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.
Hale Nani: New Poipu Villa- Pool/Spa + Ocean Views
Breathtaking, sensational, divine. It’s impossible to overstate the appeal of this exceptional villa, with its spacious, elegantly appointed rooms and gorgeous grounds set against a dazzling backdrop of palm-fringed golf course, dramatic mountains, glittering ocean,...
SPECTACULAR OCEANFRONT PENTHOUSE-Air Conditioned 3 Bedroom/3 Bathroom, Full Gym
Poipu Makai B3 is located on a bluff a couple of yards from the water with stunning, full uninhibited views of the ocean. Enhance your senses – the visual beauty of the waves crashing against the shoreline and the gentle sound of the living and breathing sea. Spend...
Hale Anuenue By Parrish Kauai - AC & walk to Poipu Beach!
Perched on the rim of Poipu Crater overlooking Poipu Beach to the west and Mount Haupu to the east, Hale Anuenue ("house of rainbows") offers the perfect spot to see rainbows when the skies offer liquid sunshine. Positioned for views of the morning sunrise glow over the...
PoipuBeach-3rdFl-Partial Ocean- AC-Pool-Garden-313
Private top-floor corner unit in a peaceful building with AC and upgrades—tons of privacy! Enjoy access to the pool, stroll through lush Moir Gardens to reach Kiahuna Beach, and skip the resort fees. Beach gear is included for your convenience. This serene retreat is...
Elegant Pili Mai 14-J: Spacious 3BR Villa with Pools, A/C, and Beach Proximity
The Resort:Pili Mai was built in 2019 and features plantation-style design, cobblestone drives, tropical gardens, a large swimming pool, a children's pool, spa, and an air-conditioned fitness room. It is nestled between Kiahuna Golf Club and the beautiful Poipu beaches:...
Ultimate Oceanfront Condo with Stunning Views & AC
Unobstructed knockout views! Imagine yourself in this gorgeous location with amazing front row seats, 30 feet to the Pacific Ocean. Whales, turtles and dolphins swim by right out your door! See the stunning sunsets and views of the volcanic Poipu coast all year from...
Oceanfront condo in Poipu with balcony, W/D & partial AC - 10 steps to the beach
Kuhio Shores 410Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'E komo mai! Do you want on the water? This is it! You cannot get closer to the breaking surf than Kuhio Shores 410!...
5 Bed 3 Bath Home in Poipu Kai
Hale Aouli is a beautiful newly renovated five-bedroom and three-bathroom custom home located in beautiful Lanai Villas in the Poipu Kai Resort. From the home, you will find walking paths to Poipu's finest beaches, restaurants, tennis courts, pool, and spa. Start...
Beautiful Kukui'ula Home With Great Lanai Space
New pool just added! This home has it all, private hot-tub, brand new pool, fire pit, 2,000 sqftlanai, and enough room for the whole family with over 3,000 sqft of insideliving space! - 5,000 soft totalThis home is special with it's open indoor/outdoor main living area...
Serene Kauai South Shore Retreat, Full A/C, Walk to Beaches
The moment you step out to the private lanai and take a deep breath, the mind is instantly reset by birds chirping in the trees and the tropical foliage all around. You will appreciate the quiet and secluded vibe, yet with easy access to beaches, shops, restaurants....
Hale Kai Malia – Ocean & Mountain View Luxury in Kukui‘ula
Superbly stylish in every way, this 4BR/4.5BA South Shore showplace offers all the luxuries you’d expect in a glamorous Kukui'ula villa—tropical charm, abundant space, elegant furnishings, expansive ocean-and-mountain views—and many delightful surprises as well. Each of...
Poipu Shores 205A - Best views - Compare! miles of coastline -A/C-Fully equipped
Poipu Shores is a gem property perched overlooking the Pacific Ocean on a rocky cliff where you can view sealife year round from your private covered lanai. Enjoy endless views from our oceanfront pool. There are two gas grills, larger ocean front entertainment area for...
Kauai Exclusive - Pane Makai Turtle Suite - Steps to the Beach!
With ample room and durable bamboo decor, this plantation-style beach suite is perfect for large groups, wedding parties and family reunions. Comfortably sleeping 12 look no further for the perfect gathering place for friends and loved ones! This 3000 square foot suite...
Luxe retreat with hot tub and pool access, private W/D, grill, AC, & gas range
Hale HaupuOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome home to your tranquil Hawaiian getaway! This newly-constructed upscale home is nestled in a quiet neighborhood away...
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops
We have just added a private pool & Spa and a 5 th bedroom suite(3/12/25),We have not updated the video yet but have added a few photos. AC in all rooms of home. 5 master suites with private bathrooms, each with a private lanai. Gourmet Kitchen, Large lanai deck for BBQ...
The Point at Poipu - Luxury 2 Bedroom Villa
Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The Point at Poipu appear the stuff of the dreams. Nestled in over twenty acres of lush tropical gardens overlooking the Keoneloa Bay, and buildings no taller than a coconut tree, it is...
Old Hawaii with Ocean views, walk to beach, private jacuzzi, health club
Step back in time in classic Hawaii home with ocean views, short walk to sandy beaches, large yard with private jacuzzi under the stars. Roof deck for shore line views of sunset. Large great room with breezy lanais, with three bedrooms and two baths, laundry and galley...
Pomaika'i: New Poipu Villa w/Pool+Spa Near Beach
This lovely, spacious South Shore home is the epitome of a laid-back vacation villa: located on the 18th fairway of the Kiahuna Golf Course, splashed with sunlight, canopied by blue skies, surrounded by tropical greenery. With its shimmering turquoise pool and whirlpool...
Hawaiian Chic Crater Retreat- a tropical jungle escape in a secluded crater
***FYI- swimming pool will be closed April 15th-May 15, 2024 for repairs***Being on the ocean is amazing, but is it as amazing as having a one of a kind condo in a secluded crater? It has many of the same amenities as a $1000/night nearby resort does, for a much better...
Kilohana At Poipu By Parrish Kauai - Private Pool with AC - Great for the Family
Kilohana at Poipu is a private tranquil vacation home nestled in the center of Kiahuna Golf Village and the Robert Trent Jones, Jr. golf course. This single-level home has a spacious indoor/outdoor living layout centered around a heated swimming pool and courtyard,...
Wai'nani Waterfall House HEATED Salt Water Pool /Hot Tub BEACH GEAR Games VIEWS!
Welcome to the Wai'nani Waterfall house located in sunny Poipu on the south shore of Kauai. This home has all you and your Ohana are needing for the perfect island getaway. Set in the heart of Kiahuna Plantation Golf course, this new home was designed with families in...
Ocean View - 2 Bedroom - Marriott's Waiohai Beach Club - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using their...
Maluhia Makai - Luxe Kukui'ula island retreat in Poʻipu; AC, private heated pool
This luxury home is 2200 ft.² of air-conditioned space that opens up to 1000 ft.² of an outdoor living lanai. The design of this home seamlessly marries the indoors & outdoors together to make a grand tropical outdoor experience. Pass through its custom entry wood gate,...
Honu Kai Villas 2 by Destination Kauai - A/C, Ocean Views, Stunning Sunsets
E Komo Mai, Welcome to Honu Kai Villas IIJust steps from the Pacific coastline, this multi-level updated villa boasts beautiful ocean views and stunning sunsets on Kauai's south shore. Morning strolls to watch the sea turtles and spinner dolphins are a must! Snorkel at...
Gorgeous Kiahuna unit - fully remodeled Fall 2022!!
Open, airy and perfect location. You will feel like you're in the jungle with the floor to ceiling cathedral windows in the open living and dining room/kitchen. End unit with no one above or below you! Two floors with living and eating space upstairs and bedrooms on...
Spacious 2BR Poipu Retreat w/ AC, Lanais & Resort Amenities
E Komo Mai — Welcome to Mala Pua Regency 610!Discover your perfect island retreat in this beautifully appointed 2-bedroom, 2-bath ground-floor condo located in the heart of sunny Poipu. Designed for comfort and relaxation, the open-concept living space features two...
Hale Kupa'a: Charming Island Villa w/ Beach Nearby
Hale Kupa'a—this delightfully situated house on Poipu Kai’s scenic, super-convenient Green Belt walkway—was completely remodeled in summer 2021, and the exquisite attention to detail is evident in every light, bright, charming room. Leafy green views fill the windows,...
Kuhio Shores designer 2br oceanfront condo w/ AC
This beautiful 2 bedroom and 2 bathroom condo has been fully updated and sits directly on the ocean. You will not find a better view and location in Kauai.All beach amenities such as towels, chairs, and boogie boards are provided.3 AC UnitsFully remodeled bathroomsTV’s...
Kiahuna Plantation #198 - The Best Beachfront Condominium on Kauai
There is not a Four Seasons Resort on Kauai, so we decided to make our own. Kiahuna Plantation #198 is one of the very few beachfront condominiums available on the island and is the ideal vacation destination for a couple or a family looking for an ultra-rare, relaxing...
Pili Mai 5D - Luxury 3bed/3bath, Sunny side
Make yourself at home in this luxury three bedroom, three bathroom condo located on Kauai’s sunny south side! A generously open-floor plan allows for abundant natural lighting and air flow throughout the entire home.The spacious living room features comfortable...
2 Bed Sleep 6 with Pool, A/C close to Poipu Beach with Discounted Golf Included!
***Discounted golf included with your stay!*** The sparkling new Pili Mai Resort is an open-skied sanctuary within the popular town of Poipu. Rolling hills of golf course greens surround the estate, while the entrancing Ha’upu Mountains sail into the distant sky. With...
Poipu Sands 513 - Ocean Front with Awesome View of Beach
Summary:True oceanfront ground-floor retreat with unobstructed views of Shipwreck Beach and the Pacific. Poipu Sands 513 offers a private lanai, direct greenbelt access, and front-row seats for sunsets, whales in season, and crashing waves. Walk to Shipwreck, Poipu...
Steps from the Beach, Stunning View, Newly Remodeled, +AC
1 minute walk to a beautiful sandy beach. This beautifully remodeled one bedroom condo is at Kiahuna Plantation, the only beach-front condominiums on Poipu Beach, located on the sunny side of Kauai. The condo complex is situated directly on the beach among 35 acres of...
Poipu Paradise Beach Condo
Welcome to the South Shore of the Garden Island of Kauai and beach town of Poipu! Your stay at our well appointed modern beach inspired condo will be a wonderful place for your Hawaii vacation. Just a short 5 min walk on the greenway to Poipu's beaches for activities...
Hale Nalu: Tropical Cottage in Poipu-Walk to Beach
Scenically situated on the Green Belt pedestrian pathway, this enchanting island-style home combines the casually elegant charm of a country-plantation retreat with an ideally convenient location. Not only is it close to everything—an easy stroll to beaches and...
POIPU KAPILI 46 - FABULOUS OCEAN VIEWS - WHOLE UNIT AC - WALK TO BEACH/ SHOPPING
Poipu Kapili is a luxury, boutique oceanfront resort located in one of the most desirable locations on Kaua'i: Poipu. Walking in the door to Poipu Kapili 46, you will be drawn to the lanai overlooking the lush green grass, deep blue pool, and the spectacular Pacific...
Boutique Condo with Contemporary Art: Steps from Scenic Poipu Beach Trail.
Now with 1 KING BED & 2 QUEEN BEDS - The master bedroom has been upgraded with TWO NEW QUEEN BEDS. The second bedroom is with a KING BED!Sunny south Kauai beckons from this gorgeous two-bedroom, two-bath Regency at Poipu Kai condo, where modern amenities meet a fully...
koolkondo Ohana House with Pool by the beach
Welcome to koolkondo 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!Aloha and...
Leipiha ke Aloha - Steps Away from Poipu Beach with A/C
Light, bright and airy perfectly describe Leipiha ke Aloha. And just like a lei, which has no ending, you won’t want your vacation at this home to ever come to an end! You’ll love having the ocean and beach so close to you while enjoying the comforts and ambiance of...
Sugar Mill Cottage at Poipu Kai By Parrish Kauai - short walk to beach & quiet l
Sugar Mill Cottage is located in the heart of the Poipu Kai Resort community. It is the perfect location for beach access to either Shipwrecks beach or Poipu Beach park. A short stroll in either direction will take you to sun and sand!Enjoy the air conditioned bedrooms...
Condo in beautiful Poipu - 3Bd, 3Ba, pool, hot tub & AC
Polu (means blue in Hawaiian) Paradise is a Luxury condo located in sunny Poipu, Kauai at Pili Mai condo complex. One assigned parking space within close distance to main floor condo with A/C. Three bedrooms and 3 Bathrooms, sleeps up to 8 guests (2 California king...
Oceanview Condo w/Athletic Club Access, Shared Pool, Hot Tub, Free WiFi, & A/C
Pili Mai 13COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to experience Hawaii as a family? Feel right at home in 13C, even when miles away in the middle of the blue Pacific....
Ground-Floor Condo w/Shared Pool, Hot Tub, Free WiFi, and Central AC
Pili Mai 15AOur 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...
Hale Pohaku Kai: Poipu Seaside Stunner
Hale Pohaku Kai is a paradise of paradoxes: elegantly furnished, yet casually comfortable; spacious & airy yet cozy, too; wonderfully private, but with Poipu’s world-class sandy beaches, parks, restaurants, shopping & lively local events only a few minutes away. The...
Alihi Lani 3 is a Luxury Condo with Amazing Views in a Prime Location.
Summary:Luxury Home, Amazing Views, Excellent Location. Ocean Views Include: Brilliant Blue Skies and Sun Sparkled Water.The Space:You will love this Beautiful Ocean View! The fully equipped kitchen has everything you will need. There is plenty of beach gear for your...
Custom 5 Bedroom Home with Pool and Spa
This 5 bedroom 4.5 bath Kukuiula vacation home provides everything you seek for your island vacation. Set within the Kukuiula neighborhood of Poipu and oriented to the distant ocean views and private park. This multi-level residence is within walking distance to the...
Makahuena 1202. Partial Ocean View, 2 bed, 2 bath with AC. Poipu.
Located on the southern most point of Kauai, right between Poipu Beach State Park and Shipwreck Beach. Partial ocean view. Nicely remodeled 2 bedroom, 2 bath condo with Lanai. Master bedroom has a king bed, 2nd bedroom has 2 twin beds that can be moved together for a...
Poipu Luxury Farmhouse: NEW Estate with Access to Pool & Pickleball
Welcome to our Luxury Farmhouse, perfect for large groups or families. Just a half mile from the beach, this property features 5 bedrooms, 4 baths, 2 family rooms, and 1.5 kitchens. Enjoy open shared spaces, private lanais, well-equipped kitchens, spacious baths, A/C...
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Discover luxury in the serene Poipu Beach Estates with our charming 2br/1ba cottage. Enjoy farmhouse-inspired design, full kitchen with KitchenAid appliances, and quartz countertops. Relax in A/C-cooled bedrooms or on the lanai. Exclusive access to Poipu Beach Athletic...
Kukui'ula Country Club Villa with Private Pool
Welcome! We hope you enjoy a fabulous stay with us in this picturesque Hawaiian home! Managed by LoveRentals and your on-site host, Lauren. Featuring some of the most luxurious amenities and features possible, this exclusive home in Kukuiula Country Club is perfect for...