Poipu Kauai Beachfront Penthouse Ready to Rent -near Hyatt- AC in Bedroom, WIFIFrom $599/night · Sleeps 2
Old Koloa and Poipu Rentals
Koloa Vacation Rentals
Koloa Vacation Rentals – Historic Charm Meets Island Luxury
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 stay 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 right 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.
Rental Listings
Koloa Vacation Rentals Listings
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Koloa Vacation Rentals Map
Poipu Kauai Beachfront Penthouse Ready to Rent -near Hyatt- AC in Bedroom, WIFIFrom $599/night · Sleeps 2
Poipu Oceanfront Dream Getaway at Kuhio Shores! 30 feet from the waters edge!!!From $345/night · Sleeps 2
Oceanfront Condo with Stunning Views & ACFrom $446/night · Sleeps 6
Poipu Kapili 29-Great Price-Amazing Ocean View-Walk to BeachFrom $325/night · Sleeps 2
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shopsFrom $1,626/night · Sleeps 14
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6From $250/night · Sleeps 6
Kiahuna Condo Unit 155 - A/C Living Room & Bed Room, Private, Perfect LocationFrom $335/night · Sleeps 4
Pomaika'i: New Poipu Villa w/Pool+Spa Near BeachFrom $850/night · Sleeps 10
Poipu Pili Mai 9B, Flexible Cancellation, 4 bdrm, AC, Sunset/ Golf Course ViewFrom $695/night · Sleeps 8
Private Ocean View Main House + Extra Suite, 5 MIN Walk to Poipu Beach, A/CFrom $848/night · Sleeps 9
Wainani "Heated Pool, Hot Tub, Game Room & A/C"From $873/night · Sleeps 8
Hale Konani, ground flr end unit with AC, golf & ocean views, 9M Pili Mai, PoipuFrom $521/night · Sleeps 6
Absolutely Stunning Oceanfront Condo!From $479/night · Sleeps 4
14 Beds / 9 Bath / Central AC / Luxuriously Spacious / Accommodates 28!From $2,900/night · Sleeps 28
SPECTACULAR OCEANFRONT PENTHOUSE-Air Conditioned 3 Bedroom/3 Bathroom, Full GymFrom $729/night · Sleeps 6
Pili Mai 14D, 3 Bdrm, 3 Bath, AC, main floorFrom $499/night · Sleeps 8
Sansei Hale, Overlooks Waikomo Stream, Ocean viewFrom $594/night · Sleeps 6
Luxury Condo at Whalers Cove (Unit 135)From $728/night · Sleeps 4
Hale Kai - Best Value Beachfront Home Steps from BeachFrom $925/night · Sleeps 4
Kuhio Shores designer 2br oceanfront condo w/ ACFrom $475/night · Sleeps 4
Poipu Shores 102A Shorebreak Lanai, Ground Floor Unit, w/ACFrom $604/night · Sleeps 6
Poipu Sands 513 - Ocean Front with Awesome View of BeachFrom $453/night · Sleeps 4
Lei Hali'a - Steps Away from Poipu Beach with A/C!From $550/night · Sleeps 5
Poipu Kapili 46 - Fabulous Ocean Views - Whole Unit AC - Walk to BEACH/ ShoppingFrom $404/night · Sleeps 4
Large beautiful home with air conditioning! Walk to Beaches, Resort PoolFrom $797/night · Sleeps 8
Hale Honu | Private Oceanfront Retreat with Turtle & Bay ViewsFrom $799/night · Sleeps 5
Boutique Condo with Contemporary Art: Steps from Scenic Poipu Beach Trail.From $292/night · Sleeps 8
Nihi Kai 802 Sunset Spectacular, Ocean Views, w/ACFrom $334/night · Sleeps 4
Hale Makani Nui: Sea-View Hilltop Villa Near BeachesFrom $650/night · Sleeps 8
Hale Leimomi: Luxurious Comfort + Pool + Views!From $1,407/night · Sleeps 12
Hale Kupa'a: Charming Island Villa w/ Beach NearbyFrom $614/night · Sleeps 8
Luxury condo with central A/C and golf and ocean viewsFrom $475/night · Sleeps 6
Newly remodeled with AC, gorgeous ground floor condo 87, 3 min walk to beachFrom $301/night · Sleeps 4
From $599/night
Poipu Kauai Beachfront Penthouse Ready to Rent -near Hyatt- AC in Bedroom, WIFI
Koloa, Hawaii
★★★★★ 10.0/10 · 91 reviews
This condominium was NOT damaged by Sep 7-8 storm.Our luxury 1-bd 2-ba Shipwrecks Beach Penthouse, with heated resort pool, is meticulously cleaned,...
From $345/night
Poipu Oceanfront Dream Getaway at Kuhio Shores! 30 feet from the waters edge!!!
Koloa, Hawaii
★★★★★ 10.0/10 · 89 reviews
Hawaii Tax ID# TA-034-303-5904-01 and GE-034-303-5904-01New! Air Conditioning!Thirty feet from the waters edge, our spectacular oceanfront, ground...
From $446/night
Oceanfront Condo with Stunning Views & AC
Koloa, Hawaii
★★★★★ 10.0/10 · 89 reviews
Unobstructed knockout views! Imagine yourself in this gorgeous location with amazing front row seats, 30 feet to the Pacific Ocean. Whales, turtles...
From $325/night
Poipu Kapili 29-Great Price-Amazing Ocean View-Walk to Beach
Koloa, Hawaii
★★★★★ 10.0/10 · 87 reviews
Enjoy your stay in paradise in the comfort of our spacious, ground floor contemporary, island-style 1 bedroom, 2 bath condo. Whether you’re in the...
From $1,626/night
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops
Koloa, Hawaii
★★★★★ 10.0/10 · 85 reviews
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...
From $250/night
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
Koloa, Hawaii
★★★★★ 10.0/10 · 84 reviews
--- Pili Mai was not damaged by Hurricane Lowell--- FAMILY FUN at Pili Mai, 2br + Game room (bumper pool, poker table, classic video game console,...
From $335/night
Kiahuna Condo Unit 155 - A/C Living Room & Bed Room, Private, Perfect Location
Koloa, Hawaii
★★★★★ 10.0/10 · 83 reviews
Kiahuna Plantation Resort, on Poipu Beach, is one of the most popular destinations on Kauai. The property offers 35 acres of tropical gardens, lawns,...
From $850/night
Pomaika'i: New Poipu Villa w/Pool+Spa Near Beach
Koloa, Hawaii
★★★★★ 10.0/10 · 83 reviews
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...
From $695/night
Poipu Pili Mai 9B, Flexible Cancellation, 4 bdrm, AC, Sunset/ Golf Course View
Koloa, Hawaii
★★★★★ 10.0/10 · 82 reviews
This is a 3 story building with our 2 story unit located on second and third floors with entry to condo up a flight of stairs. We have four bedrooms,...
From $848/night
Private Ocean View Main House + Extra Suite, 5 MIN Walk to Poipu Beach, A/C
Koloa, Hawaii
★★★★★ 10.0/10 · 79 reviews
Enjoy A/C throughout the entire house. Our newly remodeled 1920's Hawaiian owned and built by my great grandparents, was originally the first house...
From $873/night
Wainani "Heated Pool, Hot Tub, Game Room & A/C"
Koloa, Hawaii
★★★★★ 10.0/10 · 78 reviews
Located in a cul-de-sac in the Wainani neighborhood in sunny Poipu, this spacious 4-bedroom, 4.5-bath home overlooks the 4th fairway of Kiahuna Golf...
From $521/night
Hale Konani, ground flr end unit with AC, golf & ocean views, 9M Pili Mai, Poipu
Koloa, Hawaii
★★★★★ 10.0/10 · 74 reviews
A stay at Hale Konani in the Pili Mai resort community has everything you need for the perfect Hawaiian vacation. This exceptional well-appointed...
From $479/night
Absolutely Stunning Oceanfront Condo!
Koloa, Hawaii
★★★★★ 10.0/10 · 72 reviews
It’s private and quiet. This is your perfect Hawaiian getaway! Wake up with this stunning view of the Pacific and fall asleep serenaded by the melody...
From $2,900/night
14 Beds / 9 Bath / Central AC / Luxuriously Spacious / Accommodates 28!
Koloa, Hawaii
★★★★★ 10.0/10 · 72 reviews
NEW LISTING! 3 Separate Condos in the same building - On the 2nd & 3rd floor of a 3 story building. 1-5 Bedroom (3 Kings, 3 Queens) 3 Bath Sleeps 12...
From $729/night
SPECTACULAR OCEANFRONT PENTHOUSE-Air Conditioned 3 Bedroom/3 Bathroom, Full Gym
Koloa, Hawaii
★★★★★ 10.0/10 · 71 reviews
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...
From $499/night
Pili Mai 14D, 3 Bdrm, 3 Bath, AC, main floor
Koloa, Hawaii
★★★★★ 10.0/10 · 70 reviews
Luxury Condo. Main floor, one level condo. 3 bedroom, 3 Bath, Sleeps 8. Central A/C. Granite countertops, bamboo and travertine flooring, stainless...
From $594/night
Sansei Hale, Overlooks Waikomo Stream, Ocean view
Koloa, Hawaii
★★★★★ 10.0/10 · 70 reviews
Sansei Hale (Third Generation House) is a luxury Hawaiiana vacation home. It overlooks the beautiful and private Waikomo Stream as it meets the ocean...
From $728/night
Luxury Condo at Whalers Cove (Unit 135)
Koloa, Hawaii
★★★★★ 10.0/10 · 69 reviews
Luxury waterfront Condo with fantastic view! Unit 135 at Whalers Cove is a waterfront condo. Elegant furnishings and great amenities throughout add...
From $925/night
Hale Kai - Best Value Beachfront Home Steps from Beach
Koloa, Hawaii
★★★★★ 10.0/10 · 69 reviews
Youtube Video Presentation: https://youtu.be/-c1tR8mMI1gHale Kai in Hawaiian means “ocean house” as there are spectacular views of the coastline and...
From $475/night
Kuhio Shores designer 2br oceanfront condo w/ AC
Koloa, Hawaii
★★★★★ 10.0/10 · 67 reviews
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...
From $604/night
Poipu Shores 102A Shorebreak Lanai, Ground Floor Unit, w/AC
Koloa, Hawaii
★★★★★ 10.0/10 · 65 reviews
Summary:Poipu: Poipu Shores 102A - Amazing Views, Ground Floor, Air Conditioning, 2 bedroom, 2 bath, Sleeps 6, Full Kitchen, Ocean Front, Pool,...
From $453/night
Poipu Sands 513 - Ocean Front with Awesome View of Beach
Koloa, Hawaii
★★★★★ 10.0/10 · 64 reviews
Summary:True oceanfront ground-floor retreat with unobstructed views of Shipwreck Beach and the Pacific. Poipu Sands 513 offers a private lanai,...
From $550/night
Lei Hali'a - Steps Away from Poipu Beach with A/C!
Koloa, Hawaii
★★★★★ 10.0/10 · 64 reviews
Located just steps away from the world famous Poipu Beach and Brennecke’s Beach on Kauai’s sunny South Shore, Lei Hali’a is ready to help you create...
From $404/night
Poipu Kapili 46 - Fabulous Ocean Views - Whole Unit AC - Walk to BEACH/ Shopping
Koloa, Hawaii
★★★★★ 10.0/10 · 63 reviews
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...
From $797/night
Large beautiful home with air conditioning! Walk to Beaches, Resort Pool
Koloa, Hawaii
★★★★★ 10.0/10 · 63 reviews
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...
From $799/night
Hale Honu | Private Oceanfront Retreat with Turtle & Bay Views
Koloa, Hawaii
★★★★★ 10.0/10 · 63 reviews
Hale Honu is an oceanfront retreat perched above historic Koloa Landing, offering spectacular bay and ocean views on Kauai's sunny South Shore. This...
From $292/night
Boutique Condo with Contemporary Art: Steps from Scenic Poipu Beach Trail.
Koloa, Hawaii
★★★★★ 10.0/10 · 62 reviews
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...
From $334/night
Nihi Kai 802 Sunset Spectacular, Ocean Views, w/AC
Koloa, Hawaii
★★★★★ 10.0/10 · 62 reviews
Summary:Enjoy spectacular sunsets and sweeping ocean views at Nihi Kai 802, a beautifully remodeled 2BR/2BA condo with full A/C. Located just a short...
From $650/night
Hale Makani Nui: Sea-View Hilltop Villa Near Beaches
Koloa, Hawaii
★★★★★ 10.0/10 · 62 reviews
This lovely hilltop villa, Hale Makani Nui, or House of Strong Wind, is delightfully elevated, in every sense of the word. Its picturesque placement...
From $1,407/night
Hale Leimomi: Luxurious Comfort + Pool + Views!
Koloa, Hawaii
★★★★★ 10.0/10 · 62 reviews
In this sparkling new villa, laid-back comfort harmonizes—beautifully—with the ultimate in luxurious appointments & upscale amenities....
From $614/night
Hale Kupa'a: Charming Island Villa w/ Beach Nearby
Koloa, Hawaii
★★★★★ 10.0/10 · 61 reviews
Hale Kupa'a—this delightfully situated house on Poipu Kai’s scenic, super-convenient Green Belt walkway—was completely remodeled in summer 2021, and...
From $475/night
Luxury condo with central A/C and golf and ocean views
Koloa, Hawaii
★★★★★ 10.0/10 · 60 reviews
Come and discover our beautiful new condo on the 9th fairway of the Kiahuna Golf course. Our brand new condo is set in the perfect location to see...
From $301/night
Newly remodeled with AC, gorgeous ground floor condo 87, 3 min walk to beach
Koloa, Hawaii
★★★★★ 10.0/10 · 59 reviews
Newest addition to our Kiahuna Plantation condos! We just purchased and started renting condo #87. For reviews, please look up our other units - VRBO...