Vacation rentals with a pool 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.

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!

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.

4.85 out of 5 average rating, 109 reviews

Poipu tropical garden view w/AC. No stairs!

One of Poipu’s hidden gems best kept secrets. Waikomo Stream Villas is a lush garden resort location on the sunny south side of Kauai. The condo is centrally located to shops and restaurants. It is conveniently located within walking distance to the beach , shops and restaurants. Walking distance to popular Poipu beach and baby beach. Ground level unit. Enjoy an avocado or a banana right from your backyard. Free access to Poipu Athletic Club. Ask me about the rental car for a reasonable rate.

4.98 out of 5 average rating, 100 reviews

Poipu Ocean View + AC | Pool & 3m Walk to Beach

Our spacious 1bed, 1 bath condo is the perfect place to unwind after a long day of adventuring around this beautiful island. Relax on the lanai with a tropical drink in your hand while watching the beautiful sunset. For more pictures follow us on IG @poipuparadise *3 min walk to swimmable beaches & restaurants *10 min walk to Shipwreck's Beach and The Hyatt *2 easily accessible pools *sweeping ocean views from the lanai Experience this Po'ipu Paradise... more details below in the listing

4.99 out of 5 average rating, 101 reviews

Beautiful 3 Bed Pili Mai condo, A/C

Aloha! Welcome to our 3-Bedroom, 2.5-Bath Condo on Kiahuna Golf Course This two-story, air-conditioned condo offers a peaceful retreat just 0.5 mi. from Kiahuna Beach and 1 mi. from Poipu Beach. Enjoy views of the golf course and mountains, away from road and pool noise. Ideal for families or groups, with 3 spacious bedrooms and 2.5 bathrooms. Key Features: Close to beautiful beaches, Air-conditioned & quiet, top-floor unit. *No Smoking or vaping thank you. Book your Kauai escape today.

4.85 out of 5 average rating, 126 reviews

A two-story villa is framed by tall palm trees and vibrant tropical foliage. The sky is bright and clear, highlighting the lush gardens that surround the home. Colorful flowers add to the serene atmosphere, creating a welcoming entryway.

Townhouse in Poipu

Beautiful tropical villa, private, walk to beach

Poipu Joy, our two-story home, is nestled in a private community of villas in 7 acres of lush gardens. It's just a short walk to two of the island's most beautiful beaches. Our home is private, quiet and surrounded by palms and tropical flowers, sharing a wall with just one neighboring home and no one above or below. Located near Poipu Beach and the Grand Hyatt resort, you are in one of the best spots for water activities -- swimming, snorkeling, surfing, and paddle boarding.

4.8 out of 5 average rating, 101 reviews

A bright and airy living space showcases a seating area with modern furnishings, including a large couch and two armchairs. A dining table is set with plates and decorative elements, while large windows offer views of the golf course and bring in natural light.

Home in Poipu

3bd/3b Retreat, Sleeps 10, AC, Family-Friendly

Escape to paradise in this relaxing 3 bed/3 bath retreat at the Pili Mai condos located on the Kiahuna golf course. This unit can sleep up to 10 guests, relax in its plush interiors, a cozy bunk room, and plenty of great living spaces to create lasting family memories. Walk to nearby shops, restaurants, and amazing beaches, or stay active in the gym, cool off in the pool, or book a tee time for golf. Book your stay today and start counting down till you vacation adventure beings!

A living area features a comfortable blue-striped sofa and two rattan chairs. A coffee table sits in the center on a textured rug. Light streams in through sliding glass doors, leading to a verdant outdoor space, enhancing the open feel of the room.

4.95 out of 5 average rating, 284 reviews

Serene Location, AC, sleeps 4, pool access

Kiahuna Planation Resort #404. Located in building #40. Enjoy relaxing on the lanai listening to the birds sing. This peaceful and centrally-located condo of perfect for couples and families. Enjoy air conditioning located in the living room on those hot summer nights. The bedroom has a king bed and pocket doors to close for privacy. A queen bed folds out from the sofa to sleep 1 or 2 more people. Po’ipū Beach Athletic Club comes as a amenity with the condo.

A bright living area is presented with a comfortable gray sofa adorned with orange cushions. A wooden coffee table sits center stage, surrounded by a textured area rug. Large windows with plantation shutters allow natural light to enter, complemented by greenery from a nearby potted plant.

4.98 out of 5 average rating, 251 reviews

Sunny Poipu, Mountain View, close to beach, A/C

When you step inside Pili Mai, you'll immediately experience a comfortable tropical ambiance, complete with air conditioning. This welcoming community boasts a pool and sports complex on-site, offering serene views of the mountains and gardens and golf course. It's a tranquil place to call home, just minutes away from the sunny Poipu area, with its restaurants, beaches, and shopping options.

4.96 out of 5 average rating, 194 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.