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!
Watch sunsets from this Oceanfront Condo beside the beach!!
Beautiful unobstructed view of the ocean and Kamaole I Beach! Watch whales, turtles and the sunset every day on the lanai with your favorite beverages and pupus (appetizers). Calving whales and the graceful Hihimanu (Hawaiian spotted eagle) rays have also been observed...
Luxurious Maui Living at Palms 203
Experience luxurious Maui living at its finest in this exquisitely remodeled 2-bedroom, 2-bathroom condo at the prestigious Palms at Wailea. This stunning vacation retreat seamlessly blends modern, chic design with island comfort, featuring a bright, open-concept living...
Sugar Beach 206 Highly Upgraded Condo Home with Amazing Ocean Views
Book with us and come to Maui to explore everything we have to offer!Welcome to your remodeled air-conditioned condo beach home. Enjoy the upgraded kitchen, bathroom, and living room. The lanai will allow you to take in the amazing views of the Pacific Ocean as you...
Delightful Oceanfront Island Gem w/ Views, Shared Pool, Beach Access, Free WiFi
Wailea Ekahi Village 5COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready for those dreamy island sunsets, Pina Coladas, and sun-kissed skin? Well, this wonderful retreat...
Great location, Stylish Beachy Condo With Upgraded Amenities & Ocean View
Address for this Condo: 2191 S. Kihei Rd. #3422, Kihei HI 96793***Professionally Cleaned Condo, No-Contact Check-In/Check Out***Brand New Unit!! Just Listed!! Welcome to the best of Maui Vista, #3422! This beautifully remodeled condo is ready for your next Maui getaway!...
Marvel at picturesque views from this premier Hawaiian retreat!
Marvel at the picturesque views from this premier Hawaiian retreat of Grand Champions 35. Located in the heart of Wailea with a country club feel and centered on 11 acres, amid the 18-hole Wailea Blue Golf Course. You'll also find the world-class Wailea Tennis Center...
Sugar Beach Resort Condo w/ Private W/D, Shared Pool-Surf, Bike, Golf, More
Sugar Beach Resort 536Our 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...
Renovated Luxury Palms at Wailea 703: Prime Location, Split AC, Close to Pool !
Welcome to Palms at Wailea 703, your luxurious oasis in the heart of Wailea Resort, Maui's premier destination. This ground-floor, fully air-conditioned condo offers nearly 1,200 sq. ft of meticulously upgraded interior space as well as a spacious wrap around lanai....
Maui Sunset Vacation Rentals A319
Watch the life of Maui unfold from the morning till evening from your private extra-large lanai. A319 Two-bedroom two bath sleeps up to seven people. Twin size Murphy bed and queen pull our sofa in the living room. Large private condominium apartment at the resort...
Maui Kamaole B-209 - Special RATES - Spacious and updated Walk to Beach - Town
Maui Kamaole B-209 is a large upgraded ocean view air-conditioned two bedroom / two bath condominium. This second floor two-level condominium is the largest floor plan at Maui Kamaole with ocean, garden and mountain views from the lanais. This two-story condo has been...
Cozy Kihei condo in South Maui
Welcome to Kihei Resort - your home away from home! This 1-bedroom, 1-bathroom condo situated on the ground floor offers 1 A/C unit in the living area only and tropical views from your lanai. Unit 122B can accommodate up to 4 guests. In the bedroom, you will find a...
Hale Kai O Kihei Condo w/ Shared W/D, A/C-Great Location
Hale Kai O Kihei 211Our 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, plus a private lanai that lets...
513 - 5th floor 1/1.5 Oceanfront unit with A/C and a great ocean view!
*NEW* unit 513 now has air-conditioning in both the bedroom and living room! This upgrade will provide a more comfortable and cool environment for our guests!This fifth floor oceanfront condo at the Kihei Surfside Resort is located on the more private, quieter side of...
Your Hawaiian Beach Get Away, Steps From Great Beach!
This unit has a full kitchen, AC in the living room as well as the bedroom, washer/dryer, cable and complimentary Wi-Fi. There is a queen bed in the bedroom, and two twin Murphy beds, sleeps four comfortably. This unit has one assigned parking space. Beach chairs,...
Great location! Only 200 steps to KAM II beach, great for families!
Location, location, location! This stylish, clean, newly remodeled condo at Kihei Kai Nani is just 200 steps to Kamaole II beach which is considered one of the top 3 beaches in Kihei! The condo is on the top floor directly across from the pool. It sleeps 6 with a Queen...
Ocean Front Sugar Beach Resort Maui 4th Floor 1 Bedroom Condo unit 440 end unit
Welcome to our home, Sugar Beach Resort 440. Our condo is a non-smoking, recently updated and professionally cleaned one bedroom, 4th floor, ocean front, end-unit with a side window. 440 is one of few units in Sugar Beach that offers views of sunrises over Haleakala and...
Front Row! 1 bd/2 ba with big ocean Views! Maui Kamaole A110
6th night free! discounts applied when booked. offer good until Dec 15th, 2025.You've earned an A! Treat yourself to Maui Kamaole A110. Wailea Rentals presents a custom furnished Wailea quality executive vacation home in a quiet complex across the street from Kamaole...
Ocean & Mountain Views - Split A/C System - 4 Minute Walk to the Beach!
We welcome you to our pristine and inviting Pacific Shores condo which features beautiful mountain and ocean views and is nestled directly across the street from Charley Young/ Kamaole I Beach. We take great pride in providing not only a comfortable place for our guests...
Maui Tranquility ... Relax, Unwind and Feel Welcomed!
Aloha! Mahalo for looking at our listing! Our wonderful place is ground floor and at the rear of our small boutique garden resort, so it's peaceful and relaxing - hence the name 'Maui Tranquility.' We've just completed a major remodel, almost everything is new! We've...
Enjoy Our Maui hideaway…nOcean view ….complex fronts on the sandy beach
This is the condo you've been searching for! Our newly renovated 2 bedroom 1 bathroom (880 sq ft) top second floor condo is a total gem on sough-after South Kihei! Steps from Sugar Beach and centrally located on the island, this is the perfect home base for your Maui...
Little Slice of Paradise with a Garden View
Hawaii Tax ID: TA-010-944-1024-01TMK: 390200010004What a treat it is to dine on either one of your two lanais and watch the sun slip below the horizon! Did you see the green flash? Over a cool evening cocktail, lazily plan to walk across the street in the morning for a...
Kihei Kai Nani 238 - Garden View 1 Bedroom, Split AC, Steps to Kamaole II Beach!
Tucked away within the quiet rearward part of this tranquil, low-rise resort and nestled in the Maui tropical greenery that sways just off the lanai, Kihei Kai Nani 238 is an elegant second floor one-bedroom condo is less than a two-minute stroll from stunning Kamaole...
Paradise in Maui - the Maui Kamaole Resort!
We offer affordable luxury in Kihei, Maui's premier condominium resort, Maui Kamaole. This is a garden view condominium, completely furnished. The complex is low rise, and we are on the ground floor (garden and private lanai).The Maui Kamaole Resort complex has two...
This Blue Sky Escapes Studio Beachside condo/Walkout to Hot tub, Pool and BBQs
My studio condo is located in the perfect location on the ground level walk out from the patio directly to the pool and BBQs for poolside dinning and right across the street to a beautiful white sand swimming beach Kamaole Beach II. It is one of the only studio units in...
Kamaole Sands, Building 5, Inner Courtyard, King Bed
Building 5 - located in the back of the property, farthest from Kihei Rd. This upscale property is located in beautiful, sunny South Kihei directly across from the Kamaole III beach. The complex is set on 15 acres of lush tropical gardens including fountains and a...
Affordable Luxury steps from the beach
Enjoy Affordable Luxury in Sunny Kihei, MauiThe deluxe one bedroom condo is located in a beautiful tropical setting at the Kihei Kai Nani complex in Kihei, Maui. Just steps from the beach and a pristine pool on property, the condo sleeps 2 guests comfortably. The...
Maui Banyan Unit T-304: Family Size 3 Br Garden View Suite allows 8 guests
Conveniently located across the street from Kamaole Beach Park II, this large 3-bedroom, 3-bathroom S. Kihei vacation rental offers ample space for everyone in your entire family/group to allow for maximum comfort. The owners were very thoughtful of the furniture,...
2 Bedroom ocean front. 225. special 1 Month out.
Are you booking less than 30 days before arrival?!!ASK FOR THE LATE BOOKING SPECIAL $175.day rate/5 day stay,One day free with two week booking.Small complex away from the crowds 73 North Kihei road on a four mile beach that stretches past a bird sanctuary in the north...
Steps from a Sandy Beach_ Maui Banyan Resort!
This lovely 1 bedroom with sofa sleeper in the living room and 2 bathrooms AIR CONDITIONED condo has an extra large lanai for extra comfort with views of the ocean. Its nicely appointed, and fully equipped with the conveniences you have at home! Its a favorite for many...
Prime location in Kihei, walk to shops and dining
Discover the ultimate island retreat at Kamaole Beach Royale 302, a 2-bedroom, 2-bathroom oasis perfectly located just steps from the beach and Kihei's vibrant shopping and dining scene. This spacious condo comfortably accommodates up to 6 guests, making it ideal for...
Ma'alaea Surf, Unit E6 2 Bedroom Beachfront Condo. AC, Wifi, Kitchen, Pool
Ma'alaea Surf, Unit E6 - WHAT A VIEW! Sunsets on the patio (lanai)…. Stunning views of the ocean and the West Maui Mountains…This 2-bedroom 2 bath second floor condo sleeps 4 on comfortable Cal King beds and is on a property built in the unique Hawaiian tradition....
Ocean Views & Privacy! Best Value! Modern Ekolu Remodeled Home
Please email or call today!“Paradise Found” RECENT TESTIMONIALMy husband and I spent 10 WONDERFUL days in this unit at Ekolu Village for our honeymoon! We LOVED our condo and felt it was a very good deal! The community was very quiet...As the sun rose on our first...
Beautiful, Extensively Upgraded Oceanfront Condo In Kihei
Beautiful extensively upgraded 2-bedroom/2-bathroom unit (sleeps 5). Beachfront with ocean views in a great location in the building! The master bedroom has a king bed with full ocean views. The guest bedroom has a queen and twin bed. There is a split (A/C) System with...
Grandeur and Fully Upgraded Private 2Bed/2Bath *Brand New AC!
The living space has an open style floor plan with a tropically designed sofa that doubles as a queen pull out. AC throughout the condo, large smart TV's in each living space, a washer/dryer and wifi are some of the amenities this space provides. Open and airy, the...
New Upgrades! Tropical Decor Penthouse, Gr8 Ocean Views Full A/C Close 2 beach
We just completed a remodel of the condo September 2024. We hope that you will enjoy all of the new upgrades while staying at Leis of Luxury. Aloha and welcome to Leis of Luxury! When you arrive at the Kamaole Sands driveway you will be greeted by lush tropical gardens...
OCEANFRONT RESORT- $259 /nt - 2 Bed/2 Bath Kihei Sands Beachfront Condo-B7
From our crystal-clear mosaic-tiled OCEANFRONT PATIO & POOL, you'll be just steps from the beach - clean, sandy, unpopulated & stretching for miles in either direction. You'll find plenty shade under the table or lawn umbrellas - perfect for reading the book you found...
Wailea Ekolu 510 - Ocean Views, Private Lanais, Renovated 2-Story with Split AC!
This extra-spacious two-story town-home-styled condo has no common walls and no one above, with a premiere location at Wailea Ekolu unit 510. Enjoy panoramic ocean views from Makena and Molokini to the West Maui Mountains, from the lanai and from the inside of the unit...
Modern 2bd condo with lush, manicured greens
Welcome to Kihei Resort 227E, a charming 2-bedroom, 2-bathroom retreat nestled in the heart of North Kihei. This delightful unit offers a spacious open-concept layout adorned with modern decor, ensuring a stylish and comfortable stay for up to 6 guests. The fully...
Ocean view! 3 Bedrooms! Great Location!
Located on the 4th floor, closest unit to the elevator (which is also the elevator that is closest to the covered and open air parking lot), very spacious fully-appointed condominium with vaulted ceilings. Vented skylights, lanai with outdoor dining, showing off the...
Hale Kamaole 254 Second floor condo, easy access to best beach on Maui!
*5 Night Minimum stay required**Maximum of 4 guest only*Beautifully renovated, top floor condo on the cooler South side of the complex , away from the street noise and close to the upper pool, tennis court and BBQ area. Our condo comfortably sleeps 4 with a king bed in...
Hale Kamaole 138 Newly renovated condo easy access to best beach on Maui.
One-bedroom ground floor condo with Garden View and easy access to two pools and BBQ area. King bed in bedroom, with Murphy bed in living room - to sleep 4 people comfortably. Totally remodeled unit, new appliances, furniture and bedding throughout. Full Kitchen comes...
Oceanfront Steps from Beach - Luana Kai A104
This beautiful direct oceanfront two-bedroom/two-bath condo is located just steps from the beach in the peaceful Luana Kai complex! Enjoy breathtaking sunsets, morning walks along five miles of Sugar Beach, and stunning views of the ocean, Haleakala, and the West Maui...
OCEANFRONT- April 3-11 Just $189/NIGHT! Kihei Sands Beachfront Condo- A4
Are you ready to get out of dodge & join us for sunshine & breezy days, cool air conditioning, warm waters & beach living? Now's the time to book a vacation & get ready for an unforgettable family trip together. Family reunion, birthday, anniversary on the horizon? No...
Nani Kai Hale 601 on Sugar Beach
Nani Kai Hale 601 is a 1 bedroom, 2 bath top floor condo with high efficiency split air conditioning. Light and bright tropical décor and a picture window facing the beautiful Pacific ocean. The kitchen is well equipped for preparing a quick snack or some delicious...
Experience Maui Sunset A504: ocean views, spacious living, and resort amenities!
Maui Sunset A504, great location with peaks of the ocean! This 1bedroom/2bath condo offers the perfect getaway. Plenty of room for a small family or couples traveling together.Enjoy indoor/outdoor living with private lanai. Take in a peaceful Maui morning while sipping...
Best Maui Location * REMODELED Condo*BRAND NEW AC!!
*As of December 2024 the owner has upgraded the property and now there are split AC's throughout the property to ensure all guests are comfortable and cool at any time of the day* You will wake up each morning surrounded by freshwater ponds and the sounds of waterfalls...
Reduced May 2025 Rates. Remodeled unit with Air Conditioning and Stunning Views
This ground floor, tropical oasis is only steps from the ocean and lies between two beautiful beaches with another protected beach in front. The sunsets and 180 degree ocean views from your lanai are amazing!. We just completely remodeled our kitchen, painted...
Aloha Awesome Views! Oceanfront Condominium, Maui Sunset A219
BREATH TAKING VIEWS!! Our beautiful 1200sq ft, 2 bedroom, 2bath condo, has ocean and mountain views from the Lanai and Haleakala Mountain views from the bedrooms. Master has a King-size bed with private bath, second bedroom two twin beds with bath. The condo has a...
Cozy Ground Floor Condo at Kihei Akahi C-108
My condo at Kihei Akahi C-108 is not just a vacation rental, it is my second home. I personally visit several times a year to make sure it is properly prepared for your enjoyment. Tropical style louvered windows let in 100% of the breeze from the Trade winds and offer a...
Walkable condo with two pools, hot tub, tennis, grill & beach access
Maui Kamaole D105Our 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...