Island Surf Maui Vacation Rentals

  • Stunning 180° MAUI OCEAN VIEW 2 bdrm condo Island Surf 501

    A note to all of our prospective guests: Island Surf is undergoing construction on the ground floor, front of the building. How will this affect you? Some of our first floor shops may be closed. There may be construction noise at times. Pool and...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Kihei
    from $428 
    View Property   Book Now
  • Island Surf #502 Great Location, Ocean View, Across from Kalama Park, A/C

    Island Surf #502 is a 1 bedroom, 1 bath ocean view unit on the 5th floor. It features room unit A/C in both the living room and bedroom, ceiling fans, a fully-equipped kitchen, washer and dryer, a flat-screen TV, telephone service with free long...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Kihei
    from $328 
    View Property   Book Now
  • Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops

    E komo mai! This is the Hawaiian way of saying all are welcome.

    Mahalo (thank you) for taking a moment to view my home in beautiful Kihei, Maui. This 4th floor condo is located in the most convenient location on Maui. From the moment you...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Kihei
    from $260 
    View Property   Book Now
  • Island Surf Resort, breathtaking ocean view, in the heart of the action

    This ocean view condo with a generous lanai at the Island Surf resort in Kihei is just steps away from amazing beaches and in the perfect location for enjoying all South Maui has to offer. Open the gigantic sliding glass door to soak in the ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Kihei
    from $307 
    View Property   Book Now
  • ISLAND SURF STUDIO: No need car: Beaches, restaurants, shopping entertainment


    🌺 The Island Surf is located in the Heart of South Maui. For guests that do not want to spend a fortune in hotel bills, but want a clean affordable place in a great location. Many guests feel no need to rent car. Shuttle direct to Island...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Kihei
    from $269 
    View Property   Book Now
  • nOCEANVIEW PENTHOUSE - ISLAND SURF - Heart of South Maui.


    Amazing Ocean Views from from the moment you enter.

    Top 6th floor: free Wifi, 65” TV, King Koa Wood Bed, new stainless steel appliances, Keurig coffee machine, washer dryer in unit....

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Kihei
    from $397 
    View Property   Book Now
  • Ocean View!!! Newly Remodeled!🏝Steps to the Beach! 💗 Kihei Island Surf

    Thank you for looking at our listing! Our unobstructed ocean view condo has 1 bedroom, 1 bathroom, a sleeper sofa, and a Murphy bed. Sleeps 6. Direct view of OCEANFRONT & BEACHFRONT with Amazing views!!! Watch sunsets over the ocean on the ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 6
    Hawaii> Kihei
    from $378 
    View Property   Book Now
  • Island Surf 506 | Incredible Views + Amenities!

    Within steps of sunny Kalama Beach’s warm turquoise waters, you’ll discover the perfect Maui, Hawaii getaway for a romantic retreat or small family vacation or friends’ trip at Island Surf 506.

    Light, bright, and beautiful, Island ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Kihei
    from $406 
    View Property   Book Now
  • Island Surf 304 - Contemporary Renovation, Ocean Views, Split AC, Wi-Fi

    Island Surf AOAO will be performing spalling and structural repairs from August 1, 2024 through December 15th, 2024. Residents should expect noise and debris and limited use of the lanais during working hours which are Monday through Friday, 8 ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Kihei
    from $351 
    View Property   Book Now
  • Amazing ocean view, Island Surf, heart of Kihei

    Island Surf 507

    Enjoy panoramic view from our beautiful unit. Island Surf is in the heart of all the action in Kihei, surrounded by everything you need for a perfect tropical vacation!

    Walk across the street to beach access to the ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Kihei
    from $313 
    View Property   Book Now
  • Island Surf 312 | Steps to the Beach, Beachfront!

    Discover the perfect Maui retreat at Island Surf 312, where stunning ocean views and serene beaches await just steps from your door. Nestled across the street from Kalama Beach and Cove Beach, this two-bedroom, two-bathroom condo offers the ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Kihei
    from $488 
    View Property   Book Now
  • Island Surf 510 | Water Views, Across from the Beach + In the Heart of Kihei!

    Escape to the serene paradise of Island Surf 510C, a cozy tropical condo nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 4 guests, boasting 2 spacious bedrooms and 2 bathrooms all ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Kihei
    from $392 
    View Property   Book Now
  • Island Surf 510A | Studio with On-Site Amenities!

    Escape to the serene paradise of Island Surf 510A, a cozy tropical studio nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 2 guests, offering a studio bedroom and 1 bathroom all ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Kihei
    from $231 
    View Property   Book Now
  • Island Surf 510B | Close to Beach & On-Site Pool!

    Escape to the serene paradise of Island Surf 510B, a cozy tropical condo nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 2 guests, boasting 1 spacious bedroom and 1 bathroom all ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Kihei
    from $230 
    View Property   Book Now
  • Studio at "Island Surf" Kihei across from Charley Young Beach!

    Located in Kihei, this delightful studio is the perfect retreat for guests seeking a "noncooking" experience. With its excellent location, you'll have easy access to all the restaurants, shopping, and surfing attractions this quaint beach town ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Kihei
    from $315 
    View Property   Book Now