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!
Kihei Beach #207 – Your Perfect Oceanfront Escape
Kihei Beach #207 – Your Perfect Oceanfront EscapeWelcome to Kihei Beach #207, a beautifully remodeled condo in a serene six-story beachfront property in North Kihei. Enjoy sweeping views of Kahoolawe, Molokini, and the dazzling Pacific Ocean from your private lanai,...
Newly remodeled Sugar Beach Resort condo w/shared pool & hot tub
Sugar Beach Resort 431Our 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...
Kihei Akahi Condo w/ Free WiFi-Beaches Await
Kihei Akahi C413Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Astonishing top-floor condo in North Kihei
This stand-out designer property has breathtaking views and hand-crafted beautiful details throughout! This 3rd-floor condo features beautiful craftsmanship and tasteful furnishings and décor as well as an excellent Maui location! Luana Kai 305C is a top-floor,...
Hale Hui Kai 206 - Newly Renovated!!
This private garden condo is on the second floor of the south side of the building ...about 60 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty...
Time to go to Maui $125. per night! May and June only. Ocean view!
Aloha, Our spacious one bedroom condominium C309 at the popular Kihei Akahi complex in South Maui is located on the 3rd floor of the C bldg, C309, with a nice ocean view. We have a new King Size bed and new bedroom furniture. Overlooking the blue Pacific waters at...
Great Wailea studio Condo
Update: The Maui county council has approved the ban on short term rentals in areas like ours, but with an effective date of 12/31/2030. Hopefully this provides some clarity if you have been following this process and were concerned about booking in the next couple of...
Escape to "Heavenly Haven", our beautiful, by the sea, comfortable Condo
This is a gorgeous one bedroom, completely handicap accessible, and completely remodeled condo. Our condo is one of the best in Kihei Garden Estates with granite countertops, tiled floors, large flat screen TV, marble shower, air conditioning, expanded digital cable ,...
Hale Kamaole 117 first floor condo, easy access to best beach on Maui!
Hale Kamaole is just a short walk from the Kamaole Beach III, where milder tides, full facilities and a lifeguard post makes for a low stress family atmosphere. Kamaole III is one of Maui’s favorite beaches and is great for snorkeling, a morning swim and postcard...
Palms at Wailea - Fully Air Conditioned
Welcome to our Wailea Condo at the Palms of Wailea. Our condo is a large 1200 square foot newly renovated two bedroom, two bathroom condo that is walking distance to some of the best beaches in the world. For your convenience, we provide beach chairs, beach towels,...
Updated partial oceanview studio across from beach
The layout:Common area: Coastal vibes throughout this studio. Walk in and you'll find the fully equipped kitchen, then to the living room where you'll find high ceilings, bistro table(2 chairs), a queen size bed, Smart TV with premium cable, full size sofa sleeper, new...
Maui Sunset Vacation Rentals A420
Best view, ocean front view on the fourth floor. Sweeping views of grounds and the Pacific Ocean. One of the best locations on the property. New flooring 2024Watch the life of Maui unfold from the morning till evening from your private 180 sq foot private view deck....
Updated #328: Kitchen, Coastal Decor, Ocean Views
Updated Beachfront condo with stunning ocean views located at popular Sugar Beach Resort!#328 has been tastefully updated with new kitchen and bathroom updates as well as new coastal furnishings. Sunsets are easily enjoyed nightly from your private lanai. Catch turtle...
SALE! Perfect Location, Ocean View, Steps To Beach! Enjoy 2Bed/2Ba Aloha Home!
Ocean-View Top-Floor Condo with Aloha Spirit – Steps from the Beach! Welcome to your slice of paradise in South Maui! This beautifully upgraded, loft style 2-bedroom, 2-bath ocean-view condo is nestled in the peaceful Kihei Garden Estates — a hidden gem just steps...
Save 25% Instantly from 04/06/25-04/15/25! Grand Champions 61! 2B/2B, AC, Slps 8
Nestled in the prestigious Wailea Resort community, Grand Champions Villas 61 offers a prime retreat with breathtaking views of the Wailea Blue Golf Course. This ground-floor villa features two spacious bedrooms, each with its own ensuite bath. The guest bedroom is...
Kihei Bay Vista D-204: 1 Br Condo located across from Kalepoleopo Beach Park
One Bedroom one bath garden view condo. Fully equipped kitchen, perfect for enjoying meals in your condo and not having to eat out for every meal. The Kihei Bay Vista is located in central Kihei. It is across the street from Kalepolepo beach and the Pacific Whale...
Hale Hui Kai 302 Two bedroom Two bath with AC and Garden Views
Hale Hui Kai is an oceanfront property, this third floor garden view condo is just steps away from the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil atmosphere. This...
Fully Renovated Beachy & Modern*Prime Location
You simply cannot beat this location for its proximity to the beach! It's just a short few minute walk, directly across the street!Welcome to one of South Maui's most appealing vacation rentable complexes to take advantage of! The complex is close to the upscale resort...
PANORAMIC OCEANVIEW PENTHOUSE - ISLAND SURF - Heart of South Maui.
🌴 Panoramic Oceanview Penthouse in the Heart of South Maui. It's got all the fun and convenience you'd find at a big resort without the $$$ price tag. Located in the heart of South Maui. This unit boasts ocean views from the moment you step in.6th Floor Ocean View...
Spacious Maui Home in sunny Kihei, minutes to the beach and Wailea golf.
Spacious open floor (2,000 sq ft.)3 bedrooms with AC, 3 bathrooms, Large living area with high ceilings, full kitchen, bed linens, towels and BBQ grill, Cable TV and fast Wifi Internet Access. Just a short walk to the beach. Close to Wailea Golf, Shops, Restaurants and...
Ocean Views! Great Unit in Hale Kamaole! Discounts Offered! 2 bed + loft
Book your Summer or Fall getaway now! 7 Night discount special and ask about our BONUS for 10 nights!Set in beautifully landscaped Hale Kamaole complex, Unit 255 features a private lanai with beautiful ocean views across from Kamaole III beach -- named one of the top...
Kalama Terrace P101 Renovated modern unit next to Beach
Book with us and come to Maui to explore everything we have to offer!This remodeled 1 bedroom air conditioned unit has just been renovated and is perfect for you to relax. Located near the "Triangle" famous for its restaurants, lively bars, gift shops; you'll be able to...
Hale Hui Kai 306 Two bedroom Two bath with Ocean View
This private condo is on the third floor of the south side of the building ...about 50 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and...
Top floor, end unit, amazing ocean views, sleeps 8!nGreatly reduced price!
This condo is located in the Maui Hill Resort in South Kihei, HI. The resort has amazing grounds with a beautiful pool, whirlpool tub, putting green, bocci ball court, shuffleboard courts, tennis court. Gas BBQ grill located right outside the unit at the foot of the...
NEWLY REMODELED-GROUND FLOOR-LARGE LANAI-OCEAN VIEWS-AC-METICULOUS CLEANING
Book with confidence this newly remodeled 1 bedroom, 2 bathroom (818 sq ft.) 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 resort and available 24/7....
Luxury Condo- Across The Street From The Beach! Free WIFI
Absolutely the best kept secret in Kihei. Kihei garden estates is only 18 minute drive from Kahului (ogg) airport. Come and enjoy the aloha from this beautiful completely renovated ground floor condo. Beautiful new floor tiles, granite counter tops, custom cabinets,...
Maui Sunset Vacation Rentals B509
5th floor ocean view, quite location! Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. New flooring throughout 2023Large private condominium apartment at the resort condominium complex on the beach in sunny...
Beautiful Oceanview Condo! Maui Sunset A408
Enjoy ocean views and magnificent sunsets from your lanai! Bright, spacious and fully equipped condo in one of the premier South Maui Resorts with the most beautiful grounds. Many amenities onsite including large pool, hot tub, BBQs, tennis/pickle ball courts, excursion...
Hale Kamaole 325 newly renovated condo, easy access to best beaches on Maui!
This beautifully remodeled condominium is professionally designed and includes upgraded air conditioning in the living room (September 2019/split system), a large screen SmartTV (52"), GE Profile series appliances, quartz countertops, West Elm furniture and a fully...
Hale Kamaole 266 Second floor condo, easy access to best beach on Maui!
Beautiful Ocean & mountain views and just steps away from the family friendly Kamaole Beach III. This top floor condo with two bedrooms and loft, has recently been updated with new carpeting and new paint. Master bedroom has a new king bed, downstairs bedroom has two...
Deluxe OCEANVIEW and Gorgeous 2 Bedroom 2 Bathroom LOFT
Your breath will be taken away the moment you step foot into this gorgeous, fourth floor condo with its beautiful ocean view from the gorgeous lanai! With its large loft style layout and unique spiral staircase, offering vaulted ceilings, this condo is extremely...
Picture Perfect Oceanfront Condo at Mana Kai Resort
Hawaii Tax ID: TA-078-732-6976-01TMK: 390040230067Beautifully remodeled two bedroom in the desirable South Kihei area! Enjoy breathtaking Oceanfront views right from your lanai, see whales and turtles as you dine and relax in your home away from...
Ocean view with lanai in Beachfront Sugar Beach Resort!
* Please note: The pool, hot tub and pool deck will be closed for maintenance in September, starting the 2nd Monday of September, from Sept 8 - 19, 2025 * As well, the living room pull out couch was replaced with a brand new couch January 2022.On the beautiful south...
Family Vacation with 8 pass Honda Mini van included. Ocean and mountain view,
Aloha and Mahalo, This Family condo feature 3 bedrooms, 3 bathroom unit is a great vacation rental for larger families that have a hard time finding a place for a large family. It is on the 3rd story. .There are no elevators. The view is lovely from the Lanai.This is a...
Hale Kamaole 207 Second floor condo, easy access to best beach on Maui!
New everything, 2014 remodel. Travertine floor from entrance to Lanai, new carpet installed in bedroom. All new appliances. Bedroom has new King bed. Living room provides queen Hide a bed and comfortable siting chairs. Bath has tub/shower enclosure. Kitchen & bath just...
2 bdrm 2 Bath Condo with Partial Ocean Views, Steps away from Kamaole III Beach
Spacious 1,200 square foot (with lanai) 2 bedroom 2 full bath condo with high beam vaulted open ceilings (Open air concept, bedroom walls do not extend up to the vaulted ceiling) and panoramic windows, across from the golden sands of Kamaole III Beach. The condo kitchen...
Affordable 1 B/R Private Condo across from Kamaole II Beach (KKN252)
We have a welcoming second floor, corner, one bedroom 723 sq ft condominium, at the Kihei Kai Nani complex across the street from a beautiful beach, Kamaole II, in Kihei (200 meters to sand). The Condo faces the garden, which makes it wonderfully private and quiet....
Time Beach @ Grand Van Kleef
Our mission is to provide a tranquil and serene vacation spot where you and yours will truly relax.Aqua Bedroom: air-conditioner, dresser, queen bed, closet and bathroom adjoined. The decor is meant to entice you to sleep well and create magical memories – yes! ☺....
Hale Hui Kai 312 Panoramic oceanviews of Keawakapu Beach
This private oceanfront condo is on the third floor of the building ...about 20 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil...
Maui Sunset A421 ~ Spectacular Sunsets from this 2 Bedroom, 2 Bath Condo!
One of the BEST OCEAN VIEWS @ Maui Sunset! Two bedroom, two bath ocean view fourth floor condo. Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on...
Everything You Need For Your Home Away From Home
Hawaii Tax ID: TA-159-912-1408-01TMK: 390010440016***SPA CLOSURE - November 6, 2024 to TBA***This spacious ground floor Kihei Holiday 116 unit has everything you need for your home away from home. Enjoy the fully stocked kitchen and the washer and dryer. With many...
Maui Vista 1120: 1 Br Ground Garden View Condo near Kamaole Beach Park I
One-bedroom Garden view condo located on the ground floor. This unit accommodates up to four people with a queen bed in the bedroom and a pull-out sofa bed in the living room. The kitchen has been renovated with new cabinetry, countertops, fixtures and new white...
Stay in Kihei - Newly Updated - Three Minute Walk to Kamaole II Beach!
***New Updates and Upgrades - We just completed updating our condo! We've listened to our previous guests and took many of their suggestions and did a large update of our condo. Here are some of the updates:New kitchen with new cabinets, counters, appliances, lighting...
Hale Hui Kai 308 OCEAN VIEW Two bedroom Two bath
This private ocean view condo is on the third floor of the south side of the building ...about 40 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural...
Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home
Book with us and come to Maui to explore everything we have to offer!Enjoy the ocean breeze in your luxury 1 bedroom condo home. Wander right out to the beach or stroll past the resort putting green. The air-conditioned unit is fully equipped and recently remodeled with...
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await
Hale Kai O Kihei 202Our 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...
WAILEA JEWEL; NEAR BEACHES; SHOPS/5 STAR HOTELS; CONVENIENT!
ALOHA and welcome to our unit in Wailea Ekolu, A two bedroom, two bath condominium on the ground floor. Our condo is located in the beautiful, lush, and spacious Wailea Ekolu Village. Ekolu is located in the five-star resort area of WAILEA. Our condo sleeps up to 6 and...
Wailea Ekolu #702 Premium 2nd floor 2bd/2ba
Wailea Ekolu 702 is a Premium 2 bedroom, 2 bath top-floor condo ideal for family getaways. This unit was updated in late 2021 with Daikin Split Air-Conditioners in each bedroom and living room. The master suite has a luxurious King bed and the second bedroom has a Queen...
Oceanfront! Ground floor, Corner, Beachfront Unit #113!
Direct oceanfront! Ground floor, corner, beachfront unit - it does not get much better! Mesmerizing views of early morning paddlers on the ocean and lovely pink and orange sunsets in the evening.Remodelled and upgraded with granite countertops, new cabinets, and...
🌴Beachfront Ocean View Condo! Fabulous Pool! Manicured Lawn Close to Everything
Located on the third floor of Kauhale Makai this well-furnished and fully stocked 1 bed/1 bath condo is available to rent to couples or families with the provided sleeper sofa allowing for four adults to stay together comfortably. You are just a few feet away from a...