Island Surf Vacation Rentals

Island Surf is a centrally located condo complex in the heart of Kihei, directly across from Kalama Beach Park and just steps from shopping, dining, and surf schools. These one- and two-bedroom vacation rentals feature full kitchens, open living areas, and private lanais - many with ocean or mountain views. With its unbeatable location, Island Surf is a great choice for active travelers, families, or couples looking to explore South Maui on foot.

The property includes a swimming pool, barbecue area, elevator access, and free parking. Guests can walk to nearby beaches, restaurants, grocery stores, and local attractions such as Kalama Skate Park and the Kihei Fourth Friday events. Whether you're here to surf, relax, or explore, Island Surf provides convenience and comfort in a vibrant neighborhood setting. Browse our Island Surf vacation rentals below and find your ideal stay in the heart of Kihei, Maui.

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Oceanfront Maui Condo with Stunning Views and Modern Amenities

Experience the ultimate Maui vacation in this spacious 2-bedroom oceanfront condo offering breathtaking views and a prime location in the heart of everything. Inside, you'll find a large, bright, and airy space spanning over 1000 sq ft, with a unique layout featuring direct ocean-facing master bedroom and living room windows.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kihei

from $492 

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Ocean View Condo at Island Surf in Kihei

Discover this beautiful ocean view condo at Island Surf resort in Kihei, offering a spacious lanai to enjoy breathtaking sunsets and the soothing sounds of the Pacific. Just steps from pristine beaches and popular surf spots, this rental provides the perfect base for exploring South Maui.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $268 

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Charming Kihei Maui Condo with Stunning Ocean Views

E komo mai! Welcome to your Maui home in beautiful Kihei, where aloha spirit and stunning ocean views await. This 4th-floor condo offers a perfect blend of comfort and convenience, situated in the most accessible location on the island. Upon entering, you'll be captivated by sweeping vistas from the private lanai, overlooking the renowned Kamaole Beach Park, known for its expansive grassy areas, picnic zones, and pristine sands.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $218 

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Charming Maui Condo Near Kalama Beach

Enjoy a memorable Maui vacation at Island Surf 506, just steps from the warm turquoise waters of Kalama Beach. This bright, spacious condo is perfect for couples, small families, or friends seeking a relaxing escape. The interior boasts wood flooring and stylish furnishings, creating a welcoming atmosphere.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $273 

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Ocean View Penthouse with Beach Access in Maui

Experience breathtaking panoramic ocean views from this stunning 6th-floor penthouse in Maui. The spacious 672 sq ft unit features a wall-to-wall sectional, a 65-inch TV, and Bose sound system, perfect for relaxing after a day on the beach. Crown molding and new flooring add a touch of elegance, complemented by ceiling fans and air conditioning for comfort.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kihei

from $291 

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Oceanfront Maui Condo with Stunning Views and Modern Upgrades

Welcome to your perfect Maui getaway! This stunning oceanfront condo in Kihei offers breathtaking views of the ocean and beach from your private lanai. Recently remodeled in October 2023, the unit combines modern comfort with island charm. It features one bedroom, a bathroom, a sleeper sofa, and a Murphy bed, comfortably accommodating up to six guests.

• 1 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Kihei

from $262 

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Island Surf 304 Maui Ocean View Condo

Welcome to Island Surf 304, your ideal Maui retreat offering stunning ocean vistas and an unbeatable location in South Kihei. This beautifully decorated and thoughtfully appointed condo ensures a comfortable and memorable stay for up to four guests.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $233 

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Charming Maui Condo with Ocean Views and Beach Access

Discover your ideal Maui retreat at Island Surf 312, where breathtaking ocean vistas and tranquil beaches are just steps from your door. This inviting two-bedroom, two-bath condo is perfect for families and friends seeking a relaxing island escape.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei

from $292 

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Island Surf 510B: Cozy Oceanview Condo in Kihei

Escape to the tranquil paradise of Island Surf 510B, a cozy tropical condo nestled in the heart of Kihei, Hawaii. This charming vacation rental provides a perfect retreat for up to 2 guests, featuring 1 spacious bedroom and 1 bathroom all conveniently located on a single level.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kihei

from $363 

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Island Surf 510A Cozy Ocean View Studio in Kihei

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, featuring a comfortable studio bedroom and a full bathroom all conveniently located on one floor.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kihei

from $286 

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Island Surf 510C Cozy Maui Ocean View Condo

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, featuring 2 spacious bedrooms and 2 bathrooms all conveniently situated on a single level.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kihei

from $533 

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