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Kahoolawe Vacation Rentals

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Our top choices for Kahoolawe vacation rentals

1. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (39 reviews)
"It was as good as a motel 6 bed was comfortable and my beach front condo as it was described was a room facing a mountain that you couldn’t see passed the forest of plants in front of back patio and the ac unit was very old and loud but served its purpose"
United States
Roark
The price is CA $87
CA $771 total
includes taxes & fees
Sep 28 - Sep 29
Signature Residences at Maui Banyan

2. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (975 reviews)
"Dennis and the entire staff made our trip so enjoyable. We will forever have a special place in our hearts for this place. Celebrated our 10 year wedding anniversary here!"
United States
Arleen
The price is CA $446
CA $530 total
includes taxes & fees
Oct 25 - Oct 26
Aston Maui Hill

3. Beautiful Ocean View Studio!

Beautiful Ocean View Studio!
South Kihei
9.6 out of 10, Exceptional, (19 reviews)
"We loved the location and partial ocean view from the balcony. Easy walk to the beach and we had everything available that we needed for a comfortable stay. "
United States
Susan C.
The price is CA $164
CA $629 total
includes taxes & fees
Oct 13 - Oct 14
Beautiful Ocean View Studio!

4. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (63 reviews)
"The condo property was beautiful and in a great location. We had to book last minute due to storms affecting our initial booking and host was very responsive. "
United States
Kathryn R.
The price is CA $222
CA $532 total
includes taxes & fees
Sep 30 - Oct 1
Romantic 1 BR Condo with King Tempurpedic

5. Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.6 out of 10, Exceptional, (54 reviews)
"Absolutely an amazing place. Very nice, clean, comfortable. We stayed in B104 and it is a perfect spot to get in and out. Definitely come back again."
United States
Angeline
The price is CA $290
CA $777 total
includes taxes & fees
Sep 29 - Sep 30
Kihei Ali'i Kai Condos with Free Parking

6. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
South Kihei
9.8 out of 10, Exceptional, (97 reviews)
The price is CA $147
CA $785 total
includes taxes & fees
Sep 25 - Sep 26
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

7. Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
North Kihei
10.0 out of 10, Exceptional, (47 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is CA $138
CA $607 total
includes taxes & fees
Sep 25 - Sep 26
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

8. Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool

Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
Wailea
10.0 out of 10, Exceptional, (38 reviews)
"Location location location! Just 1 block from the shops and Wailea beach…can’t beat that! "
United States
david k.
The price is CA $212
CA $641 total
includes taxes & fees
Oct 1 - Oct 2
Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool

9. FALL IN MAUI!!! Perfect Island Getaway

FALL IN MAUI!!! Perfect Island Getaway
South Kihei
9.6 out of 10, Exceptional, (26 reviews)
"Absolutely fantastic stay. This place has everything you could want and need. Very spacious for 2-3 people and has all the amenities."
United States
Calvin F.
The price is CA $173
CA $549 total
includes taxes & fees
Sep 28 - Sep 29
FALL IN MAUI!!! Perfect Island Getaway

10. Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝

Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
Wailea
10.0 out of 10, Exceptional, (164 reviews)
"Beautiful area and great location with walking distance to dining and shopping."
United States
Teri S.
The price is CA $235
CA $785 total
includes taxes & fees
Sep 26 - Sep 27
Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝

11. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (308 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
The price is CA $146
CA $559 total
includes taxes & fees
Sep 25 - Sep 26
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

12. Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
South Kihei
9.2 out of 10, Wonderful, (91 reviews)
"Location was perfect. We were there right after all of the flooding and the road was damaged but did not affect our stay at all. Our host was always responsive and made sure we were comfortable! Would surely stay again.:)"
United States
Melissa P.
The price is CA $160
CA $635 total
includes taxes & fees
Sep 25 - Sep 26
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

13. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is CA $146
CA $559 total
includes taxes & fees
Sep 25 - Sep 26
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

14. 1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone
South Kihei
9.4 out of 10, Exceptional, (61 reviews)
"great place for walking to the beach"
United States
Kim & Tom C.
The price is CA $184
CA $555 total
includes taxes & fees
Sep 26 - Sep 27
1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

15. Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
9.8 out of 10, Exceptional, (6 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is CA $283
CA $768 total
includes taxes & fees
Sep 25 - Sep 26
Waiohuli Beach Hale Ocean View Condos with Parking

16. Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access

Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access
South Kihei
9.6 out of 10, Exceptional, (135 reviews)
"Location; proximity to beach and stores/restaurants"
United States
Sharon O.
The price is CA $153
CA $733 total
includes taxes & fees
Oct 15 - Oct 16
Steps to the Beach! Cute Beachy Ground Floor Getaway! Pool Access

17. Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.6 out of 10, Exceptional, (86 reviews)
"We loved our stay! Great location"
United States
Madison
The price is CA $152
CA $482 total
includes taxes & fees
Oct 2 - Oct 3
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

18. Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (110 reviews)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
The price is CA $144
CA $710 total
includes taxes & fees
Sep 30 - Oct 1
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

19. *New* Fall Deal Oceanfront Ma'alaea Stay, Walk to Beach and Harbor

*New* Fall Deal Oceanfront Ma'alaea Stay, Walk to Beach and Harbor
Wailuku
9.6 out of 10, Exceptional, (131 reviews)
"Beautiful view!!"
United States
Gene E.
*New* Fall Deal Oceanfront Ma'alaea Stay, Walk to Beach and Harbor

20. OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14

OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14
North Kihei
9.8 out of 10, Exceptional, (107 reviews)
"Great location. Staff was outstanding. The condo was as advertised and we were very impressed with how spotless everything was."
United States
Gary R.
The price is CA $266
CA $897 total
includes taxes & fees
Sep 25 - Sep 26
OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14
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.
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Top Kahoolawe Hotel Reviews

Find out more about Kahoolawe

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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