Vacation rentals with a pool in Waiheke Island

An aerial view of the property highlights a private swimming pool nestled beside a well-maintained yard. The spacious driveway leads to a triple garage, while the surrounding palms and greenery provide a lush, inviting exterior. Scenic views of the nearby water can be seen in the background.

4.8 out of 5 average rating, 59 reviews

Luxury Pool Home｜4BR｜3.5 Bath｜Near Beach & Shops

Luxurious 4-Bedroom Retreat with Pool | Half Moon Bay 🏊‍♂️ Private swimming pool for leisure and relaxation. (Pls Note: Pool is not heated!) 🛏 4 bedrooms, 3.5 bathrooms, including 2 master suites ❄️ Aircon in 3 bedrooms + lounge for year-round comfort 📺 75” smart TV for cozy movie nights 🍽 Fully equipped kitchen 🛒 Walk to Pak’nSave Highland Park, cafe & restaurant 📍 Walk to beach, marina & top schools 🚗 Free parking for up to 3 cars Relax & recharge in this stylish Half Moon Bay home!

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Top guest favorite

A serene outdoor space features a refreshing swimming pool, surrounded by lush greenery and a clear blue sky. Two sun loungers are positioned nearby, inviting relaxation. Decorative potted plants and a palm tree enhance the tranquil atmosphere.

5 out of 5 average rating, 53 reviews

Relaxing family paradise with outdoor heated pool*

Retreat to our beautiful 3-bedroom family-friendly oasis! Take a dip in the private outdoor pool, relax in the spa, or watch the outdoor TV for the ultimate escape. The open-plan, sunlit living area and fully equipped kitchen make meals a joy. With toys, books, and games, kids will be entertained for hours. After a fun-filled day, unwind in stylish, comfy bedrooms. Ideally located near major attractions, our home has all you need for an amazing vacation. Your dream getaway awaits – book now!

LocationValueHospitality

5 out of 5 average rating, 13 reviews

Home in Waiheke Island

The Villino at Cypress Ridge Estate

A secluded gem within the Cypress Ridge Estate, The Villino (or 'little villa') blends rustic Mediterranean charm with the quiet luxury of the Onetangi wine valley. This private hilltop sanctuary is surrounded by the estate’s olive trees, fruit trees and vineyard. Complete with a private pool (heated October - April), spa, and sweeping sea views, The Villino is a space designed for slow mornings and golden sunsets—a peaceful retreat that captures the very best of Waiheke’s countryside calm.

LocationWalkabilityView

4.89 out of 5 average rating, 35 reviews

Stylish Home - Swim Pool - Golf Simulator - Arcade

Bring the whole family to this great place with lots of room for fun. The pool is ready to dive in, enjoy the splash with your family and friends! How about golfing just inside the house? We offer a golf simulator for FREE, where you can practice your skills or play a real field game without leaving the house! We also have a spacious playroom for everyone to enjoy. Such as an Arcade machine with street fighters, Mah Jong machine for those can play, and even a barbie house for the young ones!

ValueFamilyQuiet

4.85 out of 5 average rating, 343 reviews

The exterior of the two-story home is highlighted by a welcoming entrance, featuring a set of stairs leading to a spacious balcony. Lush greenery surrounds the property, along with a clear driveway that accommodates off-street parking for vehicles.

Guest suite in Auckland

Charming Cockle Bay

Bright sunny, warm rooms, located downstairs in our family home. It has a lounge with a Queen sofa bed, dining room table, full size fridge/freezer, your own private bathroom and a separate queen bedroom with kitchenette. There is a separate entranceway with off street parking. Located close to two family safe beaches and Howick Village. There are plenty of options for cafes, shopping and walking tracks. We are happy to share our wonderful environment.

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4.92 out of 5 average rating, 37 reviews

An aerial view showcases a large, modern home surrounded by lush greenery and mature trees. A driveway leads to the entrance, where parked cars are visible. The background features a serene body of water, enhancing the tranquil setting.

Villa in Auckland

Whitford Country Seaview Resort

Away from the hustle and bustle but still enjoy the convenience of city life. Indulge in the private country life with your families and friends. Wake up to see the beautiful estuary seaview and cattle grazing in the paddock. Playing tennis, swimming, petting the farm animals around, you can spend days in the property without getting bored while the Botany and Mealowland shopping center are only few minutes drive away when you want to get out.

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An open plan living area features a modern kitchen with sleek appliances and a spacious island. Floor-to-ceiling windows provide a stunning view of the ocean, while comfortable seating is arranged to encourage relaxation and conversation. Natural light fills the space, accentuating the warm wooden ceiling.

4.65 out of 5 average rating, 68 reviews

Ocean View

Ocean View is a modern light filled homestay with funky furniture, an open plan living area, where you can pull up a stool and chat over a coffee while enjoying the fabulous sea view. With decks at the front and back of the house you can follow the sun or the shade all day. Lunch on the back deck watching the ferry’s and boats go by, or dinner on the front deck watching the lights of the city and Sky Tower dazzle in the distance.

ValueLocationIndoor spaces

A sunlit outdoor area features a swimming pool with a glass railing overlooking lush greenery and distant water views. Five lounge chairs are positioned beside the pool, with two patterned bean bags on the grassy section nearby, creating a relaxed atmosphere.

4.93 out of 5 average rating, 117 reviews

Calypso -Waiheke pool Villa

Enjoy luxury on Waiheke Island in a spacious and stylishly furnished home. Huge sun-drenched decks, 360 degree expansive views, pool/hot tub, two lounges with Samsung smart tvs and second kitchenette. Central location to access all the best that Waiheke has to offer. Heating in all bedrooms and fire makes it a great winter escape. Yoga available Amazing walking track in front of house, under 20 mins to Palm Beach

FamilyValueIndoor spaces

4.97 out of 5 average rating, 38 reviews

Home in Waiheke Island

The Penthouse Studio, Onetangi

** WINTER DEAL - Stay 3 or more nights and get a night free for stays taken between 1 May and 30 September 2026 (excluding holiday weekends)** The Penthouse Studio is the epitome of luxury and the pinnacle of coastal elegance on Waiheke Island! From your expansive sun drenched deck enjoy 180 degree shimmering ocean views, just a heartbeat away from the pristine white sands of Onetangi Beach.

LocationValueWalkability

4.82 out of 5 average rating, 174 reviews

A sunset view captures vibrant colors reflecting over the horizon. The pool is bordered by greenery and palm trees, enhancing the tranquil setting. A dining area is visible, featuring a table and seating. The outdoor space offers a relaxing atmosphere for guests.

Apartment in Auckland

Tropical look with great out doors

Welcome to our little resort. Not only with a comfortable bed and modern facilities but a pool at your door step, set in tropical grounds our place is good for any body wanting something more than just a room , a little holiday , even if you come for a few nights the space is quiet and private . Our place is good for business couples, travellers or any one just wanting a bit of relaxation.

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