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!
Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.
If you are looking for a modern, luxurious retreat for families in Wailea with BRAND NEW EVERYTHING, look no further! This unit was completely renovated. Guests can enjoy:— Modern, deluxe kitchen with all new appliances. Fully stocked with everything you need to cook...
Grand Champions 105 I Spacious Wailea 3bd
Hawaii Life Vacations proudly presents Grand Champions #105, a beautifully updated 3-bedroom condo located in a serene corner of Grand Champions Villas in Wailea. Nestled against the 8th hole of the Blue Course, this spacious retreat offers stunning mountain views from...
Endless Ocean Views from your Sugar Beach Retreat -Central AC #208
Come enjoy the amazing ocean views and breathtaking sunsets in our updated deluxe one bedroom, one bath, air-conditioned condo. Sugar Beach Resort, is just steps away from the 5-mile white sandy beach. Our beach access is excellent for swimming, snorkeling, windsurfing,...
Beachfront Luxury - Polo Beach Club #707 - Amazing Views & Location!
Polo Beach #707Indulge in the refined elegance of Polo Beach #707, a fully remodeled “Maui Modern Masterpiece” at the exclusive Polo Beach Club in Wailea. This luxurious two-bedroom, two-bathroom condo offers unobstructed ocean views, high-end interior finishes, and...
Maui Banyan G202 - King Bed, Ocean View, Across from Kamaole Beach
This unit is located in South Kihei, which is on the southwest side of Maui, an easy drive to nearly all of Maui’s landmarks and outdoor activities. Kamaole II Beach is right across the street from the Resort and offers excellent swimming, snorkeling, white sand and...
☼ Stylish & Bright 2bd Oceanfront Condo|5★ Views
Step into the comfort of this stylish 2BR, 1Bath condo in the heart of Maui, Hawaii. Located right on the oceanfront, just steps from the beach, this is your perfect retreat close to top restaurants, attractions, and stunning beaches!Enjoy modern design, breathtaking...
nEye-popping luxury with huge ocean views. Quick walk to Kihei's Best Beaches
Our condo is a totally remodeled townhome with a serene and uninterrupted ocean and mountain view, from the lights of Wailuku Town past the island of Lanai. J217 has neither power lines nor road noise; you'll see sunsets all summer long and whales all winter....
125+ 5star REVIEWS SAYS IT ALL! Golf & Ocean! LAST MIN CANCL APRIL! 169 +tx rate
Location: Grand Champions, Wailea, South Maui, Maui, Hawaii, USA (2 miles Kihei, 13 miles airport, 1/2 mile beach.) Accommodations: Condominium, 1 Bedroom, 2 Baths (Sleeps 2) Maximum occupancy is 2 adults 25 years old or older onlyCOME ENJOY OUR FULLY RENOVATED FROM...
Welcome to Azure Bay, luxury oceanfront condo
Welcome to our beautiful condo, overlooking Ma’alaea Bay on the south side of Maui. Located in the oceanfront condo complex, Menehune Shores, it is only steps to the beach. Our condo is professionally designed and decorated, including everything to make your stay...
Steps to Kamaole beaches/Upgraded kitchen & baths/2 Pools/Tennis/Close to Wailea
This second floor 2 bedroom/2 bath peek-a-boo ocean view condo is your perfect Maui vacation retreat just across the street from beautiful Kamaole III beach park! Maui Kamaole is one of the lowest density projects in South Kihei and features beautiful landscaping, 2...
Quiet and Beautiful Place for a Hawaiian Getaway!
A quiet and beautiful setting for a wonderful Hawaiian getaway. Our condo was built in 2000 and is one of the newest in the Maui Kamaole complex We recently updated all the furniture in the unit including new chairs and a new pull out couch. The condo is quietly nestled...
Gorgeous Ocean/Molokini View 2Bed/2Bath w/AC in EVERY room!!
Aloha and welcome to paradise! Recently renovated with split unit air conditioning with iWave-m ionizing air purifiers on each head!! Ocean view is absolutely amazing!! Watch the boats going to Molokini Crater year around, and see the whales in the winter, all from the...
South Kihei Top floor Ocean View & easy walk to the beach.
2 Bedroom, 2 Bath, Sleeps 4 (2 Queen Beds) This spectacular TOP floor unit features Split System air conditioning which allows for individual climate control in each room. The A/C accommodates year-round enjoyment of the fully equipped chef’s kitchen, completely...
Newly Renovation, All New: Beds, Furniture, Floors, Kitchen Counters and Island
This elegantly remodeled and redecorated, modern vacation home resulted from the collaboration of sophisticated and tasteful owners, and a world-class Maui- based designer. The contempory elegant touches and design fluidity will be above and beyond your expectation!...
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...
AMAZING HOTEL ZONED BEACH FRONT CONDO ON SUGAR BEACH. RESERVE WITH CONFIDENCE!
Ready for a beach vacation in paradise?!? Beach front complexes on the south shore of Maui are generally not this close to the shoreline and most are apartment zoned and may be subject to recent proposals to convert to longer term housing rentals. Nani Kai Hale is hotel...
Gated 2-story beach house with big yard
Hoku Lani, or “Heavenly Star” is a two story air conditioned 3 bedroom, 2.5 bath home with lofty ceilings, concrete construction and gorgeous details throughout. You’ll love the mahogany and kiwi custom cabinetry and granite countertops in our gourmet chef kitchen. Fine...
Hale Kai O Kihei Condo w/ Ocean View, Shared W/D-Waves Await
Hale Kai O Kihei 216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Stunning Ocean Front Views, Wailea, Polo Beach Club Condo - unit 303
Welcome to your tropical escape at Polo Beach Club, our cherished slice of paradise! Having fallen in love with this magical location years ago, we are thrilled to be able to share our beautiful condo with you. Nestled at the tranquil south end of Wailea Beach Walk,...
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...
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...
Beautifully updated ground floor condo. Just steps from the beach and pool!
Walk to beautiful beaches, soak up the Maui sunshine, and come home to the comfort of your own lanai/patio when you escape to this well-appointed condo in Kihei. Open the sliding glass doors to let in the cool ocean breeze, prepare island-inspired breakfast in the fully...
Kihei Gardens F202 I Bright 2bd Near Beach
Welcome to your ideal Maui getaway! This stunning 2-bedroom, 2-bathroom condo at Kihei Garden Estates offers the perfect combination of comfort, space, and convenience. Located just across the street from the beach, this bright and airy retreat is designed to enhance...
Resort condo steps from the beach with pool, gym & lanai
Mana Kai Maui Resort 615Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui's best...
Charming oceanfront condo with lovely views - pool, hot tub & sauna on-site
Sugar Beach Resort 415Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Snorkel, surf, and swim at this charming Sugar Beach Resort condo! Boasting a prime, walkable location to one of...
Wailea Elua 803 - Ocean Views, Modern Renovation, Central AC, Wi-Fi, BBQ Grill
Every detail was addressed in the complete and total renovation of this single-level luxury condo at Wailea Elua Village. Upon entering Wailea Elua Village unit 803, you are immediately greeted with panoramic ocean views from the open living area, and the unit is...
Maui Kamaole F-106 Garden View, Walk to Kam III Beach Park in Kihei
Garden Paradise at the beautiful Maui KamaoleDon't get us wrong- the entire Maui Kamaole property is gorgeous in itself, but this condo is one to behold. It is located in a quiet corner of the property in one of the last buildings to be completed meaning a new and...
Wailea Grand Champion Villas 3-Bedroom updated Home centrally located in Wailea
Aloha, our home is located in the center of Wailea on the first hole of the Wailea Blue Course and is perfect for families or couples. The 3 bedroom home was recently updated, has high ceilings, and large, sliding glass doors that look out over the golf course and...
Amazing Oceanview Beachfront Getaway Close to Everything!
Aloha! If you are looking to get away from it all but still be close to everything that Maui has to offer, look no further! Our owner-hosted (no dealing with unresponsive property managers) beachfront 4th-floor condo makes you feel far from it all yet is minutes away...
Condo-walking distance to beach, food & shopping!
This elegant retreat has been completely remodeled, it’s not just a place to stay, it will become a part of your stay. Before even opening the door you're greeted with a pineapple carved into the entry way stone, a symbol of welcome and hospitality. Mountain and partial...
Pinnacle of *LUXURY*Spacious with Oversize Lanai
Come enjoy yourself at our Kamaole Sands true gem! Our gorgeous, completely remodeled condo is located on the first floor and is quiet, private and tranquil. You will love the fresh, open and airy floor-plan of this unit, tiled throughout and embellished with tasteful...
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...
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views
Makena Surf G-201 is on one of the most luxurious and prestigious properties on the island of Maui. With oceanfront access and spectacular views, it offers a secluded and tranquil setting for your next island getaway. Unit G201 is located on the second floor of the G...
Luxurious Ho'olei Villa with Ocean Views, Two Story Townhouse!
This luxurious Ho’olei Villa is hotel-zoned, located in a gated community, and unaffected by recent proposed legislation—perfect for peace of mind and a worry-free Maui escape.Designed for indoor-outdoor living, the villa features a spacious open floor plan that flows...
*UNINTERRUPTED 180° OCEANFRONT AND PRISTINE Remodel
** PLEASE NOTE: Sugar Beach Resort pool will be closed from SEPT 8th - SEPT 24th for annual maintenance.The impressive Sugar Beach Resort is a beachfront high-rise luxury resort in the beautiful and peaceful location of North Kihei. The moment you drive up and start...
Paradise Awaits on Maui's Best Beach!
Welcome to our Maluhia (Peace) Condo at Mana Kai #304” – The sun, sand, smells and pristine blue green ocean is just what the doctor ordered!This condo is completely brand new as of 10/2025. Full remodel, floors, cabinets, bathrooms . . . everything you need for an...
Fun Condo / Ocean View Escape
Aloha! Discover Shores of Maui #122, a hidden gem in a prime location!!!!! We have a brand new air conditioning in the Living room and in the bedroom to keep you cool! This one-bedroom, one-bathroom condo also features a cozy queen bed, a twin bed, and an Italian...
Newly remodeled ocean view condo - Kihei Alii Kai
Unit D-205. Located across the street from the kamaole beach park. This property has all new furnishings and king size bed. Air conditioning, 65 in tv, full queen mattress wall bed as well as two twin sofa sleepers,, full kitchen with all the amenities . Owner supplies...
Luxe Oceanview Hideaway on Wailea Old Blue Golf Course
WAILEA PARADISE HIDEAWAYEscape to a serene and elegant retreat in the heart of Wailea.Set on the renowned Wailea Old Blue Golf Course, this ocean-view villa blends luxury with convenience—just minutes from the beach, the Shops at Wailea, fine dining, and world-class...
Indulge, just steps to pristine beaches, restaurants & shopping.
Introducing the enchanting Honu Hale Cottage, a captivating retreat just steps away from a picturesque stretch of warm sand where sea turtles find solace in the tranquil waters of the Pacific Ocean.Located in the peaceful Kihei area of South Maui, this unique sanctuary...
Maui Retreat Ekahi 50F, All YOU Need! 5% off for stays over a week!
The rest of JUNE $299 per night!Waiting for you to come and unwind. Just bring yourself, everything else is HERE! Towels, beach chairs, umbrella, boogie board, whatever you need!!!This beautiful second floor unit has an open, beautiful garden/mountain view. The vaulted...
Cozy studio, split AC, kitchenette, steps to beach in best South Kihei location!
Aloha and welcome to the Tranquil Turtle Retreat at Maui Banyan Resort! Our recently updated studio is located right in the heart of South Kihei close to world-class beaches, shopping and amazing restaurants. Enjoy Maui at its finest!The Tranquil Turtle first floor...
Expansive One-of-a-Kind Retreat - 3 Oceanview Lanais - Makena Surf G 301-302
Makena Surf #G-301-302Welcome to Makena Surf #G-301-302, an expansive and newly remodeled four-bedroom, five-bathroom oceanview penthouse with a private den, located in the exclusive Makena Surf Resort. With elegant design, premium finishes, and three private lanais,...
NICELY UPDATED-SLEEPS 8-WELL EQUIPPED-AC-METICULOUS CLEANING
Book with confidence, this stunning, 3 bedroom, 2 bathroom spacious condo that has been nicely updated. 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 24/7...
Beautifully remodeled 2 Bd, 2 Bath Condo, short walk to the Beach
This spacious two bedroom, two full bath condo is located in the perfectly manicured, lush landscape of Kihei Garden Estates. The fully remodeled, 850 sq ft top floor unit, has an open floor plan and a lanai with a table and four chairs that overlooks the pool and...
Wailea Elua 1308 - Direct Beachfront Luxury Condo in the Heart of Wailea, Maui
Introducing: Wailea Elua 1308. Offering a front row beachfront location, this immaculately maintained unit features unobstructed ocean view corridors, privacy, convenient access to the Wailea Beach Path, and one of the world’s best beaches as the front yard. Extensively...
Breathtaking ocean views!! Steps to the beach!! Recently remodeled!!
Our Hale Kai O Kihei (‘ha-lay-ky o ‘kee-hay) condo offers breathtaking ocean views. On the private lanai, you can enjoy the tranquil sounds of the ocean and view the amazing year-round sunsets. There are also miles of sandy, un-crowded beach directly in front of the...
Boutique Oceanfront Vistas
Summary:Elegantly remodeled oceanfront studio with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming...
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...
Calming Coastal Vistas
Summary:Renovated oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a...