Waikiki Beach Real Estate Search

Waikiki Beach Properties between $1,500,000 and $2,000,000 for Sale

Our website features the best real estate search for between $1,500,000 and $2,000,000 properties available in Waikiki Beach and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Waikiki Beach Properties between $1,500,000 and $2,000,000 for Sale

230 Crestview Rd Unit 15, Lahaina
$1,850,000
409396 MLS ⋅ Fee Simple Tenure
230 Crestview Road presents a rare and compelling opportunity to create a legacy estate within Pineapple Hill Estates, the most prestigious gated enclave in Kapalua Resort. One of the final undeveloped homesites in this highly sought-after community, this exceptional property captures sweeping panoramic views of the Pacific Ocean, framed by the dramatic beauty of Maui’s neighboring islands. Included in the offering are thoughtfully designed architectural plans and approved building permits, allowing for an immediate and seamless path to construction. The custom residence has been designed to encompass 3,766 square feet of refined interior living, complemented by 1,145 square feet of expansive covered lanais, a gracious 438 square foot covered entry, and 715 square feet dedicated to garage and storage, all totaling an impressive 6,064 square feet of integrated indoor-outdoor living. Ownership within Pineapple Hill includes resort-level amenities. Residents enjoy access to a private pavilion featuring a resort-style, all-tile, solar-heated pool, entertainment areas, catering kitchen, and barbecue facilities, along with impeccably maintained tennis and pickleball courts and on-site management. Beyond the gates, Kapalua offers an unrivaled lifestyle experience, with world-renowned beaches, scenic coastal trails, and championship golf at the Plantation Course. Indulge in five-star hospitality, award-winning dining, and rejuvenating spa experiences, all just moments from your future dream residence. This is more than a homesite, it is an invitation to craft an extraordinary retreat in one of Maui’s most exclusive communities.

230 Crestview Rd Unit 15, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

2559 Mokuhau Rd, Wailuku
$1,995,000
2 Beds ⋅ 1 Baths ⋅ 409364 MLS ⋅ Fee Simple Tenure
SELLER FINANCING IS AVAILABLE. 25% DOWN, 5% INTEREST FOR 5 YEARS. For retirees, this rural sanctuary offers the peace you deserve, paired with unmatched convenience—medical services, entertainment, shopping, and government facilities are all just minutes away. For working families, the location adds the bonus of easy access to after-school activities. And for everyone, the benefits of living in a small gated rural community simply can’t be overstated. This is far more than a typical second dwelling on two acres. All infrastructure for a main home—water system, electricity, and septic—is already in place. The property also features five years of thoughtful landscaping, including a variety of fruit trees. While the main dwelling was unfortunately lost during the recent Kona Low storms, when the Wailuku River shifted from its usual course, what remains is a well-built and beautifully finished two-bedroom residence featuring a granite kitchen countertop and Pergo Extreme, the highest-quality laminate flooring Pergo offers. This home can be expanded up to 1,500 square feet as a second farm dwelling, or even larger if designated as the primary residence. Both septic systems were engineered to support up to five bedrooms. A 656-square-foot container/storage facility is ideally positioned to serve the entire property. The water system—utilizing both rain catchment and river water—has been thoughtfully designed with ample storage to support domestic and agricultural needs.

2559 Mokuhau Rd, Wailuku

Listing courtesy of Live Maui Real Estate LLC.

2481 Kaanapali Pkwy Unit 459, Lahaina
$1,549,000
1 Beds ⋅ 1 Baths ⋅ 409222 MLS ⋅ Fee Simple Tenure ⋅ Whaler Ii BLDG.
Experience the best of Maui living in this beautifully updated 1 bedroom, 1 bathroom residence at The Whaler on Kaanapali Beach. Ideally positioned in one of West Maui’s most iconic beachfront resorts, suite 459 offers captivating ocean views, inviting tropical breezes, and effortless access to the golden sands of world famous Kaanapali Beach. Inside, the condominium features tasteful upgrades and a bright, open layout designed for comfort and island-style relaxation. The living area flows seamlessly to a private lanai, where you can enjoy morning coffee or sunset cocktails while taking in the sights and sounds of the Pacific. Set within lush tropical grounds, The Whaler offers resort-style amenities including a beachfront pool and spa, fitness center, tennis courts, and BBQ areas. Located next to Whalers Village, you’ll enjoy convenient access to world-class shopping, dining, golf, and ocean activities—all just moments away from your door. Whether you’re seeking a luxury vacation retreat or a place to enjoy Maui’s relaxed lifestyle, unit 459 presents a unique opportunity to own in one of Kaanapali’s most desirable beachfront communities. The maintenance fees include all utilities e.g. electric, central A/C, water, sewer, trash, Wi-Fi access, cable, TV, local phone, storm, flood, and general liability insurance, as well as Security. The maintenance fees also include a monthly contribution to a reserve fund for major components of the building like roof, painting, pools, spas, and other amenities. The Whaler is zoned "hotel" and allows short term vacation rentals. The rental management is professionally handled by Aqua-Aston.

2481 Kaanapali Pkwy Unit 459, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

2960 S Kihei Rd Unit 615, Kihei
$1,749,000
2 Beds ⋅ 2 Baths ⋅ 409063 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Mana Kai magic! Peace and privacy are the hallmarks of this fabulous east-end unit with incredible Ocean, Keawakapu Beach, outer island (Molokini and Kahoolawe), and Upcountry views, with Pu’u Ola’i standing proudly to the south and majestic Haleakala to the east. This 2 bedroom, 2 bath gem in this HOTEL ZONED resort is ideally located to be convenient to everything South Kihei and the Wailea Resort have to offer. This beautifully updated unit covers all the bases - 2 split system AC units, tiled entry and kitchen, where you’ll find quartz countertops, honey colored cabinetry, Frigidaire and Whirlpool appliances, and a striking mosaic tile backsplash! Your living area and main bedroom are carpeted for comfort and offer spectacular views and access to the perfect lanai space with tile floors and those once in a lifetime views. The primary bath has been remodeled and updated with handsome quartz and tile, plus plenty of storage in more cabinets with frosted pocket door privacy. The bedroom offers king-sized bed luxury and more pocket doors for privacy. This unit has clever updates that maximize space and utility. The second bedroom is a true lock off within the unit for versatility, and features another king bed and a wonderfully updated full bath with a beautiful tile shower and quartz to welcome your family and guests. There is also an extra storage closet just outside the front door. The Mana Kai facilities are amazing, with a beautiful ocean view/beachfront pool, BBQ area, fully equipped gym, business center, 808 General Store, kayak rentals, PLUS a well known and highly regarded restauranteur is in the process of adding a new on-site restaurant! Be right where you want to be - walk the incredible Keawakapu Beach at sunrise and sunset, visit any of the nearby shopping and restaurants anytime, either a short stroll or short drive away throughout South Maui or the Wailea Resort. Don’t miss this opportunity! Maui is No Ka Oi!

2960 S Kihei Rd Unit 615, Kihei

Listing courtesy of Hawaii Life (W).

2160 Kamehameha V Hwy, Kaunakakai
$1,850,000
5 Beds ⋅ 3 Baths ⋅ 408994 MLS ⋅ Fee Simple Tenure
Welcome to a rare Moloka?i oceanfront estate property offering space, privacy, and sweeping island views. Situated on a .59-acre lot with an additional adjoining vacant parcel, this impressive property combines luxury living with the relaxed lifestyle Moloka?i is known for. The main estate home features 5 bedrooms, 2.5 bathrooms, and approximately 2,925 square feet of interior living space, complemented by an attached three-car garage and a roundabout driveway with a private automatic entry gate. Designed to take full advantage of its waterfront setting, the home features a large tiled oceanfront lanai, perfect for enjoying views across the channel to Lanai, seasonal humpback whale sightings, and spectacular winter sunsets, all while benefiting from Moloka?i’s year-round cooling trade winds. Inside, the spacious layout includes a great-room style kitchen with a large island, seated bar, tiled counters, double ovens, and a full walk-in pantry. The kitchen flows into both a formal dining area and an oceanfront breakfast nook, ideal for morning coffee with expansive ocean views. The home also includes a comfortable living room with hardwood floors and beachfront vistas. The primary bedroom suite captures panoramic ocean views right from the bed and includes a luxurious bathroom with a soaking tub and walk-in ice cube shower. Guest bedrooms also enjoy beautiful ocean and garden views. In addition to the main residence, the estate includes a separate 681 sq ft one-bedroom, one-bath ohana cottage, ideal for extended family, guests, or potential rental use. The property is being sold with an additional adjoining vacant lot totaling approximately 15,581 sq ft, complete with its own water meter, offering possibilities for future development, expanded privacy, or additional garden space. The grounds feature spacious lawns, fenced areas, a small greenhouse, and a variety of tropical plants and fruit trees, creating a peaceful island retreat. With no neighbors directly on either side, the property offers exceptional privacy while still being just a short walk to One Ali?i Beach Park. This is a unique opportunity to own a large oceanfront estate with additional buildable land along Moloka?i’s scenic coastline—combining privacy, space, and breathtaking island views in one exceptional property.

2160 Kamehameha V Hwy, Kaunakakai

Listing courtesy of Molokai Vacation Properties.

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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.

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