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!
Serene Maui Retreat Walk to Beach & Shops
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 spot Secure hassle-free Fast Wi-Fi Smart TV Stay...
Maui Banyan P104 Stylish 2BD Maui Condo Steps from Beach w/ Lanai, Pools, Tsennis & AC
Maui Banyan P104 Experience Maui from this Remodeled Kihei Retreat Directly Across the Street from the BeachWelcome to your Maui Retreat: Escape to Maui Banyan, a beautifully remodeled 2-bedroom condo located right across the street from the golden sands of Kamaole...
Relax in Style at Kihei Ali‘i Kai- Oceanview Condo Near Kamaole Beaches.
Ready to take your next vacation to the next level? Say aloha to Kihei Aliʻi Kai — a serene getaway with a private yard feel and stunning views of Molokini and Kaho‘olawe islands. Ideally situated in sunny South Kihei, this complex places you close to upscale dining,...
Experience Oceanfront Bliss at Sugar Beach Resort 530
One of the best features to this tropical getaway is waking up to the sound of waves. Enjoy stunning views of Molokini, Kaho‘olawe, and the West Maui Mountains from your private lanai at Sugar Beach Resort 530. Just 60 feet from the ocean, this one-bedroom condo offers...
Cozy Studio at WorldMark Kihei – Maui Getaway for Two
Enjoy a simple and comfortable Maui escape in this studio suite at WorldMark Kihei. Perfect for couples or solo travelers, this suite offers everything you need for a relaxing stay in paradise.Inside the studio, you’ll find a queen Murphy bed that tucks away for extra...
Relax & Explore: Spacious 2BR Suite at Maui Schooner Resort
Escape to the shores of Kihei with this two-bedroom suite at Maui Schooner, where Hawaiian ease meets roomy, well-appointed living. Designed to sleep up to six guests, the bedrooms are furnished with a king bed and a queen bed, and the living room includes a queen...
Kalama Terrace 2BR w/ Pool, AC, BBQ, Walk to Beach
Summary:Experience the best of Maui in this nice island-style 2-BR, 1-bath unit at Kalama Terrace! Enjoy relaxing days by the sparkling pool or delicious evenings at the BBQ area. Perfectly located near The Cove for surfing, Kalama Park for dining and fun, and the...
Tropical 1BR Suite – Maui Schooner Resort, Steps to Beach
Discover your Hawaiian home base in this bright and comfortable one-bedroom suite at Maui Schooner Resort in Kihei. Spacious and thoughtfully appointed, the suite is designed to sleep up to four guests with ease. Inside, the private bedroom features a king bed, and the...
Ground Floor with Instant Beach Access - Polo Beach 102
Welcome to the serene Polo Beach Club 102, your perfect ocean retreat in Wailea. This stunning 2-bedroom, 2-bathroom condo offers a luxurious escape for up to six guests. Step inside to find a spacious, open-concept living area with plush furnishings, ideal for...
Recently Renovated - Oceanfront in Makena
Welcome to the Makena Surf B201 Beachfront Resort, your perfect Hawaiian retreat. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. Step into the open-concept living area, where the sleek, modern design seamlessly...
Relax & Explore: Spacious 2BR Suite at Maui Schooner Resort
Escape to the shores of Kihei with this two-bedroom suite at Maui Schooner, where Hawaiian ease meets roomy, well-appointed living. Designed to sleep up to six guests, the bedrooms are furnished with a king bed and a queen bed, and the living room includes a queen...
New Listing! 2bd Oceanfront Beauty at Sugar Beach
Welcome to Sugar Beach 511 — Your Oceanfront Maui Getaway Awaits! 🌺🌊 Aloha and welcome to Sugar Beach 511, a spacious 2-bedroom, 2-bathroom condo that comfortably accommodates up to 6 guests. Perfectly situated along the golden sands of Sugar Beach, this oceanfront...
Maui Sunset B319: Ocean view 2BR condo in North Kihei, perfect for families.
Hawaii Tax ID: TA-133-272-9344-01TMK: 390010020175Welcome to Maui Sunset B319, a stunning oceanfront retreat located in the heart of North Kihei. This freshly remodeled condo offers breathtaking ocean views and a serene ambiance, perfect for a relaxing getaway. With two...
Spacious Renovated 4bd - Koa Resort 2A
Welcome to your perfect vacation retreat! Recently fully renovated, this beautifully appointed 4-bedroom, 3-bath townhome offers serene comfort and a beautiful modern remodel that showcases the Hawaiian charm of the complex. With all-new furniture, bedding, and modern...
The Lava Shack is a bright 1BR/1BA condo in Kihei Kai Nani, just steps from Kamaole II Beach. Enjoy a full kitchen, pool, BBQs, free WiFi, and a private lanai. Walk to dining and shops, or drive minutes to Wailea golf, beaches, and adventures. Perfect Maui vacation...
New Listing! Cozy 1bd Island charm at Sugar Beach
Welcome to Sugar Beach 304 – A Cozy Maui Retreat with Island Charm. Tucked into the tranquil Sugar Beach Resort, Unit 304 offers a welcoming blend of comfort, space, and aloha spirit—perfect for couples or small families seeking a laid-back escape. This 1-bedroom,...
Elegant Maui Banyan, Pool/Hot Tub, Steps to Beach
Summary:Wake up to gentle trade winds and the scent of the ocean. Enjoy breakfast on your lanai before a short walk to the beach, where golden sand and turquoise waves await. After a day of exploring, relax in the pool or hot tub and fall asleep to the sound of Maui...
Oceanfront Luxury | Million-Dollar Views
Welcome to ultra-luxury at Menehune Shores — where the ocean views are so unreal, you’ll forget to leave. Perched oceanfront with unobstructed, panoramic vistas that look more like a screensaver than real life, this fully remodeled 2-bedroom, 2-bath condo is truly one...
New Listing! Intimate, beach side studio getaway
Welcome to Kihei Akahi D601, your Maui retreat just steps from the beach! This beautiful studio-style condo offers the perfect blend of comfort, convenience, and island charm — ideal for couples or solo travelers looking to experience the best of South Maui. Located...
Tropical Garden & Pool Views - Professionally Managed
"Welcome to your serene oasis at Wailea Ekahi Village 42D, a meticulously designed 1-bedroom garden view condo that promises an unforgettable stay. This charming retreat features a king-sized bed in the bedroom, ensuring a restful night's sleep, and a cozy living room...
Breathtaking Views -Remodeled Ocean Front Condo - Makena Surf Resort F-111
Makena Surf #F-111 – Oceanfront Comfort with Ground-Floor ConvenienceEnjoy luxurious oceanfront living at Makena Surf #F-111, a spacious ground-floor, 2-bedroom, 2-bathroom condo featuring beautiful ocean views and a peaceful island ambiance. With a prime location just...
Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-109
Makena Surf F109Welcome to Makena Surf F-109, a luxurious ground-floor condo in the exclusive Makena Surf. With its prime beachfront location in South Maui, this gated community offers natural beauty and sweeping views of Molokini, Kaho'olawe, and the Pacific...
Hilton Maui Bay Villa 3-Bedroom Premier Penthouse with Ocean View
This three-bedroom, three-bathroom ocean view suite offers a forward-facing ocean view balcony with seating for six, and furniture, textiles and finishes that are unique to the suite. The primary bedroom features a king-size bed, 55-inch TV and lounge chair and the...
Charming Studio New Mattress Kihei Bay Surf 236
Cozy Maui Studio with Pool, Hot Tub, Lanai & Near the BeachNew Mattress installed for a well rested Maui stay! Aloha and welcome to paradise! Experience the best of Maui from this charming studio retreat, ideally located just minutes from the beach. Whether you’re here...
Island Surf 308 – Newly Updated with Ocean Views
Island Surf 308 – Newly Updated with Ocean ViewsExtend your escape with our special offer:Book 5 nights at any of these breathtaking properties and enjoy the 6th night free!Stay a Little Longer—On Us!Enjoy a complimentary late check-out and savor every last moment of...
Tropical 1BR Suite – Maui Schooner Resort, Steps to Beach
Discover your Hawaiian home base in this bright and comfortable one-bedroom suite at Maui Schooner Resort in Kihei. Spacious and thoughtfully appointed, the suite is designed to sleep up to four guests with ease. Inside, the private bedroom features a king bed, and the...
New Listing! Direct Ocean Views, Private Lanai
Welcome to Maui Parkshore 310 – Your Oceanfront Paradise! Experience the best of Maui living at Maui Parkshore 310, a beautifully updated 2-bedroom, 2-bathroom oceanfront condo perfectly situated just steps from the golden sands of Kamaole Beach Park III. Located on the...
Kihei Condo with Prime Beach Location and Ocean Views!
🌴 Your Maui dream vacation starts here - at Haleakala Shores A101, a bright and breezy 2-bed, 2-bath condo perfectly located just steps from Kamaole Beach Park III.🏖️ Wake up to ocean views, stroll across the street to swim or snorkel with sea turtles, and unwind at...
Ultimate Beach Retreat! 2BD Suite w/ Pool, Hot Tub
Come unwind at our spotless condo at the Maui Banyan Resort, just a few short steps from the soft, sandy beach. Enjoy peekaboo ocean views while you soak up the aloha spirit.✓ Right across the street from Kamaole Beach II✓ King bed + Queen bed + 1 pullout Queens✓ 2...
New | Intro Pricing | Steps to Beach | KBC C109
Enjoy the perfect Maui getaway at this ocean-view condo, located directly across from Kamaole Beach Park I—one of South Maui’s most beloved beaches for swimming, snorkeling, and relaxing in the sun.This two-bedroom, two-bathroom condo is comfortably furnished in a...
Ocean View Bliss on Wailea Beach Path
Wailea Point is the ultimate in privacy and elegance for those seeking stays of 30 nights or longer. For shorter stays, please select from one of our other beautiful Wailea resort properties. The finest development in the finest neighborhood on the finest Hawaiian...
Wailea Perfection - Professionally Managed
Welcome to your dream vacation in Wailea, Maui! This beautiful two-bedroom residence combines comfort, style, and convenience for an unforgettable stay in paradise. Upon entering, you\'ll be welcomed by a spacious, open living area, tastefully furnished for a relaxed...
Guest Favorite at Wailea Grand Champions
This two-bedroom, two-bath villa at Wailea Grand Champions offers a perfect blend of contemporary style and tropical paradise. The open floor plan seamlessly connects the fully-equipped kitchen, dining area, and spacious living room, creating an inviting atmosphere for...
Watch Golfers From Your Lanai | Grand Champions 177
Welcome to Maui\'s Wailea Grand Champions, a paradise nestled in the heart of Wailea. This exquisite one-bedroom, two-bathroom vacation rental offers the perfect blend of comfort, luxury, and breathtaking views, ideal for couples or small families seeking an...
Quiet Retreat Between Fairways - Grand Champions 140
Wailea Grand Champions 140 is a remarkable vacation rental nestled in the upscale Wailea community of Maui. This charming property combines elegance with comfort, offering a luxurious retreat that is perfect for both relaxation and adventure. Upon entering Wailea Grand...
Recently Renovated - Wailea Golf Views
Welcome to Wailea Grand Champions 102, a luxurious 2-bedroom, 2-bathroom residence nestled between the fairways of one of Maui\'s most popular championship golf courses. This spacious second-floor unit, spanning over 1,400 square feet, offers a perfect blend of privacy...
Wailea Beach Villas PH508 | Pools | Hot Tubs
Experience Wailea at its absolute best in Penthouse 508, a spectacular 2,893-square-foot residence that stands apart with a totally unique layoutâperched at the top of the Wailea Beach Villas with sweeping ocean views, soaring ceilings, and a spacious design unlike...
Unforgettable Views - Ocean Sunsets - Wailea Elua 707
Ideally situated in a quiet corner along the northern edge of the resort, Wailea Elua Village 707 is just a short stroll to the beachfront pavilion with swimming pool. This vacation rental in the heart of Wailea offers guests a comfortable and upgraded home which...
Modern Ocean View Elegance - Wailea Beach Villas PH404
Wailea Beach Villas Penthouse 404 is a stunning two-bedroom plus den, two-bathroom ocean view residence offering over 1,978 sq. ft. of elegant indoor-outdoor living. Situated on the fourth floor, this penthouse enjoys sweeping views of the Pacific Ocean, Kaho\'olawe and...
Newly Renovated - Professionally Managed | Wailea Elua 706
Welcome to your dream vacation retreat in Wailea! As you step inside the newly renovated Wailea Elua 706, you\'ll immediately be captivated by the spacious and thoughtfully designed interior. The open concept living area is flooded with natural light, creating a warm...
Elevated 4th Floor Ocean Views
Wailea Beach Villas Penthouse 403 offers a luxurious escape with stunning ocean views and ample space for the whole family. Spanning 2,000 square feet, this penthouse features three bedrooms and three full bathrooms, making it an ideal holiday retreat. Guests can enjoy...
Recently Renovated - Stunning Design & Views
Welcome to Wailea Elua Village #2108. This two-bedroom, two-bath residence is fully remodeled and redecorated, features an extra-large floor plan of more than 1,500 square feet, and boasts gorgeous, elevated views of the ocean, off-shore islets, and lush tropical...
Recently Renovated - Comfort with Ocean Views
Wailea Elua 2102 is a delightful one-bedroom with a bonus room, two bathroom second-floor condo that comfortably accommodates up to five guests. Designed with a relaxed, island-inspired style, this residence blends casual elegance with modern comfort, creating an...
Stunning Wailea Villa with Resort Amenities
Welcome to Wailea Beach Villas Penthouse 205, an elegant retreat that showcases sophisticated furnishings, vibrant colors, and striking artwork. This family-friendly penthouse features three bedrooms and three full baths, offering ample space for families or groups to...
Recently Renovated - Wailea Beach Villas Excellence
Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Mauiâs most prestigious beachfront communities. This stunning 1,899-square-foot villa offers the perfect blend of island elegance and modern comfort, making it an exceptional...
Sunset Views | Whale Watching | Resort Amenities
Wailea Elua 1510 is a charming two-bedroom, two-bathroom vacation rental located in the premier Maui vacation destination of Wailea. This upstairs condo offers stunning ocean views and is just a short stroll away from the pristine Ulua Beach, one of the favorite...
Award-Winning Resort & Amenities | Wailea Beach Villas PH104
Marvel at the sophisticated style and décor of Wailea Beach Villas Penthouse 104, where a touch of Bali influence seamlessly merges with rustic undertones to create an unforgettable ambiance. The interior design captivates with elements like a textured wall-mounted...
Recently Renovated - Tropical Two Bedroom Condo
Wailea Elua Village offers tropical vacation condos set amid Waileaâs resort hotels, making it a perfect luxury destination. Enjoy easy access from this vacation condo at Wailea Elua Village to the restaurants and spas of the Wailea resorts via the picturesque Wailea...
Recently Renovated - Wrap Around Ocean Views
Wailea Elua Village 1504 is a luxurious vacation rental located in the picturesque Wailea area of Maui. This beautifully designed two-bedroom, two-bathroom condo will check all the boxes your are looking for in your Maui vacation rental steps from the beach. The...
Private Plunge Pool + Lanai Lounge | Wailea Beach Villas G101
Villa G101 is, simply stated, lovely. Swaying palms and a smiling Buddha welcome you into the golden pearl and shell inlay foyer of this beautiful three bedroom, three and a half bath luxury vacation home. 3,592 square feet provide you indoor-outdoor living in the...