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!
Beautiful Kamaole Sands Oceanview Condominium - MAUI IS OPEN FOR VISITORS!!
This beautiful, large two bedroom, two bath townhouse type unit is decorated in light, airy island decor. The living room has a cathedral ceiling with a circular oak staircase to the second floor master bedroom and bath. Interior amenities include a fully equipped,...
Last minute special 180 from 7/1/24-7/31/24! nCome and enjoy Aloooooohaa!!
Yes you can afford this great vacation in our wonderful condo, located near Wailea . We are in the Hale Kamaole resort and are on the ground floor.Features include:Nice quiet split system air conditioner throughout the condo.1. Walking distance to Kamaole Beach 3 (it's...
Wailea Grand Champions 97 - 1 Bedroom Golf Course View Condo
Wailea Grand Champions 97 is a premier vacation rental located in the serene tourist retreat of Wailea. This exquisite property combines elegant design with modern amenities to provide a truly exceptional getaway experience. Upon arrival at Wailea Grand Champions 97,...
Tropical Wailea Retreat
We invite you to come and stay at our spacious suite where you can enjoy the exclusive Wailea lifestyle. Relax & restore in this serene space surrounded by tropical palms!This bright and airy 1 bed/2 bath, corner end unit is a modern Hawaiian retreat. The suite features...
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...
Affordable, Luxury Resort condo w/ AC @ Kam III Beach
Aloha from Maui.Our beautiful, spacious, Resort Condo is located at Kamaole III Beach Park...one of Maui's finest swimming and snorkeling beaches! The unit is fully equipped with everything you need for a great stay, including a full kitchen, washer/dryer, beach gear,...
Charming Oceanfront retreat- Steps from the Beach, 2BR/2BA Polo Beach Club 308
For those looking for a peaceful, comfortable home base on Maui with true beachfront access. Just steps away, you can enjoy wonderful swimming and snorkeling- no roads to cross, no long walks. From our lanai, you might spot whales in the winter, turtles passing by, and...
Wailea Beach Villas E202 - 3 Bedroom Garden View Villa
Warm breezes and lush tropical gardens greet guests of Wailea Beach Villas E202 as the spacious and comfortably appointed interior blends seamlessly onto the private outdoor lanai. Contemporary neutral and earth-toned furnishings are complimented by splashes of color...
April Cancellation Reserve ASAP ONLY 179/nt ! 135 Exceptional Reviews!
BEAUTIFUL Unit A308 is an oceanfront condo just steps to the beach! Ocean view offering large and clean accommodations. Enjoy the garden view and all the amenities of the highly acclaimed Maui Sunset resort, including 60 foot freshwater swimming pool beachside and l hot...
Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!
Aloha and welcome, We invite you to come and relax in our cottage with a tropical garden and private entrance, as well as a view of Haleakala Mountain. This is a beautiful, resort quality environmentally green built, private cottage. We are a legally licensed with the...
Golf Course View Retreat | Wailea Condo GC100 | Walk to Shops & Beaches
*For bookings with arrival dates during November 2025, we will donate money to the Maui Food Bank to feed a family of four this Thanksgiving*Welcome to Grand Champions #100, a meticulously updated 2-bedroom, 2-bathroom villa located in the heart of Wailea. Overlooking...
Cozy Treasure Nestled on a Lush Oceanfront Property - Wailea Elua 1508
Wailea Elua #1508 – Partial Ocean Views & Comfort Near PoolSet within the prestigious Wailea Elua Village, Wailea Elua #1508 offers an ideal balance of peaceful luxury and island convenience. This spacious 2-bedroom, 2-bathroom condo features partial ocean views, a...
Experience Aloha & Amazing Sunsets At Our 1bed 2bath Front Row Ocean View Condo
Under new ownership New furnishings, New LG Picture frame A/C units with whisper quiet fans, New sofa bed with regular mattress, New Bedroom set, Watch the whales from the private lanai, new refrigerator w/ ice maker, washer drier, computer and printer for your...
Tropical oceanfront escape, steps from Sugar Beach
Discover tropical relaxation at Sugar Beach 233, a 1-bedroom, 1-bathroom, 2nd-floor oceanfront condo that offers breathtaking views of the Pacific from your private lanai and central A/C. This resort has elevators for easy access. Unit 233 can accommodate up to 4...
Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly
The fabulous Sunset Beach House is located on a sandy beach in the sunniest part of Maui. This 3 bedroom home will be the perfect location for your group of friends or family. Enjoy your own gated luxury home right on the beach for about the same price as accommodating...
Kihei Hidden Gem:Prime Location, New Pool, Walk to Beach!!
Experience the sunny charm of Kihei at our cozy Maui retreat! Perfect for families, friends, and couples, our getaway is just a short walk from beautiful beaches, shops, and restaurants. With two bedrooms, a spacious bathroom, a fully equipped kitchen, washer & dryer,...
Maui Kamaole M207! Spacious 2 bdrm with A/C
Escape to paradise at this exquisite Maui Kamaole condo, where luxury meets island charm. This spacious two-bedroom, two-bath retreat boasts a soothing ambiance with its beachy décor, beautiful blue hues, and local art prints that bring the spirit of aloha indoors. The...
Luxurious Wailea Ocean Vistas
Summary:Completely remodeled (Dec 2022). 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...
OCEAN VIEWS-EXCEPTIONAL NEW REMODEL-AC-GREAT BEACH ACCESS-METICULOUS CLEANING
Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands that was just remodeled as of December 2019. Everything in the condo is brand new and finished with high end materials that you would be hard pressed to find in a rental unit. This condo is...
4-bedroom mini-splits AC vacation home just 5 minutes drive to Wailea Beach
Discover the breathtaking Wailea area in Kihei and indulge in top-notch tropical life at this lavish four-bedroom holiday house. Nestled just minutes away from the pristine Wailea Beach and the vibrant Shops at Wailea, this property offers the perfect blend of...
Wailea Beach Villas F201 - 3 Bedroom Ocean View Villa
Welcome to Villa F201, an expansive vacation retreat that embodies upscale relaxation. Spanning a generous 3,676 square feet, this luxurious 3-bedroom, 3.5-bath villa is perfect for families or couples seeking a serene getaway. Villa F201 is a decorator\'s dream,...
Beautiful, Renovated, Hale Kamaole 159
Hale Kamaole 159 is ready for your ideal Maui beach vacation! It is a recently renovated, exceptionally clean, 1 bedroom, 1 bath condo located in beautiful Hale Kamaole with pools and tennis courts, and you're right across from Kamaole Beach Park III, where you can...
The Best Condo in Wailea Ekahi Village!
Wailea Ekahi Village is a tropical oasis that sits right on Ke'awakapu Beach, considered by locals to be Maui’s best beach. Surrounded by major resort hotels, shopping centers, and championship golf courses, it's a vacationer's dream! This condo is in one of Ekahi...
Enjoy garden views and ocean glimpses from your private lanai at #138
Location! Location! Location! Who needs a car?!? This central Wailea location makes it favorable as you can find tennis, golf, retailers at the Shops at Wailea, casual to fine dining restaurants, world's top beaches, and five-star hotels just moments away.Kick back and...
*25% Off-Steps to Beach-AC in Every Room-Remodeled
🌟 COMFORT AND ELEGANCE COMBINED 🌟Step Into A World Of Contemporary Elegance With This Modern Remodeled Condo. Honus Hideaway Is Thoughtfully Designed To Provide A Comfortable And Luxurious Stay. The Condo Is 880 Square Feet. It Features Two Cozy Bedrooms With...
Ocean Views | Polo Beach Club Ground Floor Condo | Walk to Beach, Private Patio
Summary:Escape to paradise at this ground-floor condo at the exclusive Polo Beach Club. Enjoy stunning ocean views, lush gardens and direct access to Wailea’s premier swimming beach. The “endless lanai” allows you to step straight onto the pool, beach or scenic...
Charming 2bd split-level in garden setting
Welcome to Maui Kamaole M109, a tropical paradise nestled in the heart of Maui's beautiful South Kihei region. This delightful property offers the perfect combination of comfort, convenience, and island charm. Step into this enchanting ground floor 1-bedroom, 2-bathroom...
Maui Banyan Remodeled Top Floor - Steps to Beach and Shopping
The Maui Banyan complex has always been HOTEL-zoned (not apartment zoned).This stylishly remodeled top floor unit (with elevator) has a well-equipped modern kitchen with granite counters, remodeled bathrooms, flat screen TV in living room and bedroom, and double-wide...
Stunning Ocean View Wailea Beach Villa- Book & Save
Most popular Maui Condo Wailea Beach Villa L409 Rated Perfect . 4BR (3 Kings/1 Queen, or 2 Kings/ 2 Twins/1 Queen) 3 BA villa . Spectacular panoramic ocean view. This elegant 4th Floor Villa is nestled between The Grand Wailea & The Shops at Wailea. Almost 3000' with...
Fantastic 4th Floor Views of Ocean, Pool & Haleakala
IF you have been hearing on the news that Short Term Rentals on Maui might be phased out NO WORRIES about booking at Sugar Beach Resort. We are located in a Country Zoned Hotel/Resort area. Only those in Apartment Zones are potentially going to be phased out. Watch the...
Kamaole Sands 10-410: Ocean View 2 Br near Kamaole Beach Park III
This Aloha themed two-bedroom S. Kihei vacation rental located on the 4th floor has all the ingredients for a memorable stay on Maui. The sunlight and wide layout of the living room create an ideal space to sit back and enjoy the flat screen television. There are also...
New Listing! Modern Ocean-View Condo at Luana Kai C203
New Listing! Modern Ocean-View Condo at Luana Kai C203.Interior photos coming soon.Welcome to Luana Kai #C-203, your Maui home away from home! This beautifully updated 1-bedroom, 1-bath condo offers modern comfort, stunning views, and an unbeatable location on the...
Royal Mauian - Remodeled 2 bed/ 2 bath gr floor - Tri-zone A/ C Early Nov Avail
This beautifully decorated 2 bedroom, 2 bath ground floor condominium home underwent a complete renovation. New thermal aluminum windows that will keep the home quiet and cool. Tri-zone air conditioning system with a thermostat in each room so all Guests will be...
Wailea Ekahi 54C: Best View & New Kitchen
Our Family owns 2 - Two bedroom units above and below each other in Ekahi Village. This is perfect for large Family vacations or groups of friends traveling together. Be together, but still enjoy your own comfortable bedroom and bathroom. VIEWS: Ocean views from nearly...
Gem near Keawakapu Beach - Privacy, Ocean Views, Split A/C
The Palms at Wailea #2204 has been totally remodeled. This large condo of 1022 sq feet has soaring ceilings and stunning garden and ocean views from every room. Two covered lanais are ideal for outdoor living and dining. It's only a 7-minute walk to the famous Keawakapu...
Wailea Point | 3203 - 2 Bedroom Ocean View Condo - 30+ Night Luxury Stays
Wailea Point #3203 offers a luxurious and serene retreat with stunning ocean views, located in the exclusive gated community of Wailea Point. This elegant condo is perfect for those seeking privacy and a minimum stay of 30 nights, providing an ideal setting for a...
Superb location at Māla Nani at Kamaole Sands! Steps to Beach! Ground Floor. A/C
Aloha!Welcome to Kamaole Sands, one of Kihei's most sought-after resorts! Māla Nani at Kamaole Sands is our TOP ''A'' RATED, garden view home in the HIGHLY DESIRED BUILDING #7. Our inviting ground floor unit is ideal for couples and families, especially those with...
Chic and Central Ocean Dream Vista
Summary:Upscale remodel with high-end furnishings 1br oasis situated directly across from Kameole Beach. Fantastic lanai with direct ocean views. Experience the resorts many amenities such as tennis courts, pool and jacuzzi and grills. We provide everything from beach...
Wailea Oasis: Relax in Your Spacious Villa w/ Lush Tropical Views, Private Lanai
Grand Champions is perfectly situated in Wailea, in spectacular South Maui. World-class beaches, golf, restaurants, and two swimming pools await your visit. Two master suites with king-size beds plus one queen-size sleeper sofa, air conditioning throughout, tastefully...
COMPLETELY REMODELED-WELL EQUIPPED-NEW FURNITURE-INNER COURT-LARGE LANAI-AC
Book with confidence, this newly remodeled (October 2025) 2 bedroom, 2 bathroom (1188 sq. ft) condo. 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....
Maui Parkshore 416: two bedroom condo with stunning view of the ocean.
Maui Parkshore 416: two bedroom condo with stunning view of the ocean.Stunning, unobstructed ocean views from this two bedroom corner condo. The bright and open living area opens to a large lanai, extending the living area. The primary bedroom has a king bed and the...
Maui Kamaole I217 2brm/2bath Executive Vacation Home
6th night free! discounts applied when booked. offer good until Dec 15th, 2025.Treat yourself to luxury on a Budget in a custom furnished Wailea-quality executive vacation home in a quiet complex across the street from Kamaole III beach in South Kihei/North Wailea,...
Wailea Ekahi Village 12C - 1 Bedroom Ocea View Condo
Wailea Ekahi 12C is a beautiful vacation rental nestled within the landscaped 32 acres that make up Wailea Ekahi Village. This upgraded condo offers a perfect blend of comfort and tropical elegance, making it an ideal retreat for those looking to escape the hustle and...
Panoramic Ocean View Condo on Golf Course close to Beaches
Our townhouse in the Wailea Ekolu Place located on the Wailea Blue Golf Course. It has a spectacular view and large lanais to enjoy a panoramic views and Maui sunsets. It has 2 bedrooms, 2 full + 1 half bath townhouse. Our master bedroom has a king sized bed and ensuite...
Hale Kamaole #124 Ground floor condo, easy access to best beach on Maui!
Experience Maui from this ground floor one bedroom unit, steps away from two pools, the tennis court, and close to grills with easy parking! The furniture has been renewed for comfort. Bathroom cabinets updated with both tub & shower. Bedroom has king bed with an...
Comfortable loft condo with private lanai, resort pool, hot tub, tennis courts!
Maui Kamaole K205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the beauty of Maui from this immaculate 2-bedroom, 2-bathroom condo at Maui Kamaole in Kihei, Hawaii....
Gorgeous Oceanfront Condo in South Maui * Royal Mauian *
Fully remodeled and updated, our home is ideally suited for a romantic getaway, celebrating a special life milestone, those looking for a little laid-back downtime, and anyone wanting to enjoy Maui to its fullest potential. Our 1 bedroom 1 bath oceanfront condo is in...
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach
Aloha and welcome to your oceanfront getaway at Kealia Resort!This beautifully updated, fully air-conditioned 1-bedroom condo offers stunning views of the ocean, West Maui mountains and tropical gardens, and is just steps from the beach and the oceanfront pool. Bright,...
Newly Renovated Condo - Next to the beach!
This 1 bedroom unit is equipped with everything needed for an unforgettable vacation experience. Enjoy the ocean views and sunsets while relaxing and sipping on a glass of wine from the balcony/lanai. The condo is perfect for couples looking to take a break and enjoy...
YOUR OWN LUXURY PRIVATE RESORT WITHIN A RESORT AT SEAGLASS 810 AT ANDAZ MAUI
Tucked within one of Wailea's most exclusive beachfront communities, SeaGlass Villa 810 at Andaz Maui Wailea Resort is a privately-owned and independently-managed 3 bedroom 4 bath pool-side ultra-luxury residence available for your next vacation dream. Experience "Your...