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!
Modern Luxury 2nd-Floor 2Bd/2Ba Retreat with Ultra-Quiet A/C, & 6'x5' Shower
About Grand Champions Villas 128 (Hawaii Tax ID: 104-909-0048-01):This roomy 2-bedroom 2-bath second floor unit is situated in the serene Wailea Grand Champions Villas. It offers luxury amenities, such as super quiet central air conditioning, a private lanai, in-unit...
Tranquil Oceanfront Escape! Central AC! Polo 402!
Book 5 nights and enjoy the 6th night free! Valid for all new reservations arriving after 1/15/2025.This updated condo in a gorgeous oceanfront property is a tranquil escape from the everyday. Nestled in a quiet area, this home away from home offers unparalleled access...
Newly Renovated Kihei Condo with Sunset Views – Steps From a Beautiful Beach!
A Gorgeous and Relaxed Home Away From Home The SpaceNewly renovated 1-bedroom, 2-bathroom condo is outfitted with a pullout sofa bed, fully equipped kitchen, 60-inch flat-screen television, washer and dryer, and split air-conditioning unit. Newly installed elevators...
Walk To Beach! Beautiful Ocean Views from Condo W/ Lanai, Pool & Hot Tub, BBQ
Address for this Condo: Kauhale Makai 938 S. Kihei Rd #633, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** If you are looking for a perfect getaway in paradise, Kauhale Makai 633 is it! The first thing you see when you arrive is a...
Maui Hill 116 - Stunning Renovation - Split AC - 3bd/3ba - Expansive Ocean Views
This stunning split-level 3/3 Maui Hill 116 features dramatic ocean views from both levels, and every comfort and convenience. The first Maui Hill unit to have a Mitsubishi 4 zone split AC system. No more hot afternoons and evenings with the under-powered window units!...
Beachfront 2 BR Ground Floor Condo
This oceanfront home has been completely remodeled. Beautiful tile floors throughout. Walk in shower in the master suite. Welcome to The Waiohuli Beach Hale - a hidden gem tucked away on the beach in sunny Kihei. Enjoy spectacular sunsets, long sandy beaches, gentle...
Polo Beach Club 206 - 2 Bedroom Oceanfront Condo
Polo Beach Club 206 is a second-floor vacation rental located in the renowned Wailea area of Maui. This condo offers a prime beachfront experience with direct access to the pristine Polo Beach directly in front of the property, making it an ideal choice for those...
Hale Kamaole 135 one bedroom condo steps away from beautiful Kamaole 3 Beach!
Aloha & welcome to our Hawaiian Home, and your vacation beach haven! Newly renovated, we hope you enjoy our elegant, spacious 'beach home' - a ground floor condo, located in the beautiful Hale Kamaole resort, close to the vibrant heart of the South Maui.This one bedroom...
Absolutely Incredible Penthouse Front Facing Ocean Views !
ALOHA and Welcome to our Island Paradise! 🌴🌸 Maui No Ka Oi. This C-601 corner studio unit is on the TOP FLOOR of Kihei Akahi right across from the beautiful Kamaole Beach II in very sunny South Kihei You have Privacy and Security along with a direct front facing...
Experience Maui in Comfort!! ~Fully Furnished 1b/2b Recently Updated Condo
The Kamaole Sands complex and condo is one of the best and most desirable locations, located just across the street from Kamaole Beach Park III. Large grounds with beautiful fountains to enjoy the soothing sounds. This condo is beautifully updated in both baths and the...
Top-Floor G8: Bright 2BR Condo with Ocean Views, Sunset Lanai, & Great Amenities
G8 is a beautifully updated, 2 bedroom oasis that is bright and cheerful with all the comforts of home. This very spacious condo is on the top with a large, ocean facing lanai, giving it stunning views. Watch the sun set into the Pacific each evening while relaxing on...
Large Sunny 2BR/2BA, Great Beach. Price for 5 or more nts includes Tax/Cleaning
THIS CONDOMINIUM IS A LEGAL SHORT TERM RENTAL(STR).Minimum stay 5 nights. Maximum number of guests is 6, including infants.LATEST REMODEL SEPTEMBER 2014NEW: 400Mbit 802.11ac internet speed!!!Unit A-412: An airy, open floor plan and a location just steps to Kamaole Beach...
DIRECT BEACHFRONT Condo at Sugar Beach Resort
Unit 115 comfortably sleeps 4 - King size bed in bedroom and queen hide abed in living room. TV is located in the living room . Fully furnished unit including beach towels and beach chairs. Views of Haleakala and West Maui Mountains from your lanai - amazing sunsets...
401 - 2 Bedroom High End Breathtaking Ocean Views - 40 feet from the water!
When only the Best will do!* Ocean front condo has been fully remodeled * 100 feet from one of the finest beaches in Maui - Wonderful snorkeling and water sports at your doorstep! * Watch the whales from your private Lanai * Book with Confidence - Resort-zoned and...
Two Bedroom Ocean View Deluxe Luana Kai Resort D303
D303 is a two bedroom, two bath with AC. There is a full ocean view of Molokini, Kahoolawe, Lanai, Maalaea Bay and the West Maui Mountains. You can see wonderful sunsets, whales during high season and kite surfers on a windy day. All can be enjoyed from the...
Makena Surf G205 - Exceptional Oceanview!
E Komo Mai to our completely renovated two bedroom ocean-view unit artfully designed with you in mind! This luxurious unit, tucked away in the coveted South Maui oceanfront property of the Makena Surf, is only steps away from the beach. So let the beauty of what makes...
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...
Great view-close to beach!Fully remodeled!Sleeps 5!Bldg 30 Remaining 2025 $225
This is a beautiful vacation condominium in the prestigious Wailea resort area regarded as the 'sunny side' of Maui! The Ekahi complex has just completed the construction of our brand new Pavilion at the beach and it is fabulous!! It has a lovely ocean view and an...
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...
Sale!! The Perfect Hawaii Location for a Relaxing Getaway now on Sale!!
Aloha, E Komo MaiNEW DISCOUNTED SUMMER RATES!!Welcome to Hale Makamae-Maui, a luxury first floor condo in Wailea's premier Grand Champions Villas. Our home is unit #103 on the east side of the complex. Spend your vacation enjoying this 1 bedroom, 2 bath unit that...
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...
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...
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 King bed in master bedroom, 1 queen sofa bed,1 murphy (single)bed in main living area. Beautiful, spotless premium condo that has it all!...
BEAUTIFUL BRAND NEW REMODEL-OCEAN VIEWS-SLEEPS 8-AC-WELL EQUIPPED
Book with confidence, this stunning, 2 bedroom, 2 bathroom spacious condo that has been newly remodeled. 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...
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...
Largest Two Bedroom/ Two Bath in the Village, Sleeps Eight & Close to the Beach
Located in the lower village, ground floor unit #20C has two lanais and a patio. The condo is surrounded by a private, tropical lawn area where children may securely play. The very light and airy 1700 square foot unit is situated on the corner of the building and...
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...
Kamaole Nalu 603: Top Floor Haven w/ Stunning Ocean Views & Awesome Beach Access
Kamaole Nalu #603 – Ocean View Living on Maui’s Golden CoastKamaole Nalu #603 is a beautifully appointed two-bedroom, two-bathroom condo with sweeping ocean views from its sixth-floor location. This oceanfront property offers the perfect blend of comfort and...
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...
Wailea Ekolu #708
This Wailea Ekolu retreat goes hand in hand with your Maui experience. Here you will find a clean, open, beautiful condominium, with an amazing ocean view from everywhere within the condo. This is an ideal retreat, in a perfect setting that's a fabulous value.Wailea...
Polo Beach Club 408 - 2 Bedroom Oceanfront Condo
Polo Beach Club 408 is a stunningly renovated vacation rental that offers breathtaking ocean views, making it an ideal getaway. Guests can relax on the lanai, enjoying the sight and sound of turquoise waters gently lapping the shores of the serene Polo Beach,...
Polo Beach 106! Steps from the Beach! Amazing Views! Favorite Location!
Welcome to your own private oasis! This stunning oceanfront condo is just steps away from the beach, offering breathtaking views of the ocean and the sound of waves crashing on the shore.Visitors have been returning to Polo Beach Club for generations, and #106 will be...
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...
Oceanfront Paradise: Fully Remodeled Ground Floor Condo (HKOK119)
Hawaii Tax ID: TA-116-545-2800-01TMK: 390080030038Bedding Configuration:Bedroom: KingOceanfront Paradise: Fully Remodeled Ground Floor CondoWelcome to your perfect coastal retreat! Our fully remodeled ground floor condo offers a serene oceanfront experience with...
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...