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.
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...
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...
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...
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...
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...
Charming Blue & White Beach Bungalow! A/C washer/dryer. 200 yards to the beach!
This condo is decorated and furnished with a comfortable tropical, 'home-away-from-home' feel. Since it is family-owned, we take great pride in keeping it immaculately maintained. The on-site management team, Castle Resorts & Hotels, will ensure that during your stay...
Kuhio Shores #412 - Amazing Panoramic Top Floor Views and A/C!
This one bedroom one bath oceanfront unit is on the fourth floor of Kuhio Shores condominium located in sunny Poipu, Kauai. Fronting a sandy bay this four story complex offers some of the best ocean views, swimming and snorkeling available in Poipu! The interior of this...
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...
Custom Home Walking Distance to the Grand Hyatt and Shipwreck Beach
Privacy and seclusion are the highlights of the Rusty Sunrise vacation rental, a palatial three bedroom and four and a half bath luxury home in the Poipu Kai Resort community. This home is a short walk to the Grand Hyatt and its first-class restaurants and shops. It is...
Newly updated ocean view retreat on Poipu Beach; A/C, pool, gym restaurants.
A Perfect Day in Paradise...Greet the morning with freshly brewed coffee on your spacious lanai with expansive garden and ocean views from this top floor unit. Making breakfast is easy in your bright, beautiful open kitchen with stainless steel appliances. Then pack up...
Alihi Lani #1: 2 BR Condo in Poipu with Ocean Views
You will love the expansive and breath taking Ocean View, and the luxurious air conditioned home. Alihi Lani is a private boutique condo community. The home is ground floor, and a corner unit. This spacious condo with two master suites and endless ocean views will...
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...
Poipu Kai B111: Lovely Gardenview Villa w/Shared Pool, Spa & AC, Near Beaches
Please be aware that exterior painting on Building B at The Villas will take place from October 6, 2025, to November 10, 2025. Work will occur Monday through Friday, excluding Poipu Kai-observed holidays, and may involve limited activity on lanais. The project includes...
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Kiahuna plantation unit 222 in Building 35.You are very short walk away from a beach, actually 200 steps.On first floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai! This newly remodeled 2 bedroom 2 bathroom Kiahuna...
Two bedroom getaway near Poipu Beach only a 12 min walknWith air in bedrooms,
Nestled in the heart of Poipu, this charming 2-bedroom vacation home offers the perfect escape for your Hawaiian getaway. Imagine yourself relaxing by the sparkling outdoor pool, soaking up the sun on the beach loungers, or exploring the nearby Poipu Beach, just a...
Haupu Hale at Poipu: Luxury Home w/ Golf Course View
Welcome to Haupu Hale by Gather, your luxury vacation retreat in sunny south Kauai. Located in the upscale Wainani at Poipu community, this modern island-style home, built in 2021, offers the perfect blend of elegance, comfort, and convenience. With expansive views of...
Pili Mai 3B: Luxury Condo w/hot tub & pool, near beaches, golf & dining!
Able to comfortably accommodate up to 10 guests, this rare four-bedroom brand new Pili Mai condo with 3.5 baths is adjacent to the breathtaking Kiahuna Golf Course and minutes to beaches. It features mountain views, central air conditioning, included access to a lovely...
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...
Prime Oceanfront Two Bedroom Two Bathroom Condo with views of Shipwreck Beach
Located in the heart of Poipu Kai, Poipu Sands Condo #524 is a modern two-bedroom and two-bath tropical vacation rental with unobstructed views of Shipwreck Beach. With this kind of view, guests enjoy spending time on the palatial enclosed lanai, complete with lounge...
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...
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...
Beachfront Condo w/Partial A/C, Lanai, Ocean Views, Free WiFi, Shared W/D, & BBQ
Kuhio Shores 208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get your Hawaiian vacation started out right with incredible ocean views, modern and updated living spaces, and...
Kauai Oceanfront, Poipu 'Jewel on the Sea', AC, swimmable beaches, Kuhio Shores
Kuhio Shores, our 'Jewel on the Sea,' on Kauai's Gold Coast, is an oceanfront dream. When we first walked into what was to become our new home in Kauai, the views of the ocean, coastline, and lush green hills and palms took our breath away! Located on Lawai Beach or...
Hale Kahili Ohana: 3 BR Villa w/Pool + Vivid Views
For those desiring larger accommodations, Hale Kahili Ohana is able to be combined with Hale Kahili Nui for a Hale Kahili 8 Bedroom Estate experience.Brimming with tropical ambience and contemporary charm, this delightful new 3BR/3BA villa is beautifully furnished,...