Kahoolawe Vacation Rentals

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Our top choices for Kahoolawe vacation rentals

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (890 reviews)
"We really enjoyed the pool & hot tub area. The staff was very friendly & helpful & everything was great, we really enjoyed our stay at Maui Hill."
United States
Kelly
The price is CA $425
CA $505 total
includes taxes & fees
Apr 26 - Apr 27
Aston Maui Hill

Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (3 reviews)
"We loved it!! "
United States
Tyler
The price is CA $2,045
CA $3,259 total
includes taxes & fees
Apr 23 - Apr 24
Grand Champions by KBM

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
9.0 out of 10, Wonderful, (12 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is CA $183
CA $965 total
includes taxes & fees
Mar 31 - Apr 1
Signature Residences at Maui Banyan

OCEANFRONT CONDO - Kihei Sands Beachfront Condos-B8

OCEANFRONT CONDO - Kihei Sands Beachfront Condos-B8
North Kihei
9.8 out of 10, Exceptional, (111 reviews)
"Comfy beds and a killer view made this a great place for us to stay. "
United States
Jason H.
OCEANFRONT CONDO - Kihei Sands Beachfront Condos-B8

Direct Beachfront Newly Remodeled!

Direct Beachfront Newly Remodeled!
North Kihei
9.2 out of 10, Wonderful, (27 reviews)
"Very nice right on the beach "
United States
MATILDA
The price is CA $503
CA $616 total
includes taxes & fees
Mar 29 - Mar 30
Direct Beachfront Newly Remodeled!

Newly Remodeled Steps to Sugar Beach!

Newly Remodeled Steps to Sugar Beach!
North Kihei
9.6 out of 10, Exceptional, (17 reviews)
"Place was fine for a quick stay. "
United States
Melissa K.
The price is CA $569
CA $695 total
includes taxes & fees
Apr 4 - Apr 5
Newly Remodeled Steps to Sugar Beach!

OCEANFRONT RESORT - 5* LUXURY 2BED/2BATH Kihei Sands Beachfront Condos - B11

OCEANFRONT RESORT - 5* LUXURY 2BED/2BATH Kihei Sands Beachfront Condos - B11
North Kihei
9.8 out of 10, Exceptional, (102 reviews)
"The location was perfect, the ocean was steps away! The condo was clean and had everything we needed with updated appliances. Would definitely stay again and recommend! "
United States
Ashley S.
The price is CA $620
CA $1,403 total
includes taxes & fees
Mar 28 - Mar 29
OCEANFRONT RESORT - 5* LUXURY 2BED/2BATH Kihei Sands Beachfront Condos - B11

Book Your Maui Escape Now: Stunning Oceanfront Condo.

Book Your Maui Escape Now: Stunning Oceanfront Condo.
North Kihei
9.6 out of 10, Exceptional, (100 reviews)
"We had a wonderful time! Your condo was perfect! The property was wonderful and we spent 10 days doing everything we could to support Maui and enjoy the sunshine and beautiful people! Our family made so many unbelievable memories!"
United States
Diana H.
The price is CA $520
CA $1,072 total
includes taxes & fees
Apr 12 - Apr 13
Book Your Maui Escape Now: Stunning Oceanfront Condo.

OCEANFRONT RESORT -Whale Season is on SALE -Kihei Sands Beachfront Condos -B4

OCEANFRONT RESORT -Whale Season is on SALE -Kihei Sands Beachfront Condos -B4
North Kihei
9.6 out of 10, Exceptional, (96 reviews)
"We had a fantastic stay. Great location! The property and condo were well maintained. Would definitely recommend and stay here again. "
United States
Renee B.
The price is CA $413
CA $1,084 total
includes taxes & fees
Mar 30 - Mar 31
OCEANFRONT RESORT -Whale Season is on SALE -Kihei Sands Beachfront Condos -B4

Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!
Wailuke
9.6 out of 10, Exceptional, (50 reviews)
"Awesome little spot. Exactly what me and my wife were looking for. Highly recommend it! Had everything we needed and was close to all the spots we wanted to check out."
United States
Garrett F.
The price is CA $481
CA $595 total
includes taxes & fees
Apr 1 - Apr 2
Direct Beachfront with Spectacular Oceanviews!

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.2 out of 10, Wonderful, (29 reviews)
"We absolutely loved our stay! We appreciated the full kitchen, washer/dryer, and the beautiful patio!"
United States
Brittany Rose
The price is CA $237
CA $649 total
includes taxes & fees
Mar 31 - Apr 1
Kihei Ali'i Kai Condos with Free Parking

Hotel-zoned! Oceanview Penthouse - Menehune Shores 601

Hotel-zoned! Oceanview Penthouse - Menehune Shores 601
North Kihei
9.4 out of 10, Exceptional, (108 reviews)
"Our family of four had such a great time at this beautiful place in Kihei! The views were incredible, the beds were comfy, check in was super easy, and we appreciated that there were beach chairs and coolers. The street noise didn’t bother us and we were grateful both rooms had white noise machines!"
United States
Hajar F.
The price is CA $422
CA $1,069 total
includes taxes & fees
Mar 27 - Mar 28
Hotel-zoned! Oceanview Penthouse - Menehune Shores 601

Walk To Beach! Beautiful Ocean Views from Condo W/ Lanai, Pool & Hot Tub, BBQ

Walk To Beach! Beautiful Ocean Views from Condo W/ Lanai, Pool & Hot Tub, BBQ
Central Kihei
9.8 out of 10, Exceptional, (72 reviews)
"It is a beautiful property and we loved the view from the balcony! It was very spacious for us as a family of four and we will definitely be back again!"
United States
Suma G.
The price is CA $527
CA $1,410 total
includes taxes & fees
Apr 14 - Apr 15
Walk To Beach! Beautiful Ocean Views from Condo W/ Lanai, Pool & Hot Tub, BBQ

OCEANFRONT RESORT-CHECK OUT OUR WINTER RATES! Kihei Sands Beachfrnt Condo B14

OCEANFRONT RESORT-CHECK OUT OUR WINTER RATES! Kihei Sands Beachfrnt Condo B14
North Kihei
9.8 out of 10, Exceptional, (105 reviews)
"Great spot and the property was fantastic!"
United States
Michael B.
The price is CA $413
CA $1,084 total
includes taxes & fees
Mar 30 - Mar 31
OCEANFRONT RESORT-CHECK OUT OUR WINTER RATES! Kihei Sands Beachfrnt Condo B14

OCEANFRONT RESORT- WHALES+LOW WINTER RATES- Kihei Sands Beachfront Condo-B10

OCEANFRONT RESORT- WHALES+LOW WINTER RATES- Kihei Sands Beachfront Condo-B10
North Kihei
9.6 out of 10, Exceptional, (103 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: This is our 5th year and we just LOVE Kihea Sands! The Condominium location is superb.Management is always friendly, accessible and accommodating.The B10 unit is clean, comfortable and has everything we need. Year after year, the owners are always...
United States
Jennifer V.
The price is CA $441
CA $1,120 total
includes taxes & fees
Apr 22 - Apr 23
OCEANFRONT RESORT- WHALES+LOW WINTER RATES- Kihei Sands Beachfront Condo-B10

SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui

SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui
North Kihei
10.0 out of 10, Exceptional, (145 reviews)
"Our host was so responsive, kind and helpful! "
United States
Laura C.
The price is CA $341
CA $814 total
includes taxes & fees
Apr 15 - Apr 16
SUMMER SPECIAL!!! OWNER HOST DIRECT OCEAN FRONT Longest Sandy Beach on Maui

Stunning Property in Building 10 of Kamaole Sands

Stunning Property in Building 10 of Kamaole Sands
South Kihei
10.0 out of 10, Exceptional, (66 reviews)
"The condo was well equipped, clean, great location and the owner was super responsive. Would highly recommend staying here."
United States
Carol M.
The price is CA $571
CA $1,362 total
includes taxes & fees
Apr 19 - Apr 20
Stunning Property in Building 10 of Kamaole Sands

Oceanfront Condo at the Mana Kai Maui, Luxurious, Designer Remodeled

Oceanfront Condo at the Mana Kai Maui, Luxurious, Designer Remodeled
South Kihei
9.6 out of 10, Exceptional, (65 reviews)
"Everything was as advertised and the place was great! "
United States
Pratik P.
The price is CA $488
CA $1,515 total
includes taxes & fees
Apr 26 - Apr 27
Oceanfront Condo at the Mana Kai Maui, Luxurious, Designer Remodeled

OCEANFRONT PROP -Winter is on Sale! - Kihei Sands Beachfront Condos - B15

OCEANFRONT PROP -Winter is on Sale! - Kihei Sands Beachfront Condos - B15
North Kihei
9.2 out of 10, Wonderful, (135 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: perfect location, excellent unit, grounds were extremely well maintained"
United States
Kathryn L.
The price is CA $549
CA $1,324 total
includes taxes & fees
Apr 1 - Apr 2
OCEANFRONT PROP -Winter is on Sale! - Kihei Sands Beachfront Condos - B15

2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores

2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
South Kihei
9.8 out of 10, Exceptional, (201 reviews)
"Was very nice, enjoyed the stay"
United States
Andrew S.
The price is CA $252
CA $670 total
includes taxes & fees
Apr 9 - Apr 10
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
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.