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Private Ocean View Cottage Overlooking Wailea

Photo gallery for Private Ocean View Cottage Overlooking Wailea

The cottage is surrounded by beautiful tropical flowers and trees
Our Private Ocean view cottage has its own covered carport
the driveway to your own private paradise
Lush tropical gardens surround the cottage
The gentle morning sun and singing birds start your Magical Maui Day.

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 465.0 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Kihei, HI
  • Place, Ulua Beach Park
    ‪2 min drive‬
  • Place, Keawakapu Beach North
    ‪2 min drive‬
  • Place, Kihei Boat Ramp
    ‪3 min drive‬
  • Airport, Kahului, HI (OGG)
    ‪29 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

Private Ocean View Cottage Overlooking Wailea

Couples find the privacy and space they dream of in our 1-bedroom ocean view cottage set on a hillside in sunny south Maui. Our cottage offers a fully equipped kitchen, living room, dining room and travertine bathroom. You car stays protected from the sun in your own private carport.

Our location on Maui's sunny south coast is ideal for both our gentle beaches just a mile away from our cottage and as a base for exploring the entire island.

We offer our ocean view cottage as well as two B&B suites here at our property.

To learn more about our property please google 'Dreams Come True on Maui Bed and Breakfast'
Maui County Permit BBKM 2009/0006
State of Hawaii Transient Accommdations Tax TA-182-518-9888-01

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Adults only
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Events

No events allowed
Only registered guests may use the cottage
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Pets

No pets allowed
Please ask about pets
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Smoking

Smoking is not permitted
We are a smoke free property.
No guests with less than 4 stars OR 12 years olds WITOHUT owner's approval. Guests MUST reply to me withing 48 hours.

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
On-site parties or group events are strictly prohibited
Note from host: Only registered guests may use the cottage
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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Kihei

Located near the beach, this cottage is in Wailea, a neighbourhood in Kihei. Alexander & Baldwin Sugar Museum and Alexander and Baldwin Sugar Museum are cultural highlights, and some of the area's attractions include Maui Fish Pipe and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters. La Kahea Community Farm and O'o Farm are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking nearby.
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Map
Kihei, HI

What's nearby

  • Ulua Beach Park - 2 min drive - 1.6 km
  • Keawakapu Beach North - 2 min drive - 1.9 km
  • Kihei Boat Ramp - 3 min drive - 3.1 km
  • Wailea Beach - 4 min drive - 3.4 km
  • Maluaka Beach - 11 min drive - 9.8 km

Getting around

  • Kahului, HI (OGG) - 26 min drive

Restaurants

  • ‪Island Gourmet Markets - ‬4 min drive
  • ‪Monkeypod Kitchen by Merriman - ‬19 min walk
  • ‪Island Vintage Coffee - ‬4 min drive
  • ‪KAI Bar - ‬4 min drive
  • ‪Lāhainā Brewing Co. Wailea Craft Kitchen - ‬4 min drive

Frequently asked questions

Is Private Ocean View Cottage Overlooking Wailea pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Private Ocean View Cottage Overlooking Wailea?

As of 3 May 2026, prices found for a 1-night stay for 2 adults at Private Ocean View Cottage Overlooking Wailea on 28 June 2026 start from AU$505, 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 at Private Ocean View Cottage Overlooking Wailea?

On-site parking is available at the property.

What time is check-in at Private Ocean View Cottage Overlooking Wailea?

Check-in begins at 4:00 PM.

What time is check-out at Private Ocean View Cottage Overlooking Wailea?

Checkout is at 10:00 AM.

Where is Private Ocean View Cottage Overlooking Wailea located?

Located in Wailea, this cottage is 1.3 mi (2 km) from Keawakapu Beach North and 2 mi (3.3 km) from Wailea Beach. Ulua Beach Park and Keawakapu Beach South are also within 2 miles (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 13 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

April & Bob Y.

Very nice stay at Maui Dreams!

Had a great time at Tom’s cottage and he was a wealth of info on the neighborhood. Cottage was clean and well kept!
Stayed 3 nights in Feb 2019
Verified

10/10 Excellent

Gwendolyn A.

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

Second Honeymoon Spot!

Wonderful hosts who obviously invested a good deal of thought into creating an “Aloha Environment.”
Stayed 11 nights in Jun 2024
Verified

10/10 Excellent

Kat B.

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

Absolute Paradise

Dreams really do come true on Maui! My husband and I had the best trip. From the cottage, we enjoyed views of the mountains and the ocean. Loved having breakfast daily on the lanai, listening to the birds and watching the sunrise. It was quiet and serene- no pool with screaming children or crowded parking lots! The perfect place to really enjoy paradise. The cottage was ideal- beautifully decorated, well maintained, and a true delight to stay in. We had everything we could need and more. Tom and Denise are fabulous hosts! We can’t wait to return.
Stayed 11 nights in Nov 2022
Verified

10/10 Excellent

Paul E.

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

Spacious and comfortable spot

My wife and I spent a week here. Very clean and well-maintained property and a roomy and comfortable place to relax after an active day. We cooked dinner in several days and took advantage of the nearby Wialea restaurants others. The host is friendly and happy to share information about the area. It's a great location for the south beaches, Wialea, Kihe, and easy routes to the rest of the island.
Stayed 7 nights in Sep 2022
Verified

10/10 Excellent

Jessica L.

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

great ohana

This property exceeded our expectations, it was so clean and spacious. Amazing location in Maui Meadows. You're close to the action but the neighborhood is very quiet. Would totally stay here again!
Stayed 3 nights in Jan 2022
Verified

10/10 Excellent

Larry G.

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

Larry and Cheryl from oregon

Outstanding location to beaches, shopping, and restaurants. The house was exceptionally clean, comfortable and had everything you needed! Tom, Denise and Pono were delightful hosts and very accommodating!
Stayed 10 nights in Jan 2022
Verified

10/10 Excellent

David S.

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

Quiet Ohana in neighborhood

This is a great ohana located just up the road from all the tourist action, resorts and beaches. It is a quiet retreat with a nice kitchen, lanai and living area. Tom the host was great resource for local info.
Stayed 3 nights in Dec 2021
Verified

10/10 Excellent

Oliver A.

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

Dream came true

We had an wonderfull stay at the property. 11 Days wasn’t enough. Everything worked well out and the House is super located. Thank you for the stay. Dominique and Oliver
Verified

10/10 Excellent

Stephen B.

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

Beautiful cottage close to all the best of Maui

You couldn't ask for nicer, more considerate hosts than Tom and Denise! When you arrive, you will notice that they have paid close attention to all the little things that will make your Maui vacation easy, comfortable and memorable. Their cottage is located in a very nice and quiet neighborhood, in a very desirable part of Maui. You are a just a short drive away from beautiful Mokapu and Ulua beaches, which are great for all beach activities, including notably the most beautiful sunsets! And you'll be close to the Shops at Wailea, featuring top quality art galleries and boutiques. All the restaurants and stores of Kihei are also just a short drive away, but when you return to the cottage you will have your peace and quiet. Enjoy!
Stayed 13 nights in Jun 2019
Verified

10/10 Excellent

Arnold G.

Tolles Cottage

Der ideale Ausgangspunkt
Stayed 15 nights in Feb 2019
Archival

10/10 Excellent

erroll d.

As Good as The Photo

A private cottage with gorgeous blossoms surrounding it and a view to the ocean as well as the mountains, all enjoyable from the deck while we sit outside in the shade or sun (whatever our preference), the place is as beautiful as the photograph. The interior is also clean, spacious and comfortable with a well equipped kitchen. More than that, it also has essentials for packing picnics, like a cooler, ice-packs and storage containers. We made good use of them for our day trips. For us it was a trade - off, staying in a quiet neighborhood and hopping into the car to access amenities, rather than staying in a more central location within walking distance of everything. Amenities are close at hand with a vehicle, just a few minutes drive to beaches, shops, grocers and ocean walks, as well as a great location from which to head out on day trips. Even the Hana Hwy. is manageable within a days framework. For grocers, you've got the pick of regular stops like Safeway, Times and Foodland and for the more health conscious and the vegetarian/vegan, Hawaiian Moon Natural Foods is a great fit. It carries the raw ingredients for home-made muesli, and well as nuts, seeds, beans and grains in bins, making it possible to purchase just what you need for the time you're vacationing. We also had a favorite Farmer's Market, just a little north of Foodland and on the ocean side. Between different vendors its open every day but Sunday. We enjoyed a personal welcome from the owner, as well as a lovely welcoming basket, and the use of the upper/shared deck with a great overview of the ocean which features Maui sunsets. We found the cottage a wonderful relaxing place to stay, and appreciated quiet evenings on our deck after our days spent on the beach or sightseeing.
Stayed 14 nights in Feb 2016
Archival

10/10 Excellent

Gregory B.

Our Dream location on Maui

Spent another wonderful 10 days on the island and enjoyed every night at Tom and Denise beautiful cottage. We just can't say enough good things about this couple or their wonderful slice of heaven known as Dreams come true on Maui. From their welcoming communications ( always a couple of days before you arrive) to set any last minute preparations and arrangements for you to the delicious welcoming basket of goodies Denise will have waiting for you, you'll feel right at home from the minute you get there. You will never regret staying with this awesome couple that will make you feel just like Ohana! Please enjoy the beauty and tranquility of the Island and you can never go wrong with a stay a Dreams come true on Maui, just don't book our 2 weeks :) To Tom & Denise, Mahalo nui loa Greg & Wen
Archival

10/10 Excellent

Bill J.

Very Relaxing Vacation

We selected Dreams Come True on Maui for a much needed vacation and were delighted once again. We have stayed at Tom and Denise’s lovely B &B several times over the years. This time we were on Maui for 17 days and could only book two weeks in the cottage. Tom and Denise accommodated us in the Rainforest suite for the additional three days. We were able to enjoy the laidback setting of a B & B, and Denise’s wonderful breakfasts, and then settled in to the homey atmosphere of the Cottage. The newly redone bath and kitchen, with all of the requirements for gourmet cooking, were a joy. Tom and Denise provide a perfect setting for a short or prolonged stay. The cottage is very private and encourages a relaxing juncture. We hope to have an opportunity to return soon.

About the host

Hosted by Tom Croly

Host profile image
Denise and Tom quit the hustle bustle of our corporate jobs in Atlanta to move to Maui in 2002. Dreams Come True on Maui seemed a fitting name for our newly established Bed and Breakfast because for us, that described it exactly. Come and stay with us and see if we can help make your Dreams Come True on Maui

Why they chose this property

This property has the perfect balance of home and the resort life you enjoy while on vacation. just minutes to the most beautiful beaches in the world each offering something that makes it special. the best snorkeling at one beach the best waves at another, lots of people for people watching at another and a nearby beach where you will find yourself alone.

Each of our guests in the B&B and the Cottage finds they have their own private spaces to enjoy as well as some public spaces where they can meet others if they want.

What makes this property unique

What we try to do is offer the best value, and most personal travel experience to our guests. Sure, you could stay just down the hill in a a hotel room at the $1000/night resorts, but you won't feel as much at home as you will here.

Be advised that you will recieve our lowest rates if you book with us directly from out website instead of thru VRBO, who adds in a booking fee to your price. To find our site, just search for "Dreams Come True on Maui."

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English
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