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!
Second Floor Condo with Free WiFi, Furnished Lanai, Shared Pool, Hot Tub, Tennis
Kamaole Sands 8-205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take a well-deserved break and relax at this second-floor getaway located across the road from Kamaole Beach Park...
Gorgeous Condo W/ Ocean Views, Steps From Beach! Pool, Hot Tub, BBQ!
Completely Remodel, Modern Condo With Ocean View!! Kauhale Makai, Address for this Condo: 938 S. Kihei Rd #327, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Kauhale Makai 327, a stunning freshly remodeled oceanfront condo...
FREE AC & PARKING! Exceptional condo w/peek-a-boo OV - res. guaranteed into 2027
Res. into 2027 GUARANTEED. Peek-a-boo OV from the large lanai. FREE DUAL AC! FREE PARKING! CA King w/purple mattress + queen sofabed in LR (4pp max.). Well stocked kitchen with all the appliances you will need. 55" smart TV in both LR &BR. Laundry in unit. Dual pane...
Kihei Akahi D210: 1BR/1BA with Ocean Views, Updated Interior, and Prime Location
This property is hotel zoned, and not being affected by the recent proposed legislation.Kihei Akahi D210, Great location with views of the ocean! This 1 bedroom/1 bath is centrally located in Kihei and perfect for couples or small families. This condo has been nicely...
Premier Kamaole Sands 4-208: Updated 1bd/2bath Near Maui's Best Beaches
Kamaole Sands 4-208 is your premier Hawaiian retreat in one of the best properties in Kihei! This centrally located 1bd/2bath unit is the perfect spot for your Maui vacation!Kamaole Sands offers amenities for the entire family with a large pool, children's wading pool...
Menehune Shores "Eagle Nest" Oceanfront Penthouse
UNDER NEW OWNERSHIP AND EXTENSIVELY REMODELED.Menehune Shores 627 - oceanfront penthouse with breathtaking ocean views from both the living room and master bedroom. One of only two unique penthouses at the end of the building, it has 2 feet higher ceilings and 4 extra...
Kihei Akahi Condo w/ A/C, Shared Pool-Surf, Bike, Golf, More
Kihei Akahi DG08Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Lovely Ocean Views with Convenient Walkable Location - Kamaole Nalu 601 w/ AC!
Kamaole Nalu #601 – Ocean View Comfort with Modern UpgradesKamaole Nalu #601 is a beautifully updated two-bedroom, two-bathroom condo located in one of Kihei’s most sought-after oceanfront communities. This sixth-floor retreat offers ocean views from the private lanai...
Delightful beachfront getaway with pool/hot tub, beach access, & fast WiFi
Kauhale Makai 333Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make the best memories with friends and family here in the heart of Kihei at this perfect oceanfront condo mere steps...
Kamaole Beach Royale 301 ~ 3 bedroom
Located in the heart of Kihei. Freshly remodeled. With lots of cool, fresh Maui breezes coming through this unit, you will can truly enjoy the feel of Maui. This unit has an amazing 1380 square feet, which includes a double lanai off the living room and master bedroom...
Stunning Remodel - Maui Kamaole I-201
Welcome to your serene escape at Maui Kamaole! This beautifully designed and recently fully remodeled 2-bedroom, 2-bathroom condo is situated on the second floor of the I building, right in the heart of Kihei. Boasting split A/C for ultimate comfort, this end unit is...
Cozy room with beach access, Haleakala sunrise view, pool & amazing location
Island Surf 601AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property is zoned in a Community Business District, ensuring short-term rentals are permitted now and in the...
Sugar Beach 316 Front Row Ocean Views in Beautifully Upgraded Beachfront Condo
Book with us and come to Maui to explore everything we have to offer!Beautiful oceanfront home with front row views. The best views on Maui with incredible sunsets from the Lanai (balcony). Upgraded unit with granite counter tops and glass back splash. This...
Kihei Garden Estates - Condo on the Beach of Maui
This Maui condo is located in the heart of Kihei Hawaii called Kihei Garden Estates, located within 300 feet of the ocean and 20 minutes from the Kahului Airport. Modern amenities, the condo is perfect for a family of 4 adults and 2 children being two stories. Includes...
Ocean and Golf Course Views 2 bed 2 bath - Grand Champions 112
Book with us and come to Maui to explore everything we have to offer!This spacious Wailea Grand Champions Villas 2 bedroom 2 bath second floor unit is tastefully decorated and has everything you need for a relaxing vacation. Great ocean, tennis courts and tropical...
Mana Kai Maui Resort condo with resort amenities, near beaches, waves & surf
Mana Kai Maui Resort 211aOur 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...
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches and Beyond
Hale Kai O Kihei 206Our 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...
Mana Kai Maui Resort condo with WiFi & private W/D - surf, bike, golf & swim
Mana Kai Maui Resort 709aOur 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...
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
Sugar Beach Resort 135Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Kihei Akahi Condo w/ Shared Pool, A/C-Beach Lovers Dream
Kihei Akahi D416Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Hale Kamaole Condo w/ A/C, Shared Outdoor Pool - Beach Lovers Dream
Hale Kamaole 234Our 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...
Kihei Akahi Condo w/ Private W/D, Free WiFi-Beaches Await
Kihei Akahi C512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Hale Kamaole Condo w/ Shared Pool, Shared Outdoor Pool - Close to Beaches
Hale Kamaole 335Our 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...
Kihei Akahi Condo w/ Shared Grill, Shared Pool-Beaches and Beyond
Kihei Akahi C315Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Sugar Beach Resort Condo w/ A/C, Shared Grill-Close to Beaches
Sugar Beach Resort 309Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Sugar Beach Resort Condo w/ Free WiFi, A/C-Snorkel, Surf, Swim
Sugar Beach Resort 335Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Condo in great locale with grill, pools & hot tub
Maui Kamaole I219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Maui Kamaole Condo w/ Private W/D, Shared Pool/Hot tub-Beaches and Beyond
Maui Kamaole C210Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at Maui Kamaole, located just minutes away from the three sunny Kamaole beaches. Kamaole...
Hale Kamaole Condo w/Private Washer/Dryer, Shared Pool, Free WiFi
Hale Kamaole 110Our 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...
Sugar Beach Resort Condo w/ Private W/D, Shared Pool/Hot tub-Near Everything
Sugar Beach Resort 222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Maui Banyan T209, perfect location in Kihei!
Maui Banyan T209 offers the perfect Hawaiian getaway! Enjoy the gorgeous garden and Haleakala views!As you enter, you are greeted by an open and inviting floor plan! The kitchen has been nicely updated and is equipped with everything you will need to whip up a quick...
Golf course-front condo with outdoor pool, hot tub, central AC, & free WiFi
Wailea Grand Champions 149Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy your very own paradise on earth at this family-friendly, golf course-front condo! It's perfect for a...
Tropical & Serene Garden Vistas
Summary:Newly remodeled 1 bedroom, 1 bath ground floor condo. Located directly across from the beach in warm & sunny Kihei. Nestled in the exclusive and desirable Kihei Resort, you will be embraced in the lush & tranquil landscaping. We provide beach chairs, umbrellas,...
KM 114 2BD Oceanfront Condo w Ocean Views AC Pool
Kauhale Makai 114 Ground Floor 2Bedroom, 2Bathroom Condo with Ocean Views, Pool, and Hot Tub. Just Steps to the Ocean for a Fun Family Winter Vacation FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
Gorgeous Luxury Ocean View 3 Bedroom Kamaole Sands 10-115
Book with us and come to Maui to explore everything we have to offer!Sought after building 10 nicely remodeled unit with cherry cabinets and granite counters in the kitchen and both bathrooms. The kitchen is fully-equipped with stainless steel appliances. The spacious...
One Bedroom Garden View Luana Kai Resort B111
Lodging B111 is a one bedroom apartment with a king sized bed on the ground floor. B111 provides quick access from the lanai to the pool, tennis & pickleball courts, putting green, park, and ocean at Luana Kai Resort. B111 is decorated with laminate flooring. Brand new...
One Bedroom Deluxe Garden View Luana Kai Resort B108
B108 with AC is a Ground floor, 2 bedroom, 2 bathroom garden view condo. It offers easy access to the putting green, pool, bbq's, tennis, pickleball and ocean. B108 was totally remodeled and features a wonderful kitchen complete with everything you need to enjoy your...
Cozy, Well-Furnished Studio
Relax, enjoy the gentle breeze, take a deep breath and enjoy the birds, flowers and scents of Maui that surround you. Our quiet location is surrounded by the Wailea Old Blue Golf Course & adjacent to the Wailea Tennis Club & Wailea Town Center; minutes away from the...
Captivating Ocean Views at Spectacularly Located Makena Surf Resort #C-205
Makena Surf C205Makena Surf Resort, located in the exclusive Makena area, offers a secluded beachfront retreat surrounded by lush tropical landscaping. This gated property features six two- and three-story buildings, each designed to maximize stunning views of the...
Direct Beachfront Newly Remodeled!
Hosted by VacaMauiWe chose Nani Kai Hale due to it's fantastic beachfront location directly on Sugar Beach. Sugar Beach 3 is a beautiful white sand beach which is popular for swimming, snorkeling, and boogie boarding. The unit was finished being completely remodeled...
Gorgeous, 2 bed/2 bath Loft located in Tropical,Lush Complex
This modern and updated garden view 838 square foot unit is equipped with its own private lanai with lush tropical foliage right outside that adds to the peacefulness of this tucked-away second floor gem. Prepare a delicious meal in a spacious electric kitchen with...
OCEAN FRONT, ground level, end unit.
Maui Sunset Resort is one of the premiere resorts in all of Kihei. The grounds are landscaped with golf course style grass, bright orange flowering plants, and tall tropical swaying palms overhead. Our condo is ground level, so you can walk out on the patio and be only...
Breathtaking ocean views, serene backdrop
Kihei Beach 508 is a 1-bedroom, 1-bathroom, 5th-floor oceanfront condo that is well appointed and beautifully decorated in Hawaiian theme. Unit 508 can accommodate up to 4 guests. An elevator is available for easy access. The kitchen is remodeled and features custom...
Hale Kamaole 202 Second floor condo, easy access to best beach on Maui!
Welcome to your beach getaway! This 2 story, 2 bedroom plus loft, beautiful beach front condo comes with all the comforts of home including WI-FI, three flat screen TV’s, everything you will need in the kitchen to cook delicious meals and more. The kitchen is remodeled...
Hale Kamaole 268 Second floor condo, easy access to best beach on Maui!
Two bedroom Ocean, garden and mountain View. This unit master bedroom has two twin beds, downstairs bedroom has queen bed which was purchased in Jan 2018. Living room has comfy rattan sitting chairs and couch with queen hide-a-bed. Remodeled kitchen and bathroom...
Nani Kai Hale #405 on Sugar Beach
Nani Kai Hale 405 is a 1 bedroom, 2 bath oceanfront Hawaiiana style condo along Sugar Beach. Enjoy your stay in this private condo with comfortable furniture and a split AC unit in each room. The open floor plan living room leads to a lanai with both ocean and Haleakala...
Great Ocean View, Privacy-a Sweet Spot Near the Office, Pool, BBQ, Park, Beach!
Some new things have been added! Read on...New DishwasherNew 50" Samsung Crystal TV in living roomNew Flat Screen TV in BedroomNew furniture and some new furnishings & suppliesNew living room lightingNew Coolaroo cordless Lanai ShadeNew Hair DryerPrivate, Open &...
Steps to Best Beaches.Renovated! Best Value in Paradise! Free Wifi,Long Distance
1Bed/1bath vacation condo with full kitchen, the unit is newly renovated. It is centrally located is South Kihei, a cozy beach town in sunny South Maui.Quiet end unit away from traffic with lots of privacy. It's fully equipped with cooking, cleaning and fun beach...
Unique Private Ocean View House With Pool - Walking Distance To Wailea Resorts
Wailea Freedom House is pure and simple elegance in an unmatched location backing onto the Wailea Blue Golf Course. This home has a large heated swimming pool with beautiful ocean views from the spacious pool deck area and upstairs lanai. The unique architecture boasts...
Kamaole Beach 1BR/Ocean View & AC/2 Pools & Tennis, Full Kitchen, Walk to Dining
Condo, 1 Bedroom, Sleeps 4 with a pullout sofa bed, 1 Bath, Fully Equipped Kitchen, Lanai with Ocean View just steps from the BeachSet in beautifully landscaped Hale Kamaole complex, Unit 232 features a private lanai with beautiful ocean views across from Kamaole Beach...