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!
Beachfront Oasis: Kihei Beach #303, Your Retreat with Breathtaking Ocean Views!
Kihei Beach #303 – Remodeled One-Bedroom Beachfront CondoWelcome to Kihei Beach #303, a beautifully remodeled one-bedroom, one-bathroom beachfront condo offering comfort, charm, and sweeping ocean views. Located in a six-story beachfront property in North Kihei, this...
Beach Gear Incl. Just add Sun & Fun. nA/C -Pool & BBQ -Free parking 🏖
It's where Beach days, Sunset swims, and Poolside BBQs are part of the daily plan.• Air Conditioning and Ceiling Fans• Walk to Charlie Young Beach• New Cleaning Crew on Deck• Your Prime Kihei Location• Private Pool, BBQ Area • Free Assigned Parking• Walk...
Top Floor, Favorite Location, Ocean Views! Palms at Wailea 2104
#2104 is a spacious and recently refreshed 2-bedroom, 2-bathroom condo in Maui with fun tropical accents and cozy comfort. It offers approximately 1500 sq. ft. of living area, including a large lanai. This unit features central air conditioning for your comfort. The...
OCEANVIEW*FULLY RENOVATED*REFINED ELEGANCE 2B/2B
*Ongoing Roofing Project Fall of 2025. There could be periods of intermittent noise during the hours of 8:30am - 4:30pm Monday through Friday. The beautifully furnished and welcoming “beachy vibe” features an open floor plan with beautiful granite and tasteful...
Bright Island-Style Suite w/WiFi, Modern Kitchen, AC, Lanai–Kamaole Sands 9208
It’s the sweet life in this air-conditioned 884sf retreat with island artwork and accents. The full kitchen with stainless steel appliances lets you dine your way on the private lanai with palm tree backdrop. Enjoy WiFi, flat screens, washer/dryer and ceiling fans....
Hale Kamaole 236 Second floor condo, easy access to best beach on Maui!
Begin your day with the golden sunlight of the Valley Isle emerging over Haleakala and bringing the multicolored hues of Maui to life. Whether you’re in Hawaii for an action-packed island vacation or a relaxing retreat to the Paradise in the Pacific, Hale Kamaole and...
OCEAN VIEW - Sleeps 6 -Single Level - Family Room -No Stairs-Steps to Beach!
Needs lots of space? Want Ocean Views? Then check out this spacious (almost 1300 sq feet) 2 bedroom/ 2 bath PLUS Family Room with Queen Murphy bed! (becomes a 3rd bedroom with privacy divider) Sleeps 6 adults comfortably.Located on the 3rd floor of the prestigious...
Hale Hui Kai 109 along Keawakapu Beach-Two Bedroom Two Bathroom condo with AC
Located along South Maui's gem, Keawakapu Beach, this North facing ground floor/garden view condo is only 30 steps to beach with easy access to condo common areas. This private garden condo is on the first floor of the south side of the building ...about 60 steps along...
New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area
Discover the perfect Maui escape at Palms at Wailea 702, a beautifully updated 1-bedroom, 2-bath luxury vacation rental ideally located in the heart of Wailea. This spacious ground-floor condo is designed for couples seeking a romantic retreat, offering comfort, style,...
Bldg 10, Grd Floor, Ocean View, Large Lanai, April 25 Available, Christmas Avail
Kamaoele Sands,OCEAN VIEW - The condominium is located on the ground floor in Building 10 (one of the closest units to the beach in Building 10), directly opposite Kamaole III Beach (one of Maui's most famous sandy beaches), this condo is ideally situated for swimming,...
Luxury Meets Affordability! Permit Number: BBKM20150003
Luxury meets affordability. If you are looking for a wonderful time in Maui, we offer a luxurious, clean, pleasant, and comfortable environment at an affordable rate. This fully furnished master bedroom style state room for two (plus a child on a pull out if needed)...
Experience Oceanfront Luxury at Royal Mauian 206: Stunning Views Await!
Royal Mauian is an excellent location for stunning sunsets, romantic beach walks, and seasonal whale watching. This luxurious renovated unit offers amazing views of the Pacific Ocean. The rooftop garden offers breathtaking 360 panoramic ocean and island views.Royal...
**Fantastic, Best Maui Location * REMODELED Condo
AS OF DECEMBER 1, 2023 WE HAVE INSTALLED A BRAND NEW INDIVIDUALLY CONTROLLED SPLIT AC THROUGHOUT AND FULLY MODERNIZED THE PROPERTY WITH NEW FURNISHINGS, AND ART AFTER LISTENING TO GUEST FEEDBACK.Elevate your island retreat with the allure of this enchanting second-floor...
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
***BEST OCEAN VIEWS IN RESORT*** Top floor, corner unit, with stunning ocean and mountain views, just steps from the beach. Stay cool with brand new central AC. Watch thousands of humpback whales, visible from the lanai. See huge green turtles beached or dip in the...
Kam Sands1Bd/2Ba Sleeps 6. Ground floor near pool and Kamaole Beach
Kamaole Sands #6-109 is a spacious, one bedroom two bath condo just steps away from the pool and a short walk through the beautiful grounds to the beach. It is located on the ground floor, free parking just a few steps away and many amenities that can make your vacation...
Maui Vista Condo in South Kihei- Only a 2 night minimum
Our ground floor Maui Vista condo overlooking the gardens has been recently remodeled to create a resort style vacation spot at an affordable price. A sunny lanai provides a perfect spot for morning coffee. Sleeps 4 comfortably- 1 BR/1BA- Bedroom has a new QUEEN BED-...
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...
Open layout with hardwood floors throughout
Nestled within the serene ambiance of Kihei Resort, unit 128 offers a sublime retreat on the sun-kissed shores of Maui. This charming ground floor, 1 bedroom, 1 bathroom condo sleeps up to 4 guests. Step into the inviting living space, where plush furnishings beckon you...
Menehune Shores 306 Ocean front
Upgraded direct oceanview condo at Menehune Shores #306 with views, views, views! Enjoy watching the sunset, seasonal whale watching, outriggers, paddle-boarders and kite boarding from the comfort of your private oceanfront Lanai. Many upgrades including new kitchen...
Kamaole Sands 2-204 - Dramatic Ocean and Courtyard Views, 1bd / 2ba, AC, Wi-Fi
Kamaole Sands 2-204, overlooking the beautifully manicured tropical courtyard with a view of the brilliant blue ocean just across the street, this elegant condo has been thoroughly updated to “second home” standards by a very particular owner. Situated in the...
2-Bdrm Ground Floor Unit Now Available!
Our spacious resort combines the comforts of a staycation with the beautiful backdrop of the Hawaiian getaway you traveled so far to enjoy.Whether you're walking to the beach across the street, relaxing in the large pool and hot tub, or strolling to the tennis center,...
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Quiet studio, corner of the concrete building. Deck looks out to the ocean. Upgraded air conditioning. Elevator access to 2nd floor. Beach is a walk over the grass field. Sunny pool, kiddie pool, hot tub, BBQs. Kihei town is a 5 min drive away, plus so many more...
# 107 Lovely Grnd Flr King bed Unit, 2025, 10% DISCOUNT FOR 7 NTS OR MORE
Hale Kamaole 107 is a large comfortable beautiful ground floor unit in the lower part of the complex. It is just steps away from the pool, office and BBQ area . The ocean is 200 steps away. We have just completed a kitchen remodel and other upgrades in our condo. 107 is...
Kihei Beach #207 – Your Perfect Oceanfront Escape
Kihei Beach #207 – Remodeled One-Bedroom Beachfront Condo with Ocean ViewsWelcome to Kihei Beach #207, a beautifully remodeled one-bedroom, two-bathroom condo located in a serene six-story beachfront property in North Kihei. With modern upgrades, electric 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! There is no elevators in this condo. This 3rd-floor condo features beautiful craftsmanship and tasteful furnishings and décor as well as an excellent Maui location!...
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...
Oceanview Poolside Paradise – Maui Kamaole L-201 - Your Dream Island Escape!
Maui Kamaole, #L-201 – Modern Island RetreatEscape to Maui Kamaole #L-201, a beautifully remodeled 2-bedroom, 2-bathroom condo located on a scenic hillside in South Kihei. This spacious upper-level unit offers a tranquil atmosphere with tropical garden surroundings,...
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,...
Two Bedroom Ocean View Deluxe Luana Kai A303
A303 is a deluxe, 2 bedroom, 2 bathroom ocean view condo with AC. A303 is on the third floor, there are NO elevators, so you are walking up stairs.A303 is on the third floor with great views of Molokini, Kahoolawe, Lanai, Maalaea Bay and the West Maui Mountains. It is...
Luana Kai B201 | Luxurious Updated Condo, Oceanfront Property!
Welcome to this Zen garden paradise also known as Luana Kai B201. Surrounded by lush tropical foliage and stylishly decorated with colors and furnishings that provoke a feeling of calm, this condo will be your favorite place to escape to year after year.Remodeled,...
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...
#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...
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 Kihei, in South Maui, Hawaii. All the fun and convenience you'd find at the big resorts without the large price tag. Located in the Heart of Kihei, in South Maui, Hawaii.This unit boasts gorgeous panoramic oceanviews...
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....