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.

List
Map

Pali Nui – Gorgeous New Kukui'ula Villa

Jaw-dropping, breathtaking, spectacular: sometimes even the highest superlatives can seem like low-key understatement. Pali Nui—this uniquely gorgeous new Kukui'ula villa—is distinctively designed and stylishly curated, with artful décor, tropical allure, and...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

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...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Oceanfront Corner Villa w/ Air Conditioning

Unparalleled oceanfront views make Unit 1, a highly sought after corner unit, at Poipu Kapili the ideal vacation rental for your dream Kauai vacation. Poipu Kapili is a boutique luxury complex in the heart of Poipu, just minutes from many popular beaches for snorkeling,...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

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,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Hale Imaka - 4 Bedroom/3 Bath with Air Conditioning

HALE IMAKA AT KOLOA KAI VACATION RENTALSSpacious Retreat Near Poipu's Best AttractionsWelcome to Hale Imaka, the ideal getaway for families and groups seeking comfort, convenience, and the best of Poipu. This spacious 4-bedroom, 3-bathroom home offers privacy, modern...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

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...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 16
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

Hale Pohaku Kai: Poipu Seaside Stunner

Hale Pohaku Kai is a paradise of paradoxes: elegantly furnished, yet casually comfortable; spacious & airy yet cozy, too; wonderfully private, but with Poipu’s world-class sandy beaches, parks, restaurants, shopping & lively local events only a few minutes away. The...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

UNIT #111 ~ Deluxe Garden View ~ WASHER & DRYER ~ Ground Floor Unit ~

Aloha,Welcome to UNIT #111 (Building 18) 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 in the bedroom...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

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....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Koloa, Hawaii

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...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Koloa, Hawaii

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...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6

FAMILY FUN at Pili Mai, 2br + Game room (bumper pool, poker table, classic video game console, board games, piano, masks and snorkels, beach chairs, croquet, and small yard for the kids to play) 2.5 bath, sleeps 6, no stairs, back yard lawn. Condo is located near the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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....

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Koloa, Hawaii

SPECTACULAR SHIPWRECK VIEWS, SHORT WALK TO POIPU BEACHES, POIPU SANDS CONDO

THE BEST DESCRIPTIONS OF OUR CONDO COME FROM OUR GUESTS - PLEASE READ THEIR REVIEWS. With spectacular views, our condo is superbly located within the elegant, serene and spacious Poipu Sands, which enjoys the distinction as Poipu's premier condo resort development for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

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,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Garden Paradise w/5 min walk to beach-4bed/3bath recently remodeled

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...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

Kiahuna Plantation partial oceanview,top floor,4 min walk to beach, pool,gym,+AC

Welcome to the famed Kiahuna Plantation Resort, located on the very desirable Poipu Beach. The Kiahuna sits on 35 acres of lush, tropical gardens, with orchids and lily ponds and boasts an expansive beachfront lawn surrounded by palm trees. The beach is a short stroll...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

Waikomo 321 by Destination Kauai - A/C

E komo mai, welcome to Waikomo Stream Villas 321!This 1-bd/1-ba condo is on the second floor with landscaped views in the heart of sunny Poipu, minutes walk to nearby Kukui'ula Shopping Village. Explore the tranquil grounds to see the koi pond and greenery. Soak in the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Koloa, Hawaii

Crater 26 by Destination Kauai - Close to Poipu Beach

E Komo Mai – Welcome to Crater 26!Your peaceful retreat in sunny Poipu starts here.Enjoy garden views, open-concept living, and a private covered lanai — ideal for morning coffee or evening relaxation. The fully equipped kitchen features granite countertops and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

Milo Hae Hale welcomes you to Beautiful island of Kauai!

Beautiful Kiahuna Golf Village 3 Bedroom Home with Ocean Views *Fully Furnished* - Enjoy the serenity and privacy of the Milo Hae Hale. This beautiful 3 bed 3 bath home features privacy and comfort nestled within the exclusive Kiahuna Golf Village community on Kauai's...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Waikomo Stream Villas 332 - 2bed/2bath Air Conditioned, Club Membership

WAIKOMO STREAMS 332 AT KOLOA KAI VACATION RENTALSTropical Elegance with Distant Ocean ViewsWelcome to Waikomo Stream Villas 332, a beautifully designed two-bedroom, two-bath condo nestled in the heart of Poipu. With air conditioning in the downstairs bedroom and living...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Hale Ohana - Beachfront Premier Home with Privacy and Direct Beach Access!

Welcome to Hale Ohana, one of the historic Smith-Waterhouse Beach Homes, offering an idyllic beachfront retreat on a property passed down through the family since 1850. This serene home combines modern comforts with a rich family legacy, providing the perfect setting...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

Hale Lani - Custom Built Ocean view Home on Golf Course with A/C

Located on the first fairway of the Kiahuna Golf Course, Hale Lani offers distant ocean views as well as the tranquility of Kauai mountain vistas. Custom built, this rich home features Honduran mahogany floors, floor to ceiling windows, cathedral ceilings, A/C in all of...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 9
📍 Koloa, Hawaii

Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!

The Villas at Poipu Kai is the newest and most luxurious development within Poipu Kai Resort, located on the sunny south shore of Kauai! Unit C110 is a 3 bedroom 3 bathroom ground level luxury villa, boasting over 1,600 square feet of living space and a large lanai...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Hale Loke Cottage, 2 Masters, A/C, Use Of Resort Pool & Spa. Steps To Beaches

Hale Loke is a beautifully furnished and appointed single story detached cottage (no neighbors above or below). Hale Loke has two air-conditioned master bedroom suites and an a/c in the kitchen/living/dining area. The backyard has a BBQ grill, dining table, mountain...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

Kauai Love-Family Home 4B/2.5B, A/C, Greenbelt Access to 2 Beaches!

A spacious, open plan family home on the Poipu Kai Greenbelt that has 4 bedrooms and 2.5 bathrooms. Relax in the house at the large, beautiful, wood dining room table or on the big comfy couches. BBQ a great meal or use the well appointed kitchen and eat it on the...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Prime Poipu Location Home - Air Conditioning, Well-Stocked Kitchen, near Hyatt

Our spacious garden view 4 bedroom 3 bath Poipu Garden Villa with its private tropical landscaped yard, is one of the exclusive Lanai Villa private homes of Poipu Kai. Our Villa guests have access to the Poipu Kai Swim and Tennis Club and you will find the key fob and...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

Showing 10 of 18 pages.