Poipu Vacation Rentals – Oceanfront Escapes on Kauai's Sunny South Shore

Poipu vacation rentals on Kauai's sunny South Shore include oceanfront condos, resort villas, and tropical homes near beaches, golf, and cultural attractions.

Browse Poipu Vacation Rentals by condo/hotel name:

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Makahuena 1202. Partial Ocean View, 2 bed, 2 bath with AC. Poipu.

Reviews (30)

Located on the southern most point of Kauai, right between Poipu Beach State Park and Shipwreck Beach. Partial ocean view. Nicely remodeled 2 bedroom, 2 bath condo with Lanai. Master bedroom has a king bed, 2nd bedroom has 2 twin beds that can be moved together for a...

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

Poipu Luxury Farmhouse: NEW Estate with Access to Pool & Pickleball

Reviews (6)

Welcome to our Luxury Farmhouse, perfect for large groups or families. Just a half mile from the beach, this property features 5 bedrooms, 4 baths, 2 family rooms, and 1.5 kitchens. Enjoy open shared spaces, private lanais, well-equipped kitchens, spacious baths, A/C...

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

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

Reviews (22)

Discover luxury in the serene Poipu Beach Estates with our charming 2br/1ba cottage. Enjoy farmhouse-inspired design, full kitchen with KitchenAid appliances, and quartz countertops. Relax in A/C-cooled bedrooms or on the lanai. Exclusive access to Poipu Beach Athletic...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Koloa, Hawaii

Easy walk to beach! Spacious Patio, Covered Lanai, Shared Pool, Gym

Reviews (29)

Minutes from the beach! Paradise awaits. Immerse yourself in the breezy and tropical feel of our condo with all the amenities at your convenience!Hosted by LoveRentals and locally managed by Lauren and Peter. This luxurious rental villa features three bedrooms, a...

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

Kukui'ula Country Club Villa with Private Pool

Reviews (12)

Welcome! We hope you enjoy a fabulous stay with us in this picturesque Hawaiian home! Managed by LoveRentals and your on-site host, Lauren. Featuring some of the most luxurious amenities and features possible, this exclusive home in Kukuiula Country Club is perfect for...

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

Hale 'Imi Ola: Ocean Views, Luxury, Balinese Charm

Reviews (44)

Hawaiian ease meets Balinese charm in this uniquely elegant, custom-designed South Shore villa, with luxuries galore & views for miles. Brand-new & wonderfully spacious, Hale 'Imi Ola offers the ultimate in stylish, relaxing indoor-outdoor living, complete with pool/spa...

🛏 4 Bedrooms
🛁 Bathroom
👤 Sleeps 8
📍 Koloa, Hawaii

Hale Leimomi: Luxurious Comfort + Pool + Views!

Reviews (54)

In this sparkling new villa, laid-back comfort harmonizes—beautifully—with the ultimate in luxurious appointments & upscale amenities. Extraordinarily spacious, with 3,902 square feet under roof, Hale Leimomi combines the elegance of a 4-star resort hotel with the...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 12
📍 Koloa, Hawaii

Wainani "Heated Pool, Hot Tub, Game Room & A/C"

Reviews (73)

5 night minimum stay required.Beautiful Wainani home overlooking the 4th Fairway of the Kiahuna Golf Course. Located in a cul-de-sac in the Wainani neighborhood in sunny Poipu. Close to shopping, dining and several beaches (Poipu Beach Park, Shipwrecks, Brennecke's to...

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

Spacious affordable 2br/2ba/3lanai remodeled condo, perfect location in Poipu!

Reviews (140)

If you are looking for a beautiful, spacious, incredibly clean, affordable condo with fantastic amenities located right in the heart of Poipu….you've come to the right place!!  Pakele Kahakai or "Beach Escape" is what our family calls our dream Kauai home.  This condo...

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

Honu Hale at Kukui'ula: Elegant Poipu Home w/ Pool, Spa & AC

Reviews (11)

Honu Hale at Kukuiʻula by Gather is a serene oasis where plantation-style architecture meets upscale island living. Located along the fairways of the Tom Weiskopf–designed golf course and minutes from Poipu’s sun-soaked shoreline, this three-bedroom estate includes a...

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

Now Booking! Enjoy your next vacation in our newly remodeled condo! Pool, A/C!

Reviews (132)

New listing and availability just opened for this brand newly remodeled, stunning studio condo! Our condo is perfect for a honeymoon stay or romantic getaway with a gorgeous garden view and air conditioning! The condo features a king bed, small dining table and chairs...

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

Beautiful Poipu AC, Walk to Beach, Pool and Tennis KP117

Reviews (27)

PROPERTY DESCRIPTIONWelcome to Sunny Poipu Beach! This newly remodeled Kiahuna Plantation leaves nothing to be desired! Relax on your private lanai overlooking the garden while being steps to the sand. Surf spots, long walks and lifeguarded beach are at your fingertips....

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

Poipu Oasis - Poipu Vacation Home with Pool

Reviews (28)

Poipu Oasis is a beautiful custom home with ocean views, just up from Poipu Beach park. This lovely two-story home's indoor outdoor living floor plan is designed to take full advantage of Poipu's views. The private pool is surrounded by a lush yard, the perfect place to...

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

3BR condo with A/C, pool & 10min walk to the beach!

Reviews (37)

RENTAL CARS We also have rental cars available. Please check with us if a rental car is available for your dates. We just recently bought this beautifully decorated, spacious vacation home! Our luxurious 3 bedroom/2.5 bathroom condo is a perfect place to unwind, leave...

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

Great Price-Amazing Ocean View-Walk to Beach-Poipu Kapili #29

Reviews (84)

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 living room, kitchen, dining area, or lanai, our ocean views will enchant you! Enjoy your morning breakfast or evening cold...

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

Poipu Sands 434, 2BD Ocean View, AC in Bdrms, High End Vacation Rental

Reviews (20)

Aloha from paradise! Take in the breathtaking ocean views while having breakfast on the large lanai (balcony), or listen to waves crash as you drift off to sleep! You'll enjoy a spacious 1353 sq. ft, full kitchen, A/C in bedrooms, and many recent updates! Right on the...

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

Hale Hiwa Hiwa By Parrish Kauai - AC & privacy at Wainani village

Reviews (11)

Hale Hiwa Hiwa or our "Beloved Home" at Wainani is the perfect place to spend a relaxing and pampered vacation on Kauai. Located in a cul-de-sac on Kiahuna Plantation Drive you are centrally located in Poipu and close to shopping, dining and Poipu Beach.Enjoy the...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 7
📍 Koloa, Hawaii

New Remodel & Rare Find #35 w/ Oceanview, AC, and corner unit! Look no further!

Reviews (111)

It's all about the location, views, and our new remodeled unit! Located in building 7, one of the smaller buildings with only 6 condos, you are in the heart of this oceanfront resort and steps from the beach!Remodeled kitchen and bathroom, all new flooring throughout,...

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

Oceanfront Condo with A/C, 10 Steps to the Ocean, Ground Floor, Kuhio Shores 112

Reviews (96)

Kuhio Shores 112 is a quiet, private oceanfront air conditioned condo that is 10 steps from the water’s edge. No need to deal with stairs or elevators; simply walk out the sliding glass door, and enjoy the ocean’s majesty! The first-floor location allows easy access to...

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

Hale Kainani #6 E Komo Mai: Secluded Luxury Home w/ Pool, Spa, AC & Ocean Views

Reviews (11)

Welcome to Hale Kainani #6, an exquisite island sanctuary nestled within the exclusive Kukuiʻula Resort community on Kauai’s sunny south shore. This newly built luxury retreat captures the essence of Hawaiian living, where sophistication meets serenity. Surrounded by...

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

New! Poipu Kapili, Sweeping Ocean & Fully Updated w/ Newly Installed Central AC

Reviews (44)

Just renovated! Enjoy ocean waves and sweeping views of the Pacific in this stunning Hawaiian style townhome in Poipu Beach, Kauai. Creature comforts: Newly Installed central air for a good nights sleep; do not lie awake to the sound of portable ACs that are at the...

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

Perfect family home with A/C! Amazing location, a short walk to Poipu beaches!

Reviews (118)

This private ranch-style home is located in the Lanai Villas section of Poipu Kai Resort. What makes this house special is the enclosed tropical backyard with a gate that leads out to a secluded greenbelt path for a short walk to Grand Hyatt, Shipwreck Beach and the...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Koloa, Hawaii

Nihi Kai 802 Sunset Spectacular, Ocean Views, w/AC

Reviews (60)

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 walk to Poipu Beach and Brennecke’s Beach, this spacious retreat features an upgraded kitchen, modern bathrooms,...

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

Kainani Villa 5: Luxurious Indoor-Outdoor Living

Reviews (86)

This dazzling resort-style, garden-level condominium home is, quite simply, perfect—and what better way to enjoy your South Shore stay than in a comfortably luxurious, exquisitely appointed hideaway with spectacular views. Savor sun-splashed mornings on the capacious...

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

Pili Mai Family Condo 5C, 3 Bedroom 3 Bath, Mountain View, Cool Lanai,

Reviews (93)

Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. Your dream vacation is waiting at this second story, 3 bedroom, 3 bath spacious condo. The lanai gives plenty of outdoor space to enjoy outdoor living for...

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

Hale Konani, ground flr end unit with AC, golf & ocean views, 9M Pili Mai, Poipu

Reviews (69)

A stay at Hale Konani in the Pili Mai resort community has everything you need for the perfect Hawaiian vacation. This exceptional well-appointed three-bedroom, three-bath 1,500 sq. ft. condominium with central air conditioning is located on the Robert Trent Jones II...

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

Poipu Prime Location near Hyatt - Well-Appointed Home with Hot Tub in Courtyard

Reviews (40)

Located in the Bayview Neighborhood of the upscale Poipu Kai Resort here on the sunny South Shore of Kauai, our guests have access to the Poipu Kai Resort pool and tennis courts. This 3,800 sqft two-story home is just a short stroll west along the tropical walkway to...

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

The Villas at Poipu Kai #E210 By Parrish Kauai- Premier Villa with AC and walkab

Reviews (14)

The Villas at Poipu Kai are one of the newer luxury condominium resorts on the South side of Kauai in Poipu. These spacious and upscale condominiums are part of the Poipu Kai Resort that offers access to additional recreational amenities to all in the Poipu Kai...

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

Watch the whales and spectacular sunset views from your balcony!!

Reviews (27)

.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 minute walk from an amazing kid safe beach. Walk to stores and restaurants and many other cool shops at Kukuiula Village...

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

Kauai Exclusive - Pili Mai 7B - Four Bedroom Suite - AC, Pool & Fitness Center

Reviews (35)

Spacious 4-bedroom, 3.5-bathroom condo features two master bedrooms with En Suite bathrooms, upgraded amenities such as A/C, Marbau flooring, granite countertops and Bosch appliances, a washer, dryer and much more!The sparkling new Pili Mai Resort is an open-skied...

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

Marriott Waiohai Beach Club: luxury 2 bedroom on Poipu Beach oceanfront resort

Reviews (2)

Please choose a Friday through Sunday check-in and enjoy a seven-night stay.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Our rates reflect garden/island views. Ocean view/oceanfront villas...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Koloa, Hawaii

Captivating Ocean Front Condo Living-Poipu Shores

Reviews (23)

Every evening, the sky transforms into a masterpiece of warm colors, reflecting off the endless ocean, creating an unforgettable view from this coastal retreat. This beautifully designed vacation rental offers breathtaking views of the Pacific, where you can watch sea...

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

Poipu Pili Mai 9B, Flexible Cancellation, 4 bdrm, AC, Sunset/ Golf Course View

Reviews (73)

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, 2 on the second story (the condo's main floor) which are Master suites. While upstairs on the third floor there are two...

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

Kauai Vacation Rental - Kuhio Shores 319–Oceanfront, Sunset Views, A/C!

Reviews (94)

Enjoy spectacular ocean views in one of Koloa’s most sought-after oceanfront condominiums. This south and west facing 2-bedroom, 2-bath corner condo has a unique view of Kauai's unsurpassed sunsets. Floor to ceiling windows, an elevated position on the third floor and a...

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

Hale Lo'i + Cottage: 5BR home +pool in Sunny Poipu

Reviews (19)

This bright, spacious, brand-new 5-bedroom, 4.5-bath compound has everything you’ll need for a flawless vacation—and luxurious perks galore, including a swimming pool and an outdoor lava-rock shower. The five bedroom house, which sleeps 10, consists of a 4-bedroom,...

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

Hale Lo'i House: Luxury + comfort in sunny Poipu!

Reviews (24)

This bright, spacious, brand-new 4-bedroom, 3.5-bath house has everything you could possibly need for a flawless vacation—and luxurious perks galore. Located in a quiet, upscale neighborhood, this charming tropical hideaway is close to some of Kauai’s best beaches,...

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

Hale Lo'i Cottage: Luxury + Convenience in Poipu

Reviews (50)

This bright, spacious, brand-new 1-bedroom, 1-bath cottage has everything you could possibly need for a flawless vacation—and luxurious perks galore, including an outdoor lava-rock shower. Located in a quiet, upscale neighborhood, this charming tropical hideaway is...

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

Charming Cottage

Reviews (119)

TVR 4181: Charming cottage above historic Koloa Town, about 20 minutes from Lihue airport.Front door opens into expansive screened-in lanai with dining table. Living room includes comfortable furnishings, seating area and a pune'e, Hawaiian style couch, that can sleep...

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

New Luxury Tropical Condo with AC on Kauai's Prestigeous South Shore

Reviews (38)

A new, beautiful island-style luxury condo in Poipu's Pili Mai air-conditioned condominiums on Kauai's South Shore. Enjoy an amazing Kauai vacation in your tropical home away from home at Hale Honu.Offering extensive amenities on site and just minutes away from Poipu...

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

FULL OCEAN VIEWS Poipu Beach House, LOVELY lanai and A/C

Reviews (110)

Aloha & welcome to our home - Hale Kika @ Poipu Kai resort. Hale Kika is an open concept beach house with great views from the main living area, 3 bedrooms and 2 1/2 bathrooms. Views from the house span from the Haupu Mountain to full ocean views. Our 2-storey home...

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

Spectacular Ocean View 2BR Unit at Kiahuna Plantation

Reviews (87)

The spirit of aloha lives in our tropical two-bedroom, ocean view condominium, and it awaits your arrival! Situated on a small rise, the view of the ocean is as delightful as the trade winds that greet you when you slide open the plantation shutters. Our unit - #74, in...

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

OCEANFRONT Poipu Studio - Honeymoon, AC, View Turtles from Lanai, Access to Gym

Reviews (17)

NEW AC Split Air SystemNEW Free Access to air-conditioned Strength Studio gym in nearby Koloa Town - 30 minute workouts. Vasper Systems, ARX and Carol bikes.Now offering an 850 sq ft Oceanfront 2nd Floor Studio with new expanded oceanfront lanai for Two. Overlooking the...

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

Beautiful 2 BR. Kiahuna plantation condo partial ocean view upgraded with A/C

Reviews (6)

Kiahuna plantation unit 95 in Building 16.You are very short walk away from a beach, actually 200 steps.On ground 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...

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

Pili Mai 6K: Beautiful Oceanview Condo w/Shared Pool, Spa & AC

Reviews (30)

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 with ocean views beyond. This modern, air-conditioned retreat offers the perfect blend of island luxury and resort...

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

Alihi Lani 4: Full A/C - top floor Ocean Views! Upgraded throughout

Reviews (117)

ALIHI LANI. This small, six unit complex called a 'Real Gem' by the Ultimate Kauai Guidebook. Enjoy endless views from our oceanfront pool. The front landscaped area also has two gas grills and comfy lawn furniture. We are named 'Premier Hosts' by VRBO and won the Trip...

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

Makanui 711 - Garden/Mountain View

Reviews (16)

Summary:Ground-floor 1-bedroom retreat with garden and mountain views, just a short walk to Poipu Beach, Brennecke’s, and Shipwreck Beach. Features a king bedroom with portable A/C, queen sleeper sofa, full kitchen, in-unit laundry, beach gear, and access to both the...

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

Hale Minoaka Main by Destination Kauai - Poipu Beach Estates, A/C

Reviews (26)

🌺 E Komo Mai — Welcome to Hale Minoaka Main House | Private Poipu Retreat with Hot Tub & A/CDiscover island comfort and relaxation at Hale Minoaka Main House, a beautifully appointed 1-bedroom private home located in the prestigious Poipu Beach Estates neighborhood on...

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

Garden Retreat w/Ground Floor Ease - Kiahuna #2115

Reviews (6)

Kiahuna Plantation #2115: Tropical décor delights in this 690sf rare deluxe ground-floor suite. You and your friends or family can easily access the grounds from your ground-floor balcony and walk to world-famous Poipu Beach which according to "Travel Channel" was once...

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

Sunny Side Waves-Beachfront Property-Ground Floor, Corner Unit-Sleeps 5-Remodel

Reviews (23)

Remodeled ground floor, corner unit in exclusive Bld 11. Steps from Poipu Beach! Only oceanfront condos in Poipu! One of only few air conditioned units (located in bedroom)! New cal-king bed in primary bedroom, queen sleeper sofa & twin in the living room. Expansive...

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

Pili Mai 14D, 3 Bdrm, 3 Bath, AC, main floor

Reviews (59)

Luxury Condo. Main floor, one level condo. 3 bedroom, 3 Bath, Sleeps 8. Central A/C. Granite countertops, bamboo and travertine flooring, stainless steel appliances. Surrounded by the Kiahuna Golf Course, with views of the mountains. Central Poipu location. Walking...

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

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