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Compare 84 Vacation Homes in Kahoolawe with updated reviews, rates, and availability.

Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

9.6 out of 10, Exceptional, (92)
"The property and grounds were clean and family friendly."
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

10.0 out of 10, Exceptional, (126)
"Had a blast. "
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

Stunning Beachfront Private Home! Perfect for Families, Great Location!

9.8 out of 10, Exceptional, (93)
"11 family members stayed at this property. Beautiful yard, view of ocean, access to beach, great location."
Stunning Beachfront Private Home! Perfect for Families, Great Location!

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

9.8 out of 10, Exceptional, (192)
"This property was a good fit for family of our kids, spouses, and grand kids - 15 total. It would have been more comfortabIe if the house had air-conditioning in the kitchen and living room-dining room. We spent lots of time on the large patio eating meals, playing games and making memories!"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Island Retreat Spacious 3B/3B Wailea Home Ocean View Private Pool & Hot Tub!

9.8 out of 10, Exceptional, (138)
"We had an amazing time at this vacation rental! Right from the start, we were blown away by how clean, spacious, and well-equipped the house was. It looked just like the photos and description on VRBO. The kitchen had everything we needed to whip up our meals, and the living areas were perfect for the whole family. The deck with the hot tub was a fantastic way to unwind after a long day at the beach, and the sunset views were just incredible. We even caught some fireworks from the Grand Wailea...
Island Retreat Spacious 3B/3B Wailea Home Ocean View Private Pool & Hot Tub!

4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach

10.0 out of 10, Exceptional, (54)
"House was great for a large family get together. We had 10 stay comfortably. The outdoor area was perfect. Linda was a great host. "
4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach

PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

9.8 out of 10, Exceptional, (69)
"The house is a comfortable and accessible place to live in. There are a number of beaches nearby for days when you don’t want to hang out around the pool. "
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

Spacious Maui Beach House, Private Pool, AC, Sleeps 6

10.0 out of 10, Exceptional, (45)
"Wonderful, clean accommodations with everything you need. Amber and Jeremy were wonderful hosts—ready and willing to help if needed. Very close to the beach in a wonderful location. Couldn’t be happier. "
Spacious Maui Beach House, Private Pool, AC, Sleeps 6

BEACHFRONT HOUSE KIHEI, MAUI..TRUE HAWAIIAN HOME 1960's

9.8 out of 10, Exceptional, (97)
"We truly enjoyed the beach house! The sunsets were amazing! "
BEACHFRONT HOUSE KIHEI, MAUI..TRUE HAWAIIAN HOME 1960's

PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING

9.8 out of 10, Exceptional, (57)
"What a wonderful place near the beach and lots of restaurants and grocery stores! The home is well maintained and very clean. The home is equipped with all you need; BBQ, towels, washer/dryer, pots/pans, etc. There is even nice beach chairs and umbrellas that were very useful! I highly recommend this rental and would return in an instant! "
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING

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

8.8 out of 10, Excellent, (46)
"The location can’t be beat. Spectacular sunset in a quiet environment. Everything you need is here. Had the best time ever. If I had to find a negative I’d say the couch is uncomfortable but that it. Will be back for sure Highly recommend. "
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf

Spacious Hawaiian home 50 steps from Sugar Beach!

8.8 out of 10, Excellent, (65)
"Big house, walked across the street to the beach with a glass of wine to watch the sunset every night and a swim every morning. "
Spacious Hawaiian home 50 steps from Sugar Beach!

BEACHFRONT MAUI KIHEI HOUSE

9.8 out of 10, Exceptional, (155)
"Our extended family of eight didn’t want to leave this beautiful home! It had everything we needed & more. We enjoyed the fully stocked kitchen, the provided beach towels/chairs/toys, the patio area that was perfect for playing cards at night & the tranquility of a quiet street. Like many others have mentioned, watching the sea turtles come to shore each evening was a highlight! Brian was quick to respond to any questions & is an excellent host. Would highly recommend this property. "
BEACHFRONT MAUI KIHEI HOUSE

Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area

10.0 out of 10, Exceptional, (80)
"Great location, clean, comfortable and well maintained. The owner was easy to work with and truly provided everything that you need for a great vacation."
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area

Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

10.0 out of 10, Exceptional, (82)
"Kelly and Dan are great hosts, super nice and very attentive. Their home is very clean and well stocked, conveniently located in a quiet neighborhood. I highly recommend booking with them!"
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Stunning Beach Front Townhouse

10.0 out of 10, Exceptional, (85)
"Excellent!"
Stunning Beach Front Townhouse

Wailea Townhome, Perfect for Families! Wailea Ekahi 25B

6.6 out of 10, (47)
"Great spot!"
Wailea Townhome, Perfect for Families! Wailea Ekahi 25B

Modern 3 Bedroom Family Friendly Kihei Home Near Beach

9.8 out of 10, Exceptional, (139)
"Property was a nice place to stay for our Maui visit."
Modern 3 Bedroom Family Friendly Kihei Home Near Beach

Ocean Front Large 2 Bedroom 2 Bath Vacation Home Maalaea Surf B1

7.4 out of 10, Good, (3)
"Loved the unit, tucked away yet steps to the beach.unit clean, plenty of kitchen ware."
Ocean Front Large 2 Bedroom 2 Bath Vacation Home Maalaea Surf B1

Luxurious 3 Bedroom Villa at Ho'olei! Perfect for Families! Ho'olei 55-2

9.6 out of 10, Exceptional, (79)
"Great location, very close to the pool complex and front entrance, and 3 minute walk to beach. Unit was very clean, modern, spacious, stocked well with everything you need, and check-in and out was very smooth. Would highly recommend for a family or group. "
Luxurious 3 Bedroom Villa at Ho'olei! Perfect for Families! Ho'olei 55-2
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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Other property types in Kahoolawe

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (506)
"Loved everything. The beach/pool area was great with the pavilion to hang out in. "
Wailea Ekahi - CoralTree Residence Collection

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (685)
"The only complaint I have is that the pool wasn't kid friendly. We had 5 little girls with us, and in the evening, we were always asked to leave the facility because they were too noisy. Also, the hot tub was cold for several days in a row. "
Wailea Grand Champions - CoralTree Residence Collection

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (718)
"Property is very close to the ocean with a nice beach. "
Maui Beach Vacation Club
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.