Maui Vacation Rentals

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1,445 condos

“3 generation getaway” The Lahaina Gatehouse was perfect for our group of grandparents, kids, their spouses and two grandsons ages 4 and 8 (8 people total). There's enough space for gatherings as well as getting away for privacy too. The saltwater pool was the central gathering place for all and is beautifully maintained. There were boogie boards, water toys and water wings too. We wouldn't hesitate to recommend this property to family or friends.

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$700

One-of-a-Kind Maui Getaway!

Wailea house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 24 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$1,600

Lahaina Baby Beach House-Pool-1 min.walk to the Beach- 5 min. walk to Lahaina

Lahaina house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$1,025

Beautiful Beachfront Condo, Huge View, A/C

Kihei apartment

1 bedroom / 1 bathroom / sleeps 3

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$184

Launiupoko, Private Luxury Home "Kalapana"

Lahaina house

3 bedrooms / 4 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.

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$1,248

MAUI PLANTATION BEACH HOME, 4-BR/3 BATH, 2 MIN TO BABY BEACH, PAIA

Paia house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 50 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$1,499

Serene, Peaceful and Tranquil

Lahaina cottage

2 bedrooms / 2 bathrooms / sleeps 4

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$895

4BR Private Home; Pool Hot Tub; 1 Mile to Lahaina!

Lahaina house

4 bedrooms / 4 bathrooms / sleeps 14

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$549

Kihei Condo w/ Pool - Walk to Kamaole Beach Park I

Kihei condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 31 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$147

OLD HAWAII AT ITS BEST! Across Street to Beach 2 min walk

Kihei apartment

1 bedroom / 1 bathroom / sleeps 3

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$137

Walk to Beach, Condos Garden View #253

Kihei apartment

1 bedroom / 1 bathroom / sleeps 5

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$220

NEW! Oceanfront Resort Condo w/Pool & Beach Access

Kihei condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 31 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$229

Classic Beach Home with Private Pool (Honu Kai)

Kihei house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$430

Cloud 9 Beach House with Pool

Wailea house

3 bedrooms / 2 bathrooms / sleeps 7

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$572

Nohonani 405

Napili-Honokowai condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 13 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$314

NEW! Resort Condo w/Ocean Views on Kaanapali Beach

Lahaina condo

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 31 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$366

Lahaina Condo w/ Patio, Ocean Views & Pool Access!

Lahaina apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 31 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$269

*5-Star* Kapalua Golf Villa w/Ocean-View Lanai!

Lahaina villa

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 31 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$229

Wailea Gem!! Private Pool and Amazing Ocean Views

Wailea house

3 bedrooms / 2 bathrooms / sleeps 7

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$690

The Banyan Bed and Breakfast Retreat in Maui, HI

Makawao lodge

7 bedrooms / 9 bathrooms / sleeps 14

“Incredible! Generous loving hosts and special place” Marty and Mouna are incredible hosts who embody the aloha spirit. From extra towels to rooms with all the little extras included, we always find the Banyen Tree B and B to fully deliver a wonderful stay.

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$1,489

Honua Kai 316 - Beach Front Luxury 1BR! (Epic Realty)

Lahaina apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 44 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$308

Sweeping Oceanfront View Condo in North Kihei!

Kihei condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 31 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$176

Gather with Family or Friends at a Gorgeous Estate. Pool, Views

Haiku house

5 bedrooms / 5 bathrooms / sleeps 10

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$1,432

Top-Rated Beachfront Unit! Best views! Steps from water! Kuleana 614

Lahaina apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 44 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$230

Gorgeous! Oceanfront With Pool And Hot-Tub - Permitted

Paia house

4 bedrooms / 3 bathrooms / sleeps 6

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$1,145

Pohailani #223

Lahaina apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 13 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$212

Kaleialoha #109

Lahaina apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 13 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$196

Absolutely Oceanfront-Corner with Side Window- 289

Lahaina condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 25 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$335

4B/3B,Gated Pool,Hot Tub, huge lani, A/C, Great location.,

Kihei house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 41 minutes

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$602

Luxurious and Private Maui Home with Swimming Pool

Haiku house

3 bedrooms / 3 bathrooms / sleeps 6

“Serenity in Maui” My husband and I spent eight days at this lovely property, and quite simply, was the best house rental, and the best vacation we have ever taken. There are not enough words to tell you how beautiful the home is with all the stunning landscaping, yummy fruit trees,and great, private saltwater pool. The home is immaculate, and luxurious. Extremely clean, and absolutely stunning. Very comfortably furniture and great beds. Claudia, the owner is charming, and will be there when you need her for anything. Please, do yourself a favor and stay in this home. It is paradise!

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$811

Seaside Tropics Estate~Ocean views, private pool and hot tub

Wailea house

5 bedrooms / 5 bathrooms / sleeps 8

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$2,176

Kahana Nui:Luxurious Balinese Style: Oceanfront AC, Pool, 12 guests!

Lahaina house

6 bedrooms / 5 bathrooms / sleeps 12

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$3,006

Seaside Tropics Villa - Ocean Views, Private Pool and hot tub, AC

Kihei house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Ceiling Fans Private outdoor pool (unheated)

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Price per night from

$1,803

These homes match some but not all of your filters. Clear all filters

Mahina Surf Unit 102

Lahaina apartment

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

1 of 2 filters match

Price per night from

$207

Royal Kahana 301:Oceaview 2BD home at Great Rate!

Lahaina condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 1 minutes

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

1 of 2 filters match

Price per night from

$340

Paia Plantation Charm, walk to town and beach

Paia house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 36 minutes

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

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Price per night from

$242

Hear the waves!

Napili-Honokowai condo

1 bedroom / 1 bathroom / sleeps 3

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

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Price per night from

$269

aloha on the ocean

Lahaina condo

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Private outdoor pool (unheated), Ceiling Fans

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Price per night from

$155

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