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.
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 Air Conditioned and Ocean Front Luxury Living at it's Finest.
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
Sunny south Kauai beckons from this gorgeous three-bedroom, three-bath Villas at Poipu Kai condo, where modern amenities meet a sense of old Hawaii. Elegant décor, garden views, central air, high-speed wireless internet, and smart flat-screen televisions provide a...
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,...
One-Bedroom Condominium at Kiahuna Plantation, Ocean-Front Property, Poipu Kauai
One-bedroom garden-view condominium at Kiahuna Plantation in Poipu Beach, Koloa, Kauai. On the sunny side of Kauai. Unit number 428 in building 41 (second level of a three-level 18-unit building). Beautiful mahogany trim throughout, matched by new sapele cabinets in...
Hale Hapuna - Poipu's Best Ocean and Mountain Views
Whether you’re traveling with a large family or group of friends, Hale Hapuna is the perfect choice. It offers the ideal setting with approximately 5,000 square feet to spread out. Extra spacious living areas offer plenty of room to relax and enjoy each other’s...
Kai Nui - Great Location and Value! Stylish 3br Home with A/C close to beach
Kai Nui is a stylish 2,800 sq. ft., 3 bedroom, 3 bath home located within the Lanai Villas section of the beautiful Poipu Kai Resort Community that was just refreshed in 2022! Located perfectly for those looking to walk to the beach or all of the other Poipu Kai...
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!
*Oceanfront, 30 steps to the water's edge*The best snorkeling on island is right outside*Huge ocean views*Whale Watching*Incredible sunsets right out front*Trade wind breezesThe Space:*Split system AC*1bedroom/King size bed*Fully stocked kitchen*Newly renovated...
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 Dream Location only 3 Houses from Poipu Beach Park!
Walk 100 yards (one minute) and you are at Poipu Beach Park! Just step from the blue waters of the Pacific off Poipu Beach. The Hibiscus suite is a spacious garden studio in the Hale Pua Villa House at Beachside Poipu with full kitchen, king size bed and entertainment...
3 Bed 3 Bath Suite in Sunny Poipu with Modern Stainless Kitchen AC, Pool & Gym
Our Moku Hale, or “Island Home,” is peacefully nestled on the Kiahuna Golf Course with stunning views from each private lanai; the front lanai has a picturesque view of the lush mountains and golf course, while the large back lanai has an expansive view of palm...
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,...
Sunset vista condo with WiFi, central ac, lanai, w/d, onsite pool/spa
Pili Mai 15KOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Immerse yourself in tropical reverie at this stunning Poipu condo. Located in the Pili Mai community, you'll be...
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...
2/2 BEACHFRONT RESORT w AC, Poipu Beach - Kiahuna Garden View Condo, Pool/Gym
This condo has air conditioning upstairs and downstairs - not all 2-bedroom units here have AC. This is the only condo resort in Poipu on a sandy beach! Other condos in Poipu are on a rocky shoreline and/or have a long walk or drive to the beach with limited parking....
Kiahuna Plantation Unit 53, Stunning View, Near Beach; AC; Free Pool, Gym
Hale Kamaluhia Poipu (Hawaiin meaning is House of Serenity at Poipu). Please feel free to check out the condo website at www.halekamaluhiapoipu.com. Kiahuna Plantation (Unit 53 in building 10) is a renovated one bedroom, one bath condo, upstairs corner unit, in a...
Ocean View - Pili Mai 12G - 2 Bedroom Suite Sleep 8 - AC, Pool & Fitness Center
Our "Ha'upu Hale" is a beautiful, brand new, two-bedroom townhome located at the Pili Mai resort in Poipu, Kaua'i with AC, Pool, and Fitness Center. Enjoy Ha'upu Mountain Views, and be entranced in beautiful sunrise views surrounded in serene Kaua'i harmony!The...
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...
Tropical Cottage in Poipu Beach!
Cozy, Romantic Cottage style studio with a tropical Hawaiian feel. Ideally located off the beaten path in Poipu Beach, on the sunny south shore of Kauai.The Cottage is in a great location.. just 300 feet from the ocean. It is located on a quiet lane that ends at...
#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,...
Beautiful Views, Walk To Beaches And Restaurants
Poipu Vista Villa is a custom designed home in Poipu Kai Resort. Ocean and mountain views are just the beginning for this Hawaiian paradise. The incredible design of this home literally brings the outdoors in, creating a place to relax in peace and privacy with...
Manualoha 801 by Destination Kauai
E komo mai, welcome to Manualoha 801!This recently remodeled (2024) multi-level 2bd-2ba condo with AC in the living room and both bedrooms is just steps from Poipu Beach. The ground level has a fully equipped kitchen, dining area, full bathroom, indoor laundry W/D, and...
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...
Kiahuna Lani at Poipu: Brand New Pool! Tropical Luxury on the Golf Course w/ A/C
Welcome to Kiahuna Lani at Poipu by Gather, a luxurious retreat nestled within the exclusive Wainani community on Kauai's sunny South Shore. This 3-bedroom, 3-bathroom home spans 1,942 square feet and boasts a new pool, creating a private oasis of comfort and elegance....
Poipu Ohana Hale! Beautifully Updated Single Family Home with Enough Space for the Entire Family.
Enjoy your weekend vacation in this large air-conditioned home located only a few blocks from beautiful Poipu Beach. Plenty of room for the whole family with 2 Bedrooms, 2 Bathrooms and a large bonus room that is used as the third bedroom. The main bedroom has a nice...
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...
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...
NEW! Breezy Poipu Condo with Great Lawn Views + Peek-a-boo Ocean View, A/C
Central Location | Walk to Kiahuna Beach | Beach Gear ProvidedEnjoy the charm and tranquility of this lovely 1-bedroom condo with A/C at Kiahuna Plantation Resort. Your own private lanai (balcony) opens up to a beautiful view of the lush grounds of Kiahuna Plantation,...
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...
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...
3 Bedroom 3 Bathroom Condo with Ocean View
A vacation rental condo located just a stone's throw from Poipu's best attractions, Pili Mai 12B is where your search for the perfect Poipu condo begins and ends. With three bedrooms and three bathrooms, Pili Mai 12B can accommodate up to eight guests. The primary...
Kiahuna 323 - Ohana Garden Retreat - Garden Deluxe View overlooking Moir Cactus Garden
KIAHUNA PLANTATION 323 - OHANA GARDEN RETREAT AT KOLOA KAI VACATION RENTALSSerene Garden Retreat in the Heart of Poipu BeachWelcome to Kiahuna Plantation 323, lovingly known as the Ohana Garden Retreat, where tropical beauty and modern comfort blend seamlessly. This...
NEW! Ocean View, Minutes to Beach - Nihi Kai 806
Experience the epitome of family-friendly vacationing at Nihi Kai 806, just a stone's throw away from the pristine Poipu Beach and Brennecke's Beach. Embark on a leisurely five-minute stroll to indulge in swimming, snorkeling, and boogie boarding or simply bask in the...
Serendipity Kauai: 4BR Garden Paradise - 5 Min Walk to Beach
Welcome to Serendipity Kauai-a fully remodeled 4 bed/3 bath home set in a lush tropical garden. Located on a quiet cul de sac, we are a few steps off the Poipu Kai greenbelt where you can walk to the fabulous surroundings: 5 min. to Shipwreck Beach, 10 min. to Poipu Kai...