Holiday Homes in Kahoolawe

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
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29 Aug - 31 Aug
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12 Sept - 14 Sept
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10 Oct - 12 Oct

Featured Holiday Homes in Kahoolawe and around

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
Stunning views! Exclusive pool, spa and big private yard.
Exterior

Stunning views! Exclusive pool, spa and big private yard.

10.0 out of 10, Exceptional, (141)
"Lovely home with everything we would ever need. Wonderful hosts"
Stunning views! Exclusive pool, spa and big private yard.
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.

9.4 out of 10, Exceptional, (8)
"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.
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, (139)
"It was simply amazing"
Privacy In Paradise - Top Rated Vacation Home in West Maui
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (86)
"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
Stunning Beach Front Townhouse
Interior

Stunning Beach Front Townhouse

10.0 out of 10, Exceptional, (94)
"Great location to spend a week to enjoy Maui "
Stunning Beach Front Townhouse
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
Brand New Kitchen & Updated Living Space - Oceanfront #216-2
On the beach

Brand New Kitchen & Updated Living Space - Oceanfront #216-2

9.2 out of 10, Wonderful, (37)
"Comfortable condo in a great location. Water & beach access through well maintained grounds right out the door. The whale & monk seal sighting really added to the incredible experience."
Brand New Kitchen & Updated Living Space - Oceanfront #216-2
Modern 3 Bedroom Family Friendly Kihei Home Near Beach
Beach nearby, sun-loungers, beach towels

Modern 3 Bedroom Family Friendly Kihei Home Near Beach

9.8 out of 10, Exceptional, (146)
"Perfect location and great place to stay to enjoy Kihei and Wailea. Highly recommend "
Modern 3 Bedroom Family Friendly Kihei Home Near Beach
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
BEACHFRONT MAUI KIHEI HOUSE
Terrace/patio

BEACHFRONT MAUI KIHEI HOUSE

9.8 out of 10, Exceptional, (165)
"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
Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!
Outdoor pool

Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!

10.0 out of 10, Exceptional, (82)
"Trevor's condo is our 4th stay at Puamana and was the best. Recently remodeled with superior fixture. The Lanai and upstairs porch were awesome."
Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!
Oceanfront Hideaway on the Beach
On the beach

Oceanfront Hideaway on the Beach

Oceanfront Hideaway on the Beach
Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!
Property grounds

Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!

9.8 out of 10, Exceptional, (78)
"Perfect location, well equipped unit, outstanding water front property"
Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!
Breath taking ocean and volcano views! Pool,Close to beaches and everything else
Outdoor pool

Breath taking ocean and volcano views! Pool,Close to beaches and everything else

9.8 out of 10, Exceptional, (156)
"We had the best time at our VRBO. The house was beautiful. The host was so accommodating. They answer our text right away. The pool was amazing. We would definitely book here again."
Breath taking ocean and volcano views! Pool,Close to beaches and everything else
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
Pool

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

9.2 out of 10, Wonderful, (49)
"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: We had a great stay here! Loved sitting on the patio watching the sunset."
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
Maui Designer Beach Villa, Wailea, Ho'olei 39-2
A heated pool

Maui Designer Beach Villa, Wailea, Ho'olei 39-2

9.8 out of 10, Exceptional, (27)
"Top notch location "
Maui Designer Beach Villa, Wailea, Ho'olei 39-2
Puamana 150-2 Spectacular remodeled 4 bedroom direct Oceanfront Location
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Puamana 150-2 Spectacular remodeled 4 bedroom direct Oceanfront Location

8.0 out of 10, Very good, (42)
"Great spot for family vacation. Close to Lahaina but still nice and private. Unbeatable ocean front location."
Puamana 150-2 Spectacular remodeled 4 bedroom direct Oceanfront Location
CLOUD 9 BEACH HOUSE, MAUI FAMILY OWNED, Walk to Beach, Oceanview, Clean
Fridge, microwave, oven, stovetop

CLOUD 9 BEACH HOUSE, MAUI FAMILY OWNED, Walk to Beach, Oceanview, Clean

9.8 out of 10, Exceptional, (80)
"Great place for my wife and I and our two daughters families, including one toddler. Very comfortable accommodations and the pool was great. The hill down to the beach wasn’t bad, but the parking lot at the bottom was a better choice, especially when carting everything for a two year old. Overall a great stay!"
CLOUD 9 BEACH HOUSE, MAUI FAMILY OWNED, Walk to Beach, Oceanview, Clean
Premium Ocean Front: Gated w/ Pool & In-Unit Gym
On the beach

Premium Ocean Front: Gated w/ Pool & In-Unit Gym

10.0 out of 10, Exceptional, (6)
"We loved our stay here. The unit was comfortable, clean and cool. Every age of us enjoyed ourselves. Whale watching from the lanai and the ease of playing in the ocean was a plus. We hope to rent again"
Premium Ocean Front: Gated w/ Pool & In-Unit Gym
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

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"It was really beautiful and relaxing...even with the tsunami scare."
Maurice P 4-night trip
Posted 2 days ago
Wailea Beach Resort - Marriott, Maui