Oceanview 1 bedroom Kihei gem, perfect location, walk to everythingFrom $204/night · Sleeps 4
Across from Kalama Park and the Cove
Island Surf Vacation Rentals
Island Surf Vacation Rentals – Kihei Condos Across from Kalama Beach Park
Island Surf vacation rentals are known for their unbeatable location and value. Whether you're watching surfers from your lanai, grabbing shave ice across the street, or walking to restaurants and boutiques, this Kihei gem puts everything at your fingertips. The property includes a swimming pool, barbecue area, elevator access, and free onsite parking.
About the Island Surf Condo Complex
Each rental at Island Surf features a full kitchen, comfortable living space, and a private lanai-many with views of the ocean, Haleakala, or the bustling street below. The building is mixed-use, with shops and local businesses on the ground level and residences above, giving guests a unique "live local" feeling.
The resort is located across from Kalama Park, home to beach volleyball courts, skate park, walking paths, and surf schools. The beach is just a short stroll away, and many units provide beach gear for guest use.
Key Features of Island Surf Vacation Rentals
- 1- and 2-bedroom condos with full kitchens & private lanais
- Ocean, garden, or mountain views depending on unit
- Pool, BBQ area, elevator, and free assigned parking
- Walkable to Kalama Beach Park, restaurants, food trucks & shops
- Affordable pricing and flexible long-term options available
What Makes Island Surf Unique
- Live in the center of Kihei's action – walk to everything
- Directly across from surfing, paddleboarding & park activities
- Mixed-use complex with yoga, cafés, and salons downstairs
- Friendly for digital nomads and families alike
Nearby Attractions & Suggestions
- Surf or snorkel at Cove Beach Park just steps away
- Explore Wailea's luxury resorts just 10 minutes south
- Catch the Kihei Friday Town Party and shop at nearby farmers markets
- Walk to Kihei Food Truck Park, Kalama Village, and The Triangle nightlife
Whether you're here to surf, relax, work remotely, or explore South Maui, Island Surf vacation rentals offer one of the most central, walkable, and budget-friendly places to stay in Kihei.
Rental Listings
Island Surf Vacation Rentals Listings
Map View · Page 1
Island Surf Vacation Rentals Map
Oceanview 1 bedroom Kihei gem, perfect location, walk to everythingFrom $204/night · Sleeps 4
#605 Top Floor Unobstructed Ocean View/Sunsets, New quiet A.C.From $240/night · Sleeps 2
Stunning 180° MAUI OCEAN VIEW 2 bdrm condo Island Surf 501From $359/night · Sleeps 4
Ocean‑View at Island Surf- Walk to Beaches, Surfing, Shops, Dining & Kalama ParkFrom $239/night · Sleeps 4
Summer Deal Beachfront Kihei 2BR Condo with Ocean Views and PoolFrom $177/night · Sleeps 6
Island Surf Resort, breathtaking ocean view, in the heart of the actionFrom $184/night · Sleeps 4
Island Surf 506 | Incredible Views + Amenities!From $139/night · Sleeps 4
New Listing! Partial ocean views from Kihei condoFrom $170/night · Sleeps 4
STUDIO: Kalama Beach Park, South Maui Gardens, Food Trucks, Hula Shows, LuausFrom $150/night · Sleeps 2
PANORAMIC OCEANVIEW PENTHOUSE - ISLAND SURF - Heart of South Maui.From $282/night · Sleeps 2
Island Surf 304 - Modern Renovation, Stunning Views, Dual Zone Split AC, Wi-FiFrom $213/night · Sleeps 4
Ocean View!!! Newly Remodeled!🏝Steps to the Beach! 💗 Kihei Island SurfFrom $89/night · Sleeps 6
Island Surf 312 | Steps to the Beach, Beachfront!From $195/night · Sleeps 6
Summer Deal Ocean View Kihei Condo Across from Beach and DiningFrom $169/night · Sleeps 4
2BD Kihei Condo with Ocean Views & Private Lanai -Island Surf 312From $356/night · Sleeps 6
From $204/night
Oceanview 1 bedroom Kihei gem, perfect location, walk to everything
Welcome to Island Surf 402. This ocean view centrally located 1 bedroom Kihei condo can accommodate 4 people & has everything needed to feel at home....
From $240/night
#605 Top Floor Unobstructed Ocean View/Sunsets, New quiet A.C.
Island Surf #605 Condo Description:JUNE UPDATE: New central AC was just installed ! Incredibly quiet !! Individual room climate control. Aloha! We...
From $359/night
Stunning 180° MAUI OCEAN VIEW 2 bdrm condo Island Surf 501
***NOTE: our building is exempt from BILL 9: We are a designated short term rental property in Kihei, that will not be subject to ANY rental bans...
From $239/night
Ocean‑View at Island Surf- Walk to Beaches, Surfing, Shops, Dining & Kalama Park
Welcome to your Maui home base — a bright, updated ocean‑view condo directly across from Kalama Beach Park and Cove Park, one of the island’s most...
From $177/night
Summer Deal Beachfront Kihei 2BR Condo with Ocean Views and Pool
Absolutely the best kept secret in Kihei! This conveniently located "beach" themed remodeled 2 bedroom/ 2 bath unit on the 2nd floor, located in the...
From $184/night
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...
From $139/night
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...
From $170/night
New Listing! Partial ocean views from Kihei condo
Island Surf 303 is a charming 1-bedroom, 1-bathroom condo located on the third floor offering a private balcony to relax and unwind. It comfortably...
From $150/night
STUDIO: Kalama Beach Park, South Maui Gardens, Food Trucks, Hula Shows, Luaus
Island Surf Studio with private entrance, walking distance to beaches, shops, restaurants and barsThis unit is a two-room, 270 sq. ft. STUDIO with 1...
From $282/night
PANORAMIC OCEANVIEW PENTHOUSE - ISLAND SURF - Heart of South Maui.
Panoramic Oceanview Penthouse in the Heart of Kihei, in South Maui, Hawaii. All the fun and convenience you'd find at the big resorts without the...
From $213/night
Island Surf 304 - Modern Renovation, Stunning Views, Dual Zone Split AC, Wi-Fi
Escape to Island Surf 304, a fully renovated 1-bedroom, 1-bath ocean-view condo in the heart of Kihei. This modern South Maui retreat is designed for...
From $89/night
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...
From $195/night
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...
From $169/night
Summer Deal Ocean View Kihei Condo Across from Beach and Dining
Island Surf 308 – Newly Updated with Ocean ViewsExtend your escape with our special offer:Book 5 nights at any of these breathtaking properties and...
From $356/night
2BD Kihei Condo with Ocean Views & Private Lanai -Island Surf 312
Experience the Maui Lifestyle at this 2 Bedroom Kihei Condo with Ocean Views Just Minutes from South Maui's Best Beaches, Restaurants, and Shopping -...