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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New Listing! - Wailea Ekahi 39E - Luxurious Ocean View Condo, Split AC!

Welcome to Wailea Ekahi 39E, a beautifully appointed one-bedroom, two-bath condo offering breathtaking ocean views and the perfect blend of comfort, style, and convenience. Whether you're planning a romantic retreat, a peaceful solo vacation, or a productive remote work...

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

Stunning OCEAN-VIEW Condo #C108 – Across the BEACH from Kamaole One Beach!

Escape to paradise in this gorgeous, newly remodeled condo at Kamaole Beach Club (#C108)! Located right across from the beach, this luxurious ground-floor unit offers breathtaking ocean views, upscale finishes, and an unbeatable location in the heart of South...

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

🏝️SUMMER Special - Your Maui Getaway-Walk to the Beach, Pool, Hot Tub🏝️

Our beautiful home away from home is 'Your Perfect Maui Getaway,' a charming one-bedroom, one-bathroom condo nestled in North Kihei. Located in Kihei Resort, a small boutique condo complex with free parking and no resort fee. It is just a short stroll to Kalepolepo...

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

On the Beach! Kihei Sands Beachfront Resort, Unit A1

Kihei Sands is a Direct Beachfront complex, Popular Unit A1 - An Amazing Location!Aloha & E Komo Mai to our beautiful Condo, Unit A1~We purchased and completely renovated A1, we love spending time here as a family! Since we are new to the condo rental experience, we do...

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

G204 | Tropical Paradise | Beachy Kihei Surf Bungalow

Welcome to your perfect Maui getaway at this beautifully updated 2-bedroom, 2-bathroom condo in Kihei Garden Estates. The contemporary "surf shack" design creates an authentic Hawaiian atmosphere, featuring a spacious loft primary bedroom with a plush king bed and...

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

Polo Beach Club 801 - 2 Bedroom Oceanfront Condo

Perched on the top floor, this vacation home offers breathtaking views and a touch of sophistication. The spacious kitchen, featuring a central island, provides ample room for culinary creativity while allowing you to enjoy the company of guests in the open living area....

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

Tropical Garden View at a Beach Front Property-Kihei Kai Unit 21

Condo #21 is a garden view unit located on the upper level. Enjoy the surrounding tropical foliage as you relax on the lanai. The kitchen has been beautifully remodeled and fully equipped with modern appliances, dishes and cookware. This condo will sleep 4 comfortably...

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

Kihei Beach Retreat: Ocean Views and Sandy Feet!

Experience Maui's charm in our 2-bed, 2-bath condo, directly managed by us for a personal touch. Just steps from top beaches and snorkeling, with stunning ocean and West Maui Mountain views. Enjoy our resort-style amenities including a pool, hot tubs, game room, and...

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

Top floor condo with ocean & mountain views. Ask about last min discounts! <br>

Breathtaking ocean and majestic Haleakala mountain views. This is a highly sought after, beautifully updated two bedroom, two bathroom condo. The Maui Banyan is prime location - across the street from the soft sand of Kamaole Beach 2. This white sandy beach is perfect...

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

Grand Champions Villas 125, AC, King size Bed, close to Maui's best beaches!

We are located in the heart of Wailea at the Grand Champion Villas, close to Maui's best beaches and within walking distance to great restaurants, the Shops of Wailea and surrounded by Championship Golf Courses. Grand Champions is a serene 12-acre park-like resort next...

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

Sweeping ocean views from this beautiful top floor oceanfront unit!.

Recently remodeled, unit 602 has everything you need to enjoy your stay on Maui. When you stop gazing at the ocean you will notice the comfortable furnishings, colorful decor, well equipped kitchen with skylight and other amenities that guarantee our guests a wonderful...

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

Top Floor OceanFront Remodel I Menehune Shores 612

Enjoy expansive ocean views from the lanai at this bright and beautifully remodeled oceanfront one bedroom in the heart of Kihei town.Take a dip in the heated pool, or enjoy long walks and a swim at the protected beach just steps from the condo. The lanai is perfect for...

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

Sugar Beach #131: Front-row views, salty air & instant beach access—pure Maui!

SUGAR BEACH RESORT, #131Welcome to Sugar Beach Resort #131, a beautifully upgraded ground-floor condo with direct beachfront access and spectacular ocean views. Perfectly located in North Kihei, this unit offers the rare convenience of stepping directly from your lanai...

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

Wailea Grand Champions 31 - 2 Bedroom Golf Course View Condo

Wailea Grand Champions 31 is a recently updated vacation rental that offers a perfect blend of comfort, style, and convenience in the heart of Wailea. This two-bedroom, two-bathroom condo features modern upgrades including granite countertops, new cabinetry, and...

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

Beachfront Mana Kai Maui Unit #502

Summary:Premium ocean front condo with the best location (2nd unit from the ocean end of building), on the best beach, and the best part of Maui - the Mana Kai. Located at the north end of Keawakapu Beach, you've got a mile long beach and some of the safest swimming and...

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

180° Ocean views • Luxe condo • Steps to Beach

Enjoy panoramic ocean & sunset views year round from, Kihei Lani, a 5th floor luxury condo that artfully blends contemporary design, modern amenities and island style. Full, whisper quiet AC in all rooms! Ideally located in Kihei, the condo is right across the street...

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

Renovated 2 bd condo steps to Kihei beaches

Haleakala Shores A410 is a 2-bedroom, 2-bathroom with a split air conditioning system and 2 master ensuites and can accommodate up to 6 guests. This 4th-floor haven of unparalleled luxury and comfort has been meticulously crafted to enhance your Maui getaway. Recently...

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

Superior 1 Bed Bright decor Part ocean view King Bed No risk of zoning change

The Kihei Akahi, opposite Kamaole II Beach Park is a fantastic property for both couples and families. Mere steps from the beach, the property features 2 pools, 2 barbeque and picnic areas, tennis courts, beautifully landscaped gardens, ample parking and onsite...

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

1BEDROOM/2BATH Downstairs Condo in Wailea Ekahi Village #46A -- Locally Owned

Retreat and relax in this comfortable, serene, light and airy, completely remodeled unit. This ground floor unit in the quiet, beachfront Wailea Ekahi Village won't ask you to carry your bags up a single step, while still providing a private and open environment....

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

Wailea Grand Champions 43 - 2 Bedroom Garden View Condo

Wailea Grand Champions 43 is a stunning vacation rental nestled in the heart of Wailea, offering a luxurious escape with breathtaking views and unparalleled comfort. This elegantly designed property is ideal for those seeking both relaxation and adventure on the...

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

One-of-a-Kind Maui Getaway!

The Butterfly Home | Maui, HawaiiThis estate is more than a home—it is a vision brought to life by its architect-owner as a personal passion project. Designed with Maui’s natural beauty as the muse, every detail reflects an intention to blend art, architecture, and...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 kihei, Hawaii

Spacious unit located in Maui Hill Resort+Netflix&more

Welcome to an upscale neighborhood. Aston Maui Hill in the heart of Kihei right next to Wailea. We offer you an entire place. There's one bedroom with king bed the master bed has an attached bathroom and balcony and there will be another queen bed in the living room...

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

Renovated beachfront with gorgeous ocean views! Luxurious and family friendly!

(See Video Below) Upgraded, with ocean and garden views, direct beach access, patio and luxury amenities to make this your most memorable vacation! Minutes from Shops at Wailea! Family friendly and serene! Just bring your swimsuit and flip flops because we have you...

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

In the Action! Ground floor steps to ocean view pool

Located near the pool area, easy access to BBQ's, pool and beach. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private patio. Condo has a dedicated free wi-fi internet router providing high speed internet for those who wish...

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

Renovated Studio Steps from the Beach & Pool - A/C

Relax at our newly remodeled condo for an unforgettable Hawaiian vacation: ✓ Right across the street from Kamaole Beach II✓ King bed + blackout curtains✓ 2 pools + 2 hot tubs + BBQs + reservable tennis court✓ Beach chairs, umbrella, cooler, and beach towels✓...

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

Updated Kamaole Sands Condo

Desirable Kamaole Sands condo - across the street from Kam III beach. Great walkability – restaurants, groceries and amenities nearby. The home has been recently updated and refurnished to make for an enjoyable stay – new mini-split a/c, refreshed bathrooms, updated...

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

Wailea Ekahi Village 10F - 1 Bedroom Garden View Condo

Wailea Ekahi Village 10F is a premier vacation rental located in the heart of Wailea, Maui. This one-bedroom, two-bathroom condo is part of the Wailea Ekahi Village, a low-density community set across 34 acres of meticulously landscaped tropical gardens. The condo...

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

"Sunsational" Penthouse-Grand Ocean Views in TopSpot over Beach-for Two to Four

NEW Christmas week opening now available! Enhance your island experience with breathtaking views at every turn while enjoying lavish extras and carefree upscale comforts in this exceptional private oceanfront penthouse! Overlooking its crescent shaped beach, this...

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

THE Best Ocean Views! Modern, Beach, Pool, Whales, Views! Video Tour!

**Welcome to Kihei Holiday #220 – Your Oceanview Retreat in the Heart of Maui**Indulge in island living at **Kihei Holiday #220**, a newly renovated, top-floor condo offering panoramic ocean views, elegant design, and the laid-back charm of South Maui. Perfectly...

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

STUNNING REMODEL-LARGE LANAI-AC THROUGHOUT-WELL EQUIPPED-METICULOUS CLEANING

Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands that was just remodeled as of February 2018. Everything in the condo is brand new and finished with high end materials. This condo is managed by PMI Maui, a local Real Estate Brokerage that...

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

Unrivaled S Kihei Maui location! Walk to it all!

This home away from home contains everything you will need for a memorable getaway— including beach chairs, cooler, umbrella, beach towels; fully stocked kitchen including NEW dishwasher and refreshed cabinets and lighting; beach vibe abounds in the living/dining room...

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

Experience the Magic of Maui at Ekahi 13C

Our remodeled and continually updated South Maui condo sleeps up to four guests and has a lovely greenbelt & ocean view in a very private setting close to one of Ekahi Village's 4 pools. Ours is the perfect place to find the peace and tranquility that is Maui.This...

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

Maui Sunset B112 Ground floor one bedroom

Ground floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck and renovated interior. New Flooring throughout 2023. Doesn't get any better. Large private condominium apartment at the resort condominium complex...

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

Maui Sunset Oasis- Top Unit w/AC

A stunning oceanfront sunset condo in Kihei! This updated top unit 2-bdr, 2-bath with AC offers stunning sunsets from manicured grounds. Step onto the private lanai to unwind and enjoy panoramic ocean views! Take a dip in the pool or stroll to two beautiful beaches....

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

5D - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!n

Hawaii Tax ID: W66713090-01 Oceanfront complex, one-bedroom, two-bath, 2nd floor corner unit. This unit was offered as a rental beginning in 2016. SEE OUR MANY REVIEWSQuiet location. NO TRAFFIC NOISE (you are in paradise there should be none), very close to beach and...

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

Wailea Grand Champions 71 - 2 Bedroom Golf Course & Partial Ocean View

Wailea Grand Champions 71 is a beautifully updated ground-floor vacation rental that offers both fairway and ocean views from the living room and private lanai. This spacious two-bedroom, two-bath condo comfortably accommodates up to six guests, providing ample room for...

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

Maui Sunset A415: 1 BR, 2 BA Condominium in Kihei, Sleeps 5

Condo rental on the beach in sunny Maui, Hawaii. Condo A415 has one of the best locations for views of the ocean and Maui vistas.Great location, one bedroom two bath ocean view. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot...

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

Modern and Relaxing Oceanfront Vistas

Summary:Bright, modern, and spacious. Complete remodel in May 2022! Thoughtfully designed to elevate your experience with us. This one-bedroom, one-bathroom condo features luxurious touches throughout paired with beautiful ocean views. Located in the sunny and vibrant...

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

'Best Vacation Ever' Say Our Guests! Special May Rates

You will love this luxurious, air conditioned, two bedroom, two bath, 1300 square foot Villa! Fully furnished, with its own spacious, private dining lanai, this unit was completely remodeled in 2020. It is immaculate, impeccably maintained and cleaned to the highest...

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

Luxury at its Best with Big Ocean Views!!

Aloha & welcome to the Wailea Diamond Suite at Ekolu Village #305!The moment you step through the door you’ll know you’ve come home to luxury in this elegant 2 bedroom, 2 bath condo. Each bedroom features its own unique bath, private lanai sanctuary, ambient...

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

Wailea Grand Champions 73 - 1 Bedroom Partial Ocean View Condo

Wailea Grand Champions Villa 73 is a recently renovated vacation rental that offers a perfect blend of luxury, comfort, and stunning views in the heart of Wailea, Maui. As you enter the villa, you\'re greeted by a bright and spacious great room, ideal for relaxation...

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

ONLY $129 ...... LUXURY CONDO SPECIAL ***TOTAL REMODEL*** Bldg 1

OCEAN VIEWBOOK WITH US TODAY! BEST REMODEL in MAUI VISTACompletely gutted with NEW EVERYTHING!!!Tigerwood Hardwood Floors, Italian Tile, Travertine, Fresh Paint, Ceiling Fans, All New Furniture, New Mattress and Box Spring, Bed Linens, Towels, Custom Cabinets, Stainless...

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

Spacious 2-story condo with Maui views

Maui Kamaole J212 has split A/C units in the living area and each of the bedrooms. This two story, 2-bedroom, 2-bath spacious condo is situated on the 2nd floor and this property does not offer an elevator. J212 can accommodate up to 6 guests when using the queen sized...

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

Dog-friendly condo with furnished lanai & washer/dryer plus pool & tennis

Hale Kamaole 249Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This second-floor retreat is a bright and open oasis located just steps from the ocean! Enjoy evenings watching...

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

Kamaole Beach Royale

E. Mono Mai ! Welcome to Kamaole Beach Royale, unit 509 ,our home away from home. Across the street from Kamaole 1 ! 5th floor condo with a spectacular view right from the Lanai. Viewing the neighboring islands and the beautiful ocean while enjoying your special drink....

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

Stunning Oceanfront Condo With New Central AC System-Makena Surf Resort #F-102

Makena Surf F-102Welcome to Makena Surf F-102, a luxurious ground-floor condo in the exclusive Makena Surf Resort. With its prime beachfront location in South Maui, this gated community offers natural beauty and sweeping views of Molokini, Kaho'olawe, and the Pacific...

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

Quiet & Private S. Kihei 1BR Guest Suite - 10 minute walk to Kamaole Beach II

Offered as an alternative to a condo and the crowd. A 10 minute walk to Kihei Rd at Kamaole Beach II. Far enough away from the activity, yet convenient to the restaurants, shops, some of the best beaches Maui offers.The guest suite is Maui County permitted, attached one...

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

May DEALS! Partial Ocean View Condo with pool - just steps from the beach.

WOW- discounted rates on the beach in N Kihei!! Stay with us while they continue the restoration efforts on the property from the Feb 2025 storm. The 4 oceanfront condos were damaged, but our condo and much of the common areas did not sustain any damage. In July, they...

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

Kihei Beach Cottage - 1 Block to the Beach!

This cozy 2-bedroom, 1-bathroom cottage is just one block from the beach, offering a peaceful and private retreat. Perfect for a relaxing vacation or remote workers, traveling healthcare professionals, snowbirds or those in transition to longer-term accommodation. The...

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

Sunny and Soothing Oceanfront Vistas

Summary:Completely remodeled sophisticated oceanfront 1 bedroom, 1 bath condo, with fabulous views from the fourth floor is located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, boogie boards, floating noodles, luxury beach towels and a cooler...

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

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