Vacation rentals in Poipu

4.96 out of 5 average rating, 123 reviews

Luxurious Poipu Sands Condo Sanctuary

THE SEARCH ENDS HERE! You’re invited to experience the 'ALOHA' spirit in this completely renovated, nearly 1000 sq. ft., one bedroom, one and a half bath luxury Poipu Sands Condo. Bedroom air conditioning has been added for your maximum comfort. Our location, proximate to the impressive grounds of the Grand Hyatt Regency, Shipwreck Beach, and the spectacular Mahaulepu Heritage oceanfront bluff top trail, is ideal. Our condo has direct access to the ocean view BBQ grills and nearby heated pool.

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A serene outdoor pool is surrounded by lounge chairs and lush tropical greenery. A shaded cabana is visible in the background, featuring a blue umbrella. Tall palm trees sway gently in the breeze against a bright blue sky.

4.84 out of 5 average rating, 207 reviews

Ask about Jeep Grand Cherokee. A/C in bedroom!

In the heart of Poipu lies a cozy 1-bedroom villa, centrally located to everything in Poipu Beach. Step into your home-away-from-home and be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, BBQ grill(in the common areas), and all the appliances you need to whip up delicious meals. Enjoy dining al fresco on the lanai, surrounded by lush greenery and the soothing sounds of nature. Air conditioning in the bedroom as of Jan 2025. *Jeep Grand Cherokee available for fee

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4.97 out of 5 average rating, 105 reviews

Poipu Kapili:Ocean Views; New Split ACs/Windows

Oceanfront views, brand-new central AC, new double-pane floor to ceiling sliding doors in all rooms and a total renovation come together in this stunning Hawaiian-style townhome. Poipu Kapili #16 is a spacious 2-story, 2-bedroom/3-bath condo (1,837 sq ft, sleeps 8) just steps from the pool, the Pacific, tennis/pickleball courts, and grilling stations. Every detail is new: appliances, bathrooms, furnishings, TVs, and three whisper-quiet split AC units. *please note pool is closed Sept 14-Oct10th!

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A small outdoor table is set with a vase of fresh flowers, positioned between two black, woven chairs. The backdrop features a stunning ocean view with palm trees lining the horizon under a clear blue sky.

4.93 out of 5 average rating, 122 reviews

Huge Ocean Views * Poipu * A/C * Pool * W/D * Fun

Experience magnificent ocean views and unforgettable sunsets from this extraordinary lanai. Watch seasonal dolphins & whales, and the forbidden island of Ni'ihaua. Experience the vibrant colors of the Pacific as you relax or dine. World‑class, family‑friendly beaches are just a short stroll away, with great restaurants & shopping nearby. Poipu’s sunny south shore offers snorkeling, surfing, golf, coastal walks, and endless island adventures. Come enjoy the Aloha that make this place so special.

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4.96 out of 5 average rating, 118 reviews

Premier 3BR/3BA Ground Floor Poipu Condo with A/C

Welcome to Pili Mai 2J...one of Poipu's newest luxury projects. This premier ground floor, single level, three bedroom, three bathroom Moana unit, is generously laid out with maximum separation between the bedrooms for extra privacy. Newly built, this unit features a beautifully appointed kitchen, high end furniture and decor, a separate office area, laundry, and private lanai. Relax and unwind in style!! Steps away from the pool and fitness center and a short walk to Poipu Shopping Village.

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A private lanai showcases a table adorned with tropical flowers and refreshing drinks. In the background, the vibrant blue ocean meets the sky under a few scattered clouds, while swaying palm trees add to the serene coastal ambiance.

4.98 out of 5 average rating, 152 reviews

Oceanside Tropical Paradise in Koloa, Kauai

W O W !! Relax close to the warm, clear Pacific Ocean and famed beaches in Poʻipū on Kauaʻi. Poʻipū was named in Tripadvisor's Top 3 Beaches in the United States in 2021. Located very close to world-famous Poʻipū Beach, Hawaiian National Tropical Botanical Gardens, and Poʻipū Bay Golf Course. Inviting restaurants, fun shopping and historical and present-day interest areas ensure there is something to do. We invite you to experience true aloha in a magical location with awesome sunsets also.

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4.94 out of 5 average rating, 232 reviews

An open-concept living area is displayed, featuring a comfortable gray sofa facing a large wall-mounted television. Light wood flooring complements neutral-colored walls. A dining area and kitchen can be seen in the background, with stylish light fixtures and modern furnishings enhancing the welcoming space.

Home in Poipu

Private Beach Home, Sleeps 8, A/C, Game Room

This new custom home has 3 large bedrooms & 2.5 baths, perfect for larger parties to stay together on their vacation. The house has central AC, high-speed wifi, memory foam beds, and all the beach toys you'll need to enjoy Kauai's beaches. The house is a 5 min. walk to Poipu beaches filled with great surf, snorkeling, diving, and fishing. Kukui'ula shopping center is a short walk away with great restaurants and local shops. When you stay here, you'll find true relaxation with us.

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A light and airy kitchen area features a modern counter with white bar stools and a vintage mint green mixer. Decorative elements include a surfboard mounted on the wall and open shelving displaying glassware and plants, enhancing the coastal theme.

4.98 out of 5 average rating, 155 reviews

Little Rainbow Kauai | Beachfront, AC, Ocean View

This bright and airy updated condo is the ideal place to stay in sunny Poʻipū for couples, honeymooners + small families. The open living space is clean and welcoming with a coastal boho vibe, and you'll enjoy beautiful ocean + garden views from the huge upper-level lanai. Location is the absolute best - from the beachfront property, you can walk to several of the best beaches on the south shore, local coffee, restaurants, shops, and the incredible pool within minutes.

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An aerial view captures the picturesque landscape of Poipu Beach, with the calm turquoise waters and sandy shore visible. The surrounding area features homes, lush greenery, and mountains in the distance, highlighting the natural beauty of the location.

4.98 out of 5 average rating, 272 reviews

Closest One Bedroom to Poipu Beach! Full Remodel!

Kick back and relax in this stylish space. We just wrapped up a full remodel on this unit so you'll be one of the first to step into a unit with brand new EVERYTHING. This unit is just steps to World Renowned Poipu Beach where turtles & Hawaiian monk seals are frequently found napping on the sand. Walking distance to several eateries and bars and a short drive to The Shops at Kukui'ula with tons of shopping and restaurant options.

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A vibrant sunset is captured over the ocean, with warm tones reflecting on the water. Silhouetted palm trees frame the view, and a shoreline can be seen, accentuated by lush greenery and residences in the background.

4.9 out of 5 average rating, 102 reviews

Kuhio Shores 203, Amazing Ocean Front w A/C

Visit our remodeled ocean front get-away. Enjoy the California King bed, 60” flat screen TV, granite countertops, and stainless appliances, a fully stocked kitchen. AC will keep you comfortable! Choose to eat meals on the Lanai or at the dining table which seats four while you watch the waves roll in. Grab a cold drink and move to the lanai. Pull up a chair and watch the turtles swim by.

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4.96 out of 5 average rating, 192 reviews

Kiahuna Hale Kai II

Experience the beauty of Kauai from Kiahuna Hale Kai II, our 2-bedroom oceanview retreat located in the heart of the iconic Kiahuna Plantation Resort in Poipu. Located on Kauai’s sunny south shore, Poipu is known for having the island’s best weather year-round — making it the perfect setting for romantic getaways, family vacations, and unforgettable island adventures.

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An aerial view showcases the oceanfront condo situated along a rocky coast. The clear blue waters transition to darker hues deeper into the sea. Lush greenery and rolling hills are visible in the background, with white clouds scattered across a bright sky.