Vacation Rentals & Apartments in Kailua

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Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Bicycles available Pool or snooker table

All filters match

Price per night from

$818

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Direct Ocean Front...Deluxe Sandy Beachfront

Waianae condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$114

Romantic couple's getaway and private beach

Honolulu house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$229

Waikiki Panoramic Oceanview Studio

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Bicycles available, Pool or snooker table

1 of 2 filters match

Price per night from

$89

Waikiki Beach Tower! Direct Oceanfront!

Honolulu hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Pool or snooker table

1 of 2 filters match

Price per night from

$199

Waikiki Beach Resort

Honolulu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 7 minutes

1 of 2 match: Bicycles available, Pool or snooker table

1 of 2 filters match

Price per night from

$3,434

Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!

Honolulu condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Pool or snooker table

1 of 2 filters match

Price per night from

$199

Sunset Beach Surf Studio

Haleiwa studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pool or snooker table, 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: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$263

Entire Guest Cottage for your Enchanted Getaway

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$171

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$186

“Perfect Location” This really was Perfect! This place was clean and well stocked for your Honolulu get-a-way! Sunrise on the balcony, nice large vanity area, full kitchen, and all the beach toys too! Convenience stores right down the block and a 5 minute walk to the beach! A safe and secure place to relax during the day, on the pool deck, if you want...but I spent every day at the beach! Lots of shopping and restaurants all around, and bus stops right out front, so no car needed. Mahalo Gary, your place made it a perfect vacation!

1 of 2 match: Bicycles available, Pool or snooker table

1 of 2 filters match

Price per night from

$195

1 of 2 match: Bicycles available, Pool or snooker table

1 of 2 filters match

Price per night from

$263

OCEAN VIEW STUDIO AT BEACH FRONT RESORT

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Pool or snooker table

1 of 2 filters match

Price per night from

$1,030

Maui Westin Ka'anapali Premium Studio Villa

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Pool or snooker table

1 of 2 filters match

Price per night from

$573

Surf HQ in Pupukea / Northshore paradise

Pupukea house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$773

Hawaiian King- Modern Elegance with Hawaiian Charm

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$166

“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: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$235

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: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$193

Beachfront at Waikiki Shore

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$194

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

Kahala house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$1,374

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$155

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: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$1,272

The Cottage - North Shore Paradise

Pupukea cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$315

Paradise in Turtle Bay Family Getaway w' WiFi

Kahuku condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$355

Kahala Beach Condo

Kahala condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 58 minutes

1 of 2 match: Pool or snooker table, 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: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$258

Hawaiian Style Ocean Front Condo in Hawaii, Molokaii

Kaunakakai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$137

“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: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$423

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$457

Westin Kaanapali Ocean Resort Villas

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$409

10 Days in Paradise

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$430

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$1,309

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$1,309

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$1,309

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$1,309

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$1,309

1 of 2 match: Pool or snooker table, Bicycles available

1 of 2 filters match

Price per night from

$1,309

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