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Places to stay near Kaipukaihina

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Top-rated vacation rentals near Kaipukaihina

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A group of alpacas, varying in color and patterns, stands along a fence in a lush green pasture. Their calm expressions reflect the peaceful environment, with rolling hills and trees visible in the background, creating a serene rural setting.

Guesthouse in Kula

4.98 out of 5 average rating, 229 reviews

Upcountry Alpaca, Llama, and Rabbit working farm

Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

A modern kitchen is presented with sleek cabinetry and a spacious countertop. Stainless steel appliances, including a microwave and oven, are integrated into the design. A decorative basket sits on the counter, while a rug adds a touch of color and warmth to the floor.

4.89 out of 5 average rating, 192 reviews

Newly Remodeled 2 King Beds/Sleeper Sofa! BBQ

Beautiful fully remodeled 2 full bedrooms/2 full bathrooms - Sofa Bd less than 100 yards from Maui's world famous Sugar Beach. Short walk to the beach from the condo just down the street. A quiet, boutique complex with a private but communal pool and BBQ area. This little gem is the perfect place to land on Maui and enjoy a quick drive to all Maui has to see and while returning home to peace and solace in your fully air conditioned condo. Private lanai. Free and easy parking. Free wifi. AC.

4.94 out of 5 average rating, 161 reviews

☼ Stylish & Bright 2bd Oceanfront Condo | 5★ Views

Welcome to this top-rated 2BR, 1-bath condo in the heart of Kihei, Maui. Located in a prime 𝙤𝙘𝙚𝙖𝙣𝙛𝙧𝙤𝙣𝙩 spot, just steps from the beach, this retreat offers a relaxing escape near top restaurants and stunning beaches! With modern style and breathtaking ocean views, you’ll want to stay forever. ✔︎ 2 Cozy Bedrooms ✔︎ Pool ✔︎ ACs ✔︎ Beach Chairs & Toys ✔︎ Fast Wi-Fi ✔︎ Washer & Dryer ✔︎ Full Kitchen ✔︎ Free Parking ✔︎ No Extra Fees ✔︎ Luxury Massage Chair Tap ❤️ to save this condo!

Top guest favorite

A collection of colorful canoes is positioned along the shore, framed by swaying palm trees. The ocean waves glisten under a moody sky, transitioning to sunset hues, while soft clouds add texture to the backdrop.

Guest suite in Kihei

4.98 out of 5 average rating, 381 reviews

"Dancing Turtle's "Guest Suite"

CHECK-IN WINDOW IS: 3-8PM. GIVE US AN HOUR WINDOW FOR CHECK-IN TIME AT LEAST 1 DAY BEFORE ARRIVAL; we need to adjust our schedule to make sure we can welcome you. We will try to accommodate your arrival time (e.g. later flight) as much as possible. NO EARLY CHECK IN or BAG DROP OFF. You will be in our private. Guest Apt. with fully equipped kitchen. We live upstairs. We are a licensed "B&B" , which is the Maui County destination to operate legally in an “owner occupied residence”.

Top guest favorite

A private lanai offers a breathtaking view of the ocean and sandy beach. Two light-colored chairs with striped cushions are positioned around a small round table, accompanied by two glasses of water. Lush greenery and palm trees frame the serene setting.

5 out of 5 average rating, 173 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

A dining area is presented with a light wood table surrounded by four wooden chairs featuring soft green cushions. A modern light fixture with decorative fish designs hangs above the table. A large window allows natural light to illuminate the space, complemented by a potted plant in the corner.

4.84 out of 5 average rating, 285 reviews

15 Steps to Beach! 2 Bedroom w/XL Kitchen & Pool!

The orange dot on the cover photo is the wall of the unit! It is literally 15 Steps from your door to the sand! World famous Sugar Beach of 10 miles of pristine beach. Beach side condo with full amenity. Next door to bar/restaurant. Walking distance to bus stop, bakery, ABC store and world famous shave ice! The place is very central. 30 min to Lahaina, 15 min to Wailea, and 15 min to Kahului where airport, Costco, Target and Walmart is at.

A serene beach scene unfolds with gentle waves lapping at the shoreline. A tall palm tree stands prominently, overlooking the golden sand. Lush greenery frames the foreground, while the distant island can be seen beneath a partly cloudy sky and vibrant blue ocean.

4.85 out of 5 average rating, 105 reviews

October Special

E Komo Mai to our beautiful top of the line condo on the South Shore of Maui. This condo comes loaded and fully stocked with everything you need from your home away from home. Beautiful lanai to sit and have your coffee or afternoon spirits and watch the sunset. Beach towels, chairs, umbrella, cooler & boogie board. Beach (200 steps or less) from your door to capture spectacular sunsets. RB-21667 Holo Imua Properties Hallie Walker

A welcoming living area features a comfortable sectional sofa beside a modern coffee table, with natural light filtering through large windows. An outdoor patio is visible, with an umbrella-shaded table and chairs overlooking lush tropical gardens and ocean views.

4.96 out of 5 average rating, 440 reviews

Stunning ocean view, heated pool at home by Wailea

Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Top guest favorite

A dining area with a wooden table and white chairs is shown, complemented by a centerpiece of an orchid in a vase. Floor-to-ceiling glass doors provide a view of the ocean, while a cozy living space includes a flat-screen TV and a ceiling fan on a green accent wall.

Apartment in Kihei

4.88 out of 5 average rating, 196 reviews

Oceanview + Beach; whale season views! Family Fave

Experience island living in our top-floor ocean-view condo in Kihei. Wake to ocean breezes and panoramic views. Recently updated with stylish touches, it offers comfort and charm for all. Enjoy whale watching in season and year round sunsets from the private lanai. Just steps from the beach, it's a serene escape—perfect for couples, friends, or families seeking a memorable Maui getaway.

The living area features a comfortable sofa and two accent chairs positioned around a coffee table. Natural light enters through glass sliding doors leading to a patio area. A textured area rug covers the tiled floor, enhancing the space's inviting atmosphere.

4.94 out of 5 average rating, 160 reviews

STEPS to Beach! 2 Bedroom w/ Ocean View and Pool!

OCEAN VIEW. Pool & Hot Tub. Just steps from the beach. Next door to bar/restaurant. Walking distance to bus stop, ABC Store, Bakery and World famous shave ice! 30 min to Lahaina, 15 min to Wailea, 15 min to Kahului, airport, Costco, Target and Walmart. Unit is located on the second floor. No elevator, only stairs access. Assigned parking stall right next to walkway to stairs.

Top guest favorite

A view from the outdoor seating area showcases rolling green lawns leading to a panoramic scene of the ocean and distant islands. Colorful flowers in pots and garden chairs frame the foreground, with an expansive sky filled with clouds adding texture to the landscape.

Guest suite in Kula

4.99 out of 5 average rating, 540 reviews

Charming Art Studio on a Scenic Mountain Slope

Kula Jasmine studio is reached by a bridge pathway. The shared barbecue area just steps from your studio offers a place to prep your own meals. We provide coffee, tea, oil, vinegar, salt and pepper. You can either dine on the waterfall deck or the barbecue area while you watch the sunset. With years as AirBnb super hosts, we've got everything you need. Permit # BBMP20160004

Top guest favorite

A scenic view captures the sunset over a lush landscape, with a pool reflecting the colorful sky. Tall trees frame the scene, and the distant ocean is visible beneath the dramatic clouds. The vibrant greens of the surrounding vegetation provide a serene backdrop.

Cottage in Makawao

4.99 out of 5 average rating, 209 reviews

Rustic Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property. Aloha, sorry but at this time we are not hosting to families with children younger than 16 at this time. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

Popular amenities for vacation rentals near Kaipukaihina

Free parking on premises

Air conditioning

Other top sights near Kaipukaihina

Maui Ocean Center245 locals recommend

Old Lahaina Luau195 locals recommend

Wharf Cinemas103 locals recommend

Condo rentals with wifi

A cozy studio is shown with a spacious bed adorned in light blue linens. The well-lit area includes a modern kitchen and a high-definition television. A private lanai features outdoor seating with a table set for two. The pool area is visible outside, surrounded by lush greenery.

4.88 out of 5 average rating, 195 reviews

*Last Minute Deal* Modern Beachy Studio South Maui

A dining table sets on a private lanai, framed by tropical palm trees. The table faces the ocean, providing views of the water and distant mountains. The scene captures a serene moment with gentle waves lapping against the shore under a clear blue sky.

4.96 out of 5 average rating, 207 reviews

Spectacular Ocean Front 1bd at Menehune Shores

A table with two glasses is centrally placed on a private lanai, overlooking the ocean. Palm trees sway gently in the breeze, and the setting sun casts a warm glow across the water, creating a peaceful ambiance.

4.93 out of 5 average rating, 102 reviews

Oceanfront! Sugar Beach Resort Penthouse with a/c

A light blue two-story building is surrounded by vibrant landscaping filled with tropical plants and flowers. The entrance features a stone wall and mailboxes, with palm trees swaying gently in the breeze under a clear blue sky.

4.8 out of 5 average rating, 183 reviews

2BD/2BA 3 *Real* Beds: King & 2 Queen-Ground Level

Top guest favorite

A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.

4.99 out of 5 average rating, 229 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Top guest favorite

A serene ocean view is showcased at sunset, featuring calm waters reflecting warm hues of orange and pink. In the foreground, palm trees gently sway, enhancing the tranquil seascape. The distant landmass reveals a soft silhouette against the colorful sky, creating a peaceful atmosphere.

5 out of 5 average rating, 203 reviews

Cozy Beach Condo Ocean & Mountain View’s

The outdoor pool area features a spacious swimming pool accompanied by a hot tub. Surrounding tropical plants provide a lush atmosphere, while lounge chairs are placed along the poolside. Two guests are seen enjoying the hot tub, inviting relaxation in a pleasant setting.

4.86 out of 5 average rating, 203 reviews

Studio with Beach, Pool, Hot Tub, Tennis, & BBQ! 15A

Top guest favorite

An aerial view captures the coastal Menehune Shores complex, showcasing its resort-style architecture alongside the ocean. Lush green lawns extend towards the shore where gentle waves lap against the sandy beach. The backdrop features the expansive landscape of Maui, highlighting both land and sea.

4.99 out of 5 average rating, 123 reviews

Stylish Kihei Condo in Oceanfront Resort Complex

Family-friendly house rentals

A spacious single-story home is surrounded by lush palm trees and vibrant tropical plants. The well-maintained lawn features a mix of greenery, with the house's exterior displaying a neutral tone under a bright blue sky.

4.87 out of 5 average rating, 158 reviews

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

Top guest favorite

4.98 out of 5 average rating, 115 reviews

Mana Hale Vacation Rental

Top guest favorite

4.97 out of 5 average rating, 267 reviews

South Maui Guesthouse

Top guest favorite

An inviting outdoor deck features a romantic soaking tub, surrounded by softly glowing candles. Large glass doors provide a view of the interior space, where warm lighting enhances a serene atmosphere, complemented by rich wooden accents.

Home in Makawao

4.99 out of 5 average rating, 140 reviews

Private Luxurious Cottage

Top guest favorite

The kitchen features light-colored cabinetry paired with granite countertops and stainless steel appliances. A large refrigerator and microwave are visible, along with an oven and stove. A central island with a wooden top provides additional workspace. Soft lighting enhances the functional layout.

4.97 out of 5 average rating, 151 reviews

12 Minute Walk Kamaole Beach II-Quiet Private Easy

Top guest favorite

A cozy living area features a light-colored sofa adorned with blue and white cushions. Two patterned armchairs complement the space, while a round wooden dining table sits nearby. Natural light enters through sheer curtains, and a colorful wall art piece adds visual interest.

4.92 out of 5 average rating, 216 reviews

Paia cottage walk to town and beach

Top guest favorite

A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.

4.93 out of 5 average rating, 362 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Top guest favorite

A cozy living area features a spacious sectional sofa adorned with teal accent pillows. A rustic coffee table sits in the center, complemented by vibrant wall art and a large window that offers views of the tropical yard outside.

Home in Haiku-Pauwela

4.97 out of 5 average rating, 270 reviews

Live Like a Local; near Coffee, Road to Hana and Haleakala

Apartment rentals with air conditioning

A spacious studio features a queen bed adorned with a tropical-patterned quilt, complemented by wooden furniture. Large sliding glass doors open to a private outdoor area, while framed artworks add an island touch. Light from the lamps provides a cozy ambiance.

Apartment in Kihei

4.83 out of 5 average rating, 560 reviews

Hawaiian Paradise Escape Across Street from Beach

A coastal scene features rocky shoreline transitioning into gentle waves. Lush greenery and palm trees are visible along the land, contrasting with the blue ocean. The horizon reflects warm light, suggesting a serene atmosphere at sunset. The natural landscape provides a tranquil environment.

Apartment in Kihei

4.83 out of 5 average rating, 257 reviews

Quiet Studio, Great location across from beach

An oceanfront view is captured from the lanai, showcasing gentle waves lapping at a sandy beach below. Lush palm trees line the shore, swaying in the breeze under a bright blue sky with scattered clouds.

Apartment in Kihei

4.91 out of 5 average rating, 132 reviews

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

A welcoming living area features a brown leather sofa adorned with colorful pillows. A wooden coffee table sits in the center, accompanied by a remote and decorative items. Natural light enters through sliding glass doors, enhancing the cozy atmosphere.

Apartment in Kihei

4.91 out of 5 average rating, 169 reviews

100 steps from the beach! Tranquil Seaside Oasis

A balcony setup features a solid wood dining table accompanied by two wooden chairs with cushions. Panoramic ocean views are framed by swaying palm trees, and a vase with tropical flowers is positioned on the table, enhancing the outdoor dining experience.

Apartment in Kihei

4.9 out of 5 average rating, 134 reviews

Sugar Beach Resort #532 - Maui HI

A bright living area features a comfortable sofa and armchairs, complemented by a coffee table. Large windows offer stunning ocean views, while a dining table and chairs are positioned nearby. A TV sits on a wooden unit, and vibrant artwork adorns the wall.

Apartment in Kihei

4.92 out of 5 average rating, 127 reviews

Maui Oceanfront Penthouse at Nani Kai Hale (609)

A welcoming front porch is viewed, featuring two comfortable chairs positioned on a patterned rug. A bold blue door serves as the focal point, complemented by side windows that allow natural light. Lush greenery surrounds the entrance, providing a fresh and inviting atmosphere.

Apartment in Wailuku

4.91 out of 5 average rating, 252 reviews

1929 Restored 1BR Plantation Home | Walk to Town

An outdoor dining area is presented with a glass table surrounded by four chairs. Lush greenery is visible in the background, complemented by tropical plants. A small barbecue grill is located off to the side, enhancing the inviting atmosphere of the private patio.

Apartment in Kihei

4.79 out of 5 average rating, 108 reviews

Remodeled, 50% off, steps from the beach, private

Other great vacation rentals near Kaipukaihina

A welcoming living area features modern furnishings and a colorful area rug. Large glass doors provide a view of palm trees and the outdoors, while a 65" Smart TV is positioned on a sleek media console. Natural light fills the space, enhanced by a ceiling fan.

4.96 out of 5 average rating, 228 reviews

OCEAN VIEW/FRONT A/C Modern 2Bed/2Bath Penthouse

An aerial view of a sandy beach is captured with gentle waves lapping at the shore. Shadows of palm trees stretch across the sand, creating a serene contrast against the turquoise water. The scene evokes a tranquil atmosphere, ideal for relaxation.

4.91 out of 5 average rating, 263 reviews

Gorgeous Getaway on the Beach

A private balcony features a round wooden table surrounded by two folding chairs. A small vase with flowers adds a touch of color. The view includes lush greenery and neighboring buildings under a partly cloudy sky.

4.94 out of 5 average rating, 77 reviews

Oceanside Oasis: Pvt Balcony, Pool, Hot tub, Beach

Silhouetted palm trees frame a golden sunset over the ocean, with the sun partially obscured by clouds. Gentle waves reflect the warm light, and grassy areas are visible in the foreground, contributing to a serene coastal scene.

4.96 out of 5 average rating, 185 reviews

Spectacular ocean views @IslandSurf Oct Spec $175

Top guest favorite

A studio space features a spacious bed adorned with a neutral-colored duvet and decorative pillows. A comfortable seating area, equipped with a couch and a small table, is present. A ceiling fan and wall-mounted TV are also visible, enhancing the room's functionality.

4.99 out of 5 average rating, 282 reviews

Modern studio by the beach - Taxes included

A spacious living area features a round dining table surrounded by woven chairs. A tropical-themed accent wall adds color, while a television is positioned in front of a comfortable seating area. Large sliding doors open to a balcony with views of the outdoors.

Apartment in Kihei

5 out of 5 average rating, 30 reviews

Hip Hawaiian Oceanfront Vistas

Top guest favorite

An open-concept lounge features hardwood floors and natural light streaming through large sliding glass doors. A cozy seating area includes a sofa and stylish chairs around a round coffee table. A dining table accommodates four, with a view of the screened-in porch beyond.

Farm stay in Haiku-Pauwela

4.97 out of 5 average rating, 319 reviews

Lokahi at Haiku Garden Cottages

The sleeping area features a spacious bed with a light-colored quilt and decorative pillows. Large sliding glass doors provide an expansive view of the ocean and palm trees, with soft curtains framing the scenic backdrop.

4.86 out of 5 average rating, 530 reviews

Amazing views at Oceanfront Studio