50 Best Maui Vacation rentals on Holiday Lettings - Condos

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Vacation rentals Lahaina
954 properties
Condos Kihei
583 properties
Ka'anapali
159 properties
Condos Wailea
132 properties
Villas Kapalua
112 properties
Condos Napili-Honokowai
74 properties
Haiku
37 properties
Vacation rentals Paia
28 properties
Condos Maalaea
20 properties
Apartments Wailuku
15 properties
Vacation rentals Hana
15 properties
Makawao
13 properties
Kula
5 properties

Maui

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2,159 Vacation rentals

(1) Excellent 

8

Vacation apartment in Paia

Maui / Paia

2 4 90 nights min

  • 2 bedrooms
  • Sleeps 4
  • 90 nights min
  • Child friendly
Located only 3m to Paia, where you can find yoga studios, restaurants, shopping boutiques and art galleries. 3m to Ho'okipa beach and Baldwin beach where are perfect for surfing, wind surfing and kite surfing. 15m to Kahului airport. The upstairs of the house has two ro …see more

from $130 / night

$780 - $1,950 / week

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from $130 / night

(1)  

21

Vacation condo with shared pool in Kihei

Maui / Kihei

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Kamaole Sands is an award-winning condo complex situated just across from one of the best beaches on Maui. Kamaole Sands III beach, is recognized as one of the best beaches in Maui. Boogie board, surf, snorkel straight off the beach. We have seen turtles, Manta rays and …see more

from $219 / night

$1,533 / week

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from $219 / night

10

Kihei Vacation condo rental

Maui / Kihei

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
Welcome to this home away from home. This is a lovely, well-maintained 1 bedroom condo in the family friendly complex of Hale Kamaole. Walking distance to Kamaole II and III, shopping, restaurants, and parks. Complex has 2 pools, gas and coal BBQs, and a tennis court, a …see more

from $152 / night

$1,064 / week

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from $152 / night

(1) Good 

6

Vacation apartment rental

Maui / Lahaina

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This property is 3 minutes walk from the beach. Set between North Ka’anapali Beach and the mountains of West Maui, this Lahaina, Hawaii resort features 6 outdoor pools. It has spacious villas with views of the ocean or island. Westin Ka’anapali Ocean Resort Villas offe …see more

from $399 / night

$2,793 / week

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from $399 / night

16

Vacation studio in Lahaina

Maui / Lahaina

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Our "Studio Premium" is the most affordable unit you can book at the luxurious Westin Kaanapali Ocean Resort and has all Westin amenities including king-size "heavenly" bed and queen-size sofa, whirlpool bath, lanai and all the facilities available at the resort. A wint …see more

from $320 / night

$1,700 / week

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from $320 / night

6

Vacation private room in Paia

Maui / Paia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 0.5 mi
  • Car not necessary
SUMMARY: No car? Don't feel like driving on vacation? Want to save on car rental? This is THE PERFECT place for you. My place is 5min walking distance to the Beach, restaurants and dining, town center, art and culture, great views, family-friendly activities. You’ll lo …see more

from $129 / night

$801 / week

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from $129 / night

49

Condo rental in Wailuku

Maui / Wailuku

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
~~~Your own private window to the whales. Conveniently situated in quaint Maalaea Village. We invite you to come aboard, and set sail into a radiant Maui sunset. You'll see whimsical turtles playing peekaboo in the gentle surf (year round) and magnificent humpback wh …see more

from $350 / night

$2,450 / week

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Responds fast!
avg. 1 hour 48 minutes

from $350 / night

7

Private room rental in Paia

Maui / Paia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 0.5 mi
  • Car not necessary
SUMMARY: No car? Don't feel like driving on vacation? Want to save on car rental? This is THE PERFECT place for you. My place is 5min walking distance to the Beach, restaurants and dining, town center, art and culture, great views, family-friendly activities. You’ll lo …see more

from $127 / night

$801 / week

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from $127 / night

20

Vacation condo rental

Maui / Kihei

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Child friendly
Bright, clean and comfortable, contemporary and uncluttered with a great view of the ocean and the lush tropical gardens below. This is a very well renovated one bed/one bath unit in KA building C unit 509, nicely furnished and well outfitted. Being up higher on the f …see more

from $125 / night

$875 / week

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from $125 / night

(14) Very Good 

27

Kihei Vacation apartment rental

Maui / Kihei

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
ALOHA! Imagine enjoying your morning coffee as whales play in the warm Pacific Ocean that lies just yards away. Enjoy long strolls on the beach - a refreshing dip in the pool and a relaxing Jacuzzi hot tub under the Maui stars and moon with the ambiance of Hawaiian tiki …see more

from $145 / night

$850 / week

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Responds fast!
avg. 2 hours 59 minutes

from $145 / night

(33) Excellent 

8

Home rental in Haiku

Maui / Haiku

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Car not necessary
Maui County Bed and Breakfast permit number : 20090014 Welcome to the Bamboo Valley Inn: Nestled in a hidden tropical valley on Maui's North Shore where all you will hear are the sounds of nature and warm tropical breezes. Located on a very private, quiet, gated, mul …see more

from $169 / night

$1,183 / week

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Responds fast!
avg. 1 hour 14 minutes

from $169 / night

(6) Very Good 

18

Vacation studio with shared pool in Lahaina

Maui / Lahaina

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Spacious ocean front studio in Kahana. Enjoy the convenience of a fully equipped kitchen as well as all the comforts and conveniences of home. Wake up to the sound of the ocean waves & enjoy your morning beverage while taking in the breathtaking 8th floor views of our n …see more

from $120 / night

$770 - $2,450 / week

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from $120 / night

(25) Excellent 

14

Vacation hotel apartment rental

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Serious inquiries only. We are charged for each one. Ask about discounts for Military, law enforcement, seniors, disabled, local stays. .Welcome to Valley Isle Resort, an ocean front property where you can feel the sand beneath your feet and the sea on your face. Come …see more

from $155 / night

$1,085 / week

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from $155 / night

24

Vacation apartment with shared pool in Wailuku

Maui / Wailuku

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Two bedrooms with an additional room in loft (sleeps 6) Two baths Queen bed in downstairs master bedroom Queen bed in loft/Two twin beds in additional room in loft Window A/C located in the living room only Ceiling fans in master and guest bedroom Full Kitchen Dishwashe …see more

from $168 / night

$1,176 / week

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from $168 / night

(11) Excellent 

16

Kihei Vacation apartment rental

Maui / Kihei

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
This center unit, ideally situated, offers unsurpassed, panoramic views of the ocean and neighboring islands. Step onto the lanai, experience the soft sea breeze and rejoice in your arrival! Sit, relax, and watch paddlers in outriggers glide across the bay, sea turtles …see more

from $370 / night

$2,590 - $3,115 / week

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from $370 / night

(11) Very Good 

22

Apartment rental in Lahaina with shared pool

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
In August of 2014 this corner, ocean front condo, went thru a complete remodel that included: tile throughout, new window treatments, paint & texture, new lighting, kitchen, bathroom updated with new cabinets, appliances, stall shower (no tub) new sofa. This is a direct …see more

from $140 / night

$1,309 - $1,666 / week

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from $140 / night

(9) Very Good 

20

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Ocean front views on Kahana Bay. Brand NEW kitchen with granite counter tops and brand new appliances as of Dec '14. The remodeled bathroom has a large walk-in tile shower, no tub. Keep your valuables secure in the in-room safe. Rent Blu-Ray DVD's at the Kahana Gateway …see more

from $155 / night

$1,085 / week

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from $155 / night

(5) Excellent 

20

Vacation condo in Hana

Maui / Hana

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
In Hawaiian "Kailani" means "Heavenly Sea " The Kailani Suite's panoramic ocean view will connect you to the heavenly ocean in a breathtaking and some say "mystical experience " only Hana can provide. The owners of Bamboo Valley Inn in Haiku, Maui are now offering a …see more

from $230 / night

$1,610 / week

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Responds fast!
avg. 1 hour 14 minutes

from $230 / night

16

Vacation apartment in Wailea

Maui / Wailea

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
Wailea Elua Village #2010 is located on one of the buildings corners, giving you ocean views and property from the master lanai and the main lanai which may also be accessed via the guest bedroom. Recently added to the condo area large new flat screen TV, iPod docking s …see more

from $383 / night

$2,681 - $4,816 / week

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from $383 / night

31

Lahaina Vacation studio rental

Maui / Lahaina

Studio 4 4 nights min

  • Studio
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Our managing agent Maui Beachfront Rentals located on island knows our unit intimately, has the ability to negotiate and is happy to arrange for any special needs you may have. Google "Maui Beachfront Rentals" for personalized service. Our oceanfront STUDIO condo is l …see more

from $165 / night

$1,155 / week

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from $165 / night

17

Vacation home accommodation

Maui / Maalaea

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
The beauty and serenity of Maui can be found at the oceanfront Island Sands Resort. This two bedroom condo is complete with air conditioning, 40" flat screen cable TV, telephone, high-speed internet access, washer/dryer and a fully equipped kitchen. The Master Bedroom h …see more

from $336 / night

$2,352 / week

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from $336 / night

(3) Excellent 

16

Kihei Vacation apartment rental

Maui / Kihei

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Ask about pets
Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known for it's romantic su …see more

from $170 / night

$1,190 - $1,750 / week

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from $170 / night

(20) Excellent 

16

Kihei Vacation apartment rental

Maui / Kihei

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Ask about pets
Note from Owner: Welcome to our Maui home a tranquil place in paradise. Our completely remodeled open floor plan offers a kitchen complete with everything you?d find at home. Cross the street to the Farmers Market and you?ll find a full array of local fresh fruits and v …see more

from $170 / night

$1,190 - $1,750 / week

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from $170 / night

(5) Excellent 

24

Lahaina Vacation apartment rental

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
This is a corner ocean front condo on Kahana Bay! Watch vibrant sunsets from the condo and lanai off of the living room and master bedroom.. Fall asleep to the tranquil sound of the ocean’s waves. Tastefully decorated with an island flare. Remodeled kitchen with granite …see more

from $154 / night

$980 - $1,995 / week

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from $154 / night

(11) Very Good 

16

Studio rental in Lahaina with shared pool

Maui / Lahaina

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Ocean front and remodeled on North Kaanapali beach. The bathroom features a shower, no tub. Brand new mattress as of July 2014. Bring your DVD's and watch them on the flat screen TV provided. Listen to your favorite tunes on the convenient i-Pod docking station. An in-r …see more

from $150 / night

$805 - $2,275 / week

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from $150 / night

(4) Very Good 

21

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Deluxe ocean front condo on Kahana Bay. In 2014 fresh paint, crown molding and living room carpet gave this 7th floor ocean front beauty just above the swaying palm trees an update. Woven shades on the ocean front lanai, shade during the afternoon sun, while a flat scre …see more

from $145 / night

$840 - $2,975 / week

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from $145 / night

(3) Very Good 

26

Vacation studio in Lahaina

Maui / Lahaina

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Ground floor and only 15 FEET from the Ocean! Our studio vacation rental at the Pohailani Resort in Kahana is the perfect condo for a couple or small family. Condo updating as of Apr ’14 included new Sealy Posturepedic Queen size bed, Queen sofa sleeper with upgraded me …see more

from $125 / night

$875 / week

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from $125 / night

26

Vacation apartment in Lahaina

Maui / Lahaina

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Our managing agent Maui Beachfront Rentals located on island knows our unit intimately, has the ability to negotiate and is happy to arrange for any special needs you may have. Google "Maui Beachfront Rentals" for personalized service. This exquisite Kapalua Golf Vill …see more

from $150 / night

$1,050 / week

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from $150 / night

29

Vacation apartment in Lahaina

Maui / Lahaina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
Our managing agent Maui Beachfront Rentals located on island knows our unit intimately, has the ability to negotiate and is happy to arrange for any special needs you may have. Google "Maui Beachfront Rentals" for personalized service. $139 Winter Special + if you boo …see more

from $135 / night

$945 / week

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from $135 / night

16

Wailea Vacation apartment rental

Maui / Wailea

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
A Note from the Owner: We enjoy spending time out on the lanai, which has a large grassy area behind it that is great for our grandchildren to play ball on. Ulua beach is just a short walk and it's great for paddle boarding, boogie boarding and snorkeling. The Shops at …see more

from $419 / night

$2,933 - $5,103 / week

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from $419 / night

(15) Very Good 

24

Vacation studio with shared pool in Lahaina

Maui / Lahaina

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Ocean front penthouse condo on Kahana Bay. Bring your DVD's from home and watch them on the 27" LCD TV. Stay connected to family and friends and enjoy free Wi-Fi internet access. This 12th floor location is the most sought after allowing an incredible vantage point for …see more

from $125 / night

$875 / week

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from $125 / night

(1) Excellent 

10

Kihei Vacation condo rental

Maui / Kihei

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Across the street from a great beach, family friendly and calm. Resort rooms were renovated in 2015. Must be 21 or older to check in, no smoking, no pets. Resort will ask you for a credit or debit card damage deposit, fully refundable. Unit Amenities · Air conditionin …see more

from $220 / night

$1,540 / week

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Responds fast!
avg. 2 hours 6 minutes

from $220 / night

25

Vacation studio rental

Maui / Lahaina

Studio 2 5 nights min

  • Studio
  • Sleeps 2
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Oceanfront Jr. Suite (Studio) - This unit is directly oceanfront with beautiful Koa wood and tile flooring,inviting tropical décor, Queen bed, sofa, flat screen TV, Blu-Ray Player and I-Pod docking station are there for your entertainment. WiFi in each room along with s …see more

from $249 / night

$1,743 / week

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from $249 / night

(14) Very Good 

28

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Remodeled and ocean front on Kahana Bay. Fresh paint, carpet, restyled & updated decor make this 8th floor1 bedroom a treat for discerning vacationer. Watch movies on the 32" flat screen TV in the ocean front living room. The bedroom has a 26" flat screen. The tiled & g …see more

from $165 / night

$1,155 / week

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from $165 / night

24

Vacation apartment in Ka'anapali

Maui / Ka'anapali

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Introducing Maui Resort Rentals – Luxury Vacation Rentals By Maui Resort Realty... — Licensed Maui real estate brokerage & property manager specializing in resort real estate…we are the only company with 8000+ sq. ft. of office and warehouse space just steps from Honua …see more

from $390 / night

$2,380 - $7,770 / week

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Responds fast!
avg. 1 hour 4 minutes

from $390 / night

(4) Excellent 

29

Kihei Vacation apartment rental

Maui / Kihei

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Aloha and welcome!! This unit is a large, tastefully furnished, one bedroom, one bath condo with a huge lanai overlooking the lush tropical gardens of Kihei Resort Kihei Resort is a perfect private little getaway, it is lushly landscaped, with a pool, spa and BBQ area. …see more

from $141 / night

$987 / week

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Responds fast!
avg. 3 hours 17 minutes

from $141 / night

(15) Very Good 

16

Vacation apartment in Kihei

Maui / Kihei

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Unit #330 at Sugar Beach Resort is a nicely decorated third floor oceanfront unit that comes equipped with a king bed, queen sofa sleeper, 2 TV's, each with it's own DVD player, 2 cordless phones, wireless Internet, CD player, all new furniture, hard wood floors, and ne …see more

from $180 / night

$1,260 - $2,415 / week

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from $180 / night

36

Ka'anapali Vacation apartment rental

Maui / Ka'anapali

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Views of the gorgeous Pacific Ocean and the neighboring islands from your lanai. Watch sea turtles eat seaweed off of the coral right below the lanai as well as watch whales breach during the winter months. Being just 50ft from the from the ocean you will be able to …see more

from $139 / night

$973 - $2,765 / week

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Responds fast!
avg. 3 hours 32 minutes

from $139 / night

(6) Very Good 

20

Apartment accommodation in Lahaina with shared pool

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Deluxe remodeled vacation condo with ocean front views. Facelift in Summer '12 included remodeled bathroom with tiled walk-in shower, new cabinetry and granite counters. Carpet replaced with new tile throughout condo including lanai. Bring your laptop or iPad and enjoy …see more

from $135 / night

$973 - $1,267 / week

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from $135 / night

(11) Very Good 

25

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
3rd floor ocean views on the corner of the building in North Ka'anapali. Mini-Facelift May '12 included new Pergo flooring in living room, maple faces for kitchen and bathroom cabinets, new dishwasher, drop ceiling and custom light fixtures in kitchen. Ceiling fans and …see more

from $152 / night

$1,064 / week

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from $152 / night