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123 Vacation Rentals

Grand Champions 123 - Renovated 3-Bedroom

3 Bedrooms, Sleeps 6, Starting at $210/Daily

Grand Champions 123 is located in a quiet setting in Wailea. Large green belts, manicured grounds and wide golf course fairways abound. To the east, views of Mt. Haleakala, the world’s largest dormant volcano. To the west, the sparkling blue Pacific Ocean. A quieter, more peaceful...

Grand Champions 134 - Renovated 3-Bedroom, Pool, Tennis

3 Bedrooms, Sleeps 6, Starting at $210/Daily

Grand Champions 134 is located in a quiet setting in Wailea. Large green belts, manicured grounds, and wide golf course fairways abound. To the east, views of Mt. Haleakala, the world’s largest dormant volcano. To the west, the sparkling blue Pacific Ocean. A quieter, more peaceful...

Grand Champions 181 - Spacious Remodeled 1-Bedroom

1 Bedroom, Sleeps 4, Starting at $124/Daily

Unit 181 is located in the heart of the beautiful and serene Grand Champions Villas. On the edge of the Wailea Blue Golf course, this condo is great for the golfing couple looking for a tropical getaway. Large green belts, manicured grounds and wide golf course fairways abound. Nearby...

Grand Champions 75 - Ocean and Fairway Views

2 Bedrooms, Sleeps 4, Starting at $159/Daily

Relax on your lanai, enjoying the radiant blue waters to your west, and the stunning sights of Haleakala to your east. Overlooking the pristine fairway, beyond which the ocean shimmers, you'll find your stay in Grand Champions 75 to be a welcome tropical retreat from all of your worries...

Haleakala Shores A-212 - Features Private Jacuzzi

2 Bedrooms, Sleeps 4, Starting at $130/Daily

This Haleakala Shores 2-Bedroom condo is perfect for small families or two couples. The floor plan is open and spacious, and wall-to-wall windows give this condo bright light, garden and mountain views. The master bedroom has a comfortable king bed, the 2nd features a queen bed and...

Haleakala Shores B-407 - 4th Floor Ocean View

2 Bedrooms, Sleeps 6, Starting at $130/Daily

This Haleakala Shores 2-Bedroom condo is perfect for small families or two couples. The floor plan is open and spacious, and wall-to-wall windows give this condo bright light and gorgeous views. This condo has recently had all new hard-surface cork flooring installed. Guests appreciate...

Island Surf 312 - 3rd Floor Ocean View Condo

2 Bedrooms, Sleeps 6, Starting at $120/Daily

The selling points of this two-bedroom, two bathroom condo are the new renovations and the tremendous views. Better than in pictures, this condo boasts a great view of the Pacific to the Southwest. During the winter months, enjoy watching the majestic Pacific Humpback whales, which...

Island Surf 409 - 4th Floor Ocean View Condo

1 Bedroom, Sleeps 4, Starting at $99/Daily

This one-bedroom condo has quickly become a guest favorite at the Island Surf property! With the new homeowner's personal touch and pride in ownership, you'll find yourself comfortably at home in South Maui. In your home away from home, you'll want for nothing! The living room has...

Kamaole Sands 1-301 - Family Friendly 2-Bedroom

2 Bedrooms, Sleeps 6, Starting at $150/Daily

In the sought-after inner courtyard, this corner unit at Kamaole Sands features both bedrooms on the same level -- no stairs required! Close to the front of the property, you'll enjoy the proximity to the beach, the tennis courts, and the pool area and barbecues. The master bedroom...

Kamaole Sands 10-304 - Front Row Ocean View Condo

1 Bedroom, Sleeps 4, Starting at $124/Daily

This one-bedroom two-bathroom condo is located on the third floor in the "10" building at Kamaole Sands -- sought after for it's superior ocean views and nearby beach access. You'll enjoy your morning coffee on the lanai with sunlight reflecting off of the radiant blue waves...

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