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Compare 195 Vacation Homes in Keokea with updated reviews, rates, and availability.

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

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

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

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, (179)
"We had a great time staying at the house! It had more ammenities than any other vacation property we have stayed at and all the pictures and video provided of the property are exactly how it looks. The patio area was very nice and there was lots of room for our family of six. Also a very nice feature was a guide compiled by the owners of stores, restaurants, beaches, walks, and other things to do in the area which we found to be quite helpful. Jenni was very helpful. All in all we had wonderful...
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, (82)
"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

2 Private Homes for 1! Pool & Waterslide - Cove Hale

10.0 out of 10, Exceptional, (24)
"Wonderful property, had everything we needed for 14 people for 10 days. Houses were very well supplied and comfortable. Pool, slide, hot tub, outdoor space were great. When we were at the property we were in those spaces. Location makes it possible to walk to the beach, shopping, restaurants. Nice not to have to take the car everywhere. We loved our stay at The Cove Hale!!"
2 Private Homes for 1! Pool & Waterslide - Cove Hale

OCEAN BLISS Oceanfront Private Home

9.8 out of 10, Exceptional, (99)
"We spent a blissful week in this beautiful home and the views cannot be beat! We saw whales practically every time we looked out at the ocean and the magical sunset views make this property a must stay. The beach is just steps away while also having the luxury of your own private plunge pool. The house is fully stocked and Janna was a fabulous host. We can’t wait to come back! :)"
OCEAN BLISS Oceanfront Private Home

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

9.6 out of 10, Exceptional, (93)
"Had a wonderful 7 days in Kihei - this place was great. Loved that you could walk the beautiful beach, the grounds were very well maintained, the pool was delightful and my husband was able to walk to the city park and play pickleball every morning. "
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

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

9.8 out of 10, Exceptional, (150)
"The experience couldn’t have been better! The house is lovely and was just what our family was looking for in being a home away from home in paradise. The house was full of useful amenities - kitchen is fully stocked; the laundry is great; and there is everything you need for the beach!The location is very close to town but far enough away to feel completely relaxed.Our family would absolutely stay here again!"
Breath taking ocean and volcano views! Pool,Close to beaches and everything else

Modern 3 Bedroom Family Friendly Kihei Home Near Beach

9.8 out of 10, Exceptional, (141)
"Perfect location and great place to stay to enjoy Kihei and Wailea. Highly recommend "
Modern 3 Bedroom Family Friendly Kihei Home Near Beach
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 Keokea

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (779)
"Property was lovely and we especially appreciated the surprise welcome gift that was waiting for us. Pool was well maintained. It felt a little small for the number of units but we never had a problem finding lounges to sit in. "
The price is SAR 2,429
SAR 2,865 total
includes taxes & fees
20 Mar - 21 Mar
Aston Maui Hill

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (511)
"A beautiful property with a very nice unit. The check inwas very easy. The beach was wonderful with a spectacular view. You wont be disappointed. "
Wailea Ekahi - CoralTree Residence Collection

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (695)
"Great location, remodeled and clean. "
Wailea Grand Champions - CoralTree Residence Collection
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.