Kahoolawe Holiday Rentals

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Holiday Rentals in Kahoolawe

Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, 626 reviews
"Everything was great. Air conditioning in the rooms would make it even better. "
Maui Beach Vacation Club
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, 986 reviews
"decent place to stay"
Sugar Beach Resort
Maui Schooner Resort
3.5 star property
9.2 out of 10, Wonderful, 369 reviews
"It was everything we expected. "
Maui Schooner Resort
Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very good, 295 reviews
"It was an amazing experience. Everyone was very friendly and helpful. Definitely we will came back "
Maui Banyan Vacation Club
Maui Sunset
3.5 star property
8.8 out of 10, Excellent, 326 reviews
"Our family of 5 stayed at Maui Sunset on our first trip to Maui. It was perfect for our needs, the one bedroom with pull out and Murphy bed fit us just right. Only down side was that it’s not super close to all the shops and restaurants but we had a rental car so it wasn’t an issue."
Maui Sunset
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, 705 reviews
"The property is beautiful, the rooms are clean, and I love how quiet the area is. I would have given it 5 stars if the AC didn't keep waking us up at night because it kept turning on and off. "
Aston Maui Hill
Maui Kamaole
3.5 star property
8.8 out of 10, Excellent, 795 reviews
"Love the maui kamole"
Maui Kamaole
Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, 469 reviews
"Close to the beach and beautiful"
Wailea Ekahi - CoralTree Residence Collection
Castle Kama'ole Sands
3.0 star property
8.0 out of 10, Very good, 2,150 reviews
"Great place, bring me with you when you do go."
Castle Kama'ole Sands
Palms at Wailea Maui
3.5 star property
8.4 out of 10, Very good, 466 reviews
"It is nice property with huge pool and garden,"
The price is NZ$742
includes taxes & fees
1 Jul - 2 Jul
Palms at Wailea Maui
Wailea Grand Champions - CoralTree Residence Collection
3.0 star property
9.0 out of 10, Wonderful, 662 reviews
"Cozy comfortable place to hang out for a week!"
Wailea Grand Champions - CoralTree Residence Collection
Kihei Akahi
3.0 star property
8.2 out of 10, Very good, 570 reviews
"Great location, walk to eats and beach! The only part is crockroaches in the room, even in the fridge, kind of horrible."
Kihei Akahi
Absolutely Incredible Penthouse Front Facing Ocean Views with Pickleball!
9.8 out of 10, Exceptional, 264 reviews
"Exactly what we wanted. Perfect size for two. Amazing view and perfect location."
Absolutely Incredible Penthouse Front Facing Ocean Views with Pickleball!
Hale Kamaole
3.0 star property
8.4 out of 10, Very good, 321 reviews
"Great location, amazing room! One thing to improve on is to get another fan or AC in the living room because that area gets hot easily"
Hale Kamaole
Kihei Akahi by VTrips
4.0 star property
7.8 out of 10, Good, 26 reviews
"loved it:). Thank you"
Kihei Akahi by VTrips
Wailea Beach Villas
4.5 star property
9.8 out of 10, Exceptional, 155 reviews
"Incredible! Excellent from start to finish!"
Wailea Beach Villas
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
9.6 out of 10, Exceptional, 91 reviews
"Barbs condo was absolutely perfect! Great location- we were able to walk to the harbor with shops and restaurants. Central location to easily access all parts of Maui. Condo was super clean and well equipped. Barb has everything you need to make you feel at home. Beach chairs, umbrellas, bamboo beach mats, towels, toys, a couple pairs of snorkel gear We would definitely stay here again!.."
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
No Property Fees! Kihei Top Floor - Air Conditioned, Clean!, Turtles nearby!
10.0 out of 10, Exceptional, 223 reviews
"Lovely little place perfect for our family vacation. Very central to everything with a beach and fish pond right across the street. The owner was easy to reach if we needed anything and communication was stellar! We were surprised at all that was there when we arrived, such as stocked items in the freezer and cupboards paid forward by previous guests and playing cards and books in the drawer when you have some downtime. Absolutely all you need and more for a very good price!"
The price is NZ$655
includes taxes & fees
2 Jul - 3 Jul
No Property Fees! Kihei Top Floor - Air Conditioned, Clean!, Turtles nearby!
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
9.6 out of 10, Exceptional, 96 reviews
"The view was stunning, location centrally located to all activities. I would highly recommend this property"
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
9.6 out of 10, Exceptional, 18 reviews
"The property was a great location. Quick access to downtown Kihei and not far from the airport. The property was well equipped with items needed for beach days. One recommendation would be to add an umbrella. Otherwise, very well stocked! My only negative feedback would be regarding cleanliness. The baseboards had quite a bit of dirt in the crevices and the ceiling fan was extremely dusty. My husband got up on a chair and cleaned it off because the dust was coming over the blades and it could...
The price is NZ$582
includes taxes & fees
2 Jul - 3 Jul
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
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See all available properties in Kahoolawe
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Kahoolawe you may be interested in

Maui Coast Hotel
3.5 star property
9.2 out of 10, Wonderful, 1,019 reviews
"Very Clean, excellent service, friendly staff."
The price is NZ$556
includes taxes & fees
23 Jun - 24 Jun
Maui Coast Hotel
Fairmont Kea Lani Maui
4.5 star property
9.4 out of 10, Exceptional, 1,000 reviews
"Best customer service and food"
The price is NZ$1,662
includes taxes & fees
8 Jul - 9 Jul
Fairmont Kea Lani Maui
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, 999 reviews
"Amazing Resort!"
The price is NZ$1,526
includes taxes & fees
23 Jun - 24 Jun
Grand Wailea Maui, A Waldorf Astoria Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kahoolawe holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kahoolawe. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Kahoolawe. Seeing all the best attractions is bound to make you fall in love with Kahoolawe. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Kahoolawe short-term rentals, that won’t be hard to do.

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