Kihei Homes with Pool

Kihei Homes with Pool

Welcome to Kihei, a charming coastal town nestled on the sunny shores of Maui, Hawaii. Known for its stunning beaches and vibrant community, Kihei offers a perfect blend of relaxation and adventure, making it an ideal place to call home. With its warm, tropical climate and breathtaking sunsets, this neighborhood is a paradise for outdoor enthusiasts and beach lovers alike.

Kihei boasts an array of beautiful homes, many of which feature private pools, providing the perfect oasis for those hot Hawaiian days. Imagine lounging by your own pool, sipping a refreshing drink, while the gentle ocean breeze sweeps through your backyard. Homes with pools in Kihei not only offer a luxurious lifestyle but also serve as a fantastic gathering spot for family and friends, creating unforgettable memories under the sun.

The neighborhood is rich with amenities, including boutique shops, local eateries, and vibrant farmers' markets, ensuring that everything you need is just a short drive or bike ride away. With miles of pristine beaches, such as Kamaole Beach Park and Sugar Beach, residents can indulge in swimming, snorkeling, and sunbathing at their leisure. For those seeking adventure, the nearby Haleakalā National Park offers hiking trails and stunning vistas, perfect for exploring the natural beauty of Maui.

In Kihei, you’ll find a welcoming community that embraces the spirit of aloha, making it an inviting place for families, retirees, and everyone in between. Experience the ultimate island lifestyle in Kihei, where your dream home with a pool awaits!

Newest Kihei Homes with Pool

$2,400,000
3 Beds ⋅ 3 Baths ⋅ 410090 MLS ⋅ Fee Simple Tenure
2451 Umeke Cir has the ideal 1½-story floor plan that offers the convenience of main-floor living while providing additional space upstairs for family or guests. It is also one of the newer built homes in Hokulani. Meticulously maintained and extensively upgraded. The spacious kitchen is a chef's dream, featuring upgraded Bosch appliances, an oversized KitchenAid refrigerator, a built-in 18-bottle wine cooler, and abundant workspace for everyday living and entertaining. The adjoining great room is enhanced with built-in electronics cabinetry, surround sound, and Lutron hardwired remote-controlled shades, creating a comfortable and sophisticated living space. The main-level primary suite offers a peaceful retreat with custom closet shelving, additional bathroom storage, and a beautifully upgraded bath featuring custom cabinetry and a custom glass shower enclosure. A unique office with elegant double French doors provides the perfect work-from-home space or quiet den. Designed with efficiency in mind, the home features 32 owned solar panels, two Tesla batteries, a brand-new Lennox air conditioning system (2026), and a tankless water heater, helping to reduce utility costs while providing year-round comfort. Additional upgrades include tile flooring throughout, fresh interior paint, hardwired outdoor speakers, an oversized two-car garage with epoxy floors, built-in tool storage, custom storage closets, Garage Gator lift systems, kayak pulley storage, and even space for an additional refrigerator and freezer. The laundry room is equally well appointed with custom cabinetry and an electric washer/gas dryer setup. Step outside to the lanai, where you'll enjoy a charming ocean view, electric shades, upgraded sliding screen doors, and a propane connection ready for your grill…an inviting spot to relax and enjoy Maui's indoor-outdoor lifestyle. From the extensive custom storage to the thoughtful energy-efficient improvements and premium finishes throughout, this exceptional home is truly move-in ready and offers the perfect blend of comfort, functionality, and island living. Also listed as condo MLS #410089

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

$6,950,000
5 Beds ⋅ 6 Baths ⋅ 409921 MLS ⋅ Fee Simple Tenure
Sunlight and ocean breezes flow through 21 feet of bi-folding floor-to-ceiling glass doors, complemented by soaring 14-foot ceilings that blur the boundaries between home and horizon. Step into this South Maui beachfront estate, where elegant stone columns welcome you to a true masterpiece. The open-concept spaces unfold effortlessly, anchored by a chef's kitchen featuring custom white oak cabinetry with an interior finish that adds warmth and depth, quartzite countertops, tumbled Belgian limestone tile accents, hand-scraped French oak flooring, professional-grade appliances, and a generous breakfast bar— the perfect hub for shared meals, laughter, and connection. A floating staircase leads upstairs to the bedrooms, where the primary suite awaits as a serene sanctuary for the soul. It includes a spa-inspired soaking tub, dual vanities, a spacious walk-in closet, and a private ocean-view lanai ideal for morning reflections. Each additional guest suite has been thoughtfully designed to soothe the senses, with layouts and features that prioritize comfort, including ensuite bathrooms for ultimate privacy. Outside, your personal coastal retreat beckons. Lounge poolside in the saltwater pool, host gatherings under a canopy of stars, or savor a cocktail as the sky blazes with sunset hues. A detached guesthouse with a full bathroom and a two-car garage offer flexible additional space, while integrated smart home technology blends modern convenience into this tranquil, soul-nourishing haven. The adjacent lot is also for sale by the same seller. (MLS #409920, 892 S Kihei Rd) and can be purchased together.

860 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$5,000,000
4 Beds ⋅ 4 Baths ⋅ 409679 MLS ⋅ Fee Simple Tenure
Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$24,500,000
4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure
One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$16,800,000
4 Beds ⋅ 6 Baths ⋅ 407851 MLS ⋅ Fee Simple Tenure
WHERE THE SEA WHISPERS . . A Contemporary Expression of Timeless Oceanfront Living. Happy to accept backup Offers!! Pending in escrow and also Happy to show!! Closer to the ocean than almost any home on Maui -impossible to duplicate under today’s building regulations - direct-oceanfront estate delivers a level of proximity, craftsmanship, and design that defines rare. Set just 25' from the Pacific - 75' linear frontage - elevated 12' feet - this masterpiece captures panoramic year-round sunsets. As the evening unfolds, tap your mobile phone and watch your tiki torches glow while you relax at the ocean’s edge - a signature lifestyle moment. The state-of-the-art Lutron smart home controls four ocean-inspired ensuite bedrooms - five-and-one-half baths - glass-roof pool lounge with jacuzzi & waterfall - five-zoned a/c - 84 owned PV solar panels - two-car garage a/c - separate two-bedroom guest house. Walled and gated for complete privacy, security and serenity. Very rare oceanfront offering - an architectural achievement and a lifestyle unmatched. Completed in 2013 with wood-and-steel beam construction engineered for up to 150+mph wind loads - Custom IB roofing system 25 year warranty - fully permitted sea wall - exceptional materials and architectural precision throughout. Hand-selected marble, granite, and sandstone imported from Greece - Automatic 9’6” Fleetwood sliding glass doors & screens open at the touch of a button - or from your smartphone. Sculptural Sapele wood ceilings soar 10' to 20' illuminated by modern 3” recessed square LED lighting. The breathtaking custom blonde-walnut and stainless-steel floating staircase serves as the home’s contemporary centerpiece. The dramatic 12-foot floating double-glass "wave" kitchen bar - artistically lit for evening ambiance - the floating gold-inlaid automatic book matched cabinetry - the additional butler’s pantry - the in & out upstairs glass showers - stand as some of the home’s most memorable design features. As one of South Maui’s hidden oceanfront gems - where wellness and community combine to become part of your daily living - where morning walks, sunset jogs, oceanfront cycling, and easy access to ocean swimming are part of everyday life - a charming, low-traffic neighborhood where residents enjoy an authentic, active, and family-friendly island lifestyle with a nearby kid-friendly park. Looking for Buyers with the commitment to love, respect, and maintain this exquisite property.

1750 Halama St, Kihei

Listing courtesy of Compass-W.

$2,245,000
3 Beds ⋅ 3 Baths ⋅ 406922 MLS ⋅ Fee Simple Tenure
Renovated beach-style 3 bd, 2 ba home with 2 bd, 1 ba permitted ohana. Stroll to one of the finest beaches on Maui from your new home in Kamaole Heights, Kihei. Ocean views from main home with stunning views of West Maui Mountains and Haleakala. Property also includes a 620 square foot studio living space – perfect for artists or musicians. The main home and ohana have new custom kitchens. The ohana has two new split A/C units. A drop-down ceiling was added to the additional living space for extra soundproofing. Upgrades to all 3 units include new Mohawk waterproof luxury vinyl plank flooring, new tiled showers and bathroom floors, and quartz counter tops. New dual pane windows, with solid wood trim, and baseboards. New interior and exterior doors with custom French doors. New window coverings throughout the property, and new lighting and fixtures inside and out. Exterior upgrades include additional rock wall and planter. New palm landscaping covering perimeter of backyard for added privacy. Backyard concrete was professionally stripped, stained, and sealed. Renovated the pool into a tropical oasis with a natural rock waterfall, new tile, and plaster, with modernized planters. The stairs and deck were rebuilt with contemporary stainless cable railings to maximize views. All new paint inside and out. Two car garage with laundry for downstairs living spaces. Large driveway to allow for additional five car parking. Over 10,000 square foot lot. The home includes 54 leased PV panels which keep monthly electric costs below $50 for the entire property! All renovations were completed in 2024 and 2025 at a cost of $500,000 All comments, data is provided by seller or seller's representatives. Buyer to confirm all & hold all parties harmless from any discrepancy data in the mls and advertising. Limited Service–Data Entry Addendum signed by seller/s must be signed by buyer/s with Purchase Contract.

151 Walua Pl, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$1,595,000
4 Beds ⋅ 4 Baths ⋅ 406858 MLS ⋅ Fee Simple Tenure
Private Oasis Welcome to your piece of paradise in this desirable Central Kihei neighborhood within walking distance to Kalama Beach Park. Nestled at the end of a quiet cul-de-sac, this spacious 2-story home offers relaxed island living. The welcoming entryway leads into the large living room, dining room, and kitchen spaces, creating a great room feeling. A newly remodeled powder room is conveniently located on the main level. Upstairs, you will find three spacious bedrooms, including a master suite with a newly remodeled master bathroom and a large walk-in closet. A guest bathroom is located in the hallway, and a large storage space is situated off the third bedroom. Step outside into the unique backyard to enjoy the premium above-ground saltwater pool and custom-built deck on warm Maui days, and gather around the propane fire pit to gaze at the stars at night. The highlight is the one-of-a-kind thatched-roof Tiki bar, with seating for 12. An attached studio Ohana on the main level, with a separate entrance and lanai, features a large kitchenette, a spacious bathroom with a walk-in shower and closet space, and a private sleeping area. This home also includes a brand new 30-year roof and a newly painted exterior. Make your dreams come true in this special, one-of-a-kind Maui home. *Submitted offers must include a copy of a current mortgage pre-qualification letter*. All comments, data is provided by seller or seller's representatives. Buyer to confirm all & hold all parties harmless from any discrepancy data in the mls and advertising. Limited Service–Data Entry Addendum signed by seller/s must be signed by buyer/s with Purchase Contract.

98 Mehani Pl, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

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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.