10 Best Vacation Rentals With Private Pool In O‘ahu, Hawaii - Updated 2024

Nicole
Nicole 
Updated
| 5 min read

Breathtaking waterscapes, magical sunsets, rich culture, and delicious cuisine bring travelers to the beautiful island of O'ahu, nestled in the Central Pacific. Gorgeous sandy beaches with turquoise waters, such as Sunset Beach Park, Lanikai Beach, and Hanauma Bay, delight nature lovers and sun-seekers. The presence of the mighty Diamond Head adds beauty to the O'ahu skyline. For culture and history buffs, a visit to Pearl Harbor should be on your itinerary. One of the most popular destinations for Instagram-savvy tourists is the idyllic Ho’omaluhia Botanical Garden. Before getting carried away by all the things to see and try, be sure to book the perfect accommodation. Browse through this list of the best vacation rentals with private pool in O'ahu, Hawaii.

We handpicked these listings carefully, considering (wherever possible) host status, 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 12, 2024.

1. Oceanfront estate with beach access (from USD 1343)

Offering an idyllic location with sea views and towering palms, this tropical retreat excites Instagram-savvy vacationers and might pique your interest as well.

Of all the amenities that this guesthouse offers, one thing stands out - the dreamy lagoon-like pool with a hot tub built on the side. For your convenience, the swimming pool is heated, and there is an outdoor shower that you can access. Also, there are sunbeds, a gazebo, and a tiki bar that you can take advantage of. The beach is also accessible to guests.

Stayed at this property?

23.25 km (14.5 mi) from Polynesian Cultural Center
133 reviews   Wifi Available
House 12 Guests 4 Bedrooms 5 Bathrooms

Accommodates: 12
Minimum Nights: 90
Refund Policy :

Top guest reviews
Amenities & Room:
the bedrooms were comfortable with open air windows and a morning breeze
would have been nice to have an attached bathroom to the second nicest bedroom
Cleanliness:
we constantly had to clean the counters from gecko poop
stayed at a very clean and lovely place on waikiki beach
Host:
property manager was very helpful with quick replies
the care takers ginger and hector were great
great house for hosting a group of 8 relatives for a week-long north shore retreat
the hosts hector & ginger were very accommodating and generous with their welcome gifts and flowers
he was very responsive and gave all the information we needed for the house
Location:
we loved the location of the home the town near it pool and beach
good location for large or multiple families with young kids
the location was very relaxing and we miss being there already
ginger and hector are friendly and welcoming when you arrive and live close by if you need anything
Read more reviews
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2. Sunset Villa

Are you dreaming of a blissful and relaxing long-term Hawaiian getaway? Bring your vacation fantasies to life and book this three-bedroom O'ahu villa that will make your experience one for the books. Nestled on the North Shore, it is serene and cozy. Sunset Beach is conveniently a short stroll away from here.

This stylish and fully furnished rental has plenty of exciting things in store for vacationers, and one of the most sought-after of them is the outdoor pool waiting to be enjoyed. Featuring salt water, the private pool will make you feel like you’re in the sea.

Stayed at this property?
Haleiwa, Hawaii, United States
12.34 km (7.7 mi) from Polynesian Cultural Center
64 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the beds were so comfortable and there was ac in each room
never saw a bug the air conditioning works amazingly well - cooled each room very quickly
very private master suite with a great pool view
we didn’t feel comfortable having any of our kids out there separately from us or vise versa
the house is well equipped comfortable and a perfect base for a holiday on the n
Cleanliness:
so clean and well curated
property is beautiful and very clean
the property is very clean and well appointed
all nice and clean everything worked great and the hostess was beyond responsive and very helpful
great location and very clean i would definitely recommend anyone to stay here
Host:
jessica is a great host
our host jessica was wonderful to work with
very helpful and always got back to us on a timely bases
Location:
great location house had everything we needed
close to good land and short trip to food trucks
we absolutely loved the location and property
great spot house was amazing and location is close to everything
great north shore location close to all
Read more reviews

3. Peaceful luxury home (from USD 690)

There is a lot to love about this long-term rental, starting with its tourist-friendly location close to the island’s gorgeous beaches. Wailupe Beach Park, Diamond Beach Head, and Ala Moana Beach Park are all within a 15-minute driving distance from the property.

If you’re not in the mood to drive, you can still enjoy refreshing soaks on the premises. This fully furnished rental has an outdoor pool that’s exclusive for guests’ use. A cascade feature beautifies the swimming pool, giving it an extra tropical feel. As the facility is not fenced, you are expected to always keep an eye on your kids. The hot tub on the side is a bonus.

Stayed at this property?

43.34 km (27.0 mi) from Polynesian Cultural Center
49 reviews   Wifi Available
House 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
bedroom a/c was great
swimming pool and jacuzzi were enjoyed throughout the stay
my teens enjoyed quiet ac cool and space to “virtual school” and a pool to take breaks
Cleanliness:
pictures are very accurate clean & pool was great
Host:
the property manager was extremely responsive and helpful
lauramae and owner was very responsive and catered to our experience and needs promptly and efficiently
Location:
the location is ideal
what a beautiful house in a perfect location
great location for city or hiking or beach time
house is beautiful comfortable and in a good location
Read more reviews
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4. Family house by the sea (from USD 4460)

This rental is perfect for long-term stays and it can accommodate big groups. It boasts a dreamy waterfront location with easy and direct access to the sandy beach. If you’re not in the mood for a salty swim, you can always take a plunge in the gorgeous infinity pool overlooking the ocean.

There’s a shallow portion for kids and fountains for added flair. The pool glows at night, so you can enjoy evening soaks under the starry skies. There is also plenty of outdoor furniture where you can take a break from swimming.

Stayed at this property?
Kahuku, Hawaii, United States
3.28 km (2.1 mi) from Polynesian Cultural Center
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
Host:
they said don't worry it's from the owners
Location:
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
Read more reviews
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5. Guesthouse with mountain and ocean views (from USD 800)

If you are looking for the perfect home away from home for your upcoming month-long O'ahu getaway, you might be interested in this serene estate with spectacular ocean and mountain views. Thanks to its floor-to-ceiling windows, you can appreciate the scenery even when in the confines of the indoors.

This fully furnished dwelling provides an outdoor pool that’s exclusive for guests’ use. It is fashioned with blue-tiled flooring, resembling the color of the sea. The swimming area has sunbeds, where you can chill while watching over the kids.

Stayed at this property?

35.28 km (22.0 mi) from Polynesian Cultural Center
89 reviews   Wifi Available
House 10 Guests 5 Bedrooms 6 Bathrooms

Accommodates: 10
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
could use some tlc air conditioning was below average but still an enjoyable stay
the kids loved the pool and everyone really enjoyed the beautiful views from the deck
my family had a great time hanging at the pool and enjoying the breathtaking views
the down size is the pool never warmed up enough to be able to enjoy
the bathroom upstairs with the jet tub shower needed a good scrubbing
Cleanliness:
a fabulous setting clean spacious beautiful landscape including numerous waterfalls up the valley
we found it clean comfortable and as described in the ad
Host:
very kid friendly home
the beaches are beautiful and the people were so very friendly and kind
host was very easy to get in touch with and responsive during our stay
the communication between the property owner was great
Location:
we enjoyed shopping at local stores and never felt unsafe
absolutely enjoyed our stay great location peaceful and relaxing environment
it's in a quiet family neighborhood which was perfect for us
Read more reviews
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6. Island Breeze Halē (from USD 585)

To say that this Airbnb is one of the best accommodations in O'ahu is an understatement. Fronting the lake, offering unforgettable views, and the perfect backdrop for your Hawaiian holiday, this guesthouse will make your stay one for the books. Its stylish interior design with tropical details and a Pinterest-worthy kitchen is also worth commending, too.

The cherry on top is the brand new infinity pool with pool toys, towels, and picnic facilities on the side. For interested tourists, note that this lakehouse has a minimum three-day rental policy.

Stayed at this property?
Kailua, Hawaii, United States
34.21 km (21.3 mi) from Polynesian Cultural Center
131 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the pool and the deck are fantastic
amazing how breezy and windy no air conditioning used or needed for the week
the view was good the home in good condition and it had a/c in all the rooms
the view is beautiful and we had plenty of room for 6 of us
the home was nice and the pool and deck space were very nice to have
Cleanliness:
everything was great very spacious great location and very clean
Host:
the host was amazing & very easy to communicate with
hosts are very attentive and responsive
jessica is kind and very responsive and quick to reply to questions or issues & offer help
jessica is a very gracious and attentive host
jessica was very responsive when we contacted her
Location:
the house is located in a good location
good location near kailua town and 7min drive to the beach
close to town close to the beaches and pretty quiet
this place is in a very good location in kailua
it’s a beautiful location that captures the sunrise perfectly
Read more reviews

7. Idyllic oceanfront paradise (from USD 1300)

Still on the fence about your O'ahu guesthouse choices? Will a private pool seal the deal? If so, check out this luxurious oceanfront dwelling with an outdoor swimming pool with floaters, a built-in hot tub, and lush greens as a backdrop. Not only that, but this accommodation provides a state-of-the-art kitchen and gas fire bowls, where you can enjoy bonfires with friends while stargazing and admiring sea views.

Key points of interest, such as Hanauma Bay, Hawaii Kai, and Waikiki, are all within half an hour’s drive.

Stayed at this property?
Honolulu, Hawaii, United States
44.17 km (27.5 mi) from Polynesian Cultural Center
26 reviews   Superhost Wifi Available
Entire villa 11 Beds 14 Guests 6 Bedrooms 6 Bathrooms

Accommodates: 14

Top guest reviews
Amenities & Room:
we family become fan of hawaii because of this house
Cleanliness:
it was clean beautiful comfortable and equipped with everything we needed especially those kitchen and cooking related items
the house was very spacious and well appointed
Host:
jon was very responsive to our needs
jon is a fantastic host and this house was perfect for our extended family
jon and mary were very gracious hosts with great communication and attentiveness to any needs
Location:
a great place for a large family
Read more reviews

8. Spacious hideaway in a convenient location (from USD 1413)

Wake up to mesmerizing mountain views and spend days hiking on the nearby trail or swimming at the beach, which is located within walking distance. The spacious yard offers the perfect spot for barbecues, giving guests the best indoor and outdoor life. With a private pool at your disposal, you can indulge in morning swims, afternoon dips, and night soaks under the star-filled skies. Note that guests should observe silence when it reaches 9 pm.

Stayed at this property?
Hauula, Hawaii, United States
4.57 km (2.9 mi) from Polynesian Cultural Center
98 reviews   Superhost Wifi Available
Entire villa 13 Beds 16 Guests 7 Bedrooms 5 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
the air from the other rooms and the multiple ceiling fans helped cool the place down
some of my reasons why: a/c kept the entire house (very large house) cool and comfortable
we enjoyed playing games in the backyard and lounging by the pool
excellent great room for hosting a dinner/grill get together and yet enough space when you needed your privacy
the yard and the pool are great for kids and adults
Cleanliness:
the property is very well kept clean and quiet
it is well maintained and clean
plenty of space and really clean
and yes the house was clean neat and well maintained
it was clean spacious great parking and everything we needed
Host:
our host adam was pleasant and very responsive
adam was a great host very quick with answering my questions
adam is a great host
adam is a fantastic host who was unbelievably responsive
adam is a wonderful host - quick to respond knowledgeable and professional
Location:
it's a beautiful quiet location away from waikiki to relax
the location was close to laie and some good places to eat
great to park in out of the rain
we had our wedding held at kualoa ranch this house location is great for those natura lovers
i could not have dreamed up a better place to have our special day
Read more reviews

9. Recently renovated private retreat

If you need a swimming pool to complete your ideal O'ahu holiday fantasies, book this recently renovated guesthouse with a resort-style pool. The pool is adorned by a cascade feature, a slide, and lights that glow at night. On the side, you’ll find sunbeds where you can cool down after a dip. Thanks to the floor-to-ceiling windows, you can marvel at the beauty of the swimming area from inside the house.

With an outdoor kitchen and alfresco dining, you can prepare delicious meals and enjoy a pool party with your vacation buddies for a more memorable experience. This accommodation has a minimum 30-day rental policy.

Stayed at this property?

24.79 km (15.5 mi) from Polynesian Cultural Center
7 reviews   Wifi Available
House 18 Guests 7 Bedrooms 5 Bathrooms

Accommodates: 18
Minimum Nights: 30
Refund Policy :

Top guest reviews
Host:
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
rating details: the property manager was very helpful
Location:
i was happy with the location
this is a super-nice house huge yard nice pool and great location
i was very happy with the location
i was very happy with the location
i was very happy with the location
Read more reviews
Oops, this listing is currently inactive. Check out these alternative properties in the same location.
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10. Laie Beachside Estate (from USD 1300)

This vacation rental has all the makings of a fabulous Hawaiian getaway. It is found in a tranquil and manicured estate, providing quick access to Laie Beach Park. After a day of swimming and surfing at the beach, you can come home to this tastefully furnished retreat with a well-equipped kitchen and barbecue facilities. Entertainment facilities, such as a pool table, books, and WiFi, are at your disposal.

The star of the accommodation is the fenced outdoor pool, which has salt water and a shallow end for young swimmers. You can have the pool heated on cold days for an additional fee. There’s a shaded picnic area where you can prepare snacks while looking after the kids.

Stayed at this property?
Laie, Hawaii, United States
1.03 km (0.7 mi) from Polynesian Cultural Center
19 reviews   Wifi Available
ENTIRE HOME 11 Beds 12 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 12

Top guest reviews
Cleanliness:
the bedrooms were clean and each having a separate bath was a nice bonus
Host:
the hosts were friendly efficient and professional
Location:
great location
i loved that it was out in a quieter area but close to some stores
Read more reviews

A slice of heaven on Earth

O'ahu is a slice of heaven on Earth, set on the Central Pacific. From dreamy beaches to delicious cuisine, it has everything vacationers are drawn to. Plus, it offers luxurious accommodations with a private swimming pool, appealing to all types of travelers, especially families. When choosing your vacation home, use this list of the best vacation rentals in O'ahu as your guide.

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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Nicole, a writer and traveler, also identifies herself as a free spirit with a wild heart. She is dedicated to telling authentic stories in a relatable manner. Nicole also enjoys exploring new,...Read more

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