Vacation Rentals & Apartments in Kailua

/ Home
/ Vacation Rentals
/ United States
/ Hawaii
/ Oahu
Book with confidence.

Updating...

age 0-16
91 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

91 apartments

Why am I receiving these results?

“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!

Match: Bicycles available Table tennis

All filters match

Price per night from

$422

10 Days in Paradise

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Match: Bicycles available Table tennis

All filters match

Price per night from

$429

Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Bicycles available Table tennis

All filters match

Price per night from

$817

Westin Kaanapali Ocean Resort Villas

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Bicycles available Table tennis

All filters match

Price per night from

$409

These homes match some but not all of your filters. Clear all filters

Direct Ocean Front...Deluxe Sandy Beachfront

Waianae condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Table tennis, 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: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$229

Sunset Beach Surf Studio

Haleiwa studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Table tennis, 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: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$262

1 of 2 match: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$186

Entire Guest Cottage for your Enchanted Getaway

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$171

Beautiful Property, on Ka'anapali Beach, Maui!!

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Table tennis

1 of 2 filters match

Price per night from

$343

Actual Owner! 2 bedroom Villa / Oceanfront - Sleeps 8 - All dates

Lahaina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 8 minutes

1 of 2 match: Bicycles available, Table tennis

1 of 2 filters match

Price per night from

$637

Beach Front Hawaiian Princess Corner Unit Condo

Waianae condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Bicycles available, Table tennis

1 of 2 filters match

Price per night from

$303

Responds fast! avg. 1 hour 35 minutes

1 of 2 match: Bicycles available, Table tennis

1 of 2 filters match

Price per night from

$343

Maui oceanfront with Lanai and Molokai island view and spectacular sunsets

Napili-Honokowai studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Bicycles available, Table tennis

1 of 2 filters match

Price per night from

$228

Kaanapali Royal F101 - Updated and Family Friendly.

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Table tennis

1 of 2 filters match

Price per night from

$516

Relax and Enjoy Spectacular Oceanfront Views!

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Table tennis

1 of 2 filters match

Price per night from

$297

Surf HQ in Pupukea / Northshore paradise

Pupukea house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

1 of 2 match: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$772

Hawaiian King- Modern Elegance with Hawaiian Charm

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$166

Jenny's Pineapple Cottage. Deluxe Ocean view ,central AC,parking bathtub

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$228

Pristine X lg 1 bdrm 1 bath aprt w/Sweeping Views of Kailua

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!

1 of 2 match: Table tennis, 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: Table tennis, Bicycles available

1 of 2 filters match

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: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$1,373

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$239

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 26 minutes

1 of 2 match: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$1,271

Ocean, beach, mountain view Double queen beds Jenny's Pineapple Cottage

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$262

Kahala Beach Condo

Kahala condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 58 minutes

1 of 2 match: Table tennis, 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: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$258

Beachfront at Waikiki Shore

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$194

Hawaiian Style Ocean Front Condo in Hawaii, Molokaii

Kaunakakai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$136

1 of 2 match: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$155

The Cottage - North Shore Paradise

Pupukea cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Table tennis, 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: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$355

“Beautiful Waikiki” Great location, central waikiki, close to everything, beaches, restaurants, grocery shopping, entertainmwnt. The most beautiful view from the large lanai, beach chairs, boogie boards. Very quiet unit on the 30th floor. LOVE the warm water pool. Definitely want to come back soon and stay longer.

1 of 2 match: Bicycles available, Table tennis

1 of 2 filters match

Price per night from

$195

Kaanapali Oceanfront

Lahaina hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Table tennis

1 of 2 filters match

Price per night from

$601

Charming 3-Bedroom On The Golf Course Steps Away from Ko Olina Lagoons

Ko Olina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Table tennis

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, Table tennis

1 of 2 filters match

Price per night from

$1,030

1 of 2 match: Table tennis, Bicycles available

1 of 2 filters match

Price per night from

$457

Viewing 38 of 91
rentals in Kailua

×

Also consider