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683 guest houses

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the Cliff House: Paradise Suite

Keaau guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Rental types Waterfront

All filters match

Price per night from

$332

Magic Sands Retreat dba

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Rental types Waterfront

All filters match

Price per night from

$166

the Cliff House

Keaau guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Waterfront

All filters match

Price per night from

$412

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Ocean view in Paradise

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$149

Royal Kahana Resort #706

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$360

Mahina Surf Unit 227

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$280

Responds fast! avg. 2 hours 8 minutes

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$1,615

Kamaole One

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 33 minutes

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$1,415

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$411

Maui Sunset #A-117 Oceanfront Complex, Ocean View, Ground Floor, Full A/C

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$425

Wailea Elua 207 Ocean View, Ground Floor, Wailea Beach Path Close, A/C

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$676

Maui Sunset #A-508 Oceanfront Property, Ocean View, Full A/C

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$676

“Great” Great property and great location, will return. Rentals maui is exceptional to work with. Air conditioner did not work in one unit and they immediately found us another. Will def deal with them in the future!

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$587

“The view... sigh, the view” We stayed on Maui for a week and really enjoyed the central location and ocean view from this property. It's big and comfortable enough for two people and the updates to the unit did not go unnoticed. Would definitely stay again if we were lucky enough to come back!

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$393

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$391

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

Last minute flash sale! 109 Beautiful oceanfront 1 bed 1 bath, ground floor

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

Oceanfront 1BR/1BA Sleeps 6 Spacious Kulakane 209

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$486

Last minute flash sale! 103 Darling 1 bed 1 bath ground floor condo

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

Last minute flash sale! 113 Darling little ground floor 1 bed, 1 bath

Poipu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

Last minute flash sale! 108 Beautiful ground floor 1 bed, 1 bath condo

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

Last minute flash sale! 111 The Turtle House, ground floor, 1 bed 1 bath

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

Last minute flash sale! 311 Beautiful oceanfront 2 bed 2 bath 3rd floor condo

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$526

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

Last minute flash sale! 309 Beautiful oceanfront 2 bed 2 bath 3rd floor, wide

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$561

Last minute flash sale! 101 Gorgeous corner, extra wide condo

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$401

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

Last minute flash sale! 102 Lovely1 bedroom, 1 bath condo.

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$391

Last minute flash sale! 305 Beautiful oceanfront 2 bed, 2 bath 3rd floor

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$526

Last minute flash sale! 202 Quaint 2nd floor with private lanai

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

Last minute flash sale! 114 Ground floor corner, extra wide 1 bed, 1 bath

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$391

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$351

Moloa'a Bay Cottage

Anahola cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Beautiful Guest House On a GREAT private beach” Wow, what a beautiful guest cottage. And a private beach worthy of a trip to Hawaii. We would stay again in a heartbeat.

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$432

Responds fast! avg. 2 hours 7 minutes

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$3,606

“Hot at night” The first night was great. But the next morning when we left the condo, we followed instructions to turn the air down and it was never the same after that. We made sure the doors were shut tight. It took about 2 hours for the rooms to get down to a comfortable temp and every night we slept with no covers on because it was too hot. Seems like the air needs to be checked. We were afraid to leave our sliders open even for a little bit becuse it took so long to get the rooms back to a comfortable temp. Also, I see no reason that the kids can't use a kid-sized floaty ring in the pool and I even saw a man sipping a soda at 10 in the morning get reprimanded and told to take his beverage out. The pool was too strict this time making it kid and family-unfriendly. Also, it would be nice if the landscapers with their mowers and blowers could work around the pool hours. We used the pool exactly 1x during our stay. :(

1 of 2 match: Rental types, Waterfront

1 of 2 filters match

Price per night from

$426

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