Keawakapu Homes with Leasehold Land tenure

Welcome to Keawakapu, a hidden gem nestled in the beautiful town of Kihei on the stunning island of Maui, Hawaii. This picturesque neighborhood is renowned for its pristine beaches, vibrant sunsets, and a laid-back lifestyle that captures the essence of island living. With its gentle waves and golden sands, Keawakapu Beach is a favorite among locals and visitors alike, offering an idyllic setting for swimming, snorkeling, or simply unwinding under the sun.

The charm of Keawakapu extends beyond its natural beauty. The community is characterized by its friendly atmosphere, where neighbors often greet one another with a warm aloha spirit. Here, you’ll find a delightful mix of boutique shops, local eateries, and beachfront dining options that showcase the rich flavors of Hawaiian cuisine. Whether you're enjoying a casual meal or indulging in fine dining, the culinary scene in Keawakapu is sure to impress.

One unique aspect of real estate in Keawakapu is the availability of homes with leasehold land tenure. This means that while you can enjoy the benefits of living in this tropical paradise, the land itself is leased rather than owned outright. This can offer an affordable entry point into the housing market for those looking to make Keawakapu their home.

With its breathtaking scenery, welcoming community, and diverse housing options, Keawakapu is not just a place to live; it’s a lifestyle. Discover the magic of this enchanting neighborhood, where every day feels like a vacation in paradise. Whether you’re seeking a permanent residence or a seasonal getaway, Keawakapu invites you to experience the best of Maui living.

Newest Keawakapu Homes with Leasehold Land tenure

$840,000

1 Beds ⋅ 2 Baths ⋅ 410234 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.

Experience island living at its finest in this beautifully 1-bedroom, 2-bath condo. It Location at pool side and Ocean View is one of Maui Hill Resorts, best Location the owner Feels.This luxurious condo offers stunning ocean and sunset views, just steps from world-famous Keawakapu Beach and Wailea's finest dining and shopping. Two air conditioning units keep the space cool and comfortable year-round. The primary bedroom includes an ensuite bath and access to a peaceful second lanai surrounded by lush greenery. Enjoy resort-style amenities including a heated pool, jacuzzi, tennis courts, shuffleboard, bocce ball, putting green, and on-site concierge. Whether you're seeking adventure or total relaxation, Maui Hill C-30 is your perfect Maui property. This is a Leasehold property.

2881 S Kihei Rd Unit 30, Kihei

Listing courtesy of Kokua Realty LLC.

$639,000

1 Beds ⋅ 2 Baths ⋅ 409619 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.

Tucked into the lush tropical grounds of Maui Hill, Unit 107—lovingly known as the “Honeymoon Suite”—captures the warmth, romance, and easy rhythm of South Maui living. This spacious 1-bedroom, 2-bath residence offers over 800 square feet of island comfort, filled with natural light, gentle trade winds, and beautiful ocean views that invite you to slow down and savor each moment. Thoughtfully designed for relaxed indoor-outdoor living, the condo features expansive lanais perfect for morning coffee, sunset dining, or unwinding after a day at the beach. The open, airy feel and welcoming ambiance create a true Maui retreat infused with aloha. Large bedroom features California king bed and tasteful furnishings. Maui Hill is a beloved South Maui property known for its beautifully maintained tropical grounds and exceptional resort-style amenities, including a heated pool and hot tub, tennis courts, putting green, bocce ball, BBQ areas, and more. Ideally located near the Kihei Boat Ramp and the golden sands of Keawakapu Beach, you’re also just minutes from the restaurants, galleries, boutique shopping, and championship golf courses of Wailea. Whether you’re searching for a peaceful island escape, a cherished vacation home, or a popular rental opportunity, Maui Hill 107 offers the perfect blend of comfort, charm, and the unmistakable spirit of Maui. This is a Leasehold property

2881 S Kihei Rd Unit 107, Kihei

Listing courtesy of Hawaii Life (W).

$699,900

2 Beds ⋅ 2 Baths ⋅ 409371 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.

Well kept and nicely appointed vacation rental located near the top of the complex. This is a very spacious 2 bed, 2 bath with an open floor plan that appeals to visitors. The south Maui location offers restaurants, shopping, resort golf courses and beautiful beaches in close proximity to the condo. Call your favorite REALTOR® to schedule a private showing today. This is a Leasehold property.

2881 S Kihei Rd Unit 100, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$750,000

2 Beds ⋅ 2 Baths ⋅ 409109 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.

This ground floor 2-bedroom, 2-bath condo checks all the boxes—ocean views, a spacious layout, and one of the best locations in South Kihei. Step out onto your large front lanai (accessible from both the living room and primary bedroom) and take in the tropical setting with a peek of the Pacific—it’s the perfect spot for morning coffee or sunset cocktails. Inside, you’ll find an open, comfortable layout with granite countertops, plenty of space to relax, and a great separation between bedrooms. The second bedroom even has its own private lanai, giving guests or family their own peaceful retreat. Maui Hill is known for its laid-back, resort-style vibe—complete with a large pool, hot tub, tennis courts, putting green, shuffleboard, bocce ball, and everyone’s favorite… mai tai nights with music by the pool ?? You’re perfectly located just across from the Kihei boat ramp and right between Kam III and Keawakapu Beach—ideal for beach days, snorkeling, turtles, and winter whale watching. Whether you’re looking for a personal getaway or a successful vacation rental, this one delivers. Maui Hill is a leasehold property.

2881 S Kihei Rd Unit 33, Kihei

Listing courtesy of Real Broker.

$699,000

2 Beds ⋅ 2 Baths ⋅ 408982 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.

Welcome to this cozy 2-bedroom, 2-bath downstairs residence in the highly desirable Maui Hill community. Quietly positioned at the top of the complex, this inviting unit enjoys a peaceful setting with partial ocean views and refreshing island breezes. The spacious covered lanai is perfect for relaxing or entertaining while taking in Maui's year-round tropical weather. Inside, you'll find a comfortable and functional layout ideal for full-time living, a second home, or vacation rental potential. Maui Hill features 140 units thoughtfully spread across more than 12 lush acres, offering a low-density, resort-style atmosphere. Ideally located directly across the street from Keawakapu Beach-one of South Maui's most coveted stretches of sand-you're just moments from swimming, snorkeling, and sunset strolls. Some of Maui Hill's amenities include: a large heated swimming pool, spa, multiple barbecue areas , tennis court, shuffleboard court, putting green, and more. Shopping, dining, golf, and additional beaches are all just minutes away, making this an exceptional South Maui location. This is a leasehold property with a master lease in place through 2064. The 3-bedroom unit directly above is also currently available for purchase-presenting a rare opportunity for expanded living or investment potential. Experience the best of island living at Maui Hill.

2881 S Kihei Rd Unit 93, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$848,000

2 Beds ⋅ 2 Baths ⋅ 408804 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.

Welcome to Maui Hill 59, a rarely offered condo in one of the premier South Kihei resorts across from Keawakapu beach. Enjoy beautiful morning sunrises over Haleakala from the oversized lanai with partial ocean views. This spacious 2 bedroom 2 bath unit has many recent upgrades including a full kitchen remodel in May 2024. Features include an open floor plan, stainless steel appliances, open shelving, and quartz countertops. Offered fully furnished and completely turnkey, this successful vacation rental is larger than your average condo at 1,115 square feet. With a south facing lanai off the living room and a garden view lanai off the 2nd bedroom this unit offers fantastic indoor and outdoor living areas. Close proximity to beaches, shopping, and restaurants makes this a great residential option. This is a leasehold property with master lease through 2064. Seller is listing agent and holds an active Real Estate license in the state of Hawaii. Contact your favorite real estate professional to schedule a showing!

2881 S Kihei Rd Unit 59, Kihei

Listing courtesy of Real Broker.

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.