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Enjoy Your Oceanside Dream at Kihei Surfside

9.5/1040 reviewsWailea

Oceanfront Paradise at Kihei Surfside Luxurious Accommodations: Experience a dreamy stay at our garden property in Wailea, just steps away from Keawakapu, Mokapu, and Kamaole Beaches. The holiday home offers a cozy bedroom, modern bathroom, fully equipped kitchen, and a private balcony with stunning sea views. Convenient Amenities: Enjoy free WiFi, a flat-screen TV, and an outdoor dining area. For added comfort, the property provides bed linen, towels, and a private entrance. A minimarket on-site caters to your needs, making your stay hassle-free. Exciting Activities: Dive into snorkeling, fishing, and hiking adventures or unwind at the beachfront. Relax by the pool with beautiful views or explore nearby attractions like Wailea Emerald Course and Iao Valley State Park. Book now and make unforgettable memories at Kihei Surfside!

What this place offers

  • WiFi available
  • Free WiFi
  • Parking
  • Free Parking
  • Non-smoking rooms
  • Air conditioning

Policies & house rules

  • Check-in from 16:00 until 21:00
  • Check-out until 11:00
  • Children welcome
  • Free parking

Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Guests under the age of 18 can only check in with a parent or official guardian. A deposit may be required at the property.

Available rooms

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40 reviews

Guests liked

  • Location
  • Service
  • Cleanliness
  • Room Quality
  • Amenities

Guests mentioned

  • Outdated room features
  • Bradford

    US · couple · Oct 2026

    10/10

    Highly recommend!

    Gorgeous ocean view with beautiful grounds sans amazing sunsets! On site shared washing machines and dryers! Parking spots are tight for a Chev. Tahoe/ Ford Expedition type vehicle. Location was 1.5 mi. to Monkeypod with has the most Mai Tai’s. Also the Shoppes at Wailea are closely as well. E we were very happy with the communication of owners Bob and Sarah too! Definitely recommend!

    The grounds and the view!

  • Denise

    US · couple · Sep 2026

    3/10

    Spend a few hundred dollars more and stay somewhere nicer

    Beautiful view. Quiet. Front desk staff.

    Dirty windows, air condition condensation drips on head at night, one wafer sized bar of soap in bathroom, out dated decor, small pool with hot water, tiny floor plan, bedspread old, public park and parking, dull knives, cheap hair dryer burns your hair, facility extremely outdated and feels institutional (but a lot of kehei is like that), it says resort but it's not, no conveniences in facility or within walking distance, beach walking along the road to public access beach, felt like a retirement home (lots of elderly and permanent residents) and we are not spring chickens (in our 60's).

  • Rosemarie & Ron

    CA · solo_traveller · Sep 2026

    8/10

    Ocean View Condo in a Great L ocation

    The location near the ocean beach was incredible. Lovely manicured park grounds Great pool Loved the beautiful view from the patio Close to restaurants and grocery

    Very uncomfortable sofa bed in the living room No washer/ dryer inside the unit Very crowded dining area

  • Derek

    CA · couple · Aug 2026

    10/10

    The views, gardens, staff and situation are superb !

    Location

    Nothing

  • Luigi Scaminaci

    IT · solo_traveller · Aug 2026

    8/10

    Beautiful location, bad communication

    The property is beautiful and its greatest strength is undoubtedly the location. It overlooks the ocean, offering stunning views, with a large lawn that creates a peaceful and relaxing atmosphere. The amenities are also excellent, including a swimming pool, barbecue area, and everything needed for a comfortable stay.

    Unfortunately, our experience was significantly affected by Bob's poor communication. I first contacted him in April to ask about the possibility of an early check-in, but I never received a reply. I tried again the day before our arrival through Booking and even sent him a text message, but once again there was no response. Only after we arrived did I mention the issue, and although he apologized, that did little to make up for having ignored my messages for months. The same lack of flexibility was evident when I asked if we could extend our check-out by just one hour, from 11:00 AM to 12:00 PM. Bob declined, explaining that he needed a 2–3 hour cleaning window before the next guests, who were due to check in at 4:00 PM. However, even with a 12:00 PM check-out, there would still have been a full 4-hour window before the next check-in, which is more than the time he himself said was required for cleaning. Granting an extra hour would have been a simple courtesy and would not have affected the preparation of the property. Finally, the house is extremely cluttered with all kinds of items. While some guests may see this as a benefit because there are plenty of things available to use, it also makes the property feel more like someone's personal home than a vacation rental.

Location

2936 South Kihei Road 209 · Wailea