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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
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14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 373 Vacation Homes in Waikapu with updated reviews, rates, and availability.

Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
One of the largest condo pools in Kihei!

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

9.6 out of 10, Exceptional, (93)
"Great updated condo at Maui Sunset. The double sofa and murphy bed made it really comfortable for myself, mom and 2 kids. Being on the ground floor is great. Made it so easy to get in and out, to the pool and the beach. Close to stores and restaurants. Had all the beach gear we could need, chairs, umbrella, cooler, even sunscreen. Would definetely stay here again."
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

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

9.0 out of 10, Wonderful, (40)
"Pumana was a beautiful area. We arrived just before a huge storm and the 2nd night of our stay there was a leak in the ceiling from the heavy rain fall. We got in touch with the property manager and he helped us move to a different property. We were thankful for his help and kindness. We were extremely happy with our stay. "
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖
Pool

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 🏖
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Exterior

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (67)
"Everything about our stay was wonderful. The house is actually better than what you see from the pictures online. Location is perfect. The best part, though, are the hosts. Myra and Andrew were so nice and accommodating. If you are considering this property, I promise that you will not regret it. I hope we get another opportunity to stay here again."
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Stunning Beachfront Private Home! Perfect for Families, Great Location!
Amazing Lanai~ Kick Back~ Relax and Enjoy the View!

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!
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Beach

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (4)
"This was an amazing property! It’s in a great location, spacious rooms and awesome amenities. Our group loved playing pickleball and heading to the beach with all of the provided beach equipment. Host was attentive as well, we would definitely recommend to anyone looking for a luxurious and relaxing vacation. "
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Pool

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

10.0 out of 10, Exceptional, (7)
"Great spaces to accommodate a large family including a large kitchen, multiple bedrooms and bathrooms, lanai dinning"
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
Outdoor dining

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

10.0 out of 10, Exceptional, (63)
"We stayed in Kahana with our children and their families. Six adults and three kids under 6 in this beautifully styled, waterfront property. The condo was beautifully and thoughtfully appointed with everything we needed. Clean, quiet and modern unit situated on a beautiful property. Pool and grounds are spotless and offer magnificent views of the islands, whale spouts and swimming sea turtles. Our hosts were helpful, considerate and easy to communicate with. Thank you Tracy and Steve for a...
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
Private pool with in pool sunbathing shelf and slide.

The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!

10.0 out of 10, Exceptional, (89)
"We had a great stay! It started with a walkthrough of the house to understand how to work everything and learn where everything was. Any time we needed help the communication was prompt and very easy. Any small issues were immediately remedied. The beds were fairly comfortable and the house was very aesthetically pleasing. The view from the roof was nice and the pool was very clean. We would definitely rent from them again!"
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Our heated pool with the beach just 50 feet past our lava rock wall.

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

9.8 out of 10, Exceptional, (192)
"We were a family of eight adults and six children ages seven and under. The pool and yard were amazing. We used all of the open areas inside and out but really loved the huge covered lanai. We also rented the Ohana unit for one of our little families. They appreciated the quiet down there. Note that you must go outside to reach it, but we didn’t mind. House was very well stocked with beach towels/regular towels and paper products. The beach is so convenient and undeveloped. We rented wagons and...
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Pool

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

10.0 out of 10, Exceptional, (5)
"This house is in an excellent location, very close to the beach and shopping. This home is very well supplied. The house is spacious and a beautiful pool area. Very easy check in. Very responsive with any additional needs. "
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Exterior

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

9.6 out of 10, Exceptional, (57)
"The stay was great. "
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Island Retreat Spacious 3B/3B Wailea Home Ocean View Private Pool & Hot Tub!
Lanai

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!
Secluded Ocean View Napili Home - Sleeps 14
Exterior

Secluded Ocean View Napili Home - Sleeps 14

10.0 out of 10, Exceptional, (57)
"House was great for extended family trip."
Secluded Ocean View Napili Home - Sleeps 14
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach
Large crystal clear deep swimming pool and hot tub

Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach

9.8 out of 10, Exceptional, (79)
"The front door was almost impossible to unlock. WE had to have the owner come twice to try to fix it. He decided that we should leave it unlocked when we were away since the key wouldn't work. It caused a lot of stress."
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach
105-1 Puamana Spacious Townhome Near Ocean.
Dining Room and Family Room looking out to Lanai

105-1 Puamana Spacious Townhome Near Ocean.

9.4 out of 10, Exceptional, (52)
"We checked out of this beautiful condo three days before the Maui fires. It was one of those places where we for sure will come back to. As far as I can tell, it is still standing, but the clubhouse and some surrounding buildings did burn. This is the most amazing location on the island. Will definitely be back hopefully to help rebuild, and for sure to enjoy the beauty."
105-1 Puamana Spacious Townhome Near Ocean.
Waterfall House - Private House Overlooking the Ocean!
Property grounds

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!
Private gated home with 300 Foot private beach front, beach toys and much more!
Our very own beach

Private gated home with 300 Foot private beach front, beach toys and much more!

10.0 out of 10, Exceptional, (58)
"Beautiful location - we felt like we were staying in an ocean front resort."
Private gated home with 300 Foot private beach front, beach toys and much more!
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Back yard view w/ Lots of Lushes Green Grass to enjoy the breath taking views.

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

10.0 out of 10, Exceptional, (214)
"We had a wonderful stay at this beautiful mountain home in Maui! The location is incredibly private, nestled on 2 lush acres, offering a peaceful escape with stunning views, including glimpses of the ocean.The house itself is spacious and well-appointed. The kitchen was fully equipped, making meal preparation a breeze, and the large dining area provided ample space for our group. For those staying on the lower level, the separate den and additional bedrooms were perfect, with easy access via the...
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
272-2 Oceanfront Magic

272-2 Oceanfront Magic

10.0 out of 10, Exceptional, (1)
"We had a great time. The house is on the waterfront which is good for beginner surfers (like us). We took some of the best pictures of the entire vacation. The management was extremely responsive, kind, and very professional. We'll be back soon."
272-2 Oceanfront Magic
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 Waikapu

Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3456)
"The resort had easy access to various beaches and the amenities were great! "
The price is AED 1,242
AED 1,573 total
includes taxes & fees
17 Mar - 18 Mar
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2344)
"Great place and wonderful staff! A few small negatives… Only thing I didn’t like was all of the extra fees at the end. I think it was $35/day added plus a lot of little taxes. Parking is difficult as well, but we’re young and didn’t affect us much with a little walking to get to the room. Just a heads up for any elderly visitors. "
Aston Maui Kaanapali Villas
OUTRIGGER Honua Kai Resort & Spa
Exterior

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2698)
"Everything was excellent."
The price is AED 1,669
AED 3,654 total
includes taxes & fees
16 Mar - 17 Mar
OUTRIGGER Honua Kai Resort & Spa
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.