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!
Turtle Paradise - King bed - Maui Vista/steps to beach, free parking, WiFi, AC
Congratulations - You have found your perfect next getaway location. This is an owner-managed unit so no hassle or frustration from third-parties! Attention to detail and personal support are first-class when you stay with us!!Come visit one of the best beaches in all...
KAS 7307 Remodeled Condo w Garden Views AC Walk to Beach
Kamaole Sands 7307 Remodeled 1Bedroom Condo Across the Street from Kamaole III Beach Park at One of the Best Resorts in Maui with Pool, Hot Tubs, Tennis, and More FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your...
Oceanfront, Million-Dollar-View, Newly renovated! B421
THE VIEWS DON'T GET ANY BETTER THAN THIS! True Oceanfront with a panoramic view of the Pacific Ocean, the island of Lana'i, the West Maui Mountains and Maalea Harbor. Spectacular sunsets and swaying palm trees. Great Whale watching (December through April). ** Private...
Maui Banyan #G-309 Ocean View 2-bedroom condo in fabulous Kihei
Located in the heart of Kihei, this condo is a dream. With 2 bedrooms featuring two king beds with ceiling fans, Queen size sleeper sofa in Living room, 2 bathrooms with rainfall showers. A chef's kitchen fully stocked with many culinary appliances. It also includes a...
Private Oceanfront w pool, hot tub, sunsets and Turtles
Front row center for Humpback whales (Dec-April) - from the lanai or from our kayaks ! Enjoy our beautiful, tastefully decorated Oceanfront 3 bedroom home (BBKM 2019/0003), accommodating up to 6 adults and 2 additional children. Kihei is the sunniest part of Maui and...
Breathtaking Ocean Views!
This spacious condo is completely renovated with beautiful tile throughout and comfortable island-style furniture. Its soothing atmosphere combined with breathtaking ocean views will be the perfect place for you to relax during your island holiday.Awaken to see the sky...
Spacious Home Steps from Kamaole 3 Beach
Hosted by VacaMauiWelcome to your perfect Hawaiian getaway at Haleakala Shores! This beautiful 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...
Surf, Sand & Serenity- Kihei Akahi D213 Ocean View
Aloha and Welcome to Your Maui Escape at Kihei Akahi D213!We're new owners and offering great prices. Discover your perfect island getaway at our beautifully updated one-bedroom, one-bathroom condo in the heart of South Kihei. Just steps from Kamaole Beach Park II and...
Your own private cottage, 60+ FIVE STAR exceptional reviews!
Hibiscus Hideaway is a licensed Bed and Breakfast, permit # BBKM 2015/0004TA-001-473-5360-01Hawaii Tax I.D. NO W01511848-01This beautiful one bedroom one bathroom cottage is completely brand new and is kept immaculate. Tile floors throughout, granite counter tops in the...
Makena Surf F208 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf F208, a luxurious oceanfront vacation residence that offers an unparalleled Hawaiian retreat. Situated on the second floor, this 1,313 square foot residence is designed to provide the ultimate in comfort and relaxation, featuring elegant touches...
Ma'alaea Surf, Unit E1-2 BR Ground Floor Beachfront Condo, AC, Wifi, Pool
Ma'alaea Surf, Unit E1 is a deluxe in every sense. E1 is a conveniently located ground floor unit, just steps away from the large pool and ocean. This unit is splendidly furnished and features AC, Wi-Fi, TV, kitchen, 2 outdoor pools, tennis and pickle ball courts,...
Breathtaking Ocean Views! Beach Front Luxury Penthouse, Polo Beach 2 Bed/2 Bath
Indulge in the ultimate Maui experience at this top-floor, direct oceanfront penthouse. Unit 804 boasts a brand-new, high-end luxury remodel and furnishings. There are unparalleled views of the Pacific Ocean and three picturesque islands: Molokini, Lanai, and...
Renovated 1BD/1BA Condo with A/C 3 min Walk to Beach
South Maui is open! Come unwind in this completely remodeled 1BD/1BA condo across from the Charley Young/ Kamaole I beaches. This soothing space will greet you with a gorgeous garden & partial ocean views. Bedroom has a queen size bed, TV, its own AC & a large closet....
Luxurious Beachfront Condo with Modern Amenities - Makena Surf Resort #E-203
Makena Surf E203Welcome to Makena Surf E203, a beautifully remodeled luxury condominium within the prestigious Makena Surf Resort. With breathtaking ocean views, modern interiors, and access to exceptional resort amenities, this unit is the perfect retreat for your Maui...
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Escape to the stunning beachfront 1-bedroom condo in Kihei, where the perfect Maui vacation awaits. Just a short walk to the beautiful Kamaole Beach Park 3 and Kamaole Beach Park, you'll have easy access to the island's renowned white sand beaches and crystal-clear...
Palms at Wailea 1203, offers the perfect location in Wailea!
Palms at Wailea 1203, offers the perfect location in Wailea. This 2-bedroom/2-bath ground-level unit surrounded by lush landscaping makes this a great Hawaiian retreat!Ideally situated just uphill from gorgeous Keawekapu Beach, The Palms at Wailea is an...
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
On Maui's sunny south shore, is the romantic Honu’ea cottage, where quiet peaceful living is a way of life. Honu'ea (Hawksbill Turtle) is named after the endangered turtles that come and nest on the sandy shores in front of the property. Honu’ea is perfect for...
Ocean View Villa, Heart of Wailea, Ho'olei L1 23-1, Third Tier
This villa at Ho'olei was renovated in 2024. The renovations are extensive. New extra large kitchen island with ocean view seating: all new appliances in the kitchen: new stone counter tops throughout the home: new cabinets throughout the home: new tile in all the...
Luxury 1BR Beachfront Condo on Sugar Beach unit 505
This high end, remodeled Sugar Beach Resort condo offers unbeatable views of the sparkling ocean from North Kihei, Kahoolawe, Molokini and Makena.Take a dip in the heated pool, or enjoy long walks on Maui’s renowned Sugar Beach and a swim just steps from the condo....
Wailea Beach Villas PH406 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 406 is desirable for its remarkable Pacific Ocean and Island views. This upscale penthouse vacation rental features two bedrooms, two bathrooms, exotic hardwood furnishings, an incredible antiquities collection, and an amazing ocean view....
Luxe Oceanview 2B2B Escape w/AC Near Beach & Shops
Summary:Location and Quality! You will feel the relaxed beach vibes from the very first step walking into this tastefully updated & beach luxe unit. Directly sit across the famous Cove surf spot & in the middle of all, you will be memorized by the ocean waves along with...
Wailea Luxury Resort Vista
Summary:Completely remodeled (Sept 2023). Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful...
New Listing: Boutique-Inspired Tropical Décor
Shores of Maui 123 is a beautifully updated one-bedroom condo featuring an open-concept living space and tile flooring that flows seamlessly out to the private lanai. This ground-floor unit comfortably accommodates up to four guests, with a king bed in the bedroom and a...
Wailea Ekahi Village 54D - 1 Bedroom Ocean View Condo
Wailea Ekahi 54D is a stunning second-floor vacation rental offering breathtaking views of the ocean and West Maui mountains. This one-bedroom, two-bathroom condo boasts panoramic vistas from multiple vantage points, including the living room, kitchen, and primary...
WOW! Stunning Ocean Views, Large Deck &Luxury Beds
*Please note that per Maui county law, that two adults and two minors are allowed per bedroom. We are allowed to host up to 4 adults and 4 minors for a total of 8 guests. This is a private top floor unit of a 2 level home. Our favorite aspects of the home are:*Large...
Modern and Cozy Ocean View Condo - 10% Discount on 7 days Booking
Sugar Beach Resort sits steps away from the Pacific Ocean in North Kihei and a 5-mile white sandy beach that fronts the property. Guest enjoy taking morning and sunset beach walks while enjoying the panoramic view of Pacific Ocean. Watch Humpback whales visit the...
Modern and Luxurious Beachfront Property at Polo Beach
Maui beachfront elegance Polo Beach Club is conveniently situated at the beginning of Makena and the Wailea oceanfront pathway that connects the luxurious Makena and Wailea Resorts. The interior is open, light and bright, fully furnished with creative flair and luxury....
Auntie Kali's Cottage: 2 BR Wailea Home with Pool & Tiki Bar
Experience the best in Maui Hawaii when you stay in this 2bedroom/2 bathroom private Hawaiian plantation style cottage located within minutes of the Luxury Resorts including The Four Seasons, Maui Wailea & The Grand Wailea Resort on Maui’s South Shore. When you open...
Gorgeous 5th Floor 2 Bedroom Condo. - Kihei Surfside #501
Kihei Surfside #501 – Top-Floor Oceanfront Views and Tranquility in a Rare 2-Bedroom LayoutWelcome to Kihei Surfside #501, a rare and spacious 2-bedroom, 2-bathroom oceanfront condo perched on the top floor of one of South Maui’s most sought-after properties. With...
Luxury Wailea Condo - Incredible Ocean Views! 5 Star Reviews. Multi Zone AC.
Welcome to Olu’olu (meaning a “happy" home, in Hawaiian), which it will always be! Enjoy beautiful Wailea, in South Maui at our home!Olu’olu is remodeled, beautiful and relaxing. Your first view from the living room lanai, across the Wailea Blue Golf Course, to...
Beautiful Maui Kamaole 2 Br, 2 Bath condo with Ocean view! New Summer/Fall rates
Beautiful VRBO Premier Partner Designation and 5 Star Property is in the B building, across from main pool and a 5 min walk across from Kihei's favorite beach. 2 bedrooms, 2 bath, over- sized unit with many high quality, unique upgrades rarely found in a vacation...
Wailea Elua Village 708 - 2 Bedroom Ocean View Condo
Wailea Elua Village 708 is a luxurious two-bedroom, two-bathroom vacation rental located in the prestigious Wailea community on Maui\'s southern coast. This beautifully remodeled condo offers a serene retreat, accommodating up to six guests, making it ideal for families...
Stunning BEACHFRONT Ground Floor Condo – Fully Renovated & Ready to Welcome You
Experience the ultimate in Tropical Beach Living at this beautifully renovated, ground-floor 1-bedroom, 1-bath condo at Kihei Sands. Complex located right on the beach, this chic retreat combines modern style with the laid-back charm of Maui. With a design that blends...
Maui Sunset #A216 - Oceanview King Bed, 1BR, 2 BA Condo
Maui Sunset is a beautiful oceanfront resort and is the perfect vacation home on Maui. Swim in the large swimming pool or just enjoy sitting on a chaise lounge by the pool or in the jet spa. It is especially beautiful in the evening relaxing under the stars and enjoying...
Wailea Beach Villas PH410 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas PH410 is a fourth floor penthouse suite that overlooks the central swimming pool with spectacular views of the Pacific Ocean and Wailea Beach, along with views of Kaho’olawe, Molokini and Lana\'i. From your private elevator landing, the suite...
A 5-Star Estate, Large Groups, Luxury Living
This luxury condo is situated a short walk from the beauty of the beach! A 3,700 square foot, 3 bedroom, 3.5 bath gem, it is the ideal place for a quiet retreat. Features a Master Suite with private lanai and two additional bedrooms with en suite baths, sleeping up to a...
Cozy ground floor condo, lush lanai, dining nearby
Welcome to Maui Kamaole F101 – your perfect island retreat! This beautifully appointed ground-floor condo features 1 bedroom and 2 full bathrooms, comfortably accommodating up to 4 guests. The dual-bathroom layout is ideal for families or couples traveling together....
Beachfront Family Estate. Great for multiple families.
Beachfront Family Retreat in Central KiheiProperty Overview:Nestled in central Kihei on the northern end of picturesque Halama Street, this family-owned, legal short-term rental offers guests an unforgettable beachfront experience. The property features two unique...
REMODELED 2 BED/2 BATH CONDO ACROSS FROM KAM3 BEACH W/ OCEAN VIEW
Maui Parkshore at 2653 South Kihei Road is located in the heart of South Kihei just a step away from some of the best beaches Maui has to offer. Its convenient location is also a walking distance to many restaurants, cafes, tourist gift shops, and a health food store!...
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
Very important, Kihei Kai Nani is HOTEL ZONED, and not affected by ongoing Maui Transient accommodation issues, ours is a one-bedroom condo, on the top corner (2nd floor) of building #3, which is the second floor of a concrete building. The unit has a full kitchen and...
Modern Oceanfront Condo with Stunning Views, Perfect for Any Getaway #705
Spectacular Maui condo! This bright and beautifully, modern condo is perfect for honeymooning couples, anniversary stays, family getaways, and those just looking to escape to their own tropical retreat. Mana Kai Resort is a favorite oceanfront community among travelers...
PARADISE RV .You won't forget your time in this romantic, memorable place.
Experience the magic of Maui on your terms! Our camper vans provide you the freedom to explore hidden beaches, wake up to sunrise on Haleakala. Tailor your Hawaiian adventure. Enjoy Maui beautiful!!!!
Paradise Found! Top Floor, Beachfront, Oceanfront, Ocean View
Welcome to Paradise Found! Memories are made here!Come, relax, unwind, and enjoy the unforgettable breathtaking, panoramic ocean views from EVERY room in our beautiful top floor direct oceanfront, beachfront Kealia Resort Condominium nestled RIGHT ON Sugar Beach, just...
Beach Paradise: 6 BR Kihei Beachfront Home with Pool
Legal Vacation Rental: Permit Number STKM2020/0002HOLIDAY SEASON: There is a 7 night minimum during the period Dec 18-27. There is a 10 night minimum during the period Dec 27-Jan 10.Chill Out with friends or family in this spacious two-story Maui beach house which...
Stunning Two bedroon Corner Oceanview condo in Kihei
D301 is a uniquely located corner unit 2 bedroom, 2 bath full ocean view condo with AC. This condo is on the third floor so you are walking up stairs.Watch surfers, windsurfers, and kite boarders as well as Humpback Whales during the Whale season. Wake up to stunning...
Maui Resort Rentals: Polo Beach Club 608 – Luxurious 6th-Floor Oceanfront 2BR w/ Stunning Ocean Views!
We are proud to present this luxurious 2BR/2BA oceanfront residence at Polo Beach Club–newly launched on 10/25/24 to start taking reservations for check-ins on 1/6/25!Boasting a stunning Wailea oceanfront location and a lavish interior, this 2BR/2BA residence delivers...
Oceanfront Sugar Beach 525 Tropical Condo, on the Beach,
SOUTHWEST SUNSETS-Sitting on the lanai, you are facing beautiful southwest sunsets, view is the website pictureWHALES January through April breaching in your view, all the comforts of home in a warm, tropical location with our building 20 feet from the ocean. BEACH is...
Beachfront Platinum Condo, updated. Gorgeous Ocean & Crater Views. Makena Surf.
Building B is the premier beachfront building at Makena Surf, set among lush tropical gardens. From our condo (B202), gaze endlessly at the ocean, watch the whales breach (seasonal), experience magical sun sets, step onto the beach to swim or snorkel with the turtles or...
Stunning Oceanview 1 level 2B w Split AC at Kamaole Sands!
Welcome to our newly renovated beautiful seaside single-story 2 bd 2 ba condo at the highly rated Kamaole Sands, located yards away from the stunning Kamaole III beach, Maui's famed "postcard beach" that is fantastic for snorkeling, swimming and boogie boarding and more...
Modern & Polished Oceanfront Vistas
Summary:Bright, modern, and spacious. Complete remodel in December 2021! 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...