Poipu Sands 437: Updated Spacious 2BR Ocean View Condo, A/C, pool, tennis, beachFrom $425/night · Sleeps 6
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 Sands 437: Updated Spacious 2BR Ocean View Condo, A/C, pool, tennis, beachFrom $425/night · Sleeps 6
Makahuena 1202. Partial Ocean View, 2 bed, 2 bath with AC. Poipu.From $360/night · Sleeps 6
Hawaiian Chic Crater Retreat-Private crater oasis with a serene pool, near beachFrom $383/night · Sleeps 6
Hale Wai'olu by Alekona Kauai: Luxury 3br ocean view home in Kukuiula, AC, private pool, fire pitFrom $978/night · Sleeps 8
Quiet Kiahuna plantation #88, New Remodel with ACFrom $280/night · Sleeps 4
Summer Deal Poipu Villa Near Beach with Resort Pool and Hot TubFrom $292/night · Sleeps 6
Poipu Oasis - Poipu Vacation Home with PoolFrom $1,465/night · Sleeps 10
Beautiful Poipu AC, Walk to Beach, Pool and Tennis KP117From $227/night · Sleeps 4
Pili Mai 6K: Beautiful Oceanview Condo w/Shared Pool, Spa & ACFrom $363/night · Sleeps 6
Hale Malanai*Stairway to Heaven*Huge Views*Steps to Baby BeachFrom $525/night · Sleeps 6
Poipu Kapili 1 by Alekona Kauai: Oceanfront Corner Villa w/ Air ConditioningFrom $527/night · Sleeps 4
Watch the whales and spectacular sunset views from your balcony!!From $284/night · Sleeps 4
Breathtaking Ocean View Condo w/ new furnishings - Poipu Kapili #30From $525/night · Sleeps 4
Pinnacle at Poipu - Luxury Estate w/ Ocean Views and Salt Water Oasis Pool!From $1,106/night · Sleeps 14
Hale Aouli by Alekona Kauai: 5 Bed 3 Bath Home in Poipu KaiFrom $778/night · Sleeps 12
Stunning Oceanfront Views, 2+bedrms, Beautifully Renovated Condo In Poipu, KauaiFrom $351/night · Sleeps 6
OCEANFRONT Poipu Studio - Honeymoon, AC, View Turtles from Lanai, Access to GymFrom $383/night · Sleeps 2
Hale Lo'i House: Luxury + comfort in sunny Poipu!From $744/night · Sleeps 8
Hale Ho'ouluulu – Luxury Poipu Villa with Infinity Pool & Ocean ViewFrom $2,101/night · Sleeps 12
Ocean View - 2 Bedroom - Marriott's Waiohai Beach Club - Full Resort AccessFrom $3,811/night · Sleeps 8
5 Beds Downstairs Corner Unit with AC, 3 Pools, 6 minutes to Beaches, Beach CartFrom $349/night · Sleeps 8
Gorgeous Kiahuna unit - fully remodeled Fall 2022!!From $580/night · Sleeps 6
Halana Maile - Ocean Views, A/C, Beautifully Furnished Halana Maile Sleeps 8, 3200 sq. ftFrom $765/night · Sleeps 8
Sunny Side Waves-Beachfront Property-Ground Floor, Corner Unit-Sleeps 5-RemodelFrom $289/night · Sleeps 4
Ocean View Poipu Sands Condo in sunny PoipuFrom $399/night · Sleeps 4
Leipiha ke Aloha - Steps Away from Poipu Beach with A/CFrom $725/night · Sleeps 5
Poipu Beach Making Memories, 2-Bedroom, AC, Pool & Walk to the Beach, Kauai, HIFrom $314/night · Sleeps 6
Poipu Retreat: 3BR with Ocean & Golf Views, Lanai Sunsets, Pool & Central A/CFrom $381/night · Sleeps 6
New Listing! Luxurious 4BR/3BA House with ACFrom $440/night · Sleeps 10
Renee's Poipu Paradise! Oceanfront Views & A/C!From $482/night · Sleeps 4
Hale Ohana Hau'oli - Charming Kukui'ula Villa with Geometric Pool + Spa!From $1,439/night · Sleeps 9
Tiki Villa Poipu • 5Bd • Pool & AC • Sleeps 16+From $1,490/night · Sleeps 20
*NEW Poipu 2BR Retreat|Pool|AC & Athletic ClubFrom $223/night · Sleeps 5
From $425/night
Poipu Sands 437: Updated Spacious 2BR Ocean View Condo, A/C, pool, tennis, beach
Koloa, Hawaii
★★★★★ 10.0/10 · 39 reviews
*** No Hurricane Damage*** Property fully operational and rates are discounted for people currently on island. ***Welcome to Poipu Sands 437! This...
From $360/night
Makahuena 1202. Partial Ocean View, 2 bed, 2 bath with AC. Poipu.
Koloa, Hawaii
★★★★★ 10.0/10 · 38 reviews
Located on the southern most point of Kauai, right between Poipu Beach State Park and Shipwreck Beach. Partial ocean view. Nicely remodeled 2...
From $383/night
Hawaiian Chic Crater Retreat-Private crater oasis with a serene pool, near beach
Koloa, Hawaii
★★★★★ 10.0/10 · 38 reviews
Skip the crowded resorts and experience why we are a "Guest Favorite" in Poipu and the island of Kauai.Hawaiian Chic Crater Retreat is a private...
From $978/night
Hale Wai'olu by Alekona Kauai: Luxury 3br ocean view home in Kukuiula, AC, private pool, fire pit
Koloa, Hawaii
★★★★★ 10.0/10 · 38 reviews
Kukuiula Vacation Rental #39 is a beautifully appointed 3-bedroom, 3.5-bath luxury retreat in Poipu's exclusive Kukuiula community, offering ocean...
From $280/night
Quiet Kiahuna plantation #88, New Remodel with AC
Koloa, Hawaii
★★★★★ 10.0/10 · 36 reviews
Kiahuna plantation unit 88 in Building 16.You are very short walk away from a beach, actually 200 steps.Unit is on ground floor. Poipu beach is very...
From $292/night
Summer Deal Poipu Villa Near Beach with Resort Pool and Hot Tub
Koloa, Hawaii
★★★★★ 10.0/10 · 36 reviews
The Resort:Pili Mai was built in 2019 and features plantation-style design, cobblestone drives, tropical gardens, a large swimming pool, a children's...
From $1,465/night
Poipu Oasis - Poipu Vacation Home with Pool
Koloa, Hawaii
★★★★★ 10.0/10 · 36 reviews
Poipu Oasis is a custom-designed 4-bedroom vacation home with ocean views and a private pool, just steps from Poipu Beach Park on Kauai's sunny south...
From $227/night
Beautiful Poipu AC, Walk to Beach, Pool and Tennis KP117
Koloa, Hawaii
★★★★★ 10.0/10 · 35 reviews
PROPERTY DESCRIPTIONWelcome to Sunny Poipu Beach! This newly remodeled Kiahuna Plantation leaves nothing to be desired! Relax on your private lanai...
From $363/night
Pili Mai 6K: Beautiful Oceanview Condo w/Shared Pool, Spa & AC
Koloa, Hawaii
★★★★★ 10.0/10 · 35 reviews
Experience the beauty of Kauai’s South Shore at Pili Mai 6K by Gather, a single-story second-floor condo overlooking the scenic Kiahuna Golf Course...
From $525/night
Hale Malanai*Stairway to Heaven*Huge Views*Steps to Baby Beach
Koloa, Hawaii
★★★★★ 10.0/10 · 35 reviews
YouTube Video Presentation - https://youtu.be/p-Z6fAoScHQYou walk up the staircase and are immediately pulled by the huge ocean view onto the lanai....
From $527/night
Poipu Kapili 1 by Alekona Kauai: Oceanfront Corner Villa w/ Air Conditioning
Koloa, Hawaii
★★★★★ 10.0/10 · 35 reviews
Unparalleled oceanfront views make Unit 1, a highly sought after corner unit, at Poipu Kapili the ideal vacation rental for your dream Kauai...
From $284/night
Watch the whales and spectacular sunset views from your balcony!!
Koloa, Hawaii
★★★★★ 10.0/10 · 34 reviews
.This oceanfront resort in Poipu Beach Kauai, features amazing close views of the ocean, you are less than 100 yards from the ocean and less than a 5...
From $525/night
Breathtaking Ocean View Condo w/ new furnishings - Poipu Kapili #30
Koloa, Hawaii
★★★★★ 10.0/10 · 34 reviews
HURRICANE LOWELL UPDATE 9/19/26 - The complex and the unit did not experience damage. Local restaurants have reopened and nearby beaches are...
From $1,106/night
Pinnacle at Poipu - Luxury Estate w/ Ocean Views and Salt Water Oasis Pool!
Koloa, Hawaii
★★★★★ 10.0/10 · 34 reviews
Summary:Introducing the Pinnacle of Poipu: A Magical and Exquisite Getaway on the Garden Isle. Elevate your vacation experience at this exclusive...
From $778/night
Hale Aouli by Alekona Kauai: 5 Bed 3 Bath Home in Poipu Kai
Koloa, Hawaii
★★★★★ 10.0/10 · 33 reviews
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 $351/night
Stunning Oceanfront Views, 2+bedrms, Beautifully Renovated Condo In Poipu, Kauai
Koloa, Hawaii
★★★★★ 10.0/10 · 32 reviews
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...
From $383/night
OCEANFRONT Poipu Studio - Honeymoon, AC, View Turtles from Lanai, Access to Gym
Koloa, Hawaii
★★★★★ 10.0/10 · 32 reviews
Our home was NOT damaged by Sep 7-8 storm.Perfect for Honeymoons: Soothing sound of the surfComfortable king bed with fine linensLanai overlooks a...
From $744/night
Hale Lo'i House: Luxury + comfort in sunny Poipu!
Koloa, Hawaii
★★★★★ 10.0/10 · 31 reviews
Hale Lo'i House is a bright 4-bedroom home in a quiet upscale neighborhood, just a short walk to Poipu beaches and The Shops at Kukui'ula. Designed...
From $2,101/night
Hale Ho'ouluulu – Luxury Poipu Villa with Infinity Pool & Ocean View
Koloa, Hawaii
★★★★★ 10.0/10 · 31 reviews
Hale Ho'ouluulu is a luxury 5-bedroom villa in the prestigious Kukui'ula community on Kauai's South Shore, offering panoramic ocean, orchard, and...
From $3,811/night
Ocean View - 2 Bedroom - Marriott's Waiohai Beach Club - Full Resort Access
Koloa, Hawaii
★★★★★ 10.0/10 · 31 reviews
Discover effortless oceanfront luxury at Marriott’s Waiohai Beach Club, an exclusive beachfront retreat perfectly positioned on the golden sands of...
From $349/night
5 Beds Downstairs Corner Unit with AC, 3 Pools, 6 minutes to Beaches, Beach Cart
Koloa, Hawaii
★★★★★ 10.0/10 · 30 reviews
Ideal downstairs corner location on greenbelt in preferred Regency Building 5 and adjacent to beach trail. Enjoy pleasant trade winds in this light &...
From $580/night
Gorgeous Kiahuna unit - fully remodeled Fall 2022!!
Koloa, Hawaii
★★★★★ 10.0/10 · 28 reviews
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...
From $765/night
Halana Maile - Ocean Views, A/C, Beautifully Furnished Halana Maile Sleeps 8, 3200 sq. ft
Koloa, Hawaii
★★★★★ 10.0/10 · 27 reviews
Summary:Elegant ocean-view home with A/C, 3 bedrooms and spacious living areas, sleeping up to 8 guests. Perched along Poipu’s crater ridge with...
From $289/night
Sunny Side Waves-Beachfront Property-Ground Floor, Corner Unit-Sleeps 5-Remodel
Koloa, Hawaii
★★★★★ 10.0/10 · 26 reviews
PLEASE NOTE: The Poipu Athletic Club’s Pool will be CLOSED from 9/9/26-10/15/26. All other club amenities and the Cabana Bar and Grill will remain...
From $399/night
Ocean View Poipu Sands Condo in sunny Poipu
Koloa, Hawaii
★★★★★ 10.0/10 · 26 reviews
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...
From $725/night
Leipiha ke Aloha - Steps Away from Poipu Beach with A/C
Koloa, Hawaii
★★★★★ 10.0/10 · 26 reviews
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...
From $314/night
Poipu Beach Making Memories, 2-Bedroom, AC, Pool & Walk to the Beach, Kauai, HI
Koloa, Hawaii
★★★★★ 10.0/10 · 25 reviews
Experience Poipu Beach and make memories at this 2-bedroom condo at Kahala in the Poipu Kai Resort. From the moment you enter this ground floor-end...
From $381/night
Poipu Retreat: 3BR with Ocean & Golf Views, Lanai Sunsets, Pool & Central A/C
Koloa, Hawaii
★★★★★ 10.0/10 · 25 reviews
Welcome to Pili Mai 8C – Your Private Poipu Retreat.Perched on the edge of the scenic Kiahuna Golf Course, Pili Mai 8C is a three-bedroom, three-bath...
From $440/night
New Listing! Luxurious 4BR/3BA House with AC
Koloa, Hawaii
★★★★★ 10.0/10 · 25 reviews
Discover Elegance at Poipu: The Leilani House hosted by BlueTideVillasWelcome to The Leilani House, a 2,100-square-foot home on a private 1/2 acre...
From $482/night
Renee's Poipu Paradise! Oceanfront Views & A/C!
Koloa, Hawaii
★★★★★ 10.0/10 · 25 reviews
SPECTACULAR Oceanfront Views and A/C! Enjoy the sunrise, turtles and whales in season directly off your private lanai! Kauai's best snorkeling? A 5...
From $1,439/night
Hale Ohana Hau'oli - Charming Kukui'ula Villa with Geometric Pool + Spa!
Koloa, Hawaii
★★★★★ 10.0/10 · 25 reviews
Hale Ohana Hau'oli is a luxurious 4-bedroom villa in the Kukui'ula neighborhood of Kauai's south shore. Just a short walk from white-sand beaches,...
From $1,490/night
Tiki Villa Poipu • 5Bd • Pool & AC • Sleeps 16+
Koloa, Hawaii
★★★★★ 10.0/10 · 25 reviews
Aloha, Welcome to Tiki Villa!This centrally located Poipu villa features 5 bedrooms, 3.5 bathrooms, AC, and a private pool - perfect for exploring...
From $223/night
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Koloa, Hawaii
★★★★★ 10.0/10 · 23 reviews
Discover luxury in the serene Poipu Beach Estates with our charming 2br/1ba cottage. Enjoy farmhouse-inspired design, full kitchen with KitchenAid...