Maui Vacation Rentals & Southshore Condos - Rent Holiday Homes In Maui

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                  South Maui/Southshore (77 properties)

The second largest of Hawaii’s stunning eight islands, Maui is a mouth-watering, exotic resort with plenty to see and do throughout your stay. Similarly if a quiet, restful vacation rental is your preferred choice, then this too can be arranged. The beautiful.. (continued here)
Kihei  Maalaea  Wailea 

Use the filters below to narrow down the 77 Condominiums and rentals we have in South Maui/Southshore

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properties that :

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  • Have Air Conditioning:

  • Are Near a Beach:

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  • Near Public Transport:

  • Near Bars & Restaurants:

  • Have A Pool:

  • Are Near Skiing:






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Vacation rental Condominium in Maalaea
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Vacation rental Condominium in Maalaea

Kanai a Nalu Maalaea

Romantic peaceful paradise beachfront, fully stocked kitchen, washer, dryer, dishwasher in unit, internet.

bedrooms  2    bathrooms2
sleeps 4 - 6

$145 - $200
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
2 bedroom Condominium for rent in Kihei
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2 bedroom Condominium for rent in Kihei

Condo Rental

Waiohului Beach Hale A101, Gorgeous 2 bedroom, 2 bath, Oceanview, Beach Front Condo.

bedrooms  2    bathrooms2
sleeps 4 - 6

$180 - $180
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Not Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Condominium for 1-4 people in Maalaea
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Condominium for 1-4 people in Maalaea

Deluxe Maui Condo

A superior water front location at a great rate, close enough to feel the spray and sleep to the sounds of the waves

bedrooms  1    bathrooms1
sleeps 1 - 4

$125 - $165
Per Day
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Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Vacation rental Condominium in Maalaea
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Vacation rental Condominium in Maalaea

Lauloa Resort, Unit 111, Maalaea Village

Best Oceanfront, Just Remodeled, 42" Plasma HDTV. Virtual Tour and Slideshow now available. Email us.

bedrooms  2    bathrooms2
sleeps 4 - 5

$1225 - $1540
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Condominium in Kihei
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Condominium in Kihei

Menehune Shores

Hear the surf.Oceanfront Unobstructed Spectacular Ocean Views

bedrooms  3    bathrooms2
sleeps 6 - 7

$240 - $275
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Condominium in South Maui/Southshore, Maui
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Condominium in South Maui/Southshore, Maui

Kihei Akahi - Studio

***Spring Special*** $75 Per Night + Hawaii Tax with 7 Nights Minimum Stay

bedrooms  1    bathrooms1
sleeps 1 - 2

$82 - $125
Per Day
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Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Maalaea Condominium
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Maalaea Condominium

Paradise on Maui

1BR Oceanfront Condo.Near Ma'alaea Harbor and the Maui Ocean Center.Prepare to enjoy your stay in Paradise!

bedrooms  1    bathrooms1
sleeps 2

$125 - $150
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
1 bedroom Condominium in South Maui/Southshore
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1 bedroom Condominium in South Maui/Southshore

Kihei Ali'i Kai

"Hale Hanu" South Maui Condo
Recently upgraded kitchen and bath with granite countertops.

bedrooms  1    bathrooms1
sleeps 2 - 4

$623 - $833
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Does Not Have Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday Condominium rental in Kihei, South Maui/Southshore
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Holiday Condominium rental in Kihei, South Maui/Southshore

kamaole beach club

gorgeous ocean views

bedrooms  1    bathrooms2
sleeps 2 - 4

$99 - $150
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday Condominium in Kihei, South Maui/Southshore
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Holiday Condominium in Kihei, South Maui/Southshore

Maui Kamaole - Sunny South Maui

Upscale Oceanview South Maui Condo Vacation Rental. Ocean breezes and steps to sandy beach.

bedrooms  1    bathrooms2
sleeps 2 - 4

$180 - $239
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
1 bedroom Condominium in Kihei
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1 bedroom Condominium in Kihei

Kihei Kai Nani

Lovely condo opposite Kamaole Beach II

bedrooms  1    bathrooms1
sleeps 2 - 4

$90 - $110
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Does Not Have Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Condominium for 4-6 people in Kihei
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Condominium for 4-6 people in Kihei

Kihei Steps to Best Beach!

Location-Location-Location! Right up front and just steps to the "Best" soft sand beach on the Island of Maui!

bedrooms  2    bathrooms2
sleeps 4 - 6

$287 - $337
Per Day
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Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday Condominium rental in Maalaea, South Maui/Southshore
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Holiday Condominium rental in Maalaea, South Maui/Southshore

Maalaea Yacht Marina, Maalaea

Beautiful Oceanfront Luxury Condo - Spectacular Panoramic Views!

bedrooms  2    bathrooms2
sleeps 4

$175 - $195
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Cottage for rent in Kihei
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Cottage for rent in Kihei

Kai Nani Condo & Kamaole II beach

Perfect Kihei Kai Nani Vacation rental, owner direct. Unit #155 and steps to Kamaole II beach.

bedrooms  1    bathrooms1
sleeps 2 - 4

$90 - $120
Per Day
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Not Near A Golf Course Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Does Not Have Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Holiday House rental in Kihei
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Holiday House rental in Kihei

Wailele Beach Home-Maui

Oceanfront 2B, 3 B home that will sleep up to 6 guests. Sandy beach and wonderful sunsets.

bedrooms  2    bathrooms3
sleeps 1 - 6

$4200 - $7000
Per Week
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Condominium in Kihei, South Maui/Southshore
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Condominium in Kihei, South Maui/Southshore

Oceanview Maui Sunset Condo in Kihei

Oceanview Maui Sunset Condo in beautiful Sunny Kihei, Maui

bedrooms  1    bathrooms2
sleeps 2 - 5

$110 - $140
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Condominium in Kihei
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Condominium in Kihei

Affordable Luxurious Ocean View Condo

Our spacious condo at Kihei Bay Vista has everything you need to relax and enjoy your vacation on Maui.

bedrooms  1    bathrooms1
sleeps 2 - 4

$92 - $130
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
1 bedroom Condominium for rent in Kihei
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1 bedroom Condominium for rent in Kihei

Wailana Sands

Small complex makes it feel more like home. Close to the beach but not too close to the crowds.

bedrooms  1    bathrooms1
sleeps 2 - 3

$85 - $100
Per Day
Add to Shortlist
Not Near A Golf Course Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Holiday Condominium rental in Kihei, South Maui/Southshore
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Holiday Condominium rental in Kihei, South Maui/Southshore

Island Surf

Large Private Full Ocean View Condo central Location tourist attractions, beach, snorkel surf shops nightclubs

bedrooms  1    bathrooms1
sleeps 4 - 6

$819 - $1323
Per Week
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Condominium for 2-4 people in Maalaea
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Condominium for 2-4 people in Maalaea

Affordable Luxury Direct Oceanfront Maui

Affordable Luxury Direct Oceanfront Maui Vacation Awaits You

bedrooms  1    bathrooms1
sleeps 2 - 4

$125 - $160
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Not Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Rental Condominium in Kihei
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Rental Condominium in Kihei

KAMAOLE SANDS RESPORT

KAMAOLE SANDS IS A BEAUTIFUL RESORT RIGHT ACROSS FROM THE BEACH I MAUI, HI.

bedrooms  1    bathrooms2
sleeps 2 - 4

$70 - $125
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday Condominium rental in Kihei, South Maui/Southshore
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Holiday Condominium rental in Kihei, South Maui/Southshore

Kamaole Sands, Kihei HI

Beautiful ocean view condo in Kihei, South Maui(Short Walking Distance to Food, Shopping and the Beach.)

bedrooms  1    bathrooms2
sleeps 2 - 4

$125 - $155
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Condominium for 4-6 people in Maalaea
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Condominium for 4-6 people in Maalaea

Affordable Beachfront Luxury Condo Maui

We are located in the very popular Kanai A Nalu complex on the beginning of five miles of uninterrupted beach.

bedrooms  2    bathrooms2
sleeps 4 - 6

$177 - $260
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Not Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Condominium in Wailea, South Maui/Southshore
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Condominium in Wailea, South Maui/Southshore

Th Palms of Wailea

A warm and homey condominum with many upgades,and aminties to make your stay more enjoyable in Wailea

bedrooms  2    bathrooms2
sleeps 4 - 6

$200 - $330
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Condominium for 4 people in Kihei
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Condominium for 4 people in Kihei

Kamaole Sands - Inner courtyard

Aloha Please visit our personal web site at www.kamaolesands4rent.com which has lots of photos etc

bedrooms  1    bathrooms2
sleeps 4

$139 - $179
Per Week
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
1 bedroom Cottage in Kihei
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1 bedroom Cottage in Kihei

Owner direct Maui Vista condo #3-217

Owner direct renting of our Maui condominium is always affordable, and saves you money for the many activities

bedrooms  1    bathrooms1
sleeps 2 - 4

$70 - $125
Per Day
Add to Shortlist
Not Near A Golf Course Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Does Not Have Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Vacation Condominium in Kihei
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Vacation Condominium in Kihei

Kihei Bay Surf - Studio

****Spring Special**** $75 Per Night Plus Hawaii Tax with 7 Nights Minimum Stay

bedrooms  1    bathrooms1
sleeps 1 - 2

$75 - $89
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
South Maui/Southshore Condominium
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South Maui/Southshore Condominium

Kihei Akahi - Condominium

***Special Rate*** $89 Daily rate plus Hawaii tax for minimum 7 nights stay.

bedrooms  1    bathrooms1
sleeps 1 - 4

$89 - $119
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday Condominium in Maalaea
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Holiday Condominium in Maalaea

Maui Island Hideaway Oceanfront

Our Island Hideaway is located in the beautiful Maalaea Banyans, Maalaea, Maui, about 75 ft. from the ocean.

bedrooms  1    bathrooms1
sleeps 2 - 4

$145 - $170
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Cottage in Kihei
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Cottage in Kihei

Kihei Hillside Cottage

Great Ocean Views in Quiet Seclusion!

bedrooms  1    bathrooms1
sleeps 2 - 4

$875 - $1000
Per Week
Add to Shortlist
Not Near A Golf Course Pets Not Allowed Has Availability Calendar Has Air Conditioning Not Near A Beach Credit Cards Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Not Near Bars or Restaurants Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Rental Villa in Kihei
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Rental Villa in Kihei

Oceanfront ...Awesome Penthouse View

Deluxe 1 Bedroom Top Floor Condo

bedrooms  1    bathrooms1
sleeps 2 - 4

$110 - $130
Per Day
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Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Skiing Close By Is Family Friendly Has Location Map     
2 bedroom Condominium in Kihei
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2 bedroom Condominium in Kihei

Penthouse Oceanfront Condo - Kihei, Maui

Deluxe Penthouse unit completely remodeled providing magnificent panoramic views of the ocean and the Island.

bedrooms  2    bathrooms2
sleeps 4

$215 - $265
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
House for 8-12 people in Kihei
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House for 8-12 people in Kihei

Maui Beach House Kihei

House with private swimming pool and pool house

bedrooms  4    bathrooms3
sleeps 8 - 12

$375 - $500
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Vacation rental Condominium in Kihei
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Vacation rental Condominium in Kihei

Oceanfront Romantic, Condo on 4th Floor

Wonderful Views of ocean, surf, islands, sunsets, rainbows from private lanai, living room and kitchen.

bedrooms  1    bathrooms1
sleeps 2

$135 - $195
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Condominium for 3-4 people in Kihei
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Condominium for 3-4 people in Kihei

Ocean View "Little Grass Shack" in Kihei

Real Ocean View from all rooms & lanai in our updated "Little Grass Shack" across from Kamaole Beach 2.

bedrooms  1    bathrooms1
sleeps 3 - 4

$95 - $139
Per Week
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Does Not Have Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Condominium for rent in Maalaea
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Condominium for rent in Maalaea

Maalaea Yacht Marina

Direct Oceanfront -.top floor-. Corner Panaramic Penthouse

bedrooms  2    bathrooms2
sleeps 4

$165 - $190
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Kihei Condominium
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Kihei Condominium

Stunning Ocean and mountain views

Stunning ocean view, see Molikini and Kahoolawe Island along panoramice view includes Mt Haleakala

bedrooms  1    bathrooms1
sleeps 2 - 5

$105 - $130
Per Day
Add to Shortlist
Not Near A Golf Course Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Does Not Have Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Holiday Condominium in Kihei
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Holiday Condominium in Kihei

OCEANFRONT condo- Kihei Sands

Luxury oceanfront unit that is perfect for honeymooners or couples just wanting a romantic getaway.

bedrooms  1    bathrooms1
sleeps 2

$171 - $205
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Holiday Condominium rental in Kihei, South Maui/Southshore
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Holiday Condominium rental in Kihei, South Maui/Southshore

Condo near beach in Kihei, Maui

Very nice 2 bedroom 2 bath Condo in the Maui Banyan Resort. Across the street from beautiful beach and park.

bedrooms  2    bathrooms2
sleeps 4 - 8

$135 - $185
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Disabled Access Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Vacation rental Condominium in Kihei
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Vacation rental Condominium in Kihei

Maui Sunset Beachfront Resort

Ground floor condo in a beachfront resort. Quiet,tastefully furnished,comfortable..Quiet concrete building.

bedrooms  1    bathrooms2
sleeps 1 - 4

$95 - $155
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Holiday Condominium rental in Kihei, South Maui/Southshore
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Holiday Condominium rental in Kihei, South Maui/Southshore

Kihei Akahi C-108

The resort of Kihei Akahi is located just across the street from Kamaole II beach in Kihei, Hawaii.

bedrooms  1    bathrooms1
sleeps 2 - 4

$630 - $875
Per Week
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access No Public Transport Nearby Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Condominium for 4-6 people in Wailea
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Condominium for 4-6 people in Wailea

Grand Champions Villas, Wailea, Maui, HI

Affordable Luxury in Beautiful Wailea. 2 Master Suites. Ocean Views, on the Wailea Old Blue Golf Course.

bedrooms  2    bathrooms2
sleeps 4 - 6

$160 - $310
Per Day
Add to Shortlist
Golf Course Nearby Pets Allowed Has Availability Calendar Has Air Conditioning Beach Nearby Credit Cards Accepted Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is Family Friendly Has Location Map     
Vacation rental Condominium in Kihei
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Vacation rental Condominium in Kihei

Maui Parkshore Oceanview 2/2 Condo

Beautiful views from 2 bedroom, 2 bath condo with pool. Beach and picnic area just across the street.

bedrooms  2    bathrooms2
sleeps 4 - 6

$805 - $980
Per Week
Add to Shortlist
Golf Course Nearby Pets Not Allowed Has Availability Calendar No Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Vacation House in Kihei
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Vacation House in Kihei

My Waii Beach Cottage-Maui

Oceanfront with sandy beach, viewing west 1B, 2B. Sleeps up to 4 guests. Home is very complete.

bedrooms  1    bathrooms2
sleeps 1 - 4

$2310 - $2310
Per Week
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender No Air Conditioning Beach Nearby Credit Cards Not Accepted Non-Smoking Disabled Access Has Internet Access Near Public Transport Bars or Restaurants Close By Does Not Have A Pool Not Near Skiing Is Family Friendly Has Location Map     
Condominium in Kihei
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Condominium in Kihei

Awesome Kihei Kai Nani and Kam II Beach

Owner direct renting of our Maui Condominium "Behr's Escape" is always affordable and saves you money.

bedrooms  1    bathrooms1
sleeps 2 - 4

$95 - $125
Per Day
Add to Shortlist
Golf Course Nearby Pets Not Allowed Does Not Have Availability Calender Has Air Conditioning Beach Nearby Credit Cards Not Accepted Not Non-Smoking Not Disabled Friendly Has Internet Access Near Public Transport Bars or Restaurants Close By Has A Pool Not Near Skiing Is not Family Friendly Does Not Have Location Map     
Condominium for 1-6 people in Kihei
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Condominium for 1-6 people in Kihei

Kamaole Sands TWO bedroom One Level

Rare one level Two bedroom Two bath condo in popular Kamaole Sands resort just steps from beach Kamaole III

bedrooms  2    bathrooms2
sleeps 1 - 6

$170 - $190
Per Day
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Condominium for rent in South Maui/Southshore
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Condominium for rent in South Maui/Southshore

Kihei Kai Nani

'Our Little Slice of Paradise'. Quiet Ground Floor Unit. Across from the Beach....

bedrooms  1    bathrooms1
sleeps 2 - 4

$109 - $139
Per Day
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Vacation rental Villa in Kihei
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Vacation rental Villa in Kihei

Wailea: Grand Champions Villas

We have a beautifully remodeled condo with granite,fully equipped kitchen and new appliances.

bedrooms  2    bathrooms2
sleeps 6

$160 - $180
Per Day
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Condominium for 2-4 people in Wailea
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Condominium for 2-4 people in Wailea

Ekahi Village, Wailea

Perfect Ekahi unit, quality renovation just completed! Air conditioning installed. Sleeps 4 with 2 full baths.

bedrooms  1    bathrooms2
sleeps 2 - 4

$275 - $345
Per Day
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Holiday Condominium in Kihei
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Holiday Condominium in Kihei

Super Kihei Kai Nani condo

Beautiful upgraded condo, unit #138, 1 bedroom unit in Kihei Kai Nani, is in South Kihei next to Wailea

bedrooms  1    bathrooms1
sleeps 2 - 4

$90 - $124
Per Day
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Holiday Condominium in Kihei
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Holiday Condominium in Kihei

Five star Luxury

The condo stands apart from all others. Just remodeled from top to bottom. Everything new and upgraded.

bedrooms  1    bathrooms2
sleeps 4

$945 - $1155
Per Week
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Kihei rental Condominium
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Kihei rental Condominium

Maui 3bd Oceanfront on Sugar Beach Kihei

The condo offers ocean view, ocean front complex right on the beach simming pool. 3 bdrm 2 bath or 2bd + den

bedrooms  3    bathrooms2
sleeps 6

$200 - $265
Per Day
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Holiday Condominium in Sugar Beach Resort, Kihei
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Holiday Condominium in Sugar Beach Resort, Kihei

Sugar Beach Resort Oceanfront Maui

$150-$245 per night to enjoy one of our three direct oceanfront condominiums just yards from the beach.

bedrooms  1    bathrooms1
sleeps 1 - 2

$1050 - $1715
Per Week
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1 bedroom Condominium in Kihei
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1 bedroom Condominium in Kihei

kihei kai nani unit 112

beach view condo safe sandy beach one minute walk across street.Shopping and resturant next door.

bedrooms  1    bathrooms1
sleeps 2 - 4

$89 - $168
Per Day
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Holiday Villa in Kihei
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Holiday Villa in Kihei

Maui Sugar Beach Inn

1 bedrm, 3 bedrms or Rent the Entire Inn for a Family Affair.

bedrooms  8    bathrooms7
sleeps 16 - 30

$99 - $189
Per Day
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Holiday Condominium in Kihei, South Maui/Southshore
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Holiday Condominium in Kihei, South Maui/Southshore

Maui Vista- Kihei - Maui

Beautiful Newly remodeled island bunglow, steps from the beach. Stocked with extras.

bedrooms  1    bathrooms1
sleeps 2 - 4

$85 - $130
Per Week
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1 bedroom Condominium in South Maui/Southshore
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1 bedroom Condominium in South Maui/Southshore

Kihei Beach

Beach Front Condominium

bedrooms  1    bathrooms2
sleeps 2 - 4

$1120 - $1540
Per Week
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Cottage for 2 people in Kihei
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Cottage for 2 people in Kihei

Ocean view Kihei Kai Nani condo

Remodeled super condo with pool and ocean view, unit #246 in Kihei Kai Nani

bedrooms  1    bathrooms1
sleeps 2

$95 - $125
Per Day
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Vacation rental Condominium in Maalaea
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Vacation rental Condominium in Maalaea

Luxurious Oceanfront with private alev.

Impressive Oceanfront with private elevator
1,500sf with 300sf of covered lanai

bedrooms  2    bathrooms2
sleeps 4

$249 - $299
Per Day
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Vacation rental Condominium in Wailea
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Vacation rental Condominium in Wailea

Wailea Ekahi Village 11E

Spectacular Ocean Front Accommodation, Sweeping ocean and white water views, Luxury remodel; full catering kit

bedrooms  1    bathrooms2
sleeps 2 - 4

$310 - $355
Per Day
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Vacation rental Apartment in Wailea
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Vacation rental Apartment in Wailea

Wailea Escape Tree Top Apartment

Spacious, elegant, light-filled apartment with lanai overlooking greenbelt of tropical trees and birds.

bedrooms  1    bathrooms1
sleeps 2

$150 - $179
Per Day
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Condominium in Maalaea
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Condominium in Maalaea

Maalaea Kai- Kanai a Nalu

Welcome to our luxurious Maalaea, Ocean & Beachfront Fully furnished Condo.

bedrooms  2    bathrooms2
sleeps 4 - 6

$150 - $220
Per Day
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Kihei rental Condominium
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Kihei rental Condominium

CHILLEDCOCONUT on Kihei Bay Surf Resort

CHILLEDCOCONUT is a 500 square feet island style top floor studio unit on Kihei Bay Surf Resort complex.

bedrooms  Studio    bathrooms1
sleeps 1 - 3

$89 - $128
Per Day
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Rental Condominium in Kihei
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Rental Condominium in Kihei

Kamaole Sands resort, views, Inner Court

Our condo #1-204 at the Kamaole Sands resort is on the INNER COURTYARD with beautiful views; Bldg #1 unit #204

bedrooms  1    bathrooms2
sleeps 2 - 4

$125 - $145
Per Day
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Condominium for rent in Kihei
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Condominium for rent in Kihei

Nani Kai Hale

Deluxe Oceanview Condo on the Beach with Central Air!

bedrooms  1    bathrooms2
sleeps 2

$135 - $165
Per Week
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Condominium in Kihei, South Maui/Southshore
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Condominium in Kihei, South Maui/Southshore

Kihei Condo Across from Gorgeous Beaches

Enjoy one of these Hawaiian garden condos:
- KIHEI AKAHI: Private Studio
- KIHEI KAI NANI: 1-Bedroom/1 Bath

bedrooms  1    bathrooms1
sleeps 1 - 4

$89 - $145
Per Day
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2 bedroom Bed and Breakfast in Kihei
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2 bedroom Bed and Breakfast in Kihei

Ocean Breeze Hideaway Bed & Breakfast

Oceanview bed & breakfast in sunny Kihei, Maui, up the hill overlooking Maalaea Bay, 10 minute walk to beach.

bedrooms  2    bathrooms2
sleeps 4

$560 - $770
Per Week
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Vacation rental Condominium in Kihei
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Vacation rental Condominium in Kihei

Oceanfront at Menehune Shores, in Kihei

Right on the water, 1 bd/1ba fully equipped kitchen, washer/dryer, views so close you think you are on a boat.

bedrooms  1    bathrooms1
sleeps 2

$945 - $1295
Per Week
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Holiday Condominium in Wailea, South Maui/Southshore
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Holiday Condominium in Wailea, South Maui/Southshore

Ekolu 107, Ekolu Village, Wailea

Amazing Oceanview Luxury Condo in Wailea's Ekolu Village, Air-Conditioned. NEW LOWER RATES!

bedrooms  1    bathrooms2
sleeps 2 - 4

$160 - $200
Per Day
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1 bedroom Condominium for rent in Maalaea
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1 bedroom Condominium for rent in Maalaea

Hono Kai Resort ,Maalaea Bay

Quiet, private ground level beachfront condo with fenced patio, steps from 5 mile long Sugar Beach

bedrooms  1    bathrooms1
sleeps 2 - 4

$145 - $165
Per Day
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Vacation House in Kihei
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Vacation House in Kihei

Gracious Island-Style Home & Studio

Short walk to the beach!

bedrooms  3    bathrooms3
sleeps 6 - 10

$225 - $295
Per Day
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Kihei Condominium
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Kihei Condominium

Direct Ocean View @ Maui Kamaole

Tremendous ocean view in South Kihei near Wailea. 2 bedroom townhouse on 23 tropical acres.

bedrooms  2    bathrooms2
sleeps 4 - 6

$180 - $265
Per Day
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Kihei rental Condominium
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Kihei rental Condominium

The Shores of Maui, Kihei

Oceanview 2/2 Top Floor, Pool, Spa, Tennis, Wifi, Walk to All!

bedrooms  2    bathrooms2
sleeps 4 - 6

$145 - $175
Per Day
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Condominium in Kihei, South Maui/Southshore
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Condominium in Kihei, South Maui/Southshore

Beachfront complex- Completely Remodeled

bedrooms  1    bathrooms1
sleeps 2 - 4

$100 - $195
Per Day
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Vacation Condominium in Maalaea
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Vacation Condominium in Maalaea

Maalaea Banyans

DIRECT OCEANFRONT CONDO 1 Bdr/ 1 Bath
Upscale fully furnished, panoramic views
Hi Speed Internet

bedrooms  1    bathrooms1
sleeps 2

$118 - $140
Per Day
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Holiday Condominium rental in Maalaea
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Holiday Condominium rental in Maalaea

Maalaea Banyans

Full ocean view condo on Maalaea Bay/Pacific Ocean. See whales playing in the bay between December and April.

bedrooms  1    bathrooms1
sleeps 2 - 4

$140 - $160
Per Day
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Kihei rental Villa
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bedrooms  1    bathrooms1
sleeps 1 - 2

£0 - £0
Per
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About Maui Vacation Rentals & Southshore Condos - Rent Holiday Homes In Maui:

 The second largest of Hawaii’s stunning eight islands, Maui is a mouth-watering, exotic resort with plenty to see and do throughout your stay. Similarly if a quiet, restful vacation rental is your preferred choice, then this too can be arranged.

The beautiful Southshore of Maui boasts two or three charming destinations. The town of Kihei is both well located and functional, one of the hottest places to stay in Maui as it avoids the breeze in comparison to other parts of the island.

Sprawling coastline and dramatic scenery can be found south of Kihei in Wailea - a luxury resort with plenty of accommodation rentals and trendy entertainment on offer. Take a stroll along the Wailea Beach Walk, with its stretching coastline providing the ideal viewing spot for whales.