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.
Poipu Kai B111: Lovely Gardenview Villa w/Shared Pool, Spa & AC, Near Beaches
Welcome to Villas at Poipu Kai B111 by Gather, a luxurious three-bedroom, three-bath retreat on Kauai’s sunny south shore. Located in the heart of Poipu, this beautifully designed villa offers 1,644 square feet of living space, refined island décor, and modern amenities...
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...
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...
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...
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...
Pili Mai Family Condo 5K, 3 Bedroom, 3 Bath, Mountain View, Large Lanai
Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. The perfect place to get away for family and friends. This spacious condo provides the backdrop for creating amazing memories you will be talking about for...
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...
Pili Mai Family Condo 14L, 4 bedroom, 3.5 bath, Central AC, Spacious Lanai
Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. Spacious living is found in this beautiful 4 bedroom, 3.5 bath retreat with plenty of room to spread out and call home. Perfect for multiple families and...
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...
Poipu Penthouse W/ 2 Beaches & Resort Amenities!
Summary:This stunning top floor penthouse, located in the Villas at Poipu Kai resort community, will make you wish you could stay forever. Spend your vacation immersed in Kauai’s lush, tropical beauty and leave with memories that will last a lifetime.The Space:The...
Deluxe Ocean View Ground Floor.... Renovated..Walk to the Hyatt and Beach...A/C
This is a RENOVATED deluxe GROUND FLOOR unit at Poipu Sands, in the Poipu Kai Resort. It has a wide white water OCEAN VIEW down to Shipwreck Beach, where the Grand Hyatt Kauai is located. This unit faces into the trade winds, providing a cooling breeze, even on the...
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...
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...
Remodeled Oceanview Townhome: Luxurious End-Unit w/ Stunning Views & Pool Access
Newly Remodeled!Our deluxe end-unit townhome boasts 2 large sliding doors that open to sweeping ocean views. This corner unit has 2 walls of windows that face a spacious green lawn area with Pacific Ocean views just beyond. Enjoy unobstructed ocean views from every...
Poipu Kapili 22 - Ocean Views * Deluxe Furnishings * Central Air Conditioned
Oversized 1 bedroom / 2 full bathrooms; ocean views from premium 2nd floor location Spectacular views and deluxe furnishings will make Poipu Kapili #22 your home away from home. This spacious and comfortable home has an air conditioned master suite and living room....
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...
Pili Mai 3B: Luxury Condo w/hot tub & pool, near beaches, golf & dining!
Set within Poipu’s sunny south shore, Pili Mai 3B is a rare four-bedroom townhome offering mountain views, a generous 1,850 square feet of living space, and access to resort-style amenities. Overlooking the Kiahuna Golf Course and minutes from Poipu Beach, this upscale...
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...
Pili Mai 7M: Delightful Poipu Condo w/ Shared Pool & Spa, Near Beaches & More
Welcome to Pili Mai 7M, a beautifully designed single-story, ground-floor condo located in the heart of Poipu, Kauai. Overlooking the scenic Kiahuna Golf Course with ocean views beyond, this luxury retreat combines comfort, convenience, and the spirit of aloha for an...
Luxurious, Remodeled 2-bed/2-bath, Wrap-around Lanai, Short Walk To Beach!
Bright, Airy, Spacious 2-bed/2-bath, Ground Floor - Aloha & welcome to Makanui @ Poipu Kai Resort. This wonderfully appointed 2-bedroom, 2-bathroom ground floor condo features an upgraded kitchen and bathrooms with granite countertops, stainless steel appliances and...
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...
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...
Beautiful Ground floor condo near pool
Our unit, C111, has large folding glass doors which open to extend the 1600-square foot luxury villa to the lanai, where you can enjoy beautiful tropical views of the pool and gardens of the resort, lounge outdoors from the comfort of the living room. The Villa is...
Beautiful Ocean View/Steps to beach/Washer & Dryer in unit
There are only a select few units at Kiahuna Plantation that offer the location, convenience and a full panoramic ocean view like Kiahuna 17 beach house. We are located in building 4.Make your next vacation a lasting memory of brilliant sunsets, manicured lawns, and...
Bamboo Beach Studio in Poipu with Ocean View
Property TMK # 2-6-005-022-0091Come and Experience Kauai's Sunny South Shore and Beautiful Beaches. Towering Eucalyptus Trees form the Famous Arch known as The Tunnel of Trees as it Welcomes our Visitors and Marks the Official Entrance into Koloa & Poipu. The Seaview at...
A/C installed & recently refurnished ground floor unit. 2 min. walk to the beach
A clean out fee that is charged by Castle Resorts, our onsite property manager, is pre-collected by vrbo at time of booking. This ground floor unit offers easy access from parking as well as out the lanai to the beautiful spacious grounds. The unit is in building 18...
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...
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...
UNIT #111 ~ Deluxe Garden View ~ WASHER & DRYER ~ Ground Floor Unit ~
Aloha,Welcome to UNIT #111 (Building 18) NO ADDED FEES This condo is a" deluxe garden view" unit on the ground floor, it has a great "plantation feel" and it has a level entry with no stairs and easy access to parking. This 1 bedroom condo sleeps 4, a king size bed is...
Poipu Shores 207A Oceanfront Sanctuary, Corner Unit, w/AC
Summary:Poipu Shores 207A Oceanfront Sanctuary, Corner Unit, w/ACThe Space:POIPU SHORES 207A AT KOLOA KAI VACATION RENTALSBreathtaking Oceanfront RetreatImmerse yourself in the beauty of Kauai’s southern coastline at Poipu Shores 207A, a stunning corner-unit condo...
Hale Ohana - Beautiful 'House of the Family' - Poipu Beach - sleeps 6
Hale Ohana, meaning "family house," is nestled in a charming neighborhood, just a 10-minute walk from the stunning crystal blue waters and sandy beaches of the Poipu Beach Resort area. Enjoy activities like surfing, swimming, bodyboarding, sunbathing, snorkeling, and...
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...
Oceanfront * Air Conditioned * Top Floor * Large Lanai * Updated!
As Owners who live here five months of the year we pride ourselves in providing all the amenities one could possibly want to make your visit enjoyable, including air conditioning throughout. We have often been told that staying in our condo is like being on a cruise...
Poipu Beach Top Floor Prime Ocean View Condo w/ Pool, Tennis, Exercise Room
Enjoy a relaxing vacation and a prime unobstructed view of the ocean from our non-smoking top floor, prime ocean view condo on the beautiful white sands of Poipu Beach on the sunny south shore of Kauai. All amenities are provided including your own private lanai with...
Deluxe OCEAN VIEW Ground Floor END UNIT....Heated Pool Walk to the Grand Hyatt
EXCEPTIONAL IN EVERY WAY describes one of the best Poipu Sands condos available. Until you get there, you would not realize the advantages to this unit as compared to all the others. Unlike many of the others, this one is opposite the HEATED POOL area and close enough...
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...
Unique Oceanfront Condo with AC
This condo enjoys stunning views of the Pacific Ocean from its living area and kitchen. The crashing waves will lull you into complete relaxation after your days of adventures.This upper level unit enjoys high ceilings which give it an open and airy feeling. The kitchen...
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...
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...
A Beautiful Condo at the Waters Edge with a Great View
This beautiful condo is at the waters edge in Poipu Beach situated on the third floor. It has a fantastic, unobstructed view of a beautiful bay and the ocean. Taking full advantage of cooling trade winds, this vacation rental is on the end of the complex, which provides...
Kiahuna Plantation #21 -- Prime Ocean View; Ground Floor; Beautifully Renovated
Paradise is at your doorstep from this beautifully furnished, completely renovated condominium with a wide-open ocean view and just steps across a manicured lawn to the beach. Tropical colors dazzle both outside and within this 640 sqf suite with a King size bed. For a...
Ocean view from every room! Listen to the ocean it's good for the soul.
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...
2br Oceanfront Poipu Cottage w/AC by Alekona Kauai - TVNC 1120
Updated with modern touches, the Lani Kai Cottage vacation rental in Poipu is just steps from the ocean and enjoys stunning ocean views from the primary bedroom, living area and kitchen. With two bedrooms and two bathrooms, this vacation rental can accommodate up to...
Lovely Ocean View Second Floor End Unit, Great Views, Tennis Club Included
Discover the serene beauty of Kauai's South Shore from Unit 25, a charming retreat at Kiahuna Plantation. Our family has cherished this special property for over 40 years, drawn by its classic "Old Hawaii" atmosphere and unparalleled location. We've thoughtfully...
Beautiful, newly remodeled ground floor unit at Kiahuna Plantation
This condominium has one of the best locations at Kiahuna Plantation in beautiful Koloa, Kauai. It is a ground floor unit with no stairs. It is considered to be a “garden paradise” view. It overlooks the twin bridges with fabulous landscaping. Birds of paradise,...
Ocean-View Studio, Steps from Beaches In Sunny Poipu
HAWAII SAFE TRAVELS: Please check with any and all Hawaii government websites for any updates on health and safety requirements for travel to Hawaii.IMPORTANT: LOOK INTO OBTAINING TRAVEL INSURANCE! My cancellation policy is FIRM and there will be no refunds outside of...
One-Bedroom Condo with A/C and Fantastic Ocean Views
Our Prince Kuhio 206 condominium is a charming one-bedroom unit that has been recently updated. This vacation retreat features slab granite counters, new kitchen and bath tile, new carpet, new appliances and cookware, and a generous king bed. It is close to everything...
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...
Best Value - Beautiful remodel - Whole Unit A/C - Ocean Views - Best location
Spectacular remodel. All living areas have been upgraded. Whole unit air conditioning and oversized king bedroom. Ocean views + best Poipu location. With all the special touches in this owner managed condo, Poipu Kapili 39 will fast become your home away from home.Bring...
Kiahuna Lani at Poipu: Brand New Pool! Tropical Luxury on the Golf Course w/ A/C
Experience the beauty of Kauai’s sunny South Shore at Kiahuna Lani at Poipu by Gather, a luxurious 3-bedroom, 3-bathroom retreat nestled within the exclusive Wainani community. This designer-appointed home spans 1,942 square feet and features a private pool, stylish...