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+ About South Maui/Southshore Vacation Rental Homes.

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 and has a selection of holiday villas to choose from.
Sprawling coastline and dramatic scenery can be found south of Kihei in Wailea - a luxury resort with plenty of holiday villas and vacation 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.

South Maui/Southshore Vacation Rentals
Featured Vacation Rentals
Kihei, South-Maui-Southshore

Deluxe 1 Bedroom Top Floor Condo

Beds 1, Bath 1,
Sleeps 2 - 4 People
$110-$130 P/D
2
Kapalua, West-Maui

Located 11th tee of the prestigious Kapalua Golf Course

Beds 2, Bath 2,
Sleeps 4 - 6 People
$250-$300 P/D
3
Lahaina, West-Maui

Pools, Tennis Courts & 1/2 mile of beach front property.

Beds 3, Bath 3,
Sleeps 6 - 8 People
$250-$450 P/D
4
Kihei, South-Maui-Southshore

Deluxe 1 Bedroom Top Floor Condo

Beds 1, Bath 1,
Sleeps 2 - 4 People
$110-$130 P/D
5
Waialua, Oahu

Bali-Ho

Beds 5, Bath 6,
Sleeps 10 - 12 People
$3,300-$4,800 P/W
6
South-Kauai, Kauai

Hale Hokuu Too is a beautiful 3000 sq. ft. oceanfront home

Beds 3, Bath 4,
Sleeps 7 - 7 People
$4,000-$4,000 P/W
7

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South Maui/Southshore Vacation Rentals
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$ 295 Day
Beds: 2
Baths: 2
Sleeps: 4-6
Ocean front condo
Beautiful ocean front condo apartment
$ 300 Day
Beds: 5
Baths: 2
Sleeps: 10-10
5 Bd Home Newly Remodeled Great Location
Maui Vacation Home, Great Location, Walk to beach, shops & restaurants. All the amenties of home provided.
$ 295 Day
Beds: 2
Baths: 2
Sleeps: 4-6
Prime beach front apartment
Bright and relaxing 2 bedroom beachfront apartment
$ 295 Day
Beds: 2
Baths: 2
Sleeps: 4-6
Prime Beach front
Beautiful 2 bedroom beach front apartment
$ 325 Day
Beds: 2
Baths: 2
Sleeps: 4-6
Deluxe Prime Beachfront
Beautiful beach front Codo/unit.
$ 118 Day
Beds: 1
Baths: 1
Sleeps: 2-2
MAUI--Direct Oceanfront-- 1Bd/1Ba.Nice!.
DIRECT OCEANFRONT CONDO 1 Bdr/1 Bath.Upscale fully furnished, panoramic views.FREE HiSpeed Internet,Views!
$ 190 Day
Beds: 2
Baths: 2
Sleeps: 4-5
Privacy in Paradise!
Surrounded by 3 fairways on "Old Blue Golf Course" with Golf, Ocean and Volcano Views.
$ 195 Day
Beds: 1
Baths: 1
Sleeps: 2-4
Luxury Ocean View - Remodeled, Updated
Wailea Ekahi, on Keawakapu Beach, surrounded by world class golf courses - close to fabulous dining & shopping
$ 177 Day
Beds: 2
Baths: 2
Sleeps: 4-6
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.
$ 875 Week
Beds: 1
Baths: 1
Sleeps: 2-4
Kihei Hillside Cottage
Great Ocean Views in Quiet Seclusion!
$ 150 Day
Beds: 2
Baths: 2
Sleeps: 4-6
Oceanfront Condo with Panoramic Views
Oceanfront Condo with miles of Beach & Reef located at the Maalaea Yacht Marina! Breathtaking Views!
$ 170 Day
Beds: 1
Baths: 2
Sleeps: 2-4
Beautiful Ocean View on Golf Course
Fantastic and Private Location, with beautiful Ocean Views on Golf Course. Walk to Beach.Shopping and Dining.
$ 1,225 Week
Beds: 2
Baths: 2
Sleeps: 4-5
Lauloa Resort, Unit 111, Maalaea Village
Best Oceanfront, Just Remodeled, 42" Plasma HDTV. Virtual Tour and Slideshow now available. Email us.
$ 200 Day
Beds: 2
Baths: 2
Sleeps: 4-6
Th Palms of Wailea
A warm and homey condominum with many upgades,and aminties to make your stay more enjoyable in Wailea
$ 145 Day
Beds: 2
Baths: 2
Sleeps: 4-6
The Shores of Maui, Kihei
Oceanview 2/2 Top Floor, Pool, Spa, Tennis, Wifi, Walk to All!
$ 95 Day
Beds: 1
Baths: 1
Sleeps: 2-4
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.
$ 145 Day
Beds: 1
Baths: 1
Sleeps: 2-4
Maui Island Hideaway Oceanfront
Our Island Hideaway is located in the beautiful Maalaea Banyans, Maalaea, Maui, about 75 ft. from the ocean.
$ 150 Day
Beds: 2
Baths: 2
Sleeps: 4-6
Maalaea Kai- Kanai a Nalu
Welcome to our luxurious Maalaea, Ocean & Beachfront Fully furnished Condo.
$ 305 Day
Beds: 1
Baths: 2
Sleeps: 2-4
Wailea Ekahi Village 11E
Spectacular Ocean Front Accommodation, Sweeping ocean and white water views, Luxury remodel; full catering kit
$ 145 Day
Beds: 1
Baths: 1
Sleeps: 2-4
Hono Kai Resort ,Maalaea Bay
Quiet, private ground level beachfront condo with fenced patio, steps from 5 mile long Sugar Beach
$ 75 Day
Beds: 1
Baths: 1
Sleeps: 4-4
Vacation on the Gold Coast of South Maui
Fully furnished condo across the street from Kamaole Beach Park I in South Maui. Everything you need!
$ 395 Day
Beds: 5
Baths: 3
Sleeps: 12-14
Honuhula Island Retreat
Honuhula Island Retreat House has 5 bedrooms 3 full bathrooms, sleeping accommodations for up to 12 people.
$ 125 Day
Beds: 1
Baths: 2
Sleeps: 2-2
Beautiful, Fully Renovated Condo
Beautiful renovated condo, close to beach, restaurants and shopping. Pools, spas, tennis, BBQ's on property
$ 630 Week
Beds: 1
Baths: 1
Sleeps: 2-4
Kihei Akahi C-108
The resort of Kihei Akahi is located just across the street from Kamaole II beach in Kihei, Hawaii.
$ 1,980 Week
Beds: 1
Baths: 2
Sleeps: 1-4
My Waii Beach Cottage-Maui
Oceanfront with sandy beach, viewing west 1B, 2B. Sleeps up to 4 guests. Home is very complete.
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