50 Best Lahaina Vacation rentals on Holiday Lettings - Condos

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1,991 Vacation rentals

(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) 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

(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

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

(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

(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

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

(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

(5) Excellent 

17

Lahaina Vacation apartment accommodation

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Corner third floor condo with ocean front views on Kahana Bay. Enjoy ocean front views from the lanai off of the living room and master bedroom. A 30" flat screen TV coupled with the DVD player keeps you entertained in the evenings. Bring your CD's from home and listen …see more

from $165 / night

$1,050 - $3,325 / week

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from $165 / night

(12) Very Good 

22

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
  • Air conditioning
Enjoy a gorgeous ocean view from this 2 bedroom fully equipped condo on Kahana Bay. New sofa and dining room table as of Apr '17. Full size appliances and all you will need in a spacious kitchen give a feeling of home away from home. The living area and lanai provide pl …see more

from $195 / night

$1,365 / week

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from $195 / night

(4) Excellent 

23

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
Hawaiian Style ocean front studio on the ground floor on Kahana Bay. Enjoy the cool tropical trade winds while sipping a Mai Tai on your ocean front lanai. Take a short stroll to the shore line from your ground floor ocean front lanai and dip your toes in the warm Hawai …see more

from $126 / night

$882 / week

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from $126 / night

(1) Excellent 

31

Lahaina Vacation studio rental

Maui / Lahaina

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Partial Ocean View 2nd floor studio condo in the Coconut Bldg in the beautiful Maui Kaanapali Villas. Tastefully furnished with remodeled kitchen and bathroom include custom cabinetry and granite and wall mounted hair dryer. Stairs to entrance, no elevator. *The resort …see more

from $170 / night

$1,190 / week

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from $170 / night

(6) 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
Welcome to Mahana 1106! 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 $280 / night

$1,960 / week

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from $280 / night

29

Vacation home in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
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 $199 / night

$1,393 / week

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from $199 / 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 $155 / night

$1,085 / week

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from $155 / night

(2) Very Good 

25

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
  • Ask about pets
This Paki Maui garden view condo is full of sunshine on the 4th floor with your lanai overlooking the lush gardens below. You are steps from lounging on the grassy area overlooking the ocean with views of Molokai and Lanai. You can watch green sea turtles feeding on the …see more

from $110 / night

$770 - $1,218 / week

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from $110 / 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 $280 / night

$1,960 / week

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from $280 / night

(3) Very Good 

26

Lahaina Vacation apartment rental

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Oceanfront 1 bedroom unit with spacious kitchen and tile floors throughout, overlooking the ocean in Kahana. Entertain yourself with the iPhone dock, 42" TV, and free WiFi, while enjoying the evening sunset views and lanai dining. Condo features Cal King Bed + Queen Sof …see more

from $150 / night

$910 - $1,883 / week

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from $150 / night

(5) Excellent 

9

Vacation home with shared pool in Lahaina

Maui / Lahaina

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Enjoy all that a Hawaiian Paradise has to offer. This large, air-conditioned oceanfront penthouse features 2,700 square feet of living space with panoramic views of the ocean and neighboring Hawaiian Islands, Lanai and Molokai. Relax with family and friends in this 3 b …see more

from $625 / night

$4,375 / week

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from $625 / night

(27) Very Good 

38

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 $138 / night

$966 / week

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from $138 / night

25

Vacation studio with shared pool in Lahaina

Maui / Lahaina

Studio 2 5 nights min

  • Studio
  • Sleeps 2
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Lovely Oceanfront Junior Suite that features one large room with fully equipped kitchen and bath. Queen-size bed (Sleeps 2). Can accommodate 3 people with added roll-away. Located on the shores of Ka‘anapali Beach in West Maui, Maui Kai is an uncommon, unforgettable des …see more

from $269 / night

$1,883 / week

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from $269 / night

(22) Very Good 

28

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
  • Ask about pets
Deluxe remodeled condo, with ocean front views on Kahana Bay. Remodeled kitchen decor compliments the updated furnishings. Bathroom has tiled walk in shower-no tub. In addition to the TV in the living room there is also a small TV in the bedroom. Bring your CD's from ho …see more

from $152 / night

$1,386 - $2,037 / week

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from $152 / night

17

Vacation studio with shared pool in Lahaina

Maui / Lahaina

Studio 3 5 nights min

  • Studio
  • Sleeps 3
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
{Jr. Suite (Studio) - King bed; Flat screen TV; extended lanai} MAUI KAI 1006 This oceanfront junior suite is a bright, airy unit decorated in light tones, pale off-white tile in the kitchen and bath, with carpet in the center living area of the room. Its sleeping arra …see more

from $269 / night

$1,883 / week

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from $269 / night

(4) Excellent 

27

Vacation apartment in Lahaina

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Garden views in Honokowai. This Deluxe second floor condo offers free wireless internet and private washer/dryer. There are stairs to its entrance, no elevators. 2 guests maximum please. A window air conditioning unit in the living room keeps you cool. View your favorit …see more

from $115 / night

$770 - $1,043 / week

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from $115 / night

(3) Very Good 

12

Vacation studio in Lahaina

Maui / Lahaina

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
7th Floor Ocean front views on Kahana Bay. 2 guests maximum please. Bring your CD's from home and listen on the player provided. Bring your laptop and enjoy free wireless high speed internet access. Bright, beautiful sunsets are framed by both of Maui's neighboring isla …see more

from $134 / night

$938 / week

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from $134 / night

35

Vacation home in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Paradise! This home is a 2 bedroom, 2 bath condo on the top floor of Aina Nalu, a centrally located, boutique property in downtown Lahaina. Our guests love the proximity to Lahaina Harbor and the shops/restaurants of Front Street, combined with the peace and …see more

from $165 / night

$1,155 / week

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from $165 / night

(11) Very Good 

27

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
Fully remodeled March 2012, located in west Maui between Ka’anapali and Kapalua golf resorts, this is one of the larger, corner units on 4th (top) floor with a lanai commanding unobstructed views of Molokai and Lana’i, guaranteeing beautiful sunsets, fantastic rainbows, …see more

from $150 / night

$1,050 / week

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from $150 / night

28

Studio rental in Lahaina with shared pool

Maui / Lahaina

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Garden views from the ground floor in North Ka'anapali. The condo has a cool tropical theme with tile throughout. A fully equipped galley kitchen. Bring your laptop and surf free wireless internet access from anywhere in the condo. Listen to your favorite your CD's whil …see more

from $155 / night

$1,085 / week

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from $155 / night

(7) Very Good 

12

Apartment 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
  • Ask about pets
Ocean front views in this condo on the Kahana Bay. Lanai's are located off of the 8th floor ocean front living room and master bedrooms allowing you to enjoy your early morning coffee while watching the colors come to life on West Mai's Kahana shoreline. Listen to your …see more

from $180 / night

$1,260 / week

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from $180 / night

29

Vacation home in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Extreme remodel with ocean views! This spacious and beautifully remodeled Papakea condo is sure to please. Enjoy morning coffee and sunsets on the lanai, which overlooks Papakea's lush tropical gardens and koi ponds. Papakea J303 is a two-bedroom, two-bathroom cond …see more

from $249 / night

$1,743 / week

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from $249 / night