Vacation Rentals & Apartments in Kailua

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Westin Kaanapali Ocean Resort Villas

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Bicycles available Pets

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Price per night from

$409

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Charming Country Estate with Pool. Upcountry N Maui

Maunaloa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 1

1 of 2 match: Bicycles available, Pets

1 of 2 filters match

Price per night from

$517

Romantic couple's getaway and private beach

Honolulu house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets, Bicycles available

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Price per night from

$230

Direct Ocean Front...Deluxe Sandy Beachfront

Waianae condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Pets, Bicycles available

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Price per night from

$114

Sunset Beach Surf Studio

Haleiwa studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$201

New Owner 2020 Specials / Newly Remodeled Ocean Front Hale Ono Loa Resort

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets, Bicycles available

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Price per night from

$263

1 of 2 match: Pets, Bicycles available

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Price per night from

$186

Entire Guest Cottage for your Enchanted Getaway

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$171

Surf HQ in Pupukea / Northshore paradise

Pupukea house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$775

Hawaiian King- Modern Elegance with Hawaiian Charm

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets, Bicycles available

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Price per night from

$167

Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets, Bicycles available

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Price per night from

$820

“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!

1 of 2 match: Pets, Bicycles available

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Price per night from

$236

Ala Moana Hotel rivaled Condo

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“Great central location” Cozy condo, well provisioned with cooking supplies, linens and towels. The owner was very responsive to questions and called during my stay to be sure all was well. The room is small and I'm not sure how 4 people would fit as there was a queen size bed and a chair that converted to a single bed. The sliding glass doors make the room feel larger but there is no balcony. As it is located next to the Ala Moana center, food, shopping and transportation are readily available. The bus system is very easy to use.

1 of 2 match: Pets, Bicycles available

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Price per night from

$193

Diamond Head Luxury Hawaiian Estate/ Your perfect place in Paradise!

Kahala house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 of 2 match: Pets, Bicycles available

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Price per night from

$1,377

Stunning Corner Unit 3BD OCEAN VILLA w/Ocean Views From All Rooms!

Kawela Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 38 minutes

1 of 2 match: Pets, Bicycles available

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Price per night from

$1,275

Kahala Beach Condo

Kahala condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 58 minutes

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$210

Adorable new Ohana house in a gated community

Makaha cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$259

Hawaiian Style Ocean Front Condo in Hawaii, Molokaii

Kaunakakai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$137

Beachfront at Waikiki Shore

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$194

1 of 2 match: Pets, Bicycles available

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Price per night from

$155

Paradise in Turtle Bay Family Getaway w' WiFi

Kahuku condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$355

The Cottage - North Shore Paradise

Pupukea cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$315

“This Place Has Everything You're Looking for on Maui” We really enjoyed staying at Maui Kai 806. The setting suns and moons as well as the layout of the unit, and the extremely helpful staff (especially Rowena) made our stay wonderful. We would recommend this place to our closest friends and relatives. It is ideally situated with access to all that Maui has to offer. Close to terrific beaches (snorkeling, sunning, etc.), close enough to beautiful sightseeing around Maui, and access to wonderful Lahaina, this place is simply amazing. It was my first trip to Hawaii and definitely a 5 star stay. This place rocks!

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$424

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$458

10 Days in Paradise

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$431

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$1,312

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$1,312

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$1,312

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$1,312

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$1,312

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$1,312

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$798

Ocean View! Marriott's Ko Olina Beach Club - Luxurious Two Bedroom Condo

Ko Olina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$837

Ocean View! Marriott's Ko Olina Beach Club - Luxurious Two Bedroom Condo

Ko Olina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$864

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$589

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$1,467

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$628

1 of 2 match: Pets, Bicycles available

1 of 2 filters match

Price per night from

$798

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rentals in Kailua

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