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54 Houses

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Nancy's Kailua Cottage Makai

Kailua cottage

1 bedroom
1 bathroom

sleeps 2

Price per night from

$224

Sheffield Studio Walk to Kailua Beach or Town

Kailua b&b

1 bathroom

sleeps 2

Price per night from

$274

Punaluu Beach 1bd/1ba Condo, #401

Punaluu apartment

1 bedroom
1 bathroom

sleeps 3

“Relaxing stay in Punalu'u” Our family stayed in condo #401, it was perfect and exceeded our expectations. The condo has everything you need and more. We had an incredible vacation. The condo has a gorgeous view of the ocean and a big, comfy balcony to sit on and enjoy the view! It's just a short walk across the lawn to the water. The condo itself is lovely and clean with a complete kitchen, not lacking anything a cook would need. We had a lot of meals in the condo and that helps too if you're on a special diet or just want to save on meals. The beds are very comfortable too! It's the perfect place for a family with kids to stay, everything you need is there, even a washer and dryer! Punalu'u is serene and beautiful. We plan on returning soon!

Price per night from

$229

Nancy's Kailua Cottage Mauka

Kailua cottage

1 bathroom

sleeps 2

Price per night from

$224

Sheffield Suite Walk to Kailua Beach or Town

Kailua b&b

1 bedroom
1 bathroom

sleeps 3

Price per night from

$320

Steps to Lanikai Beach~3 living spaces w/heated pool, hot tub: Sleeps 14.

Kailua house

5 bedrooms
5 bathrooms

sleeps 14

Responds fast! avg. 2 hours 7 minutes

Price per night from

$1,603

Kailua Beachfront~private~newly renovated home w/stunning views & spa

Kailua house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 7 minutes

Price per night from

$1,056

Steps to beach, pool, garden. April/May Cancellation Special. CALL NOW!

Kailua house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 2 hours 7 minutes

Price per night from

$656

Available 5-15-24 to 6-28-24 Pristine X lg 1 bdrm 1 bath aprt w/Sweeping Views

Kailua apartment

1 bedroom
1 bathroom

sleeps 4

“You will be very happy you stayed here” We are very experienced travelers and also rent our vacation home so have a perspective on both sides of this equation. We are a family of four with two teenage daughters (ages 14 and 13 at time of the stay). If you rent from Patty you will be very happy you made the decision. 1) Hosts - Patty was so welcoming, friendly and helpful without ever being intrusive. She was a wealth of knowledge and was so willing to share her insights to ensure we hit the best spots at the right times to ensure a great experience. 2) Apartment - The pictures are very accurate so you really get what you see. The apartment has very "homey" feeling. The decor is local and tasteful, the kitchen fully equipped. The Lanai had really nice breezes and sunrises. It also had hooks which came in handy when drying things. While we didn't watch much TV there were plenty of options (cable, netflix, pandora) as well as a small stereo system. There were games to play, books to read (including several on Hawaii that we loved), and the all-important washer/dryer. 3) The Stuff - One of the things we loved about the apartment was the plethora recreational toys at our disposal. Beach chairs, umbrellas, boogie boards, snorkels, masks, coolers, sup's, Kayaks, bikes, etc. If you needed it, they had it which was huge for a family that spent everyday on the ridiculously nice beaches a short drive away. 4) The Location - Check it out on the map. It sits just above town in a neighborhood. It is not walking distance from the beach or town but a 5 minute drive (and free street parking) gets you there before you know it. It is walking distance to a great yoga co-op (Aloha Yoga Kula) which we went to several times and loved. Some may want to be closer to the action but we found the location close enough. All in all, this is a fantastic rental and we thought a great value. The personal touch offered by Patty puts it over the top. Do yourself a favor and book it before someone else does!

Price per night from

$235

SUITE ALOHA – Romantic Island Retreat 2 Blocks from Kailua Beach Park & Downtown

Kailua house

1 bedroom
1 bathroom

sleeps 2

“"Lovely"” We stayed at Suite Aloha in September for 11 days. The room was spacious, airy and very comfortable. There was a huge ceiling fan to cool the entire room throughout the day and night. We were awakened by the sweet fragrance of plumeria as it floated through the windows every morning. Lovely! Sabine thought of everything to make our stay comfortable. We were welcomed with fresh fruit and a Beautiful arrangement of fresh Hawaiian flowers. There were beach items available for us to use including a beach umbrella, chairs, mats and beach bag. The location was ideal. We could easily walk to Kailua Beach or to Kailua town. Kailua town has plenty of upscale shops and restaurants. There was even a brand new Target there. We would definitely stay there again. It was lovely!

Price per night from

$108