Maui Vacation Rentals

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2,071 condos

Ocean Front Luxury Home

Captain Cook house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Match: Ceiling Fans Jacuzzi or hot tub Table tennis Swing set or jungle gym

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Price per night from

$572

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Large Family Friendly, Re-modeled Princeville Home

Princeville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Jacuzzi or hot tub, Ceiling Fans, Table tennis, Swing set or jungle gym

3 of 4 filters match

Price per night from

$1,034

Kona Coast Resort Unit 5-203

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 47 minutes

3 of 4 match: Table tennis, Ceiling Fans, Jacuzzi or hot tub, Swing set or jungle gym

3 of 4 filters match

Price per night from

$201

Westin Kaanapali Ocean Resort Villas

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

3 of 4 match: Ceiling Fans, Jacuzzi or hot tub, Table tennis, Swing set or jungle gym

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Price per night from

$411

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

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

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Price per night from

$347

Beach Front Hawaiian Princess Corner Unit Condo

Waianae condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

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Price per night from

$306

Private, Gated Residence, Panoramic Ocean Sunset Views

Kailua-Kona house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

3 of 4 filters match

Price per night from

$1,262

Responds fast! avg. 1 hour 35 minutes

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

3 of 4 filters match

Price per night from

$347

Rent your own 6500 sf Bed and Breakfast

Kalaoa b&b

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

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Price per night from

$954

Kaanapali Royal F101 - Updated and Family Friendly.

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

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Price per night from

$518

Stunning 1 Bedroom with Ocean and Island Views ~ Sleeps 4 ~ Royal Kahana 514

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 46 minutes

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

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Price per night from

$198

“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!

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

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Price per night from

$426

Beautiful, luxury Resort Condo with LOW rates!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Vaca” We loved it! We loved the location, easy access to multiple beach parks, eating and shopping. Can't wait to go back!

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

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Price per night from

$195

10 Days in Paradise

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

3 of 4 filters match

Price per night from

$433

Kahana Nui Tropical Estate - Private Oceanside Villa

Napili-Honokowai house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

3 of 4 filters match

Price per night from

$3,924

Kaanapali Oceanfront

Lahaina hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

3 of 4 filters match

Price per night from

$606

Kona Beach Bungalows- Two Private Oceanfront Homes on the coast of Kona, Hawaii

Kailua-Kona house

  • 13 bedrooms
  • 9 bathrooms
  • sleeps 22

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

3 of 4 filters match

Price per night from

$5,482

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

Ko Olina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

3 of 4 filters match

Price per night from

$266

“Fantastic Kam Sands Condo!!!” We have stayed at Kamaole Sands a number of times now, and this is the best unit that we have found. The condo if very nicely upgraded, it has been very well maintained, and Joe and Gee have taken great care to make sure that it is fully stocked with all that you might need. Don't hesitate to book this one - you will be very impressed!!! Allen

Responds fast! avg. 1 hour 16 minutes

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

3 of 4 filters match

Price per night from

$196

KAMAOLE SANDS BLDG 4 - OCEAN CLOSE - LARGE LANAI

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

3 of 4 filters match

Price per night from

$190

SALE Luxury Ocean Royal Sea Cliff Spacious One Bedroom

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 32 minutes

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

3 of 4 filters match

Price per night from

$287

Quiet Kiahuna plantation , New Remodel with AC

Poipu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

3 of 4 filters match

Price per night from

$403

Amazing House w/ Pool, Cabana & More Kihei Wailea

Kihei house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

“Best family holiday we have had in ages” This is a really lovely place. The pool area and cabana are private and very user friendly. Beach in the morning and sheltered pool area in the afternoon, ideal with 3 teenagers. Bedrooms are spacious and everything works. We didn't bother with a/c just opened the house up and used the ceiling fans. Plenty of living space and room for people to do their own thing if they wanted to. Close to most things but far enough away from noise and crowds. It helps that Maui is absolutely brilliant. Andrew leaves you alone but is readily available to help with any minor issues. The kids said it was the best family holiday they have been on in ages. We agree.

Responds fast! avg. 3 hours 44 minutes

3 of 4 match: Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub, Table tennis

3 of 4 filters match

Price per night from

$1,436

Mauna Kea Cottage

Waimea cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 57 minutes

2 of 4 match: Table tennis, Jacuzzi or hot tub, Ceiling Fans, Swing set or jungle gym

2 of 4 filters match

Price per night from

$305

Hilo Hawaiian Beach House

Hilo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 4 match: Table tennis, Jacuzzi or hot tub, Ceiling Fans, Swing set or jungle gym

2 of 4 filters match

Price per night from

$459

Kona Islander Inn 336

Kailua-Kona studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 47 minutes

2 of 4 match: Table tennis, Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub

2 of 4 filters match

Price per night from

$155

Amazing Ohana Retreat on the Big Island 8 bedrooms

Kailua-Kona house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 18

2 of 4 match: Jacuzzi or hot tub, Swing set or jungle gym, Ceiling Fans, Table tennis

2 of 4 filters match

Price per night from

$1,613

Cozy Maui Condo near Kaanapali!

Ka'anapali apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Excellent Condo for the Money” When we reserved the condo we got three very informative emails in reply letting us know about check in-check out procedures, nearby restaurants, car rentals, activities in Maui, etc., so that was very helpful. When we got there we found the condo very clean with plenty of comfortable furnishings. There is no A/C but we found that if we opened the windows and turned on the fans in the evenings, the condo stayed very comfortable. It did not get too hot in the middle of the day. Kevin's policy of marking refrigerator items with the date of purchase is brilliant and renters to save on the cost of condiments and other little items. The pantry was full of staples too, so if you forgot to get something at the store, you will likely find it in the cupboard! Kevin keeps the bathroom medicine cabinet, linen closet and bedroom closets stocked with everything else you may need - boogie boards, sand toys, snorkel equipment, pool noodles, laundry detergent, bleach, bandages, antibacterial ointment, sunscreen, linens, beach towels, duct tape, you name it! The only thing we needed but couldn't find was a pair of scissors, but we got by! FYI, there is no dishwasher, so you will have to wash the dishes by hand. The location is very nice. It is in a part of town where you can walk to restaurants, a natural (but vegetarian) market, coffee shop, shave ice store, surf shop, etc. Plus it is a bout a 5-10 minute drive north of Lahaina if you need more in terms of shops and restaurants. Lahaina is also a prime spot for surf and paddleboard lessons and for hiring a boat for deep sea fishing, among other activities. The condo is also right across the street from a nice, well-used (by locals and tourists alike) park and beach. The surf doesn't get real big here, so it was a perfect boogie boarding location for our 10 year old, and a nice fishing location for our 14 year old. Plus, BONUS PART, a sea turtle hung out with us one afternoon, eating whatever grows on the rocks just off shore and swimming around our ankles.

2 of 4 match: Table tennis, Jacuzzi or hot tub, Ceiling Fans, Swing set or jungle gym

2 of 4 filters match

Price per night from

$213

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

Kahala house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

2 of 4 match: Table tennis, Jacuzzi or hot tub, Ceiling Fans, Swing set or jungle gym

2 of 4 filters match

Price per night from

$1,385

Oceanfront Black Sand Beach House at Kehena beach HI

Pahoa house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Jacuzzi or hot tub, Swing set or jungle gym, Ceiling Fans, Table tennis

2 of 4 filters match

Price per night from

$299

Wailea Ekahi 11f: Ocean View/Remodel 2 BR Condo

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful condo in Paradise!” Our stay at Ekahi Villiage 11F was nothing short of wonderful. The beautiful, well appointed condo is just a short walk to the pool pavilion and beach. We enjoyed many mornings sipping coffee on the well decorated Lani over looking the manicured grounds and ocean. We will be sure to book 11F again the next time we plan a trip to Maui!

Responds fast! avg. 1 hour 32 minutes

2 of 4 match: Jacuzzi or hot tub, Swing set or jungle gym, Ceiling Fans, Table tennis

2 of 4 filters match

Price per night from

$981

PENTHOUSE WOW! OCEANFRONT, Hear The Waves, Balcony ,AC. Pool

Napili-Honokowai penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Jacuzzi or hot tub, Swing set or jungle gym, Ceiling Fans, Table tennis

2 of 4 filters match

Price per night from

$259

Luxury Princeville Retreat - Sleeps 16 Views, Golf

Princeville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 16

Responds fast! avg. 47 minutes

2 of 4 match: Jacuzzi or hot tub, Swing set or jungle gym, Ceiling Fans, Table tennis

2 of 4 filters match

Price per night from

$642

Mahina Surf Unit 102

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Table tennis, Jacuzzi or hot tub, Swing set or jungle gym, Ceiling Fans

1 of 4 filters match

Price per night from

$207

Kaanapali Shores panoramic ocean - view sleeps 4

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Table tennis, Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub

2 of 4 filters match

Price per night from

$347

LOLIA Eco-Village | Eco-Garden Room in Paradise

Pahoa cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Table tennis, Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub

2 of 4 filters match

Price per night from

$68

Surf & Racquet Club Lovely open and airy 2bd/2bth 2nd floor unit.

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Table tennis, Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub

2 of 4 filters match

Price per night from

$250

2 of 4 match: Table tennis, Swing set or jungle gym, Ceiling Fans, Jacuzzi or hot tub

2 of 4 filters match

Price per night from

$302

Viewing 38 of 2,071
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