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414 - Gorgeous 2 Bedroom Oceanfront property with A/C!

Photo gallery for 414 - Gorgeous 2 Bedroom Oceanfront property with A/C!

2 bedroom - 2 bathroom end unit with views!
2 bedroom - 2 bathroom spacious views corner unit. wo bedroom - two bathroom view unit.
Newly refinished pool and pool deck.
Sunrise over the Kihei Surfside.
Welcome to unit 414!

Reviews

9.4 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 676.2 sq m

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 6)

2nd Bedroom

2 Single Beds

Living Room Queen-sized sofa bed

1 Double Sofa Bed

master bedroom

1 Queen Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Porch or lanai
Kitchen
Balcony
Garden
Dining area

About this property

414 - Gorgeous 2 Bedroom Oceanfront property with A/C!

Enjoy Hawaiian Paradise in our comfortable fourth floor, two bedroom, two bath, air-conditioned oceanfront condominium (830 sq ft). Kihei Surfside 414 features a relaxed environment with a tropical ambiance. We are very pleased to share the modern and spacious feel resulting from our recent high end full remodel and refurnish. As this is a corner unit, on the mauka (mountain) end of the building, the wrap around windows provide a spectacular view of the ocean and Haleakalā, or the East Maui Volcano (tallest peak 10.023 feet) which forms more than 75% of the Hawaiian Island of Maui. Kihei Surfside 414 has great ocean views from the kitchen, living room, dining area, master bedroom and lanai. Gentle breezes from the mountain provide natural cooling in the evening. New tile flooring greets you as you walk in and continues throughout the kitchen, dining area, living room and lanai. New hardwood flooring in both bedrooms. There are ceiling fans in both bedrooms, the living room and dining area to keep you comfortable.

The timeless kitchen and bathroom cabinets are caramelized bamboo. Striking granite in the kitchen includes a roomy peninsula with two bar chairs. You will find new GE Stainless Steel appliances in the kitchen, including a noticeably quiet dishwasher and disposal. Please enjoy the Keurig coffee maker and Breville toaster. The beautiful hand carved mahogany dining table with seating for 4 is truly a statement piece.

Furniture in the living room is new and offers a modern, tropical feel, along with comfort! There are wall mounted, flat screen smart TV's in the living room and guest bedroom, featuring free guest Netflix. Dimmable LED lighting adds a nice touch. Note: Livingroom has a queen-sized sofa bed.

The master bedroom is on the ocean side of the building. It has a queen bed, and the ocean is also visible from the master bath shower. The master bath features a comfort height vanity topped with subtle tone granite, extra cabinet space and a lovely walk in shower.

The second bedroom has two twin-sized beds. With advance notice, the twins can be pushed together to form a king-sized bed. The 2nd bedroom also has a full bathroom with the comfort height vanity and granite top and a clear glass enclosed shower.

Lounge on our spacious lanai with a bistro set, plenty of room for four guests, overlooking the ocean and a gorgeous manicured lawn. A spectacular place to enjoy your morning coffee or a romantic oceanfront dinner! Viewing of whales in season. Our condo features striking artwork from local artists, highlighting the beauty of Maui.

This condo is fully equipped with fresh linens and towels, hair dryer, iron/ironing board. All units have beach towels and a cooler. Umbrellas and snorkel gear are NOT supplied, but are often left behind in the units by other guests – no guarantees. The Kihei Surfside office loans out beach chairs free of charge during regular business hours - Monday to Saturday. Office is closed Sundays and Holidays.

The washer and dryer in the unit is a welcome plus - better than the trips to the laundry room. The unit utilizes a convenient keyless entry system and a personal safe. Much time and care has gone into making Kihei Surfside 414 an amazing condominium and we are proud to offer it as a prime vacation rental property.

The unit has free, wireless high speed internet and free long distance calling to the United States and Canada. It is also equipped with a state of the art Oracode door lock, whereby each guest is issued a unique code which controls the door only during their stay. No keys! The Surfside is an ideal oceanfront location and has much to offer for first time visitors as well as returning guests.

The lawn is at least twice the normal size for a condominium complex. This allows ample space for everyone to enjoy - from sunbathing and reading to family activities (whale watching in winter months). Great snorkeling can be enjoyed just off the Surfside and the beautiful Keawakapu Beach is just steps away. It is ideal for morning and evening strolls along with swimming, boogie boards and soaking up the Maui sunshine. Guests and owners often gather on the lawn at sunset to take in the beauty and mingle, if desired. Many bring refreshments and share their experiences of the day. A heated pool is located near the ocean along with a BBQ area for your use. The Kihei Surfside Complex Renovation was completed in late 2015 with the installation of all new windows, doors, lanai surfaces and glass railings, as well as painting of the building exterior. All of which significantly enhanced its appeal. Once you stay in an oceanfront unit, you'll not be satisfied anywhere else, as the full ocean views and sounds of the waves are awesome to behold day and night

Rates for two bedroom units are for up to 4 people. 5th/6th person is allowable in this unit at $25 per night per person (maximum occupancy 6).

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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

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
A signed rental agreement is required.
A $500 security deposit is required.
NO SMOKING - with the exception of the area behind the gardener's shack in the east parking lot. Strictly enforced.

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
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 deadlock
Property Registration Number TA-127-898-6752-01, GE-127-898-6752-01

About the area

Kihei

Located in South Kihei, a neighbourhood in Kihei, this condo is in the mountains and on the beach. Kihei Boat Ramp and Regency Kihei Cinemas are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Wailea Beach and Ahihi Bay. Maui Fish Pipe and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and hiking/biking trails.
Map
Kihei, HI

What's nearby

  • Keawakapu Beach North - 3 min walk - 0.3 km
  • Kihei Boat Ramp - 5 min walk - 0.5 km
  • Kamaole Beach Park 3 - 12 min walk - 1.0 km
  • Kamaole Beach Park 2 - 17 min walk - 1.5 km
  • Kamaole Beach Park - 4 min drive - 3.4 km

Getting around

  • Kahului, HI (OGG) - 28 min drive

Restaurants

  • ‪Cinnamon Roll Place - ‬3 min drive
  • ‪Ka'ana Kitchen - ‬3 min drive
  • ‪Moose McGillycuddy's - ‬19 min walk
  • ‪Coconut's Fish Cafe - ‬3 min drive
  • ‪Tradewinds Poolside Cafe - ‬4 min drive

Frequently asked questions

Does 414 - Gorgeous 2 Bedroom Oceanfront property with A/C! have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at 414 - Gorgeous 2 Bedroom Oceanfront property with A/C!?

As of 2 May 2026, prices found for a 1-night stay for 2 adults at 414 - Gorgeous 2 Bedroom Oceanfront property with A/C! on 14 July 2026 start from NZ$575, 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.

Is 414 - Gorgeous 2 Bedroom Oceanfront property with A/C! pet-friendly?

No, pets are not allowed at this property.

How much is parking at 414 - Gorgeous 2 Bedroom Oceanfront property with A/C!?

On-site parking is available at the property.

What time is check-in at 414 - Gorgeous 2 Bedroom Oceanfront property with A/C!?

Check-in begins at 4:00 PM.

What time is check-out at 414 - Gorgeous 2 Bedroom Oceanfront property with A/C!?

Checkout is at 10:00 AM.

Where is 414 - Gorgeous 2 Bedroom Oceanfront property with A/C! located?

Nestled on the beach, this South Kihei condo building is steps from Keawakapu Beach North and 2.2 mi (3.5 km) from Wailea Beach. Kamaole Beach Park 3 and Kihei Boat Ramp are also within 15 minutes.

Reviews

9.4

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. 24 out of 31 reviews
Rating 8 - Good. 4 out of 31 reviews
Rating 6 - Okay. 2 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 1 out of 31 reviews

9.0/10

Cleanliness

9.6/10

Check-in

9.4/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Sarabeth A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Greats views and well appointed condo.
Stayed 7 nights in Nov 2025
Verified

8/10 Good

Robert B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice Place....Quiet and Peaceful.....Walk to Serene Beach good for Walking, Swimming, and Snorkeling
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Carrie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful unit, great lanai with gorgeous ocean views. Friendly property manager on site. Unit has beach towels and you can check out beach chairs for the duration of your stay. Easy parking included. Hot showers, comfortable beds. Has AC and ceiling fans. 5 minute walk to beach. I’d stay here again.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Ben S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a gorgeous oceanfront property with an amazing view. It had all amenities we required, the host was particularly accommodating and responsive. We truly enjoyed our trip and our stay, and highly recommend this apartment for the perfect stay in Maui.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Cheryl S.

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

Great stay

Kihei Surfside is a jewel… our unit was great
Stayed 9 nights in Dec 2022
Verified

10/10 Excellent

Dan P.

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

Surfside stay

Excellent location - close to the beaches and town. Clean property with friendly manager and easy check-in/check-out process.
Stayed 5 nights in Mar 2020
Verified

10/10 Excellent

Janine W.

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

Family vacation

Beautiful place! Great view, a lot of natural light, good size lanai, easy walk to the beach. Looking forward to our next trip!
Stayed 6 nights in Oct 2024
Verified

10/10 Excellent

zack b.

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

Excellent place!!

We love this place. Had great times. Be back next year. Aloha and Mahslo
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Jenny H.

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

Kihei Weekend

Excellent location. Beautiful beach access and oceanfront park. Well appointed and a fun get away for our family.
Stayed 3 nights in Oct 2023
Verified

8/10 Good

Andy J.

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

Kihei two bedroom condo

Great unit with views of the ocean and the mountains.
Stayed 6 nights in Apr 2023
Verified

10/10 Excellent

MICHAEL T.

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

Maui family vacation

The property was all we could have asked for, views of the ocean and Haleakala, swimming pool, beach and snorkeling right from the property. There were a lot of kids for my kids to play with. We really enjoyed our stay and would highly recommend this condo.
Stayed 8 nights in Jul 2023
Verified

8/10 Good

Michael H.

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

Maui Stay

We stayed at this property previously and really like its location, being right on the ocean and just a short walk to Keawakapu beach, one of our favorite beaches on Maui. We loved the large windows on this end unit with both a great ocean view and also one of Mt Haleakala. The unit was clean and comfortable and we enjoyed our stay and wouldn’t hesitate to reserve it again.
Stayed 7 nights in Nov 2023
Verified

10/10 Excellent

John L.

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

Enjoyed our stay!

Spent 6 nights over Christmas. Nice end-unit condo unit w/ big Lanai and views of the lawn/ocean and Haleakala volcano. The location is south Kihei almost into Wailea. It's a short walk to the north part of Keawakapu which is a long and very nice beach. The condo has AC and is very modern. Beds were comfortable. Shower was good. Kitchen appliances and supplies were good. The condo supplied beach chairs which we brought to the beach. Nice lawn area to watch the sunset. We did not use the small pool but the pool area looked nice. We would gladly stay here again in the future.
Stayed 6 nights in Dec 2024
Verified

10/10 Excellent

Verified traveller

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

Great place, accurate pictures, nearby beach is excellent.

Great place overall. The pictures are accurate, and it gets an enormous amount of sunlight. The kitchen utensils + cookware are good, internet is solid, the beds were comfortable. The screw-down umbrellas were great. The nearby beach is very relaxing with a mild shore break and good for relaxing. The restaurant next door is expensive but great, and there's an overpriced-but-oh-so-handy-you-are-glad-its-there convenience store in the next door building as well. The lawn is a great place to watch a sunset. Parking was easy. Many molokini snorkel tours depart from the boat ramp next door; it's easier to walk there than drive. Overall, the only things that bothered us were Hawaii things, not problems with the unit: Those roosters wake up early, and you'll have the windows open because of the no AC, so some walgreens earplugs will come in handy.
Stayed 8 nights in May 2021
Verified

6/10 Okay

Greg H.

Liked: Location

Rooster Ranch

Kihei Surfside is adjacent to Keawakapu Beach, one of Maui’s best beaches and has a large lawn area to enjoy turtle watching the beautiful sunsets. UNFORTUNATELY, the property administrators have allowed the chicken population to overrun the property. By their own count there 50 roosters that freely roam the grounds and begin crowing around midnight and don’t stop until noon making a restful night’s sleep impossible. Management’s solution to the problem is to offer guests COMPLEMENTARY ear plugs. Because of this and the excessive road noise we will not be staying here again.
Stayed 22 nights in Oct 2021
Verified

10/10 Excellent

Chris S.

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

Beautiful condo

Great location and views of sunset can't be beat (viewable from beach as well as from this units balcony)! The community grass area downstairs was perfect for bbq and watching the sunset. Big enough for those enjoying the view and also allowing for little ones to play and run around. Washer/dryer in unit a plus! Furniture in great condition like photos show, not worn or old like some rentals. Only thing we had a hard time with was the stove. The dials to turn on the stove was rubbed off so we had to guess which way was low vs. high. Not a big deal, just be mindful when using the stove. Small issues we ran into were addressed right away by onsite manager. Good communication and responsive to our needs. The owner himself is very responsive to questions we had before and during our stay. We would definitely stay here again.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Barb N.

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

Sunsets on the lanai

Beautiful condo on the beach with spectacular sunset views! loved our stay here! We were overlooking a large manicured grassy area that we played frisbee on most nights (they even had a putting green). It was also the best place to watch the sunset. The unit was described with one room having twin beds but could be pushed together for a king and that wasn't the case. The twin beds were bolted to the wall. But after contacting management they said they would change the description on the website for future renters. Over all it wasn't a big deal. There is no AC in this unit and I wasn't aware of that either but the breeze off the water was great! (they were also installing units while we there so this might not be and issue in the future) The cable box wasn't working the first day but again contacted management and they directed us to someone in the office that could help and we never had an issue again. The floors were a bit dirty (probably sand that blows in through the windows) and I'm guessing that's a problem everywhere you stay with tile floors. Overall we were very happy with this condo and would love to stay again!
Stayed 10 nights in Jun 2023
Verified

10/10 Excellent

Apoorv S.

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

Ideal place for a relaxing vacation

Great location. Direct view of the ocean from the patio and also from the edge of the living room. Being a corner unit, you get a panoramic view of mountains and ocean. The owners have taken care of small things like beach chairs, boogie boards, beach umbrella, etc. They even extended the check out time till 6pm because nobody was checking in that evening. Community is well managed. There is a huge grass lawn between the building and the ocean, almost like a private patio, green like a golf course. There are plenty of lounge chairs in the lawn and you can sit on the edge of the water relaxing on the chair for most relaxing sunset view. The community has taken care of small little things like coffee in the morning in the lawn, bocce balls, books, DVDs. Minor nickpicks but no fault of the property owners: Sunset is blocked by the Lanai island unlike from Kaanapali. Patio does not face the ocean directly although it still has great ocean view. Units ending in 01 (101, 201, etc.) possibly have better ocean view. Sand beach is behind the other building next door, so it needs 5 min walk. Minor fixes I wish they address: The main door to the unit needs needs lot of force to open/close. The shower arm does not stay in place. And yes, leaving a couple of extra bath tissue rolls wouldn't hurt, for a week long stay. Stocking little packs of salt, pepper, sugar ketchup etc. would go a long way in making the stay a litlte more convenient.
Stayed 8 nights in May 2022
Verified

10/10 Excellent

Stacey D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was perfect, we especially loved the beach just south of the condos. Everyone staying at the Surfside was very friendly. Loved the ocean view!
Stayed 3 nights in Apr 2026
Verified

6/10 Okay

James S.

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

No A/C. Dirty carpet and Upholstery. Nice local.

Very nice location, good sized unit. However there is no A/C unit, and this is not apparent on VRBO or the owner’s website. I would be okay with that except for the fact that it can be noisy at times like 4am when the roosters wake you. It should be made obvious that there is no A/C. The carpet in the bedrooms was filthy and the upholstered furniture was quite dirty. The owner Larry offered to have it cleaned after we checked in. Who wants to deal with cleaning people coming in while you’re on vacation? This should have been taken care of before anyone arrives. The view and the grounds were quite nice. The pool is small.
Stayed 4 nights in Sep 2022
Verified

10/10 Excellent

Angel R.

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

The best of maui

Love this area,keawakapu beach is my favorite!
Stayed 7 nights in Aug 2022
Verified

10/10 Excellent

Priti D.

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

Highly recommended stay in Maui

Our stay at unit was amazing. The unit was exactly as described and met all expectations. While we knew it didn’t have a/c at the time of booking, it would still be nice to have especially during the afternoon hours when it gets hot. However, it was not a deal breaker for us. We have a couple of minor issues but the property management company took care of those immediately, even on a Sunday! That was amazing service. Very thankful for such great customer service!! The roosters are present but after we got used to their noise it didn’t bother us anymore. Just part of island life. The grounds and common area (eg grills) were impeccably clean! 5 stars to Surfside propriety management team for maintaining it. They kept the elevators, hallways, grill and pool area very clean in a daily basis. The bathroom by the pool was also spotless! It was dry all every time & kept very clean. Highly recommend Surfside for your stay! The beaches were amazing as was the snorkeling & hiking. Maui definitely offers a-lot for anyone & everyone. With the beaches and mountains, you can always find something to do. Car rental is necessary.
Stayed 11 nights in Aug 2022
Verified

10/10 Excellent

Jason W.

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

Great location

Great location for beach access, reef snorkeling, and fishing. Office staff was very helpful when we had questions. Unit has great sunrise views over the mountain in the morning and beautiful sunsets in the evening. It can get pretty warm with no A/C but the unit has several fans to keep air moving until the predictable trade winds cool things down. Great first visit to Kihei.
Stayed 12 nights in Jul 2022
Verified

10/10 Excellent

Lyndsey S.

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

Fantastic stay in Kihei

This was a fantastic trip and the condo was perfect for our family of 4. The condo is super clean and well updated. I really appreciated having two bedrooms, and my sons (8 &11) loved having their own beds and own TV at night. We’d had a problem with another condo double booking and this property was able to get us in last minute. There isn’t a single thing we would change in the condo.
Stayed 6 nights in Jun 2022
Verified

10/10 Excellent

Julie L.

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

Great location!

This was a "Staycation" for us; we live on Big Island. Wonderful location , great, easy accessible beach, and close to anything we needed. Will be back. Vies from this end room, out the windows, are breath taking!

About the host

Hosted by Larry Rosenberg

Host profile image

Why they chose this property

We are convinced this property offers the best value and location for oceanfront accommodation in the south Kihei/Wailea area. All of the units are direct oceanfront, and the property has the most amazing oceanfront lawn area spanning over 2 acres, which is unique to our property. The best part about the Surfside are the friendly, happy people, and the great accommodating staff!

What makes this property unique

The property is located right at the north end of world famous Keawakapu Beach. It is one of the finest white sand beaches anywhere. It stretches for miles past some of the most expensive homes and hotels in all of Maui. Great for walking or running. We enjoy walking the beach each morning, and spending time some time there soaking up some morning sun and swimming/snorkeling in the warm ocean. When we want some quieter time, we spend time on the oceanfront lawn. The grass is like a putting green - many people reach down to feel it to see if it is real - it looks like carpet! It is a great place to soak up some sun, read a great book, watch the whales, dolphins and turtles or catch a nap! There is a reef right at our property that has the most amazing snorkeling we have seen anywhere. Unlike most other oceanfront properties in Kihei, the Surfside is perched right on the sea shore, set back several hundred feet from S. Kihei Road, so you hear the ocean, not the road noise. The complex has two high end stainless steel barbeques and picnic tables right at the ocean. Almost every night, we use the barbeque and eat our dinner at the oceanfront lit by tiki torches.

Languages:

English

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