Villas in Kapalua

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334 houses

Hilo Hawaiian Beach House

Hilo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$457

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

Kahala house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$1,374

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Price per night from

$205

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Mauna Kea Cottage

Waimea cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 57 minutes

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$304

Kona Coast Resort Unit 5-203

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 36 minutes

1 of 2 match: Rental types, Swing set or jungle gym

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Price per night from

$201

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.

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Price per night from

$211

Westin Kaanapali Ocean Resort Villas

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

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Price per night from

$409

Romantic couple's getaway and private beach

Honolulu house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$229

Private Home; Walk into the Heart of Lahaina Town!

Lahaina house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$230

Surf HQ in Pupukea / Northshore paradise

Pupukea house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$773

aloha hale

Kohala Coast house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$229

Lahaina Historic Villa

Lahaina house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$790

Honu Kai Hale - Oceanfront home on Kahalu'u Bay

Kailua-Kona house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$1,031

Come to paradise! Enjoy the calmness & birds singing in the morning!

Honolulu house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$218

Diamond Head Ocean front crown jewel

Kahala house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$5,153

Relaxed Home in Oahu's best neighborhood

Honolulu house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$2,233

Exciting Waikiki Living from your own home

Honolulu house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$2,233

Diamond Head Seaside Hideaway

Honolulu house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$2,004

Exclusive area, heated infinity pool, ocean view, private yard, putting green

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$1,602

Large tiled Ground Floor Studio w shared bathroom

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 32 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$110

Last minute cancelation availability Of several studios

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 32 minutes

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Price per night from

$110

Responds fast! avg. 42 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$2,318

Responds fast! avg. 42 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$479

Responds fast! avg. 31 minutes

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Price per night from

$447

Lopaka's Family Lodge in Hilo

Hilo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Terrific!” Bev is so nice and kind. She really looks out for her guests! Beautiful condo style cottage . We love it here and will definitely stayhere the next time we come!

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$155

Enchanting Rainforest Hideaway on 2 Private Acres

Keaau house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“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, Rental types

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Price per night from

$155

Launiupoko, Private Luxury Home "Kalapana"

Lahaina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Beautiful Home” The setting and view is spectacular. All the rooms were very nice. We enjoyed the pool table upstairs, although be careful as there is a flaw in the slate and the cue ball can go flying! The Sonos music system is also great. The backyard is perfect. Lots of pool toys. We enjoyed the evenings watching the stars. We did have a few minor issues. We had 3 adult couples and it wasn't clear that two of the bedrooms had a shared bath. The other bath was across the hall. We had expected private baths for each bedroom. The showers are beautiful but water pressure is minimal. Lastly, it seems that pool and hot tub controls are managed by the owner down below. The pool light would turn off and if you wanted to swim late, we couldn't find a pool light switch. Lastly, we didn't have heat in the hot tub the first day/night and requested help from the owner. No response. The pool maintenance person fixed it for us the next day. Even with these minor issues, I would recommend the home again. It is beautiful and has stunning views. We enjoyed the fruit trees, too.

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$1,592

Eco-Friendly Condo Located in the Heart of Kihei

Kihei house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Well equipped and maintained, comfortable and easy access to beach, food and shopping.” This was my second stay at this lovely 1 BR condo in Kihei and I enjoyed it even more. The location is great, just across S Kihei Rd from the beach at the north end of Kamaole Beach #1. You can walk on the beach all the way to Ulua Beach if you want. The place is amazingly well equipped. All you need to cook and toys for the beach. This time, I even discovered two yoga mats in covers and two yoga blocks to go with them. Perfect for home yoga or taking them to the beach yoga classes that sometime happen. It is also possible to walk to good food and even the grocery store. The building has a great pool for afternoon cooling and laundry facilities are available on site. There is a bit of a view of the ocean from the lanai, but the general vista of palm trees and tropical vegetation in the neighboring buildings was quite nice. Never used the AC, screens and fans kept things comfortable. Finally the electronics were great, big screen and lots of music and video service choices.

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$509

South Maui 4 bdrm close to beaches, restaurants

Kihei house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Exceptional home away from home!” Just as described, the kihei oasis is an excellent vacation rental. The layout of the home, furnitionings and it's convenient surroundings, I would definitely recommend staying here. The jacuzzi was a hit, but the real bonus was the little amenities that you don't really think of until you need it. I opened the kitchen cabinets and found foil, oil, shoyu sauce and lots of helpful seasonings. The bathroom cabinets also had additional body wash, shampoo, lotion and for kids too. Although we brought our own amenities, I'm glad you have them available especially for large families. Also a garage wall dedicated to fun in the sun activities, boardgames and so much more. Mahalo to the Morts ohana for providing such a lovely home away from home, We definitely enjoyed ourselves!

Responds fast! avg. 40 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$1,031

“The best...” Thank you to the owners for supplying us with everything we could possibly require for a beach vacation. Your attention to detail is exceptional. The use of the beach towels to the usage of snorkel and surf gear made the difference. Just meant one less thing for us to worry about. Your home is the cleanest ... Hats off to your wonderful cleaners. This is certainly Kona Paradise.. In comparison to the other islands we found the local people the kindest right here,the culture and authenticity to be real, and the natural habitat fascinating. We will be back. Thank you again for the the phenomenal hospitality...

Responds fast! avg. 2 hours 7 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$269

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$916

Breathtaking Oceanview Paradise at Malulani Green Haven in Kona

Kailua-Kona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$458

“Room was great!” This room and condo development is great. The construction next door was not overly intrusive with the windows closed - they always closed down for the day before dinner so we can enjoy the balcony. My only negative is that they should have a few more blankets in the room available to the guests.

Responds fast! avg. 31 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$314

“perfect!” Have rented multiple times at this resort and with Maui Westside Properties. Always flawless, easy checkin. Absolutely perfect unit, stocked with amenities. Pools, beach, Dukes. What more to you need.

Responds fast! avg. 31 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$479

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$4,403

LUXURY BEACH HOME POOL EXCELLENT LOCATION

Kihei house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Wonderful stay in the perfect home. Great golf and beach locatio” My friends and I stayed in this high-end well-appointed home while we were on Maui. Our main purpose was to fit in as many games of golf as possible as our wives shopped and relaxed by the pools and enjoyed the beaches. This plan worked out perfectly since we were located right on golf course and a short walk from the beach. Everyone was more than happy with our accommodations and being able to rent a spacious home in the center of a luxury resort was ideal. This home was an exceptional value when you consider that most of the hotel rooms in the Wailea/Kihei area go for the same price for just one room. Everyone in our group felt as though this was our own home in Maui and we expect we will return again as soon as we can. We highly recommend this place and would like to thank the owners for extending us their every kindness. Sincerely, Don M

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Price per night from

$5,548

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

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$1,431

PAPAYA 3 at Tiki Moon Villas 3bd/1ba

Laie house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 42 minutes

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$498

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