...