50 Best Lahaina Vacation rentals on Holiday Lettings - Condos

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1,082 Vacation rentals

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 $299 / night

$2093 / week

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from $299 / 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

$1700 / week

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from $320 / night

(3) Excellent 

18

Vacation apartment in Lahaina

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Honua Kai is one of Maui's newest and most luxurious five star resort. Situated on North Kaanapali Beach, this oceanfront property is located just north of Black Rock. If you are looking for modern, luxurious accommodations on a beautiful sandy beach, then this is for y …see more

from $350 / night

$2300 - $5000 / week

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from $350 / night

24

Vacation apartment in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Your Maui vacation starts here in Paki Maui 226! This lovely 2 bedroom, 2 bathroom, plus a Queen sized sleeper sofa is perfect for families with children, couples, or a group of friends visiting Maui. It's a great condo for those travelers with larger groups who are o …see more

from $129 / night

$903 - $1884 / week

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from $129 / night

25

Vacation home with shared pool in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Experience all that Maui has to offer at Royal Kahana 201. This spacious corner unit offers beautiful natural light, an open floor plan and ocean views. This single level condo has been upgraded with central air conditioning. Enjoy lush gardens and vibrant ocean views f …see more

from $179 / night

$1253 / week

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from $179 / night

(1) Excellent 

24

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
Beautifully landscaped grounds on the water. Hear the waves rolling in while you enjoy this upgraded unit with granite counter tops in the kitchen and bath and tile floors throughout. Cable TV in living room and bedroom.Master Bedroom has a king bed for your comfort and …see more

from $129 / night

$903 - $1855 / week

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from $129 / night

(1) Excellent 

31

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
Incredible ocean views and sunset views from this west facing 2-story condo. Wrap around windows and lanai with one of the most expansive view on West Maui. Watch dolphins, sea turtles, and whales from the private lanai. Extra wide and spacious totally remodeled unit. J …see more

from $199 / night

$1393 - $2933 / week

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from $199 / night

(2) Excellent 

16

Lahaina Vacation home rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
The Best of Maui's Oceanfront Offerings - Elegance and Quality throughout! This Puamana 2 bedroom 2.5 bath features extensive granite & marble finishes rarely seen in Hawaii, exotic hard wood accents and a charming tropical decor. Many wonderful features found only in h …see more

from $525 / night

$3675 / week

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from $525 / night

16

Lahaina Vacation apartment rental

Maui / Lahaina

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
Master has Cal King bed, flat screen tv/cable, Bedroom 2 has two twin beds. Kitchen includes stainless steel appliances, stove top, microwave, wall oven, coffee maker, granite countertops/island with stools. Fully tiled bathroom with walk-in shower. Living Room has flat …see more

from $119 / night

$833 - $2093 / week

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from $119 / night

45

Vacation apartment in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Come enjoy the Paki Maui Oceanfront Resort! This 1 bedroom, 1 bath, lush garden view condo is the perfect place for couples, small families and adventurers looking to experience and explore the island for all the wondrous places and memories it holds! It comes with a …see more

from $79 / night

$553 - $1393 / week

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from $79 / night

(27) Very Good 

21

Vacation apartment in Lahaina

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Kahana Reef 404 is all about direct ocean front views. Located between the luxury resorts areas of Kaanapali and Kapalua. This newly remodeld and redecorated condo is positioned in the premier location. New 55" HDTV in living room and new 50" TV in bedroom as of June 20 …see more

from $110 / night

$770 - $2275 / week

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from $110 / night

24

Vacation condo with golf nearby in Lahaina

Maui / Lahaina

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
This 2 bedroom & 2 bathroom unit is located on the 3rd floor (K302), and has a wonderful OCEAN VIEW! You are just steps away from sinking your feet in the sand and the ocean waves. The living area has plenty of seating with a flat screen TV, DVD player, and stereo. For …see more

from $220 / night

$1540 / week

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Responds fast!
avg. 2 hours 16 minutes

from $220 / night

(2) Very Good 

36

Vacation apartment in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
New New New-Everything in our condo is new as of Jan 2015. Full remodel included tile floors throughout, new furniture, new kitchen with bright and shiny new appliances including washer and dryer. Large lanai features wet bar with sink. Master suite upstairs features a …see more

from $215 / night

$1506 - $3150 / week

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from $215 / night

(5) Very Good 

29

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
Ocean views overlooking the koi ponds from the 3rd floor in North Ka'anapali. Relax on the lanai (balcony) nestled above the tranquil koi pond, the peaceful sound of its fountain drifting sleepily in the air, you look out over one of the two pools and putting greens of …see more

from $160 / night

$1120 / week

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from $160 / night

37

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
You can't get closer to the ocean than this unless you're on a boat. The property is beautiful and well kept. Watch the whales December through April from your lanai and sunsets every night all year long. Enjoy a moment of Hawaiian culture with the Conch blowing at suns …see more

from $185 / night

$1295 - $2275 / week

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from $185 / night

24

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautiful 1 bedroom, 1 bathroom, oceanfront condominium provides everything you need for your vacation in paradise. With spectacular panoramic views over Maui’s neighbor islands, Lanai and Molokai, you can’t beat watching the whales and turtles from the comfort of …see more

from $119 / night

$833 - $1786 / week

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from $119 / night

(1) Excellent 

41

Vacation condo rental

Maui / Lahaina

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Overview of our Fantastic Amenities: 9th Floor Penthouse 2,050 square feet 3 bedrooms, 3 full bathrooms 2 lanais Sleeping for 8 Fully remodeled throughout A/C in every room & individually controlled -Washer & …see more

from $525 / night

$3675 / week

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from $525 / night

(1) Excellent 

27

Home rental in Lahaina with shared pool

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Puamana 139-3 is a beautiful garden view 2-bedroom 2-bath town home in a great location close to the Dolphin Pool, steps to the beach, and just a short stroll to the Historic Puamana Clubhouse. Enjoy the sound of the surf while relaxing in this quality home. 139-3 was t …see more

from $275 / night

$1925 / week

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from $275 / night

(3) Very Good 

42

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
Welcome to Mahana 1107! Located on the eleventh-floor, this recently remodeled one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai. Living Room highlight …see more

from $290 / night

$2030 / week

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from $290 / night

24

Home rental in Lahaina with shared pool

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Coconut Condos Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui. Corner-end condo with views of the Makai pool area! 846 sq. ft. for spacious living for up to …see more

from $154 / night

$1078 / week

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Responds fast!
avg. 30 minutes

from $154 / night

(6) Very Good 

30

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Garden views in Honokowai. This second floor condo is on the corner of the building where you can find a peek-a-boo view of the ocean. There are stairs to the entrance, but no elevators. A window air conditioning unit in the living room keeps you cool. The king bed that …see more

from $120 / night

$840 / week

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from $120 / night

26

Vacation apartment rental

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Enjoy the luxury upgrades of this beautiful oceanfront condo including all brand new furniture! You will find travertine floors, granite countertops in the kitchen, an island bar, and bathroom with a custom walk in shower. There is a heavenly King Bed in the master bedr …see more

from $203 / night

$1404 - $2380 / week

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from $203 / night

29

Vacation home in Lahaina

Maui / Lahaina

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Aloha! Get ready to host your next big family gathering or holiday celebration at this luxurious oceanside resort condo with updated amenities, private lanai, resort pool and hot tub, and convenient beach access. This three-bedroom rental is at one of Maui’s most popula …see more

from $428 / night

$2996 / week

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from $428 / night

(8) Excellent 

23

Vacation home in Lahaina

Maui / Lahaina

7 16 5 nights min

  • 7 bedrooms
  • Sleeps 16
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
The Lahaina Oceanfront Estates consists of two oceanfront homes (Alii Hale & Princess Hale) built with quality in mind including extensive use of granite and Koa wood finishes, spiral staircases, and a private courtyard, pool, Jacuzzi, BBQ and ocean side Hammock. These …see more

from $1900 / night

$13300 / week

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from $1900 / night

(1) Excellent 

50

Lahaina Vacation condo rental

Maui / Lahaina

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Incredible ocean views from this "Penthouse top floor" condo with over 2,700 square feet of living space including three lanai's! 3 huge bedrooms and 3 large bathrooms with sleeping for up to 10! Brand New $200,00 remodel and $20,000 air conditioning system!!! Complete …see more

from $615 / night

$4305 - $5425 / week

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Responds fast!
avg. 3 hours 10 minutes

from $615 / night

(4) Very Good 

23

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Elegant Villa - Complete New Remodel - Luxurious - Kaanapali Royal L-301 Elegant $******* remodel for the discerning traveler. -Tropically Decorated by Tiffany Harris (decorator to the stars) & founder of Layla Grayce: with beautiful decor and local artists. -Inspiri …see more

from $285 / night

$1995 / week

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from $285 / night

27

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
New to program-Interior photos coming soon! It's all about the views (oh and the location)! This remodeled 2nd floor two bedroom, one bath Maui vacation rentals has Direct Ocean Front Views. Located at Lahaina Roads on Front Street is one of the best kept secret in O …see more

from $265 / night

$1855 / week

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from $265 / night

(1) Excellent 

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
Remodeled ground floor 1 bedroom in North Ka’anapali. End unit with plenty of natural light and view of koi pond and lush gardens. Open and airy with white plantation kitchen cabinets and room doors and tiled living areas and lanai. The lanai walks right out to koi pond …see more

from $160 / night

$1120 / week

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from $160 / night

31

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
Just steps away from the beach this ground floor direct ocean front view unit is a great pick for your Hawaiian vacation. This condo features a newly remodeled kitchen and bathroom, tiled throughout. Condo includes full size washer and dryer as well as a large flat scre …see more

from $160 / night

$1120 / week

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from $160 / night

29

Vacation villa in Lahaina

Maui / Lahaina

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
This unit is an oceanfront 3-bedroom + den 2-bath corner single level town home located just 25 feet from the ocean. Nicely decorated with new tiles throughout. It offers one of Puamana's most popular locations in the middle of the property with easy access to the Dolph …see more

from $515 / night

$3605 - $4865 / week

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from $515 / night

(3) Very Good 

29

Vacation studio with shared pool in Lahaina

Maui / Lahaina

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Garden and resort views at this studio condo in the Banyan Building at the beautiful Ocean front resort of Maui Kaanapali Villas. Recent remodel included: new shower, toilet, vanity, kitchen, tile flooring and paint. Also, new appliances and plumbing fixtures + window t …see more

from $165 / night

$1155 / week

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from $165 / night

(1) Very Good 

29

Studio accommodation in Lahaina with shared pool

Maui / Lahaina

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
JULY/AUG PROMO! 25% OFF all stays to Aug. 15 All of the comforts of home await you at this spacious Royal Kahana 3rd floor studio air-conditioned condominium. Your private lanai is the perfect setting to savor that morning cup of locally grown coffee while watching our …see more

from $136 / night

$1225 - $1274 / week

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Responds fast!
avg. 1 hour 21 minutes

from $136 / night

(2) Excellent 

24

Apartment rental in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
The Kulakane is the most distinctive condominium building on the beautiful West Maui shore. This unit is on the first floor, steps away from the beach and with picturesque views of neighboring islands and spectacular sunsets. Watch the whales, dolphins and sea turtles u …see more

from $139 / night

$973 - $1884 / week

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from $139 / night

39

Vacation apartment rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
New New New! Brand new kitchen with bamboo cabinets and hardware, Quartz counter tops plus new stainless steel appliances. Fresh coat of paint and carpet throughout. New modern decor, bedding, art, accents, etc. Our unit #M101 has one of the best locations on property- …see more

from $215 / night

$1506 - $3150 / week

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from $215 / night

38

Vacation apartment in Lahaina

Maui / Lahaina

4 Min stay varies

  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
Enjoy the luxuries of home with this upgraded, impeccably cared for studio unit. You will enjoy spectacular ocean views from within the unit as well as from the lanai! On clear days you will feel like you can touch the island of Molokai and also view the gorgeous West …see more

from $131 / night

$906 - $2041 / week

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from $131 / night

38

Apartment rental in Lahaina with shared pool

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
2nd Floor One bedroom condo in the Aloha Tower at the beautiful beach front resort at The Maui Kaanapali Villas with garden & resort views. Our condo is nicely updated and furnished and feature an XL lanai. Sleeps up to 4 guests maximum with 2 queen beds. No tub/walk in …see more

from $235 / night

$1645 / week

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from $235 / night

39

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Your Million Dollar Direct Ocean Front Views awaits you! 2 bedroom, 2 baths, sleeps 6. Enjoy breath taking panoramic views from 2 separate Lanais in our epic Oceanfront top floor home. This 1,150 sq ft unit has been fully remodeled & upgraded. All new tile floors, all n …see more

from $325 / night

$2275 / week

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from $325 / night

(2) Very Good 

26

Vacation apartment in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Whaler 123 is a spacious inner court, ground floor condo, with a King bed; 2 Doubles; and a Sofa Sleeper - ideal for families or couples looking for a peaceful environment to relax after a day in the water, out Maui sightseeing or on the golf course. The condo is uniqu …see more

from $450 / night

$3150 / week

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from $450 / night

(1) Excellent 

25

Lahaina Vacation home accommodation

Maui / Lahaina

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
35-3 is located on the Lahaina side of Puamana's historic clubhouse. One of the best center garden locations in the project with Ocean views from the third floor bedroom. This three-story home features a beautiful new granite counter top and cabinets in the kitchen down …see more

from $365 / night

$2555 / week

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from $365 / night

12

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
A one bedroom, one bathroom suite in the Kaanapali Beach Club resort. A one bedroom with plenty of amenities including a partial kitchen microwave, refrigerator, coffee maker, dishwasher, utensils, etc), a living room with sofa sleeper, dining area, a king size bed in m …see more

from $279 / night

$1729 - $2044 / week

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from $279 / night