10 Best Vacation Rentals With Private Pool In Big Island, Hawaii - Updated 2023


Nestled in the central Pacific’s Hawaiian archipelago, Big Island in the state of Hawaii is a playground for nature lovers and adventurers. It boasts mountainous terrains, volcanic scenery, and turquoise waters. At Punaluʻu Beach, you can admire black sand, enjoy snorkeling, and watch sea turtles. Also, you can visit Hawaiʻi Volcanoes National Park and fall in love with volcanic landscapes and see exotic vegetation and animals. If you are into scenic hikes, you can tread Waipi'o Valley’s routes with ocean scenery accompanying you throughout.

Is everything set for your Big Island visit? How about accommodation? Luckily for you, you have many options here, such as fancy hotels and vacation rentals. Many rentals also have their own pool. For more recommendations, browse through this list of the best vacation rentals with private pool in Big Island, Hawaii.

1. Family-friendly house with beach access, Puako (from USD 1950)

Nothing compares to a holiday in a beautiful destination, such as Big Island, with the whole family. If you think so too, this family-friendly house for 10 is perfect for you. Here, you can enjoy mesmerizing sea views and a fully equipped kitchen where you can whip up your specialty dishes.

With WiFi available on site, everybody will be delighted. One of this house’s top-selling features is the idyllic courtyard with a swimming pool, ideal for a relaxing dip. The other is its sandy beach area, which guests can easily access. Magical sunset views are a bonus.

Serene PUAKO BEACHFRONT. All oceanview bedrooms and a large courtyard pool.
88 reviews  Wifi Available
estate 8 Guests 4 Bedrooms 5 Bathrooms

Accommodates: 8
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
enjoy the amazing sunsets tide pools whale watching turtles and beachfront views from your lanai aloha
the house had enough rooms for all 10 of us and the photos were beautiful
the house is even better when you see it in person with sweeping ocean views from every room
this house has everything including an amazing kitchen with every tool a chef would want
a beautiful comfortable house for our entire extended family of ten
you can tell that the owner spends money and care to keep the home up to date
property manager niki always available and very helpful
both gail and nikki were unbelievably responsive and provided wonderful advice on things to do nearby
; professional responsive and kind
immaculate home excellent staff great communication with owner and her associates
incredibly relaxing and tranquil location
beautiful home in a wonderful location
the property is very private but also close to restaurants shopping and attractions
the home its puako location and the neighborhood are very pleasant
the location is a perfect combination of privacy and convenience
Read more reviews

2. Hawaiian plantation-style house with a private hot tub, Opihihale (from USD 900)

If you are a group of 14, this 5-bedroom vacation house in Big Island will suit you well. It has a Hawaiian plantation-style design, with a screened porch overlooking the sea. It also has a sunny living space that opens onto a massive balcony with outdoor furniture, the perfect setting for watching the sun go down with a cocktail in hand.

While the comfort and convenience of the indoors are appealing to vacationers, what they love most about this house is the outdoors, featuring manicured lawns and a chic outdoor pool, hot tub, and sunbeds.

Kona Coast Original Beach Boys 9.5 acre Estate, Pool and Amazing Ocean Views
72 reviews  Wifi Available
estate 12 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 12
Minimum Nights: 6
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
the amenities are very nice especially to kitchen and hot tub
sunset views dazzled us while younger members of our family played again in the pool
the pool and hot tub were a huge hit with everyone and in almost constant use
this property is so beautiful there was plenty of room for our entire family
he was an amazing host
the host was awesome and explained everything well
owner operator on property is a great guy
guy was a wonderful host communicative through our check-in process and available for any questions during our stay
guy was an unbelievable host who visited with us and provided a great history of the property
close attractions like green beach black sand beach and volcano national park all within a few mins drive
Read more reviews

3. Waipio Heaven, Kukuihaele (from USD 3688)

Daydreaming of a restful holiday in paradise? Make it a reality and extra special by staying in this five-bedroom house, which is one of the best vacation rentals in Big Island. With expansive windows built throughout the house, you can admire nature in comfort. This luxurious retreat also offers WiFi, so you can brag about your vacation home on your socials. Besides the scenery, the other main attraction is the dreamy lagoon-like pool with cascade features. It is custom heated and surrounded by lush greens.

Hale ‘Io is a spectacular resort oasis perched atop the cliffs of Waipio valley.
82 reviews  Wifi Available
House 10 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 10
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
from the layout to the well appointed kitchen and spectacular view just amazing
plenty of space kitchen was well stocked and the pool was the bonus
the pool area was absolutely fabulous
the house is nice comfortable and clean
the house is everything you could possibly ask for-- luxurious comfortable and spotlessly clean
pam was so helpful
the property manager was very kind as well
property management team communicated well and was very responsive
it truly is one of a kind and you will not regret choosing it for your milestone trip
noelani was the best manager we could have asked for - super helpful and prompt
it's also in the most breathtaking location i've ever seen
it felt like we were movie stars for a week and the location in stunning too
all in all this property is a wonderful place to stay and i couldn’t recommend it more
we are still awaiting our returned deposit but hopefully that will take place soon
Read more reviews

4. Upscale cottage in a historic estate, Keaau (from USD 150)

Is a swimming pool a big factor in your accommodation choices? If so, this two-bedroom cottage in a historic estate will excite you. It offers a beautiful outdoor pool set on a well-manicured lawn. Sunbeds are available on the side, where you can sunbathe after a swim.

Besides the pool, you will appreciate the house’ Victorian design and fully furnished concept - with WiFi. There’s also a lanai where you can enjoy your morning coffee while soaking up the natural beauty surrounding the property.

Upscale Guest Cottage with Swimming Pool in Historic Estate
80 reviews  Wifi Available
House 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
) the mattress was brand new and extremely comfortable
the pool was a total treat
this was a darling and comfortable guest cottage on a multi-acre property
the pool is warm and inviting
she had absolutely everything thought of for guests in this clean and historic unit
the incredibly private clean salt water pool provided an excellent alternative to black lava beaches
our host was friendly & accommodating
the owner was so accommodating and pleasant
gisella a generous host
giselle is such a truly wonderful host and person
the grounds are incredible- absolutely beautiful and the host is so incredibly sweet
you will love how close the home is to waterfalls hilo and the volcano park
Read more reviews

5. Tropical estate with mesmerizing sea views, Hilo (from USD 399)

When spending a holiday in a gorgeous destination such as Big Island, it pays to book a home away from home that is just as breathtaking. Offering spectacular sea views, this four-bedroom estate will surely make your stay worthwhile. Its impeccable rustic interior design, complete with floor-to-ceiling windows and a massive stone fireplace in the center, is visually pleasing.

Besides the scenery and the aesthetics, the amenities will overwhelm you, too — in a good way. This WiFi-ready dwelling comes with a rectangular 6-ft-deep (1.8-m) saltwater pool flanked by tropical sunbeds.

? PARADISE FOUND! OCEANFRONT TROPICAL ESTATE with pool and billiard room! A/C!
40 reviews  Wifi Available
estate 9 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 9
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
my youngest was especially impressed with the heated towel rail in the bathroom
beautifully situated ocean front with views from every room
it made it difficult for us to feel truly welcome and comfortable during our stay
beds were very comfortable and the floor plan was perfect for our family
dining room had seating for 8 - beautiful table
the home was exceptionally clean and well stocked
awesome property very clean with great beds and modern bathrooms feels like your own private paradise
owners very responsive to questions
the property owners are fantastic
owners were very easy to work with
owners were generally responsive though just don't expect immediate attention
check in was easy with owner's instructions and they were super responsive to my questions
the location was great for day trips to beaches hikes and volcanos national park
lots to do on property and close to many more attractions
we loved how remote and quiet the neighborhood was yet everything we needed was an easy drive away
my whole family can't say enough about this absolutely gorgeous home and location
Read more reviews

6. Kohala Kai, Waimea (from USD 400)

This house is the perfect love nest for couples on a romantic holiday. Solo wanderers are also welcome. With Hapuna Beach for a next-door neighbor, stunning sea views and easy access to water sports are in store for guests. This one-bedroom self-catering house opens onto the fenced outdoor pool overlooking the endless waterscape. There are picnic facilities such as a table, chairs, and a gas grill accessible to guests.

One bedroom suite, private pool and ocean views.
Waimea, Hawaii, United States
212 reviews Superhost  Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the pool and views were stunning and the lounge chairs were perfect for lounging for hours on end
perfect pool sunset views unparalleled
the pool was fantastic and the view was breathtaking
very private comfortable and the treat of air conditioning for the evenings was a true delight
private pool combined with ocean views made this place special
place was very clean and very private
the place itself is clean big and comfortable
house is beautiful clean and very nicely decorated
the house is well-appointed and very clean
house is very clean and very well kept
paul was a great host
paul & paula were the perfect hosts
the host is kind and respectful
paul and paula were great hosts who responded quickly to any questions
best hosts we’ve ever had
such a great location and great place to stay
i can't imagine there's a more perfect location on the big island
we could see it from the bedroom close to multiple activities and attractions
paul's place is as close to perfect as can get
quiet and safe neighborhood
Read more reviews

7. Fully furnished house with a dreamy backyard, Pāhoa (from USD 205)

Whether you are a couple on a romantic getaway or a solo wanderer mending a broken heart, you are welcome to stay in this romantic dodecagon-shaped rustic retreat. It is surrounded by tropical vegetation, promising guests a relaxing stay.

The house has everything you need for a worry-free vacation, including kitchen essentials, a private bathroom with a jetted tub, and a laundry room. WiFi is a welcome gift. Best of all, there’s a circular-shaped swimming pool in the backyard, adorned by lava rock walls and beautiful plants — a perfect spot for outdoor lounging.

Romantic Dodecagon Retreat Near a Black Sand Beach
Pāhoa, Hawaii, United States
301 reviews Superhost  Wifi Available
Entire home 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
wifi was excellent once we arrived nice to be off the grid but feel so comfortable
the private pool is very well protected from view of the street and we enjoyed the privacy
we spent hours in/around the secluded private pool reading and relaxing
i loved the seclusion and spent many hours swimming in my private pool
i felt so clean and relaxed
beautiful quiet romantic clean comfortable private
house and pool were very clean and everything is well cared for
everything is clean and comfy and you really feel right at home
the space was very well kept and clean
friendly and helpful host
property manger is very responsive
thank you for hosting
ben and the property manager were super helpful and responsive the entire time
his instructions were very helpful and clear
the location of the house is perfect for a secluded vacation
far enough from town to feel secluded but close enough for ease of access to shopping
as for the location for us it was perfect
the pool was a huge plus and you can easily walk to the black sand beach from here
an actual slice of paradise the house the location the pool it was all perfect
Read more reviews

8. Lovely guest house with a Hawaiian lanai, Kailua-Kona (from USD 135)

Planning to surprise the love of your life with a much-needed Hawaiian getaway? Book this one-bedroom guest house with majestic sea views, and see how they love you even more. It has a kitchen, so you can woo her with a surprise breakfast every day of your stay and enjoy it on the lanai.

You can stay updated with social media happenings using the WiFi available on site. The main attraction is the outdoor pool, where you can experience bathing under the starry Hawaiian skies at night.

Big Island Ohana with Pool and Ocean Views
Kailua-Kona, Hawaii, United States
424 reviews  Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
seriously the most soft and comfortable bed i’ve had the pleasure of sleeping on while traveling
everything was as described and the pool and sunset views are great cute puppy too
this is a spacious and comfortable private suite with views (once you stand outside) of the ocean
comfortable place filled with aloha i’m hopeful to return one day that’s how much i liked it
we enjoyed a hawaiian welcome in the luxury of our own bedroom and kitchen
the place was clean and beautiful
place was very comfortable and clean
everything was so clean and well kept
extremely nice hosts clean and good location
would recommend to anyone clean beautiful property in a great location
great hosts and great house
great host easy check in and great accommodations
they are perfect hosts for travelers looking for a once in a lifetime experience
the rooms were adorable and the hosts delightful and informative
they were wonderful hosts and had fantastic history on the house and area
wonderful location and great value
great location just minutes from the heart of kailua-kona
great place close to theali’i stretch
i appreciated the convenient location in kailua kona
great place to stay within a close distance to the airport
Read more reviews

9. The Whale House, Captain Cook (from USD 349)

Give in to vacation temptations and fly to Hawaii. Complete the vacation plans by securing this multi-story rustic cabin, a fantastic spot to marvel at the sea views and enjoy whale-watching. With three bedrooms, a fully equipped kitchen, and baths, you’ll have everything you need. It also features a balcony with seats and an alfresco dining set-up — the best place to enjoy the fresh air.

A few steps from the house will take you to the pool area with sea views. It has sunbeds under a big umbrella. Don’t forget to sign the pool waiver before dipping your toes in the water, as it is a must.

Milolii Whale House With Ocean Views and Pool!
Captain Cook, Hawaii, United States
123 reviews Superhost  Wifi Available
Entire home 3 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the view is beautiful especially from the lanai or pool
very comfortable home with spectacular views and a wonderful private pool to escape the heat
sunrises from the very comfortable king bed and sunsets at the pool or from the lanai were spectacular
loved it the view from the lanai and the pool is as beautiful as the whole house
the pool is phenomenal also has great ocean views
loved our stay the house was spotless and felt like a treehouse overlooking the ocean
great host and very responsive
anthony was very helpful with our questions and accommodated many special requests
he reached out to us prior to our arrival and gave us many helpful suggestions tips and recommendations
tony is a super responsive and understanding host
great communication and quick responses from a friendly host
awesome place awesome location awesome sunsets
we took walks around the neighborhood in the evening and loved walking up to the water
a nice grocery shop is only about 12 miles away towards the south on highway 11
the house is beautiful - a wonderful place for a retreat near the ocean
so nice to be in a relatively quiet part of the island
Read more reviews

10. Spacious house with an outdoor herb garden, Captain Cook (from USD 1390)

For vacationers seeking extra spacious accommodations, check out this 6-bedroom house that can fit 16 guests. It has all the basics you’ll need, such as clean bathrooms, air conditioning, a fully equipped kitchen, and WiFi. On the wraparound lanai, you can marvel at the beauty of the sea.

Outside, an infinite pool and a hot tub await. You can indulge in a soothing soak, unwind poolside, or take advantage of the barbecue grill to enjoy a nice cookout. Guests also have access to the outdoor herb garden.

Avocado farm with ocean view and private pool!
Captain Cook, Hawaii, United States
36 reviews  Wifi Available
Entire home 6 Beds 16 Guests 6 Bedrooms 4 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
enjoyed the pool and hot tub and the views were amazing
the kitchen was nicely equipped and roomy that allowed for some major dining experiences
the sunsets overlooking the pool are beautiful
a great pool/hot tub area with amazing sunset views every night
the space was so comfortable roomy and open
jeni was such a wonderful host very responsive and helpful
the owner is very responsive and helpful and we would definitely stay at this home again
jeni was a responsive and accommodating host and this property is a gem
what a beautiful house and jeni is a wonderful host
great place great get-away great host
great location on the island
lovely property in an amazing location
nice and private location
it was gorgeous the location was great and it was just awesome
this place accommodates a big group of visitors very comfortably in a rural and very private location
Read more reviews

Relax, restore, and replenish in Big Island

Big Island is a breathtaking destination and a slice of heaven on Earth. It offers dreamy scenery, exciting activities, and delicious seafood. Plus, it has excellent vacation rentals waiting for tourists. For your visit, choose your accommodation from this list of the best vacation rentals with a private pool in Hawaii.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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