Koloa Vacation Rentals โ 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.
New Custom Hawaiian Cottage - Poipu Beach- Koloa, Hi
The Sea Glass Cottage offers an unforgettable Garden Isle vacation. This custom-designed Hawaiian style Cottage is located just steps from Poipu Beach. The 2-bedroom, 2 bath Sea Glass Cottage graciously combines the beauty and simplicity of a classic Hawaiian home with...
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...
New Listing! Peaceful Poipu Retreat Waikomo 200
Experience the perfect blend of serenity and convenience in this beautifully updated one-bedroom corner unit at Waikomo Stream Villas. Nestled among lush Hawaiian foliage, this modern retreat offers a peaceful jungle atmosphere while being just steps away from Poipu's...
Charming Cottage
TVR 4181: Charming cottage above historic Koloa Town, about 20 minutes from Lihue airport.Front door opens into expansive screened-in lanai with dining table. Living room includes comfortable furnishings, seating area and a pune'e, Hawaiian style couch, that can sleep...
Regency 610 Mala Pua by Destination Kauai - Central AC, Walk To The Beach
E Komo Mai, Welcome to Mala Pua Regency 610!A 2-bd/2-ba ground floor condo in the heart of beautiful sunny Poipu offers the perfect home away from home. Enjoy open living space with two sofas, TV entertainment center, and a fully-equipped kitchen with granite counter...
Ocean View Poipu Sands Condo in sunny Poipu
Beautifully appointed 1 bedroom, 1.5 bath ocean view condo offers the Kauai experience you've been looking for! Highly sought after ground floor unit provides abundant open space and direct access to the barbecue grill and pool. Plenty of free parking close to the condo...
๐ ๐ข๐ง๐๐ข๐ง๐ ๐๐๐ข๐ฅ๐ข Beach Fun at Waiohai Club +Resort Amenities. 2-Bedroom
Welcome to ๐ ๐ข๐ง๐๐ข๐ง๐ ๐๐๐ข๐ฅ๐ข! Reserve your Luxury Beachfront Escape at Poสปipลซ Beach.๐๐ฑ๐๐ฅ๐ฎ๐ฌ๐ข๐ฏ๐ ๐๐๐ฏ๐ข๐ง๐ ๐ฌ ๐ฐ๐ข๐ญ๐ก ๐ ๐ข๐ง๐๐ข๐ง๐ ๐๐๐ข๐ฅ๐ข. An additional...
New Listing! Bright, Tropical Condo in Poipu
This comfortable 2-bedroom condo offers a peaceful getaway right in the heart of Poipu, Kauai. With an open-concept design and a cozy loft bedroom, the space provides a relaxing home base for your Hawaiian vacation.Property Details:- 2 bedrooms (including a loft...
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...
Cozy 1-bedroom condo in beautiful Koloa with WiFi, AC, fitness room
Welcome to Sunny Poipu Beach! This lovely 2nd floor unit at Kiahuna Plantation makes you feel right at home! Relax on your private lanai overlooking the garden while being steps to the sand. Surf spots, long walks and lifeguarded beach are at your fingertips. Fast...
South Kauai Tranquil Retreat w/ AC in Poipu
Waikomo Streams is a peaceful, tranquil, and beautiful property with immaculate gardens. Immerse yourself in a paradise garden view on the Garden Island! We have an updated, air conditioned unit that is quiet and comfortable. The property boasts tropical gardens, a...
Ocean View End Unit Condo #189 Bldg 29 -Free Wifi & Parking Pool Gym BBQ Grill
This beautiful end unit condo has been remodeled upstairs with new bamboo flooring, tile, and with an open kitchen design with granite, It is one of the few 2 bedroom units where you can experience the beach from your very own private lanai. We take pride in our unit...
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...
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...
Poipu Kai 3 Bedroom with Pool and Spa steps to Shipwreck Beach
Brand New Listing Located in the upscale Poipu Kai neighborhood this new home embodies pure enjoyment and relaxation. The layout of this three bedroom single level home offers all the room and privacy for a trip of a lifetime. The large pool and spa will keep you...
Marriott's Waiohai Beach Club - 2BR Island View
This timeshare condo is located within the Marriott Vacation Clubโs Waiohai Beach Club resort on the lovely south shore of Hawaiiโs Garden Isle, Kauaโi. This is a spectacular beachfront resort with lush grounds and lovely outdoor pools. All condos (โvillasโ in...
Walk to Poipu Beaches: Koloa Condo w/ Pool Access!
Community Hot Tub, Grills & Tennis Courts | 1 Mi to Poipu Bay Golf Course | In-Unit LaundryCreate lasting memories at this 2-bedroom, 2-bath Koloa condo! Boasting an open layout with 2 balconies, access to resort-style perks, and a prime location near stunning ocean...
Large beautiful home with air conditioning! Walk to Beaches, Resort Pool
Aloha and E Komo Mai - Welcome to the Sunny Poipu Hale!The moment you walk through the tropical private atrium you'll feel right at home. This newly remodeled 4 bedroom/3-bath, 2-story house is nestled in a relaxing, family friendly resort neighborhood in walking...
Whale Watching Season is Now! Poipu Luxe with Oceanview! Walk to Beaches, Hiking
Experience the best of Kauaiโs natural beauty at this serene ocean-view getaway, just 15 minutes from the golden sands of Poipu Beach. Ideal for whale-watching enthusiasts, this spacious retreat lets you witness these majestic creatures right from the lanai during...
Marriott Waiohai Beach Club: luxury 2 bedroom on Poipu Beach oceanfront resort
Please choose a Friday through Sunday check-in and enjoy a seven-night stay.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Our rates reflect garden/island views. Ocean view/oceanfront villas...
Spacious 5 Bed/4 Bath Villa in Poipu with Pool &AC, Sleeps16
Aloha! Welcome to Tiki VillaThis centrally Poipu located Hawaiian home has 5 bedrooms, 3.5 bathrooms, AC & private heated pool is the perfect way to explore beautiful Kauai. This home is the pinnacle of indoor/outdoor living with it's telescoping doors opening up to the...
Nihi Kai 422 Summer & Fall Specials-Ocean Views, Five Star Ratings!
OFFERING DISCOUNTS FOR FALL 2025 !!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...
Poipu Sands 434, 2BD Ocean View, AC in Bdrms, High End Vacation Rental
Aloha from paradise! Take in the breathtaking ocean views while having breakfast on the large lanai (balcony), or listen to waves crash as you drift off to sleep! You'll enjoy a spacious 1353 sq. ft, full kitchen, A/C in bedrooms, and many recent updates! Right on the...
Makahuena 5202 - Oceanfront Suite on the water! Club access included
Makahuena 5202 is one of the best oceanfront condos that sunny Poipu has to offer. The Makahuena Resort is located on the southernmost point of Kauai. This unique oceanfront resort is situated on the edge of a bluff providing spectacular coastal views. This second-floor...
Hale Kai Malia โ Ocean & Mountain View Luxury in Kukuiโula
Superbly stylish in every way, this 4BR/4.5BA South Shore showplace offers all the luxuries youโd expect in a glamorous Kukuiโula villaโtropical charm, abundant space, elegant furnishings, expansive ocean-and-mountain viewsโand many delightful surprises as well....
Seaside Serenity in Hawaii
About this spaceDiscover our island oasis in Koloa!, Hawaii Nestled in a tranquil and tropical paradise, our upgraded unit at Kiahuna Plantation Resort (Unit 434) offers modern comforts like a new AC, plush mattress, and cozy couch. A short stroll through lush grounds...
Tropical Retreat in Paradise-steps from the Ocean! Newly remodeled with A/C.
Beautifully remodeled ground floor corner unit in Building 20, with Pacific Ocean views! From the front Lanai, there is a broad green lawn, lined with palm trees that take you to one of the most beautiful swimming and surfing beaches in the world. Our one bedroom, first...
STUNNING OCEANFRONT * Poipu's Best View * New Air Conditioning throughout
Words cannot describe the incredible view from this penthouse condo. It's mesmerizing!! You'll hear the waves crash below you along the coastline and marvel at the Pacific Ocean stretching out as far as you can see. Turtles, spinner dolphins, and whales are often...
Pinnacle at Poipu - Luxury Estate w/ Ocean Views and Salt Water Oasis Pool!
Introducing the Pinnacle of Poipu: A Magical and Exquisite Getaway on the Garden Isle. Elevate your vacation experience at this exclusive luxury vacation rental nestled in the heart of Poipu, Kaua'i. Perched high atop its picturesque surroundings. A true masterpiece...
Gorgeous Poipu Villa with Pool & Spa
Arriving at this stunning custom ocean view Kukuiโula residence is an exercise in tranquility. A passage across the welcoming water feature and through the custom mahogany front doors unveils a framed view full of Kauaโiโs colorful landscape, mountains and...
The Villas at Poipu Kai #E210 By Parrish Kauai- Premier Villa with AC and walkab
The Villas at Poipu Kai are one of the newer luxury condominium resorts on the South side of Kauai in Poipu. These spacious and upscale condominiums are part of the Poipu Kai Resort that offers access to additional recreational amenities to all in the Poipu Kai...
Hale Kailani at Poipu Beach Estates - Walking Distance to Shops, Beaches & Fine Dining!
Welcome to Hale Kailani at Poipu Beach Estates! Kailani means โheavenly watersโ 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...
Beachfront-AC-W/D-Ocean view-Pool-Open Concept #9
This is the perfect tropical resort in Kauai nestled among the palm trees on 35 acres of lush lawns and fragrant flowers. The unit is ocean front on the beach which has beautiful view of the beach/ ocean and sunsets from the upstairs deck (rare). It has a new...
A Dream Vacation at a Beautiful Ocean-Front Resort on Sunny Poipu Point.
Ocean-front resort condo with two bedrooms, two baths, and a full kitchen on sunny Poipu, Kauai, HI. While it may be rainy on other parts of the island, Poipu is generally sunny. Great place for whale watching. Many amenities on this beautiful resort. Large swimming...
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 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...
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...
Quiet Kiahuna plantation #88 , New Remodel with AC
Kiahuna plantation unit 88 in Building 16.You are very short walk away from a beach, actually 200 steps.On ground floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai! This newly remodeled 1 bedroom 1 bathroom Kiahuna...
Makahuena Condo #1-304 - Modern Oceanview 2 Bedroom Condo With Pool
Step into the breezy, island-inspired comfort of Makahuena 1-304, where stunning ocean views and the charm of Kauaiโs southern shore await you. This beautifully updated two-story condo offers 1,113 square feet of living space and includes 2 bedrooms and 2.5...
Stunning Oceanfront Views, 2+bedrms, Beautifully Renovated Condo In Poipu, Kauai
Located on a picturesque lava bluff, our top floor condo offers privacy, cooling trade winds and panoramic ocean vistas which a camera can't begin to capture. Crashing waves, migrating whales and sunrise/sunset views are what you'll see as you relax on the lanai or in...
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...
Huge Ocean Views - Poipu - A/C - Pool - W/D - Fun
Experience exceptional Ocean views and sunsets from this extraordinary lanai. You can see dolphins, whales(seasonal), and natures beautiful colors while you're eating or relaxing. World class and family friendly beaches are just a short stroll away. Poipu is on Kauai's...
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,...
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...
Hale Makai - Oceanfront Honeymoon Haven with Pool and AC
An architectural masterpiece, Hale Makai is a one-of-a-kind oceanfront Kauai oceanfront rentals that offers its guests a distinguished Kauai vacation rental. This magnificent Poipu Beach residence boasts an oceanfront master bedroom suite with stunning oceanfront views,...
Direct Ocean Front - Renovation Complete - EVERYTHING inside is NEW!
Welcome to "Poipu Palms #103". We just finished the process of completing an "extreme" renovation on this condo. This was not just a "redecorating", but a complete tear down and rebuild. (Please forgive the snapshots). We will be posting professional pictures in the...
Architectural Stunner: Modern New Ocean-View Villa with Infinity Pool & Spa!
With its captivating ambience, dramatic wood, glass and board-formed concrete architecture, and exhilarating views, Hale Oma'oma'oโthis irresistibly inviting new Kukui'ula villaโoffers all the expected attractions, along with a great many pleasant surprises. The...
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...
Stunning Ocean View - Steps from the beach - Kahala 623
Kahala 623 is a 1,000 square foot condo overlooking the immaculately kept Poipu Kai greenbelt with barbecues and walkways leading down to Brennecke's Beach. Imagine yourself sitting on the lanai, your favorite beverage in hand, a gentle trade wind flowing over you as...
Two-story condo in central Poipu with lanai, pool & W/D - walk to Baby Beach
Waikomo Stream Villas 132Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tropical breezes, lush landscaping, and beautiful on-site amenities await at this two-story condo in Waikomo...