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Kahoolawe Vacation Rentals

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Our top choices for Kahoolawe vacation rentals

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (28 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is CA $43
CA $682 total
includes taxes & fees
Jun 26 - Jun 27
Signature Residences at Maui Banyan

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (2 reviews)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is CA $166
CA $947 total
includes taxes & fees
Jun 29 - Jun 30
The Residences at Kamaole Sands Resort

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
North Kihei
9.0 out of 10, Wonderful, (10 reviews)
"Great stay, clean place. Close walk to the beach. The pool and hot tub were great and well taken care of"
United States
Danniella
The price is CA $156
CA $569 total
includes taxes & fees
Jul 6 - Jul 7
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

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, (303 reviews)
"Exceptional host, comfy beds and pillows, great location!"
United States
Brenda C.
The price is CA $158
CA $579 total
includes taxes & fees
Jun 26 - Jun 27
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is CA $98
CA $800 total
includes taxes & fees
Jun 29 - Jun 30
The Ocean View Residence

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is CA $236
CA $1,166 total
includes taxes & fees
Jul 15 - Jul 16
Bright, Beautiful, Remodeled Island Sands 505 Condo

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (171 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is CA $184
CA $559 total
includes taxes & fees
Jul 1 - Jul 2
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

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, (278 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 $161
CA $585 total
includes taxes & fees
Jul 10 - Jul 11
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Ekahi Ocean View Escape and close to beach (21F)

Ekahi Ocean View Escape and close to beach (21F)
Wailea
9.8 out of 10, Exceptional, (71 reviews)
"Amazing location. Right near the beach. And a great complex!"
United States
Timothy J.
The price is CA $382
CA $1,372 total
includes taxes & fees
Jul 2 - Jul 3
Ekahi Ocean View Escape and close to beach (21F)

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (931 reviews)
"Unit was spacious with great ocean view."
United States
DARSHAN
The price is CA $480
CA $569 total
includes taxes & fees
Jul 9 - Jul 10
Aston Maui Hill

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
9.6 out of 10, Exceptional, (16 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
The price is CA $176
CA $607 total
includes taxes & fees
Jun 30 - Jul 1
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

GREAT RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.

GREAT RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.
North Kihei
9.4 out of 10, Exceptional, (78 reviews)
"Excellent ground floor condo with easy access to the pool and beach. Clean, cozy, and comfortable with everything we needed including a washer and dryer, lots of beach chairs and beach towels and really nice staff. The grounds at the resort are beautiful and we loved the hot dry sauna and the jacuzzi! We will definitely stay here again!"
United States
Jodelle F.
The price is CA $224
CA $690 total
includes taxes & fees
Jun 29 - Jun 30
GREAT RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.

Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (107 reviews)
"Excellent room"
United States
Rene
The price is CA $164
CA $505 total
includes taxes & fees
Jul 3 - Jul 4
Beautiful, Renovated, Hale Kamaole 159

Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.8 out of 10, Exceptional, (55 reviews)
"Central location and helpful site manager "
United States
Richard W.
The price is CA $256
CA $723 total
includes taxes & fees
Jul 2 - Jul 3
Top Floor Beachfront Condo with Ocean view

Oceanfront, walk to shops and restaurants

Oceanfront, walk to shops and restaurants
Central Kihei
9.0 out of 10, Wonderful, (47 reviews)
"Great location, easy parking, plenty of towels, dishes, etc. Lovely balcony."
United States
kristin s.
The price is CA $224
CA $1,150 total
includes taxes & fees
Jun 28 - Jun 29
Oceanfront, walk to shops and restaurants

Simply Amazing Oceanfront Condo! Milowai 310

Simply Amazing Oceanfront Condo! Milowai 310
Wailuku
10.0 out of 10, Exceptional, (21 reviews)
"Very good location and amenities. "
United States
Jiaxing B.
The price is CA $227
CA $768 total
includes taxes & fees
Jul 1 - Jul 2
Simply Amazing Oceanfront Condo! Milowai 310

Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (118 reviews)
"Great location, great property and great condo. "
Canada
DIANNE V.
The price is CA $241
CA $655 total
includes taxes & fees
Jun 30 - Jul 1
Sugar Beach Resort Oceanview 1 bed/1 bath

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

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.4 out of 10, Exceptional, (76 reviews)
"We loved our stay! Great location"
United States
Madison
The price is CA $173
CA $515 total
includes taxes & fees
Jun 26 - Jun 27
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei

Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
Central Kihei
10.0 out of 10, Exceptional, (170 reviews)
"Excellent hist beautiful sunset views and perfect beach amenities "
United States
Chris C.
The price is CA $283
CA $738 total
includes taxes & fees
Jun 26 - Jun 27
Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei

Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands

Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands
North Kihei
9.8 out of 10, Exceptional, (72 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It was an amazing stay and a great place! I will be back!"
United States
Lauree M.
The price is CA $269
CA $854 total
includes taxes & fees
Jul 19 - Jul 20
Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands
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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