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.
Malia Makai - G - Starfish - A/C - Beautiful Views of the Poipu Coastline
Summary:Malia Makai - G - Starfish - A/C - Beautiful Views of the Poipu CoastlineThe Space:MALIA MAKAI G AT KOLOA KAI VACATION RENTALSSTARFISHYour Tropical Oasis in PoipuWelcome to Malia Makai G – Starfish, a charming 2-bedroom, 1-bathroom cottage offering the perfect...
Malia Makai – E – Egret – Beautiful Remodel, A/C, Ocean View
Summary:Beautifully remodeled 2-bedroom cottage with full A/C and ocean views—your modern tropical retreat in the heart of Poipu..The Space:MALIA MAKAI E AT KOLOA KAI VACATION RENTALS – EGRETYour Sleek Tropical Escape with Ocean ViewsWelcome to Malia Makai E – Egret, a...
Malia Makai - F - Honu A/C, Ocean Views
Summary:Malia Makai – F – Honu: Renovated 2-Bedroom Cottage with A/C and Ocean ViewsThe Space:MALIA MAKAI F AT KOLOA KAI VACATION RENTALSHonuYour Modern Island Escape in PoipuWelcome to Malia Makai F – Honu, a newly remodeled 2-bedroom, 1-bath cottage offering ocean...
Malia Makai - D - Dolphin - Air Conditioning, Special Remodel
Summary:Malia Makai - D - Dolphin - Special RemodelThe Space:MALIA MAKAI D AT KOLOA KAI VACATION RENTALSDOLPHINYour Tropical Getaway in the Heart of PoipuWelcome to Malia Makai D – Dolphin, a charming 2-bedroom, 1-bathroom cottage in the heart of Poipu. This stylishly...
Hale Imaka - 4 Bedroom/3 Bath with Air Conditioning
Summary:Spacious 4-bedroom, 3-bath Poipu home with split-system air conditioning and room for the whole group. Located near the Poipu Kai Greenbelt, just a short walk to the Grand Hyatt, Shipwreck Beach, and Poipu Beach Park. Features multiple living spaces, a large...
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Welcome to Kipuka Hale, a beautiful designed, newly renovated home. Located in a quiet, stunning neighborhood just two minutes to the world famous Poipu Beach. Our guests have full access to Poipu Beach Athletic Club, which includes a pool, hot tub, basketball/tennis...
Remodeled Family-Size Condo with Fantastic View of the Ocean and Pool
Break away to surf, sand and fun on your next family vacation. Enjoy it all when you stay at oceanfront Makahuena Resort. Our fully remodeled three-bedroom Poipu condo here (Makahuena 2309) has a fantastic view of the ocean and pool. The layout is ideal for up to 8...
Gorgeous Penthouse w/ AC, Steps from the Beach!
Newly updated unit w/ AC. Historic plantation-era Hawaiian style right by the ocean. Very romantic and relaxed place, great for your next Ohana getaway, for honeymooners, and anyone who wants to enjoy the Garden Island of Kauai. You will find just about everything that...
Ocean-view condo with balcony, AC, washer/dryer & pool - walk to the beach
Prince Kuhio 319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a relaxing Hawaiian escape at the Prince Kuhio condos of Kauai. Named in honor of the revered statesman and...
Welcome to Paradise: Modern 2BR with A/C, Garden Views & Poipu Beach Club Access
THE UNIT:E komo mai means "Welcome"! This contemporary vacation home features tropical garden views, central air conditioning and a spacious open floor plan with all the modern conveniences. This unit includes access to the coveted Poi'pu Beach Athletic Club!The large...
Ground-floor condo on golf course with pools & hot tub
Pili Mai 13AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Lush Kauai’s not known as the Garden Island for nothing, and here at Pili Mai, you’ll be surrounded not only by vibrant...
Kapili 52 Oceanfront Condo
Welcome to Koolkondo.com where you will experience luxury vacation rentals at its finest. Our stylish boutique hotel style condos and homes have it all. You will absolutely enjoy your home away from home with VIP concierge style services in modern island luxury! Our...
Poipu Ohana Vista - Spacious Home Near Beaches, Community Pool Access
Summary:Spacious and flexible Poipu home ideal for families and multi-generational groups. Walk to Poipu Beach and Shipwreck Beach, with access to the Poipu Kai pool, hot tub, and tennis courts. Multiple living spaces include a main home plus separate studio and...
BEAUTIFUL BREATH-TAKING Ocean and Sunset Views w/ AC, Upscale Furnishing, & Art.
Enjoy Breath-Taking Beautiful Ocean views w/ AC, Upscale Furnishing, & Art.Our spacious split level condo offers incredible and unobstructed ocean views. The private lanai is the perfect spot for true relaxation, listening to the sounds of the waves crashing against...
Pane Makai Poipu Beach House - Steps to the Beach!
Less than a minute's walk to the beach, Pane Makai is spacious, air conditioned, and can sleep up to 24 people! Located in sunny Poipu, Pane Makai and is the perfect gathering place for groups, large families, friends, and loved ones. This 6,000 square foot home is...
Kiahuna 106 - Ocean View, Close to World-Class Beach, Poipu Beach Club Included
Summary:Second-floor ocean-view condo at historic Kiahuna Plantation, just steps from Poipu Beach, shopping, and dining. Features a king bedroom, queen sleeper sofa, fully equipped kitchen, private lanai, and beach gear. Includes FREE Poipu Beach Athletic Club...
Kiahuna #24 Partial Ocean View Ground Level Corner Unit Steps from Beach
Kiahuna Plantation #24 has the best that Poipu Beach offers. Kiahuna Plantation condos have a unique beachfront location in Poipu Beach, making it a favorite for vacationers for decades. The resort is set on 35 lush tropical acres, featuring orchid and cactus gardens as...
Waiohai Beach House – Elegant Oceanview Retreat in Poipu
This oceanfront home embodies the essence of ‘Island Casual’ living, with a focus on relaxation and the breathtaking beauty of its direct ocean views; a perfect spot for those seeking an authentic and unpretentious island experience. The spacious, beautifully furnished...
Beautiful spacious 5 bedroom condo with AC in the heart of Poipu, walk to beach
Spacious condo in Regency complex of Poipu Kai resort. Next to walking path to beaches, dining, walk to shopping. Great for families, or couples who like to travel together. Two lanai areas to enjoy the ocean breezes and access to the pools at Poipu Kai. Also includes...
Ground-Floor Beachside 1BR Retreat with Private Patio, Lawn, Pool & Health Club
Escape to our newly remodeled 1-bedroom, 1-bath condo, perfect for couples or small families seeking a beachside getaway. Located on the ground floor with no stairs, this condo offers a private patio opening onto an expansive grass lawn, ideal for kids to play or for...
Kuhio Shores, #214. Kauai’s Best Location! Spectacular Oceanfront Condo
Best location in Poipu! Oceanfront - Thirty (30) feet from the ocean - rare and unique corner unit. Two bedroom, 2 bath. Ceiling to floor windows across the entire front of the condominium. The condo faces South at the OCEAN and then wraps-around and faces West toward...
Poipu Palms 204, Ocean Front, One Step Up to the Front Door
Summary:Oceanfront 2-bedroom, 2-bath retreat at Poipu Palms with sweeping Pacific views, private lanai, and access to a beautiful oceanfront deck and plunge pool. This intimate 12-home community offers peaceful surroundings, easy beach access, and unforgettable sunsets...
Pili Mai 15H - Central A/C, Pools, Gym
Summary:Modern 2-bedroom, 2.5-bath ground-floor condo at Pili Mai with central A/C and a spacious lanai opening to a grassy area. Enjoy resort-style pools, on-site fitness center, BBQs, and easy access to dining and golf. Just minutes from Poipu Beach—ideal for couples...
Poipu Shores 101A: So Close to the Ocean you can almost touch it!
Summary:True oceanfront living—so close you’ll hear the waves all day. Ground-floor condo with panoramic ocean views, private lanai, split-system A/C, and direct access to the oceanfront pool. Walk to Poipu Beach and Brennecke’s Beach, watch turtles and whales in...
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
Two bedrooms plus loft, 1 king bed, 1 queen, plus 2 twins in the loft, 2 full bathrooms, nice upgrades, washer and dryer in unit, lanai space, incredible views, great complex amenities.This brand new 2 Bedroom plus loft, 2 Baths condo is ready for your next vacation...
Dolphin House: 4 BR Poipu Luxury Home with Heated Swimming Pool & Fitness Access
Introducing the Dolphin House, our private 3,700 sq ft 4 bedroom, 3 full bath, 2 half bath home for 8 guests, located on a large corner lot in an upscale quiet Poipu Beach neighborhood, Kiahuna Golf Village, and featuring a beautifully landscaped private yard complete...
Poipu Kai 1BR Retreat w/ Ocean View & Pools, Walk to the Beach
E Komo Mai — Welcome to Kahala 621 at Poipu Kai ResortExperience island living at its finest in this spacious 1-bedroom, 1-bath condo at the premier Poipu Kai Resort on Kaua'i's sunny South Shore. Relax on your private lanai with ocean views and enjoy lush tropical...
Beautiful Condo that offers a truly Hawaiian experience: Waikomo Streams 121
Welcome to Waikomo Streams 121, a peaceful one-bedroom condominium tucked within the lush grounds of Waikomo Streams in Koloa on Kauai’s sunny south shore. Surrounded by bamboo, tropical flowers, and gently flowing water features, this inviting retreat offers a quiet...
Home near the beaches w/ washer/dryer, central AC, shared pool, hot tub, tennis
Hale PoluOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set in one of the best locations in all of Poipu, and with access to the Poipu Kai Association tennis courts, heated pool,...
Oceanfront Corner Condo near Lawai Beach w/Balcony, Free WiFi, Shared W/D, Grill
Kuhio Shores 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to a peaceful tropical vacation at this Kuhio Shores condo just steps from Lawai Beach, a local...
Ocean + mountain view home with WiFi, lanai, onsite pool, & hot tub
Pili Mai 12HOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and...
Beautiful Top-Floor Condo with Pool & Hot Tub - Near Kiahuna Golf Course
Pili Mai 8IOur 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...
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...
Nakoa Kai in Sunny Poipu with Pool
Nestled in the back of a private cul-de-sac, this exquisite three-bedroom vacation home is located in the heart of sunny Poipu, walking distance to beautiful white sand beaches and the shops and restaurants of Kukuiula. Sixteen-foot glass-panel pocket doors open to an...
#30 Premier Unit, stunning remodel w/AC, partial ocean view, steps to beach
Beautifully remodeled ground floor, ocean view condo by the great lawn at Kiahuna Plantation just steps away from the beach. Open concept with vaulted ceilings, corner unit that provides exceptional ventilation, 2 ceiling fans and A/C. Appointed with upscale,...
Updated 1Br 1Ba Condo in the Kiahuna Plantation Resort near Poipu Beach 430
With a king-size bed, queen sleeper sofa, and spacious full bath, this condo can comfortably house up to four guests. Ideal for couples, families, or a small group of friends looking to enjoy sunny Poipu. Guests will have a great point of access to take advantage of...
Makahuena 4205 | Oceanview 2BR Condo with Pool, Tennis & BBQs
🌴 E Komo Mai — Welcome to Makahuena 4205Perched on Kauai's southernmost bluff, Makahuena is a sought-after oceanside resort known for its dramatic coastal views and peaceful setting. Makahuena 4205 is a well-appointed 2-bedroom, 2-bath single-level condo located on the...
Kahala at Poipu Kai
1 bedroom, 1 bath condo with beautiful ocean views. Fully furnished kitchen. Washer and dryer, air conditioning in the bedroom. Master suite with king sized bed. Family room boasts vaulted ceilings. Bonus sleeping area in the loft above the family room. Swim in the...
Pili Mai Condo 1C, Spacious, Great for Families, Mountain View
Pili Mai is one of Poipu's newest complexes with a great location and spacious living! You will not be disappointed as you step into this 3 bedroom condo and discover the great features such as travertine, granite, wood flooring, plantation shutters and extra touches...
Poipu Shores A104 By Parrish Kauai - oceanfront views with AC & large lanai & la
Poipu Shores is an intimate and private oceanfront resort with only 39 townhomes located in sunny Poipu Beach. This resort is tucked away on an oceanfront cliff side and all accommodations have unobstructed oceanfront views. It is also just a short walk from Poipu Beach...
Luxury Poipu Beach House Sleeps 8 with Central AC
This new custom home has 3 large bedrooms & 2.5 baths, perfect for larger parties or families to stay together on their vacation. The house has central AC, high-speed wifi, memory foam beds, and beach chairs and coolers you'll need to enjoy Kauai's beaches. The house is...
Kiahuna 323 - Ohana Garden Retreat - Garden Deluxe View overlooking Moir Cactus Garden
Summary:Beautiful first-floor garden retreat overlooking the Moir Cactus Garden. Upgraded with granite countertops, modern kitchen appliances, a luxurious bath, and a spacious lanai with lush garden views. Easy access with just five steps or lanai entry. Includes beach...
Kiahuna Ohana Hale By Parrish Kauai-AC, pool, spa, distant ocean views!
Enjoy true island living in this spacious 4,300 square foot home overlooking the 10th fairway of the Kiahuna Golf Course. The large covered gazebo and private swimming pool are the focal point of this fabulous outdoor living space. The home has plenty of shade and sun...
Recently Upgraded - Garden & Ocean View Condo
A perfect place to make your home away from home! This 2-bedroom single story garden and partial ocean view condo has an open layout. Enjoy the amazing views. A very short walk right onto a well-manicured lawn, beautiful blooming trees, few steps to the pool, BBQ, few...
Panoramic Views, Upgraded 2 bed, 2.5 baths, AC
Special 10% discount is offered from Feb. 17 to Feb. 28 due to construction that will partially affect the lanai view!Breathtaking views of the ocean, coastline, lush green hills, and palms! With a picturesque ocean view, our top floor condo offers privacy, cooling...
BEAUTIFUL POIPU OCEAN VIEW 2 BRD 2.5 BATH Condo with A/C nSpring 25' Dates Openn
The beautiful Makahuena resort is located on the southern most tip of the island of Kauai in Poipu Beach. Offering breathtaking views of the Pacific ocean from the bluffside townhome style deluxe condominiums.Split level air conditioning in both bedrooms makes for cool...
Oceanfront Paradise!
Our condo is the perfect location for a romantic getaway or a family vacation. As soon as you walk through the door, you will know you are in paradise. The oceanfront breeze greets you as you walk through the entrance and into the living room. Not only does the living...
Corner Unit Ground Floor Kiahuna Plantation Unit. Steps To Beach!
Beautiful Kiahuna Plantation is the only beach-front condominium on Poipu Beach and a perfect tropical paradise. 35 lush tropical acres situated on a gorgeous beach. Unit 44 in Building 9 is a short 2 minute walk to the great lawn and the beach where you can swim,...
Poipu Koloa - 2 br unit Ocean/Garden view in Kauai
We can book Ocean Front/OV/Garden view unit if they are available.Price from the system is for Garden View unit. If you like OV, please request it.This is timeshare resort, per policy, unit number floating. Don't know exact unit be assigned until check in, but the view...
Tropical Oasis in Poipu ~ Steps to Pool, ground floor. Ask about Jeep!
In the heart of Poipu lies a cozy yet large 1-bedroom villa that's just three minutes away by car from beautiful Poipu Beach. Step into your home-away-from-home and be greeted by a fully stocked kitchen, complete with all appliances plus BBQ grill(in the common areas),...