Short-Term Rentals (STR) Priced Between 1000000-1999999

1 Beds ⋅ 2 Baths ⋅ 202614308 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM ⋅ Pacific Monarch BLDG.

Rare opportunity to own two side-by-side legal short-term rental units at Pacific Monarch in the heart of Waikiki! Units 3101 and 3102 offer a unique combination of island living, flexibility, and investment potential, all just moments from Waikiki Beach, shopping, dining, and entertainment. Both units are legal fee-simple short-term rentals, providing the opportunity for rental income, personal enjoyment, or a combination of both. Unit 3101 is a beautifully remodeled studio featuring modern finishes, abundant natural light, refreshing cross breezes, and panoramic views of Diamond Head and the Pacific Ocean. Adjacent Unit 3102 is a spacious 1-bedroom residence offered turn-key and furnished, providing comfortable separation of living and sleeping areas and flexibility for immediate rental use or personal enjoyment. Together, these neighboring units offer a rare opportunity for investors, multi-generational use, or buyers seeking additional space while maintaining two separate units. Buyers may also explore the potential to connect the units, subject to building and applicable approvals.

2427 Kuhio Avenue Unit 3101 & 3102, Honolulu

$1,970,000

2 Beds ⋅ 2 Baths ⋅ 202614093 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM ⋅ The Ritz-Carlton Residences - 383 Kalaimoku BLDG.

383 Kalaimoku Street Unit 3008, Honolulu

$1,900,000

1 Beds ⋅ 2 Baths ⋅ 202614029 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM ⋅ Trump Tower Waikiki BLDG.

Set within Ka La‘i Waikiki Beach, LXR Hotels & Resorts by Hilton, this refined condo residence offers elevated island luxury just steps from Waikiki Beach and Kalakaua Avenue. Recently reintroduced following a $100 million renovation, Ka La‘i is now one of Waikiki’s premier luxury addresses, featuring 238 residential-style suites with fully equipped kitchens and new dining concepts including The Kini Room. Residence 2015 is a beautifully renovated 1-bedroom plus den with over 1,100 sq ft, a rare offering in Waikiki. Positioned one in from the ocean corner and one building back from the shoreline, it enjoys unobstructed west-facing ocean and sunset views over Fort DeRussy Park. Floor-to-ceiling glass and two private lanais create seamless indoor-outdoor living. The flexible den is ideal for guests or office use. Features include a full kitchen, in-unit washer/dryer, and a spa-inspired bath with soaking tub. Located within a full-service luxury resort, this is an exceptional opportunity to own a spacious, turnkey residence in a prime Waikiki location.

223 Saratoga Road Unit 2015, Honolulu

$1,400,000

1 Beds ⋅ 2 Baths ⋅ 202613209 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM ⋅ Kuilima Ests East BLDG.

North Shore legal nightly rental! This beautiful condo offers 1 bedroom + a loft and 2 full bathrooms is a fully furnished active AirBnB investment rental, situated adjacent to the Ritz Carlton at Turtle Bay Resort. Enjoy the tranquility of your private backyard oasis, where the only sounds are the rustle of palms & the calls of native birds. Kuilima East 92 has excellent AirBnB reviews, and is one of the closest condos to the nearby white sandy beach at Kuilima Cove. The Kuilima Estates East development is gated and includes 2 swimming pools, tennis courts and pickleball courts. Play the Arnold Palmer golf course, hike scenic trails along the coast, and horseback ride along the beach. Enjoy nearby dining at Lei Lei's Bar and Grill, Beach House by Roy Yamaguchi, Alaia, Sunset at Turtle Bay, and Ho'olana, and Off the Lip. The North Shore is just minutes away with world-class surfing, Haleiwa town, Waimea Bay, and Pipeline Beach all close by. Welcome to paradise!

57-077 Eleku Kuilima Place Unit 92, Kahuku

$1,130,000

1 Beds ⋅ 1 Baths ⋅ 202613424 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM ⋅ Kuilima Ests West BLDG.

Laid back luxury and an exceptional location! This beautifully renovated legal short term rental is located on the highly desirable "Gold Coast" in Kuilima Estates West. #25 is a rare "L-corner" unit offering unique privacy, cool mornings, exceptional airflow, and year round sunset views from the private covered lanai. The interior layout is welcoming, comfortable and functional. As a legal short term rental, buyers will have the option to blend an island retreat with a turn-key rental investment. 1/1 units around Kuilima Estates West annually gross well over $100K as short term rentals. Run the numbers, and compare to recent sales. This unit is priced to sell! Conveniently located in Building 3, the nearest pool is steps away, the Fazio golf course is directly out front, Lei Leis Grill is down the 1st fairway, with the world famous Ritz Carlton Resort at Turtle Bay, and award-winning Palmer Golf Course just beyond. The KEW development is gated with 3 pools, tennis courts, basketball, pickleball, a clubhouse and more.

57-101 Kuilima Drive Unit 25, Kahuku

$1,000,000

1 Baths ⋅ 202612621 MLS ⋅ FS - Fee Simple Tenure ⋅ 28 DOM ⋅ Kuilima Ests East BLDG.

This condo is the perfect staycation townhouse or investment. Located in the Kuilima Estates East at Turtle bay, this condo is in a prime location. It has recently been updated and will be sold fully furnished! The beaches are within walking distance as well as the other amenities. This community has a tennis court, pickleball court, clubhouse, a pool, and a BBQ area. This is your opportunity to own a piece of the North Shore!

57-068 Lalo Kuilima Way Unit 329, Kahuku

$1,500,000

1 Beds ⋅ 1 Baths ⋅ 202612090 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM ⋅ Waikiki Shore BLDG.

Waikiki Shore – Beachfront Living at Its Finest! Welcome to the only condominium in Waikiki located directly on the beach. This beautifully remodeled 1-bedroom, 1-bath residence in the coveted Waikiki Shore offers breathtaking views and a rare opportunity for legal short-term vacation rentals. Fully furnished and boasting a strong rental history, this unit is ideal as a personal retreat or an investment property. The unit features an expansive lanai where you can relax and enjoy views of the ocean, beach, swaying palm trees, and beautiful Hawaiian sunsets.. Additional perks include a large storage unit conveniently located on the same floor. Just steps from world-class dining, shopping, and entertainment, this is truly the ultimate Waikiki location. Don’t miss out—paradise awaits!

2161 Kalia Road Unit 308, Honolulu

$1,095,000

1 Beds ⋅ 1 Baths ⋅ 202612026 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM ⋅ Kuilima Ests East BLDG.

PARADISE FOUND! Located near the Ritz-Carlton Oahu Turtle Bay, A true Gem, Legal Short-Term Rental on the highly desirable, famed & fabled North Shore. INVESTOR'S OASIS awaits with the option for Owners to enjoy the Dreamy Splendors of Island Living in this corner unit along the Fazio Golf Course 17th Fairway. Healthy outdoor activities abound with ample cool breezes, and year-round Golf, Surf, Swim(beach or pool), Snorkel, Bike, Hike, Jog, Tennis & Pickleball. The neighboring Turtle Bay Resort offers Horseback riding, Helicopter tours, sunset views and multiple dining options. This Turn-Key Rental comes fully furnished with rave reviews, and clean, quality upgrades. Welcome to Kuilima Estates East at Turtle Bay; your next best move for your Real Estate portfolio.

57-120 Lalo Kuilima Way Unit 1/15, Kahuku

$1,300,000

1 Baths ⋅ 202611927 MLS ⋅ FS - Fee Simple Tenure ⋅ 40 DOM ⋅ Waikiki Shore BLDG.

Experience true beachfront living at Waikiki Shore, the only oceanfront condominium in Waikiki. This highly desirable high-floor studio offers breathtaking, unobstructed views of the Pacific Ocean, Waikiki Beach, and spectacular sunsets. Step directly from the building onto the white sands of Waikiki Beach and enjoy the ultimate island lifestyle. Beautifully renovated and meticulously maintained, this residence features an open and functional layout designed to maximize comfort and views. Located in the heart of Waikiki, just moments from world-class dining, shopping, entertainment, and Fort DeRussy Park. Waikiki Shore is situated in the Resort Mixed-Use Precinct, allowing for legal short-term vacation rentals, making this property an exceptional opportunity for both personal enjoyment and investment potential. Currently participating in the Castle Resorts hotel rental program.

2161 Kalia Road Unit 1415, Honolulu

$1,200,000

1 Baths ⋅ 202611816 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM ⋅ Waikiki Shore BLDG.

Located directly on Waikiki Beach, Experience the life of beachfront living! This beautifully maintained studio unit offers breathtaking panoramic views of the Ocean, and greenery of Fort DeRussy Park. Enjoy the morning or an evening on your private lanai with unobstructed ocean views. The building offers direct beach access and is conveniently located near dining, shopping, and entertainment options—including a snack bar and surf shop on the lobby level. Whether you’re looking for a personal retreat, second home, or investment property, this is an exceptional opportunity to own a piece of paradise in one of Waikiki’s most iconic locations. Currently: Maintenance fee is $298.31 + Reserve Contribution is $66.43 and Cable is $65.09

2161 Kalia Road Unit 1014, Honolulu

$1,480,000

2 Beds ⋅ 2 Baths ⋅ 202610952 MLS ⋅ FS - Fee Simple Tenure ⋅ 54 DOM ⋅ Ilikai Apt Bldg BLDG.

Great investment opportunity! Priced to sell, lower than taxable value. Easy access to the beach, conveniently locates between Waikiki and Ala Moana. This unit was fully renovated in 2014 and comes with granite counter tops, stainless steel appliances, split AC, cable TV, and very spacious two Lanais (Balcony). Currently it is in Aqua-Aston hotel rental program, which means the unit is well maintained to meet the hotel-standard. Perfect for part-time owner who wants to rent their units while they are away. Monthly fee of $1,892.24 includes $57.14 cable fee. Electricity is billed separately.

1777 Ala Moana Boulevard Unit 2325, Honolulu

$1,850,000

1 Beds ⋅ 2 Baths ⋅ 202610345 MLS ⋅ FS - Fee Simple Tenure ⋅ 57 DOM ⋅ Trump Tower Waikiki BLDG.

Fully remodeled in 2025 and furnished with all new furniture, this residence has been transformed into a bright, sophisticated, and inviting retreat. Offering approximately 1,115 square feet of living space, this generously sized one-bedroom unit features two private lanais, accessible from both the living room and the bedroom. Start your mornings with a cup of coffee while enjoying views of Waikiki Beach’s vibrant blue waters and the lush greenery of Fort DeRussy Beach Park. In the evenings, take in beautiful sunset views and experience the relaxed island lifestyle that Hawaii is known for. The spacious interior includes a large living room, a well-appointed kitchen, and a den that can comfortably accommodate additional guests. This flexible layout makes the residence highly desirable for family vacations, including multi-generational travel. Whether you are seeking a vacation home, an investment property, or your first real estate purchase, this exceptional residence offers outstanding value and versatility. Don't miss this opportunity to own a piece of paradise in Waikiki.

223 Saratoga Road Unit 2011, Honolulu

Short-Term Rentals (STR) Priced Between $1,000,000-$1,999,999