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!
Spectacular Ocean View From Your Own Lanai.
Our popular ground floor condo at Hale Kai O'Kihei is approximately 100 feet of grassy area to the sandy ocean edge with no roads in between. Just a convenient few steps to ocean activities and to walk the beach for miles in either direction. Your camera will be...
Charming ocean-view condo with spacious lanai & pool
Island Surf 512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property is hotel zoned, ensuring short-term rentals are permitted. Future rental operations are not impacted by...
Views! Beaches and Shopping Right Next Door! A308
Discover your perfect Maui escape at Kihei Alii Kai A308, a stunning 2-bedroom, 2-bathroom oceanview condo that seamlessly blends comfort and tropical luxury. Recently refreshed with fresh paint, new living room furnishings and crisp white linens, this spacious retreat...
Haleakala Shores B205~ Spacious 2 bedroom, 2 bath, across from Kamaole III
Haleakala Shores- Relaxing two bedroom, two bath condo - just across the street from Kamaole Beach Park III and easy walking to shops and restaurants. Features a queen size bed in the master and two twin beds in second bedroom. Each bedroom has an en suite bathroom....
New Listing unit 526 | Ocean View Beachfront At It's Finest
Enjoy sun-soaked beach days and relaxing balmy evenings at this fifth-floor 2BR/2BA Menehune Shores condo. Your rental offers a prime location on the left side of the building, with beautiful ocean views.Take a dip in the pool, or explore the protected lagoon directly...
PURELY*BEAUTIFUL OCEANVIEW*FULLY RENOVATED
Watch the striking Maui sunsets from your private, partial ocean view lanai (terrace) on the fourth floor of this updated, and centrally located condo. There is no better place to enjoy your morning coffee, a happy hour cocktail or an evening glass of wine. Come bask in...
Stunning Ground-Level Oasis W/ Breathtaking Oceanfront Views - Wailea Elua 1403
Wailea Elua #1403 – Ocean View Elegance Just Steps from the BeachDiscover beachfront luxury and refined style at Wailea Elua #1403, a completely rebuilt ground-floor condo offering unobstructed ocean views and a front-row seat to the best of Wailea. Thoughtfully...
Maui Sunset B118~ 1 BR, 2 BA, Located by the Pool, Fun!
Ocean view, fully renovated one bedroom, two bath ground floor unit, conveniently located near the ocean side of the property. Beautifully designed renovation,includes everything you could possibly need. Condo has a queen size bed, sofa sleeper, plus an extra daybed,...
Sugar Beach Resort 124: Ground Floor 1 Br Condo Steps from the Beach!
Just mere steps from the beach! This ground-floor, one-bedroom condo is the perfect piece of paradise. When you step off your lanai (patio) you are literally only a few steps to the beach, where you can feel the sand between your toes and then take a dip in the warm...
Kihei Ali'i Kai D-207
Welcome to Kihei Ali'i Kai D207. This ocean view 1 bedroom, 1 bathroom condo has everything needed to make your Maui memories special. Located in a prime South Kihei location your steps from Kamaole I and II Beach Park, shops, dining, activities, and more. This complex...
Splendid Partial Oceanview 2 Bed 2 Bath Remodel
Between the white sand beaches of Kamaole I and II, lies the oasis that is the Royal Mauian. For travelers seeking an escape from everyday life, this complex is one of the most exclusive sanctuaries in South Maui. This beautiful vacation rental with partial ocean views...
#21A Grand Champions 1 Bed - Ulua & Mokapu beaches
Welcome to our spacious ground floor condo with a tropical garden view.Located in the heart of Wailea. Grand Champions is a world class resort surrounded by the Wailea Old Blue Golf Course that features two pools with whirlpool spas, barbecue facilities, and amazing...
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...
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...
Maui Kamaole I111: One bedroom Ground floor condo, sleeps 4. Within walking
Ground floor condo with one (1) bedroom and two (2) bathrooms. There is a king bed in the bedroom and a full bathroom ensuite and a pull-out sofa bed in the living room, which allows this condo to accommodate up to four (4) people. The kitchen features a new stainless...
Charming studio with pool, lanai, grill & hot tub - close to the beach
Kihei Bay Surf 236Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the beautiful island of Maui! Have your dream Hawaiian vacation here in this quaint and cozy...
Gorgeous 2 Story Penthouse with Oceanview, Nearby Beaches, Dining & Shopping!
BRAND NEW LISTING!! **Professionally Cleaned, No-Contact Check-In and Check-Out Process**Welcome to Paradise! Ocean View 2 Bed, 1 Bath Penthouse Corner Unit, Across From Beach & Sleeps 6 PeopleThis top floor, penthouse unit is conveniently located at Kihei Alii Kai...
PRIVATE&PEACEFUL - Unit in Lush, Tropical Complex
BRAND NEW, INDIVIDUALLY CONTROLLED, STATE OF THE ART SPLIT A/C THROUGHOUT.This modern and updated garden view 635 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 ground...
Hale Kamaole 270 provides an ideal spot for all sorts of Maui fun!
The perfect spot for beach front activities or just enjoying the beautiful ocean view. Whale watch from the lanai while enjoying your morning coffee, take a swim in one of the two pools or play a game of tennis. Hale Kamaole 270 provides an ideal spot for all sorts of...
Koa Resort 5H | Explore Paradise at Koa Resort!
Experience the allure of Kihei at Koa Resort 5H, where luxury meets leisure in the heart of this iconic Hawaiian destination. Situated amidst six miles of pristine beaches and breathtaking views, Kihei offers endless opportunities for adventure, from swimming and...
Maui Sunset Vacation Rentals B414
One of the best locations in the "B" building on the 4th floor near the pool. View of the ocean and West Maui Mountains. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Private view deck and renovated...
Mana Kai Maui Resort condo with WiFi & private W/D - waves await
Mana Kai Maui Resort 602COur 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...
WEK 37C Getaway at Wailea Retreat w AC Pool Near Beach and Golf Course
FREE daily activities included with your stay value up to $956! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S3)*One...
Perfect Location for your Maui Stay! Pacific Shores B118!
The best location on South Maui! Pacific Shores is all about convenience and location. Who needs a car when you are across the street from favorite Charley Young Beach, 1 block from popular surf spot ''The Cove'' and half a mile from many restaurants, shops, and...
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...
Second Floor Oceanview with Gorgeous Sunsets
Hawaii Tax ID: TA-055-659-1104-01TMK: 390080030048This Hale Kai O'Kihei 219 condo is located directly on the ocean edge and boasts a 180 degree panoramic view of the mighty Pacific. Newly remodeled in 2015 kitchen and bathroom in this beautiful...
Kauhale Makai Unit 122: Ground floor 1 Bedroom condo at Ocean Front Resort
Spacious and comfortable describe this ground floor condo with a beautiful garden view and partial ocean/mountain views. This unit, which sleeps 4, boasts a fully equipped kitchen, separate dining, central AC and a large bedroom with a comfortable queen bed. Perfect for...
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...
#324-Oceanview Maui Condo - Sunsets and Whale Watching!
Welcome to Menehune Shores 324, your oceanfront oasis in South Maui featuring breathtaking sunset views and prime whale watching during winter months. This beautifully appointed 2-bedroom, 2-bathroom condo offers a spacious open floor plan with a fully equipped gourmet...
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...
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...
Magnificent ocean-view condo with golf, pool, balcony, & grilling area
Kauhale Makai Penthouse 607Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy spectacular views of daily sunrises and sunsets when you book a stay at Kauhale Makai Penthouse 607!...
Maui Sunset Vacation Rentals B506
The island life from your top floor suite, relax on the large private covered lanai deck at the end of a long day of island living. Or see the ocean from the a/c living room, its time to unwind.Popular B side building on the 5th floor. Large private condominium...
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...
Nani Kai Hale #301 on Sugar Beach
Welcome to Nani Kai Hale 301, a wonderful 1 bedroom 2 full bath condo right on the Pacific Ocean! Enjoy views of both Haleakala and Molokini from the comfort of the air conditioned living room. Relax and dine in the fully remodeled kitchen and living room area....
Maui Banyan-Top Floor Unit, Right Across from the Beach!
Beautifully remodeled top floor unit in low-rise building, directly across the street from the world-famous Kamaole Beach Park II. Cherry cabinetry, quartz counters, brushed nickel fixtures, all tile, no carpet. 65' Smart TV in living room. Wireless internet available...
Partial Ocean View from private lanai, Queen Bed.....fully furnished condo
This condo is equipped with everything you would want/need for your stay, from fully set up kitchen, full size washer/dryer, TV in living area, electronics, iron/iron board, beach gear, free internet, linens, etc. The large second floor lanai is the most wonderful place...
Remodeled in 2023 Top-Floor Condo with Stunning Ocean Views #805
Mana Kai 805, Newly Remodeled, top floor condo with stunning views! It doesn't get any better than this! Mana Kai is one of Kihei's most exclusive resorts, located right on Keawakapu Beach! This beautifully remodeled 2bd/2bath is perfect for families and couples...
Waiohuli Beach Hale #C-211 Oceanfront Ocean View 2Bd/2Ba Full A/C, Sleeps 6
Waiohuli Beach Hale #C-211 is an upstairs ocean view 2 bedroom, 2 bath unit with a full kitchen and window unit air conditioning throughout. There are three flat-screen televisions, all with DVD players, and free wireless Internet. In the master bedroom is a queen bed,...
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!'Enjoy spectacular sunrises over Haleakala volcano from the window of this private, sixth-floor room. Grab the provided...
Sugar Beach 132: One bedroom Ground Floor Ocean Front Condo, sleeps 4.
Walk out of this oceanfront, ground-floor unit and you are only a few steps away from the sand. No stairs or elevators are between you and the beach. The condo is one bedroom, one bath, and accommodates up to 4 persons. The newly redecorated bedroom includes a new queen...
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...
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...
Rare Find! Ocean and Beach Front Cottage!
Stunning views from this charming beach front cottage located in the heart of Kihei town! This 850 square foot one bedroom, two bath home fronts a sandy beach and offers gorgeous sunset views. Conveniently all one level, this home is ideal for families of four or...
Kihei Akahi C319: Spacious 2BR/2BA Condo with Garden Views, Near Beach & Shops
This property is hotel zoned, and not being affected by the recent proposed legislation.Kihei Akahi C319, Near everything Kihei has to offer! This 2-bedroom/2-bath condo offers the perfect Hawaiian getaway for families or couples traveling together.Kihei Akahi C319,...
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 &...
Maui Vista 1317: Across the street from Charley Young Beach, 1 Br Sleeps 4
One bedroom partial ocean view condo located on the third floor with partial ocean views. This unit will accommodate up to four (4) people with a queen bed in the bedroom and a pull-out sofa bed in the living room. The living room has a beautiful new flat-screen TV and...
Maui Vista 2213 - Charley Young Vacation Condo in Kihei
Maui Vista 2213! Centrally located in Kihei across from Charley Young beach. This 1bed/1bath is minutes to beaches, dining, shopping, and golf!Welcome to Maui Vista 2213! This striking condo is the perfect location for your Maui getaway. Its open and inviting charm is...
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...
Wailea Sensation Vacation! Spectacular Oceanview Villa! On the 2nd hole.
The tropical splendor surrounding Grand Champion Villas is a paradise. Wailea, near Kihei is where you can play 54 holes of championship golf and sink a birdie while enjoying spectacular ocean views. Service at the famed Wailea's Tennis Club, eleven courts are lit for...