Holiday Homes in East Maui

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Featured Holiday Homes in East Maui

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (360)
"Overall very nice, reasonably priced. Would recommend adding some board games since there’s no ping pong after 7pm. Door to lanai locks but sliders to house don’t. Cute neighborhood cat! "
The price is AU$640
includes taxes & fees
30 Mar - 31 Mar
Fisher's Hana Bay Hale, Across from Hana Bay

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

9.8 out of 10, Exceptional, (193)
"If you are looking for a group gathering, this is the place. Location, and all other desires were right there.We were there during the last storm (Jan 2025), and did have some leaks and flooding, but that doesn't change how we felt about staying there. No one can predict the weather!I want to thank the property owner for offering such a beautiful place to vacation!!LB"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

Maui Breeze Retreat at Ho'olei! Openings March 15-21, May 12-17 & June 6-13!

10.0 out of 10, Exceptional, (128)
"Beautiful home! Great location! We had a great week on our annual family vacation, this was our first with new babies. We ran into a small issue when checking in, but all was taken care of quickly. We are planning on doing this trip every year and hope to be able to stay in same home again!"
Maui Breeze Retreat at Ho'olei! Openings March 15-21, May 12-17 & June 6-13!

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (195)
"A perfect area and a perfect stay! The hosts think of everything and even include some nice touches like banana bread and chocolates. The property is immaculate and the condo is extremely comfortable. We would recommend this property to anyone."
Kaiholo Hale

Beautiful Home in paradise!

9.6 out of 10, Exceptional, (161)
"We stayed four nights at Hale Moana--my husband and myself, and my sister and brother-in-law. We loved it! The home was spacious and very comfortable, with bedrooms (both with king-sized beds) on either side of the house and a large living room and dining room in the center. The kitchen was also roomy and well stocked. The owner provided ample bath and beach towels, boogie boards and beach chairs. Good cross-ventilation and a house-width lanai meant we never had to turn on the A/C. The manager...
Beautiful Home in paradise!

Mountain to Ocean Views Pole House @ Maui Adventure Villa

9.8 out of 10, Exceptional, (211)
"Beautiful, high quality craftsman built home felt like living in a treehouse! We kept all the doors open our entire stay making it feel like outdoor living. The geckos were friendly, chicken & frog noises were typical of Hawaii. Easy access to all parts of the island. "
Mountain to Ocean Views Pole House @ Maui Adventure Villa

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

9.8 out of 10, Exceptional, (69)
"My family and my oldest daughter’s family stayed together for a long weekend. Close to everything and a wonderful home. "
The price is AU$1,704
includes taxes & fees
30 Mar - 31 Mar
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

10.0 out of 10, Exceptional, (215)
"I have stayed in many rental homes and this is by far the best equipped rental home I have ever stayed in. We love to cook and usually can’t find enough pots and pans and utensils and this house had them all.We also had the privilege of their neighbors having goats and baby goats and cows which we enjoyed seeing from the deck of the house The house was also close enough to major towns And easy to find I would definitely stay here again on our next trip to Maui "
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC

10.0 out of 10, Exceptional, (115)
"Finding this property that accommodated multiple family members was a gem. The dual-level bedroom layout and the additional cottage for young couples offered both privacy and togetherness—a perfect combination for family gatherings. A well-stocked kitchen and large gathering space is indeed a boon, making group meals and celebrations seamless. Staying within walking distance to local amenities and enjoying breathtaking sunsets each evening was delightful. Witnessing over 13 sea turtles coming...
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC

CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

9.8 out of 10, Exceptional, (74)
"Great property with perfect location, very relaxing. It was a short driving distance to beaches, restaurants, shops- less than five minutes. Pool is not heated but warms up in the afternoon (during winter). "
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

10.0 out of 10, Exceptional, (173)
"Very good property and location. Mahalo"
The price is AU$958
includes taxes & fees
13 Mar - 14 Mar
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub

9.8 out of 10, Exceptional, (164)
"Fantastic location. We stayed here with family when we were in town for a wedding. Such a special place to wake up each morning and watch the ocean. The home was very spacious and comfortable for a large group. "
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub

Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

10.0 out of 10, Exceptional, (91)
"The home was beautiful and we loved it, the only negative was very slow internet, the television keep freezing … it’s football season "
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC

10.0 out of 10, Exceptional, (178)
"What a hidden gem! We have stayed at a lot of places & none come close to what you will find here…we almost want to keep this place all to ourselves. The house is clean, updated, upscale decor, and spacious for 8 of us. The bedrooms are setup perfectly. Loved the extras like mirrors, extra hangers, phone chargers, dimmable lights, individual ACs. The outdoor space is gorgeous-tropical plants, plenty of comfy seating (and hammock) for enjoying Maui. The hot tub was relaxing. The kitchen amenities...
Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC

Kihei Akahi A108: Kamaole Beach II Ocean View Town House directly across street.

9.2 out of 10, Wonderful, (50)
"Spacious beachfront condo with every amenity that you could ever possibly need on vacation. Truly the most perfect location and Natalie is a gracious, helpful host - everything about this booking was easy and we had a wonderful time!"
Kihei Akahi A108: Kamaole Beach II Ocean View Town House directly across street.

LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views

10.0 out of 10, Exceptional, (22)
"Is it a little more than what you normally have spent? Probably. But, is it really worth it? 100X yes! This place was everything we ever wanted for our oh so few family vacation. With our kids spread all over the country, it was our one chance to bribe everyone to join us at this beautiful home. The home was very spread out with master on one side (a small adjacent room we did not use). Kids stayed in the two bedrooms on the other end of the house. Large living room. Kitchen was a bit narrow,...
LUXURIOUSLY*OCEANFRONT Beach House with Sweeping 180°Views

Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4

10.0 out of 10, Exceptional, (25)
"We absolutely loved our stay at Ho’olei. Eric made sure we had everything we needed. The team takes great pride in keeping the home and grounds clean. The outdoor patio with panoramic view of the ocean and proximity to the Grand Wailea resort and beach were a highlight of our stay. The home is perfect for large family gatherings and has a fully stocked kitchen. We can’t wait to plan our next adventure back to Wailea. "
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4

Maui Plantation Cottage Located Near Beach And Paia, Permitted Bbph 2017/0004

10.0 out of 10, Exceptional, (36)
"The property was very nice and clean, with new furniture and appliances. Natalie and Dave were very responsive, accommodating, and generous. We really enjoyed our stay."
Maui Plantation Cottage Located Near Beach And Paia, Permitted Bbph 2017/0004

Waterfall House - Private House Overlooking the Ocean!

9.8 out of 10, Exceptional, (24)
"Pros: Incredible setting and the grounds are beautiful. Whale watching from the hot tub was probably the highlight of our trip. The pool gets the perfect amount of sun on the nice days. The whole property is very calm and relaxing. The people onsite are incredibly friendly and do not disturb the guests.Cons:The circle bed in the listing photos in incredibly uncomfortable. Getting in and out you or rolling or kneeling on marble to get on a mattress that has seen better decades. We would've slept...
Waterfall House - Private House Overlooking the Ocean!

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

10.0 out of 10, Exceptional, (81)
"This was such a nice relaxing vacation. We travel with a group of 3 other couples. The beaches and town are only about a 2-minute drive down the hill. Very convenient location in Kehei. Some of us that wanted to go to town could do that and some of us that wanted to relax stayed by the pool. There was a gazebo that allows us to grill, play music or put on the TV outside. We had coffee by the pool every morning and ate out under the gazebo most nights in the back yard. The host lived close by and...
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area
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 East Maui

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (360)
"Overall very nice, reasonably priced. Would recommend adding some board games since there’s no ping pong after 7pm. Door to lanai locks but sliders to house don’t. Cute neighborhood cat! "
The price is AU$640
includes taxes & fees
30 Mar - 31 Mar
Fisher's Hana Bay Hale, Across from Hana Bay

Oceanview Condo in Hana-Let the ocean lull you to sleep

9.0 out of 10, Wonderful, (77)
"Quiet and comfortable property in Hana at a good price point. We wish we had spent more time in Hana and could have enjoyed the property further."
The price is AU$634
includes taxes & fees
15 Mar - 16 Mar
Oceanview Condo in Hana-Let the ocean lull you to sleep

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (195)
"A perfect area and a perfect stay! The hosts think of everything and even include some nice touches like banana bread and chocolates. The property is immaculate and the condo is extremely comfortable. We would recommend this property to anyone."
Kaiholo Hale
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.