Kihei Vacation Rentals – Oceanfront Condos & Resorts in South Maui

Kihei is one of Maui's most beloved beach towns, offering oceanfront vacation rentals, budget condos, and family-friendly resorts just steps from golden beaches, casual cafés, and scenic coastlines. Explore one of Hawaii's sunniest regions with year-round warm weather, calm waters, and walkable charm.

Browse Kihei Vacation Rentals by condo/hotel name:

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Hale Kamaole 266 Second floor condo, easy access to best beach on Maui!

Reviews (52)

Beautiful Ocean & mountain views and just steps away from the family friendly Kamaole Beach III. This top floor condo with two bedrooms and loft, has recently been updated with new carpeting and new paint. Master bedroom has a new king bed, downstairs bedroom has two...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

NEWLY REMODELED-GROUND FLOOR-LARGE LANAI-OCEAN VIEWS-AC-METICULOUS CLEANING

Reviews (61)

Book with confidence this newly remodeled 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7....

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

KBR #208 - 1 Bedroom/1 Bath Serene Ocean Front unit on Stunning Sugar Beach!

Reviews (123)

This beachfront one-bedroom / one-bath condo in North Kihei, Maui offers a serene and beautiful retreat on Sugar Beach. The unit features quality finishes such as granite countertops, tile flooring, and lovely furniture. Central A/C, a spacious bedroom with a king bed,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Hale Kamaole 344 Third floor condo, easy access to best beach on Maui!

Reviews (50)

Bright, airy corner unit with breathtaking ocean views and relaxing breezes – Enjoy an early morning cup of coffee with the native birds while overlooking the lush green vegetation of the Hale Kamaole complex and the sapphire ocean beyond. Our Maui Vacation condo sleeps...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Escape to "Heavenly Haven", our beautiful, by the sea, comfortable Condo

Reviews (121)

This is a gorgeous one bedroom, completely handicap accessible, and completely remodeled condo. Our condo is one of the best in Kihei Garden Estates with granite countertops, tiled floors, large flat screen TV, marble shower, air conditioning, expanded digital cable ,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Time Beach @ Grand Van Kleef

Reviews (95)

Our mission is to provide a tranquil and serene vacation spot where you and yours will truly relax.Aqua Bedroom: air-conditioner, dresser, queen bed, closet and bathroom adjoined. The decor is meant to entice you to sleep well and create magical memories – yes! ☺....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Maui Kamaole 2 Bedroom Corner Unit J101

Reviews (90)

Welcome to one of the rare ground floor 2 bed/2bath den units, offering extra side windows and even an extra lanai off the master bedroom. Indoor/outdoor living is what we love about our tropical home, with 3 lanais you can always find a quiet piece of paradise here....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Steps To The Beach, Ocean Views, Large Pool, Fun family area!

Reviews (169)

In beautiful Kihei, find your haven in this snug 1-bedroom condominium. Nestled just a short walk from the stunning Kamaole Beach Parks, you'll be steps away from the soft, golden sands and crystal-clear waters of Maui's picturesque coastline. Soak up the sun by the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!

Reviews (65)

DISCOUNTED RATES FOR LAST MINUTE OPENINGSWe appreciate your support as a small, self managed Maui family owned rental instead of renting from a large mainland management company. Experience island life in our luxury, spacious, one bedroom condo. Unit #22 is on the top...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Wailea, Hawaii

Koa Resort 2 Bed Ground Floor Condo -Air Conditioning

Reviews (180)

A rare low-density complex (only 54 units) on 5 acres of lush well manicured grounds with the largest private heated pool on Maui and the ocean that awaits you across the street! Fully air conditioned! The complex boasts private tennis courts, open tropical grounds for...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kihei, Hawaii

BEACHSIDE BUNGALOW REMDLD 2 BD/2BATHBATH GR FL WALKOUT SUITE -5 MIN FROM BEACH!

Reviews (48)

Aloha! . Maui Banyan is an ideal and popular vacation getaway, conveniently located in South Kihei, just a short walk away from the beautiful Kamaole Beach Park II (lifeguard-attended) and the nearby shops and restaurants. The grounds are beautifully landscaped &...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Romantic Maui Getaway! Direct Beach~Ocean Front! ~ Ground floor! Hotel Protected

Reviews (85)

ROMANTIC MAUI GETAWAY! DIRECT OCEAN FRONTWALK OUT YOUR LANAI DIRECTLY TO THE BEACH!Perfect for romantic excursions, honeymoons and anniversary's. Just bring your swimsuit and walk out your front lanai and be on Sugar beach in seconds. No railings, no stairs, no...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Ocean views at Kealia Resort on Sugar Beach!

Reviews (49)

Located on Sugar Beach, Maui's longest white-sand beach. With gorgeous views, this beautifully decorated, fourth floor, condo at the Kealia Resort beachfront complex is waiting for you! The six-mile stretch of beach, calm waters, and close proximity to town, make it the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Beach Gear Incl. Just add Sun & Fun. nA/C -Pool & BBQ -Free parking 🏖

Reviews (115)

It's where Beach days, Sunset swims, and Poolside BBQs are part of the daily plan.• Air Conditioning and Ceiling Fans• Walk to Charlie Young Beach• New Cleaning Crew on Deck• Your Prime Kihei Location• Private Pool, BBQ Area • Free Assigned Parking• Walk to Beach Parks...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kihei, Hawaii

Wailea Beach Villas PH504 - 2 Bedroom Ocean View Penthouse

Reviews (5)

Wailea Beach Villas Penthouse 504 enjoys 180 degree views of the Pacific Ocean, Kaho‘olawe, Molokini crater, and Lanai. This generous two-bedroom, two-bathroom condo provides over 1900 sq. ft. of living space, outdoor lanai, entertaining space, plus a den. Located on...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Wailea Ekolu Village 912 - 1 Bedroom Ocean View Condo

Reviews (5)

Wailea Ekolu 912 is a delightful one-bedroom, two-bathroom vacation rental that offers stunning ocean views and a relaxing retreat in the heart of Wailea. This beautifully designed condo features many eye-catching design elements, including wood paneling on the vaulted...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Wailea, Hawaii

Wailea Ekahi Village 3A - 2 Bedroom Garden View Condo

Reviews (11)

For a vacation condo that feels like a private home, select this two story residence with a sunken living room and cascading lanai. Four sets of sliding doors on the first floor provide garden views and invite tropical breezes into the open floor plan. The walk-through...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Makena Surf E105 Beachfront Resort - 2 Bedroom Oceanfront Condo

Reviews (16)

Welcome to Makena Surf E105, your ideal oceanfront getaway nestled within the luxurious Makena Surf resort, located on the pristine Po\'olenalena Beach. This secluded beachfront property offers the ultimate in tropical island relaxation, making it the perfect retreat...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Hotel-zoned Oceanview Oceanfront Penthouse! - Menehune Shores 619

Reviews (28)

This beautiful, tropical two-bedroom/two-bath condo is just a short 5-minute walk from the world-famous Keawakapu Beach!! Enjoy dreamy sunset strolls along the golden sands or start your day with a peaceful jog through paths lined with lush tropical flowers. Dive into...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Steps from Beach! - Luana Kai C210

Reviews (67)

This well-maintained, original two-bedroom, two-bath condo is located in the desirable Luana Kai oceanfront complex—just steps from five miles of breathtaking Sugar Beach! Take long strolls along the shoreline, watch for whales in the winter months, or relax in the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

#324-Oceanview Maui Condo - Sunsets and Whale Watching!

Reviews (5)

Welcome to Menehune Shores 324, your oceanfront oasis in South Maui featuring breathtaking sunset views and prime whale watching during winter months. This beautifully appointed 2-bedroom, 2-bathroom condo offers a spacious open floor plan with a fully equipped gourmet...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Discover Coastal Comfort: Oceanview Retreat at Kamaole Nalu #304

Reviews (17)

Kamaole Nalu #304 – Modern Ocean View Retreat in KiheiKamaole Nalu #304 is a beautifully remodeled two-bedroom, two-bathroom condo offering ocean views and modern island comfort. Located on the third floor of this oceanfront property, the condo provides an inviting...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Maui, Hawaii

Cozy Cute Condo Kihei Maui Vista Complex

Reviews (17)

Located in sunny South Kihei at Maui Vista Complex enjoy what this 1-bedroom condo has to offer. With a comfy king bed, WiFi, AC, 2 smart TVs, washer & dryer our guests can relax and unwind after a day at the beach. The "Beach Closet" at the entrance has everything you...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Kamaole Sands across from beach/entertainment

Reviews (7)

Great location! Near beaches, shopping, entertainment and restaurants. About 20 minutes from the airport. 15 minutes to Maui Ocean Center. 40 minutes to Lahaina. Take the Piilani Highway and you'll be on your way to Road to Hana and Haleakala. So pack your suitcase and...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Wailea Grand Champion Golf Villa 2 Bdr/2 Bath

Reviews (43)

New, new, new. Upgrades galore. Fresh paint, new tile, new furniture, flooring, electronics, beds, and more!Professional photos pending! Comfortable and spacious 2 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Golf Villas. A fully stocked...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Steps to the Beach! 3 Bedroom!

Reviews (157)

Enjoy the stunning scenery while lounging by the pool or grilling up a delicious dinner on the lanai. With spacious living areas, a fully equipped kitchen, and comfortable bedrooms, this vacation home has everything you need for a relaxing getaway.In addition to the...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Kihei, Hawaii

Gorgeous 2 Story Penthouse with Oceanview, Nearby Beaches, Dining & Shopping!

Reviews (10)

BRAND NEW LISTING!! **Professionally Cleaned, No-Contact Check-In and Check-Out Process**Welcome to Paradise! Ocean View 2 Bed, 1 Bath Penthouse Corner Unit, Across From Beach & Sleeps 6 PeopleThis top floor, penthouse unit is conveniently located at Kihei Alii Kai...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kihei, Hawaii

Wailea Ekolu Village 1406 | Gorgeous Views + Community Pool!

Reviews (5)

Welcome to Wailea Ekolu Village 1406, your serene tropical oasis nestled in the heart of Kihei, Hawaii. This stunning condo offers a tranquil retreat for up to 4 guests, with 2 bedrooms and 2 bathrooms ensuring ample space and comfort during your stay.As you arrive,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihel, Hawaii

Ma'alaea Surf #G-1 – Ground Floor Gem with Modern Comfort

Reviews (19)

Ma‘alaea Surf #G-1 – Rare Ground-Floor Ocean View RetreatWelcome to Ma‘alaea Surf #G-1, a rare ground-floor gem offering unmatched convenience and comfort. This beautifully remodeled two-bedroom, two-bathroom condo was fully renovated in 2023 to create a modern and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Maui, Hawaii

Majestic Golf Course & Sweeping Ocean Vistas at Wailea Ekolu 312

Reviews (22)

Wailea Ekolu #312 – Unforgettable Ocean Views & Island EleganceFind your private slice of paradise at Wailea Ekolu #312, a beautifully appointed one-bedroom, two-bathroom upstairs condo offering sweeping ocean views, golf course serenity, and the comfort of home in the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Maui, Hawaii

Tropical setting on the Wailea Blue Golf Course

Reviews (19)

Ekolu 1602 is a 2-bedroom, 2-bathroom condo on the second floor featuring amenities such as three private lanais, air-conditioning, and a washer/dryer. This unit comfortably accommodates up to 6 guests with a king bed in the master bedroom, a king bed in the guestroom,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Sugar Beach Resort Condo w/ Shared Grill, A/C-Beach Lovers Dream

Reviews (5)

Sugar Beach Resort 136Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Breathtaking Condo #3411: Your Ideal Maui Retreat Awaits!

Reviews (7)

Welcome to this breathtaking top-floor, Ocean View condo. Immerse yourself in the beauty of your surroundings while enjoying the utmost relaxation.Charley Young Beach, situated mere steps from the condo, showcases immaculate white sands and a family-friendly ocean,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihie, Hawaii

Gorgeous Luxury Ocean View 1 Bedroom Kamaole Sands 10-304

Reviews (10)

Book with us and come to Maui to explore everything we have to offer!Sought after building 10 third floor unit with large lanai lanai and ocean views. Constantly getting updated from the new owner with new TV's, new refrigerator, new lights. Air conditioning in both the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Menehune Shores #423 – Stunning Ocean Views and Relaxation Awaits

Reviews (7)

Menehune Shores #423 – Two-Bedroom Ocean View RetreatWelcome to Menehune Shores #423, a two-bedroom, two-bathroom condo offering sweeping views of the Pacific Ocean and the perfect balance of comfort and convenience. With modern finishes, split-duct AC, and an inviting...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Maui, Hawaii

Beautiful 3 Bedroom Condo with Ocean View, Pool, Walking Distance to Beach

Reviews (19)

Address for this Condo: 99 Walaka St. #15, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to beautiful Koa Kai 15! This upgraded 3 bedroom/2 bathroom condo is fresh, bright, clean and inviting. This condo has been recently...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

Gorgeous Beachfront Condo in Wailea with Private Lanai

Reviews (5)

*Please note Ekahi Village is a non-smoking community. Smoking is not permitted anywhere on property including patio/lanai, and all communal outdoor areas. Located in beautiful Wailea, the complex is just steps from Keawakapu Beach and walking distance to great...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

WEK 37C Getaway at Wailea Retreat w AC Pool Near Beach and Golf Course

Reviews (12)

Wailea Ekahi 37C Experience the Luxury of Wailea at Updated 1Bedroom Condo with Split AC Throughout and Comfortably Furnished and a Short Walk to South Maui Beaches FREE daily activities included with your stay value up to $956! Complimentary admission, every day of...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

MKO M106 Remodeled Condo w Den Pool AC Near Beach Dining

Reviews (5)

Maui Kamaole M106 Newly Remodeled 1Bedroom Plus Den with AC in South Maui, Across the Street From Beach, Minutes From Wailea, Near Boat Ramp, Shops, Restaurants Complimentary Activities, Every Day of Your StayEvery reservation with Maui Paradise Properties includes one...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Convenient to downtown Kihei, across famous Charley Young Beach, 3 pool, tennis courts (MV3407)

Reviews (21)

Hawaii Tax ID: TA-212-112-3328-01TMK: 390180030265This centrally located top floor unit gives you great partial ocean views with the amenities of a home away from home. Across the street from Charley Young beach makes it great for morning walks, evening sunsets and all...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Island getaway with pools, hot tubs, tennis, BBQs & easy beach access

Reviews (7)

Maui Banyan B204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A warm Hawaiian welcome awaits you at this tropical retreat on Maui's southwest shore! Complete with a private lanai...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Remodeled 1BR/2BA Ground Floor Condo: Steps from Kihei Beach, Dining & Shops

Reviews (15)

Ground floor 1 bedroom, 2 bath remodeled, tropical retreat across from favorite Kihei beach park and moments from nearby dining and shopping.Natural woods, green foliage, relaxing blues and a splash of Aloha print make this condo the perfect island retreat. Add in all...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Luxury 2-bedroom with ocean & fairway views, upgraded and beautifully decorated

Reviews (16)

Luxury awaits you in this beautifully upgraded 2-bedroom condo. Magnificent ocean and fairway views from this beachy unit with 1,056 square ft of living area and bonus lanai space. This is truly a beautifully remodeled and decorated unit!Once you enter this condo, you...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Oceanside Cozy, Clean, Casual Suite - steps to beach and amenities!

Reviews (18)

Simplicity with stylish comfort in this lock-off suite within the Mana Kai Maui Resort! ! Be ready for active days making Maui memories! Restore enjoying the surrounding grounds, beach, and amenities! We appreciate you supporting the economic recovery of Maui, its...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Maui Sunset Vacation Rentals B212

Reviews (10)

Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. New Flooring throughout 2023. Second floor means easy access to tropical gardens and the ocean beyond. Quiet...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Cozy 1bd Kihei condo steps to Kamaole Beach

Reviews (15)

Kihei Kai Nani 368 is a 1-bedroom, 1-bathroom condo located on the 3rd floor that offers 1 window A/C unit and can accommodate up to 4 guests. Please note that this condominium does not have an elevator. Enjoy the tranquil setting on your private lanai with a tropical...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

New Listing! 45 Seconds to Maui's Sugar Beach, Beautifully renovated Kihei Bay Vista B-102

Reviews (32)

Kihei Bay Vista B-102 is located just a 45 second walk to the longest stretch of white sand beach on Maui, this air-conditioned condo is fresh, newly updated, and completely furnished to host your romantic Maui getaway or family (up to four) adventure. Spectacular Sugar...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Top-floor condo with ocean-view balcony, central AC, washer/dryer, & shared pool

Reviews (38)

Pacific Shores A402Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tucked amid the mountains and ocean waters, this top-floor condo boasts beautiful views on either side of its...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Sugar Beach Resort Corner Unit | Ocean-View Lanai & AC | Heated Pool, Hot Tub

Reviews (19)

Sugar Beach Resort 512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Overlooking the Pacific, this 2BR/2BA condo has a spacious lanai for enjoying gorgeous sunset views and the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Kamaole Sands 7-104 | Steps From the Beach, Pool

Reviews (6)

Welcome to Kamaole Sands 7-104, a serene one-bedroom, two-bathroom vacation condo nestled in the lush, resort-style community of Kamaole Sands in Kihei, Maui. Set amidst 15 acres of beautifully manicured gardens, waterfalls, and koi ponds, this tropical escape offers...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

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