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.
Poipu Shores 107A Corner Unit, Oceanfront
Summary:Poipu Shores 107A Short Walk to BeachesThe Space:POIPU SHORES 107A AT KOLOA KAI VACATION RENTALSOceanfront Living at Its BestWelcome to Poipu Shores 107A, a ground-floor, end-unit condo offering unmatched oceanfront views and direct access to the beauty of...
The Home was built in 1935 ( Hawaiian Style) with about 3,000 square feet. That is 4 bedroom 4 bathroom (en-suite) All the furniture and beds are all custom made for the period. The Master bedroom is almost 600 square feet plus a private Lani and living room with a...
2-Level Ocean’s Edge Bliss! Spacious, 2 Lanais, WiFi, modern Kitchen, Flat Screens–Kiahuna 2189
Feel like you own the beach! Pure paradise for families and friends, this spectacular 1,360sf split level villa fringing gorgeous white sand and the Pacific Ocean features communal areas upstairs and bedrooms/bathrooms below. Spend a day exploring Waimea Canyon. Cruise...
Family friendly condo w/ private lanai, shared hot tub & pool - close to beach
Kahala 914Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the Kahala at Poipu Kai resort, your perfect getaway in beautiful Koloa, HI! This charming condo offers a blend...
Poipu Beach front Amazing, Air Conditioned, One Bedroom Get Away
Located in Koloa, this charming air-conditioned condo is a dream. This one-bedroom sanctuary with an amazing lanai, is a one-minute grass-covered walk to the beach. WiFi is provided during your stay. A bedroom featuring a cozy California king bed, ample drawers, and...
Marriott's Waiohai Club Resort + Amenities
We look forward to welcoming you to our Waiohai Beach Club Resort Residences, managed by Marriott and nestled on the golden sands of Kauaʻi’s world-renowned Poʻipū Beach. Immerse yourself in the natural beauty and serenity of Kauaʻi. Whether lounging by the pool,...
2 Lawai Beach Resort, Pool, Beachfront, Balcony!
Your home away from home in Koloa with 2 bedrooms. This fantastic resort features a king bed and a twin bed, plus a cozy living room with a sofa bed for extra guests. Two bathrooms offer both a shower and a bathtub, making it easy to refresh after a day of adventure....
Kaua‘i 2BR Ocean-View Escape – Lanai Living, Full Kitchen & Poipu Beach Nearby
Discover the perfect blend of island comfort and spacious living in this two-bedroom, two-bath villa at The Point at Poipu on Kauaʻi’s sunny south shore. Ideal for families or friends traveling together, the residence includes a master bedroom with a king bed and...
Pili Mai 6J by Gather: Golf View Poipu Condo w/ Lanai, Pool, A/C, Hot Tub & Gym
Modern island living awaits at Pili Mai 6J, a bright and spacious condo overlooking the Kiahuna Golf Course in sunny Poipu. With fairway views, a covered lanai, and refined interiors, this 3-bedroom retreat offers the ease of a vacation condo with the comfort of a...
Tropical Comfort – 1BR Villa with Lanai at Sheraton Kaua‘i Resort
Set along Kaua‘i’s famous sunny South Shore, this 1-Bedroom Villa at Sheraton Kaua‘i Resort offers the perfect mix of island charm and modern comfort. With approximately 550–600 square feet of space, this villa is ideal for couples or small families looking to enjoy...
New Listing - Ocean View 2 Bedroom Prince Kuhio Penthouse with Pool
Welcome to The Poipu Penthouse: a rare top-floor residence at the Prince Kuhio Condominiums and one of only two penthouse units in the entire complex. Villa 402 offers a truly unique stay in Poipu, featuring one of the largest lanais in the area located just outside the...
HGVC Point At Poipu 2 Bed 2 Bath Unit
Beautiful 2BR/2BA Oceanfront Villa at The Point at Poipu – Weekly StaysAloha and welcome! Please read before booking:This is a timeshare resort, and availability changes daily.Do not rely on the calendar.Please click “Ask Owner a Question” to confirm availability before...
Spacious, updated condo close to beaches!
Spacious entertaining on Kauai’s sunny south shore! A two-story end unit with lots of natural light, enjoy an open, airy living space that flows to 3 private lanais for relaxing, adjacent to beautifully landscaped tropical gardens. Walk in minutes to Poipu Beach,...
Honu Kai Villas #2 By Parrish Kauai
Honu Kai Villas is a small boutique resort with only four units located just steps from Brennecke beach and Poipu Beach Park. Enjoy beautiful Kauai sunsets from your oceanfront lanai, almost daily dolphin sightings and refresh after a day in the sun in the private...
VERY SPECIAL Renovated 1 Bdrm Condo - A/C - Oceanview, Athletic Club Access
This stunning, TOTALLY RENOVATED UPSCALE 1 bedroom condo is a step above all other 1 bedroom condos in this resort due to its unique GROUND FLOOR plan. Then, of course there is the VIEW ... There is only 1 other building at the Poipu Sands Resort that is closer to the...
Poipu Kai for family groups! 7 Bedrooms for 16!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This listing is 2 villas just steps apart! So you would get 2 full kitchens, etc... Beautiful 7 bedrooms for 16 in Poipu Kai is located only 250 yards to Brenneckes Beach and 350 yards...
HGVC Point At Poipu 2 Bed 2 Bath Unit
Beautiful 2BR/2BA Villa at The Point at Poipu – Weekly StaysAloha and welcome! Please read before booking:This is a timeshare resort, and availability changes daily.Do not rely on the calendar.Please click “Ask Owner a Question” to confirm availability before sending a...
HGVC Point At Poipu 2 Bed 2 Bath Unit
Beautiful 2BR/2BA Oceanfront Villa at The Point at Poipu – Weekly StaysAloha and welcome! Please read before booking:This is a timeshare resort, and availability changes daily.Do not rely on the calendar.Please click “Ask Owner a Question” to confirm availability before...
Escape to a perfect seaside retreat in Unit #12- unparalleled Beach side access!
Consider this condo your home away from home while you visit Koloa. This adorable one-bedroom retreat features a king bed and a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. Whether you’re curling up with a book or enjoying some quiet...
Ground-floor end unit w/private lanai for morning coffee or evening sunsets.
Discover the beauty of Kiahuna from this lovely 1-bedroom condo. Number 8 is located in phase one- on the Hale-O-I'A beach lawn. The space features a tranquil bedroom with a king bed and a cozy living room that includes a sofa bed, perfect for extra guests. A clean,...
Cozy 1-bedroom condo at perfect Kiahuna beach unit on the water!
Nestled in Kiahuna Plantation Resort, this peaceful condo offers a comfortable retreat for guests seeking a tranquil getaway. The one-bedroom space features a cozy queen bed and a clean bathroom with a refreshing shower. Guests can enjoy the view from the Balcony that...
Discover Paradise at Marriott’s Waiohai Beach Club - 2 Bedroom Island View
Escape the ordinary and embrace the extraordinary at Marriott’s Waiohai Beach Club, where stunning natural beauty and endless fun await. Nestled on the golden shores of Kauai, this two-bedroom villa offers the perfect family getaway, combining all the comforts of home...
Tropical 2BR Partial Ocean View Villa at The Point at Poipu
Discover the beauty of Kauai from this well-appointed two-bedroom partial ocean suite at Hilton Vacation Club The Point at Poipu. Spacious and inviting, it’s perfect for up to six guests seeking a mix of comfort, amenities, and island charm.Your suite includes two...
HGVC Point At Poipu 2 Bed 2 Bath Unit
Hello!PLEASE DO NOT RELY ON CALENDAR FOR AVAILABILITY. THIS IS A TIMESHARERESORT AND THEREFORE DATES COME AND GO EVERY DAY.PLEASE USE "ASK OWNER A QUESTION" BUTTON FIRST TO INQUIRE ABOUT AVAILABILITY. DO NOT SEND A BOOKING REQUEST BEFORE SENDING A MESSAGE TO CONFIRM...
HGVC Point At Poipu 2 Bed 2 Bath Unit
PLEASE DO NOT RELY ON CALENDAR FOR AVAILABILITY! THIS IS A TIMESHARE RESORT AND THEREFORE DATES COME AND GO EVERY DAY.PLEASE USE "ASK OWNER A QUESTION" BUTTON FIRST TO INQUIRE ABOUT AVAILABILITY. DO NOT SEND A BOOKING REQUEST BEFORE CONFIRMING YOUR DESIRED DATES ARE...
Island Escape – 2BR Lockoff Villa at Sheraton Kaua‘i Resort
Enjoy the perfect combination of space and flexibility in this 2-Bedroom Lockoff Villa at Sheraton Kaua‘i Resort, located on the sunny South Shore in Po‘ipū. With about 1,100–1,200 square feet of space, this villa comfortably accommodates up to six guests, making it...
Hale Mahie Nene By Parrish Kauai - Great family home with AC & Pool
Hale Mahie Nene is a refined retreat designed for those seeking tranquility, indulgence, and island elegance. Tucked away at the end of a quiet cul-de-sac and surrounded by the lush fairways of Kiahuna Plantation Golf Course, this private sanctuary offers peaceful...
Makahuena 2305 By Parrish Kauai - Great family space with AC
Located on the southernmost point of Kauai, this unique oceanfront property is situated on the edge of a bluff providing spectacular views of the blue Pacific and the entire Poipu coastline from each unit. Incredible ocean views are the dominant feature of this resort...
Poipu Luxury Oceanfront Condo - Kuhio Shores 413
Welcome to your private oceanfront retreat in Poipu, Kauai — a beautifully refreshed two-bedroom, two-bath condo set directly above the Pacific.Recently introduced under new ownership, this luxury Kauai vacation rental has been thoughtfully redesigned with comfort,...
Tropical Comfort – 1BR Villa with Lanai at Sheraton Kaua‘i Resort
Set along Kaua‘i’s famous sunny South Shore, this 1-Bedroom Villa at Sheraton Kaua‘i Resort offers the perfect mix of island charm and modern comfort. With approximately 550–600 square feet of space, this villa is ideal for couples or small families looking to enjoy...
Koloa Kauai 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance this condo is what Hawaiian living is all about. Stay close to home and play around at...
Luxury Ocean-View 2BR Condo | Walk to Poipu Beach | Sleeps 6
Kahala 321 at Poipu Kai Resort – Spacious Island Retreat Near Poipu BeachesRelax and recharge at Kahala 321, a beautifully appointed condo located within Kauai's sought-after Poipu Kai Resort. Set amid lush tropical landscaping, this inviting island retreat offers the...
Special Lawai Beach Resort- 2 bedroom
Welcome to your tropical sanctuary on Kauai’s sun-drenched South Shore! Located directly across from the world-famous Lawai Beach, our condo at the Lawai Beach Resort offers the perfect blend of island relaxation and unparalleled adventure. Whether you are here to swim...
Hale Laule'a at Kukui'ula by Gather: 5BR Luxury Estate w/ Pool & Views
Set within the prestigious Kukui'ula community in Koloa, Hale Laule'a at Kukui'ula is a contemporary island retreat offering five bedrooms, seven baths, and accommodations for up to 11 guests. Overlooking manicured golf fairways with mountain and ocean views beyond,...
Pili Mai at Poipu #13J By Parrish Kauai - Great family location
Nestled among a championship golf course, Pili Mai is set in an ideal location on the island of Kauai’s south shore in Poipu Beach. This is Kauai's newest resort development and has a choice of two, three, and four bedroom luxury condominiums.This central Poipu location...
Garden-View 2BR at The Point – Bright Poipu Villa with Lanai & Island Comfort
Enjoy a relaxed island retreat in this spacious two-bedroom, two-bath garden-view villa at The Point at Poipu on Kauaʻi’s sunny south shore. Designed for families or groups who want comfort and space, the villa features a master bedroom with a king-size bed and en-suite...
Ho'ona Beach House - Oceanfront Living in the Heart of PoipuHo'ona Beach House offers a rare opportunity to stay directly on the ocean in one of Poipu's most desirable locations. Positioned just 30 feet from the water's edge, this single-level, three-bedroom, three-bath...
Luxury 2-bedroom condo with AC in charming Koloa
Escape to this delightful condo in picturesque Koloa. With two comfortable bedrooms, including a king bed and two twin beds, guests find plenty of space to relax. The two full bathrooms feature refreshing showers and are stocked with all you will need, including a...
Poipu Beach 2 BR/2BA Townhouse A/C ~Lanai w/BBQ
Breezy 2-bedroom, 2-bath Poipu townhouse with air conditioning and a private lanai with BBQ, just minutes from Poipu Beach, snorkeling, dining, and shopping. You will have access to the Poipu Beach Athletic Club. They are a full gym, with pickle ball courts, classes and...
Makahuena 1205 – Fully Renovated Ocean-View Condo with A.C. Throughout
Summary:Fully renovated ocean-view condo at Makahuena in Poipu with sweeping Pacific views from every room. Features split air conditioning throughout, modern interiors, resort pool and hot tub, and walkable access to Poipu Beach, Brennecke’s, Shipwreck’s Beach, and the...
Tropical 2BR Partial Ocean View Villa at The Point at Poipu
Discover the beauty of Kauai from this well-appointed two-bedroom partial ocean suite at Hilton Vacation Club The Point at Poipu. Spacious and inviting, it’s perfect for up to six guests seeking a mix of comfort, amenities, and island charm.Your suite includes two...
Point at Poipu with AC in bedrooms and various resort amenities
Welcome to this gorgeous timeshare in Koloa. This perfect two-bedroom retreat features a queen bed and a two twin bed, plus a cozy living room with a full bed pull out sofa for extra comfort. Guests enjoy two bathrooms, including one with a relaxing jetted bathtub. The...
Kauai Modern Luxury •Near Beach •A/C •Golf Views •WiFi •Huge Kitchen •Sleeps 12
• New Poipū luxury with central A/C• Sunrise/sunset golf views from relaxing lanai• Huge modern fully stocked kitchen + high-end appliances• High end furniture from Restoration hardware• Comfortable mattresses + extra linens if needed• Spacious dining + fast WiFi with...
Spacious Poipu Home with Guest House, Resort-Style Outdoor Living & Pool!
Welcome to an exceptional luxury retreat in the prestigious Poipu Beach Estates, tucked away on a quiet cul-de-sac just minutes from world-class beaches, shopping, and dining. Designed for both relaxation and entertaining, this stunning island retreat offers expansive...
New! Studio Suite with Pool by Beach with AC
Presenting Bird of Paradise Suite! Relax and replenish at this unique and tranquil getaway. Quiet studio retreat with king bed, AC, private lanai and delightful heated saltwater pool. Semi private backyard is shared only with identical sister suite.Conveniently steps...
Kahala 723 “Apana O Lani” – 2 Lanais, King Bed, Island Serenity
Kahala 723 – “Apana O Lani” (Piece of Heaven)Welcome to Kahala 723, affectionately named “Apana O Lani,” meaning “Piece of Heaven.” This beautiful 1,000 sq. ft. condo captures the true spirit of island living — open, airy, and perfectly designed for comfort and...
Kiahuna Plantation Resort 177 Ocean View 1 Bedroom
Relax and take in sweeping ocean and south shore views from this bright, comfortable second-floor end unit. Enjoy cool breezes and the comfort of air conditioning as you unwind after a day exploring Kaua‘i’s beaches and beauty.Unit 177 Ocean View 1 Bedroom 1 Bath•...
Special Lawai Beach Resort- 2 bedroom
Welcome to your tropical sanctuary on Kauai’s sun-drenched South Shore! Located directly across from the world-famous Lawai Beach, our condo at the Lawai Beach Resort offers the perfect blend of island relaxation and unparalleled adventure. Whether you are here to swim...
Kauai Makanui 712 – Spacious 2BR/2BA Island Retreat for Relaxation Now
Welcome to Kauai Makanui 712, a bright and spacious 2-bedroom, 2-bath retreat. Thoughtfully designed for comfort and island living, this home is the perfect base for your Kauai getaway whether you’re here to explore the South Shore or simply relax in paradise.The...
Kaua‘i 2BR Ocean-View Escape – Lanai Living, Full Kitchen & Poipu Beach Nearby
Discover the perfect blend of island comfort and spacious living in this two-bedroom, two-bath villa at The Point at Poipu on Kauaʻi’s sunny south shore. Ideal for families or friends traveling together, the residence includes a master bedroom with a king bed and...