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Wailea Hm W/ Priv. Tennis/Pickleball Court Steps from Keawakapu Beach

Photo gallery for Wailea Hm W/ Priv. Tennis/Pickleball Court Steps from Keawakapu Beach

Property grounds
View from lanai
Outdoor dining
Separate den/tv room/game room/ study
Master bath

Reviews

9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 61800 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Kihei, HI
  • Place, Keawakapu Beach North
    ‪2 min walk‬
  • Place, Kamaole Beach Park 3
    ‪17 min walk‬
  • Place, Kamaole Beach Park 2
    ‪3 min drive‬
  • Airport, Kahului, HI (OGG)
    ‪26 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area

About this property

Wailea Hm W/ Priv. Tennis/Pickleball Court Steps from Keawakapu Beach

Enjoy Old Hawaii at its best just steps from Keawakapu Beach. A spacious and tastefully decorated home, suitable for entertaining friends in the huge great room (kitchen, living room, formal dining) which open to the huge tiled lanai where you can BBQ and dine. Relax in the separate den for watching TV, casual dining, reading and napping. Sleep in one of the 3 bedrooms, all with king beds. Two bathrooms, both with large showers. Each room and the lanai have high efficiency, quiet fans. **NOTE There is ACTIVE CONSTRUCTION on the property adjacent to us, with site work for roads using heavy equipment expected to continue M-F business hours.

Our home is situated on 2 lushly landscaped acres of land with a professional grade, private tennis/ pickle ball court available for your use. The court is lined for both tennis and pickle ball. There are 4 homes on the estate, all designed and built to maximize the views. Parking on the property. The Shops at Wailea are a short walk and an even shorter drive away.

Grab one of the provided beach towels and in less than 60 seconds you be on Keawakapu Beach--enjoying the sunset, the scenery and playing on the best beach in Maui.

Unit #4 DTKM Kula LLC meets the criteria of Maui County Code Chapter 19.500.11C and may continue transient vacation use as a lawful existing continuous nonconforming use. TMK: 3-9-004-026-0000.

Keywords: Three bedroom, two bath home with separate den and spacious lanai, carport, private tennis pickleball court steps from Keawakapu Beach. Air conditioning.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Refunds: 150 pre-arrival 75% refund. 75 days pre-arrival 50% refund. No refund if cancelled 74 days pre-arrival.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
Property Registration Number TA-145-381-3760-01, 390040260000, GE-145-381-3760-01

About the neighborhood

Kihei

Located in South Kihei, a neighborhood in Kihei, this vacation home is near theme parks and near the beach. Alexander & Baldwin Sugar Museum and Alexander and Baldwin Sugar Museum are cultural highlights, and some of the area's activities can be experienced at Kihei Boat Ramp and Regency Kihei Cinemas. Maui Fish Pipe and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are also worth visiting. Kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and hiking nearby.
View more Vacation Homes in KiheiOpens in a new window
Map
Kihei, HI

What's nearby

  • Keawakapu Beach North - 2 min walk - 0.2 km
  • Keawakapu Beach South - 10 min walk - 0.9 km
  • Kamaole Beach Park 3 - 17 min walk - 1.5 km
  • Kamaole Beach Park 2 - 3 min drive - 2.7 km
  • Kamaole Beach Park - 5 min drive - 3.8 km

Getting around

  • Kahului Airport (OGG) - 26 min drive

Restaurants

  • ‪Island Gourmet Markets - ‬3 min drive
  • ‪Island Vintage Coffee - ‬4 min drive
  • ‪KAI Bar - ‬4 min drive
  • ‪Cinnamon Roll Place - ‬3 min drive
  • ‪The Pint & Cork - ‬3 min drive

Frequently asked questions

Is Wailea Hm W/ Priv. Tennis/Pickleball Court Steps from Keawakapu Beach pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Wailea Hm W/ Priv. Tennis/Pickleball Court Steps from Keawakapu Beach?

As of Apr 13, 2026, prices found for a 1-night stay for 2 adults at Wailea Hm W/ Priv. Tennis/Pickleball Court Steps from Keawakapu Beach on Apr 30, 2026 start from $612, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Wailea Hm W/ Priv. Tennis/Pickleball Court Steps from Keawakapu Beach?

Check-in begins at 4:00 PM.

What time is check-out at Wailea Hm W/ Priv. Tennis/Pickleball Court Steps from Keawakapu Beach?

Check-out is at 10:00 AM.

Where is Wailea Hm W/ Priv. Tennis/Pickleball Court Steps from Keawakapu Beach located?

Located in South Kihei, this vacation home is steps from Keawakapu Beach North and 1.9 mi (3 km) from Wailea Beach. Keawakapu Beach South and Kihei Boat Ramp are also within 15 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 66 out of 81 reviews
Rating 8 - Good. 10 out of 81 reviews
Rating 6 - Okay. 3 out of 81 reviews
Rating 4 - Poor. 1 out of 81 reviews
Rating 2 - Terrible. 1 out of 81 reviews

9.4/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Amy G.

Liked: Cleanliness, check-in, communication, location
Lovely home base from which to explore/enjoy Maui! Fabulous location right across from the beach.
Stayed 10 nights in Jan 2026
Verified

10/10 Excellent

Lori N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at this Kihei home in Maui! It was perfect for our family of five with our adult kids, with plenty of space for everyone to relax comfortably. The layout worked great, and having three bedrooms with king beds was a huge plus.The property was clean, well maintained, and exactly as described. The location couldn’t be better, just a short walk to the beach, which made it easy to come and go throughout the day.As others have mentioned, the yard is a great feature. While it was ideal for us, it would be especially perfect for families with younger kids who want space to run and play on the grass.We also loved having access to the pickleball courts. Bringing our paddles was definitely worth it!The host was very responsive and quick to answer any questions, which made the whole experience smooth and stress free.We would absolutely stay here again and highly recommend this property to others!
Stayed 8 nights in Mar 2026
Verified

10/10 Excellent

Marlie N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location. Good fr family

The house worked out well for our family visit. The toddlers could run on the lawn and the beach is only steps away.
Stayed 17 nights in Dec 2024
Verified

10/10 Excellent

Richard K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Maui 2024

Fantastic property! Very cozy and the location is perfect! We loved this place!!!
Stayed 7 nights in Jun 2024
Verified

8/10 Good

Dave J.

Liked: Cleanliness, check-in, location
Disliked: Listing accuracy

Maui VRBO

Nice place, convenient & functional.
Stayed 5 nights in Mar 2024
Verified

8/10 Good

Carol-Anne R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A great family time!

Everything that we required for a comfortable stay was provided for our family: 4 adults and 2 young children. Location to the beach, as well as other family members staying nearby, was a plus for us.
Stayed 8 nights in Nov 2023
Verified

10/10 Excellent

Diane C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing find

We felt like royalty staying here. The ability to walk to the beautiful beach, then dip back to the house for a forgotten item made life so simple! Three rooms with three King beds and a lanai to enjoy! If you can stay here, you should!!
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Melissa H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place!

It was a very nice place. If you can’t find the spices, before you go to the store, check what looks like a closet towards the living room lol.
Stayed 6 nights in Jun 2022
Verified

10/10 Excellent

Cindy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best place ever! A must stay.

We had the best experience at this wonderful property. The proximity to the beach is unmatched and was so easy to zip down to catch the sunset or set up early in the day. The backyard is a tropical oasis and was wonderful for quiet reflection and reading a book on a warm afternoon. There was more than enough space, and it had everything we needed. We can’t wait to come back and would recommend this place to anyone looking for the best and most relaxing vacation ever!
Stayed 9 nights in Mar 2024
Verified

10/10 Excellent

Steve H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Magic

Excellent host, fast response to our question. Place has fantastic location and easy access to a beautiful beach. Comfortable feeling and a great lanai facing the sunset. Ready to go back.
Stayed 8 nights in Mar 2024
Verified

8/10 Good

Charles R.

Nice place

Roomy place with an especially nice large shower, not directly on the shore, but easy access to a fine white sand beach. Probably a lot more comfortable in the cooler months of the year when the lack of AC makes less difference. Nice private tennis court on site, rackets supplied.
Stayed 7 nights in Jul 2018
Verified

10/10 Excellent

joey d.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot

Loved staying here. Beach is a short 3-5 minute walk from the door after crossing the street. Tennis court is in good condition and has early morning shade. Everything in the house worked well. TV is small with cable, but we hardly used it.
Stayed 6 nights in Jan 2024
Verified

10/10 Excellent

Tevy J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Yes, Yes, Yes

Very lovely 3 bedroom home in Kihei right across the street from the access to the amazing Keawakapu Beach. The house has a very nice indoor outdoor living vibe with the large great room opening onto a beautiful lanai that sits at the top of the property and overlooks the large fruit tree laden lawn and tennis court below. Every day I woke up at sunrise and walked to take a dip in the ocean and then went to Akemi coffee in Wailea for coffee and a cinnamon bun. I definitely recommend this spot!
Stayed 6 nights in Jul 2024
Verified

10/10 Excellent

GERALD H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

3 week stay in Maui

We were very happy with our stay in this lovely home. Well equipped,great appliances,close to beautiful beach.-some suggestions: small bathroom shower needs attention, head leaks from top,and very dark at night in the shower.beds were overly soft for our liking but that could be our taste. Otherwise we had a great family vacation in your beautiful house!!! Aline and Jerry and family- from 9month grand daughter to 94 year old great grandma!
Stayed 21 nights in May 2023
Verified

10/10 Excellent

Amy J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Awesome!!

We stayed 10 days with our adult children. House was perfect. Three bedrooms with king size, comfy beds! Air conditioner worked great. Kitchen well stocked for cooking! Prepared Christmas dinner with family. Pickleball court was fantastic. Location, location, location. You cannot ask for better location of a house on Maui. We hope to be back soon!! Thanks for the wonderful stay.
Stayed 10 nights in Dec 2023
Verified

10/10 Excellent

Siobhainn V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wow, what a FIND!

This home met all our needs. The kitchen was very well equipped-important for a family of 5! The tennis court that is mentioned in the listing is right outside the lanai-such fun to watch(or play). The VERY BEST part of this house was the proximity to the beach. LITERALLY across the street, and not crowded(even over Spring Break) We strolled over every day. A big thanks to the owners for their supply of beach towels and sand chairs. Very comfortable beds, lovely baths with big showers. Wonderful!
Stayed 8 nights in Mar 2023
Verified

8/10 Good

Jane B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, location, location.

A private drive with four homes and a beautifully landscaped back yard. Common area with pickleball/tennis court. You cannot beat this location. Down the drive, cross the street and there’s the beach. Room to spread out and relax. The home is a lovely, island style home. Main area high ceilings, multiple fans and big windows. I imagine the setting is normally very quiet but there was some construction on an adjacent property while we were there. Also note there is one air conditioner/mini split for the entire home. This worked out fine for us but is something to consider (many Maui rentals have no air con). I’d stay here again for sure! Delightful experience.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Erin A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Maui paradise

We had 5 adults and a 2 year old for our 1 week Maui vacation. We loved this VRBO. It was a minute walk to a great beach and there were ample beach chairs, snorkle gear, sand toys etc to use. The grounds were beautiful and we sat out on the lanai for hours every night. The 2 year old loved running up and down the hill to the tennis courts and huge Mango trees. It was a little warm at night without AC units in the bed rooms, but not enough to impact sleep quality. We had a few questions before and during the stay and Tracey was friendly and responsive. Would not hesitate to stay here again!
Stayed 7 nights in Apr 2023
Verified

6/10 Okay

Jennifer D.

Liked: Location

Great location, but home had some issues.

Overall we enjoyed our stay at this location with such close access to the beach, but having only one AC unit in the main living room wasn't ideal in cooling things down in the other rooms. It was extremely warm in the rooms even with fans running. We also had issues with mice in the home along with some insects too.
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Donna O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

We traveled with 6 adults. The house was perfect for us. The rooms were a good size & the beds comfortable. The house was well furnished and maintained. The location was great. Close to everything yet a little secluded. The beach across the street was absolutely wonderful. It was easy to get to. The street can be busy at certain times but there is a crosswalk with a light in the corner. The owner was wonderful to work with. Responded very quickly. If I had to say anything negative, it would be that the driveway is difficult to see at night. The entrance is not very well lit ant the su age is dark. Once you’ve been there, it’s not too difficult to find.
Stayed 6 nights in Sep 2023
Verified

10/10 Excellent

Jeannie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Enjoy the island life in this beautiful house!

This was the second time we stayed at this property, and it was absolutely beautiful. The first time was great and we were excited to go back for a second stay. It was even better the second time as they made some slight improvements that enhanced the experience. The house is large, clean and perfect for a big family or a couple of families staying together. There is a well equipped kitchen and a large common area with sliding doors opening to the patio. Perfect for eating breakfast outside or barbecuing dinners. Outside you will find a lot of equipment for beach trips. Plenty of chairs, umbrellas, and even a pop-up tent. Tracy was efficient and a pleasure to communicate with. I would recommend this property to anyone traveling over to Maui and wanting a comfortable, beautiful place to stay.
Stayed 11 nights in Jan 2023
Verified

10/10 Excellent

Andy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Brilliant Maui Experience!

The house was exactly as advertised. It was clean and comfortably set up and the directions to the house were detailed and easy to follow. A beautiful Hawaiiana Plantation style house. The grounds were meticulously maintained and it was very private and quiet despite the 3 minute walk to the best beach on Maui--incredible location. We loved the 3 bedrooms with king beds. Worked perfect for us and our adult children. The kitchen was impressively outfitted and the gas grill was clean and new. Towels, beach umbrella, chairs, tennis rackets all provided. There was ice in the freezer and the pantry was stocked with the essentials upon arrival. Host is responsive and communicative. Check in and check out was seamless with good instructions and minimal "effort" required on our part upon checkout. I can't wait to return! Perfect for families or couples/friends traveling together.
Stayed 5 nights in Jun 2023
Verified

6/10 Okay

Aletha P.

Liked: Check-in, communication, location
Disliked: Cleanliness

MOM

The property is all about location. The house is large enough to accommodate 8 persons (if bunkbeds were added in one of the larger bedrooms. The mattresses and bedding are in great need of an upgrade and the kitchen though well stocked, lacked good frying pans. Definitely would upgrade lighting over dining room table (which had no lighting) and guest bathroom ( very dark in the shower). The beach equipment is also in need of upgrades. Out of 6 beach chairs , one had a broken strap and the other is just old and rusty. We did play games but the dominos and rummy cub tiles were so dirty we had to wash the rummy tiles before using them and we left the dominos for the owner to take care of. Overall, the location to the beautiful beach was worth the disappointments of the interior of the house. Great location, great grill, quiet neighborhood, tennis court (5 stars) all other (3 stars).
Stayed 9 nights in Jul 2023
Verified

2/10 Terrible

Gordon N.

Liked: Check-in
Disliked: Cleanliness, communication, listing accuracy

Diamond in the Rough, lots of Construction

Be aware This house is right besides a major construction site that will be very active for the next few years, This was not Disclosed to us on Reservation. Prior to our arrival, a friend who recommended this place happened to be in the area and told us about the major construction site and activity. I checked with the owner who advised that a barrier wall and mesh would be installed by the 1st week Jan, at or around our arrival and would minimize the dust, and unsightly machinery, well we departed on Feb 4th, no barrier or wall, just noise and dust, also the house right beside this house will be smashed down and replaced planned to start in April, dust, construction and machinery noise, from 730am to 330pm make the Lanai unusable. When we arrived the place was dirty, there were limited towels both bath and beech, (Note this was fixed the next day by the owner), Fans in one of the bedrooms didnt work nor did the (Fan pull switch) on the Lanai, This also was fixed a couple of days after arrival, one of the toilets was constantly running, this was also fixed, The toaster was broken with no bottom, there was no kettle, the tea pot had no handle, most knives were completely dull. The beech equipment "Chairs" were old and tatteredThe location of this place (if there was no construction going on) is great with easy access to the beech.I would not recommend this place to anyone, it needs a very deep clean top to bottom, the construction activity does not provide a restful retreat.
Stayed 22 nights in Jan 2025
Verified

4/10 Poor

Libby D.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Roaches galore!

MANY live roaches in cabinets and in kitchen in addition to dead roaches appearing during the stay. Mgmt sends you a Rental Agreement and they say they have pest control but that if you're "squeamish" you should not rent from them. We are not "squeamish" - I am from South Fla and my hubby is from Tahiti, we grew up with roaches and bugs! but this was beyond ridiculous. The cabinet & pantry liners are filthy and are part of the problem. The front door needs new weather stripping to seal off gaps. And management company needs to actually hire a pest control.company. I don't believe for 1 second a pro pest control company services this home. We bought roach bait traps and Home Defense spray. We also bought 409 & cleaning wipes because they provide 0 cleaning supplies other than dish & laundry detergent. We also bought our own cooler because the cooler they provide is the tiny lunch size cooler that holds 6 coke can with no ice. And there is no grill cleaning brush so we didn't grill out. 2 of the portable fans didn't work, which was ok because it was just the 2 of us. So be prepared to bring a LOT if you plan to rent here.
Stayed 13 nights in May 2022

About the host

Hosted by Tracey Buck-Walsh

Host profile image
Our home is truly a home away from home and our kids have grown up on this beach. We are steps from the best beach in Maui: Keawakapu Beach. The home offers plenty of privacy, spacious cooking & entertainment spaces, lanai seating, privacy and relaxation in a setting that is 'Old Hawaii'--lush landscaping, tons of grass for kids to run safely and a private tennis court. It is paradise.

Why they chose this property

Location, location, location plus private tennis court, lush landscaping, lots of room in the house and privacy. Steps from Keawakapu Beach, close to the action yet away from the crowds. It is paradise.

What makes this property unique

Our home is steps from the best beach in Maui: Keawakapu Beach where you can walk for miles, swim, body surf, boogie board, snorkle, stroll to Sarento's on the Beach or the Five Palms for a drink or a great meal, watch the sunsets, bike to La Perouse Bay. We are a short walk (less than 1 mile south) from the Shops at Wailea, close to the fancy hotels and eateries but able to retreat to our private estate for privacy and serenity. Our kids grew up on this beach and safely played all night long on the grounds of the estate. We've made lasting friendships here.

Languages:

English
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