10 Best Resorts With Private Pool In Hawaii, USA - Updated 2024

| 6 min read

When you think of Hawaii, you think of miles of white sandy beaches, the shimmering Pacific Ocean, rich culture, and traditional lūʻaus or parties. It also conjures up images of sipping delicious piña 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 March 01, 2024.

1. Fairmont Kea Lani, Maui (from USD 919)

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.

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Fairmont Kea Lani, Maui

Wifi Available Wheelchair accessible

Address: 4100 Wailea Alanui Drive
30.18 km (18.8 mi) from Haleakalā National Park

Parking Restaurant Meeting/banquet facilities Bar 24-HOUR FRONT DESK Fitness centre Golf course (within 3 km) Garden

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.

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Maui County, Hawaii, United States
21.81 km (13.6 mi) from Haleakalā National Park
50 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
outdoor shower and jacuzzi are perfect for couples i will leave it at that
the place itself was immaculate clean and simply magical
the staff is incredibly friendly knowledgeable and totally made us feel like vips
the hosts are also very responsive and aim to accommodate to requests they can
all the staff we encountered were friendly and laid back
the home was perfection and everyone working there was wonderfully friendly and helpful
people are extremely nice and helpful
if you close your eyes and imagine a paradise it would probably look something like this
i can’t imagine a better place to relax and reconnect
this place is a dream we loved it so much we extended our stay while we were there
Read more reviews

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.

Stayed at this property?
Keaau, Hawaii, United States
176.44 km (109.7 mi) from Haleakalā National Park
65 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the view from every room is outstanding
the views from the living room kitchen and lanai are amazing
ac in each room non-central controlled is great
plenty of space amazing views of the ocean from every room
the house has a beautiful kitchen spacious living room barbecue grill smart tv etc
nice clean comfortable place
the house was clean and well kept
the house was very clean and very well decorated
the house was very clean and well equipped for cooking
this is a very nice place clean beds were great grill was all ready and clean views were amazing
we appreciated all the recommendations from the host as well
he shared many helpful insights and things to do in the area
we couldn’t have asked for a better host than terry
terry the host is responsive
#6 location is perfect
amazing property great neighborhood cool nature spots close by
perfect place to come back to after hiking and snorkeling
you’ll want a car but the location is great for exploring the island so rent a car
the house is easy to find and an easy drive to hilo or to volcano national park
Read more reviews

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.

Stayed at this property?
Princeville, Hawaii, United States
381.74 km (237.2 mi) from Haleakalā National Park
86 reviews   Superhost Wifi Available
Entire cottage 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
very comfortable beds and couch
we cooked most nights and enjoyed the plunge pool and outdoor grill area
beds were super comfy and the full body shower was perfect after a day at the beach
the plunge pool was a surprise delight
still comfortable but good to know if you like a softer bed
the house was clean and had most amenitities
the place was immaculately clean and thoughtfully designed and decorated
great property to stay at very clean and comfy house to come back to after a day of exploring
clean and comfy in the heart of princeville with privacy
great location well-appointed very clean and excellent communication with the owners/management
jeff & shana were very responsive and answered all our questions quickly
beautiful place and perfect location
you can even walk to the main princeville shopping center for amazing restaurants and bars
princeville is great location for hiking snorkeling kayaking birding
close to trail down to anini beach- excellent snorkeling
expect nothing less than a badass relaxing location to get away you need nothing but your bathing suit
Read more reviews

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.

Stayed at this property?
Princeville, Hawaii, United States
383.11 km (238.1 mi) from Haleakalā National Park
PRIVATE VACATION HOME 4 Bedrooms 4 Bathrooms

Top guest reviews
Amenities & Room:
there were lots of beds for our group of 7 and they were all very comfortable
the pool and outdoor areas were fabulous
the pool was beautiful and we had amazing views of the golf course and ocean
each of the bedrooms has a fan which was nice at night
the pool was absolutely fabulous
staff is very helpful
the management company was very responsive to any questions and accommodating to requests
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
reviewer comments: the house and location are amazing
reviewer comments: the house was beautiful and in a great location
the neighborhood location is fantastic and we walked to queen's bath on many occasions
what a beautiful place
i was happy with the location
Read more reviews
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6. Family home with private pool and ocean views, Waikoloa (from USD 585)

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.

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Waikoloa, Hawaii, United States
94.79 km (58.9 mi) from Haleakalā National Park
PRIVATE VACATION HOME 10 Guests 4 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
quiet neighborhood and strong breeze that you won’t need air conditioning
property was even nicer than described and the pool is heated
the house was very clean and the backyard is immaculate
felt like home- clean convenient and a lovely place to stay
the owner andy was very helpful with our questions
this was a perfect place to stay together and venture out for adventures and beach days
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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.

Stayed at this property?
Keaau, Hawaii, United States
175.44 km (109.1 mi) from Haleakalā National Park
PRIVATE VACATION HOME 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
however she did reimburse us $200 for the issues with the fan and toilet
there was a banana tree and we had fresh bananas every morning for breakfast
the house was as pictured and very clean
we found it to be spotlessly clean with a well-stocked kitchen and comfortable beds
when i reached out to the owner she apologized and told us to go swim
close to town and the grounds were absolutely breathtaking
we were also close to the farmers markets which we really enjoyed
all in all one of the best places we've ever stayed
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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.

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Kahuku, Hawaii, United States
212.17 km (131.9 mi) from Haleakalā National Park
PRIVATE VACATION HOME 20 Guests 6 Bedrooms 7 Bathrooms

Top guest reviews
Amenities & Room:
great pool great view great house
this house had beauty everywhere you looked- art architecture the magnificent views of the front entry pool ocean
the best equipped kitchen we have ever experienced that was a huge plus for this family of foodies
pool was beyond fabulous
there was plenty of comfortable beds for us all
they said don't worry it's from the owners
the location was excellent close to everything you would need but still felt secluded
we came for a trip with family and friends and the house/location were both amazing
the location and property itself were outstanding
but overall i'd recommend it and stay again the place is beautiful and location is amazing
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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.

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Paia, Hawaii, United States
35.08 km (21.8 mi) from Haleakalā National Park
villa 10 Guests 4 Bedrooms 5 Bathrooms

Top guest reviews
Amenities & Room:
there was a large swimming pool just off the living with beautiful landscaping
the beds were comfortable and everything on the property worked well
the house is comfortable and beautiful
clean well appointed and comfortable
the pool was warm and clean and the pool deck had good choices between sunny and shady areas
host was available responsive and flexible
the hosts were very good communicators and quick to address any questions we had
the host was great and the house has a lot to offer
bill and gritt along with the whole team at maui’s inspiration were very helpful and pleasant
the pre-check-in and house information was detailed and helpful
perfect location and support
definitely recognize that the airport is close and the planes come right over
you are also a five minute drive to paia for cute shops and restaurants
overall this is pretty close to paradise
the location is close to paia so you have easy access to bars restaurants and shops
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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.

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Kamuela, Hawaii, United States
91.71 km (57.0 mi) from Haleakalā National Park
Wheelchair accessible Visual Aid: Braille
PRIVATE VACATION HOME 8 Guests 3 Bedrooms 4 Bathrooms

Top guest reviews
the owner and staff are true pleasures
the owner is very easy to work with and responsive
laura is a wonderful and attentive host
we have returned multiple times and greatly appreciate all the owner does to make the stay perfect
the location is provides easy access to a grocery store and restaurants
location great many beaches to check out
access to the beach club is great and it is so close
a well stocked beautifully decorated home within walking distance of shopping the beach and tennis
the house is accommodating in every way and the location is superb
Read more reviews
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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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Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Raised in Bangkok and now living in India, Pallavi loves planning and going on road trips around the country. She believes they are the best way to understand a region!

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