Kalepolepo Homes with Short Term Rental Allowed

Kalepolepo Homes with Short Term Rental Allowed

Welcome to Kalepolepo, a hidden gem nestled in the heart of Kihei, Maui, where the beauty of the Hawaiian islands meets the charm of a close-knit community. This picturesque neighborhood is renowned for its stunning beaches, lush landscapes, and vibrant local culture, making it a perfect destination for both residents and visitors alike.

Kalepolepo is situated just steps away from the pristine shores of the Pacific Ocean, offering residents easy access to sun-soaked days and breathtaking sunsets. The nearby Kalepolepo Beach Park is a local favorite, where families gather for picnics, swimming, and beach volleyball. The serene waters are also ideal for snorkeling, allowing you to explore the vibrant marine life that thrives just off the coast.

What sets Kalepolepo apart is its unique appeal for real estate investors. Homes in this neighborhood come with the coveted option for short-term rentals, making it an attractive choice for those looking to capitalize on Maui's booming tourism market. Whether you’re considering a cozy beachfront bungalow or a spacious family home, the potential for rental income is abundant, allowing you to enjoy the island lifestyle while also making a smart investment.

In addition to its natural beauty, Kalepolepo boasts a friendly community atmosphere with local shops, restaurants, and cultural events that showcase the rich heritage of Maui. With its perfect blend of relaxation and opportunity, Kalepolepo is not just a place to live; it’s a lifestyle waiting to be embraced. Discover your slice of paradise in this enchanting neighborhood today!

Newest Kalepolepo Homes with Short Term Rental Allowed

$588,000
1 Beds ⋅ 1 Baths ⋅ 410347 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
Welcome to Kauhale Makai #608, where spectacular ocean views and the relaxed South Maui lifestyle come together. Perched on the sixth floor, this beautifully situated single-level one-bedroom, one-bath condominium offers panaromic views of the Pacific Ocean, creating the perfect backdrop for morning coffee, seasonal whale watching, and unforgettable Maui sunsets. The thoughtfully designed floor plan maximizes natural light and captures refreshing trade winds, while the private lanai provides an ideal setting to unwind and enjoy the sights and sounds of the ocean. Whether you're seeking a full-time residence, a second home, or an investment opportunity, this condominium offers comfort, convenience and island charm. Kauhale Makai, known as "Village by the Sea," is an oceanfront community featuring lush tropical grounds, a swimming pool, hot tub, barbecue areas, tennis and pickleball courts, shuffleboard, and direct access to a beachfront park with miles of shoreline for recreation. Centrally located in North Kihei, you'll experience the beauty of Maui from your own oceanview retreat -- Kauhale Makai #608 is ready to welcome you home.

938 S Kihei Rd Unit 608, Kihei

Listing courtesy of Maui & Co Real Estate LLC.

$395,000
1 Beds ⋅ 1 Baths ⋅ 410341 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Vista BLDG.
Beautifully Updated 1BR/1BA Condo. This turnkey unit in the Kihei Bay Vista complex has been thoughtfully upgraded. The kitchen underwent a complete renovation with new cabinetry, granite countertops, a new refrigerator (2023), and new microwave (2024). Additional upgrades include a new wall-mounted AC unit (2022), new hot water heater (2023), and fresh paint throughout the entire unit (2023). Residents enjoy easy access to the beach, swimming pool, hot tub, BBQ grills, picnic pavilion, and tropical gardens. Move-in or ready for guests, D-207 offers easy South Maui living in close proximity to beaches, shopping, and dining. Beach-front pickleball courts just south of the complex. Don't miss this opportunity to add a turnkey Maui property to your portfolio! Easy access for showings, schedule your private showing today. This unit includes one deeded parking stall, and open parking is also available. Maintenance fee includes common area maintenance, pool maintenance, water, and Spectrum cable/wifi.

679 S Kihei Rd Unit D-207, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$669,000
2 Beds ⋅ 2 Baths ⋅ 410317 MLS ⋅ Fee Simple Tenure ⋅ Kihei Garden Estates BLDG.
Escape to island living at Kihei Garden Estates! This beautifully appointed 2-bed/2-bath loft-style condo sits just across the street from Waiohuli Beach in the heart of Kihei. Wake up to peaceful views of Haleakala and the ocean from your expanded lanai. Sold fully furnished, C-209 is turn-key ready for immediate enjoyment as a personal retreat, second home, or a popular vacation rental. The open loft-style primary suite features a king bed and en-suite bathroom with a large walk-in shower, while the second bedroom below offers a twin and double bed — comfortably sleeping up to six with the queen sleeper sofa in the living room. A split-system A/C keeps your condo comfortably cool, and the gourmet kitchen has been upgraded with modern appliances, ready for home-cooked island meals or entertaining on the lanai. Enjoy resort-style amenities including a heated pool, oversized hot tub, and a BBQ pavilion with outdoor kitchen — all set on the lush, tropical grounds of this 8-building, 84-unit boutique complex. Location is everything here: Times Market, shopping, banking, medical services, and some of Kihei's best "ONO"-rated restaurants are all close by, in addition to Waiohuli Beach and Maui's legendary sunsets. Don't miss your chance to own a piece of paradise — schedule your private showing today!

1299 Uluniu Rd Unit C-209, Kihei

Listing courtesy of Keller Williams Realty Maui-L.

$699,900
1 Beds ⋅ 2 Baths ⋅ 410254 MLS ⋅ Fee Simple Tenure ⋅ Maui Sunset BLDG.
This beautifully updated 1 bedroom, 2 bathroom condo is ground floor with great garden views and a peek-a-boo ocean view. It has a fully equipped kitchen, washer and dryer, window unit air conditioning in both master bedroom and living room, and ceiling fans throughout. Beautiful cabinetry, granite counter tops and hard surface flooring throughout. A fold-out Queen Sofa Bed allows for 2 additional guests. No surface was left untouched during the remodel.

1032 S Kihei Rd Unit A103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 410209 MLS ⋅ Fee Simple Tenure ⋅ Koa Resort BLDG.
Discover the perfect blend of space, comfort, and island living in this beautifully maintained 3-bedroom, 3-bath residence at Koa Resort. Rarely available, this spacious two-story condominium offers a thoughtfully designed floor plan with soaring vaulted ceilings that fill the home with natural light and create an open, airy atmosphere. The expansive living area flows seamlessly onto a generous ground-floor lanai, providing the perfect setting for indoor-outdoor living, entertaining, or simply relaxing in Maui's year-round tropical climate. Upstairs, a second private lanai extends your living space even further, offering a peaceful retreat to enjoy gentle island breezes and tranquil surroundings. With three full bedrooms and two and a half bathrooms, this home provides exceptional flexibility for family and guests. The multi-level layout offers privacy while maintaining inviting gathering spaces, making it ideal as a primary residence, second home, or rental property. New 4-zone A/c unit installed in 2025. Located just a short distance from the beach, Koa Resort is one of North Kihei's most sought-after communities, featuring beautifully maintained tropical grounds, a large resort-style swimming pool, hot tub, tennis and pickleball courts, and barbecue areas. Its convenient central location provides easy access to South Maui's world-famous beaches, dining, shopping, golf, and Kahului Airport. Whether you're looking for a spacious island retreat or an exceptional investment opportunity, this rare Koa Resort residence offers the ideal combination of size, comfort, and the relaxed Maui lifestyle.

811 S Kihei Rd Unit 2F, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$565,000
1 Beds ⋅ 1 Baths ⋅ 410144 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
Whether you're searching for a successful vacation rental investment, a lock-and-leave second home, or your own slice of paradise to call home, this beautifully renovated ocean-view residence at Kauhale Makai offers exceptional versatility and value. Thoughtfully updated and tastefully furnished, the spacious one-bedroom floor plan features an open-concept design that flows seamlessly onto an oversized covered lanai, where you can enjoy ocean views, refreshing trade winds, and Maui's unforgettable sunsets. The upgraded kitchen is equipped with quality cabinetry, solid-surface countertops, and stainless-steel appliances, creating an inviting space for entertaining or everyday living. The generously sized bedroom includes an adjustable queen bed and an en-suite bath, while the comfortable living area offers additional sleeping accommodations for guests. Located just steps from the shoreline, this residence provides easy access to miles of sandy beach, morning walks, whale watching during the season, and endless ocean activities. Kauhale Makai, known as the "Village by the Sea," is one of North Kihei's most desirable oceanfront communities, offering resort-style amenities including a swimming pool, spa, children's wading pool, barbecue areas, shuffleboard, volleyball court, putting green, and beautifully maintained tropical grounds. Conveniently located within minutes of South Maui's premier beaches, championship golf courses, shopping, dining, and resort amenities, this property offers the ideal combination of lifestyle, location, and investment potential in one of Maui's most sought-after destinations.

938 S Kihei Rd Unit 429, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$499,000
1 Beds ⋅ 1 Baths ⋅ 410034 MLS ⋅ Fee Simple Tenure ⋅ Wailana Sands BLDG.
HOTEL ZONED...and just steps from Sugar Beach, Maui's longest stretch of sand, this hidden gem offers the perfect blend of lifestyle and investment potential. Whether you're looking for a personal island retreat, vacation rental property, or both, this turnkey condo is one of the best values in South Maui. This well-appointed 1-bedroom, 1-bath residence is located in a low-density 10-unit complex where peace, privacy and aloha still exist. Enjoy your morning coffee on the private lanai overlooking lush tropical grounds and the sparkling pool, then stroll to the beach for a sunset walk along the shoreline.Tastefully furnished and move-in ready, the condo features split-system A/C, an open-concept floor plan, on-site laundry and a community BBQ area perfect for gathering with family and friends. Tucked away on a quiet cul-de-sac, yet minutes from Kihei's dining, shopping, golf courses and island activities. Opportunities in small, hotel-zoned complexes like this are rare...don't miss your chance to own a slice of paradise!

25 Wailana Pl Unit 6, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$678,000
2 Beds ⋅ 1 Baths ⋅ 409979 MLS ⋅ Fee Simple Tenure ⋅ Kihei Holiday BLDG.
Welcome to Kihei Holiday 119, a beautifully refreshed 2-bedroom, 1-bath condominium ideally located directly across from the sandy shoreline of North Kihei. Offering a desirable ground-floor location and easy beach access, this turnkey property combines comfort, convenience, and island living. The interior has been thoughtfully updated, creating a bright and inviting atmosphere throughout. The spacious floor plan features a well-appointed kitchen, in-unit washer and dryer, dedicated workspace, and multiple air conditioning units for year-round comfort. Residents and guests enjoy access to a swimming pool, hot tub, BBQ area, and assigned parking. Conveniently located near shopping, dining, and grocery stores, this property offers exceptional access to everything South Maui has to offer while being just steps from a large, beautiful beach. The condo complex is Hotel Zoned and protected for future investment opportunity. This well-maintained condo presents an excellent chance to enjoy the Maui lifestyle in a highly desirable Kihei location.

483 S Kihei Rd Unit 119, Kihei

Listing courtesy of Whalers Investment Group LLC.

$440,000
1 Beds ⋅ 1 Baths ⋅ 409978 MLS ⋅ Fee Simple Tenure ⋅ Waipuilani BLDG.
Beachfront, South Shore Beauty! A rare opportunity to purchase your dream, low maintenance condo in Paradise. This is the only 1/1 on market in this one of a kind boutique style complex with the Pacific Ocean right out your doorstep. This immaculate, spacious one bedroom, one bathroom, boasts top floor tranquility with open floor plan. Beautifully remodeled with modern upgrades. Private refreshing pool, complete with BBQ grills while you grill your fresh catch from the ocean and enjoy breathtaking sunsetsL every night! Gorgeous landscaping with lush grounds accompanied by aromatic plumeria trees. Beachfront with vast green space to whale watch during whale season, wind or kite surf from, paddle board, snorkel or enjoy the free pickleball and tennis courts close by. Located on the north end of Kihei which allows for optimal access to west side, town, airport and upcounty. A truly must see to appreciate. Call for your own private showing today!Buyer(s) and Buyer's agent to independently verify all information they deem material.

1002 S Kihei Rd Unit 304, Kihei

Listing courtesy of Holo Imua Properties, LLC.

$285,000
1 Baths ⋅ 409741 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Surf BLDG.
Excellent renovated studio unit located in the sweet spot of Kihei Bay Surf resort with peek-a-boo ocean views and a quiet/private area of the complex! Known for its excellent location across the street from Kalepolepo beach park and the humpback whale sanctuary where sand is between your toes in only moments from walking out your door. Spectacular onsite amenities include Pool, Jacuzzi, tennis courts, bbq area and onsite laundry are sure to impress. This fully turnkey offered unit has been freshly renovated top to bottom in 2023 with new furnishings, stainless appliances and a custom walk in tile/glass shower. Established rental history available upon request. Maintenance fees include Electric, Water, Sewer, trash, cable, internet, pest control, grounds maintenance and more. Schedule your private showing today! One of Kihei's best buys!

715 S Kihei Rd Unit 127, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$649,000
2 Beds ⋅ 1 Baths ⋅ 409718 MLS ⋅ Fee Simple Tenure ⋅ Kihei Holiday BLDG.
Significant PRICE IMPROVEMENT! Beautifully updated 2-bedroom, 1-bath ground floor condo in Kihei Holiday! Renovated in 2024 with new flooring and an updated kitchen, this charming and fully furnished unit is move-in or rental ready. Located in a Hotel-Zoned complex, offering valuable future vacation rental protection. Enjoy an unbeatable location just across the street from the beach with less than a 1-minute walk to the sand, plus close proximity to popular restaurants including Isana and Beach Club, nearby grocery shopping, and everyday conveniences. Community amenities include an in-ground pool, hot tub, and BBQ area. Ideally situated near the barbecues for convenience while still offering a peaceful setting away from pool noise. 1 Parking Space included with plenty of additional guest parking nearby. The spacious living area stays cool with a large AC unit, and the grassy area just outside creates the perfect space to relax and enjoy the laid-back South Maui lifestyle. Contact your favorite realtor for a showing today!

483 S Kihei Rd Unit 106, Kihei

Listing courtesy of Whalers Investment Group LLC.

$539,000
1 Beds ⋅ 1 Baths ⋅ 409710 MLS ⋅ Fee Simple Tenure ⋅ Kihei Garden Estates BLDG.
Discover your own piece of Paradise at Kihei Garden Estates. Tucked within a quiet garden setting amidst lush tropical landscaping, this beautifully positioned ground-floor 1 bedroom, 1 bath residence offers relaxed Island living and the perfect blend of Island comfort just steps from the beach! Enjoy indoor-outdoor living with a private lanai opening to serene garden views and convenient access to the community pool, spa, BBQ, and entertaining areas. Located in the heart of Kihei near dining, shopping, and world-class beaches, Unit A-103 presents exceptional opportunity to enjoy the Maui lifestyle. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this is Maui living at its best! Schedule your private tour today.

1299 Uluniu Rd Unit 103A, Kihei

Listing courtesy of eXp Realty.

Start Your Search