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!
Redesigned 1BD/2BA condo with Haleakala views, near Wailea's beaches + dining
Grand Champions 136 is situated in a lush tropical setting. This 1 bedroom / 2 bathroom is located on the top floor with wonderful views of Haleakala. This condo is newly redesigned and furnished. It is the perfect setting for couples and small families. Its convenient...
#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...
Modern 2bd ground-floor West Maui condo
Pacific Shores B106 is a beautiful 2-bedroom, 2-bathroom condo featuring cozy, ocean inspired interiors and access to fantastic amenities and can accommodate up 6 guests. Step inside to enjoy the bright and airy main living area with Hawaiian inspired decor and...
Dlx Oceanview 2-Bedroom Maui Condo...Steps To The Beach!
Welcome to your own 2-bedroom Dlx Oceaview Maui Condo vacation rental. We're deally located in West Maui...just 5 min north of famous Kaanapali Resort. And just steps to the Sandy beach! For your vacation pleasure, you'll love the award-winning tropical grounds, in a...
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
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. 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...
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...
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...
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More
Sugar Beach Resort 511Our 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...
Ma'alaea Surf #G-1 – Ground Floor Gem with Modern Comfort
Ma‘alaea Surf #G-1 – Rare Ground-Floor Ocean View RetreatWelcome to Ma‘alaea Surf #G-1, a rare ground-floor gem offering unmatched convenience and comfort. This beautifully remodeled two-bedroom, two-bathroom condo was fully renovated in 2023 to create a modern...
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...
Maui Parkshore 409: Have fun in this two bedroom, two bath Ocean View condo.
Have fun in this two-bedroom, two-bath Ocean View condo. Conveniently located in South Kihei, there are shops and restaurants just a block away. There is a popular beach park across the street and other beautiful beaches are just a short walk or drive away. There is a...
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...
Tropical Oceanfront Escape *Pure Elegance*
Step inside this newly remodeled tropical oasis, where panoramic ocean views greet you from the open concept living room, primary bedroom, lanai, and guest bedroom. Thoughtfully designed with comfort and style in mind, this condo boasts brand-new furnishings, plush...
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...
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...
Large 2 Bed 2 Bath in Gorgeous Maui Kamaole Complex South Maui
Perfectly perched on the second floor, our vacation rental offers a serene retreat elevated above the ordinary. Upon arrival, conveniently park your vehicle in the space directly in front of the property. A welcoming staircase leads you to the entrance of the condo,...
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...
Oceanview 2BR/2BA Condo: Steps from Beach, Pool & Tennis | Kihei Paradise
Experience the ultimate Maui getaway in this stunning 2-bedroom, 2-bathroom corner unit at Maui Vista Resort in sunny Kihei. Perfect for families, couples, or friends seeking a tropical escape. Condo Highlights:*Breathtaking ocean and sunset views from private...
Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach
Hale Wailana 3AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your charming retreat in North Kihei, a delightful 2-bedroom, 2-bath condo just 50 yards from the pristine...
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...
Gorgeous, 2 bed/2 bath Loft located in Tropical,Lush Complex
This modern and updated garden view 838 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 second floor gem. Prepare a delicious meal in a spacious electric kitchen with...
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!'This property is zoned in a Community Business District, ensuring short-term rentals are permitted now and in the...
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...
Royal Mauian 314 – Oceanfront Paradise in the Heart of Kihei!
Royal Mauian 314 – Oceanfront Paradise in the Heart of Kihei!Welcome to Royal Mauian 314, a beautifully appointed 2-bedroom, 2-bath oceanfront condo offering sweeping ocean views, modern amenities, and an unbeatable South Maui location. Perfect for families or...
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...
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...
KBM Resorts | FREE CAR | Wailea Elua | 2-Bedroom Condo Condo with Luxury Amenities! WEV-2009
** 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...
Wailea Elua Village 2008 - 1 Bedroom Ocean View Condo
Wailea Elua Village 2008 is a luxurious vacation rental situated along the southern coastline of Maui in the desirable Wailea region. This elegant condo offers a serene retreat for travelers seeking a blend of comfort and natural beauty. The interior of this one-bedroom...
Your Perfect Maui Getaway - Steps from the Beach with all the comforts of home!
NOTES: (1) Our condo development is zoned "HOTEL" and will not be impacted by any potential changes to short term rental rules/regulations. Your booking is secure with us! (2) VRBO adjusts our pricing automatically, if you are not seeing the nightly rate you were hoping...
HAK 210 Beach Getaway w/ Ocean Views 1BD Walk to the Beach, Steps to the Pool
Hale Kamaole 210 NEW LISTING Enjoy Ocean Views from the Lanai of this 1Bedroom,1Bathroom Kihei Condo, Walk to the Beach Steps to the Pool! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching...
Wailea Ekahi Village 3B - Studio Garden View Condo
Nestled among the lush, tropical landscape, this studio is a perfect place to escape the hustle and bustle. Bring along that novel or take a refreshing nap after a day at the beach on the private lanai, secluded by tropical flowers. A writer\'s retreat! Recently...
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...
Beachfront Living - Makena Surf E-202 - Mesmerizing Views & Tropical Landscapes
Makena Surf E202Makena Surf Resort, a luxurious and secluded beachfront condominium located in the prestigious Makena area, offers the ultimate in relaxation and comfort. This gated property features six two- and three-story buildings, each providing sweeping views of...