Kihei Vacation Rentals

Kihei is a sun-drenched beach town in South Maui offering a wide range of vacation rentals, from oceanfront condos to affordable studios, all near shops, cafés, and top snorkeling beaches.

Browse Kihei Vacation Rentals by condo/hotel name:

Kihei is one of Maui's most popular beach towns, offering sunny weather, excellent swimming beaches, and a wide range of vacation rental options. From affordable studios to oceanfront condos and family-sized units, Kihei provides something for every traveler. Many rentals feature full kitchens, private lanais, and easy access to the area's many beaches, including the three Kamaole Beach Parks, which are perfect for swimming, snorkeling, and sunset watching.

In addition to its beaches, Kihei offers a laid-back local vibe with plenty of shops, farmers markets, cafés, and oceanfront restaurants. The town's central location makes it easy to explore Wailea, Maalaea, and Upcountry Maui. Whether you're looking for a budget-friendly stay or a beachfront home base, Kihei is a versatile and convenient choice for your Maui vacation. Browse our Kihei vacation rentals below and find your perfect spot in this vibrant South Maui community.

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

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, dining table or al fresco on the furnished lanai.

1 bedroom
2 bathroom
Sleeps 4

from $446

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Maui Parkshore 401: Top Floor 2 bedroom corner unit with Ocean Views

Maui Parkshore 401: Top Floor 2 bedroom corner unit with Ocean Views

Enjoy ocean views and views of South Maui from this top-floor condo. This unit features two bedrooms and two full bathrooms. The master bedroom has a king bed and a full bathroom ensuite. The second bedroom has a (2) Twin beds. The living room has a pull-out sofa bed allowing this unit to sleep up to six (6) people.

2 bedroom
2 bathroom
Sleeps 6

from $457

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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. Spectacular ocean views put you at home with the privacy and convenience of your own tastefully decorated two-bedroom condo. On-site amenities include a swimming pool, whirlpool spa, barbecue grills, activity desk, and restaurant.

2 bedroom
2 bathroom
Sleeps 6

from $1,222

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Maui Parkshore 409: Have fun in this two bedroom, two bath Ocean View condo.

Maui Parkshore 409: Have fun in this two bedroom, two bath Ocean View condo.

**Please note that the pool will be closed from Wednesday, September 4 through Thursday, September 12 due to pool deck maintenance**

Have fun in this two-bedroom, two-bath Ocean View condo. Conveniently located in South Kihei, there are shops and restaurants just a block away.

2 bedroom
2 bathroom
Sleeps 4

from $390

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Maui Sunset Vacation Rentals B422

, 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 the beach in sunny Kihei, Maui, Hawaii.

2 bedroom
2 bathroom
Sleeps 7

from $540

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

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 level.

1 bedroom
1 bathroom
Sleeps 2

from $286

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Tropical Oceanfront Escape *Pure Elegance*

Tropical Oceanfront Escape Pure Elegance

**Beginning January 2025 through end of December of 2025 the on-site restaurant will be closed due to renovations. Intermittent noise may be heard weekdays from 8:30am to 4:30 pm. During this project, the fitness and business centers will be closed.

2 bedroom
2 bathroom
Sleeps 6

from $600

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Rare Penthouse Ocean View Unit 3bd/2bth Upgraded

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 retreat is just steps from Kamaole Beach Park 1- Maui's most beloved beach!

3 bedroom
2 bathroom
Sleeps 6

from $1,209

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

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

FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)
*One ticket per activity per day.

1 bedroom
1 bathroom
Sleeps 4

from $209

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

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.

1 bedroom
2 bathroom
Sleeps 4

from $372

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

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

2 bedroom
2 bathroom
Sleeps 6

from $363

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

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 floor level.

2 bedroom
2 bathroom
Sleeps 4

from $533

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#324-Oceanview Maui Condo - Sunsets and Whale Watching!

#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 kitchen and generous living area featuring a comfortable sleeper sofa.

2 bedroom
2 bathroom
Sleeps 6

from $366

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$2\/2 Modern & Elegant Penthouse Oceanfront Vistas$

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 within reach.

2 bedroom
2 bathroom
Sleeps 6

from $652

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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.

1 bedroom
1 bathroom
Sleeps 4

from $317

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Large 2 Bed 2 Bath in Gorgeous Maui Kamaole Complex South Maui

Large 2 Bed 2 Bath in Gorgeous Maui Kamaole Complex South Maui

Perfectly perched on the second floor, our vacation rental offers a serene retreat elevated above the ordinary. Upon arrival, conveniently park your vehicle in the space directly in front of the property. A welcoming staircase leads you to the entrance of the condo, where your island oasis awaits.

2 bedroom
2 bathroom
Sleeps 6

from $404

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Perch - Maui Vista 307: Ocean Palms Oasis | Remodeled, Prime Location

Perch - Maui Vista 307: Ocean Palms Oasis | Remodeled, Prime Location

Nestled just across from the ocean and surf spot, this corner unit is a paradise waiting for you! Situated in one of Maui's prime locations, it's steps away from Charley Young Beach and Kamaole Beaches, where turtles often visit. With numerous restaurants, shops, a grocery store, and nightlife within walking distance, escape the wind and sand by the ocean in this charming home.

1 bedroom
1 bathroom
Sleeps 4

from $470

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

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 & Dettol, to develop our Hilton CleanStay program.

1 bedroom
1 bathroom
Sleeps 4

from $1,089

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

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

from $848

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$Direct oceanfront gem @ Sugar Beach Resort, Coastal vibes, Central AC & more!\n$

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 and from your private lanai. Feel right at home with everything from central AC to in unit washer/dryer, and essentials.

1 bedroom
1 bathroom
Sleeps 4

from $362

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

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 comfortably with a California King Size Bed and a sleeper sofa in the living room.

1 bedroom
1 bathroom
Sleeps 4

from $252

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Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach

Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach

Hale Wailana 3A

Our calendar is updated in real-time & our nightly rates are accurately displayed. '

Welcome to your charming retreat in North Kihei, a delightful 2-bedroom, 2-bath condo just 50 yards from the pristine beach. Nestled away from the hustle and bustle of South Kihei Road, this quiet and cozy haven offers a serene atmosphere complemented by a refreshing ocean breeze.

2 bedroom
2 bathroom
Sleeps 4

from $279

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Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo in the Heart of Wailea, Maui

Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo in the Heart of Wailea, Maui

Welcome to Wailea Elua 805, a beautifully remodeled 3-bedroom, 2-bathroom vacation rental located in the exclusive, gated beachfront community of Wailea Elua Village on Maui's stunning south shore. Just a two-minute stroll to Ulua Beach, one of Wailea's top snorkeling spots, this spacious single-level retreat offers the perfect blend of modern luxury, tropical serenity, and island convenience.

3 bedroom
2 bathroom
Sleeps 6

from $931

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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 Maui is within reach.

2 bedroom
2 bathroom
Sleeps 6

from $428

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Maui Kamaole A-206 - Prime Location, Stunning Renovation, Large Lanai, Split AC!

Maui Kamaole A-206 - Prime Location, Stunning Renovation, Large Lanai, Split AC!

Welcome to Maui Kamaole A-206, a stunning 2-bedroom condo nestled in the heart of South Kihei, Hawaii. This beautifully appointed retreat offers a perfect blend of comfort and style, making it an ideal getaway for families or couples seeking a slice of paradise.

2 bedroom
2 bathroom
Sleeps 4

from $439

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Wailea Oceanfront Center Front Row Luxury Retreat

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.

2 bedroom
2 bathroom
Sleeps 5

from $1,445

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New- Beach Condo an easy 75 steps to the Beach, Pool, Restaurants.

New- Beach Condo an easy 75 steps to the Beach, Pool, Restaurants.

Make yourself at home in this 2-bedroom Kihei retreat. This welcoming condo offers a beautiful living room with a cozy futon for extra guests. With amenities like AC, WiFi, and an iron, guests can relax and unwind after a day of exploring. The two bathrooms ensure convenience for all.

2 bedroom
2 bathroom
Sleeps 5

from $443

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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

from $322

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Charming 1-bedroom condo in lovely Kihei with WiFi, AC

Charming 1-bedroom condo in lovely Kihei with WiFi, AC

Discover this fantastic 1-bedroom gem in Kihei. This cozy condo features a nice king bed, 2 bathrooms with a bathtub and shower, and convenient amenities like WiFi and AC. The serene atmosphere of this property will make guests feel right at home.

1 bedroom
2 bathroom
Sleeps 4

from $265

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Beautiful, Updated Condo Across the Street from Famous Charley Young Beach

Beautiful, Updated Condo Across the Street from Famous Charley Young Beach

Hawaii Tax ID: TA-140-731-5968-01
TMK: 390180030175

This beautiful and updated condo is right across the street from the famous Charley Young beach, within walking distance of several other beaches along the Kihei coast as well as many shops, restaurants and a grocery store.

2 bedroom
2 bathroom
Sleeps 6

from $327

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Recent remodel: quiet, new AC, WiFi, accross the street from Kam III beach

Recent remodel: quiet, new AC, WiFi, accross the street from Kam III beach

In south Kihei, this elegant top-floor condo is accross the street from Kam III beach, one of the best beaches on Maui. Great amenities & conveniences: WiFi, electric standing desk, washer/dryer, new and quiet AC, within walking distance to shops, restaurants, grocery store and activities.

2 bedroom
2 bathroom
Sleeps 5

from $385

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Welcome to your Maui Escape!

Experience the ultimate getaway at a charming and centrally located condo in Kihei, just steps from the beach! Nestled in a small quiet complex, this tropical retreat offers a peek-a-boo ocean view, the perfect backdrop for your morning coffee or evening sunset.

1 bedroom
1 bathroom
Sleeps 4

from $356

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MV 3214-Across from the Beach! So close to Everything!

MV 3214-Across from the Beach! So close to Everything!

* Across from the beach!
* 4 more beaches within 1 mile
* 1/2 mile to shops, dining and activities
Experience Maui's magic in this charming 1-bedroom, 1-bathroom condo at Maui Vista. This cozy retreat offers comfortable accommodations for up to 4 guests, featuring a plush queen bed in the bedroom and a convenient sleeper sofa in the living room.

1 bedroom
1 bathroom
Sleeps 4

from $228

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Hale Kamaole 113 - Relax and Enjoy the Beach

Hale Kamaole 113 - Relax and Enjoy the Beach

Book with us and come to Maui to explore everything we have to offer!

Well maintained condo conveniently located very close to world class beaches, shops, and restaurants! Fantastic location close to the pool with lots of parking on site.

1 bedroom
1 bathroom
Sleeps 2

from $537

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Direct Oceanfront on Maui's Finest Sugar Beach!

Direct Oceanfront on Maui's Finest Sugar Beach!

Boasting unbeatable ocean views and an oceanfront large pool, there is no better spot for your Maui vacation. This unique complex offers a library and lobby and is centrally located on Sugar Beach, the longest stretch of white sandy beach on this side of the island.

1 bedroom
2 bathroom
Sleeps 2

from $463

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$Grand Opening Prices! Ocean Views! Steps 2 Beach!\nEntire condo in Kihei, Hawaii!$

Grand Opening Prices! Ocean Views! Steps 2 Beach!nEntire condo in Kihei, Hawaii!

Welcome to our slice of heaven - Pineapple Paradise! Our recently remodeled condo boasts a peaceful, laid back vibe, making it the perfect choice for a relaxing getaway to escape all your cares.

This gem—steps from the beach—is tucked away from the hustle and bustle of the city, yet remains close to everything.

1 bedroom
1 bathroom
Sleeps 4

from $657

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$Island Living w\/Ocean Views, Wi-Fi and Pools-G510A$

Island Living w/Ocean Views, Wi-Fi and Pools-G510A

Your Hawaiian dream vacation becomes a reality when staying at this tropical oasis set within walking distance to the iconic Maui shores. The Maui Banyan resort is sprawling with lush flora and top-notch amenities including two swimming pools, jacuzzis, tennis courts, and a barbecue lounge.

1 bedroom
1 bathroom
Sleeps 4

from $230

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Maui Vista 1406: Top Floor Large 2 br condo with Loft & Ocean Views Sleeps 4

Maui Vista 1406: Top Floor Large 2 br condo with Loft & Ocean Views Sleeps 4

Large two-bedroom condo with a loft with ocean views. This vacation rental features a queen bed in the master bedroom, two twins in the loft bedroom, and a pull-out sofa bed in the living room. This unit looks out over the pool. Relax on the lanai and enjoy paradise.

2 bedroom
2 bathroom
Sleeps 4

from $309

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Hale Pau Hana #707 Ocean Front, Central AC, Oceanfront Complex

Hale Pau Hana #707 Ocean Front, Central AC, Oceanfront Complex

Hale Pau Hana #707 is a 2 bedroom, 2 bath unit on the 7th floor with a panoramic ocean view and central A/C throughout. It provides a fully-equipped kitchen, 2 flat-screen TVs, and free WIFI. Go to sleep in your comfortable cal king bed as you enjoy the sound of the waves.

2 bedroom
2 bathroom
Sleeps 6

from $612

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Tranquil 2-bedroom condo with AC, in Kihei. Steps from the Beach!

Tranquil 2-bedroom condo with AC, in Kihei. Steps from the Beach!

Stay comfortably in Kihei at this 2-bedroom condo. The space features 1 king bed and 2 twin beds, perfect for a small group of guests. With WiFi, AC, and a cozy living room with a sofa bed, this condo offers a superb stay. The bathroom includes a shower and a hairdryer for your convenience.

2 bedroom
1 bathroom
Sleeps 4

from $388

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$Dlx 1BR Beachfront Maui Condo..Kihei\/South Shore. AC.\nStunning Ocean Views!$

Dlx 1BR Beachfront Maui Condo..Kihei/South Shore. AC.nStunning Ocean Views!

just steps to the sand!

Enjoy stunning ocean views from your own private lanai/balcony, while listening to the sound of the surf!
Appointed in a hawaiian- tropical decor, we feature large kitchens and spacious bedrooms. and enjoy the beautiful sandy beach, perfect for swimming and snorkelling.

1 bedroom
1 bathroom
Sleeps 4

from $591

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Shores of Maui 215 - Dramatic Ocean Views, Steps to the Beach, Renovated, AC!

Shores of Maui 215 - Dramatic Ocean Views, Steps to the Beach, Renovated, AC!

Fresh from a top-to-bottom renovation, Shores of Maui 215 is a stylish one-bedroom, one-bath condo that blends modern design with relaxed island living. Located on the top floor of this charming garden-style complex, the unit boasts sweeping ocean views from the private lanai - perfect for sipping morning coffee or watching surfers at Cove Park as the sun sets over the Pacific.

1 bedroom
1 bathroom
Sleeps 4

from $335

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$Blissful 1 Bedroom w\/lanai, WiFi, and Cable-#H206$

Blissful 1 Bedroom w/lanai, WiFi, and Cable-#H206

Families love the homey touches of this one-bed/two-bath air-conditioned suite located across from popular Kamaole II Beach Park. The open kitchen features a breakfast bar, refrigerator, dishwasher, stovetop, oven, microwave and coffeemaker. Also enjoy a washer/dryer, WiFi, flat screen, ceiling fans, tasteful etched wood furniture, two bathrooms, and lanai private bedroom.

1 bedroom
1 bathroom
Sleeps 4

from $243

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$Serene Garden View w\/Lanai, WiFi, and Cable-#H208$

Serene Garden View w/Lanai, WiFi, and Cable-#H208

Equal parts modern and cozy, this gorgeous, remodeled one-bedroom/two-bathroom suite truly impresses with a vibrant island atmosphere in the Maui Bayan Resort. Off the living room is a private lanai where you can take in views of the scenic Maui terrain.

1 bedroom
1 bathroom
Sleeps 4

from $258

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2 Bedroom Garden View - Maui Banyan #T108AB

2 Bedroom Garden View - Maui Banyan #T108AB

Maui Banyan T108AB: With a functional floor plan and connecting door make this the ideal two-bedroom/two-bathroom ground floor unit for a family getaway. Exotic patterns and warm color tones set the mood while oversized windows allow for natural light and serene garden views from every room.

2 bedroom
1 bathroom
Sleeps 8

from $436

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$HAK 210 Beach Getaway w\/ Ocean Views 1BD Walk to the Beach, Steps to the Pool$

HAK 210 Beach Getaway w/ Ocean Views 1BD Walk to the Beach, Steps to the Pool

1 bedroom
1 bathroom
Sleeps 4

from $272

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5 Star Rated 2 Bedroom 2 Bath Renovated Beach Condo

5 Star Rated 2 Bedroom 2 Bath Renovated Beach Condo

Beach access? YES!
Pools (2)? YES!
Laundry? YES!
Parking? YES!
Hot tubs (2)? YES!
WiFi (500 MBps) YES!

Paradise awaits at this 5 star rated (on other platforms) new to VRBO listing.

Come enjoy one of the best properties in Kihei.

2 bedroom
2 bathroom
Sleeps 5

from $513

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Villa Moana 4 Bedroom

This is a listing for the top floor of our larger two-story eight bedroom villa. We sometimes rent just the top floor during certain periods of the year.

The top floor is a 1,900 sq. ft. 5 baths, an expansive covered deck, sliding glass walls that open to an ocean view, with sleeping and dining space for up to nine.

4 bedroom
3 bathroom
Sleeps 9

from $2,512

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Spacious 2BR Condo w/ Balcony by Kihei Beach

Spacious 2BR Condo w/ Balcony by Kihei Beach

Gather your loved ones and unwind in this spacious 2-bedroom condo at Maui Schooner Resort in Kihei. With a full kitchen, A/C, and a private balcony or patio, it’s perfect for families or friends. Enjoy nearby beaches, a refreshing pool, hot tubs, and BBQ areas.

2 bedroom
1 bathroom
Sleeps 6

from $470

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1BR Oceanview Condo w/ Pool & Balcony in Kihei

1BR Oceanview Condo w/ Pool & Balcony in Kihei

Retreat to this oceanview 1-bedroom condo at Maui Schooner Resort in Kihei. Enjoy modern comforts like air conditioning, Wi-Fi, a full kitchenette, and a private balcony or patio. Whether you're sipping coffee with sunrise views or relaxing after beachside adventures, this condo is perfect for couples or small families.

1 bedroom
1 bathroom
Sleeps 4

from $427

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