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!
Wailea Luxury Resort Vista
Summary:Completely remodeled (Sept 2023). Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful...
WOW! Stunning Ocean Views, Large Deck &Luxury Beds
*Please note that per Maui county law, that two adults and two minors are allowed per bedroom. We are allowed to host up to 4 adults and 4 minors for a total of 8 guests. This is a private top floor unit of a 2 level home. Our favorite aspects of the home are:*Large...
Modern and Cozy Ocean View Condo - 10% Discount on 7 days Booking
Sugar Beach Resort sits steps away from the Pacific Ocean in North Kihei and a 5-mile white sandy beach that fronts the property. Guest enjoy taking morning and sunset beach walks while enjoying the panoramic view of Pacific Ocean. Watch Humpback whales visit the...
Auntie Kali's Cottage: 2 BR Wailea Home with Pool & Tiki Bar
Experience the best in Maui Hawaii when you stay in this 2bedroom/2 bathroom private Hawaiian plantation style cottage located within minutes of the Luxury Resorts including The Four Seasons, Maui Wailea & The Grand Wailea Resort on Maui’s South Shore. When you open...
Beautiful Maui Kamaole 2 Br, 2 Bath condo with Ocean view! New Summer/Fall rates
Beautiful VRBO Premier Partner Designation and 5 Star Property is in the B building, across from main pool and a 5 min walk across from Kihei's favorite beach. 2 bedrooms, 2 bath, over- sized unit with many high quality, unique upgrades rarely found in a vacation...
Stunning BEACHFRONT Ground Floor Condo – Fully Renovated & Ready to Welcome You
Experience the ultimate in Tropical Beach Living at this beautifully renovated, ground-floor 1-bedroom, 1-bath condo at Kihei Sands. Complex located right on the beach, this chic retreat combines modern style with the laid-back charm of Maui. With a design that blends...
Maui Sunset #A216 - Oceanview King Bed, 1BR, 2 BA Condo
Maui Sunset is a beautiful oceanfront resort and is the perfect vacation home on Maui. Swim in the large swimming pool or just enjoy sitting on a chaise lounge by the pool or in the jet spa. It is especially beautiful in the evening relaxing under the stars and enjoying...
A 5-Star Estate, Large Groups, Luxury Living
This luxury condo is situated a short walk from the beauty of the beach! A 3,700 square foot, 3 bedroom, 3.5 bath gem, it is the ideal place for a quiet retreat. Features a Master Suite with private lanai and two additional bedrooms with en suite baths, sleeping up to a...
Cozy ground floor condo, lush lanai, dining nearby
Welcome to Maui Kamaole F101 – your perfect island retreat! This beautifully appointed ground-floor condo features 1 bedroom and 2 full bathrooms, comfortably accommodating up to 4 guests. The dual-bathroom layout is ideal for families or couples traveling together....
Beachfront Family Estate. Great for multiple families.
Nestled in central Kihei on the northern end of picturesque Halama Street, this family-owned, legal short-term rental features two accommodation options on a beachfront property: a two-story building with four individual units and a detached 2-bedroom cottage. Guests...
REMODELED 2 BED/2 BATH CONDO ACROSS FROM KAM3 BEACH W/ OCEAN VIEW
Maui Parkshore at 2653 South Kihei Road is located in the heart of South Kihei just a step away from some of the best beaches Maui has to offer. Its convenient location is also a walking distance to many restaurants, cafes, tourist gift shops, and a health food store!...
Modern Oceanfront Condo with Stunning Views, Perfect for Any Getaway #705
Spectacular Maui condo! This bright and beautifully, modern condo is perfect for honeymooning couples, anniversary stays, family getaways, and those just looking to escape to their own tropical retreat. Mana Kai Resort is a favorite oceanfront community among travelers...
PARADISE RV .You won't forget your time in this romantic, memorable place.
Experience the magic of Maui on your terms! Our camper vans provide you the freedom to explore hidden beaches, wake up to sunrise on Haleakala. Tailor your Hawaiian adventure. Enjoy Maui beautiful!!!!
Paradise Found! Top Floor, Beachfront, Oceanfront, Ocean View
Welcome to Paradise Found! Memories are made here!Come, relax, unwind, and enjoy the unforgettable breathtaking, panoramic ocean views from EVERY room in our beautiful top floor direct oceanfront, beachfront Kealia Resort Condominium nestled RIGHT ON Sugar Beach, just...
Beach Paradise: 6 BR Kihei Beachfront Home with Pool
Legal Vacation Rental: Permit Number STKM2020/0002HOLIDAY SEASON: There is a 7 night minimum during the period Dec 18-27. There is a 10 night minimum during the period Dec 27-Jan 10.Chill Out with friends or family in this spacious two-story Maui beach house which...
Stunning Two bedroon Corner Oceanview condo in Kihei
D301 is a uniquely located corner unit 2 bedroom, 2 bath full ocean view condo with AC. This condo is on the third floor so you are walking up stairs.Watch surfers, windsurfers, and kite boarders as well as Humpback Whales during the Whale season. Wake up to stunning...
Maui Resort Rentals: Polo Beach Club 608 – Luxurious 6th-Floor Oceanfront 2BR w/ Stunning Ocean Views!
We are proud to present this luxurious 2BR/2BA oceanfront residence at Polo Beach Club–newly launched on 10/25/24 to start taking reservations for check-ins on 1/6/25!Boasting a stunning Wailea oceanfront location and a lavish interior, this 2BR/2BA residence delivers...
Oceanfront Sugar Beach 525 Tropical Condo, on the Beach,
SOUTHWEST SUNSETS-Sitting on the lanai, you are facing beautiful southwest sunsets, view is the website pictureWHALES January through April breaching in your view, all the comforts of home in a warm, tropical location with our building 20 feet from the ocean. BEACH is...
Beachfront Platinum Condo, updated. Gorgeous Ocean & Crater Views. Makena Surf.
Building B is the premier beachfront building at Makena Surf, set among lush tropical gardens. From our condo (B202), gaze endlessly at the ocean, watch the whales breach (seasonal), experience magical sun sets, step onto the beach to swim or snorkel with the turtles or...
Stunning Oceanview 1 level 2B w Split AC at Kamaole Sands!
Welcome to our newly renovated beautiful seaside single-story 2 bd 2 ba condo at the highly rated Kamaole Sands, located yards away from the stunning Kamaole III beach, Maui's famed "postcard beach" that is fantastic for snorkeling, swimming and boogie boarding and more...
Modern & Polished Oceanfront Vistas
Summary:Bright, modern, and spacious. Complete remodel in December 2021! Thoughtfully designed to elevate your experience with us. This one-bedroom, one-bathroom condo features luxurious touches throughout paired with beautiful ocean views. Located in the sunny and...
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Come relax and enjoy your stay at our spectacular ocean-view luxury villa, located directly across from the Grand Wailea Hotel & Spa on the beautiful island of Maui.Situated on the third row at Ho'olei, this beautiful two-story villa boasts dramatic Pacific Ocean views...
⭐️ NEW KITCHEN - Large lanai with best views of sunsets, pool & grounds ⭐️
Spectacular, nicely decorated, across the street from Kamaole Beach III in Kihei!Feast your eyes on this fabulous condo with a lanai to die for.Enjoy this spacious and tastefully furnished 818 sq. ft. condo with views of the pool, tropical gardens and sunsets. The unit...
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
Aloha. Have you noticed how we're constantly towards the top of Kihei and Kihei Kai Nani searches. Well, vrbo has a system of metrics they use that ranks all listings, basically putting the best units available in front of guests...and we're crushing those metrics and...
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
• Oceanfront• Split A/C units• King bed• Remolded Feb 2020• Beach access from condo complexFully remodeled in February 2020, this bright, beautiful one bedroom, one bathroom oceanfront property in Hale Kai O Kihei unit 213 welcomes you! This second floor condo...
Amazing Ocean View, In Kihei, Top Floor, AC, Across St from beach
Aloha! We are the owners of a gorgeous, remodeled penthouse, 1 bd 1 ba (sleeps 3) condo with amazing ocean views inside and out. I to 2 minute walk from beach. It is decorated with a feel of the island throughout. New sound resistant glass balcony doors, windows and...
Reduced Beachfront 1-BR Apt in Kihei! n New Listing Special!
Located in central Kihei, nestled in the northern end of beautiful Halama Street. Family-owned and operated legal short-term rental. This beachfront, 1 BR/1BA, has a full kitchen and bathroom. Cozy, quiet, great for couples and small families. There is a dining table...
Tropical Paradise Awaits at Maui Kamaole L107. Across from 2 Fave Beaches!
* Coastal Living! Updated in 2024! * 1 Bedroom/ 2 Baths-Sleeps 4* Across from 2 Popular Beaches* Ground Floor and Near the PoolExperience the perfect blend of luxury and convenience at Maui Kamaole L107. This newly updated ground floor condo boasts fresh paint, stylish...
Ocean And Mountain Views
Panoramic view of the ocean and the mountains, this beautifully furnished condo has all the amenities you're looking for. This condo is just a three minute walk to Kamaole Beach 1 where you'll enjoy snorkeling, boogie boarding, paddle boarding or just relaxing in the...
Maui Vista Top floor 2-bed condo in central South Kihei Walk to shops and beach
Aloha, A beautifully renovated top floor 2 bed 2 bath, with vaulted ceilings and fantastic amenities. The unit faces Maalaea Bay and the West Maui Mountain. Elevator access to the unit makes it very convenient for all ages; parking is free, no resort fees.Building 3 is...
Whales, Beaches and Sunsets! Come enjoy Maui's most exclusive resorts.
Aloha, Maui is welcoming visitors and need your support by coming to our beautiful island. Enjoy stunning panoramic ocean views and just steps from the beach, pools and spas. Watch sunsets from the lounge chairs on the lanai or from the living and dining room! Our 1600...
Great Location- Quiet Beach, Small Complex, Walk to Bars & Restaurants
Aloha and welcome to the Hale Kai Uli! What exactly is the Hale Kai Uli? In the Hawaiian language hale means house, kai is the ocean and uli means blue. The House of the Deep Blue Sea.The Hale Kai Uli is adjacent to a quiet stretch of sandy beach in sunny Kihei, Maui…...
Amazing Oceanview Beachfront Getaway Close to Everything!
Aloha! If you are looking to get away from it all but still be close to everything that Maui has to offer, look no further! Our owner-hosted (no dealing with unresponsive property managers) beachfront 4th-floor condo makes you feel far from it all yet is minutes away...
Hawaiian-style garden courtyard setting across the street from the beach!
This is an end unit on the first floor at the back of the resort complex. You can enjoy the lush gardens and tropical breezes from the spacious lanai. The newly renovated condo has a primary bedroom that includes a king size bed. The main living space contains a wall...
Spectacular views from this newly remodeled direct oceanfront 2bd/2bth unit.
The building is about 300 feet from the sand which makes it perfect for water sports or nice walks on the beach. The updated kitchen has plenty of counter and cupboard space and is open to the dining area The side view from the dining area overlooks a waterway, upscale...
Sugar Beach Maui! Direct Ocean Front! Best View! Best Value!
Hello Sugar Beach Resort Lovers! We have just purchased this Direct Ocean & Beachfront Condo in a Spectacular Setting! This condo had a A+ rating for the prior long term owners through one of Maui's largest rental agencies! We are underpricing our condo for our Grand...
LUXURIOUS ~ 1 bdrm • 2 bath • Sleeps 4 ~ BEAUTIFULLY DECORATED OCEAN FRONT CONDO
Paradise inside and out! The elegant B314 is an elevator ride up to the third floor of the Maui Sunset, where you'll enjoy breathtaking ocean views right outside your window. The warm Hawaiian shore nestles directly against the Maui Sunset greenbelt, with beautiful...
Maui Oceanfront Condo, Mana Kai 811, Amazing Views, on Sandy Beach
Here it is - the Hawaiian Ali'i oceanfront getaway that puts a check mark next to everything on your vacation wish list. Looking for luxury? Want to hear the ocean waves from your condo? Breathtaking views of the coastline and islands? A mile of the best sandy beach on...
Modern 2BR/2BA w-A/C, Sleeps 6, Walk to Beach, Spacious, Prime B Bldg Location
Absolute Serenity awaits you in Maui, Hawaii. This air-conditioned, two-story, fully-equipped condo, sleeps six and has plenty of space for your family, plus hotel-style amenities that include access to two swimming pools, hot tubs, and tennis courts. Our recently...
Beachfront Unobstructed Ocean View, 3rd Floor End Unit, AC, Wi-Fi, Streaming TVs
ALOHA. Come vacation in our beautiful, newly remodeled 2BR/2BA beachfront home. Enjoy the breathtaking views of Kaho’olawe Island, Molokini Crater, the West Maui Mountains and of course the pristine Pacific Ocean and its shoreline. Sugar Beach is the longest sandy...
Chic & Elegant Oceanfront Vistas
Summary:Welcome to Paradise! Our completely remodeled studio condo at Kauhale Makai Village by the Sea awaits. Completely renovated and outfitted in December 2021. Experience our waterfront condo with fabulous ocean views located in sunny Kihei. Beach chairs, umbrellas,...
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
WE ARE A LICENSED MAUI COUNTY VACATION RENTALHAWAII TAX ID #W 24149416-01STRH PERMIT APPROVAL STKM20150004 TMK 390090050000LEGAL VACATION RENTALVERY RARE FIND BEACHFRONT/OCEANFRONT. Beautiful, Custom 6 bedrooms, 6 full bathrooms on Private Gated Road in the heart of...
Kamaole Sands 4-213 - Beautiful Modern Renovation - Bright & Open - Split AC
Freshly remodeled throughout including a gourmet kitchen, Kamaole Sands 4-213 has been thoroughly updated to “second home” standards by its owners. Every guest convenience has been anticipated and addressed in this bright, open corner unit (more windows, more light,...
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
GE: 184-440-0128-01TAT: 184-440-0128-01Aloha and welcome to the Hale Anna, Maui. The Hale Anna is a beautiful, private home located across a quiet street from miles of sandy beach. This home is a legal grandfathered vacation rental with the Maui County Department of...
Awesome Top Floor Unit with Amazing Views of Ocean and Pools
This beautiful, renovated 2 bedroom condo, is in the perfect location on the top floor of the Anthurium Building. It is an ocean front corner unit facing southwest; so the lanai is not exposed to the direct strong trade winds of the north side of the complex. The views...
Ocean View, Very Clean, Updated 1 BR Condo Steps from Beach, Shops, Restaurants
If you are looking for a well kept island-feel condominium at an affordable price, our unit, located 100 yards from the ocean, will not disappoint. Our beautiful second story condo is located in building 1 at the Kihei Kai Nani Resort. It has great ocean and beach views...
Modern, serene condo + lush views and top-notch amenities at Grand Champions #29
Modern and sophisticated with a splash of Aloha, #29 is an ideal spot for honeymooning couples and those returning for their tropical anniversary celebration. Tucked in the lush foliage at the back of Grand Champions, this condo has the unique feature of being in one of...
Remodeled ground floor Kihei studio with AC across from beachnn
Welcome to Kihei Bay Surf 140. This completely remodeled ground floor studio has all the comforts of home. Stay cool year round in this quaint coastal styled condo with the window AC unit, and ceiling fan. Pool, spa and tennis courts also available at this resort....
New!-*Fall Special Rates* #510-Ocean-Sunset Views! Steps from It All!
New Listing!*Autumn Specials: Reduced rates and discounts for stays 7 nights or more. Excludes Dec 20-Jan 5*Stay with a small, local company with the experience to make your trip seamless, but who truly cares that you feel at home and enjoy every moment of your...
Beautifully remodeled Sugar Beach #104, meticulously cleaned and maintained
Welcome to our beautifully remodeled ground-floor condo at Sugar Beach Resort #104 in North Kihei! Experience island living in this beautiful condominium situated along Maui's 5 mile Sugar Beach. With direct access to one of the longest stretches of sandy beach on the...