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!
Come explore the peace & beauty of Maui! Across street from Kamaole II beach
DREAMING OF HAWAII? We invite you to stay at our family-owned Maui Banyan condo in sunny, South Maui. This 1BR/2BA second floor condo (Building H, unit 203) is right across the street from Kamaole II Beach, considered to be among the best of the beaches on Maui. Arrive...
"Your Sweet Maui Retreat" Remodeled 1 Bedroom steps from Kihei's best beaches.
This perfectly located condo is in the heart of Kihei, just 5 walking minutes to the best beach in Kihei. Many of the favorite shops and restaurants are located within 5 minutes of our new remodeled condo. From the spacious living room to the large lanai, our bright...
100% Walk Score to Eat & Play Across from Kamaolé Beach. 2bd 2bd AC Kihei Condo
** ACROSS THE ROAD FROM KAMAOLE BEACH ** Catch the Peek-a-boo Ocean View from the LanaiStart your stay with all the amenities you need for a more affordable vacation!Conveniently located in the heart of Kihei where you can walk to dine, shop, surf, snorkel, boogie board...
Private lanai steps from the Fairway, fully stocked for a home-like experience
Very comfortable! Relax on your own private lanai steps off the Second Fairway. Feel the wonderful trade winds sweep across the Greens and take in the aroma of the beautiful Plumeria trees and Hawaiian foliage. This unit is fully stocked with all the amenities needed to...
Beachside Retreat with High-Speed Wi-Fi and Pool
Summary:🏖️ Walk to the beach, shops & top restaurants 🌅 Stunning garden lanai – perfect for coffee & wine 🛏️ Ultra-comfy queen beds for a restful sleep 💦 Resort-style pool, hot tub & BBQ area 📺 Smart TV & high-speed WiFi for entertainment 🚗 Free...
Great 2bd condo on iconic Sugar Beach
Kihei Sands B2 is a 2-bedroom, 2-bathroom condo located on the 2nd floor that offers a three-split air conditioning system - one in every room and can accommodate up to 6 guests. Access to the second floor is by stairs only; this low-rise complex does not have an...
KBR #302 - 2 Bedroom/2 Bath Ocean Front Upgraded Condo on Sugar Beach!
Tiled throughout, the interior of this upgraded 2 bedroom/2 bath unit is clean and bright with a view that stuns you every time you walk through that front door! The beautiful furnishings and gorgeous granite & stainless-steel kitchen add to the appeal. While you...
Steps to beach! - Kihei Holiday 113
This beautiful, Two-bedroom/One-bath condo is just a two-minute stroll from one of Kihei’s most stunning beaches! Watch the sunset over the ocean accross the street, take long walks along the sand all the way to Maalaea Harbor, or cool off with a dip in the warm...
Deluxe Two Bedroom Partial Ocean View Luana Kai Resort B307
Unit B307 with AC is a deluxe, two bedroom two bathroom. It has a partial ocean view and courtyard view with tiki torches at night. B307 has a full wall mirror in the living room. A mix of carpet and tile graces the floors. The furnishings are rattan and wood. The...
Beautifully upgraded condo in Maui Vista steps from world class beaches.
Aloha! We are happy to share our gorgeous, bright, clean and well-equipped vacation home with you. One bedroom with one queen bed, one bath and a sofa bed (sleeps four). Maui Vista is just steps from Charley Young beach. This quiet unit is located in the 2nd...
GC 163 Spacious Wailea 2BD w AC Pool Close to Beach
Grand Champions 163 Spacious 2Bedroom, 2Bathroom Luxurious Wailea Condo. Ideal Location to Walk to Beach, Tennis, Golf, Fine Dining, Luxury Shopping, and so much more. FREE daily activities included with your stay value up to $956! Complimentary admission, every day of...
n180 Degree Oceanfront Condo with Amazing Sunsets Night after Night
Our condo is literally 50 yards from the calming waves of the Pacific Ocean! 180 degree oceanfront views from your second floor lanai. Beautiful front lawn with pool and swaying palm trees stretching in front of a 58 unit, 3 story condo building. Comfortably furnished,...
Ma'alaea Surf Unit C1 Beachfront Condo, 2BR Ground Floor, AC, Wifi, Kitchen
Ma'alaea Surf, Unit C1 is deluxe in every sense. C1 is a conveniently located ground floor unit, just steps from the small pool. This unit is splendidly furnished. It features, central AC, Wi-Fi, TV, fully furnished kitchen, convenient parking, tennis and pickleball,...
Kamaole Sands Building 10 Best Sunsets on the Island!
If you are looking for a low pressure vacation. This is the place. Right across from Kamaole Beach III the nicest family beach on the island.It's all about location. Building 10 is the closest to the beach and has the best views. 1 Bedroom-Queen Bed-brand new mattress....
Oceanfront 3rd Floor Unit at Maalaea Kai Complex
Enjoy the beautiful seascapes, surrounding islands and lovely Hawaiian skies above meticulous, palm-lined grounds. Winter whale season from approximately the end of Nov to mid April. Catch the occasional view of resident turtles from the lanai. The peace within may...
Ocean View-Top Floor-A/C in All Rooms-Pacific Shores
We want you and your family to enjoy our two master bedroom, two full bathroom, completely remodeled, fully air-conditioned, top floor condo with beautiful diagonally placed tile throughout...No condo above us or to one side which means quiet time is REALLY quiet...
2nd-floor condo with amazing ocean views, private lanai, & updated interior
Hale Li'ili'i at Keawakapu #201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautiful ocean views and sunset vistas abound at this private piece of Hawaiian paradise. Along with...
Oceanview 2 + 2 Fabulous Condo! Best Value Walk to Everything
The Shores of Maui overlooks the crystal clear Pacific Ocean on Maui's sunniest shore. This condo is the only one that has two private lanais! It is a one block walk to beautiful Charley Young Beach, one of Maui's finest swim beaches and directly across the street from...
Ground Floor Haven on a Lush Oceanfront Property - Wailea Elua 307 Awaits!
Wailea Elua #307 – Ground Floor Ocean View Comfort with Tropical EleganceWelcome to Wailea Elua #307, a newly remodeled ground-floor condo located in the oceanfront section of one of Wailea’s most exclusive communities. With expansive ocean and garden views, upscale...
Kauhale Makai 106 - 1BR, Remodeled, AC, Oceanfront Property!
This 1 bedroom, 1 bathroom condo was just completely remodeled. The Beach is right in front of the oceanfront property. Incredible sunset views year round and just minutes away from shopping, grocery stores, restaurants and golfing.The unit is situated on the north side...
Beautiful Lanai Views, Oceanfront Complex W/ Large Lawn Perfect For Sunset!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Beautiful completely remodeled oceanfront condo at Maui Sunset. This tropical oceanfront complex has long been revered for the immaculate and beautifully landscaped grounds that spread over 5 acres. Ocean...
Wailea Beach Villas D301 - 3 Bedroom Ocean View Villa
Discover for yourself why D301 is one of the most requested Villas in our vacation rental collection. Impressive artwork by internationally known Maui artist Elan Vital provides a fabulous backdrop to the welcoming great room in rich jewel colors of amethyst and jade...
Ma'alaea Surf #G-7 – Coastal Comfort with Modern Amenities
Ma‘alaea Surf #G-7 – Ocean View Townhouse RetreatWelcome to Ma‘alaea Surf #G-7, a two-bedroom, two-bathroom townhouse-style condo offering beautiful ocean views and a spacious two-story layout. With a remodeled interior, central air conditioning, and access to...
Ocean and fairway views in this spacious, top-floor, 3-BR Grand Champion Villa!
Experience gorgeous ocean and fairway views from this spacious top floor, tastefully decorated, family-friendly, three-bedroom unit. This beautiful condo boasts the largest floor plan available at Grand Champion Villas. Enjoy the views of the islands of Lanai and West...
Oceanview condo with shared pool, tennis & beach across the street
Kihei Ali'i Kai B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Start your Valley Isle experience right with this oceanview condo in the heart of Kihei Town. Nicely appointed...
Amazing Ocean Views, AC in every room, remodeled, #504
The Palms at Wailea 504 the most sought after complex in Wailea. Newly Remodeled, New AC in every room, Walk to Beach, AmazingOcean Views5 Star reviews. One of our latest reviews "Absolutely amazing and beautiful. The condo, the property and getting about was simply...
Elegant 1bd/2ba with Private Lanai & Beach Access in Kihei - Kamaole Sands 8-206
Your Hawaiian getaway starts here. Welcome to one of the best locations in Kihei, Kamaole Sands 8-206. This 1bd/2bath unit is the perfect spot for your Maui vacation!As you enter you will be pleasantly welcomed by this elegant and spacious condo. The living area is open...
OCEANFRONT RESORT - WE ARE ON THE WATER! - Kihei Sands Beachfront Condos - B4
Maui has never been more affordable! Experience the wonder of peak whale season without the peak price! Our off -peak Winter rates offer you a chance to enjoy Maui's natural show with upscale comfort & exceptional value!Condo B4 is a beautifully renovated 2B/2Ba...
Sugar Beach Resort Condo w/ Private W/D, Free WiFi-Snorkel, Surf, Swim
Sugar Beach Resort 214Our 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...
Beachfront Bliss Awaits! Sugar Beach #125 - Luxury and Comfort at Your Doorstep
SUGAR BEACH RESORT, #125Welcome to Sugar Beach Resort #125, a ground-floor beachfront condo offering the rare convenience of stepping directly from your lanai onto Maui’s golden shoreline. Nestled in North Kihei, this retreat blends comfort with ease of access, making...
Faces Kamaole Beach Park 3, Ground Floor, Large Lanai, ocean view
Unit 1-103 is on the ground floor of the highly desirable Building 1 at Kamaole Sands Resort. This condo complex faces the beautiful Kamaole Beach Park 3 which is across the street. This beach is well known for boogie boarding, snorkeling, and watching the sunset. Beach...
Lush Garden Charmer - Breathtaking Sunsets
You will feel at home in this cozy but spacious one bedroom, one bath, ground floor condo. It is furnished and equipped with all the amenities of home. It has a fully equipped kitchen with microwave, full size stove and refrigerator, drip coffee maker, keurig, rice...
OCEANFRONT RESORT- $299 through May 15! Kihei Sands Beachfront Condo-B10
Winter has arrived - and so have our exclusive new seasonal rates from November - March 2026. Leave the cold behind & step into the warm embrace of on Maui's Sugar Beach sun-kissed shores! Welcome to Condo B10 in sunny South Maui! This second-story (no elevator) condo...
ATTRACTIVE & Updated 1 Bed 1 Bath in Kihei Maui!
This adorable and tranquil unit with an open and airy floor-plan, tile and laminate flooring throughout and tasteful Hawaiian décor. Our updated condo is located near the pool and is spacious & tranquil. You will love the fresh, open and airy floor-plan of this unit,...
Oceanfront Condo at the Mana Kai Maui, Luxurious, Designer Remodeled
Hawaii Tax ID: TA-127-536-5376-01TMK: 390040230081Mana Kai 711 is situated on one of the most prestigious beaches in all of Hawaii and spares no expense when it comes to luxury and unobstructed ocean views. Mana Kai is situated on the famous...
Perfect Maui Beach Home: Penthouse, Great Views, From $195
This is our Maui home, a 4th floor penthouse. We recently put in new furniture, carpet and paint. This condo has been a part of our family since it was new in 1974 and we have carefully remodeled it for maximum comfort and enjoyment. There is a new flat screen (4K, HDR)...
Beautiful - Palms at Wailea 1802
Located in the Kihei/Wailea area, in the world-famous Wailea Resort community, The Palms at Wailea complex boasts a beautiful pool, hot tub and is conveniently located close to the Shops of Wailea, luxury hotels, stylish boutiques, great restaurants, tennis, the Wailea...
Beautiful penthouse suite with stunning ocean view, pool, hot tub & beach access
Sugar Beach Resort PH05Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to the unmatched beauty of Maalaea Bay from Sugar Beach Penthouse 5. You'll be situated mere...
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...
Kihei Kai Nani - 1BR Unit, Just Steps Away From Kamaole Beach!
This 1BR/1BR, 2nd floor corner/end unit features a beautiful garden view and a remodeled tropical interior. The extra windows in the living room and bedroom create openness, ventilation and light. The trade winds and the peaceful garden setting make it one of the best...
Kihei Surfside #508: Gorgeous Oceanfront Escape with Mesmerizing Views
Kihei Surfside #508 – Oceanfront Escape with Split-Duct AC and Breathtaking ViewsWelcome to Kihei Surfside #508, a beautifully situated 1-bedroom, 1-bathroom oceanfront condo offering unobstructed views of Maui’s stunning coastline. Perfect for two guests, this...
Maui Family Owned/Managed - Keawakapu Beauty
A mere four minute walk from the lavish Keawakapu beaches will find you in the serenity of our peaceful condominium. Our quiet first floor unit has a partial ocean view where guests can enjoy the vibrant colors of a Maui sunset at the closing of the day on the patio....
Kihei Beach #404- Serenity by the Shoren
Kihei Beach #404 – One-Bedroom Beachfront Condo with Two BathroomsWelcome to Kihei Beach #404, a one-bedroom, two-bathroom beachfront condo offering panoramic views of the Pacific Ocean and Maui’s neighboring islands. Located in a six-story beachfront property with...
Absolute Amazing View, One level, 2 Lanai’s,New bed types King,Queen,Twin Qsofa
Guests are sure to enjoy a memorable vacation in this fully furnished, 2 bedroom/2 bath condo. The master bedroom has a King size bed. The 2nd bedroom is furnished with a Queen size bed and a Twin size bed. There is a Queen pull out sofa sleeper bed in the living room....
Palms 306 Ocean Views, 5 Star Reviews: Remodeled
AMAZING 2 BEDROOM 2 BATH CONDO IN POPULAR PALMS AT WAILEA. SLEEPS UP TO 6 PERSONS. Largest 2 bedroom in area.This two-bedroom villa boasts stunning ocean vistas and a tranquil setting within Wailea’s resort community. With a full kitchen, comfortable living space, and...
Sugar Beach Resort - Ocean View, (Off Season Special Rates)
Beach Front Sugar Beach Resort, Ground Floor, Ocean View Unit. We recently remodeled this unit and it now represents outstanding quality. Enjoy all of the amenities in a clean, well kept property. The entire complex sits ocean front, there are no roads to cross, you are...
404 - Gorgeous remodeled oceanfront 1 bed/1.5 bath unit spectacular view!
This fourth floor oceanfront condo at the Kihei Surfside Resort is located on the sought after proximate ocean side of the building, and has a spectacular ocean view from the living room, dining area, lanai and kitchen areas. It is one of the larger one bedroom units...
Upscale escape with pool, hot tub & grill - near beaches & water sports
Maui Kamaole H110Our 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...
Paradise is Here! Big Ocean Views in newly remodeled luxury condo
Please read full description and acknowledge house rules before booking: Condo 1504. 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 on property...
A Premier Tropical Retreat at Kamaole Sands
Our condo is a distinctive one-bedroom, two-bath end unit vacation condominium rental (5-301) at beautiful Kamaole Sands, across from popular Kamaole III Beach Park in South Maui.........Smoke free condo and lanai. Top 'Superior' rating from our property management...