Maui Vacation Rentals

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6,313 condos

Relax on the lush East Side of Hawaii.

Keaau apartment

1 bedroom / 2 bathrooms / sleeps 10

Match: $149 Swing set or jungle gym Secure parking

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Price per night from

$86

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Hilo Hawaiian Beach House

Hilo house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 minutes

2 of 2 match: Swing set or jungle gym, Secure parking

2 of 2 filters match

Price per night from

$212

50 Steps from Beach. On Front St. The Lahaina Beach House.

Lahaina house

5 bedrooms / 2 bathrooms / sleeps 16

Responds fast! avg. 3 hours 49 minutes

2 of 2 match: Swing set or jungle gym, Secure parking

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Price per night from

$1,147

Remodeled, Ground Level, A/C Throughout, King Bed

Kihei condo

1 bedroom / 2 bathrooms / sleeps 5

2 of 2 match: Swing set or jungle gym, Secure parking

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Price per night from

$182

Horses and Waterfalls

Hilo log cabin

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 18 minutes

2 of 2 match: Swing set or jungle gym, Secure parking

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Price per night from

$166

Affordable and worthy tourists package on a slope

Mountain View b&b

3 bedrooms / 3 bathrooms / sleeps 16

Responds fast! avg. 3 hours 29 minutes

2 of 2 match: Swing set or jungle gym, Secure parking

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Price per night from

$343

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.

Responds fast! avg. 1 hour 59 minutes

1 of 2 match: Secure parking, Swing set or jungle gym

1 of 2 filters match

Price per night from

$146

Kona Coast Resort 10-104

Kailua-Kona condo

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Secure parking, Swing set or jungle gym

1 of 2 filters match

Price per night from

$118

Kona Coast Resort Unit 5-203

Kailua-Kona condo

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Secure parking, Swing set or jungle gym

1 of 2 filters match

Price per night from

$138

Private Master Bedroom in Waikiki!

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$86

Pokai Bay Penthouse Studio

Waianae condo

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Swing set or jungle gym, Secure parking

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Price per night from

$143

Second Street Serenity Cottage

Volcano house

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$109

Palm Hale - Majesty Palm

Kailua-Kona studio

Studio / 1 bathroom / sleeps 2

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$91

Beautiful Ocean Views

Holualoa apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 38 minutes

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$138

Come Enjoy the Natural Beauty of Hawaii

Keaau apartment

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$109

East Shore Getaway

Pahoa house

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$114

Hale Kahula

Captain Cook apartment

1 bedroom / 1 bathroom / sleeps 3

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$109

Ocean View Couples Cottage on Orchard w/ Stream

Pepeekeo cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 46 minutes

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$138

Responds fast! avg. 42 minutes

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$103

Ecko's Ohia Hale

Pahoa apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$69

Hawaiian Style Ocean Front Condo in Hawaii, Molokaii

Kaunakakai condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 2 minutes

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$137

Palm Hale - King Palm

Kailua-Kona house

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$118

Top Floor Waikiki Studio with Parking and View

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 18 minutes

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$149

Enchanting Rainforest Hideaway on 2 Private Acres

Keaau house

1 bedroom / 1 bathroom / sleeps 4

“Magical” Connie and andrew's place is something out of paradise. It's even more gorgeous than in the pictures, and they supply absolutely everything you could want. We had a great time there. Watch out for the frogs in the region though -- loud!

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$144

Tranquil cottage in farm setting minutes from Hawi

Kapaau cottage

/ 1 bathroom / sleeps 2

“This place is peaceful, quaint, and picturesque...your own private slice of heaven” This beautiful little cottage was exactly what I expected after looking at the pictures on line. It is spacious, clean, and comfortable. There is a huge front lawn and plenty of grounds to explore. It's surrounded by tall bamboo and plenty of fruit trees ...guava, papaya, mango, and these little tiny oranges. This is a farm setting with chickens and sweet sheep if you want company. There is complimentary internet and TV...but the grounds are so beautiful I never used it! Hawi and Kapa'au are within walking distance, on this trip I walked to Hawi to enjoy a cold beer and listen to a local old timey jug band. The owners are friendly but not intrusive and I felt so comfortable. The complimentary breakfast was restaurant quality! I ordered a special lunch for a day hike and it was fantastic. I truly cannot say enough about this spot! I will definitely be back.

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$144

Windsor, incl secured & assigned parking, pool, fitness center and more.

Honolulu condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 46 minutes

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$115

"Dancing Turtle" Relaxing "Ohana" steps from Beach

Kihei guest house

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$144

Cozy Jungle Cabin with View

Pahoa log cabin

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 3 minutes

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$68

Secured, Quiet & Cozy Room

Honolulu house

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$78

Cozy Quiet Garden View Condo, Kihei Kai Nani, Maui

Kihei apartment

1 bedroom / 1 bathroom / sleeps 2

“Awesome” Great place to stay at. We found the condo to be clean and beautiful. Everything we needed and then some. Great location, beach, shopping, restaurants, pool, all withing a short walking distance. The owner was very accommodating when we needed to come a day earlier than planned. This was the vacation of a lifetime. Thanks Anthony for being so accommodating and letting us stay at your wonderful condo.

Responds fast! avg. 2 hours 2 minutes

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$144

Responds fast! avg. 2 hours 2 minutes

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$149

Hale Kawehi Guesthouse in quaint downtown Hilo.

Hilo house

1 bedroom / 2 bathrooms / sleeps 2

“Stay at Hale Kawehi!” Stay at Hale Kawehi and you will never want to stay anywhere else. It is completely authentic old style Hawai'i and feels gracious and comfortable. There are 3 beautiful sitting areas outside and 3 inside. There is a wet bar, house wines, juice, jelly, butter, and bagels in the fridge. The kitchen is very well appointed, centrally located, and open to the rest of house for those who want to do their own cooking. There are beautiful stained glass windows - designed and made by the owner - in almost every room and literally hundreds of little details and collections to enjoy - the clock collection is particularly interesting. The mosaic inlays in the kitchen and wet-bar area were designed by the owner Some of the collections are from far-flung parts of the globe so you sense that the house is not only Hawaiian but a place that embraces the world. Almost everything here is an art object of some sort. The little green vines stenciled on the white frame of the front veranda enhance the garden-feeling of it. There are dozens of helpful notes in the house to guide the guest. If you are a TV watcher, there are several big, flat-screen TVs in the house. You can hear the traffic a little but the street is not busy it is not an annoyance. There is a nice cat, "Mr. Princess", who is friendly but not bothersome. At nite there are little chirping frogs at night that sound like birds to me - some people don't like the sound. This is a safe place for anyone - there is a secure gate with either key or combination entry and a tall fence for privacy and security. You will seldom, if ever, need fans as the temperature is a little warm in the day and a little cool at nite - you will want a cover in bed. There are big expanses of screen to allow the air to flow freely. Kawehi will be happy to tell you about the house and collections but will not intrude unless you ask. Beauty, hospitality, and comfort. You will always be glad you stayed at Hale Kawehi - I certainly am!

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$137

!! DELUXE RELAXING RETREAT !!

Kihei condo

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$144

Oceanfront Resort Sea Cliff,A/C, TENNIS, 2 pools jacuzzI

Kailua-Kona condo

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$125

HANG LOOSE IN CHARMING KONA TOWN

Kailua-Kona condo

1 bedroom / 1 bathroom / sleeps 4

“We wished we could stay for a month” This condo felt like home the minute we walked in the door. We have never been welcomed like this at any other condo we stayed at. The fridge had food and beer, there was a welcome basket with pineapple and treats, and even wine. The king bed and bedding is very comfortable and the condo gets good air flow to keep it pleasant at night. We enjoyed many meals on the lanai. The lanai was surprisingly quiet- usually we just heard birds and the sound of the palm trees in the breeze. You can see the ocean, but it is a couple of blocks away. It is an easy walk to all the Kona restaurants and bars. We will try to stay here again next year when we return. The owner also provided snorkel equipment, lots of towels, sunscreen and much more.

Responds fast! avg. 40 minutes

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$109

Majestic Volcano Villas (TM)

Volcano house

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$91

Idyllic Honaunau Retreat Deluxe Standard Room in Captain Cook, HI

Captain Cook house

1 bedroom / 1 bathroom / sleeps 2

“Exceptional Experience” I enjoyed our stay at Rhonda's home. Everything was perfect. Our room was extremely comfortable and the view from the living room and lanai's are amazing. We started our day with a yummy breakfast(really enjoyed the french toast rollups with homemade pineapple jam) and ended our day having a cocktail by the pool. Rhonda also provided detailed instructions on how to get to the best snorkeling locations. We could not have planned a better trip. Thanks for everything

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$144

Ocean front pool, Private corner unit, Affordable

Kailua-Kona apartment

/ 1 bathroom / sleeps 2

1 of 2 match: Swing set or jungle gym, Secure parking

1 of 2 filters match

Price per night from

$98

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