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!
Remodeled Ground floor, Oceanview, AC, steps to Kam II Beach
Welcome to Kihei Kai Nani 100. This ground floor, partial ocean view 1 bedroom, 1 bathroom condo has everything you'll need to make amazing Maui memories. This gem was remodeled top to bottom with your comfort in mind. Every appliance, piece of furniture, & fixture is...
Grand Champions | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite | 2 Units, 3 Bedrooms | ML-1499
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Charming 1-bedroom condo in lovely Kihei with WiFi, AC
Discover this fantastic 1-bedroom gem in Kihei. This cozy condo features a nice king bed, 2 bathrooms with a bathtub and shower, and convenient amenities like WiFi and AC. The serene atmosphere of this property will make guests feel right at home. You're sure to make...
Beautiful, Updated Condo Across the Street from Famous Charley Young Beach
Hawaii Tax ID: TA-140-731-5968-01TMK: 390180030175This beautiful and updated condo is right across the street from the famous Charley Young beach, within walking distance of several other beaches along the Kihei coast as well as many shops,...
Maui Banyan T308 | Spacious 2BR w/ Garden & Mountain Views by Kamaole II
Sunny 2-Bedroom Condo with Garden Views – Across from Kamaole II Beach!Welcome to your perfect Maui getaway! It is ideal for anyone looking to unwind just moments from the beach.• Located just a short distance from the crystal-clear waters of Kamaole Beach Park II,...
Recent remodel: quiet, new AC, WiFi, accross the street from Kam III beach
In south Kihei, this elegant top-floor condo is accross the street from Kam III beach, one of the best beaches on Maui. Great amenities & conveniences: WiFi, electric standing desk, washer/dryer, new and quiet AC, within walking distance to shops, restaurants, grocery...
MV 3214-Across from the Beach! So close to Everything!
* Across from the beach! * 4 more beaches within 1 mile* 1/2 mile to shops, dining and activitiesExperience Maui's magic in this charming 1-bedroom, 1-bathroom condo at Maui Vista. This cozy retreat offers comfortable accommodations for up to 4 guests, featuring a plush...
New Listing! Recently updated spacious 1bd in Maui
Welcome to Kihei Ali'i Kai D204! Step into your Maui home-away-from-home in this bright and beautifully updated one-bedroom, one-bath condo. Perched on the second floor, it offers a lovely partial ocean view—perfect for morning coffee or sunset moments on your...
Luxury Oceanview Wailea Retreat with Sunset Views
Escape to Hōkū Hale, a serene oceanview retreat in the heart of Wailea. This designer oasis offers modern comforts, a private lanai with stunning ocean views, on the fairway of a private golf course. Walk to world-class beaches, dining, golf or relax in a peaceful,...
Hale Kamaole 113 - Relax and Enjoy the Beach
Book with us and come to Maui to explore everything we have to offer!Well maintained condo conveniently located very close to world class beaches, shops, and restaurants! Fantastic location close to the pool with lots of parking on site. Relax on your lanai with the...
Kalama Terrace 2BR with Pool, BBQ & Walk to the Beach
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Experience the best of Maui in this nice island-style 2-bedroom, 1-bath unit at Kalama Terrace! The main...
NEW! KBM Resorts | Ocean Views | FREE CAR | Wailea Ekahi | 1-Bedroom Condo with Luxury Amenities! WKV-45C
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Grand Opening Prices! Ocean Views! Steps 2 Beach!nEntire condo in Kihei, Hawaii!
Welcome to our slice of heaven - Pineapple Paradise! Our recently remodeled condo boasts a peaceful, laid back vibe, making it the perfect choice for a relaxing getaway to escape all your cares.This gem—steps from the beach—is tucked away from the hustle and bustle...
Oceanfront Bliss at Royal Mauian #405–Stunning Views, Prime South Kihei Location
Royal Mauian #405 – Oceanfront Comfort with Stunning Coastline ViewsRoyal Mauian #405 is a two-bedroom, two-bathroom condo designed for guests who want to experience the very best of oceanfront living in South Kihei. With panoramic views of the Pacific Ocean and...
Island Living w/Ocean Views, Wi-Fi and Pools-G510A
Your Hawaiian dream vacation becomes a reality when staying at this tropical oasis set within walking distance to the iconic Maui shores. The Maui Banyan resort is sprawling with lush flora and top-notch amenities including two swimming pools, jacuzzis, tennis courts,...
Maui Vista 1406: Top Floor Large 2 br condo with Loft & Ocean Views Sleeps 4
Large two-bedroom condo with a loft with ocean views. This vacation rental features a queen bed in the master bedroom, two twins in the loft bedroom, and a pull-out sofa bed in the living room. This unit looks out over the pool. Relax on the lanai and enjoy paradise....
Hale Pau Hana #707 Ocean Front, Central AC, Oceanfront Complex
Hale Pau Hana #707 is a 2 bedroom, 2 bath unit on the 7th floor with a panoramic ocean view and central A/C throughout. It provides a fully-equipped kitchen, 2 flat-screen TVs, and free WIFI. Go to sleep in your comfortable cal king bed as you enjoy the sound of the...
Maui Kamaole H-208 – Oceanview Poolside Condo Close to Beaches and Dining
Maui Kamaole #H-208 – Partial Ocean View Comfort in South KiheiExperience the beauty of Maui from Maui Kamaole #H-208, a spacious two-bedroom, two-bathroom condo offering partial ocean views and a comfortable layout. Perfect for families or friends traveling together,...
Maui Banyan T203 Spacious Island Getaway Close to Kamaole Beaches
Welcome to your serene Maui getaway at Maui Banyan T203, a beautifully designed retreat offering the perfect blend of comfort and island style. Located in the heart of Kihei, this condo sleeps up to six guests and provides everything you need for a relaxing Maui...
Wailea Beach Villas PH205 - 3 Bedroom Garden View Penthouse
Welcome to Wailea Beach Villas Penthouse 205, an elegant retreat that showcases sophisticated furnishings, vibrant colors, and striking artwork. This family-friendly penthouse features three bedrooms and three full baths, offering ample space for families or groups to...
Dlx 1BR Beachfront Maui Condo..Kihei/South Shore. AC.nStunning Ocean Views!
Aloha: Welcome to your own 1Br oceanfront Maui condo rental, ideally located on the sunny South Shore/Kihei...just steps to the sand! Enjoy stunning ocean views from your own private lanai/balcony, while listening to the sound of the surf! Appointed in a hawaiian-...
Palms at Wailea Villa 301 Garden Deluxe 1 BD 2 BA
Relax in this one-bedroom villa with tranquil garden views in the heart of Wailea’s resort community. Designed for comfort and convenience, it features a full kitchen, airy living space, and easy access to beaches, golf courses, and walking paths. Villa 301 Garden 1...
Kamaole Sands - Deep Lanai with Inner Courtyard and Ocean Views!
Discover paradise in this stunning condo at Kamaole Sands, Building 10, with some of the best ocean, fountain, and garden views in the complex. Relax on the spacious private lanai with a tropical ceiling fan, perfect for savoring Maui's breathtaking sunsets.The modern...
Escape to Family Fun and Island Bliss at WorldMark Kihei- 1 Bedroom
If you're looking for the ultimate Hawaiian escape packed with adventure, relaxation, and family fun, look no further than WorldMark Kihei on the stunning island of Maui! Nestled just steps away from the beautiful beaches of South Maui, this resort offers the perfect...
Blissful 1 Bedroom w/lanai, WiFi, and Cable-#H206
Families love the homey touches of this one-bed/two-bath air-conditioned suite located across from popular Kamaole II Beach Park. The open kitchen features a breakfast bar, refrigerator, dishwasher, stovetop, oven, microwave and coffeemaker. Also enjoy a washer/dryer,...
New | Intro Pricing | Steps to Beach | KBC C109
Enjoy the perfect Maui getaway at this ocean-view condo, located directly across from Kamaole Beach Park I—one of South Maui’s most beloved beaches for swimming, snorkeling, and relaxing in the sun.This two-bedroom, two-bathroom condo is comfortably furnished in a...
Large Ocean View 2-bedroom condo with AC and WiFi in wonderful Wailea-Makena
Enjoy the comfort and cleanliness of your own space. Located in the heart of Wailea, Grand Champions Villas is next to a golf course, tennis courts, a short walk from the Shops of Wailea, restaurants and a 5 minute drive to Wailea Beach. Open floor plan living area...
Serene Garden View w/Lanai, WiFi, and Cable-#H208
Equal parts modern and cozy, this gorgeous, remodeled one-bedroom/two-bathroom suite truly impresses with a vibrant island atmosphere in the Maui Bayan Resort. Off the living room is a private lanai where you can take in views of the scenic Maui terrain. The bedroom has...
Enchanting Modern Wailea Vistas
Summary:Perched overlooking Wailea on southern Maui, this immaculate one-bedroom condo is a dreamy escape into open airy luxury. With incredible ocean views, and every amenity a Maui visitor could hope for, guests will fall in love with Wailea's beautiful lushness,...
Oceanfront Luxury | Million-Dollar Views
Welcome to ultra-luxury at Menehune Shores — where the ocean views are so unreal, you’ll forget to leave. Perched oceanfront with unobstructed, panoramic vistas that look more like a screensaver than real life, this fully remodeled 2-bedroom, 2-bath condo is truly...
Maui Banyan 1BR | Across Kamaole Beach, Oceanview, Parking
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Escape to this beautiful top-floor Maui Banyan retreat, where modern comfort meets the beauty of Maui's...
NEW - Steps to the beach - A/C in living areas & bedrooms. Also host to #10879
Experience Island Living on Maui’s Beautiful South ShoreStay in one of Kihei Akahi’s rare townhouse units, just 75 steps from the sand. A106 combines comfort, convenience, and ocean views for the perfect Maui getaway. It offers guests the opportunity to enjoy the...
Makena Surf A204 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf A204 is a luxurious oceanfront residence offering a serene Hawaiian retreat. This spacious 1,600 square foot condo, located on the second floor, boasts breathtaking ocean views and direct access to the pristine Po\'olenalena Beach. The open-concept layout...
Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds
Hawaii Tax ID: TA-080-374-1696-01Welcome to Maui Banyan G402C, a stunning condo located in the heart of South Kihei, where the beauty of the Hawaiian landscape meets modern comfort. This inviting two-bedroom, two-bathroom retreat offers a partial ocean view, perfect for...
New Listing! Cozy 1bd Island charm at Sugar Beach
Welcome to Sugar Beach 304 – A Cozy Maui Retreat with Island Charm. Tucked into the tranquil Sugar Beach Resort, Unit 304 offers a welcoming blend of comfort, space, and aloha spirit—perfect for couples or small families seeking a laid-back escape. This 1-bedroom,...
Spacious Renovated 4bd - Koa Resort 2A
Welcome to your perfect vacation retreat! Recently fully renovated, this beautifully appointed 4-bedroom, 3-bath townhome offers serene comfort and a beautiful modern remodel that showcases the Hawaiian charm of the complex. With all-new furniture, bedding, and modern...
Spacious 2BR Condo w/ Balcony by Kihei Beach
Gather your loved ones and unwind in this spacious 2-bedroom condo at Maui Schooner Resort in Kihei. With a full kitchen, A/C, and a private balcony or patio, it’s perfect for families or friends. Enjoy nearby beaches, a refreshing pool, hot tubs, and BBQ areas....
1BR Oceanview Condo w/ Pool & Balcony in Kihei
Retreat to this oceanview 1-bedroom condo at Maui Schooner Resort in Kihei. Enjoy modern comforts like air conditioning, Wi-Fi, a full kitchenette, and a private balcony or patio. Whether you're sipping coffee with sunrise views or relaxing after beachside adventures,...
MV 1106 Fully Renovated 1BD South Maui Condo Steps to the Pool Walk to the Beach
Maui Vista 1106 NEW LISTING Enjoy a Fun Filled Maui Getaway at this 1Bedroom, 1Bathroom Ground Floor Condo, Steps to the Pool, Walk to the Beach! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
Wailea Elua Village 2102 - 1 Bedroom Garden View Condo
Wailea Elua 2102 is a delightful one-bedroom with a bonus room, two bathroom second-floor condo that comfortably accommodates up to five guests. Designed with a relaxed, island-inspired style, this residence blends casual elegance with modern comfort, creating an...
Stunning Ground-Floor Retreat with Breathtaking Views! -Makena Surf #G-103:
Makena Surf G-103Welcome to Makena Surf G-103, a beautifully updated ground-floor oceanfront condo located in the prestigious Makena Surf Resort. With modern finishes, direct beach access, and elegant resort amenities, this two-bedroom, two-bathroom unit offers a...
Makena Surf B204 Beachfront Resort - 2 Bedroom Oceanfront Condo
Experience the ultimate beachfront getaway at this luxurious 2-bedroom oceanfront vacation rental at Makena Surf, located on the stunning shores of Maui. This exquisite condominium offers breathtaking views of the Pacific Ocean and the nearby islands, including Molokini...
Makena Surf F104 - Oceanfront 3BR w/ AC, Panoramic Views & Beach Access
Makena Surf F-104Escape to the tranquility of Makena Surf F104, an elegant three-bedroom beachfront condo nestled within the prestigious Makena Surf. Located in one of Maui’s most sought-after coastal communities, this resort offers breathtaking views of the Pacific...
Modernized 1st-floor Kihei condo with A/C
Welcome to Kihei Kai Condo #20, a delightful lower-level unit offering pool and garden views. This attractively decorated and meticulously maintained condo is the perfect haven for your Maui vacation, combining comfort and convenience in a serene setting. Step inside to...
Palms at Wailea Garden Villas 2 Bedroom 2 Bath
Garden View 2 Bedroom 2 Bath Villa- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- Master bedroom with 1 king or 1 queen- Guest bedroom with 1 queen or 2 twins- Queen sofa bed-...
Bright New 1 bd at Kamaole Sands I 5-208
*This unit was recently remodeled. Professional photo's and additonal artwork/decor to be completed in January.Welcome to your perfect getaway in South Kihei! This beautiful one bedroom condo blends modern comforts with a warm, inviting atmosphere. Perfectly situated in...
Garden Views W/A/C, Lanai, Laundry–Kamaole Sands
Kamaole Sands unit #6201: Socialize while prepping meals in the modern kitchen opening to the living area. Then dine on the furnished lanai of this 818sf air-conditioned suite with homey perks. Enjoy cool tile floors, ceiling fans, AC, washer/dryer, WiFi, flat screens...
Oceanview Paradise: Tropical Retreat in Wailea
Welcome to our beautiful, elegantly remodeled 2-bedroom, 2-bathroom condo in the prestigious Wailea Grand Champions Villas. Perched on the 2nd floor, this luxurious condo offers breathtaking ocean views and a spacious, open floor plan with tasteful modern finishes.Upon...
Palms at Wailea Garden Deluxe Villas 2 BD 2 BA
Garden View Deluxe 2 Bedroom 2 Bath Villa- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- Master bedroom with 1 king bed- Guest bedroom with 1 queen bed or 2 twin beds- Queen...
Wailea Ekahi 6E-Gorgeous Condo, #1 Location, Serene/Private, steps to Pool/Beach
***Please note: This unit is under NEW ownership. The previous owner had a 10/10 rating with 67 reviews!LOCATION, LOCATION, LOCATION is everything at Ekahi Village! Ekahi Village is a premiere condo complex in beautiful Wailea, Maui. Unit 6E is perfectly situated within...