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!
Amazing Oceanfront Views!
Amazing Oceanfront views! Simply Stunning. First time offered as a vacation rental since it has been completely remodeled from floor to ceiling! Don`t hesitate to rent this one- you won`t be disappointed! This 2 Bedroom, 2 bath condo has been furnished with a King bed,...
MAY the discounts be with you! Spring into summer with these deals on Maui!
TMK #390200010155Hawai'i Tax ID #205-260-2880-01 October is upon us, and that's a great time to beat the fall doldrums with a stay on Maui! And you can do that at our 1-bedroom, 1-bath condo in a genuine paradise-on-earth -- at a special nightly rate! You'll be able to...
2 Bed/2 Bath Modern & Elegant Oceanfront Vistas
Summary:Spacious and elegant. Completely remodeled recently, no expense was spared to create our gorgeous oceanfront oasis. This two-bedroom, two-bathroom condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei, all of Maui is within...
Wailea Luxury on a Budget at Grand Champion Villas - 2 Bd+2 Bath
6th night free! discounts applied when booked. offer good until Dec 15th, 2025.Bldg. 13 - Unit #118 - wonderful upgrades in a comfortable and spacious 2 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Golf Villas. Wailea Grand Champions Golf...
Great Oceanfront 3 BR, 3 BATH, Kihei, Maui Condominium with Panoramic Views!
Great oceanfront views! Great sunsets and 180 degree panoramic views from any of the two lanais/ balconies. There is FREE Wifi Access. Recently installed new floors throughout the unit and in the master bedroom. The condo is situated on the second floor of the Maui...
Beautiful grounds close to the beach!
Welcome to our family's 2 bedroom, 2 bathroom ground floor condo! We work hard to make our condo an inviting and relaxing space for you to use as your home base while you explore the amazing island of Maui.Sunny Kihei has earned its nickname - often when there is rain...
Gorgeous Remodel! Two King Suites & Huge Ocean Views! Close To Wailea Beaches
Come experience this recently renovated gem located in the highly desired Wailea Ekolu. Expansive panoramic ocean views, natural lighting, gorgeous art, stylish furniture, and a spacious lanai are just a few of the highlights of this beautiful space. This unit has been...
Steps from the beach, Sunset from your balcony!
A favorite condo by seasoned Maui visitors, this 1 bedroom. 1 bath unit is charming and comfortable with many extras. Shores of Maui 113 is just steps from the pool and hot tub. Imagine cooking dinner at the BBQs while watching the ocean or sitting around the table by...
Aloha Kai-Ocean View Condo | 1 Bed, 1 Bath
This little piece of Maui paradise will make you feel like you are in a home-away-from home! You'll love the amazing ocean view and private lanai where you can enjoy sipping your morning coffee or tea and marvel at the sunsets as you enjoy a cocktail and "pu-pu's".Our...
Hidden Gem Next to Sugar Beach in North Kihei
Aloha. This gorgeous one-bedroom condo is truly a hidden gem. Walk across the street for a sunset stroll or a morning walk on a 4-mile stretch of Sugar Beach, the longest beach on Maui. This well-appointed condo, pristine gardens and beautiful pool provide you with all...
Condo w/ Private Lanai, Ocean View & On-Site Pool!
Trade those snow-capped mountains for sunny, sandy beaches and stay at this 1-bedroom, 1-bathroom vacation rental condo! Spend your mornings surfing on the waves of Cove Park Bay, your afternoons exploring the local town, and your evenings inside the cozy condo,...
Luxury escape with AC, pools & hot tub - close to beaches
Maui Kamaole J118Our 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...
Elua 2303: Gorgeous Luxe Condo, Ocean Sunset Views
This property is hotel zoned, and not being affected by the recent proposed legislation.This bright and spacious condo is perfect for honeymooning couples, anniversary stays, and those just looking to escape to their own island retreat. Stunning ocean views and lush...
Spectacular Ocean Maui Sunset View
This 3rd floor condo is the perfect spot to base your Maui vacation. Casual Hawaiian themed decor with all the comforts of home. Spend your vacation as busy -- or as relaxed -- as you'd like. You can explore the island or just stay in and enjoy the fabulous view from...
Maui Kamaole A107: Spacious 1 Br Condo across from Kamaole Beach Park III
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Relax in your personal piece of paradise! This spacious one-bedroom condo is located on the ground floor and has a private lanai with peaceful...
OceanView Tranquility: Luxurious Condo with Spectacular Grounds - Elua #1104
Wailea Elua #1104 – Ocean View Comfort with Versatile Sleeping Options and Elegant Island StyleWelcome to Wailea Elua #1104, a beautifully situated ocean view condo offering space, flexibility, and island elegance in one of Maui’s most exclusive beachfront...
2 BR Kihei Oceanfront Vacation Home - Sleeps 6
Welcome to our exquisite oceanfront home, where you can indulge in breathtaking, uninterrupted 180° views of the Pacific Ocean. This private sanctuary offers a truly unique experience, as you will have exclusive access to your own sandy entrance leading directly to the...
Rare Ground Floor Ocean Front, best at Maui Sunset
Ocean front! Ground Floor! B-122 is the closest 2 bedroom to the ocean. Best location and your living area is the 10 acres of manicured lawns and gardens just steps from the large "L" shaped swimming pool of Maui Sunset. Large private condominium apartment at the resort...
Newly renovated Oceanfront Condo! Incredible Sunsets, Endless Views
Hawaii Tax #172-837-0688-01Welcome to Sugar Beach #521. Your Hawaiian paradise -- and your home away from home.Your condo rests peacefully on the 5th floor of one of Maui's best resorts, Sugar Beach. From the spacious lanai (patio), you will gaze upon 4.5 miles of...
Hale Kamaole 271 Second floor condo, easy access to best beach on Maui!
This Maui condo rental, has two bedroom’s plus a sleeping loft featuring Ocean, garden, and pool views ! Master bedroom has king bed. Unit has flat screen TVs & Blue-ray players in both bedrooms, a large flat screen/Blu-ray player in living room area. This unit has 3...
Kalama Terrace P-307 - a charming 3rd-floor walkup near Kam 1 Beach with AC!
Welcome to Kalama Terrace P-307, a charming one-bedroom condo located in the heart of sunny Kihei. A short walk from Kihei's stunning Kamaole I Beach, this tropical retreat is an amazing value – it's clean, beautifully decorated, and has AC, smart ROKU TVs for...
Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking
Our second-floor unit is spacious with vaulted ceilings and an air-condition unit in the living area. The condo is a one bedroom that is equipped with all you need to enjoy a relaxing vacation in a tropical setting. We have free Wi-Fi , 2 wall hung LCD TV's, a 60" LCD...
Newly Remodeled Oceanview 1BD/2 Bath at Popular Kamaole Sands
Welcome to Nani Kai which means 'beautiful ocean' in Hawaiian. We are located at the most popular and sought after condominium complex on Maui, Kamaole Sands. What makes Kamaole Sands Maui's best and most popular resort-like condominium complex are the amenities which...
. Designer Remodeled. All Ground fl, Lovey tropical flower gardens.n
PARADISE DREAM WORLD. MAUI KAMAOLE- - Professionally decorated by a noted San Francisco designer. You will feel the relaxing atmosphere of "Magical Hawaii" with the New and lovley interior with 22 acres of lush tropical flower gardens .This is the last phase of Kihei's...
Renovated 2nd-floor condo with ocean/garden views, lanai, on-site hot tub & pool
Sugar Beach Resort 203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Sugar Beach Resort #203! This attractive and newly renovated oceanfront condo has access to a...
Maui Sunset BR, 2BA Condo B-307 - New King Bed
Maui Sunset is the perfect vacation home on Maui. Your island days can be filled with recreation and fun. Swim in Maui Sunset's beautiful pool with a shallow end for small children or just relax on a chaise lounge by the pool or in the jet spa. This lovely resort also...
Come explore the peace & beauty of Maui. Across from Charley Young Beach!
DREAMING OF HAWAII? We invite you to stay at our family-owned Maui Vista condo (Building One, unit 124) in sunny, South Maui. This one bedroom, one bathroom 1st floor condo is across the street from Kamaole I beach, aka Charley Young Beach, one of the best beaches on...
Beach Bungalow, Walking Distance to Everything
Our completely remodeled tropical retreat is located in the highly desirable area of South Kihei, which is renowned for its beautiful beaches and proximity to restaurants and shops. This ground floor condo opens up to a lanai with a tropical garden view – the perfect...
Tropical Serenity - Lovely Maui Retreat 1Bed Suite
Discover Maui at Maui Banyan Q110 apartment, a lovely 1-bed 1-bath apartment steps from Kamaole Beach Park II, perfect for up to 4 guests. Conveniently located right next to the upper pool area which also includes six Weber BBQs. Relax on the lanai amidst lush greenery,...
Kamaole Nalu 301 - Stunning Ocean Views, Renovated, Ocean Front, New Listing!
Imagine waking up to the serene blue waters of the Pacific Ocean and spending your days soaking up the sun in tropical paradise. At Kamaole Nalu 301, an oceanfront gem in South Maui, this dream becomes a reality.Located on the 3rd floor of the charming Kamaole Nalu...
Great Ocean View Remodeled 2-bedroom with a loft condo just minutes from Beach
In the heart of Kihei, Maui, find your haven within this two-bedroom plus a loft condominium. Nestled just a short walk from the stunning Kamaole Beach Park 2 and 3, and the picturesque Keawakapu Beach North, this vacation rental offers the perfect blend of relaxation...
Beautiful South Shore Maui 2B/2B Condo w Ocean Views Next to Pickle Ball Courts
Luana Kai Resort is located on Maui’s South Shore on the Ocean side of S Kihei Road. Beautifully landscaped grounds w swimming pool, sauna, jacuzzi, cabana outdoor kitchen, and gas barbecue grills. Tennis courts, pickle ball courts, 9 hole putting green, and shuffle...
Ocean Views 2BR, Ground Floor & A/C! Ekolu 1405!
Conveniently located on the ground floor, you can soak in the ocean view while relaxing on a chaise lounge chair on the lanai while watching the sunset!. The large private lanai off of the living area has an adjacent lawn area. The lanai offers plenty of outdoor seating...
Special Rate! Huge Ocean View Lanai! Best South Maui Locale! Split AC! KBR 307
Kamaole Beach Royale #307 has one of the best locations on Maui, close to so many shops and eateries and across from popular beaches and parks. This Kihei vacation condo offers spectacular ocean and sunset views from the large West facing covered lanai. Nicely updated...
Unbeatable Ocean Vistas - Polo Beach Club 606 - Beachfront Living!
Polo Beach #606Welcome to Polo Beach #606, an elegant top-floor oceanfront condo at the sought-after Polo Beach Club in Wailea. With breathtaking panoramic views of the Pacific and neighboring islands, this luxurious two-bedroom, two-bathroom retreat is the perfect...
Ma'alaea Surf Unit G4 1BR ground floor Beachfront Condo, Wifi, AC, TV, Pool
Ma'alaea Surf, Unit G4 is a conveniently located ground floor unit, just steps away from the large pool. This warm luxurious unit features a recently upgraded fully furnished kitchen, large master suite with King size bed and a queen size sofa bed in the living room....
Wailea Ekolu 206 -Gorgeous Ocean View - AC - Close to Wailea Beach!
E Komo Mai to our luxury 2 bedroom unit on the 2nd floor with a beautiful ocean view and a spacious interior. From our comfortable lanai seating you have a full 180 degree view of the islands of Molokini, Kahoolawe, Lanai, and the West Maui Mountains while enjoying your...
Beautiful 2nd floor, partial ocean view condo! Bathroom recently updated
The Kihei Bay Vista complex and condo is one of the best and most desirable locations, due to the size of condos and complex. Only 60 units and 2 stories, you are located just across from Kalepolepo Beach and Sugar Beach area. The condo is equipped with everything you...
Maui Kamaole K-209 Walk to Beach, Views, Pools, Hot Tub, A/C, W/D
A warm island welcome from the Kai Lani Retreat at Maui Kamaole K-209. Hawaiian for Sea and Sky, you will feel the spirit of Aloha the minute you step into this newly renovated pictures to come soon, fully airconditioned, 2 bedroom, 2 bath top floor resort condo. Watch...
Quiet Ground Floor Oceanfront Unit
Hawaii Tax ID: TA-179-113-9840-01TMK: 390080030009This ground floor unit is a perfect getaway for a quiet beach vacation. The complex is in the quiet area of NorthKihei and sits along the white sandy beach. You will love waking up to the sound of...
Kauhale Makai - Penthouse - Central AC -Oceanfront Unit - Ocean View!
This 1 bedroom, 1 bathroom oceanfront condo on the 6th floor was just completely remodeled. The Beach is right in front of the property. Incredible sunset views year round and just minutes away from shopping, grocery stores, restaurants and golfing.The unit is situated...
Palms at Wailea 1201! Perfect location in Wailea!
Palms at Wailea 1201! Perfect location in Wailea! This 2-bed/2-bath condo offers the perfect getaway for families or couples traveling together. Enjoy lounging or dining al fresco on your private lanai! Complete with seating for six. The floor to ceiling sliding glass...
Newly Remodeled across the ocean - Kihei Holiday 115
This beautiful remodeled Two-bedroom/One bath condo is only 126 steps from the beach!! Enjoy beautiful sunsets and long walks on miles of beautiful beach! Watch the whales in the bay and enjoy snorkeling, swimming and boarding. This spot is a well kept secret - close to...
402 - Spectacular Oceanview Unit with A/C! 2 sofa beds!
* Ocean front condo has been upgraded, most recently the bathrooms * 100 feet from one of the finest beaches in Maui- wonderful snorkeling and water sports at your doorstep! * Watch the whales (in season), turtles year round from your private Lanai * Book with...
Hale Kamaole 311 Third floor condo, easy access to best beach on Maui!
This two bedroom condo without a loft, has a good Ocean and Garden View. Master bedroom has king bed. Down stairs bedroom has king bed. Spacious kitchen cabinets. Wood and tile floor including lanai no carpet. This condo has lots of extra windows that open for a great...
Maui Paradise! Ocean Views, Steps to beach, AC! Pacific Shores 315
Experience the ultimate Hawaiian getaway in this stunning 2-bedroom, 2-bathroom condo at Pacific Shores. Perfectly situated across from the beloved Charley Young Beach, this newly remodeled unit offers both comfort and convenience for up to 6 guests. This ideally...
Beachfront Top Floor - Hale Kai O Kihei 307
This recently remodeled, bright one bedroom condo has oversized Italian tile throughout and A/C in the living room, keeping the space airy and cool. Matching granite in kitchen and bathroom lend to a cohesive, clean and modern look. Living room and bedroom also have...
Renovated, Family Friendly Condo w/Loft & Steps from Charley Young/Kam 1 Beach
Aloha~Welcome to your little slice of paradise! We are the new owners of a long-time favorite and previously 5 star reviewed vacation rental (VRBO requires that you start the unit's listing, reviews, and star history from scratch with new ownership). Maui Vista Unit...
Steps to Beach! Beautiful Condo with Pool & Hot Tub, Full Kitchen WIFI &W/D
Welcome to Kihei Holiday 106, a bright and breezy 2-bedroom, 1-bath ground-floor condo perfectly located in North Kihei, just steps from a large stretch of white sand beach ideal for morning walks, ocean swims, and Maui sunsets.This inviting condo comfortably sleeps up...
KOA RESORT - LUXURY 2BD GRD FL NEAR POOL-PERFECT FOR FAMILIES - FREE INSURANCE
Administration Fee now includes free Rental Insurance!Welcome to your Maui home away from home, located in the desirable Koa Resort complex with just a short walk to the gorgeous beaches of South Maui. Unit 4B is a spacious ground floor fully furnished two bedroom one...