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 A108:nKamaole Beach II Ocean View Town House directly across street.

Aloha and welcome to Kihei Akahi. This is a charming townhouse located in South Kihei, Maui. This beautiful townhouse is located across from Kamaole Beach II, one of south Maui’s prettiest white sand beaches. The unit has a wonderful ocean view which can be seen from...

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

Roomy Maui Suite w/Loft, Relaxing Lanai, Kitchen Ease, WiFi–Kamaole Sands 10408

Work out on the tennis courts, and then loosen up in the jet spa. Enjoy the poolside Mai Tai party before savoring a home cooked meal on your lanai. This air-conditioned 1,102sf villa features a full kitchen, WiFi, flat screens, washer/dryer and ceiling fans. Sleeps 6...

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

Maui Hill 99: Cozy 2BD/2BA Condo with Garden Views & Near Top Beaches

Enjoy exclusive offers for all new reservations booked on or after October 13, 2024! Choose from one of the following promotions to enhance your stay:Book 5 nights, get the 6th night FREE!Complimentary late check-out for added relaxation!Stay now and receive a FREE...

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

Located on 6 miles of oceanfront sandy beach

This beautifully updated, Central air-conditioned, ocean-view one-bedroom condo is located on the fifth floor at Sugar Beach Resort on the stunning shores of North Kihei at Sugar Beach. Enjoy early morning beach walks on one of the longest stretches of sand in all of...

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

OCEANFRONT PROP - Sleeps 6 - Just $419! Kihei Sands Beachfront Condos - B15

Escape this Winter, where warm trade winds & SPECTACULAR Whale Season views await! Take advantage of our EXCLUSIVE Winter Rates starting now until March 2026!Aloha & welcome to Condo B15, a 4-BEDS / 2-BATHS townhouse-style home on the 2nd level (no elevator) at Kihei...

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

Maui Sunset Vacation Rentals B514

The Maui Sunset is famous for its manicured lawns and ocean front location, the wide V shape of the two buildings assure everyone is looking towards the ocean. BUT this condo is on the top floor and closest one bedroom to the ocean. Only the 2 bedrooms are closer. I...

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

Hotel-zoned Oceanview Oceanfront Penthouse! - Menehune Shores 619

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

Wailea Ekolu Village 912 - 1 Bedroom Ocean View Condo

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

Maui Parkshore 312: Ocean View 3rd floor 2 bedroom condo in South Maui for 6

Enjoy the ocean views from this 2-bedroom, 2-bathroom S. Kihei vacation rental. This vacation rental features new tile flooring in the common areas. Enjoy preparing meals in the remodeled kitchen with bamboo cabinets, granite countertops, and stainless-steel appliances....

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

One Bedroom Partail Ocean View Deluxe Luana Kai Resort B210

Condo B210 is a Deluxe, 1 bedroom, 1 bathroom, partial ocean view lodging with a queen sized bed. It has cool stone tile floors in a variety of light earth colors. It has a modern kitchen, with canned lighting, and a large curved bar with high comfortable seating....

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

15% Instant Spring Savings! 4/1/25-5/31/25! AC, Pool, Family Friendly ~ Koa 4G

Koa Resort 4G | Maui Beachfront Rentals | Beautiful 3-Bedroom Conveniently Located. Private 2nd floor unit and loft at the Koa Resort - directly across the street from Kalepolepo Beach Park in Kihei. Main floor includes a spacious living room, full kitchen with island,...

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

Breathtaking ocean views, serene backdrop

Kihei Beach 508 is a 1-bedroom, 1-bathroom, 5th-floor oceanfront condo that is well appointed and beautifully decorated in Hawaiian theme. Unit 508 can accommodate up to 4 guests. An elevator is available for easy access. The kitchen is remodeled and features custom...

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

Gorgeous Luxury Ocean View 3 Bedroom Kamaole Sands 10-115

Book with us and come to Maui to explore everything we have to offer!Sought after building 10 nicely remodeled unit with cherry cabinets and granite counters in the kitchen and both bathrooms. The kitchen is fully-equipped with stainless steel appliances. The spacious...

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

Maui Sunset Vacation Rentals B304

Comfortable relaxing interior when you are not enjoying the resort amenities or relax on your private view lanai view deck. Free WIFI in the B304 and at the pool.Condo B-304 has the view and privacy that guests love. We supply a starter set of shampoo, conditioner, and...

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

Koa Resort #5F 4-bedroom 3-bath, Ground Floor, CLOSEST TO BEACH!

This 4-bedroom, 3-bath ground-floor end unit is tropically decorated "Island Style" and is available for your Maui vacation! This spacious condo is conveniently located just 40 feet from the entrance to the swimming pool and hot tub. Koa Resort 5F also boasts the...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Kihei, Hawaii

Kamaole Beach Royale 301 ~ 3 bedroom

Located in the heart of Kihei. Freshly remodeled. With lots of cool, fresh Maui breezes coming through this unit, you will can truly enjoy the feel of Maui. This unit has an amazing 1380 square feet, which includes a double lanai off the living room and master bedroom...

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

Maui Kamaole Condo w/ Private W/D, Shared Pool/Hot tub-Beaches and Beyond

Maui Kamaole C210Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at Maui Kamaole, located just minutes away from the three sunny Kamaole beaches. Kamaole...

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

Stunning Remodel - Maui Kamaole I-201

Welcome to your serene escape at Maui Kamaole! This beautifully designed and recently fully remodeled 2-bedroom, 2-bathroom condo is situated on the second floor of the I building, right in the heart of Kihei. Boasting split A/C for ultimate comfort, this end unit is...

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

Tranquil Ground-Floor Retreat: Wailea Elua 105, Set in an Enchanting Property

Wailea Elua #105 – Ocean View Luxury and Secluded Serenity in the Heart of WaileaWelcome to Wailea Elua #105, a beautifully remodeled 2-bedroom, 2-bathroom ground-floor ocean view condo perfectly positioned at the peaceful southeast corner of Wailea Elua Village. This...

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

Condo in great locale with grill, pools & hot tub

Maui Kamaole I219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...

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

Pool View from the 2nd floor with the Great Values this Season!!

Kihei Bay Vista condominium is just across from Kalepolepo Beach and the Whale Foundation. This complex has a lovely pool, hot tub and gas barbecues as well as well maintained tropical landscaping. This property is centrally located to shops, restaurants, activities and...

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

Maui Kamaole L209: 2 Br Loft condo. Walk to Kamaole Kam III Beach Park

PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Located on the second floor, this two-bedroom condo features two full bathrooms and a loft bedroom. The loft bedroom has a queen bed and a full...

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

Upper floor with quiet location A402

Located on the 4th floor, watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Quiet location features large private view deck and renovated interior. Doesn't get any better. Large private condominium apartment at...

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

Ground floor oceanfront, walk out to beach

Hawaii Tax ID: TA-033-744-4864-01​​​​​​​TMK: 390080030037This tastefully decorated one bedroom Hale Kai O'Kihei 118 condo is located right on the beach in North Kihei. You will love walking out of your door right onto the white sandy beach. This condo will...

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

Oceanfront Retreat Stunning Views - Makena Surf F-107 - Amazing Snorkeling!

Makena Surf #F-107Discover F-107: Makena Surf's most exclusive marine sanctuary experience. With unparalleled proximity to the ocean, this oceanfront residence is uniquely positioned on a dramatic ancient lava lae in the resort's premier F-building - the closest luxury...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Makena, Maui, Hawaii

Wailea Grand Champions 27 - 2 Bedroom Golf Course View Condo

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

Beautifully Renovated Grand Champions! Ground Floor! Grand Champions 139

Incredible Renovation! Kick back and relax on your own private lanai and take in wonderful garden views, with some ocean and mountain views. Feel the wonderful trade winds and take in the aroma of the beautiful Plumeria trees and Hawaiian foliage. This spacious...

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

Tropical & Serene Garden Vistas

Summary:Newly remodeled 1 bedroom, 1 bath ground floor condo. Located directly across from the beach in warm & sunny Kihei. Nestled in the exclusive and desirable Kihei Resort, you will be embraced in the lush & tranquil landscaping. We provide beach chairs, umbrellas,...

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

Wailea Elua Village 1103 - 2 Bedroom Ocean View Condo

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

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

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

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

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

Kamaole Sands Unit 2-205: Spacious & Tropical 1 Br Garden View Suite

Furnished with typical Hawaiiana flair this one-bedroom, 2 bathroom Maui vacation rental is conveniently located across the street from Kamaole Beach Park III. This S. Kihei vacation condo features an updated kitchen and bathroom with extensive use of gorgeous marble....

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

Wailea Ekahi Village 11A - 1 Bedroom Garden View Condo

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

Maui Sunset Vacation Rentals A512

Expansive views of grounds and ocean from top floor. Maui Sunset Vacation Rentals condo A512Watch 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, on the 5th floor....

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

Top Floor, 360 deg Ocean View, Totally Remodeled, 2-bed 2 bath with split AC

Welcome to our exceptional short-term rental unit, perched on the top floor with breathtaking 360-degree ocean views from the expansive lanai. Recently remodeled in August 2023, this unit offers a seamless blend of modern comfort and coastal tranquility, ensuring an...

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

Spectacular Ocean View From Your Own Lanai.

Our popular ground floor condo at Hale Kai O'Kihei is approximately 100 feet of grassy area to the sandy ocean edge with no roads in between. Just a convenient few steps to ocean activities and to walk the beach for miles in either direction. Your camera will be...

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

Charming ocean-view condo with spacious lanai & pool

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

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

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

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

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

Golf course-front condo with outdoor pool, hot tub, central AC, & free WiFi

Wailea Grand Champions 149Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy your very own paradise on earth at this family-friendly, golf course-front condo! It's perfect for a...

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

Haleakala Shores B205~ Spacious 2 bedroom, 2 bath, across from Kamaole III

Haleakala Shores- Relaxing two bedroom, two bath condo - just across the street from Kamaole Beach Park III and easy walking to shops and restaurants. Features a queen size bed in the master and two twin beds in second bedroom. Each bedroom has an en suite bathroom....

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

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

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

Wailea Ekahi Village 12A - 1 Bedroom Ocean View Condo

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 Elua Village 1303 - 2 Bedroom Oceanfront Condo

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...

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

PURELY*BEAUTIFUL OCEANVIEW*FULLY RENOVATED

Watch the striking Maui sunsets from your private, partial ocean view lanai (terrace) on the fourth floor of this updated, and centrally located condo. There is no better place to enjoy your morning coffee, a happy hour cocktail or an evening glass of wine. Come bask in...

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

Stunning Ground-Level Oasis W/ Breathtaking Oceanfront Views - Wailea Elua 1403

Wailea Elua #1403 – Ocean View Elegance Just Steps from the BeachDiscover beachfront luxury and refined style at Wailea Elua #1403, a completely rebuilt ground-floor condo offering unobstructed ocean views and a front-row seat to the best of Wailea. Thoughtfully...

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

Direct Beachfront Newly Remodeled!

Hosted by VacaMauiWe chose Nani Kai Hale due to it's fantastic beachfront location directly on Sugar Beach. Sugar Beach 3 is a beautiful white sand beach which is popular for swimming, snorkeling, and boogie boarding. The unit was finished being completely remodeled...

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

Maui Sunset B118~ 1 BR, 2 BA, Located by the Pool, Fun!

Ocean view, fully renovated one bedroom, two bath ground floor unit, conveniently located near the ocean side of the property. Beautifully designed renovation,includes everything you could possibly need. Condo has a queen size bed, sofa sleeper, plus an extra daybed,...

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

Kihei Ali'i Kai D-207

Welcome to Kihei Ali'i Kai D207. This ocean view 1 bedroom, 1 bathroom condo has everything needed to make your Maui memories special. Located in a prime South Kihei location, walk to Kamaole I & II Beach Park, shops, dining, activities, & more. This complex offer...

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

KR607 - Great Top Floor Condo with Ocean/Bay Views - Ocean/Beach Access!

Welcome to the sixth-floor condo, where comfort and relaxation await. As you enter, the spacious living room immediately captures your attention with its charming furnishings, TV, and refreshing AC. The tasteful decor and modern art pieces create a welcoming atmosphere,...

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

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