Kahoolawe Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Kahoolawe Vacation Homes

Beautiful 3-bedroom townhome in Kihei
Property grounds

Beautiful 3-bedroom townhome in Kihei

9.6 out of 10, Exceptional, (4)
"We loved our stay! The place had everything the family needed for visiting the beach and the place was clean and comfortable. Would stay again! "
Beautiful 3-bedroom townhome in Kihei
Privacy In Paradise - Top Rated Vacation Home in West Maui
Pool

Privacy In Paradise - Top Rated Vacation Home in West Maui

10.0 out of 10, Exceptional, (138)
"It was simply amazing"
Privacy In Paradise - Top Rated Vacation Home in West Maui
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
Beach

Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

9.4 out of 10, Exceptional, (58)
"Everything you need in the condo and enough beaches to try one every day!"
The price is CA $205
CA $794 total
includes taxes & fees
Aug 6 - Aug 7
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
Stunning Beach Front Townhouse
Interior

Stunning Beach Front Townhouse

10.0 out of 10, Exceptional, (94)
"Firstly, Susan was so wonderful to deal with- thank you for being so welcoming and accommodating- we really appreciated the late checkout- with a 3 year old toddler with us…he was able to nap and that made such a wonderful difference to our last day in paradise. The view is amazing! Would love to stay there again someday soon. "
Stunning Beach Front Townhouse
272-6 Puamana 2 Bedroom Oceanfront Remodeled!!
Pool

272-6 Puamana 2 Bedroom Oceanfront Remodeled!!

9.6 out of 10, Exceptional, (67)
"The house was perfect for our needs. Space to spread out our things in the second bedroom and a great kitchen set up. We saw whales every day from our lanai and breakfast table. Loved being able to run and walk in a low speed traffic area. Great centralized location for lots of snorkeling spots. "
272-6 Puamana 2 Bedroom Oceanfront Remodeled!!
4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi
Pool

4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi

10.0 out of 10, Exceptional, (54)
"Well appointed and fantastic location. Wonderful sunsets and loved watching all the goings on in the park next door. The private pool was like our own little oasis. Would definitely recommend to any group going to Maui. "
4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi
Kihei Maui Beach house - On the water
Property grounds

Kihei Maui Beach house - On the water

9.8 out of 10, Exceptional, (57)
"Fantastic location. Wonderful pool. Lots of gear to use. It met our expectations. Comfortable space for all 9 of us. Very close to the ocean. We would stay there again. "
Kihei Maui Beach house - On the water
BEACHFRONT MAUI KIHEI HOUSE
Terrace/patio

BEACHFRONT MAUI KIHEI HOUSE

9.8 out of 10, Exceptional, (163)
"Great property with a good central location. We enjoyed the turtles every evening. The house was fully stocked with everything we needed. A great hub for a fun friend’s trip!"
BEACHFRONT MAUI KIHEI HOUSE
DISCOUNTED AUGUST SPECIAL Oceanfront Private Home
Outdoor dining

DISCOUNTED AUGUST SPECIAL Oceanfront Private Home

10.0 out of 10, Exceptional, (107)
"Such an amazing spot right on the ocean! We felt right at home and had everything we need. Janna is the best property manager and was so accommodating and kind. We will definitely be back!"
DISCOUNTED AUGUST SPECIAL Oceanfront Private Home
Oceanfront Hideaway on the Beach
Dining

Oceanfront Hideaway on the Beach

The price is CA $1,690
CA $3,528 total
includes taxes & fees
Aug 16 - Aug 17
Oceanfront Hideaway on the Beach
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
Interior

Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

10.0 out of 10, Exceptional, (35)
"Loved our time and stay!"
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
Family-friendly 4BR/2BA House🌺Close to Beach/Park,Dining & Shops | Hot Tub & AC
Outdoor dining

Family-friendly 4BR/2BA House🌺Close to Beach/Park,Dining & Shops | Hot Tub & AC

10.0 out of 10, Exceptional, (185)
"Beautiful home perfect for our group of 7 friends. Thank you!"
Family-friendly 4BR/2BA House🌺Close to Beach/Park,Dining & Shops | Hot Tub & AC
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
Pool

Sugar Beach Resort condo with ocean view, AC - surf, bike & golf

8.8 out of 10, Excellent, (49)
"All good, except the screen doors need to be fixed."
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
87-1 Escape to Paradise at Puamana's Hale Nalu
Pool

87-1 Escape to Paradise at Puamana's Hale Nalu

10.0 out of 10, Exceptional, (23)
"Beautiful property in the best location!!"
87-1 Escape to Paradise at Puamana's Hale Nalu
PU 153-4 Spacious and Quiet 3Bedroom Townhouse in Lahaina; Just Steps to Beach
Beach nearby, sun loungers, beach towels

PU 153-4 Spacious and Quiet 3Bedroom Townhouse in Lahaina; Just Steps to Beach

9.4 out of 10, Exceptional, (36)
"Everything was easy and nice."
The price is CA $379
CA $1,487 total
includes taxes & fees
Aug 11 - Aug 12
PU 153-4 Spacious and Quiet 3Bedroom Townhouse in Lahaina; Just Steps to Beach
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
On the beach, sun loungers, beach towels

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

9.8 out of 10, Exceptional, (202)
"We enjoyed our time at this beautiful piece of property. The yard was amazing and the lanai was definitely the hang out spot. "
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC.
Beach nearby

87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC.

9.6 out of 10, Exceptional, (7)
"Booked for 11 days although no reviews were present. Pleasantly suprised at condition and location of the property versus the photos. Condo was clean and well stocked including beach chairs, beach equipment, and cooler in patio storage room. Development is a gated community that is very quiet and has usable beach and pool. Encountered only minor issues with the kitchen faucet and ice maker. Would book again."
87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC.
Oceanfront Penthouse Vistas
Exterior

Oceanfront Penthouse Vistas

4.5 star property
10.0 out of 10, Exceptional, (5)
"I was very happy with everything. I wish I could have stayed longer. "
Oceanfront Penthouse Vistas
Spectacular, Oceanfront 3 bedroom + den, AC, pool, sleeps 7.
Terrace/patio

Spectacular, Oceanfront 3 bedroom + den, AC, pool, sleeps 7.

10.0 out of 10, Exceptional, (13)
"Very clean house right on the sand! Will most definitely stay here next trip. Thanks "
Spectacular, Oceanfront 3 bedroom + den, AC, pool, sleeps 7.
Puamana Ocean Front Tropical Paradise 226-1
Outdoor pool

Puamana Ocean Front Tropical Paradise 226-1

9.2 out of 10, Wonderful, (119)
"We loved our location and all the neighbors were very friendly"
Puamana Ocean Front Tropical Paradise 226-1
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kahoolawe Hotel Reviews

Days Inn by Wyndham Maui Oceanfront

Days Inn by Wyndham Maui Oceanfront

10/10 Excellent
"It would be nice to have some fruits for breakfast. "
Hope 1-night trip
Posted 2 days ago
Days Inn by Wyndham Maui Oceanfront