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!
Kamaole Sands Condo w/ Private W/D, Shared Grill-Beaches and Beyond
Kamaole Sands 10-302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located across from Kamaole Beach III in the beautiful town of Kihei, this Kamaole Sands condo...
Stunning Ocean-View Remodel: 1BR/2BA at Maui Hill, Steps from Top Beaches
Luxurious remodel with stunning ocean and sunset views! Across the Street from the top beaches in the world and steps away from oceanfront dining! Maui Hill Resort is situated on a lush tropical landscape to enjoy all the amenities this resort has to offer on your Maui...
Wailea Grand Champions #157 Great views, Free high speed Internet & Free parking
Why stay in Lahaina or Kihei when you can Vacation in a fabulous condominium on the sunny south coast of Maui. Located in the lush Wailea resort area, this Grand Champions air-conditioned villa is located on the second fairway of the Wailea Blue Golf Course with a...
Aloha Maui! We are OPEN and LOVE visitors. Best Views at the Palms!!
Please read FULL description and acknowledge house rules before booking-->Condo 1506. This 2 bedroom 2 bath is perfect for your stay on Maui. Enjoy the sweeping ocean views from the lanai with some of the worlds best sunsets! This is one of the ONLY condos with...
A Rare Find: Legal Beachfront Vacation Home on Maui’s Sunny South Shore
Everything you've dreamt for your Maui Vacation is here. BUT MORE IMPORTANTLY, THIS IS A LEGAL VACATION RENTAL PROPERTY. There are very few homes that can be legally rented for short-term vacations and those that cannot be are being shut down. Keep this in mind when...
Top Floor Beachfront Condo with Ocean view
Nani Kai Hale is a six-story condo located directly on the beautiful Sugar Beach in Maui. The suite is a cozy 1 bedroom, 2 baths, nicely furnished, top floor condo conveniently located on oceanfront in North Kihei with spectacular ocean, sunset, and mountain views. The...
EKAHI 26C: SWEEPING OCEAN VIEWS IN WAILEA EKAHI VILLAGE! NEWLY-REMODELED CONDO!
We recently hosted several prominent Wailea-area realtors to our condo. Their consensus is that Ekahi 26C has the most spectacular ocean views of any condo in Wailea Ekahi Village!Enjoy the best that Maui has to offer in Wailea Ekahi Village 26-C. Our remodeled and...
OCEAN VIEW, LARGE LANAI, STEPS FROM THE BEACH, BLDG 10
** A Pipe & Roofing Renovation will take place in Building 10 from 9/8/25 to 12/8/25. During this time there will be noise and debris surrounding the building.**Mark Twain wrote of Hawaii as “the loveliest fleet of islands anchored in any ocean,” he was right. The...
Wailea Luxury Beachfront Resort #904
The Palms in Wailea will allow you to 'live like the locals'. #904 is in one of the quietest corners of the community with garden, mountain and ocean views. The Palms community is an easy walk to the beach, shops, golf course and tennis courts. Walk along the ocean to...
1 Bdm/2 Bth Near Oasis Pool! UP TO 15% OFF FOR SPRING/SUMMER BKNGS!
********************************************************************Health and Safety Updates: CDC hospitality cleaning by our professional cleaning staff,.********************************************************************* If you are looking for a condo rental that...
BEACHFRONT MAUI KIHEI HOUSE
Welcome to the beach! We open our home to you, your family and friends. This home and property was originally built as a family, beachfront vacation home and our intent is to share this wonderful home for years to come. This home has 4 bedrooms and 2-1/2 baths and air...
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
This beautifully remodeled ground level, 1 bedroom 2 full bathroom condo, features all new stainless steel appliances, air condition throughout, king size memory foam bed, 60 inch and 55 inch 4K flat screen TVs with Bluetooth Sound Bar/Subwoofer, queen size memory foam...
Ground Floor - Ocean Front Condo Maui Sunset- Modern Furnishings
Maui Sunset 1032 S Kihei Rd - unit B109; Full kitchen and both bathrooms remodeled making the unit modern and sleek. The unit has 1 queen bed in master bedroom, 1 queen sofa bed,1 murphy (single)bed in main living area. Beautiful, spotless premium condo that has it all!...
Ma'alaea Surf, D9 - Oceanfront Condo - remodeled two-bedroom, 2nd Floor
Our property IS NOT impacted by the recent news of potentially prohibiting Short Term Rentals (STR) in Maui. Ma'alaea Surf is zoned as a hotel property so is therefore exempt from any of the potential STR regulations being proposed by the County.Ma'alaea Surf, Unit D09...
Maui Sunset B407: Ocean view 1 Bed, 2 Bath, Kihei Condo, Sleeps up to four
Lovely, Kihei Maui condo, just steps from the sand. Ocean side of road, one bedroom, two bath condo. Enjoy the ocean view from the lanai of this 4th floor condo and all the amenities of the highly acclaimed Maui Sunset resort, including swimming pool, hot tub, gas BBQ...
Ocean view Maui paradise - Maui Vista 1315
This beautiful, well-appointed One-bedroom/One-bath condo at Maui Vista is your personal paradise—just a short stroll from the beach! Enjoy warm sunsets, golden sands, and unforgettable adventures on Maui’s breathtaking coastline. Whether you're swimming,...
Hale Kai O Kihei Condo w/ A/C, Ocean View-Close to Beaches
Hale Kai O Kihei 312Our 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...
Unobstructed ocean view 2Br/2Ba - upscale at a budget price
Stylish, upscale and super clean condo. Beautifully and tastefully decorated. Hotel zoned, (so not affected by potential Maui short term rental ban)- Fantastic Ocean View: unobstructed 180 degree view from kitchen and living room/dining area- Close to the famous South...
Seventh-floor oceanfront condo with gym, pool & high-speed WiFi
Mana Kai Maui Resort 701COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a beautiful wide view of the beach, ocean, and mountain from this corner condo! This retreat is a...
Direct Oceanfront EVERY Room Kauhale Makai #214 - Largest Unit Available
We think our condo will be everything you are looking for to have a perfect vacation. #214 is located on the second floor; close enough to the ground to watch all the local bird and quail activity across the property grounds and yet high enough to offer extensive views...
Steps from the Beach in North Kihei
Wailana Kai is located in North Kihei just a short distance from Sugar Beach. This is the perfect location for somebody who wants to be near the water. Sugar Beach is in an ideal spot in the middle of Maui allowing for easy drive times to Wailea in the south or Ioa...
Fantastic Ocean View Steps to Kamaole Beach 3
Hosted by VacaMauiWe chose Hale Kamaole due to it's fantastic location directly across the street from Kamaole Beach Park 3. Kamaole 3 is a beautiful white sand beach which is popular for swimming, snorkeling, and boogie boarding. Vaulted ceilings throughout, stainless...
Great location! Steps to the Cove Surf Spot! Island Surf 200
Absolutely the best kept secret in Kihei! This conveniently located "beach" themed remodeled 2 bedroom/ 2 bath unit on the 2nd floor, located in the heart of South Maui starts your vacation on the right foot!With a fully equipped modernized kitchen you will find all the...
Luxurious 3 Bedroom Penthouse W/ Oceanview! Across The Street From Beach!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Paradise! Ocean View, 3 Bed/2 Bath Penthouse Corner Unit, Across From Beach & Sleeps 8 People - Rare Find! Great for couples, families and groups.Location & Luxury combined with Big Ocean Views...
GORGEOUS REMODEL-CLOSE TO THE BEACH-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this brand new, gorgeous, remodeled 1 bedroom, 2 bathroom (818 sq ft.) ground floor condo at Kamaole Sands. 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...
Maui Designer Beach Villa, Wailea, Ho'olei 39-2
Welcome to Your Pristine OasisIndulge in the lap of luxury at this exquisite 3,400-square-foot vacation rental villa (Ho'olei, Maile floor plan). Nestled within the prestigious Ho'olei Community in the enchanting town of Wailea, Maui, this immaculate property promises...
SALE! -- Best Location & Closest to the Beach - One Bedroom
As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan. We bought our condo with a long term goal in mind; retirement later but fun now. We shopped countless others all over Maui until finding the Banyan. Once we did...
Come Enjoy A Sun Soaked Beach Vacation!
Hale Kamaole is a top spot on Maui to enjoy a relaxing sun soaked beach vacation! Welcome to unit 165! Our ground floor home is located in building 7 in the beautifully landscaped lower pool area. This location is frequently requested and a popular area at Hale Kamaole!...
Kam Sands - Inner Circle - Large Lanai - End Unit
Aloha and Welcome to the Ohana.Memorable sunsets are guaranteed almost every night in Maui. This condo is Kamaole Sands #6-201 and is an end unit which makes it quiet and also private. It is located in the INNER CIRCLE. You will enjoy a spacious one bedroom, two...
Stunning Ocean View Condo
Enjoy fabulous unobstructed views of the ocean from this oceanfront, 5th floor one bedroom unit. The ocean is so close to this unit you can hear the waves crashing on the beach and the palms blowing in the trade winds. Enjoy whale watching from your lanai (balcony) in...
Ocean views, across from beach & centrally located in South Kihei!
Aloha! Welcome to your slice of paradise. Stay by the C506 is located in the exclusive and popular Kihei Akahi complex. We appreciate that your visit to Maui will be one of the best experiences of your life. Stay by the C506 offers you accommodations and comforts that...
Ocean Views - Across from Beach - Magical Sunsets!
Post Covid and the New Norm... Maui is ready to receive visitors again safely. COVID-19 CLEANING: Mary has two decades of experience in the industry. Her most recent certification is the Vacation Rental Housekeeper Program awarded by the Vacation Rental Management...
Ocean Views - Best Location! Across Street from Beach/Rooftop deck!
Aloha! Welcome to our piece of paradise! Kamaole Beach Royale is in a premier location of S. Kihei. 1 bed/1 bath condo - 300 yards from Kam 1 beach, known for great swimming & snorkelling! Plenty of shopping, dining/pubs, beaches, natural foods, Snorkel Bob's rental...
OCEANFRONT RESORT- 2x2 Spring Pricing! Kihei Sands Beachfront Condo B14
All of April - start of low season - just $229/nt! Aloha & welcome to Condo B14! This 2nd floor (no elevator) condo is priced for 4 persons - we'll add $42/pp/night for each additional guest over 4, up to 6 guests total. A child under the age of two at the time of...
Quiet, Private Paradise M208 steps to the tropical pool and tennis court
Be our guests at Beautiful Maui Kamaole, located at the border of Wailea across from KamaloeBeach III. Our Condo is located in the newest part of the Maui Kamaole Resort, steps to the tennis courts and the tropical lava pool and a sand bottom jacuzzi. Spacious and up to...
OCEAN VIEWS-REMODELED-WELL EQUIPPED-CLOSE TO THE BEACH-AC-METICULOUS CLEANING
Book with confidence this brand new remodeled, 1 bedroom, 2 bathroom condo that provides an exceptional vacation experience. The condo offers tremendous value with it's beautiful level of finishes, location, and how well it is equipped. This condo is managed by PMI...
Sugar Beach PH31 Front Row Amazing Oceanviews in Highly Upgraded Unit
Book with us and come to Maui to explore everything we have to offer!Don't miss this beautiful unit at Sugar Beach. Direct Oceanfront gorgeous unit that will take your breath away. One of the best units at Sugar Beach with it's sweeping ocean views and views of the...
Luxurious 2BR Mana Kai Retreat: Panoramic Ocean Views, Modern Amenities
Absolutely stunning, fully remodeled vacation rental with panoramic ocean and island views! Get ready to experience a truly luxurious tropical getaway in a location that will leave you breathless. Here are the incredible features of our rental:Panoramic Ocean and Island...
*IMPRESSIVE Sunset Views and Perfect Location*
Located on the 5th floor, this unit sits directly across from the most desirable Kamaole Beach I and within steps of dining, a grocery store, and shops! With renovations throughout and a King Bed and TV in the bedroom, this unit is extremely ideal. There is even a pull...
Beautifully Updated 3 Bedroom Villa on Fairway with Ocean View
MAUI IS OPEN AND WELCOMING — and eager for your travel business! Despite some rumors, short-term rentals are still legal, and the island and its people want your patronage to help sustain and rebuild the economy after the horrific Lahaina fires. Please come!Wailea is...
KIHEI AKAHI - REMODELED, AC, 4K TV, KAMAOLE BEACH!
E Komo Mai to our brand new remodeled two bedroom ground floor unit artfully designed with you in mind! This Unit, tucked away in the beautifully landscaped Kihei Akahi Resort, is only steps away from the famous Kamaole II Beach.This is one of the few 2 bedroom units of...
Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.
Free Wireless Internet access. Enjoy the ocean breezes and panoramic unobstructed ocean views from this second floor unit. This condo and location will be more than you could ever expect. It sure did surprise us. Great sunrise and moonrises over Haleakala, from the...
Beautiful Ocean View Maui Sunset Condo - B213
Escape to the sunny shores of Kihei, Maui and experience the ultimate island getaway at our charming 1-bedroom condo. Nestled just a short 18-minute drive from the stunning Wailea Beach and 10 minutes from the pristine Kamaole Beach Park, you'll be perfectly positioned...
Your Oceanview Corner of Paradise: The perfect condo in the heart of Kihei.
This walk-up condo in the first building of Kihei Kai Nani is across the street from lovely Kamaole II, in a string of the some of the most beautiful beaches on Maui. If you use the map feature, you can see this is in building one - 200 feet from the beach! Yay! Choose...
Sleeps 4, Full kitchen & AC. Pool, hot tub, tennis court, bbq grills! And Beach!
Aloha, Our studio condo is very cozy and clean! It sleeps up to 4 with a cal. king bed and a queen size futon. The pool, hot tub, tennis courts and bbq grills are all very close by. Located across the street is Kalepolepo Park, which has great beach access and the...
Steps to the Beach, Dining and Shopping! Spring Specials! Inquire now!
Location is everything with this property. Not only are you less than two minutes from the beach and a large swimming pool, you are also walking distance from restaurants and shops of every kind. This unit is away from the street and on the second floor thus, very...
1BR Top Floor, Beachfront, Stunning Views, & Poolside Fun Kihei Kai Nani
This property is hotel zoned, and not being affected by the recent proposed legislation.LOCATION! LOCATION! LOCATION! Welcome to Kihei Kai Nani!Kai Nani is centrally located in sunny South Kihei with easy access to famous Kamaole II Beach Park and walking distance to...
LAST MINUTE SUMMER DEALS- Oceanfront getaway in Kihei, Maui.
A perfect oceanfront view from the living room or lanai. Make a coffee or mix up your favorite beverage in the fully appointed kitchen, then sit on the lanai and look at sunrise or sunset from this oceanfront unit. It has everything you need to be the perfect home base...
New Listing! Palms at Wailea 1501! Ground floor with Ocean views!
Welcome to our magnificent Oceanview retreat, nestled within the highly coveted Palms at Wailea. This nicely updated ground floor 1-bedroom, 2-bath unit promises an idyllic Hawaiian escape, complete with all the essential comforts and amenities you could desire.Step...
Great 2025 Rates!! Koa Resort Unit 4I - Spacious and Beautiful 3 Bdrm / 2 bth
Koa Resort Unit 4i offers an ideal setting for a serene and enjoyable vacation in a tropical paradise. Situated on the second floor, this renovated condo features three bedrooms and two bathrooms, accommodating up to six guests comfortably. Each bedroom is equipped with...