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:

List
Map

Maui Kamaole D211: Bright and open two bedroom condo in S. Kihei across fro

PROPERTY PROJECT: The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Bright and open two-bedroom garden view Condo. The master bedroom and bathroom are up in the loft which opens up to the living and dining areas....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Beautiful central kihei two bedroom (MBG309)

Hawaii Tax ID: TA-156-046-3872-01**Charming 2-Bedroom Condo Across from the Ocean in the Heart of Kihei, Maui**Stay in this delightful 2-bedroom, 2-bathroom condo, perfectly located just steps from the beautiful beaches of Kihei. Situated across the street from the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Wailea Beach Villas PH104 - 2 Bedroom Garden View Penthouse

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Bright and open one-bedroom ground floor condo at the Maui Kamaole

PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Bright and open one-bedroom condo located on the ground floor at the Maui Kamaole. This unit accommodates up to two (2) people with a queen bed...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

OCEANFRONT LUXURY CONDO AT SUGAR BEACH RESORT MAUI #322 - RARE OPENING !

OUR ONLY HOST FEE IS THE CLEANING FEE!!! CHECK OUR DRIVE OUT PRICE!!!WHEN COMPARING CONDOS - BE SURE TO CHECK - DRIVE OUT PRICES !!!PLEASE ENJOY OUR BEAUTIFUL, RENOVATED, OCEANFRONT CONDO AT THE SUGARBEACH RESORT IN KIHEI, HAWAII. SUGARBEACH RESORT IS THE PERFECT...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Wailea Elua Village 1510 - 2 Bedroom Ocean View Condo

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Hawaii

Wonderful South Maui Beach Condo

Ground floor easy access. Cold AC in living and bedroom. 3 minutes to the beach! Surrounded by lush tropical landscape.The property has 3 private pools, 6 tennis courts, barbecue grills, and beautiful landscaping throughout. You can also soak in the sun on the beach; we...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Kihei, Hawaii

The Lava Shack

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Maui Bay Beach Front Villas

This two-bedroom, two-bathroom suite offers a 138 square-foot lanai area, as well as a balcony with seating for four. The primary bedroom features a king-size bed, 55-inch TV and desk. The primary bathroom includes a vanity with a single sink, a backlit mirror, backlit...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Ground Floor Ease w/Kitchen, Laundry, WiFi, Lanai, Flat Screen+AC–Kamaole Sands 4104

Edging the resort’s beautiful grounds landscaped with gardens, waterfalls and ponds. The open design kitchen and living area create a perfect space for mapping out the day’s itinerary as meals are being prepped for sharing at the granite countertop breakfast bar,...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 KIHEI, Hawaii

Maui Kihei 2 Bedroom Condo Sleeps 6

Please send an inquiry before requesting to book!The resort is situated on the southwest coast of Maui just steps from a six-mile stretch of white sand beach. On-site amenities include a swimming pool, whirlpool spa, barbecue grills, activity desk, and restaurant....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Maui Banyan Resort F-203A Stunning Studio With AC

Beautiful Studio - Steps to Beach - Vaulted Ceiling **This is a beautiful studio condo with vaulted ceilings and is right across from the beach! The Maui Banyan is conveniently located in desirable South Kihei (Where all the amazing sandy swimming beaches are). This is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Maui Sunset Vacation Rentals B422

Ocean front condo on the fourth floor., Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Large private condominium apartment at the resort condominium complex on...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kihei, Hawaii

Palms at Wailea Ocean View Villas 2 Bedroom 2 Bath

Take in breathtaking ocean views from a spacious two-bedroom villa in Wailea’s resort community. Featuring a full kitchen, open living area, and private patio, it’s the perfect retreat for families or friends seeking a relaxing Maui escape. Ocean View Villa 2...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Island Surf 510A | Studio with On-Site Amenities!

Escape to the serene paradise of Island Surf 510A, a cozy tropical studio nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 2 guests, offering a studio bedroom and 1 bathroom all conveniently situated on one floor...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Wailea Ekahi Village 42D - 1 Bedroom Garden View Condo

"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...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Hawaii

Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-108

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Makena, Maui, Hawaii

Lux family-friendly. Steps to beaches, restaurants & shopping.

Step into the enchanting paradise that is Honu Hale, aptly named Turtle House in the language of Hawaii. This mesmerizing 3 bedroom, 3 bath beachfront sanctuary beckons with its unparalleled beauty and a prime location just a leisurely stroll away from a stretch of warm...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 12
📍 Kihei, Hawaii

Rare Penthouse Ocean View Unit 3bd/2bth Upgraded

Welcome to one of Kihei's best-kept secrets- a top-floor, corner-unit penthouse at Kamaole Beach Royale, now available.3Bd/2Bth luxury condo offers unmatched privacy, panoramic ocean views, and exclusive developer upgrades. Perched on the 6th floor, this spacious...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

KKN 13231 New Listing Kihei Condo w Pool Conveniently Located Across from Beach

Kihei Kai Nani 13231 NEW LISTING Experience Kihei and Wailea from this Conveniently Located Condo Across the Street from the Beach at Kamaole 2! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Lush Garden View w/A/C, WiFi and Lanai-Kamaole Sands

Kamaole Sands - Unit #8103 On The Ground Floor: This charming one-bedroom/two-bathroom unit features light rattan furniture with pops of color in the accent furniture and artwork. The open-concept layout and design were created with to create a relaxed ambiance.Upon...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

KAS 8409 Ocean Views from this Freshly Updated 2BD Kihei Maui Condo

Kamaole Sands 8409 NEW LISTING Enjoy Ocean Views from this 2Bedroom, 2Bathroom Condo, Conveniently Located Within Walking Distance to the Beach! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Makena, Maui, Hawaii

Tropical Tranquility and Sunset Views! Maui Vista 2223

Tropical Tranquility and Sunset ViewsWelcome to your perfect Maui getaway! Nestled in the heart of South Kihei in the desirable Maui Vista Resort, this beautifully renovated condo offers the ideal blend of comfort, convenience, and island charm. Whether you’re seeking...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Wailea Beach Villas PH106 - 2 Bedroom Garden View Penthouse

Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Maui’s 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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Island Surf 510 | Water Views, Across from the Beach + In the Heart of Kihei!

Escape to the serene paradise of Island Surf 510C, a cozy tropical condo nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 4 guests, boasting 2 spacious bedrooms and 2 bathrooms all conveniently situated on one...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Fantastic Location - Beautiful Beach Front Condo -Makena Surf # B-207

Makena Surf B-208Welcome to Makena Surf B-208, a luxurious oceanfront condo that combines the serenity of beachfront living with upscale finishes and exceptional comfort. Located in the prestigious Makena Surf Resort, this second-floor unit boasts panoramic views of the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Makena, Maui, Hawaii

2/2 Modern & Elegant Penthouse Oceanfront Vistas

Summary:Spacious and elegant. Completely remodeled in December 2022, no expense was spared to create our gorgeous oceanfront oasis. This two-bedroom, two-bathroom condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei, all of Maui is...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

410 - Oceanfront 1 Bed/1.5 bath Unit fully Remodeled 8/2021 Awesome Ocean View!

FREE HI SPEED WIRELESS INTERNET CONNECTIONFREE LONG DISTANCE CALLING TO USA AND CANADAOcean front condo has been upgraded100 feet from one of the finest beaches in MauiWonderful snorkeling and water sports at your doorstepWatch the whales in season from your private...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Airy Coastal Dream Vistas

Summary:Completely remodeled 1 br, 1 bath modern condo with upscale Hawaiian style. Located directly across from the beach in warm & sunny Kihei. Nestled in the lovely and desirable Kihei BayResort, you will be embraced in the tranquil grounds and ocean views. We...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Palms at Wailea Villa 1805 Garden View 2 BD 2 BA

- Ground floor unit- Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookware and tableware- 473 square foot lanai- Master Bedroom with 1 king size bed and guest bedroom with a Queen size bed- Queen sofa bed in sunken living...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Wailea Ekahi Village 26D - 1 Bedroom Garden View Condo

Escape to paradise in this beautifully appointed one-bedroom vacation rental nestled in the lush tropical gardens of Wailea Ekahi Village. Located on Maui’s sunny south shore, 26D is a tranquil second-floor unit that offers the perfect blend of privacy, comfort,...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Hawaii

Wailea Beach Villas PH107 - 2 Bedroom Garden View Penthouse

Wailea Beach Villas Penthouse 107 is a luxurious haven that embodies the essence of island living, offering breathtaking pool views and peekaboo ocean views from its prime Wailea location. This expansive 2-bedroom villa includes a versatile den that can be used as a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

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...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kihei, Hawaii

Maui Bay Villas by Hilton Grand Vacations Club - 1 Bedroom Plus

*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kihei, Hawaii

Kamaole Nalu 201 - Updated bright 2 bedroom ocean front

Book with us and come to Maui to explore everything we have to offer!The open design allows easy flow between the kitchen, dining, living area, and lanai. The modern kitchen has granite counters, a stovetop, a convection toaster & microwave ovens. The Master bedroom...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Sugar Beach Resort 619: Many upgrades throughout this 1 Br Penthouse Condo

Ocean Front One Bedroom Condo. This has been refurbished and redecorated with new furniture, carpet, and appliances. This unit sleeps up to two people. New furnishings in the living room give this unit the comforts of home. There is a flat-screen TV in the living room....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Tropical Garden & Pool View at a Beach Front Property-Kihei Kai Unit 8

Condo #08 is a garden view unit located on the lower level. This charming condo is in front of our tranquil pool surrounded by lush palms and fragrant plumeria trees. The kitchen has been newly remodeled and equipped with upgraded appliances. This condo will sleep 4...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Charming Beachside Garden Vistas

Summary:**Bright, modern, and spacious—**this completely remodeled one-bedroom, two-bath condo has been carefully designed to elevate every part of your Maui experience. From the moment you enter, the space radiates an inviting sense of calm and sophistication. Clean...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Wailea Ekolu 804 | 1BD/2BA | Ocean Views | Prime Wailea Location

Interior photos coming soon. Wailea Ekolu 804 | 1BD/2BA | Ocean Views | Prime Wailea LocationWelcome to Wailea Ekolu 804, a beautifully appointed one-bedroom, two-bathroom retreat perfectly positioned in the heart of Wailea. This spacious condo is nestled along the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

New Listing | Modern Maui Retreat – Steps to Beach & Pool!

Your Island Escape Awaits!Welcome to your serene Modern Maui Retreat! This beautifully remodeled 1-bedroom, 1-bath condo in sunny Kihei offers the perfect blend of modern comfort and tropical charm — ideal for couples, solo travelers, or remote workers seeking a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Centrally Located Elegant Vistas

Summary:Enjoy a stylish experience at this centrally-located place. Bright, modern, and spacious. Complete remodel in October 2022. This two-bedroom, two-bathroom condo features luxurious touches throughout, located in the sunny and vibrant beach town of Kihei, all of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Aloha and welcome to our family friendly home of 50 years!

Located a 5-minute walk from Kamaole Beach III; our 1200 square foot condo can accommodate up to 6 people comfortably and is our little piece of paradise.The open concept living space includes a kitchen equipped with all the amenities; a dining table for all six guests...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Palms at Wailea Garden Deluxe Villas 1 BD 2 BA

Garden View Deluxe 1 Bedroom 2 Bath Villa- Full kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- 1 king or 1 queen- Queen sofa bed- 1022 square feet / 95 square meters- Maximum 4...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

MHL 66 3BD Condo Across from Keawakapu Beach & Ste

Maui Hill 66 NEW LISTING Experience Maui from this Amazing South Kihei Location, Walk to the Beach, Minutes to Wailea! FREE daily activities included with your stay value up to $956! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watching...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

Wailea Oceanfront Center Front Row Luxury Retreat

Immerse yourself in the beauty of Maui at this stunning oceanfront property. This 2-bedroom, 2-bathroom condo offers center unit front row access of the Pacific Ocean.The primary bedroom features a king-sized bed with direct access to the lanai. The second bedroom...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Luxurious Wailea Ekahi 19A - Ground Floor with Ocean Views & Easy Beach Access

Wailea Ekahi #19A – Spacious Townhouse Comfort Near Keawakapu BeachWelcome to Wailea Ekahi #19A, a rare and spacious 2-bedroom, 2-bathroom townhouse nestled within the beautifully landscaped Wailea Ekahi Village. Located just steps from world-famous Keawakapu Beach...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Wailea, Maui, Hawaii

Modern & Tropical Oceanside Vistas

Summary:Newly remodeled (June 2022)1 br, 1 bath modern condo with upscale Hawaiian style. Located directly across from the beach in warm & sunny Kihei. Nestled in the exclusive and desirable Kihei Bay Vistas, you will be embraced in the tranquil grounds and ocean views....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Showing 63 of 67 pages.