Waimea Real Estate Search

Waimea 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 Waimea 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 Waimea Properties between $1,500,000 and $2,000,000 for Sale

$1,899,000
4 Beds 3 Baths 409548 MLS Fee Simple Tenure
Welcome to this beautifully maintained single-level home in the desirable Ke Ali'i Kai subdivision, ideally located in the heart of Kihei. Enjoy the convenience of being just minutes from stunning beaches, shopping, dining, and all that nearby Wailea has to offer. This 4-bedroom, 2.5-bath residence invites you in with lush tropical landscaping that provides exceptional privacy in both the front and back yards. Inside, the open floor plan is enhanced by vaulted ceilings, creating a bright and airy living space perfect for both everyday living and entertaining. The spacious primary suite offers privacy and ample storage, featuring a walk-in closet and ensuite bath with direct access to the lanai. One of the bedrooms is ideally suited for a home office or den, while two additional bedrooms, a full bath, powder room for guests, and a dedicated laundry room offer flexibility and comfortable living. Recent upgrades include a photovoltaic (PV) system with a Tesla battery backup, along with a new refrigerator, dishwasher, and washing machine. Attic fans have also been added to help maintain a comfortable indoor temperature year-round. Step outside to your private backyard oasis, where tropical landscaping and a tranquil water feature create a serene, Zen-like setting—perfect for morning coffee or evening meals. Being sold furnished and thoughtfully cared for, this home is ideal as a full-time residence or part-time island retreat. A must-see opportunity in one of South Maui’s most sought-after neighborhoods.

211 Kuli Puu St, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

$1,649,000
1 Beds 1 Baths 409535 MLS Fee Simple Tenure Whaler I BLDG.
The Whaler 420 offers a rare opportunity to own in a hotel-zoned, fully licensed short-term rental resort on world-famous Kaanapali Beach. This 1 bedroom, 1 bathroom, approximately 901 sq. ft. condo is rental ready and currently part of an active rental program, providing flexibility for both personal use and vacation rental income. Located on the 4th floor, the unit enjoys partial ocean and mountain views from the spacious private lanai. The interior has been thoughtfully upgraded, featuring a renovated kitchen and bathroom with a luxury walk-in shower, along with quality furnishings throughout. The open layout is enhanced by large sliding glass doors that connect both the living area and bedroom to the lanai, creating seamless indoor-outdoor living. A standout feature is the full-size washer and dryer in the unit, an uncommon and highly desirable amenity at The Whaler. Additional features include high-speed internet, in-unit air conditioning, and a flexible floor plan that comfortably accommodates up to four. The Whaler is one of Kaanapali’s most sought-after beachfront resorts, offering a full-service front desk, oceanfront pool and spa, fitness center, tennis courts, and beachside BBQ areas. Its prime location provides immediate access to Kaanapali Beach, with Whalers Village, Black Rock, dining, and shopping all within walking distance. Whether used as a personal Maui retreat or a short-term rental, The Whaler 420 offers an exceptional combination of location, functionality, and resort amenities in a highly desirable beachfront setting.

2481 Kaanapali Pkwy Unit 420, Lahaina

Listing courtesy of Maui Westside Properties.

$1,500,000
3 Beds 3 Baths 409531 MLS Fee Simple Tenure Luana Kai BLDG.
Triple blue views from this rare, top-floor oceanfront 3-bedroom, 3-bathroom retreat offering 1,268 square feet of refined island living — making this one of the most coveted and rarely available units in all of Luana Kai. Soaring vaulted ceilings fill the open-concept layout with light and a sense of grandeur, while breathtaking Pacific Ocean views stretch from every angle. The gourmet kitchen features granite countertops, stainless steel appliances, and a generous peninsula perfect for gathering, while the expansive 200 sq. ft. covered lanai invites al fresco dining and sunset watching above the shimmering blue of the ocean and pool below. Two of the three bedrooms offer private en-suite bathrooms. Every surface has been thoughtfully updated — flooring, fixtures, cabinetry, appliances, and furnishings — resulting in a truly turnkey residence. As part of the beloved Luana Kai Resort, owners enjoy access to a heated pool, hot tub, BBQ pavilion, shuffleboard, a 5-hole putting green, and beachfront pickleball and tennis courts, all just steps from the sands of Waipu'ilani Beach. B-314 is a highly sought-after 3-bedroom vacation rental. Due to frequent bookings, advance notice is required for showings between guest stays. If you're seeking a full-time island home, a second residence, or a high-performing vacation rental investment, Luana Kai B314 delivers the very best of island living.

940 S Kihei Rd Unit B314, Kihei

Listing courtesy of Century 21 Island Homes.

$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.

$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.

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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.