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!
Delightful 2bd condo in South Kihei
Welcome to Haleakala Shores A305, an enchanting 2-bedroom, 2-bathroom condo tucked away in the picturesque surroundings of south Kihei, just moments away from the pristine shores of Kamaole Sands beaches. With accommodations for up to 6 guests, including the rare luxury...
Amazing escape with lagoon pool, hot tub, tennis, AC & great location
Maui Kamaole F108Our 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...
Wailea Elua Village 401 - 2 Bedroom Ocean View Condo
Wailea Elua Village 401 is a stunning vacation rental situated in the luxurious Wailea area of Maui. This ground floor two-bedroom, two-bathroom condo is surrounded by tropical views of beautifully mainucred grounds and the South Maui coastline. The condo features an...
Top floor oceanfront 2 bedroom Maui condo
Picture yourself perched above the popular Waipuilani Beach Park in South Maui, in Kihei. 2023 New flooring throughout, new beds master now has a king bed and remolded bathroom. New Couches 2022. Large private condominium apartment at the resort condominium complex on...
Condo w/Luxe Upgrades –Kamaole Sands 10106
This charming, one bedroom condo gives off the vibe and atmosphere of a cozy island haven, rather than a vacation rental in a resort. The entryway greets you with an “Aloha” sign and a reminder to remove your footwear – as it is customary in these islands. As you...
Ground Floor Condo w/Kitchen - Kamaole Sands 3102
It’s easy to slip into the mellow Kihei lifestyle in this 818sf ground floor suite that sets a tropical tone with décor and design. You’ll love how the lanai fringes the resort’s beautifully landscaped grounds that lead to South Kihei Road and Kamaole Beach Park...
Lovely Modern Complex Directly Across Kam II Beach **NEW AC!
**Magnificent Upgrade as of August 2024 - As Brand New Split AC system with individual controls in both the living room and bedroom has been installed.**Escape to paradise with this beautiful and meticulously maintained ocean view condo, nestled on the 5th floor for...
Exquisite Prime Beachfront Haven, Indulge in Tropical Luxury -Wailea Elua 1302
Wailea Elua #1302 – Premier Beachfront One-Bedroom Escape in the Heart of WaileaWelcome to Wailea Elua #1302, a luxurious 1-bedroom, 1-bathroom beachfront condo offering comfort, serenity, and elevated island living just steps from Ulua Beach. Located within the...
Watch Whales from your Bed - Double Master Sunset Suite
Inside your unit, discover a fully equipped kitchen, convenient washer and dryer units, cable television on a gigantic 75-inch Smart TV, private lanai, and sumptuous linens provided by 808 Maui Vacation Rentals. Immerse yourself in luxury and relaxation at Royal Mauian...
New Listing! Open Condo with Warm Wood Accents
Welcome to Koa Resort 2I — a beautifully appointed 2-bedroom, 2-bathroom condo that comfortably accommodates up to 6 guests. The spacious living room features a queen sleeper sofa for additional sleeping space. Please note that the second bedroom is a loft, offering...
Time 2 Play, "Beach theme" Maui Condo across the street from the ocean.
Located less than 50 steps to the beach, directly across the street. Take advantage of this great opportunity to stay in an incredible ocean view top floor condo just steps away from a beautiful Sugar Beach! Spend your vacation as busy -- or as relaxed -- as you'd like....
Charming Maui Beach Condo Steps from the Shore!
Dive into the ultimate island living experience at our charming condo in Kihei Bay Vista unit C-105! Live like a local where you will have everything needed to embrace Maui's lifestyle to the fullest. Just a quick 20-minute drive from the airport, our prime location...
Kamaole Sands 10-417: 3 Br Ocean View near Kamaole Beach Park III
Pack up the family-there is plenty of room for everyone in this 3 bedroom, 3 bathroom S. Kihei condo conveniently located across the street from Kamaole Beach Park III. Thoughtfully furnished and decorated with natural colors is sure to put you in a calming and zen...
Deluxe Two Bedroom Patial Ocean View Luana Kai Resort B308
Unit B308 with AC, is a completely remodeled, 2 bedroom, 2 bathroom, partial ocean view condo. The kitchen has been completely remodeled with custom cabinetry, granite countertops, and stainless steel appliances. B308 has a king-sized bed in the upstairs master bedroom...
Alluring open-concept ground-floor condo
Welcome to Maui Vista 3115, a delightful ground-floor condo that perfectly combines comfort, convenience, and tropical charm. This 1-bedroom, 1-bathroom unit is ideal for up to 4 guests, making it the perfect retreat for couples, small families, or a group of friends...
Sugar Beach Resort 317: Enjoy Stunning Ocean Views from the Private Lanai
Enjoy stunning ocean views from the private lanai of this unit. This Ocean Front condo is located on the third floor. There is one bedroom and one bathroom. The bedroom has a king bed and the full bathroom is next to the bedroom. The living room has a sofa bed that can...
Grand Champion Villa Getaway - Wailea Beaches
Summary:🌴 Prime Location – Walk to beach, dining & shops🌅 Tranquil Balcony – Enjoy morning coffee w/ lush views 💤 Luxury Beds & Linens – Ultimate comfort for deep rest 🏊 Resort-Style Amenities – Pool, hot tub & tennis courts 🚗 Free Parking (1...
Kauhale Makai 331: 1 br condo @ Ocean Front Resort in S. Kihei Sleeps 4
Enjoy Ocean Views from this one bedroom Condo. The bedroom has a queen bed and the living room has a sofa bed, allowing the unit to accommodate up to four (4) people. The living room features a new flat-screen TV and has a mixture of rattan furnishings with tropical...
Haleakala Shores A309 | 2 Bed, 2 Bath
Two couples can enjoy a perfect Maui getaway at Haleakala Shores A-309, with two bedrooms and bathrooms, there’s plenty of space. Want to play on the beach -- You’re only a block from the turquoise waters of the Pacific Ocean! Want to experience tasty local cuisine?...
Lush Palm View in Casual Maui Condo w/Full Kitchen, AC, WiFi–Kamaole Sands 8210
Captivating and recently remodeled, the kitchen and bathroom will have guests ready to move into their 'home away!' Upon entry, guests will feel the welcoming flow in the tile flooring, tropical accents, and consistent rattan theme. Begin the day with coffee or tea in...
Makena Surf G105 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf G105 is a prime oceanfront vacation condo that spans 1,510 sq. ft. and is situated on the ground floor. This inviting unit features two spacious bedrooms and two bathrooms, accommodating up to six guests comfortably. The bedding arrangement includes a king...
Makena Surf G202 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf G202 is a charming oceanfront vacation residence located on the serene south side of this luxurious resort. Just a short stroll from the parking lot, this second-floor unit offers picturesque views of the secluded beach at the southern edge of the property....
Wailea Ekahi Village 8D - 1 Bedroom Garden View Condo
Wailea Ekahi 8D is an exquisite vacation rental located in the serene Wailea Ekahi Village. This spacious one-bedroom, two-bathroom condo is located on the second floor with vaulted ceilings and elevated views over the landscaped grounds below. Enjoy the large and open...
Kamaole Sands 5-311 | Across from the Sand!
Nestled within 15 acres of lush landscape filled with tropical flora, freshwater ponds and resplendent waterfalls, and right across from the sun-drenched sands of Kamaole Beach III, you’ll discover Kamaole Sands 5-311. Perfect for a romantic getaway or small family...
Refined Oceanfront Vistas
Summary:Spaciest & completely renovated oceanfront 1 bedroom, 1 bathroom top floor penthouse condo. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive...
Maui Vista 1322: 1 Br Garden View w/Remodeled Kitchen & Bathroom Sleeps 4
Remodeled kitchen, and bathroom plus new flooring. This one-bedroom, one-bathroom, garden-view condo offers the simplicity of home in a tropical paradise. The master bedroom has a queen bed and the living room has a sofa bed, allowing this unit to accommodate up to four...
Wailea Grand Champions 116 - 1 Bedroom Garden View Condo
Wailea Grand Champions 116 is a luxurious vacation rental located along the southern coast of Maui in the desirable tourist area of Wailea. This beautifully appointed one-bedroom, two-bathroom condo accommodates up to four guests, making it ideal for families or groups...
Hale Kamaole Condo w/ Shared Grill, Shared Outdoor Pool, Private Washer/Dryer
Hale Kamaole 151Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Townhouse Retreat with Ocean Views From Upper & Lower Lanai - Wailea Ekahi #30Bn
Wailea Ekahi Village #30B Discover the perfect blend of luxury, comfort, and location at Wailea Ekahi Village #30B. This spacious two-story townhouse offers stunning ocean views from both floors, a fully remodeled kitchen and bathrooms (March 2025), and unbeatable...
Maui Vista 2404 Beautiful 2 bedroom unit with Ocean Views
Book with us and come to Maui to explore everything we have to offer!Relax while enjoying your luxurious ocean views! This wonderful lofted unit feels more like a home than a condo home. The bedroom features a California king bed, window AC, and a TV. The loft includes...
Snorkel, surf & swim condo with lagoon pool, hot tub & easy beach access
Maui Kamaole D206Our 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...
Spectacular Views at Wailea Elua 2010: Tranquil Oasis on Lush Oceanfront Grounds
Wailea Elua #2010 – Elevated Island Comfort with Panoramic ViewsEnjoy the perfect blend of comfort and convenience at Wailea Elua #2010, a beautifully maintained 2-bedroom, 2-bathroom partial ocean view condo. Located on the second floor, this spacious unit offers...
New Listing! Tropical stay with full kitchen
Welcome to Kihei Kai Nani 211 — your tropical home away from home! This beautifully maintained 1-bedroom, 1-bathroom condo is the perfect island escape, thoughtfully designed to host up to 4 guests in comfort and style. Whether you're traveling as a couple, a small...
Maui Sunset A-106: Ground Floor 1 Br 2 Ba Condo at Ocean Front Resort
Ground floor unit! Walk out onto the beautifully maintained lawn and enjoy a short stroll to all that this property offers. This unit has one bedroom and two bathrooms. The bedroom has a Queen bed and there is a pull-out sofa bed in the living room, allowing this unit...
Beachside Condo in South Kihei - Ocean Proximity & Relaxation Without the Crowds
Maui Parkshore 110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Maui with this beachside condo in South Kihei. Perfect for a small family or two couples,...
Sugar Beach Resort 522: Pure Ocean Front Views from this 1 Br N Kihei Condo
Located Ocean Front on the Fifth Floor of the Sugar Beach Resort on Maui's South Shore. This condo has one bedroom and one bathroom. The kitchen is open to the living area and the lanai is off of the living room and offers spectacular oceanfront views. The bedroom has a...
Centrally-located ocean-view suite with pool, tennis court, balcony, & W/D
Hale Kamaole 251Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Relaxing condo with outdoor pool, hot tub & high-speed WiFi
Maui Kamaole B115Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax in a friendly condo with cool tile and wood floors throughout. You're on vacation now! Ease into the living...
Maui Sunset B-115 | Community Pool & Hot tub
You’ll be near both the beach and Waipuilani Park when you book your vacation at Maui Sunset B-115. Grab your beach towel and walk right down to the beautiful sand and surf. Your Maui Sunset community also offers a large pool, hot tub, tennis courts, shuffleboard, and...
Hale Kamaole Condo w/ Shared Pool, Shared Grill-Surf, Bike, Golf, More
Hale Kamaole 167Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Perfect Place to Land after your Maui Activities!
Hawaii Tax ID: TA-185-511-9360-01TMK: 390200030056This lovely ground floor Kihei Kai Nani 161 condo is only a short walk from Kamaole white sand beach and plenty of shopping and dining just waiting for you. This quaint and attractive 1 bedroom is a perfect place to land...
Wailea Ekahi 52B | Resort Level Amenities!
With 34 acres of landscaped resort bordering one of Hawaii’s best beaches, Wailea Ekahi 52B is the ideal place to experience the very best of Hawaii. It’s affordable luxury that’s perfect for two couples wanting to share an island getaway. There’s a minimum stay...
Spacious, Ground Floor Condo within Steps to Pool or Beach
Hawaii Tax ID: TA-048-876-1344-01TMK: 390180030198Practical and budget friendly! Spacious ground floor unit located at the Maui Vista; walk straight out to the pool from your unit or down to the beach. You will be sure to enjoy the convenience of this centrally located...
Fantastic Clear Ocean View, incredible value
Aloha!Imagine enjoying your morning coffee as whales play in the warm Pacific Ocean that lies just yards away. Enjoy long strolls on the beach - a refreshing dip in the pool and a relaxing Jacuzzi hot tub under the Maui stars and moon with the ambiance of Hawaiian tiki...
New Listing! Maui Banyan T303 - Spacious 3-Bedroom
Discover Your Perfect Hawaiian Paradise in the Heart of Kihei.Nestled in the vibrant community of Kihei, unit T303 at Maui Banyan offers an exceptional vacation experience that captures the essence of tropical Hawaiian living. This meticulously designed 3-bedroom,...
Quaint and Attractive Maui Condo
Hawaii Tax ID: TA-185-511-9360-01TMK: 390200030090This ground floor Kihei Kai Nani 169 condo is only a short walk from Kamaole white sand beach and plenty of shopping and dining just waiting for you. On site you'll not only find a fresh water pool...
Welcoming condo with outdoor pool, grills, split AC, patio, & beach access
Kihei Kai Nani 170Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your tropical escapade awaits at this ground-floor, family-friendly condo just 300 steps from Kamaole 11! If you're...
Maui Sunset Vacation Rentals B419
Fourth floor ocean front view! One of the best locations!! New flooring throughout 2023! Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Large private condominium apartment at the resort condominium complex on...
Direct oceanfront gem @ Sugar Beach Resort, Coastal vibes, Central AC & more!n
Welcome to Sugar Beach 531. This oceanfront 1 bedroom, 1 bathroom condo can accommodate 4 people. Enjoy ocean views throughout this unit & from your private lanai. Feel right at home with everything from central AC to in unit washer/dryer, & essentials. Situated on a 6...
Ocean Views from Lanai, Living Room & Bedroom! Oceanfront Complex!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** If you are looking for a perfect getaway in paradise, Kauhale Makai 608 is it! The first thing you see when you arrive is a panoramic view of the ocean from this TOP Floor condo. Just sit back and take in...