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1,829 condos

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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

Match: Climbing frame Linen provided Sea view Staffed property

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Price per night from

$264

Private Tropical Hawaiian Retreat with oceanview on offgrid 20 acre organic farm

Pahoa cottage

1 bedroom
1 bathroom

sleeps 2

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$75

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

3 of 4 match: Staffed property, Climbing frame, Linen provided, Sea view

3 of 4 filters match

Price per night from

$229

BAMBOO 2 at Tiki Moon Villas: 2 bdrm/2ba

Laie cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 42 minutes

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$501

Hale Kukui spectacular ocean cliff cottage with ex

Kukuihaele cottage

1 bedroom
1 bathroom

sleeps 2

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

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Price per night from

$287

Luxury With a View!!! Designer Furnished and All New (Wavecrest Resort)

Kaunakakai condo

1 bedroom
1 bathroom

sleeps 2

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

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Price per night from

$202

Holiday Special on this brand new listing! We want you back on Maui!

Kihei condo

1 bedroom
2 bathrooms

sleeps 4

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$245

Location, Location, Location! Best Ocean View Studio at Marine Surf Waikiki

Honolulu studio

Studio
1 bathroom

sleeps 2

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

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Price per night from

$194

Island Paradise Walk to Kealakekua Bay to see dolphins

Captain Cook house

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

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Price per night from

$228

Ocean Breeze at Tiki Moon Villas 1bd/1ba Ocean Front Bungalow

Laie cottage

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 42 minutes

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$475

Hale Kamaole #309 -Spacious 2+ bdrm Kihei Condo

Kihei apartment

3 bedrooms
2 bathrooms

sleeps 6

“Hale Kameole #309 - A great find!!” We ust returned from a glorious holiday to Maui (10 days) and the Molokai (4 days). This is our 7th trip to the Islands, and I fall more in love every time! Maui had last been a destination in 1995 and although we found a lot of changes - much has stayed the same. We stayed, for the first time, in #309 (Hale Kamaole) - a 3rd story condo with an ocean view - renting the unit through Vrbo. This was a very clean and well appointed condo and allowed the four of us (2 couples) ample room and comfotable surroundings. The owner (Brenda) was easy to deal with and always helpful and honest. We loved so much about this location - it's proximitiy to Kamaole 3 Beach (right across the road, and a really great beach in it's own), shopping, dining and, of course, the beaches in Wailea (Ulua and Big Beach). The condo was extremely clean and...well, comfortable - the kind of place that you're anxious to return to after a long and tough day of beaching or shopping. Do not think we missed having cocktails on the lanai one day, watching the sun go down to the tunes of other residents performing their "conch" ceremony (not to be missed). We all loved this place, and would not hesitate to stay here again.

Responds fast! avg. 3 hours 34 minutes

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

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Price per night from

$455

BEST KEPT SECRET ON MAUI. OCEANFRONT 2B, 2B LUXURY CONDO AT AFFORDABLE PRICE

Lahaina apartment

2 bedrooms
2 bathrooms

sleeps 6

“Peaceful and relaxing” We had a relaxing stay at this condo. The pool and common areas were well kept and our neighbors were polite and friendly. We did not use the beach access here but did drive to nearby beaches. The condo had some upgrades such as the large kitchen island. In fact, the openness of the kitchen to the living room was very nice. We also enjoyed the lanai for eating meals and for whale watching. Watching the sunset from the property was a favorite way to end the day. The amenities were improving with the addition of new washers and driers in the community laundry room. Some may find this condo to be more rustic than luxurious but it met our expectations within the price point as cozy and a nice place to stay after adventure filled days. A big plus is that this condo community seems to attract a very considerate group of people. It was peaceful and relaxing to stay here and our overall impression was favorable.

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

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Price per night from

$374

TRACY'S TROPICAL TREASURE #1 of 4: Voted #1 Vacation Rental in all of Maui

Kihei apartment

1 bathroom

sleeps 2

“Wonderful time!” My husband and I had the opportunity to spend 10 days at Tracy's place and loved everyday! She has stocked everything needed to make it a worry free vacation. It was wonderful to watch the sunset each night from our place. Also, there are a bunch of delicious places to eat at nearby. It was nice to be able to bring home leftovers, to enjoy the next day. Highly recommend Tracy's place.

Responds fast! avg. 59 minutes

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$333

Robertson's Beach House - Kailua Kona

Kailua-Kona house

4 bedrooms
4 bathrooms

sleeps 8

“Kinda Beach House” The house was well supplied for our group of eight. Everyone enjoyed the yard and access to the ocean. The turtles were a special hit. We appreciated the spacious lanai. Great sunset views. Neighborhood and road were busy, but not intrusively so. The downstairs bathroom off the kitchen could use a better privacy curtain.

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

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Price per night from

$1,314

Seaside Zen Cottage on the Beach in Kailua Kona

Kailua-Kona house

3 bedrooms
3 bathrooms

sleeps 6

“Great for family vacation. Awesome setting.” I was worried about this Beach House before renting but we would up loving it. The reviews seemed to range. There are some comments that the beach in front of house is small, yes the beach is small but it is also quite perfect for snorkeling, looking at or a quick dip. It was great sleeping to the sound of the ocean, the view is so nice you don't want to stop looking at it. One important note which it is hard to discover unless you stay here. The beach in front of the house is NOT your personal private beach, Visitors mostly locals and other renters visit the beach pretty much every day via a public walkway. There is a short wall separating you from the beach which is nice. It was never crowded it just has probably at most I have seen 10 people. The only issue with this is that it feels like your beach, but people keep coming to it. I got over this after the first day. The mornings and evenings the beach was usually empty and all to ourselves. The turtles come near you non stop at this beach which is really cool. The House upstairs is basically one giant room with 2 bathrooms, the rooms separate via closable walls which was convenient for us and well designed. The downstairs has a living area, kitchen and another bathroom. For our family this house was perfect. Something to note: There were lizards and occasional insects which appeared to be some kind of roach, however this did not bother us as a tropical hawaiian roach is not nearly as bad as a NYC roach. The furnishings of the house are in good shape, there are no frills in this house it is basically an older beach cottage. The house had beach gear and snorkeling gear available which was great. If you rent it, we left one of our little girls life jackets so you may see that there LOL. The place was clean with clean linens and towels. There is a property manager who lives on the grounds. She was very helpful. I would stay here again and would also recommend this house. I attached 3 pics. One is of the beach, There is sand you just can't see from the shot, two is from one of the rocks outside - house is on right, and 3 is of the sunset. Side note if you don't know anything about big island: Kona is where you want to be on the Big Island if you like nice weather. I did not realize there are basically two sides to stay. Kona side and Hilo Side. Luckily this is on Kona side. Hilo has a bunch of stuff to do and hikes, waterfalls, museums etc, also closer to volcanos but its the "rainy" side. I would rather be on the sunny side and travel to the other side.

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$920

Beach Front Hawaiian Princess Corner Unit Condo

Waianae condo

1 bedroom
2 bathrooms

sleeps 4

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$305

See, Hear and Smell the Ocean

Kailua-Kona condo

3 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$150

Kepuhi Beach Resort #2202...Paradise Found!!

Maunaloa condo

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$161

Sunshine & Rainbows 402 Valley Isle Resort

Napili-Honokowai apartment

1 bedroom
1 bathroom

sleeps 4

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$271

Quiet Garden View Condo Above Treeline Near Kam 2 Beach, Kihei Kai Nani, Maui

Kihei condo

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 33 minutes

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$207

Sea view, central AC. Parking is available. 2 minutes walk to the famous beach

Honolulu apartment

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 2 hours 32 minutes

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$241

AWESOME 2 BEACHFRONT CONDO-ALL BELLS & WHISTLES!GORGEOUS BEACH/OCEAN/SUNSET VIEW

Makaha condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 35 minutes

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$345

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

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

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Price per night from

$1,278

RENOVATED & SPACIOUS 798 SQ FT Ocean View Suite + Den, FREE PARKING

Honolulu hotel apartment

1 bedroom
1 bathroom

sleeps 6

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$159

2BR Westin Nanea Maui

Ka'anapali villa

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$1,068

Oasis in Paradise

Aiea house

3 bedrooms
3 bathrooms

sleeps 6

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$345

Marriott Ko Olina Beach Club 2 Bedroom Ocean View Penthouse

Ko Olina penthouse

2 bedrooms
2 bathrooms

sleeps 8

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

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Price per night from

$1,725

Maui oceanfront with Lanai and Molokai island view and spectacular sunsets

Napili-Honokowai studio

Studio
1 bathroom

sleeps 2

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$229

Wailea Ekolu 2/2 - Elegant, Spacious, Modern, Ocean View!

Wailea condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$446

A View to Die for! 3 bedroom 3 bath right on Waikiki Beach

Honolulu condo

3 bedrooms
3 bathrooms

sleeps 6

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$2,064

Ko Olina Beach Villas Beachfront (Beach Tower 709)

Kapolei apartment

2 bedrooms
2 bathrooms

sleeps 6

“Excellent Location and Home” Our family of four had an absolutelly wonderful week at this condominium. The ocean, with the lagoon, is fantastic to swim and play in, all the time knowing that the kids are safe. The condo was excellent with all of the current amenities, a fantastic view, and a spatious design.

Responds fast! avg. 2 hours 6 minutes

3 of 4 match: Climbing frame, Linen provided, Sea view, Staffed property

3 of 4 filters match

Price per night from

$679