When you think of Hawaii, you think of miles of white sandy beaches, the shimmering Pacific Ocean, rich culture, and traditional lΕ«Κ»aus or parties. It also conjures up images of sipping delicious piΓ±a coladas while lazing on a poolside lounger and enjoying the nice, tropical Hawaiian weather.
From the cosmopolitan Honolulu on the island of Oahu and lively Maui to the more laid-back Kauai, there are water sports and outdoor activities for the entire family. The islands provide excellent boat and helicopter tours to explore the unadulterated beauty of this archipelago in the Pacific. However, it’s also handy to have the option of dipping into a pool in case you want to stay away from the tourist crowds. Enjoy a luxurious vacation with a stay at one of the best resorts with private pool in Hawaii, USA.
We handpicked these listings carefully, considering (wherever possible) recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Fairmont Kea Lani, Maui (from USD 1189)
Expensive but value for money, especially with breakfast option.
Beautiful pools, beach access, and spacious rooms. Water slide and water refill stations available.
Perfect beachfront location in Wailea, with stunning views and walking distance to the beach.
Outstanding breakfast buffet, delicious options at Ko restaurant. Some food amenities can be expensive.
The luxurious Fairmont Kea Lani, Maui boasts a prime oceanfront location, with every room offering glorious views of the gardens or the ocean beyond. The hotel is adjacent to Wailea Golf Club and offers a complimentary shuttle service. While the rooms are ideal for small groups, the villas are perfect for larger groups traveling together. They even come with private plunge pools and generous outdoor sitting space. Poolside patios come with sun loungers and barbecue grills.
There are more than 10 different wining and dining options at the resort, including an exclusive cabana service for guests by the poolside. With three outdoor pools, including one for adults and one for kids, a 24-hr fitness center, and the award-winning Willow Stream Spa, it is easy to see why this hotel is the top choice for a family vacation in Hawaii.
Fairmont Kea Lani, Maui
Address: 4100 Wailea Alanui Drive
30.18 km (18.8 mi) from HaleakalΔ National Park
Other accommodations with private pool
2. Cliff-top house with sweeping ocean views, Maui (from USD 477)
Deep within the jungle, this secluded villa is just 17 feet (5 meters) from the edge of the cliff. Since this is a cliff-top house, there is no beach access and the villa is 20 minutes from the nearest town of Ha'iku. This romantic house comes surrounded by 8 acres (3.2 hectares) of lush landscaped gardens, which include an organic farm.
Continuing the theme, tropical plants surround the house and also lead to the emerald-tiled pool. The glass-lined walls on the lower level make it possible to view the zen-like pool area from anywhere in the house. Sit outdoors by the water and enjoy the cool breeze or catch up on your favorite book. However, do note that the pool isn’t gated, so make sure to keep an eye out if your kids decide to take a swim.
Top guest reviews
Amenities & Room:
outdoor shower and jacuzzi are perfect for couples i will leave it at thatCleanliness:
the place itself was immaculate clean and simply magicalHost:
the staff is incredibly friendly knowledgeable and totally made us feel like vipsthe hosts are also very responsive and aim to accommodate to requests they canall the staff we encountered were friendly and laid backthe home was perfection and everyone working there was wonderfully friendly and helpfulpeople are extremely nice and helpfulRead more reviewsLocation:
if you close your eyes and imagine a paradise it would probably look something like thisi canβt imagine a better place to relax and reconnectthis place is a dream we loved it so much we extended our stay while we were there
Superhost
3. Beachfront tropical oasis, Keeau (from USD 531)
This tropical oasis on the island of Hawaii is one of the most beautiful properties that you will come across. Wake up to the sounds of the waves crashing along the shore and enjoy the sun rising over the horizon from the many vantage points in the house. Natural light floods the house through glass-lined walls, and the outdoor sitting areas are generous, especially around the pool.
The curving, in-ground pool is surrounded by lush gardens and landscaping, making it the perfect place to relax under the Hawaiian sun. As the sun sets, you can enjoy cocktails and star gazing by the water. You can also make the most of the pool’s waterfall feature.
Top guest reviews
Amenities & Room:
the view from every room is outstandingthe views from the living room kitchen and lanai are amazingac in each room non-central controlled is greatplenty of space amazing views of the ocean from every roomthe house has a beautiful kitchen spacious living room barbecue grill smart tv etcCleanliness:
nice clean comfortable placethe house was clean and well keptthe house was very clean and very well decoratedthe house was very clean and well equipped for cookingthis is a very nice place clean beds were great grill was all ready and clean views were amazingHost:
we appreciated all the recommendations from the host as wellhe shared many helpful insights and things to do in the areawe couldnβt have asked for a better host than terryterry the host is responsiveRead more reviewsLocation:
#6 location is perfectamazing property great neighborhood cool nature spots close byperfect place to come back to after hiking and snorkelingyouβll want a car but the location is great for exploring the island so rent a carthe house is easy to find and an easy drive to hilo or to volcano national park
4. Hale Mahalo, Princeville (from USD 695)
Hale Mahalo is a private cottage surrounded by a crown of tropical palm trees and a fenced plunge pool for added privacy. Begin your day with a morning dip, enjoy meals on the poolside patio and end it with poolside drinks under the stars. Much less commercial than Maui, the secluded villas on the island of Kauai are ideal for honeymoons and romantic getaways. In spite of the remoteness, the villa comes with a fully equipped kitchen, AC, and high-speed internet.
Kauai has some of the best views and picturesque hiking trails that you will ever come across. So, hop into your rental car to explore the diverse landscapes such as the Waimea Canyon, Huleia National Wildlife Refuge, Hanalei Bay.
Top guest reviews
Amenities & Room:
very comfortable beds and couchwe cooked most nights and enjoyed the plunge pool and outdoor grill areabeds were super comfy and the full body shower was perfect after a day at the beachthe plunge pool was a surprise delightstill comfortable but good to know if you like a softer bedCleanliness:
the house was clean and had most amenititiesthe place was immaculately clean and thoughtfully designed and decoratedgreat property to stay at very clean and comfy house to come back to after a day of exploringclean and comfy in the heart of princeville with privacygreat location well-appointed very clean and excellent communication with the owners/managementHost:
jeff & shana were very responsive and answered all our questions quicklyRead more reviewsLocation:
beautiful place and perfect locationyou can even walk to the main princeville shopping center for amazing restaurants and barsprinceville is great location for hiking snorkeling kayaking birdingclose to trail down to anini beach- excellent snorkelingexpect nothing less than a badass relaxing location to get away you need nothing but your bathing suit
5. Hale Mikana, Princeville (from USD 800)
With a flowing indoor-outdoor floor plan, this multi-level luxurious villa within the grounds of the Makai Golf Course is perfect for large groups. The lower level sitting area opens into the private pool, which itself is surrounded by a hedge and landscaped gardens. Complimentary pool and beach toys are available at the villa for some fun games. The host can also provide a removable pool safety fence for 175 USD.
You can easily explore the surrounding area on the bicycles provided for guest use, or hire a rental to explore the rest of the island. Hideaways Beach, Puupoa Beach, and Sealodge Beach are all under a mile (1.6km) from the hotel.
Top guest reviews
Amenities & Room:
there were lots of beds for our group of 7 and they were all very comfortablethe pool and outdoor areas were fabulousthe pool was beautiful and we had amazing views of the golf course and oceaneach of the bedrooms has a fan which was nice at nightthe pool was absolutely fabulousHost:
staff is very helpfulthe management company was very responsive to any questions and accommodating to requestsrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulRead more reviewsLocation:
reviewer comments: the house and location are amazingreviewer comments: the house was beautiful and in a great locationthe neighborhood location is fantastic and we walked to queen's bath on many occasionswhat a beautiful placei was happy with the location
6. Family home with private pool and ocean views, Waikoloa (from USD 539)
Perfect for a large celebration, this family home is an excellent choice when you want to return to seclusion after a day of sightseeing. All of the rooms on the lower level open to the private pool, which is surrounded by a well-maintained garden and mature trees. Nothing better than enjoying a banana freshly plucked off the tree. While there are ceiling fans in all the rooms, air-conditioning is available at a nominal rate of 20 USD/night.
When you do decide to step out, snorkeling and whale watching at A-Bay is just a 10-minute ride as are the shops and restaurants of Hilton and Fairmont hotels.
Top guest reviews
Amenities & Room:
quiet neighborhood and strong breeze that you wonβt need air conditioningproperty was even nicer than described and the pool is heatedCleanliness:
the house was very clean and the backyard is immaculatefelt like home- clean convenient and a lovely place to stayHost:
the owner andy was very helpful with our questionsRead more reviewsLocation:
this was a perfect place to stay together and venture out for adventures and beach days
7. Hawaiian style home with private pool, Keaau
This family villa, surrounded by mature trees and nestled among 2 acres (0.8 hectares) of landscaped gardens is within walking distance of the beach. The large fenced-off pool and the surrounding gardens will provide ample space for some fun and games for guests of all ages. The fully functional kitchen comes with a stocked pantry and there are multiple dining spaces from which to enjoy your meals.
The rural setting of the villa provides an oasis of calm to return to after spending the day exploring the popular sights around the island. Hawaii Volcanoes National Park, Kilauea Rings of Fire, and the Hilo Municipal Golf Course are within 10mi (16km) of the house.
Top guest reviews
Amenities & Room:
however she did reimburse us $200 for the issues with the fan and toiletthere was a banana tree and we had fresh bananas every morning for breakfastCleanliness:
the house was as pictured and very cleanwe found it to be spotlessly clean with a well-stocked kitchen and comfortable bedsHost:
when i reached out to the owner she apologized and told us to go swimRead more reviewsLocation:
close to town and the grounds were absolutely breathtakingwe were also close to the farmers markets which we really enjoyedall in all one of the best places we've ever stayed
8. Hale Ohana O Kekai, Honolulu (from USD 4460)
An infinity pool overlooking the North Shore is one of the many highlights of this palatial Hawaiian villa. Guests enjoy spectacular views of the pool and the ocean beyond the spacious indoor-outdoor living area on the ground floor. The vaulted living room is decorated in traditional Balinese style and opens out to the pool. At night the poolside fire pit and mood lighting puts an ethereal glow to the property.
Spacious enough to host up to 16 guests, the house comes with a large kitchen and multiple sitting areas with pool views. The villa provides direct access to Malaekahana Beach, while Laniloa Beach is 1.6mi (2.5km) and Hukilao Beach is 0.8mi (1.2km) away.
Top guest reviews
Amenities & Room:
great pool great view great housethis house had beauty everywhere you looked- art architecture the magnificent views of the front entry pool oceanthe best equipped kitchen we have ever experienced that was a huge plus for this family of foodiespool was beyond fabulousthere was plenty of comfortable beds for us allHost:
they said don't worry it's from the ownersRead more reviewsLocation:
the location was excellent close to everything you would need but still felt secludedwe came for a trip with family and friends and the house/location were both amazingthe location and property itself were outstandingbut overall i'd recommend it and stay again the place is beautiful and location is amazing
9. Luxurious beachfront tropical paradise, Spreckelsville (from USD 2600)
This private residence in an exclusive neighborhood has played host to athletes and Hollywood celebrities. Sitting on 2.5 acres (1 hectare) of prime beachfront real estate, this villa is walking distance to the shore, just beyond the pool, and the private gardens.
The glistening 20 feet (6 meters) 40 feet (12 meters) pool is definitely the highlight of this gorgeous property and is visible from all the common areas as well as some bedrooms. The poolside patio is a great place to relax under the Hawaiian sun with many loungers and swings set up.
Top guest reviews
Amenities & Room:
there was a large swimming pool just off the living with beautiful landscapingthe beds were comfortable and everything on the property worked wellthe house is comfortable and beautifulCleanliness:
clean well appointed and comfortablethe pool was warm and clean and the pool deck had good choices between sunny and shady areasHost:
host was available responsive and flexiblethe hosts were very good communicators and quick to address any questions we hadthe host was great and the house has a lot to offerbill and gritt along with the whole team at mauiβs inspiration were very helpful and pleasantthe pre-check-in and house information was detailed and helpfulRead more reviewsLocation:
perfect location and supportdefinitely recognize that the airport is close and the planes come right overyou are also a five minute drive to paia for cute shops and restaurantsoverall this is pretty close to paradisethe location is close to paia so you have easy access to bars restaurants and shops
10. Gate community villa with private pool and spa, Puako (from USD 995)
Located within a private gated community this single-level villa comes with a private pool and spa. Forgoing traditional fencing, the pool area is separated from adjacent properties by swaying palm trees and short hedges. The open plan design flows into an outdoor patio area allowing guests to enjoy pool views even while being indoors.
In addition to the private pool, guests also have access to the Mauna Lani Beach Club, which provides snorkeling, diving, and sailing activities. The shops and restaurants are just a block away there is even a grocery next door if you want to re-stock on any essentials.
Top guest reviews
Host:
the owner and staff are true pleasuresthe owner is very easy to work with and responsivelaura is a wonderful and attentive hostwe have returned multiple times and greatly appreciate all the owner does to make the stay perfectRead more reviewsLocation:
the location is provides easy access to a grocery store and restaurantslocation great many beaches to check outaccess to the beach club is great and it is so closea well stocked beautifully decorated home within walking distance of shopping the beach and tennisthe house is accommodating in every way and the location is superb
Aloha Hawaii
Hawaii is as much about sunshine and sipping poolside cocktails as it is about exploring its natural beauty and rich culture. A vacation deserves a few days of downtime and relaxation without rushing to the next attraction. Resort pools are great, but nothing beats the seclusion and privacy that comes with your very own private pool. A stay at one of these best resorts with a private pool is sure to elevate your holiday.
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