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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Wailea Elua Village 2401 - 1 Bedroom Ocean View Condo

Reviews (9)

Completely renovated in 2019, Wailea Elua 2401 is a stunning vacation condo that features a large private wrap-around lanai with breathtaking ocean views. This beautifully designed rental offers a serene indoor/outdoor living space, perfect for enjoying Maui\'s...

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

Wailea Beach Villas PH302 - 2 Bedroom Ocean View Penthouse

Reviews (8)

Wailea Beach Villas Penthouse 302, with breathtaking views of the pristine Pacific Ocean, awaits. Take joy in the comfort of luxury and tranquility as it seamlessly infuses with lush tropical surroundings creating long lasting memories. Impeccable contemporary finishes...

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

Wailea Elua Village 208 - 1 Bedroom Ocean View Condo

Reviews (4)

Welcome to Wailea Elua 208, where paradise meets luxury! This stunning one-bedroom ocean view vacation rental is the perfect getaway for those seeking both tranquility and adventure. Located in the heart of Wailea, this coastal retreat offers breathtaking views of the...

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

Wailea Elua Village 1607 - 3 Bedroom Oceanfront Condo

Reviews (4)

Wailea Elua 1607 is a luxurious ground floor oceanfront vacation rental located in the exclusive Wailea Elua Village. This spacious 1,701 square foot condominium features three bedrooms and two bathrooms, making it an ideal retreat for families or groups of friends...

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

Wailea Beach Villas D301 - 3 Bedroom Ocean View Villa

Reviews (5)

Discover for yourself why D301 is one of the most requested Villas in our vacation rental collection. Impressive artwork by internationally known Maui artist Elan Vital provides a fabulous backdrop to the welcoming great room in rich jewel colors of amethyst and jade...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Wailea, Hawaii

Wailea Elua Village 1001 - 2 Bedroom Oceanfront Condo

Reviews (4)

Wailea Elua Village #1001 is a stunning oceanfront sanctuary that has recently undergone a complete transformation. For discerning travelers who enjoy the best of Wailea, the extended outdoor living space allows you to enjoy panoramic ocean views while relaxing with a...

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

Wailea Ekahi Village 17B - 1 Bedroom Garden View Condo

Reviews (11)

Welcome to Wailea Ekahi 17B, a one-bedroom residence in beautiful Wailea! This vacation rental offers a spacious and comfortable living space, perfect for couples or small families looking for a relaxing getaway. Step onto the large lanai with spectacular garden views...

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

Wailea Ekahi Village 15D - 1 Bedroom Garden View Condo

Reviews (4)

Welcome to Wailea Ekahi 15D, a stunning one-bedroom, one-bathroom vacation rental nestled in the heart of Wailea. This second floor vacation condo features a covered lanai along the lush greenbelt that terraces between buildings and leads down to the ocean. Partial...

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

Polo Beach Club 609 - 2 Bedroom Oceanfront Condo

Reviews (14)

Polo Beach Club 609 is a newly remodeled and well-appointed retreat, perfect for small families and groups seeking comfort and relaxation. The inviting living room, adorned with plush furniture and updated flooring, creates a cozy atmosphere, while rich wooden cabinets...

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

Polo Beach Club 508 - 2 Bedroom Oceanfront Condo

Reviews (14)

Polo Beach Club 508 is a stunning oceanfront vacation rental located in the heart of the luxurious Wailea area of Maui. This two-bedroom, two-bathroom condo offers an exceptional blend of comfort and elegance, accommodating up to six guests. Positioned on the fifth...

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

Makena Surf B205 Beachfront Resort - 2 Bedroom Oceanfront Condo

Reviews (8)

Makena Surf B205 is an exquisite oceanfront vacation rental located within the luxurious Makena Surf resort, nestled on the stunning Po\'olenalena Beach in Maui. This beautifully appointed second-floor residence offers a serene escape, perfect for families or couples...

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

Makena Surf A203 Beachfront Resort - 3 Bedroom Oceanfront Condo

Reviews (13)

Indulge in luxury at this stunning two-story townhouse, featuring a primary retreat on the second floor complete with a lavish bath and a private ocean view lanai. Enjoy sweeping views of the lush lawn and ocean from every corner, enhanced by decorative art and...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Wailea, Hawaii

Makena Surf A102 Beachfront Resort - 2 Bedroom Oceanfront Condo

Reviews (4)

The recently renovated Makena Surf A102 is a prime oceanfront vacation home spanning 1,510 square feet. This ground-floor unit boasts direct beach access from its private lanai, allowing guests to step right onto the sand. The residence features two bedrooms and two...

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

New Listing! Recently updated spacious 1bd in Maui

Reviews (9)

Welcome to Kihei Ali'i Kai D204! Step into your Maui home-away-from-home in this bright and beautifully updated one-bedroom, one-bath condo. Perched on the second floor, it offers a lovely partial ocean view—perfect for morning coffee or sunset moments on your...

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

Spacious 3BD/2BA Beachfront Condo - Perfect Family Retreat– Menehune Shores #510

Reviews (52)

Menehune Shores #510 – Spacious Three-Bedroom Oceanfront LuxuryWelcome to Menehune Shores #510, a beautifully remodeled three-bedroom, two-bathroom condo designed with luxury and comfort in mind. Featuring high-end finishes, modern conveniences, and sweeping ocean...

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

Menehune Shores #119 – Stylish Oceanfront Retreat with Luxe Modern Finishes

Reviews (5)

Menehune Shores #119Experience effortless oceanfront living at Menehune Shores #119, a welcoming ground-floor condo with beautiful views and direct access to the grassy lawn and beach. This two-bedroom, two-bathroom retreat is thoughtfully designed to offer comfort,...

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

Oceanfront Steps from Beach - Luana Kai A104

Reviews (127)

This beautiful direct oceanfront two-bedroom/two-bath condo is located just steps from the beach in the peaceful Luana Kai complex! Enjoy breathtaking sunsets, morning walks along five miles of Sugar Beach, and stunning views of the ocean, Haleakala, and the West Maui...

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

Spacious & Remodeled Maui Vista 3213 Corner Unit!

Reviews (139)

This beautifully remodeled one-bedroom, one-bath corner unit at Maui Vista is your ideal island escape! This spacious condo offers extra windows for abundant natural light, lush garden views, and cooling Maui breezes—plus the added privacy of a quiet end-unit.Sip a...

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

Perfect Island Getaway - Maui Vista 3307

Reviews (23)

This original-well maintained one-bedroom, one-bath condo offers peaceful privacy and gorgeous garden views from your private lanai. Located on the third floor of Building 3 with elevator access, it’s just a short 5-minute walk to the white sands of Charlie Young Beach...

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

Newly Remodeled across the ocean - Kihei Holiday 115

Reviews (36)

This beautiful remodeled Two-bedroom/One bath condo is only 126 steps from the beach!! Enjoy beautiful sunsets and long walks on miles of beautiful beach! Watch the whales in the bay and enjoy snorkeling, swimming and boarding. This spot is a well kept secret - close to...

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

Stunning Golf Course & Garden Views - WAILEA GRAND CHAMPION #142

Reviews (10)

Wailea Grand Champions #142- Garden View Comfort in the Heart of WaileaWelcome to Wailea Grand Champions #142, a beautifully maintained one-bedroom, two-bathroom villa set among lush tropical gardens and offering a peaceful retreat in one of Maui’s most sought-after...

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

Wailea Ekolu 403, Prime Location, Stunning Ocean Views, Spacious Lanai, Split AC

Reviews (7)

Welcome to Wailea Ekolu 403, a stunning Maui vacation rental offering breathtaking ocean views, luxurious comfort, and a prime location in the heart of Wailea. This spacious two-bedroom, two-bathroom condo sits on the lush fairways of the Wailea Blue Golf Course and...

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

New Listing! Partial ocean views from Kihei condo

Reviews (143)

Island Surf 303 is a charming 1-bedroom, 1-bathroom condo located on the third floor offering a private balcony to relax and unwind. It comfortably accommodates up to 4 guests. The master bedroom features a queen-sized bed and plenty of closet space, allowing you to...

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

Relax in Style! Renovated Hotel Zoned Condo! Your Maui Banyan Getaway!

Reviews (5)

Experience the Best of Kihei in Our Beautifully Renovated 2BR/2BA Maui Banyan Condo!Welcome to your tropical retreat in sunny Kihei! This stunning fully renovated 2-bedroom, 2-bath condo comfortably accommodates up to 6 guests with a king bed, two full-sized beds, and a...

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

NEW - Wailea Getaway - steps to great pool & beach

Reviews (4)

Summary:Aloha, if you are looking for the perfect place to call home in Maui, you just found it! Our Wailea Ekahi Villa is a spacious and private home away from home that makes you feel far from it all yet is still close to everything!Situated above what is widely...

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

Views! Beaches and Shopping Right Next Door! A308

Reviews (5)

Discover your perfect Maui escape at Kihei Alii Kai A308, a stunning 2-bedroom, 2-bathroom oceanview condo that seamlessly blends comfort and tropical luxury. Recently refreshed with fresh paint, new living room furnishings and crisp white linens, this spacious retreat...

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

April rates ONLY 129/nt ! Accommodates 6 guests/ 2 BEDROOM !

Reviews (15)

Charming Ground-Floor Retreat at Kihei Holiday just steps away from the renowned Sugar Beach, this beautifully updated 2 bedroom, 1-bathroom condo offers a serene and inviting escape to Maui. Beachfront Access & Seasonal Whale Watching just across the street! Both...

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

Luxurious Maui Living at Palms 203

Reviews (5)

Experience luxurious Maui living at its finest in this exquisitely remodeled 2-bedroom, 2-bathroom condo at the prestigious Palms at Wailea. This stunning vacation retreat seamlessly blends modern, chic design with island comfort, featuring a bright, open-concept living...

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

Oceanfront Paradise at Sugar Beach PH35 | Direct Ocean Views | 2 Bed/2 Bath

Reviews (7)

Oceanfront Paradise at Sugar Beach PH35 | Direct Ocean Views | 2 Bed/2 BathExperience the magic of Maui from this stunning oceanfront penthouse at Sugar Beach Resort. With breathtaking views of Maalaea Bay and luxurious amenities, PH35 offers the perfect blend of...

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

Prime location in Kihei, walk to shops and dining

Reviews (4)

Discover the ultimate island retreat at Kamaole Beach Royale 302, a 2-bedroom, 2-bathroom oasis perfectly located just steps from the beach and Kihei's vibrant shopping and dining scene. This spacious condo comfortably accommodates up to 6 guests, making it ideal for...

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

Kamaole Sands 7-109 - Romantic Getaway, Beautiful Renovation, Large Lanai, & AC!

Reviews (4)

A romantic retreat designed just for two at Kamaole Sands 7-109, where relaxation meets paradise. This beautifully updated 1-bedroom, 2-bath condo, tucked away on the ground floor of Building 7, is the perfect getaway for couples seeking a serene, intimate...

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

Wailea Ekahi 45D - Ocean & Garden Views, Beautifully Renovated, Split AC, Wi-Fi!

Reviews (84)

Escape to paradise in this luxurious 1-bedroom, 2-bath condo located in the heart of Wailea, Maui. Enjoy breathtaking ocean views and vibrant sunsets from your private lanai, setting the perfect tone for your island getaway. With Keawakapu Beach and Mokapu Beach just a...

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

Maui Paradise! Ocean Views, Steps to beach, AC! Pacific Shores 315

Reviews (4)

Experience the ultimate Hawaiian getaway in this stunning 2-bedroom, 2-bathroom condo at Pacific Shores. Perfectly situated across from the beloved Charley Young Beach, this newly remodeled unit offers both comfort and convenience for up to 6 guests. This ideally...

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

Newly remodeled 2-bedroom! Palms at Wailea 2303

Reviews (5)

Experience paradise in this newly remodeled 2-bedroom, 2-bathroom condo at Palms at Wailea, 2303. Nestled in a private corner of the property, this tropical oasis offers stunning sunset views, lush surroundings, and one of the largest floor plans that Palms at Wailea...

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

Oceanview Remodeled Across from Kamaole 3 Beach

Reviews (4)

Hosted by VacaMauiWelcome to your perfect Hawaiian getaway at Haleakala Shores! This beautifully remodeled condo, located directly across the street from the pristine white sands of Kamaole Beach Park 3, offers an unbeatable location for swimming, snorkeling, and boogie...

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

Couples Getaway! Beach, Pool, Tennis, AC. Video Tour!

Reviews (7)

**Escape to Your Peaceful Maui Retreat**Welcome to your island hideaway! Nestled in a quiet, tropical corner of South Kihei, our ground-floor condo offers the perfect blend of comfort, convenience, and tranquility. With lush garden views and easy access—no stairs...

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

Kihei Akahi D510, Your perfect Maui Getaway!

Reviews (4)

This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to your slice of heaven in the heart of Kihei, Maui! This beautifully updated 1-bedroom, 1-bathroom condo offers the perfect blend of comfort, convenience, and breathtaking...

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

Prime Wailea Location! Wailea Ekahi 37E

Reviews (7)

Discover Hawaiian paradise at this beautifully decorated 1 bedroom, 2 bath premium condo in the oceanfront Ekahi Village resort. Highlights include: • Spacious primary suite with king bed • Living area with sleeper sofa • Split AC • Fully-equipped kitchen • Dining area...

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

Kalama Terrace L106 - Heart of Kihei Remodeled Condo

Reviews (4)

Kalama Terrace L-106: Experience the best of South Maui with this ideally located Maui vacation rental. Nestled in the heart of Kihei, this ground-floor condo offers the ultimate beach getaway. Just two blocks away, you'll find two popular beaches and the renowned surf...

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

Roomy condo with sunset views

Reviews (10)

Maui Vista 2417 is a 2-bedroom, 2-bathroom condo offering amenities such as a washer/dryer and 1 air-conditioning unit in the living room. Located on the fourth floor, the spacious condo accommodates up to 6 guests, featuring a King-sized bed in the master bedroom, a...

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

Amazing Oceanfront Views! MS420

Reviews (8)

Amazing Oceanfront views! Simply Stunning. First time offered as a vacation rental since it has been completely remodeled from floor to ceiling! Don`t hesitate to rent this one- you won`t be disappointed! This 2 Bedroom, 2 bath condo has been furnished with a King bed,...

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

Open layout with hardwood floors throughout

Reviews (4)

Nestled within the serene ambiance of Kihei Resort, unit 128 offers a sublime retreat on the sun-kissed shores of Maui. This charming ground floor, 1 bedroom, 1 bathroom condo sleeps up to 4 guests. Step into the inviting living space, where plush furnishings beckon you...

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

Relaxation at Its Finest: Beachfront 1bd/1ba Condo - Menehune Shores #517

Reviews (5)

Menehune Shores #517 – One-Bedroom Oceanfront Escape with Incredible ViewsWelcome to Menehune Shores #517, a bright and inviting one-bedroom condo that offers stunning panoramic views of the Pacific Ocean and Maui’s vibrant sunsets. Located on the 5th floor, this...

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

Beachfront Spectacular Sunset Suite

Reviews (10)

Experience the beauty of Royal Mauian, an oceanfront retreat with unobstructed vistas of the crystal-clear Pacific. Beachfront to the renowned Kamaole Beach, indulge in breathtaking sunsets, snorkeling, refreshing swims, romantic beach strolls, and seasonal whale...

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

NEW LISTING: Newly furnished with lovely decor. Experience our tropical paradise

Reviews (8)

NEW LISTING: Welcome to Kealohilani, our heavenly home by the sea and your ground floor tropical escape. Nestled a few steps from lush gardens and pristine pools, and a stone's throw from the island's most famous beaches, this getaway is a dream come true for those...

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

Royal Mauian 607: Oceanfront Serenity Awaits in This Amazing Condo! - With A/C

Reviews (19)

Royal Mauian #607 – Penthouse Oceanfront Luxury in KiheiRoyal Mauian #607 offers the ultimate Maui getaway with its top-floor location, upgraded modern décor, and panoramic oceanfront views. This two-bedroom, two-bathroom condo combines contemporary style with the...

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

Spectacular Oceanfront Sunset and Whale Views!

Reviews (5)

Come stay on one of the most popular beaches in Hawaii! Mana Kai Resort is situated on Keawakapu beach and faces South, perfectly blocking the North winds and creating an ideal grassy space below to enjoy the afternoon sun. Morning strolls on this serene stretch of...

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

2nd-floor condo with amazing ocean views, private lanai, & updated interior

Reviews (7)

Hale Li'ili'i at Keawakapu #201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautiful ocean views and sunset vistas abound at this private piece of Hawaiian paradise. Along with...

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

Family Friendly Ocean View Condo in Beautiful Kihei!

Reviews (53)

***Featured on Staycation - Streaming December 15, 2025 on Roku TV!***Oceanfront | Newly Remodeled | 2 Bedroom Maui Condo at Kauhale MakaiBe among the first to stay in our freshly remodeled Maui condo - soon to be featured on the travel show Staycation on the...

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

Cozy Condo in Kihei - Steps from Kamaole 3 beach for a family or couples holiday

Reviews (4)

Embark on a journey into serenity within the confines of a remodeled 1-bed, 2-bath condo, spanning over 800 sq. ft. Under the dedicated stewardship of an attentive owner, this unit serves as a promise of a peaceful escape amidst the enchanting landscapes of South...

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

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