Vacation Rentals & House Rentals in Hawaii

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Westin Kaanapali Ocean Resort Villas

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Children's pool Swing set or jungle gym Washing machine

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Price per night from

$409

Kona Coast Resort Unit 5-203

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 36 minutes

Match: Children's pool Swing set or jungle gym Washing machine

All filters match

Price per night from

$201

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Responds fast! avg. 1 hour 31 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$384

Responds fast! avg. 1 hour 31 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$288

Responds fast! avg. 1 hour 31 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$284

Responds fast! avg. 1 hour 31 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$315

Hilo Hawaiian Beach House

Hilo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Children's pool, Swing set or jungle gym, Washing machine

2 of 3 filters match

Price per night from

$457

Mauna Kea Cottage

Waimea cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 57 minutes

2 of 3 match: Children's pool, Swing set or jungle gym, Washing machine

2 of 3 filters match

Price per night from

$304

Kona, Hawaii, 1BR Suite: Beachside Resort, Pool, Golf Course Nearby, Attractions

Kahaluu-Keauhou house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 31 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$196

Responds fast! avg. 1 hour 31 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$327

Ocean Front Luxury Home

Captain Cook house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

2 of 3 match: Children's pool, Swing set or jungle gym, Washing machine

2 of 3 filters match

Price per night from

$567

Large Family Friendly, Re-modeled Princeville Home

Princeville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Children's pool, Swing set or jungle gym, Washing machine

2 of 3 filters match

Price per night from

$1,030

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 3 match: Children's pool, Swing set or jungle gym, Washing machine

2 of 3 filters match

Price per night from

$211

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

Kahala house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

2 of 3 match: Children's pool, Swing set or jungle gym, Washing machine

2 of 3 filters match

Price per night from

$1,374

2 of 3 match: Children's pool, Swing set or jungle gym, Washing machine

2 of 3 filters match

Price per night from

$205

Hilton Bay Club at Waikoloa 2BR

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$430

Maui Westin Ka'anapali -- Thanksgiving, President's Day, Easter, Summer 2021

Ka'anapali villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Fantastic Experience” Stayed with my partner, her 7yr old son, and 79yr old mother. Apartments on the North side were spacious, and even though it was a single room, had enough space for the four of us. Fantastic location with whales visible from the room/beach. Jim was commendable in being flexible with our plans, which due to flight availability, changed part way through discussions. He was very helpful in recommending locations and activities. Look forward to our next stay here.

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$1,088

Responds fast! avg. 2 hours 8 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$1,619

1 of 3 match: Washing machine, Swing set or jungle gym, Children's pool

1 of 3 filters match

Price per night from

$516

Hale Malama O-921

Ko Olina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$859

Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$818

Wyndham Kona Hawaiian Resort (2 bedroom condo)

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$228

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

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$638

DIRECT OCEAN VIEWS from every room & RENOVATED!!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$410

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$201

2 Adjoining Suites --- POSH AND LAVISH --- Direct Ocean Views

Honolulu condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$796

Responds fast! avg. 31 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$288

Responds fast! avg. 31 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$447

Ocean Front Beach Villas at Ko Olina ~ Golf course & Ocean views O421

Ko Olina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$687

“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

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$479

“This condo is a wonderful place to enjoy Maui.” We had a wonderful visit to Maui here in this condo Hokulani 509. The views from the condo are breath taking. Before we arrived, I hoped that the pictures on the web site would be accurate. I was not disappointed. The condo is well stocked with what you need to make your stay pleasant. We were there for two weeks and did not feel that we were in need for anything. The grounds are beautiful with three pools and hot tubs. There is a restaurant on the grounds that is very convenient. We cooked in and ate out over the two weeks. Nice grills are available for guests use. There is a grocery store close by. There is so much to do between Lahaina and Kapalua. We would rent again.

Responds fast! avg. 31 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$573

“Beautiful Maui Stay” Everything about this stay was fantastic. The people at Maui Westside Properties were fantastic to work with. Having never booked through them, you are always a little nervous, but e-mails and phone calls were always handled great. The unit itself, 501 Konea is beautiful. Don't think you can beat the view! The unit is very spacious with plenty of room to spread out and put your personal belongings away. The resort pools were great for the kids, and despite being there for Easter week, there were plenty of chairs around the pool to lounge around on. Dukes is a very nice restaurant that we visited pretty much every day, either for breakfast, Lunch or dinner. Loved the steak tacos! We didn't do much cooking this trip, but the Lanai had beautiful Viking appliances for grilling. Even had an outdoor refrigerator to store your food. We also liked the convenient access to both Lahaina and Kapalua. They were both just a short drive away. All in All, we hope to be back to Maui in the next several years, and hope this unit is available when we do.

Responds fast! avg. 31 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$619

“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

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$337

“Fantastic!!” Everything you could hope for. Unit is amazing. Entire complex is exactly what you want and hope for! Will come back again

Responds fast! avg. 31 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$384

“MAUI TRIP” The condo was as great as expected. Views were exceptional. Rainbows appeared on three different days on the mountain side. Te facility had every amenity that anyone can ask for. Our hosts were wonderful and were there to greet us at 12 midnight. What more can a person say.

Responds fast! avg. 31 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$479

Wyndham Kona Hawaiian Resort

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$228

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$487

Kamaole Sands Condo Renovated in South Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Exactly as promised” Very nice accommodation very central. Less than mile from downtown business. Some much closer. Shaved ice and other restaurants are closer.

2 of 3 match: Swing set or jungle gym, Children's pool, Washing machine

2 of 3 filters match

Price per night from

$224

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