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:
Located in South Maui, Kihei vacation rentals span everything from cozy studios to large oceanfront condos with resort amenities. Whether you're looking for a beachfront escape, family basecamp, or a long-term stay with kitchen and laundry, Kihei offers some of the best value and versatility in Maui.
Why Stay in Kihei?
Kihei's coastal strip is dotted with parks, beaches, and low-rise condo resorts. With over 6 miles of shoreline, guests enjoy easy access to Kamaole Beach Parks I, II, and III-great for snorkeling, swimming, or sunset picnics. Most rentals are walkable to local shops, food trucks, grocery stores, and oceanfront restaurants. Kihei's central location puts you within 10 minutes of Wailea's luxury resorts and a short drive to Maalaea Harbor or Upcountry Maui.
Top Kihei Condo Resorts
- Sugar Beach Resort – beachfront condos with pool, spa & direct sand access
- Hale Kai O Kihei – oceanfront with stunning sunsets & central location
- Maui Vista – affordable condos near Charley Young Beach
- Maui Kamaole – upscale units in a lush garden setting near Wailea
- Menehune Shores – oceanfront with rooftop BBQs and Indian restaurant
- Kihei Kai Nani – budget-friendly walk-up condos near Kamaole II
- Maui Banyan – popular with families, across from Kamaole II Beach
Key Features of Kihei Vacation Rentals
- Studios, 1-, 2-, and 3-bedroom condos with kitchens & lanais
- Oceanfront options with beach access and poolside views
- Walkable to beaches, restaurants, cafes & groceries
- On-site amenities: pools, BBQ areas, tennis courts, laundry
- Great for couples, families, remote workers & long-term stays
Explore the Best of Kihei and Beyond
- Snorkel at Kamaole Beach or paddleboard from Kalama Park
- Visit the Kihei 4th Friday town party for food, crafts & music
- Catch a snorkeling tour to Molokini Crater from Maalaea Harbor
- Drive south to Wailea's resorts, spas, and golf courses
- Explore Upcountry farms, Haleakala summit, and lavender fields
Whether you're planning a romantic escape, family trip, or snowbird retreat, Kihei offers the sunshine, affordability, and island charm to make your Maui vacation unforgettable. Start exploring your perfect Kihei vacation rental today!
Spacious Condo Across the Street from Maui's Best Beaches G304
Hawaii Tax ID: TA-075-907-0720-01TMK: 390040050052This unit provides 2 bedrooms and 2 bathrooms and will sleep up to 6 persons! Located in South Kihei within walking distance of dining, shopping, beaches and parks, you're sure to find lots to do! This is a great unit...
Hale Kamaole Condo w/ Shared Pool, A/C-Snorkel, Surf, Swim
Hale Kamaole 225Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Best Location! First Floor Family Friendly 2B/2B, Steps from the Beach & Shops
Welcome to your perfect Maui Beach vacation home base at this super convenient, family-friendly, ground floor, 2bed/2bath Kihei condo in an unbeatable location steps from Maui's best beaches, shops, and eateries for creating lifelong memories!- Fully equipped kitchen-...
Comfortable condo with private lanai in sunny South Kihei
Hale Kamaole #320Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled on the sunny shore of South Kihei, Hale Kamaole is surrounded by lush landscaping, creating a serene tropical...
Tropical studio in the center of Kihei Town
Welcome to Maui Banyan P202A, a cozy studio condo in Kihei designed for couples, honeymooners, and anyone seeking a romantic yet affordable Maui vacation rental. Just across the street from Kamaole II Beach, one of the most beautiful beaches on the island, this intimate...
Maui Kamaole F208: Two bedroom loft condo on the second floor, sleeps 6. Wal
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Hawaiian atmosphere: With a décor lovingly curated by the owners over 30+ years of visiting Maui and inspired by the island’s natural beauty,...
Wailea Ekahi Village 18C - 1 Bedroom Garden View Condo
E Komo Mai. Welcome to Wailea Ekahi Village 18C, a delightful one-bedroom vacation rental located in the stunning Wailea area of Maui! This cozy retreat offers a serene garden view, making it an ideal choice for those seeking a peaceful and relaxing getaway. Upon...
Maui Parkshore 401: Top Floor 2 bedroom corner unit with Ocean Views
Enjoy ocean views and views of South Maui from this top-floor condo. This unit features two bedrooms and two full bathrooms. The master bedroom has a king bed and a full bathroom ensuite. The second bedroom has a (2) Twin beds. The living room has a pull-out sofa bed...
Upscale Coastal Getaway with Panoramic Ocean Views – Wailea Elua #1702
Wailea Elua #1702 – Oceanfront Elegance with Upgraded Interior and Panoramic ViewsEnjoy luxurious oceanfront living at Wailea Elua #1702, a spacious second-floor, 2-bedroom, 2-bathroom condo featuring stunning views and a beautifully remodeled interior. With a prime...
Menehune Shores 225 | Stunning Ocean Views!
When you come to Maui it’s all about the sun and surf, and that’s what you get when you stay at Menehune Shores 225. You have a beachfront view – no peek-a-boo or semi-view. At Menehune Shores 225 you can sit on your lanai and gaze directly out on the Pacific...
South Maui’s Best Vacation Condo. Steps to Beach!
Have fun with the whole family at this newly renovated and stylish condo.Large pool on site, sandy beaches, cafes, and restaurants within steps. Equipped with a full kitchen, laundry facilities, and parking. Private, quiet, and comfortably sleeps 4!The space:2nd floor...
Amazing Remodeled 2 Bdrm w/ AC! - Menehune Shores #509
Menehune Shores #509 – Ocean View Comfort in North KiheiEnjoy ocean views and the comfort of home at Menehune Shores #509, a two-bedroom, two-bathroom condo designed for relaxation and convenience. Perfect for couples or small families, this North Kihei retreat offers...
Nani Kai Hale #602, Ocean View 2-bd 2-ba on Sugar Beach! A/C, Heated Pool!
Beautifully furnished 2-bedroom, 2-bath located on Sugar Beach. Just minutes to shops, groceries and activities.Nani Kai Hale #602 is a 2 bedroom, 2 bath top floor condo ideal for family getaways. The living room is air conditioned. The master suite has a queen bed and...
Oceanfront & Full Ocean View Gem - 2br in Kihei
Welcome to Kamaole Nalu 402. Located on the fourth floor and accessible by elevator, this inviting beachfront condo features two comfortable bedrooms and two bathrooms, ideal for up to five guests. Conveniently walk to either Kamaole II or Kamaole I beaches to enjoy a...
Wailea Ekolu 1603-Stunningly updated, private condo in Wailea.
Stunningly updated, private condo near all that Wailea has to offer! Beaches, tennis, golf, shopping and dining all within a mile.This tropical 2 Bedroom, 2 Bath condo offers a beautiful space to relax and enjoy your Maui vacation. The condo has been remodeled,...
Pure PRIVACY in Heart of it ALL Close to Beach & Pool
This adorable condo boasts pure privacy on your own lanai in the lush gardens of Kihei Akahi! Sip on your coffee or enjoy your favorite glass of wine with pure peace and serenity. This complex comes equipped with two pools (one of which is very close to the condo), BBQ...
Comfortable ocean-view condo with WIFI, spacious lanai & pool - great location
Island Surf 512-AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the very best of Kihei when you settle down at this ocean-view beauty! As soon as you walk through the...
Ocean, Beach, Pool, and private viewing deck in Maui B412
Escape to Paradise at Maui Sunset in Central KiheiWelcome to your dream beachfront getaway! Nestled in the heart of Central Kihei on Maui, our stunning 4th-floor condo at Maui Sunset offers breathtaking water views and beautifully manicured grounds. Perfect for couples,...
Easy-Going Style w/Lanai, Kitchen Ease, WiFi, Washer/Dryer–Kamaole Sands 5314
This air-conditioned 818sf suite says “welcome home” after a day of hiking and ziplining. Families and friends appreciate the privacy, space and comforts of a complete kitchen, furnished lanai, living area, ceiling fans, flat screen TVs, DVD, WiFi and washer/dryer....
Aloha Hale - spacious, comfortable studio -with beach gear
The Aloha Hale studio condo, a corner unit in Kihei Bay Surf, has more space, extra windows, and a wrap-around lanai. Amenities include pool, great jacuzzi, BBQ grill, tennis court, free pool use and off-street parking. Across the street is the ocean, a small park,...
Wailea Ekolu Village 1404 - 1 Bedroom Ocean View Condo
Wailea Ekolu 1404 is a beautifully appointed one-bedroom, two-bathroom vacation rental that offers an idyllic escape in Maui\'s popular town of Wailea. This elevated condo on the second floor boasts stunning ocean views and a serene ambiance. Upon entering, guests eyes...
Designer Oceanview Retreat: Steps to Kamaole Beach
Summary:Discover your perfect tropical escape at the Designer Oceanview Retreat, where style meets serenity. Just steps from Kamaole Beach I, this stunning condo offers a modern haven with breathtaking ocean views. Feel the soothing island breeze on your face as you...
Hilton Maui Bay Villas – 2 BR Plus Suite, Sleeps 6, Full kitchen, 2 bathrooms
Enjoy your stay with numerous pools (including slides and other pool activities), hot tubs, and direct beach access. The property is near numerous additional beaches, great restaurants, and many Maui sights. Kahului Airport is only 20 minutes away. Rest well in the...
Kihei Ali’i Kai Duo Getaway – Steps from Kamaole Beaches
This listing is a combination of 2 separate units close to one another.The ResidencesWelcome to Kihei Ali’i Kai, a relaxing condo community in sunny South Kihei, just a short stroll from the golden sands of Kamaole Beaches I, II, and III. Tucked back from bustling...
Wailea Grand Champions 177 - 1 Bedroom Golf Course View Condo
Welcome to Maui\'s Wailea Grand Champions, a paradise nestled in the heart of Wailea. This exquisite one-bedroom, two-bathroom vacation rental offers the perfect blend of comfort, luxury, and breathtaking views, ideal for couples or small families seeking an...
Wailea Elua Village 104 - 1 Bedroom Ocean View Condo
Wailea Elua Village 104 is a stunning Wailea condominium rental that offers a truly unparalleled Hawaii vacation experience. Situated along the pristine golden sands of Ulua Beach on Maui\'s southern shore, this luxurious one-bedroom, two-bathroom condo provides guests...
Upscale & Luxurious Oceanview Resort Vistas
Summary:Fully remodeled in March 2024. This elegant 2-bedroom, 2-bath condo features upscale touches with magnificent ocean views. Located steps from Wailea, all of Maui is within reach. We offer a fully stocked kitchen for those who want to cook. Enjoy the resort's...
Maui Resort Rentals: Hilton Maui Bay Villas - Luxurious 1BR Suite!
Nestled among 27 acres of lush tropical gardens, the Hilton Maui Bay Villas is a luxurious, secluded resort located on South Maui's sun-drenched coast. Situated minutes from several upscale resorts, pristine beaches, and championship golf courses, guests will enjoy...
Island Surf 308 – Newly Updated with Ocean Views
Island Surf 308 – Newly Updated with Ocean ViewsExtend your escape with our special offer:Book 5 nights at any of these breathtaking properties and enjoy the 6th night free!Stay a Little Longer—On Us!Enjoy a complimentary late check-out and savor every last moment...
Lahaina Luxury One Bedroom Villa at Maui Bay Villas Hilton Grand Vacations
Escape to Maui Bay Villas, Hilton Grand Vacations’ stunning oceanfront resort located along Maui’s picturesque western shore. This one-bedroom villa located n the Mauka side of the resort, blends contemporary island elegance with all the comforts of home, making it...
Kihei Estates G105 Gorgeous Remodeled Condo Home
Book with us and come to Maui to explore everything we have to offer!Enjoy the ocean, restaurants, and shops of Maui all within a couple minutes walk from this 1 bedroom 1 bath island oasis unit in the heart of Kihei. Wander right out to the well maintained grounds and...
Incredibly roomy, adjacent to the best beaches/Wailea
Extremely roomy, high-end 1-bedroom 2-bathroom, deluxe 1039 square feet condo at the gateway to Wailea. Remodled and features a king bed, high-end furnishings, and a sofa bed. The property has two pools, two hot tubs, two tennis courts and lush gardens. Home boasts...
🏝️Summer Deals-Ocean View, Great Location, Across from Kamaole Beach 2🏝️
Discover your perfect getaway at this charming one-bedroom, one-bathroom condo, ideally situated across from the stunning Kamaole Beach Park 2 in Kihei. With ocean views from the bedroom and a refreshing pool view, this property offers a serene ambiance that invites...
Ultimate Beach Retreat! 2BD Suite w/ Pool, Hot Tub
Come unwind at our spotless condo at the Maui Banyan Resort, just a few short steps from the soft, sandy beach. Enjoy peekaboo ocean views while you soak up the aloha spirit.✓ Right across the street from Kamaole Beach II✓ King bed + Queen bed + 2 pullout Queens✓...
Wailea Grand Champions 185 - 2 Bedroom Garden View Condo
This two-bedroom, two-bath villa at Wailea Grand Champions offers a perfect blend of contemporary style and tropical paradise. The open floor plan seamlessly connects the fully-equipped kitchen, dining area, and spacious living room, creating an inviting atmosphere for...
2-bedroom apartment with WiFi, AC in Kihei
Condo A307 is a 2 bedroom, 2 bath with AC. A307 has a kitchen, upstairs and downstairs bathrooms, laundry equipment. There is a king bed in the upstairs loft bedroom and two twin beds in the guest bedroom. There is a sofa bed in the living room. A307 has a spectacular...
Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home
Book with us and come to Maui to explore everything we have to offer!Incredible views in a well maintained oceanfront unit right over the beach. You will love the remodeled kitchen and bath. Upgraded granite kitchen and cabinetry. Take time to relax with your morning...
Charming studio with AC and WiFi in pleasant Kihei
The studio is located in the Maui Banyan G Building and close to nightlife, shopping, dinning, public transport, golfing and Wailea. Enjoy surfing, swimming, boogie boarding, paddle boarding, snorkeling, golfing, and the beauty of Maui. While you dine on your balcony,...
Hale Kamaole #166, VIEW, Pool, A+ Wi-Fi, King, Pool
Hale Kamaole: Upscale Hawaiian Gallery Art & beautiful furnishings. Flat surface parking to entry. Steps to pool, BBQ's, BEACH & Eddie Pu walking trails. Shady lanai w/ VIEW of blue OCEAN, green garden & colorful sunsets. Aircond in bdrm. Tempur-Pedic KING bed. 2 USB...
Wailea Grand Champions 52 - 2 Bedroom Garden View Condo
Welcome to your dream vacation in Wailea, Maui! This beautiful two-bedroom residence combines comfort, style, and convenience for an unforgettable stay in paradise. Upon entering, you\'ll be welcomed by a spacious, open living area, tastefully furnished for a relaxed...
Wailea Elua Village 1202 - 1 Bedroom Ocean View Condo
Wailea Elua 1202 is a stunning vacation rental property that offers visitors a truly luxurious and unforgettable experience in the heart of Maui\'s renowned Wailea resort area. Situated just steps away from the pristine white sands and crystal-clear waters of Ulua...
Newly Remodeled Penthouse w/ Stunning Ocean Views
Welcome to your own tropical retreat just a 2-minute walk from world-famous Kamaole Beach II. Wake up to breathtaking ocean views from your private lanai, spend your days snorkeling in crystal-clear waters, and unwind each evening with golden sunsets over the Pacific....
MV 2216 Charming 1-bedroom condo in South Maui, perfect for a relaxing getaway!
Maui Vista 2216 Cozy Freshly Updated Condo Across the Street from the Beach in Sunny Kihei MauiWelcome to your Maui Retreat: This bright and comfortable 1-bedroom, 1-bathroom garden-view condo at Maui Vista offers a welcoming retreat in the heart of Kihei, South Maui...
Ground Floor Maui Sunset B105 on the oceanfront in Kihei
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot patio. Ground floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck and renovated interior. Doesn't get any better....
Beachfront Condo in Kihei!
Kick back and relax in this calm, stylish space. This condo features an upgraded interior that provides a comfortable and enjoyable stay. It is ideally located for easy access to the airport and nearby attractions, perfect for exploring the area. The condo is...
Ocean Front Condo, Modern & Bright
Location is key for our newly renovated 1 bedroom sunny South Kihei unit. Watch spectacular sunsets and whale watch from the comfort of your second story lanai. Experience island life at its best! Shopping, dining, surf lessons, and great beaches are all within walking...
Oceanview updated condo w/AC on a 6 mile stretch of sandy beach
Welcome to Nani Kai Hale 305. Enjoy an ocean view from your private lanai. Feel right at home in this updated condo with everything from split AC in both the living room and bedroom, sofa sleeper, fully equipped kitchen, beach gear, & essentials. This condo can...
WE 1605 Wailea Hillside Condo w/ Lanai, AC & Golf Views Near Beaches
Wailea Ekolu 1605 Experience Wailea Maui from this Hillside Retreat on the Golf Course, Minutes from Beaches, Dining and ShoppingWelcome to your Maui Retreat: A beautifully updated 2-bedroom, 2-bath condo nestled in the lush tropical slopes of Wailea. From the inviting...
COMPLETELY REMODELED-BREATHTAKING OCEAN VIEWS & SUNSETS-LUXURY FINISHES-AC
Book With Confidence, This Stunning, Newly Remodeled 1 Bedroom, 1 Bathroom Condo At Kamaole Beach Royale. 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...
Ocean View One Bedroom Luana Kai - Kihei
Recently renovated, this beautifully furnished one bedroom, one bathroom unit is centrally located in Kihei with ocean views. The bedroom has a king size bed and there are ceiling fans in the living room and bedroom, along with AC. The fully equipped kitchen features a...