Leeward Coast Homes with Leasehold Land tenure

Welcome to the stunning Leeward Coast of Oahu, where the sun kisses the ocean and the spirit of Aloha thrives in every breeze. Nestled within the vibrant city of Waianae, this region is renowned for its breathtaking landscapes, pristine beaches, and a close-knit community that embodies the true essence of Hawaiian living. The Leeward Coast offers a unique blend of natural beauty and cultural richness, making it an ideal destination for those seeking a tranquil yet vibrant lifestyle.

The homes in this picturesque area often come with leasehold land tenure, a distinctive feature that provides an affordable entry point into the Hawaiian real estate market. Leasehold properties allow homeowners to enjoy the benefits of living in paradise without the hefty price tag of freehold ownership. This arrangement typically involves leasing the land from a private owner or an entity, allowing you to build your dream home or invest in a vacation getaway while still enjoying all the perks of island life.

The Waianae community is characterized by its warm, welcoming atmosphere, where neighbors become friends and the laid-back lifestyle encourages outdoor activities. From surfing the rolling waves at Makaha Beach to hiking the lush trails of the Waianae Mountains, there's no shortage of adventure here. With a rich cultural heritage and a commitment to preserving the natural beauty of the area, the Leeward Coast is not just a place to live; it’s a place to thrive.

Embrace the opportunity to call this enchanting region home, where every day is a celebration of life in paradise. Whether you’re seeking a permanent residence or a vacation retreat, the Leeward Coast offers a lifestyle that is as beautiful as the sunsets that grace its shores.

Newest Leeward Coast Homes with Leasehold Land tenure

$100,200

3 Beds ⋅ 1 Baths ⋅ 202614112 MLS ⋅ LH - Leasehold Tenure

LEASEHOLD PROPERTY. 3-bedroom, 1 bath, 952 square foot single family residence on 3,720 square foot lot in Wai’anae. Home is in walking distance to Wai’anae Boat Harbor, public library, Wai’anae Mall, Planet Fitness, Puukamailenu hike and Pokai Bay Beach Park. This is a leasehold property with the lease expiring June 2030. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is. This is a REO auction property. Employees or directors of JPMorgan Chase & Co. and its direct and indirect subsidiaries are strictly prohibited from directly or indirectly purchasing any property owned or serviced by or on behalf of JPMorgan Chase & Co. or its direct and indirect subsidiaries.

85-153 Ala Walua Street Unit D, Waianae

Listing courtesy of REALHome Services & Solutions.

$520,000

4 Beds ⋅ 2 Baths ⋅ 202611336 MLS ⋅ LH - Leasehold Tenure

NO SHOWINGS until after the open house on Sunday, June 14th, from 1 to 4 p.m. Aloha and welcome home to the Waianae Coast! Framed by mountain views, this 4-bedroom, 2-bath Hawaiian Home Lands (DHHL) home saves its best surprise for the front door: soaring vaulted ceilings over a bright, open living space with a new kitchen, new flooring, and fresh interior paint. Move-in ready! Start your mornings on the covered lanai, give kids and pets the run of the fully fenced, well-maintained yard, and settle into the relaxed Leeward lifestyle. 1,156 sq ft of living space on a 7,526 sq ft lot. A rare opportunity to own a piece of paradise at an affordable price. Please note: This is a DHHL leasehold property. Buyer must be Native Hawaiian with at least 50% Hawaiian ancestry, an eligible DHHL beneficiary & on the wait list. All transfers subject to DHHL approval. Important Disclosure: Bathroom count does not match tax records. Property has 3 full baths; the third is attached to an unpermitted bedroom converted from the utility shed. Buyers to verify all information and do their own due diligence regarding permits. All offers must be in by the offer deadline of Thursday, June 18th at 8pm.

85-1290 Kumaipo Street, Waianae

Listing courtesy of eXp Realty.

$170,000

4 Beds ⋅ 2 Baths ⋅ 202611075 MLS ⋅ LH - Leasehold Tenure ⋅ Ulu Wehi BLDG.

Great First-Time Homebuyer Opportunity! Become a homeowner today! This beautifully maintained LEASEHOLD property is priced well below market value—an incredible opportunity you don’t want to miss. Featuring the desirable single-level layout with carport, 4 bedrooms, and 1.5 bathrooms, this home offers comfortable and spacious living at an affordable price point. With the option to extend the current lease through 2055, and eligibility for Conventional, VA, FHA, and USDA financing, this home provides flexibility for a wide range of buyers. Recently renovated in 2023, it’s move-in ready—no need to leave the island to find value like this! Conveniently located near schools, shopping, dining, and just minutes from stunning Westside beaches, this home combines lifestyle and value. Schedule a showing today!

85-260 Ala Hema Street Unit D, Waianae

Listing courtesy of Foster Realty, Inc..

$170,000

4 Beds ⋅ 2 Baths ⋅ 202611078 MLS ⋅ LH - Leasehold Tenure ⋅ Ulu Wehi BLDG.

85-260 Ala Hema Street Unit D, Waianae

Listing courtesy of Foster Realty, Inc..

$480,000

1 Beds ⋅ 2 Baths ⋅ 202610307 MLS ⋅ LH - Leasehold Tenure ⋅ Hawaiian Princess BLDG.

Large corner unit on the 9th floor with panoramic views from every window, high enough up to take advantage of the ocean breezes. Has great bones and unit was remodeled in the past and with a little of your own imagination you can make this beautiful space your own. Come see and make us an offer. We have a special assessment, please ask for a handout to explain.

84-1021 Lahilahi Street Unit 908, Waianae

Listing courtesy of Capital Vacations Resort Mgmt.

$399,000

4 Beds ⋅ 2 Baths ⋅ 202610249 MLS ⋅ LH - Leasehold Tenure

Bring your vision to life! Experience the laid-back lifestyle of Nanakuli in this Department of Hawaiian Home Lands property situated on an expansive 17,562 sq. ft. lot filled with endless possibilities. Imagine enjoying cool trade wind breezes, wide open outdoor space, and the peaceful feeling of West Side living just minutes from beautiful beaches, hiking, and breathtaking sunsets. The property features a mature mango tree, adding to the island charm and creating the perfect setting for relaxing afternoons and gatherings of all sizes with family and friends. The existing home serves as a blank canvas ready for your design ideas and personal touches, offering the opportunity to truly take this property to the next level. Whether you’re dreaming of multigenerational living or creating your ideal outdoor oasis, there is plenty of space here! Enjoy privacy and true island lifestyle that make this property so special. This one won’t last long — schedule your showing today! *Buyer must be eligible under the Department of Hawaiian Home Lands, and on the current waitlist.

89-432 Haleakala Avenue, Waianae

Listing courtesy of Foster Realty, Inc..

$525,000

4 Beds ⋅ 2 Baths ⋅ 202610028 MLS ⋅ LH - Leasehold Tenure

Leasehold Hawaiian Home Lands property in Nanakuli. Buyer must be 50% Hawaiian and on the Hawaiian Home Lands Waitlist. 4 bedroom 2 bath home located in a cul-de-sac on a large 7,500 sq ft lot.

89-1153 Naniahiahi Place, Waianae

Listing courtesy of Locations LLC.

$625,000

4 Beds ⋅ 4 Baths ⋅ 202609401 MLS ⋅ LH - Leasehold Tenure

This Hawaiian Homestead property is the best one on the market right now! The property is a 4-bedroom, 3.5 bath home that offers opportunity for an eligible Hawaiian beneficiary to purchase in an established homestead community on Oahu's leeward coast. Built in 1997 and remodeled in 2025, the home features approximately 2,131 sq ft of interior living space on 7,788 sq ft lot. Key features include 20 OWNED SOLAR PANELS (PV), a 6-zone split AC and heating systems, and a rooftop deck. Additional upgrades include a backup power generator hookup, designated laundry room, home office, entertainment areas, backyard bar, outdoor kitchen, separate work/tool area, full perimeter wall and security fence, and security cameras around the property. Move-in ready. Buyers must qualify with Department of Hawaiian Home Lands to purchase the property. Call your favorite agent if you have any questions. Nanakuli Hawaiian Homestead single-family home - Department of Hawaiian Home lands (DHHL) leasehold property.

89-1183 Pikaiolena Street, Waianae

Listing courtesy of Coldwell Banker Realty.

$129,950

4 Beds ⋅ 2 Baths ⋅ 202608147 MLS ⋅ LH - Leasehold Tenure ⋅ Ulu Wehi BLDG.

Single level with covered parking! Unlock the potential of this leasehold opportunity - with the option to extend the lease through 2055 when financed with a mortgage. This spacious unit has a generous living area, ideal for everyday living, with a functional layout for a variety of living needs. The low-maintenance outdoor spaces offer privacy and space for outdoor enjoyment. This property is a great opportunity for owner-occupants and investors, and it is ideal for adding value through updates and improvements. Ideally situated near schools, shopping, and some of the area's most beautiful beaches, you'll enjoy easy access to ocean activities and the relaxed island lifestyle. A rare chance to secure a home at an attractive entry point and make it your own!

85-105 Ala Akau Street Unit J, Waianae

Listing courtesy of Foster Realty, Inc..

$225,000

3 Beds ⋅ 2 Baths ⋅ 202606047 MLS ⋅ LH - Leasehold Tenure ⋅ Ulu Wehi BLDG.

Move right into this freshly updated, budget-friendly 3-bedroom, 1.5-bath townhouse—an exciting first step into homeownership! With brand new flooring throughout and fresh paint from top to bottom, you’ll enjoy a clean, modern feel from day one. Step outside to a fully fenced backyard—ideal for weekend BBQs, pets, play, and easy outdoor entertaining. It’s a smart, accessible purchase for first-time buyers, with room to grow and long-term potential. Lease rent is currently $74.16/month through 2029. The lease may be extended to 2055; if extended, monthly lease rent will be approximately $830.00/month-offering a clear path to longer-term stability. Eligible for multiple financing options, including FHA Spot loans and Conventional financing. See supplements for a copy of the Extended Lease Approval dated 2/26/26 and Special Assessment $127.00/Month until November 2026.

85-114 Ala Walua Street Unit B, Waianae

Listing courtesy of West Beach Realty, Inc..

$109,950

3 Beds ⋅ 2 Baths ⋅ 202607654 MLS ⋅ LH - Leasehold Tenure ⋅ Ulu Wehi BLDG.

Unlock the potential of this leasehold opportunity with the option to extend the lease through 2055 when financed with a mortgage. This spacious two-story unit features a generous living area on the main level, complete with a convenient half bath - perfect for everyday living and entertaining. Upstairs, you'll find three comfortable bedrooms and a full bath, providing a functional layout for a variety of living needs. The low-maintenance outdoor spaces offer privacy and space for outdoor enjoyment. An incredible opportunity for both owner-occupants and investors alike, this property is ideal for those looking to add value with updates and improvements. Ideally situated near schools, shopping, and some of the area's most beautiful beaches, you'll enjoy easy access to ocean activities and the relaxed island lifestyle. A rare chance to secure a home at an attractive entry point. Ideal for buyers ready to make it their own.

85-128 Ala Walua Street Unit B, Waianae

Listing courtesy of Foster Realty, Inc..

$474,000

1 Beds ⋅ 2 Baths ⋅ 202606952 MLS ⋅ LH - Leasehold Tenure ⋅ Hawaiian Princess BLDG.

Well maintained, fully former remodeled beachfront condo unit. Fully furnished and supplied. Being sold AS-IS. There is a special assessment this year to rebuild our reserve's ask for a handout at time of showing. Recent Price reduction.

84-1021 Lahilahi Street Unit 608, Waianae

Listing courtesy of Capital Vacations Resort Mgmt.

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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.