Oceanside Dream


Rates: $375 / night (avg.)
Bedrooms: 1
Bathrooms: 2
Bed types: KX (sleeps 4)
Reviews: 4.90 (from 27 reviews)
Amazing penthouse views! This oceanside oasis is perched on the picturesque Keawakapu coastline in South Kihei, just north of beautiful Wailea. This gorgeous, penthouse floor condo features a king bed in a private bedroom with adjoining full bathroom as well as an additional half bath. There is a comfortable sleeper sofa in the living area. The fully equipped kitchen has everything you'll need to prepare meals to enjoy on your private lanai overlooking the ocean. We now have a split system two-zone AC in our condo, for your comfort.

This quiet oceanfront resort property has incredible views of the Pacific Ocean and West Maui Mountains. Enjoy resort-like luxuries of the Kihei Surfside Resort including access to oceanfront BBQ grills, a beautifully manicured lawn with putting green, and a newly renovated and heated pool overlooking the ocean with plenty of chaise lounges to relax upon.

The warm sands and clear waters of Keawakapu Beach are just steps away, offering some of Maui’s best snorkeling, sunning, swimming, diving, and plenty of tidepools to explore. Sea turtles and migrating humpback whales can be seen while strolling along the beach. Kayaks, surfboards, SUP and other gear can be rented at the beach.

Upscale Wailea is a short 5 minute drive away where you can visit The Shops in Wailea for premier shopping and enjoy fine dining at restaurants like Ruth's Chris Steakhouse, Tommy Bahama's and Longhi's. World class Wailea and Makena golf courses are just moments away. This magical place is s perfect for a romantic couple's getaway!

More Information:

Free parking included- please visit the front office for a parking pass to display on your dashboard.
A door code will be provided prior to your stay. The keyless entry is easy to use and allows you to do a contact free self check-in.
Free WiFi and long distance calls to the US and Canada.

Host’s contact info will be sent in a welcome email ten days prior to your stay. We pride ourselves on our 100% response rate within one hour!

Island Life: There are wandering roosters and tropical birds in the palms that love to sing. Earplugs are available at the front office if needed.
Beach chairs, umbrella, and some snorkeling gear is provided in the unit, along with beach towels. (Additional beach gear can be rented at the beach.)
Surfside traditions include meeting for morning coffee at the pergola (9-10) to chat and gathering at sunset to mingle with guests and "talk story" of the day's adventures, greet new guests, and join the conch shell blowers as they blast their tribute to the setting sun.

License number
390040280023, TA-032-607-2832-01 Registration Number: GE-032-607-2832-01, 390040280023, TA-032-607-2832-01

Oceanside Dream Reviews



Jessica R.
September 2023
The view from this condo is beautiful! Bob checked in on us multiple times throughout the stay! He was very accommodating as well. We would definitely stay again!


BENJAMIN S.
August 2023
The location was amazing for walking out to the beach every day. The unit is on the top floor of the building. Views are amazing all the time and it’s very quiet. Host and communications were on time and easy.


Jane R.
July 2023
We love this property. Situated with the best view on the island! Short walk to the beach and an even shorter stroll to the lovely pool! Top floor affords the most amazing views! Sunset from the lanai was breathtaking. Every night! Unit is perfectly equipped with everything you could possibly need. Even spent part of an afternoon plunking on the ukulele that hangs on the wall, complete with chord charts and songs. Owner was in town staying in her other unit. She went out of her way to find us and visit with us. And her husband has been a stellar communicator from booking to checkout. We will return! As often as possible! Highly recommend!


Ann G.
April 2023
Perfect unit! Three of us - my wife and I brought our 6 year old and the condo was spacious, exceptionally clean, quiet and had fantastic views of the ocean. Bob (owner) was the best VRBO communicator we've ever had. Made sure we had everything at check in and throughout our stay. We will surely be back!


Juan S.
April 2023
Great hang out place to watch a beautiful sunset!


Konstantin
April 2023
Excellent property and hosts! Couldn’t be more happier with the place - clean, updated, great views! We had a wonderful vacation there. Hosts are great as well - highly recommend.


DENNIS M.
April 2023
We had a one day stay which was made uncomfortable by the noise from cutting the grass for most of it.


Cory & Johanna D.
March 2023
Amazing views, spacious, great amenities, and fantastic communication with Bob. They made us feel right at home. The location is great and so close to beaches, shopping and restaurants. We really enjoyed our stay and look forward to returning in the near future. Mahalo!


Cory & Ana D.
March 2023
Amazing views, spacious, great amenities, and fantastic communication with Bob. They made us feel right at home. The location is great and so close to beaches, shopping and restaurants. We really enjoyed our stay and look forward to returning in the near future. Mahalo!


Rebecca S.
March 2023
We are so grateful Bob shared his place with us for our family vacation. The location was amazing - minutes to both Wailea and Kihei and steps from Keawakapu beach. We watched whales from our balcony every day and even saw Hawaii’s stunning green turtles right by the grassy area at the hotel. Our boys loved playing football and soccer in the grassy park, and splashing in the heated pool. You can’t beat the location and convenience of this place. It’s also a killer sunset spot, We definitely appreciated the towels, beach toys, chairs, cooler and umbrellas - this was a major $$$ save as we didn’t need to buy or rent anything. The one bedroom condo was perfect for 2 adults and 2 kiddos (10 and 12). One kiddo slept on the fold out bed, and the other on an air mattress we brought with us. The kitchen had everything you could ever need with cooking utensils, and pots and pans, silverware and plenty of plastic and ceramic dishes. Thanks so much for your hospitality Bob! We can’t wait to return.


Aubrey R.
March 2023
I literally gasped when I walked in from the gorgeous view of Lanai out the back windows. The place is clean and renovated and has everything you need, including a thoughtful welcome gift and regular communication from the owner. I loved it and highly recommend it.


Anna W.
March 2023
This is a wonderful place for a couple to celebrate a special birthday or anniversary. Sleeping and waking up to the sounds and sight of the ocean is wonderful!


Rebecca H.
March 2023
Bob pulled out all the stops to make sure his condo is comfortable and everything a vacationer needs. His communication of the use of the property was excellent. The condo was super comfortable with all the amenities, including powerful AC and the best view of the ocean. We will definitely be back.


Laurelle L.
February 2023
Not clean Many minor repairs needed Lousy beach chairs even though I inquired Lacking in kitchen / bbq dishes/ had to request dish towels and very few kitchen basics. Not worth the price. Best part was the view


Karin S.
January 2023
We enjoyed our stay at this well appointed condo. The bed was comfortable, they even had a choice of pillows. The ocean views from the lanai as well as from inside were spectacular. We went to sleep to the sounds of the waves and watched whales every morning with our coffee. A convenient, peaceful, quiet, beautiful location with a great pool and grounds. Bob is a very helpful and conscientious host.


Jean C.
December 2022
Everything you need. Bob was great at communicating. Great knives and pots and pans! We


Jennifer J.
December 2022
The condo was very well appointed, clean, & the owners were great to communicate with. Everything we needed and more! The location & views are amazing! Only wish we could’ve stayed longer. Mahalo!


Cori K.
October 2022
Bob was very thoughtful and shared great information about Kihei. This property is right on one of the best beaches we explored. The park, pool, and BBQ were well kept and gorgeous. We cooked on for the majority of our meals and ate dinner enjoying the sunset over the ocean. The condo had everything we could possibly need including a cooler, snorkel fins, floatation noodles, beach towels, games, and all the cookware you could need. The size of the condo is perfect for a couple and the views from the deck are perfect. The only little thing that could have made the space better would be ac... but the house was stocked with plenty of fans and we spent 90% of our time outside enjoying the local beach trails, the ocean and the pool. Sincerely, Cori and Kristian


Ania K.
October 2022
We love staying at Kihei Surfside and have stayed at number of units, this one is by far our favorite! The views from the 6th floor are incredible, and the owners took great care to outfit this unit and modernize it. Everything you could possibly want is here! The renovations that the owners did are beautiful, the unit feels like it walked off of an Elle Decor magazine cover. The bathrooms are beautifully updated, there's a full bath and a half bath) the kitchen is gorgeous and every Appliance you could possibly want is there. The communication with the owners was amazing, we had one question which we emailed upon check-in late at night and before we got up in the morning we already had the answer! There were little gifts awaiting for us upon arrival which made for a very special welcome. There are many pluses of staying at Kihei surfside: convenient to everything, amazing snorkeling just outside the door, but this unit made it over the top amazing! We cannot wait to come back. Thank you Bob and Sarah for being such gracious hosts, we loved your unit!


James S.
October 2022
We loved the views from the top floor of this property. The condo building is really well managed, with a huge wonderful lawn, a very nice pool and two easy to use grills. We snorkeled right in front of the property and saw beautiful fish and turtles. Property owner Bob was responsive and really helpful. We had a wonderful stay!


Kim C.
August 2022
My family of four hasn’t stopped talking about our trip and beautiful stay in Kihei. Bob was beyond easy to work with. Unit was SPOTLESS, and roomy enough for 4 people with everything you need. View is insane. Resting turtles everyday in the cove (stay back at least 10 feet!), swimming turtles everywhere, awesome shelling in the tidal pools, perfect waves for body boarding, friendly people, a few minute walk to restaurants, and short drive to anywhere else! Thank you, Bob & Sarah, for sharing your beautiful home! We are already planning another trip back!


Jake B.
July 2022
The property is incredible! The condo is updated, well furnished and equipped, the 6th floor offered breathtaking views, the pool was wonderful, the beach is a short 2 minute walk away, the large grassy area was perfect for watching the sunsets and playing games with the family, everyone was so nice, and we were so close to everything we wanted. We were so glad we found this condo and can't wait to come back.


Kyle E.
July 2022
The condo was clean, centrally located, and had everything we needed. The grounds were outstanding. The views from the condo and the pool are legendary. One of the finest places to catch a Maui sunset. The owners/host were very helpful and responsive. We would 100% stay here again.


Allie M.
June 2022
The sunsets in this condo!! Couldn’t get any better. Awesome grassy area out front for our kids to play on. The unit itself was good. Exactly how described. Bob the owner of the property was amazing! Super easy to get a hold of and took care of anything we needed. 2 min walk to a great beach with snorkeling and lots of turtles!


Dan V.
May 2022
The location is great for getting into town or sitting by the beach, and watching the sunset and sea turtles. Bob and Sarah were wonderful hosts who checked in with us multiple times before the trip and recommended great restaurants, places to see, and things to do. We will definitely stay with them again next time we are in Maui!


Buddy W.
May 2022
This was a very nice property, both our unit and the building itself, which is situated right at the waters edge facing toward West Maui and Lanai. From here you can walk to beaches north and south for swimming and snorkeling, and maybe even see turtles feeding around rocks that line the shore. Sunset views were lovely from the lanai and we could see Haleakala from the front entry. The condo was clean and well-appointed, the bed was comfy, and it was quiet except for the roosters, which we didn't mind too much (earplugs help!). Management was friendly and helpful. We would definitely stay here again!


Suelynne R.
April 2022
Planning a last minute trip can be stressful. Planning an elopement in a month is really stressful. From the beautiful pictures to the quick answers to my questions, the Owner Bob Martin has been fantastic. The view is amazing, the condo well equipped (even binoculars for those late leaving whales!), and location perfect. Bob and Sarah even helped with wedding dinner suggestions since the restaurants I had planned to go to after our beach wedding were both closed and under renovation. They could not have been nicer to work with. Mahalo for everything! Suelynne and Gordo

Note: Vacancy calendar is approximate. Visit the owner/manager's reservation site to verify your dates.

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