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Pillows in Paradise Bed & Breakfast: Traveller Reviews

336 Awakea Road, Kailua, Oahu, HI 96734
Hotel amenities
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Ranked #10 of 15 Kailua B&B and Inns
3.5 of 5 stars 13 Reviews
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13 reviews from our community

    Trip type
Traveller rating
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    4
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Date Rating
Stockholm, Sweden
Contributor
12 reviews 12 reviews
Reviews in 10 cities Reviews in 10 cities
4 helpful votes 4 helpful votes
“Relaxing and laid-back base for Kailua”
4 of 5 stars Reviewed 10 March 2011
3
people found this review helpful

We stayed here with our 1-year old baby and it was ideal. Kailua the town is only half an hour drive from Waikiki but is a different world - very relaxed and much fewer people. The beach is perfect for kids (we drove around the island one day to find another beach for the day, but they were all closed due to rough seas, when we came back to Kailua it was just as tranquil as ever) The town itself is very close (walking distance) from this property, so was very convenient as I could have a drink in the evening and not worry about driving home.

The room we stayed in (Lanai suite) was clean, airy, and very big. Barbara, the host, was there to welcome us despite us arriving late at night, and recommended local places of interest and restaurants etc. There is something quite ethereal and other-worldly about her, and gave an impression of never being phased by anything - perfect for a holiday hostess!

We loved our stay here and would definitely come back.

  • Stayed February 2011, travelled with family
    • 4 of 5 stars Value
    • 4 of 5 stars Location
    • 4 of 5 stars Sleep Quality
    • 4 of 5 stars Rooms
    • 4 of 5 stars Cleanliness
    • 4 of 5 stars Service
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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Tucson
1 review
2 helpful votes 2 helpful votes
“Wonderful, wonderful, wonderful”
5 of 5 stars Reviewed 18 July 2010
2
people found this review helpful

Pillows in Paradise was an excellent value...much cheaper than other places we checked and turned out to be so peaceful, clean, and a great location, close to the beach and the town. The owners, Barbara and Lionel, were available most of the time if anything came up, but not in our faces. The place was so quiet, we had the pool almost to ourselves most of the time. We were provided with fresh beach towels whenever needed and our beds and towels changed whenever we requested. I would recommend this place very highly to anyone visiting Oahu. Our stay was two weeks.

  • Stayed July 2010
    • 5 of 5 stars Value
    • 5 of 5 stars Location
    • 5 of 5 stars Sleep Quality
    • 5 of 5 stars Rooms
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Service
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Ask leonaashlee about Pillows in Paradise Bed & Breakfast
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Denver
2 reviews
Reviews in 2 cities Reviews in 2 cities
5 helpful votes 5 helpful votes
“A Disappointment”
2 of 5 stars Reviewed 11 April 2009
3
people found this review helpful

We travel a lot and frequently stay at B&Bs because they are usually charming and offer wonderful insights into the community. We were very disappointed with Pillows in Paradise. It was more like rent a room/daily rates than a Bed and Breakfast. We were booked for three nights and left after two.

While our Lanikai room was clean and spacious, the air conditioner hissed and clanked all night. Access to the room was from street parking through two small gates that made moving suitcases difficult. No information such as local restaurant menus or written directions to places of interest was provided.

Barbara greeted us graciously, and we never saw her again. We had the option of calling her cell phone. The website says a complimentary welcome breakfast basket will be provided for the first morning. It was fruit and a coffee cake from the grocery bakery. Breakfast was up to us for the remainder of our stay- not my idea of a Bed and Breakfast. A note on the table said there would be an additional $35 charge if we did not wash our own dishes.

There was a decided lack of hospitality at Pillows in Paradise, which did not match our expectations.

  • Stayed March 2009, travelled as a couple
    • 5 of 5 stars Value
    • 3 of 5 stars Location
    • 3 of 5 stars Rooms
    • 5 of 5 stars Cleanliness
    • 1 of 5 stars Service
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Chicago, Illinois
Senior Reviewer
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Reviews in 5 cities Reviews in 5 cities
69 helpful votes 69 helpful votes
“Great Stay!”
5 of 5 stars Reviewed 5 March 2009

We stayed Feb. 20-27 in the Gardenia room, a quick decision due to our son's housing situation. Bed was very comfortable, room was spotless and this location very quiet. Convenience is wonderful! 5 minutes to downtown Kailua, where you'll find many upscale restaurants and shops. Kailua Beach park is also just a 4 minute walk. Pool is immaculate and grounds excellent. Barb and Lionel are great hosts and wonderful conversationalists. Barb's son Matt does a great job of filling in when needed and his fine oil paintings are featured throughout the house. All in all, a great value and you'll not be disappointed.

  • Stayed February 2009, travelled as a couple
    • 5 of 5 stars Value
    • 5 of 5 stars Location
    • 5 of 5 stars Rooms
    • 5 of 5 stars Cleanliness
    • 4 of 5 stars Service
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Seattle
1 review
1 helpful vote 1 helpful vote
“nice out of the way, private clean and friendly enough”
3 of 5 stars Reviewed 22 January 2009
1
person found this review helpful

Pillows in Paradise is a quaint, clean and private B&B in Kailua, which is a town that's pretty off the beaten track. If you're looking for a place to relax, read a few books, get some sun and enjoy your alone time, this would be a place to stay for sure. The host, Barbara, was a really easy going lady with a tidy almost ghost-like demeanor (sorry Barbara, I don't mean that the way it sounds...), one minute she's there talking to you, the next you're not sure where she went.
The B&B is a series of room extensions on their home on a nice quiet residential street. We had no problem parking our rental car on the side street just outside our window. We had a big, clean room with a lovely kitchenette (no real place to prepare or cook food, but a portable burner, small fridge, coffee maker, and all that you need to make breakfast, and a small lunch), a big shower-only bathroom, nice closet space, etc.
They left us a fruit and bread basket on the first day we arrived, which was wonderful, though I wouldn't call it breakfast. It sure helped, though, as a pineapple on the island ranges from $5-$9 depending on where you buy it. Stores in Kailua aren't exactly stocked for visitors, in fact, the town is really not meant for much of anything except living quietly out of the way of busier towns.
PiP is about a 15 minute walk to the center of "town", which consists of Starbucks and a string of chain-restaurants, a couple smoothie stores, and not much else. There are two dive shops nearby that are nicely equipped for day-snorkel rentals.
The beach is almost equally close, 15 minutes or so, but beware, there are no comforts you'd find at a bigger beach, this beach is nice smooth sand and that's it. You'd be hard pressed to find a cold water or sandwich, and forget about trying to have a drink while you get out of the almost constant flash-flood-like 2 minute downpours this part of the island is famous for.
The pool in back is cute, if a bit overgrown with surrounding palms and native plants, which shade it a bit from mid-day onward, but otherwise it sure is nice to have a quiet clean pool to just read and relax by after a day of walking to and from beach/town.
I would probably look for a hotel closer to the beach if I were to go back to Kailua, but if I was looking for a hide-away far from anyone else, PiP would be my first stop.
I did enjoy myself, the place is nice. Clean is an understatement!

  • Liked — spacious clean and private
  • Disliked — toooooo far from anything else the
  • Stayed September 2008, travelled as a couple
    • 3 of 5 stars Value
    • 2 of 5 stars Location
    • 4 of 5 stars Check-in / front desk
    • 4 of 5 stars Rooms
    • 5 of 5 stars Cleanliness
    • 4 of 5 stars Service
    • 2 of 5 stars Business service (e.g., internet access)
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