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.

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Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

Reviews (61)

Oceanfront Townhouse in Kihei on the beautiful island of Maui – Totally Renovated Aloha: We are the owners of Kihei Akahi A-102, a beautiful upscale Townhouse, steps from Kamaole Beach II in the wonderful and affordable Kihei Akahi development in South Maui, the...

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

Your Perfect Maui Getaway - Steps from the Beach with all the comforts of home!

Reviews (67)

NOTES: (1) Our condo development is zoned "HOTEL" and will not be impacted by any potential changes to short term rental rules/regulations. Your booking is secure with us! (2) VRBO adjusts our pricing automatically, if you are not seeing the nightly rate you were hoping...

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

Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach

Reviews (42)

Villa 5 at Villas By The Cove is a spacious 1 bedroom Villa Suite that boasts 180 degree ocean views from the living room and covered lanai. Newly remodeled, and conveniently located, this 700 sq. ft. 1 bedroom villa offers privacy and comfort set back in a tropical...

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

Wailea Grand Champions 27 - 2 Bedroom Golf Course View Condo

Reviews (2)

Nestled in the heart of Wailea, this charming Grand Champions residence offers a tranquil retreat that feels like your own private Hawaiian sanctuary. As you step through the door, you\'re immediately embraced by the warmth of island living and the thoughtful design...

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

Wailea Elua Village 2008 - 1 Bedroom Ocean View Condo

Reviews (2)

Wailea Elua Village 2008 is a luxurious vacation rental situated along the southern coastline of Maui in the desirable Wailea region. This elegant condo offers a serene retreat for travelers seeking a blend of comfort and natural beauty. The interior of this one-bedroom...

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

Wailea Elua Village 1303 - 2 Bedroom Oceanfront Condo

Reviews (6)

When vacationing in Wailea Elua 1303, you’ll feel pampered by the extra touches that await you in this suite featuring modern comforts throughout. For example, readers will enjoy the owner’s book selection and the individual, overhead reading lights in the master...

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

Wailea Elua Village 1103 - 2 Bedroom Ocean View Condo

Reviews (4)

Located within short walking distance to the beach and close to the on-property pickleball court and swimming pool, Wailea Elua 1103 enjoys the ideal spot for a Maui vacation. Upon entering, be struck by the large floor highlighted by a sunken living area that is...

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

Wailea Ekahi Village 3C - 1 Bedroom Garden View Condo

Reviews (2)

Wailea Ekahi 3C is a captivating vacation rental that offers a truly idyllic island getaway in the heart of Maui\'s picturesque Wailea resort area. Nestled within the lush, meticulously-maintained 34 acre Ekahi Village complex, this spacious one-bedroom, one-bathroom...

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

Wailea Ekahi Village 3B - Studio Garden View Condo

Reviews (2)

Nestled among the lush, tropical landscape, this studio is a perfect place to escape the hustle and bustle. Bring along that novel or take a refreshing nap after a day at the beach on the private lanai, secluded by tropical flowers. A writer\'s retreat! Recently...

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

Wailea Ekahi Village 12A - 1 Bedroom Ocean View Condo

Reviews (4)

Wailea Ekahi 12A is an exquisite vacation rental located within the desireable area of Wailea along Maui\'s southern coastline. This upgraded, split-level one-bedroom vacation rental offers a perfect blend of luxury and comfort, making it an ideal retreat for travelers...

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

Wailea Ekahi Village 11A - 1 Bedroom Garden View Condo

Reviews (4)

Wailea Ekahi 11A offers a truly exceptional and luxurious island getaway on Maui. Situated in the prestigious Wailea resort community, this spacious and elegantly-appointed condo provides the perfect balance of upscale amenities and serene tropical ambiance. As you step...

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

Royal Mauian 314 – Oceanfront Paradise in the Heart of Kihei!

Reviews (2)

Royal Mauian 314 – Oceanfront Paradise in the Heart of Kihei!Welcome to Royal Mauian 314, a beautifully appointed 2-bedroom, 2-bath oceanfront condo offering sweeping ocean views, modern amenities, and an unbeatable South Maui location. Perfect for families or couples,...

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

Maui is calling PARADISE!!!

Reviews (133)

This beautiful one-bedroom/one-bath condo is located just steps from the beach in the peaceful Luana Kai resort! Enjoy breathtaking sunsets, morning beach walks just 100 yards from your door, and stunning views of the west maui mountain framed by a large grassy park and...

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

Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach

Reviews (2)

Hale Wailana 3AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your charming retreat in North Kihei, a delightful 2-bedroom, 2-bath condo just 50 yards from the pristine...

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

Oceanfront 2Bd 2Ba Sunset Suite in South Maui

Reviews (12)

Unbeatable Location, Unmatched Views – Your Dream Vacation Awaits!Get ready to experience the vacation of a lifetime in this renovated 2-bedroom, 2-bath oceanview condo at Kamaole Nalu. With jaw-dropping views of the sparkling Pacific, this gem is the perfect blend of...

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

Gorgeous Oceanfront Remodel I Sugar Beach 210

Reviews (2)

*Professional Photos of the interior including a light refresh to improve this already beautiful condo to come shortly. Take advantage of the introductory pricing of this new listing while you can!Experience beachfront living at its finest in this gorgeous, fully...

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

Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea

Reviews (6)

Welcome to Wailea Ekolu 1514 - a spacious, two-story luxury condo designed for travelers seeking comfort, privacy, and jaw-dropping ocean views. This townhome-style villa boasts one of the most private floor plans in the community, with no shared walls and no unit...

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

HAK 210 Beach Getaway w/ Ocean Views 1BD Walk to the Beach, Steps to the Pool

Reviews (44)

Hale Kamaole 210 NEW LISTING Enjoy Ocean Views from the Lanai of this 1Bedroom,1Bathroom Kihei Condo, Walk to the Beach Steps to the Pool! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching...

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

MV 1106 Fully Renovated 1BD South Maui Condo Steps to the Pool Walk to the Beach

Reviews (2)

Maui Vista 1106 NEW LISTING Enjoy a Fun Filled Maui Getaway at this 1Bedroom, 1Bathroom Ground Floor Condo, Steps to the Pool, Walk to the Beach! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...

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

Oceanview Poolside Paradise – Maui Kamaole L-201 - Your Dream Island Escape!

Reviews (4)

Maui Kamaole, #L-201 – Modern Island RetreatEscape to Maui Kamaole #L-201, a beautifully remodeled 2-bedroom, 2-bathroom condo located on a scenic hillside in South Kihei. This spacious upper-level unit offers a tranquil atmosphere with tropical garden surroundings,...

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

Kamaole Sands 4-407 - Ocean Views, King Beds, Spacious Layout, Split-AC, Wi-Fi

Reviews (11)

Welcome to Kamaole Sands 4‑407 - a top‑floor penthouse condo where panoramic ocean and West Maui mountain views set the backdrop for your perfect island retreat. This spacious two-bedroom, two-bath vacation rental combines comfort, convenience, and an unbeatable...

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

🏝️Summer Deals-Beautiful Kihei Hideaway Studio Across the Beach🏝️

Reviews (2)

This Studio has been remodeled and furnished with modern furniture for your beach getaway. You have a view of the tennis court from the lanai, while enjoying your breakfast or morning coffee. The unit comes with air conditioner to keep you cool after a day at the beach....

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

PacSB303 Spacious Kihei 2BR w/Pool, AC & Steps to the Beach

Reviews (6)

Pacific Shores B303 NEW LISTING Enjoy your next amazing Maui Vacation at this 2Bedroom, 2Bathroom, Kihei Retreat. Steps to the Pool, Hot Tub, and Walk to the Beach! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of...

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

Oceanview Maui Condo - Steps from Kamaole Beach!

Reviews (4)

Escape to paradise at this charming 2-bedroom, 2-bathroom condo in the highly sought-after Maui Kamaole complex in South Kihei. Located just across the street from the beautiful Kamaole Beach III, this second-floor unit offers stunning ocean views, perfect for catching...

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

Menehune Shores 606 - Direct Ocean Front, Dramatic Ocean Views, Wi-Fi, Split AC!

Reviews (12)

Welcome to Menehune Shores 606, a stunning oceanfront 2-bedroom, 2-bath condo in North Kihei, offering breathtaking views and direct access to the beach. Located on the top floor, this light and airy unit features remote-controlled split-system A/C in every room,...

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

Escape to Serenity – Oceanview 1 Bedroom 2 Bath at Wailea Ekahi 48-E, Sleeps 4

Reviews (4)

Unwind in this gorgeous second-floor, 1-bedroom, 2-bathroom corner unit with breathtaking ocean views and lush tropical gardens right from your private lanai. "Serenity" offers the perfect blend of comfort and elegance, with bright natural light, vaulted ceilings, and...

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

3rd floor Kihei Studio, walk to shops, dining, & the beach!

Reviews (2)

Welcome to Kihei Akahi C320. This 3rd floor studio condo has a garden/Haleakala view with tropical foliage from the private lanai. Fully equipped and ready to host your Maui memories. The studio can accommodate 4 people and has in unit washer/dryer. Kihei Akahi is...

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

Spacious Maui Paradise Retreat-Across from 2 Fave Beaches MK-B202

Reviews (2)

Experience paradise in this fantastic 2-bedroom, 2-bath Maui Kamaole condo. Located in the coveted B building, closest to the main pool pavilion and pristine Kamaole beaches, this newly renovated vacation rental sleeps up to 6 guests comfortably.Highlights:• Prime...

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

New Listing unit 526 | Ocean View Beachfront At It's Finest

Reviews (2)

Enjoy sun-soaked beach days and relaxing balmy evenings at this fifth-floor 2BR/2BA Menehune Shores condo. Your rental offers a prime location on the left side of the building, with beautiful ocean views.Take a dip in the pool, or explore the protected lagoon directly...

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

Oceanview 2BR/2BA Condo: Steps from Beach, Pool & Tennis | Kihei Paradise

Reviews (4)

Experience the ultimate Maui getaway in this stunning 2-bedroom, 2-bathroom corner unit at Maui Vista Resort in sunny Kihei. Perfect for families, couples, or friends seeking a tropical escape. Condo Highlights:*Breathtaking ocean and sunset views from private...

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

Wailea Ike by AvantStay | Walk to the Beach | Balcony w/ Views

Reviews (2)

Pack your swimwear and prepare for an unforgettable getaway at this newly renovated condo, where every morning greets you with stunning balcony views of lush landscapes rolling down to the ocean. This condo is within walking distance of the beach, the Wailea shops,...

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

KBM Resorts | FREE CAR | Wailea Elua | 2-Bedroom Condo Condo with Luxury Amenities! WEV-2009

Reviews (4)

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

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

Hale Kamaole 115 Ground floor condo, easy access to best beach on Maui!

Reviews (2)

Cozy one bedroom condo with Garden View, located near pool and main office. Hawaiian style rattan furniture in front room, as well as Hawaiian decor throughout the unit - creating a beautiful Maui Oasis. Queen bed in bedroom, along with Air Conditioner and fresh linens....

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

Luxurious oceanfront, walking distance to cafes, restaurants, and shopping!

Reviews (14)

Nothing beats the view from the Lanai in this Sandy Paradise. Imagine spotting turtles and waves before you even leave the place! You'll do it while enjoying the luxury of a hotel and coziness of home!You are centrally located in South Kihei, with access to many beaches...

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

Vacation Retreat at Kamaole Sands, Steps from Kamaole Beach III!

Reviews (11)

Experience a rejuvenated retreat at Kamaole Sands, ideally located just steps from the stunning Kamaole Beach III in South Kihei, Maui. Our recently refreshed rental condo is designed to provide a clean, light, and bright atmosphere, featuring a new king-size mattress,...

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

3 Bedroom Condo in the Heart of Kihei Across From Charley Young Beach

Reviews (14)

Escape to paradise at our luxurious 3-bedroom, 3-bathroom condo at Pacific Shores. This spacious retreat offers AC in all rooms and ample space for families or groups, with all brand new in 2024 beds including two plush queen beds and two twin beds that can be converted...

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

Large 2 Bed 2 Bath in Gorgeous Maui Kamaole Complex South Maui

Reviews (2)

Perfectly perched on the second floor, our vacation rental offers a serene retreat elevated above the ordinary. Upon arrival, conveniently park your vehicle in the space directly in front of the property. A welcoming staircase leads you to the entrance of the condo,...

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

KAS 4413 Remodeled 2BD Beach Retreat Across Beach w Pool AC

Reviews (9)

Kamaole Sands 4413 Remodeled Coastal Style 2 Bedroom, 2 Bathroom Beach Retreat Across the Street from Kamaole III Beach Park in Kihei! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching...

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

Beautiful Modern Remodeled Maui Banyan

Reviews (4)

Discover Maui at Maui Banyan P103 apartment, a charming 1-bed, 1-bath condo steps from Kamaole Beach Park II. Conveniently on the first floor, it hosts up to 4 guests. Relax on the lanai amidst lush greenery, stroll to the nearby beach for breathtaking views. Stay cool...

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

Large 2BDR/2BA 3rd floor condo overlooking a private snorkel beach

Reviews (4)

Immerse yourself in the breathtaking views of this luxurious 1062 square foot 2 bedroom 2 bathroom condo located on the Makena coast of Hawaii. The primary bedroom features a luxurious king-sized bed that is perfect for winding down after your days of exploration and...

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

Breathtaking ocean and fairway vistas from this top-floor condo!

Reviews (54)

Views! Views! Views! Experience breathtaking ocean and fairway vistas from this top-floor unit. This spacious condo features a generously sized living room, a cozy primary bedroom, and two full baths. Whether you're marveling at sunsets over the expansive 2nd fairway or...

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

Charming ocean-view condo with spacious lanai & pool

Reviews (4)

Island Surf 512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property is hotel zoned, ensuring short-term rentals are permitted. Future rental operations are not impacted by...

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

Budget Friendly - Kihei Akahi C-608, Ocean Views, Short Walk to Kamaole Beach II

Reviews (24)

Step into Kihei Akahi C-608, your dream island retreat, where every detail is designed to create the perfect Maui vacation experience. This top-floor, 1-bedroom getaway offers serene ocean views, upscale comfort, and a welcoming space for both relaxation and adventure -...

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

Magnificent ocean-view condo with golf, pool, balcony, & grilling area

Reviews (8)

Kauhale Makai Penthouse 607Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy spectacular views of daily sunrises and sunsets when you book a stay at Kauhale Makai Penthouse 607!...

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

Charming Studio at Maui Banyan Resort - Walk to Beach, Pools, AC, Beach Gear

Reviews (12)

Are you ready for the ultimate island getaway in this beautiful studio, located in the heart of Kihei at the highly sought-after Maui Banyan Resort? Just a 5-min walk from the world-famous Kamaole II Beach, you'll be surrounded by soft white sand, clear turquoise...

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

Maui Kamaole i210 - Ocean View and Whales!

Reviews (2)

Unwind on one of two private lanais while taking in the stunning ocean views. The interior is fully equipped with all the comforts of home, including a fully stocked kitchen, comfortable furnishings, and a spacious living area. After a day of exploring Maui, relax in...

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

Beaches & Sunsets-Heart of Kihei

Reviews (2)

The Absolute Best Location in all of Kihei!!! Our condo's central location makes it the perfect place to explore the rest of the island. The best part of the location is that it is right across the street from a couple of beautiful secret beaches and coves, where you...

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

Maui Parkshore 409: Have fun in this two bedroom, two bath Ocean View condo.

Reviews (2)

Have fun in this two-bedroom, two-bath Ocean View condo. Conveniently located in South Kihei, there are shops and restaurants just a block away. There is a popular beach park across the street and other beautiful beaches are just a short walk or drive away. There is a...

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

Spacious 2BR/2BA Kihei Ali'i Kai B108: New Updates, Dual Lanais, Walk to Beaches

Reviews (9)

This beautiful 2 bed, 2 bath condo is conveniently located right up the street from dining, shopping and favorite beaches. New updates including New AC throughout and gorgeous new furnishings help make B108 the perfect home base for your Maui Vacation of a lifetime!Dual...

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

Kamaole Sands Condo with Garden View , walking distance to beaches and shops

Reviews (2)

One bedroom, two bath, non-smoking condo has a great location in one of Kihei's best condominium complexes., has a large pool, a child’s pool, two jacuzzis, workout facilities and free WiFi . The condo is fully furnished with all linens, complete kitchen including all...

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

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