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 Hoβomaluhia 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.
Top guest reviews
Amenities & Room:
the bedrooms were comfortable with open air windows and a morning breezewould have been nice to have an attached bathroom to the second nicest bedroomCleanliness:
we constantly had to clean the counters from gecko poopstayed at a very clean and lovely place on waikiki beachHost:
property manager was very helpful with quick repliesthe care takers ginger and hector were greatgreat house for hosting a group of 8 relatives for a week-long north shore retreatthe hosts hector & ginger were very accommodating and generous with their welcome gifts and flowershe was very responsive and gave all the information we needed for the houseRead more reviewsLocation:
we loved the location of the home the town near it pool and beachgood location for large or multiple families with young kidsthe location was very relaxing and we miss being there alreadyginger and hector are friendly and welcoming when you arrive and live close by if you need anything
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.
Haleiwa, Hawaii, United States
12.34 km (7.7 mi) from Polynesian Cultural CenterSuperhost
Accommodates: 8
Top guest reviews
Amenities & Room:
the beds were so comfortable and there was ac in each roomnever saw a bug the air conditioning works amazingly well - cooled each room very quicklyvery private master suite with a great pool viewwe didnβt feel comfortable having any of our kids out there separately from us or vise versathe house is well equipped comfortable and a perfect base for a holiday on the nCleanliness:
so clean and well curatedproperty is beautiful and very cleanthe property is very clean and well appointedall nice and clean everything worked great and the hostess was beyond responsive and very helpfulgreat location and very clean i would definitely recommend anyone to stay hereHost:
jessica is a great hostour host jessica was wonderful to work withvery helpful and always got back to us on a timely basesRead more reviewsLocation:
great location house had everything we neededclose to good land and short trip to food truckswe absolutely loved the location and propertygreat spot house was amazing and location is close to everythinggreat north shore location close to all
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.
Top guest reviews
Amenities & Room:
bedroom a/c was greatswimming pool and jacuzzi were enjoyed throughout the staymy teens enjoyed quiet ac cool and space to βvirtual schoolβ and a pool to take breaksCleanliness:
pictures are very accurate clean & pool was greatHost:
the property manager was extremely responsive and helpfullauramae and owner was very responsive and catered to our experience and needs promptly and efficientlyRead more reviewsLocation:
the location is idealwhat a beautiful house in a perfect locationgreat location for city or hiking or beach timehouse is beautiful comfortable and in a good location
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.
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
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.
Top guest reviews
Amenities & Room:
could use some tlc air conditioning was below average but still an enjoyable staythe kids loved the pool and everyone really enjoyed the beautiful views from the deckmy family had a great time hanging at the pool and enjoying the breathtaking viewsthe down size is the pool never warmed up enough to be able to enjoythe bathroom upstairs with the jet tub shower needed a good scrubbingCleanliness:
a fabulous setting clean spacious beautiful landscape including numerous waterfalls up the valleywe found it clean comfortable and as described in the adHost:
very kid friendly homethe beaches are beautiful and the people were so very friendly and kindhost was very easy to get in touch with and responsive during our staythe communication between the property owner was greatRead more reviewsLocation:
we enjoyed shopping at local stores and never felt unsafeabsolutely enjoyed our stay great location peaceful and relaxing environmentit's in a quiet family neighborhood which was perfect for us
6. Island Breeze HalΔ (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.
Top guest reviews
Amenities & Room:
the pool and the deck are fantasticamazing how breezy and windy no air conditioning used or needed for the weekthe view was good the home in good condition and it had a/c in all the roomsthe view is beautiful and we had plenty of room for 6 of usthe home was nice and the pool and deck space were very nice to haveCleanliness:
everything was great very spacious great location and very cleanHost:
the host was amazing & very easy to communicate withhosts are very attentive and responsivejessica is kind and very responsive and quick to reply to questions or issues & offer helpjessica is a very gracious and attentive hostjessica was very responsive when we contacted herRead more reviewsLocation:
the house is located in a good locationgood location near kailua town and 7min drive to the beachclose to town close to the beaches and pretty quietthis place is in a very good location in kailuaitβs a beautiful location that captures the sunrise perfectly
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.
Top guest reviews
Amenities & Room:
we family become fan of hawaii because of this houseCleanliness:
it was clean beautiful comfortable and equipped with everything we needed especially those kitchen and cooking related itemsthe house was very spacious and well appointedHost:
jon was very responsive to our needsjon is a fantastic host and this house was perfect for our extended familyjon and mary were very gracious hosts with great communication and attentiveness to any needsRead more reviewsLocation:
a great place for a large family
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.
Top guest reviews
Amenities & Room:
the air from the other rooms and the multiple ceiling fans helped cool the place downsome of my reasons why: a/c kept the entire house (very large house) cool and comfortablewe enjoyed playing games in the backyard and lounging by the poolexcellent great room for hosting a dinner/grill get together and yet enough space when you needed your privacythe yard and the pool are great for kids and adultsCleanliness:
the property is very well kept clean and quietit is well maintained and cleanplenty of space and really cleanand yes the house was clean neat and well maintainedit was clean spacious great parking and everything we neededHost:
our host adam was pleasant and very responsiveadam was a great host very quick with answering my questionsadam is a great hostadam is a fantastic host who was unbelievably responsiveadam is a wonderful host - quick to respond knowledgeable and professionalRead more reviewsLocation:
it's a beautiful quiet location away from waikiki to relaxthe location was close to laie and some good places to eatgreat to park in out of the rainwe had our wedding held at kualoa ranch this house location is great for those natura loversi could not have dreamed up a better place to have our special day
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.
24.79 km (15.5 mi) from Polynesian Cultural CenterAccommodates: 18
Minimum Nights: 30
Refund Policy :
Top guest reviews
Host:
rating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulrating details: the property manager was very helpfulRead more reviewsLocation:
i was happy with the locationthis is a super-nice house huge yard nice pool and great locationi was very happy with the locationi was very happy with the locationi was very happy with the location
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.
Top guest reviews
Cleanliness:
the bedrooms were clean and each having a separate bath was a nice bonusRead more reviewsHost:
the hosts were friendly efficient and professional
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.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
Create an account to