House vacation rentals in Kapalua

4.97 out of 5 average rating, 271 reviews

A charming green cottage is surrounded by lush foliage, featuring a wooden deck with steps leading to the entrance. Large windows reflect the evening light, revealing a cozy interior. Bright blue outdoor chairs are positioned for relaxation amidst the tranquil tropical setting.

Home in Maui County

Private Hot Tub + Pool Access + AC - Star Lookout

Dreaming of the perfect jungle honeymoon hideaway or retreat? Set amidst a mature coconut grove, (with your own hammock) this private cottage puts you in a romantic world of your own. We have that 'away-from-it-all' feeling but it's only a 20 minute drive to beaches and fabulous restaurants! A perfect romantic hideaway or artist's retreat! ☞ ★Jump Start to The to the Road to Hana! ✔ ☞ ★NEW COLD CENTRAL AC ✔ ★Private Hot Tub ✔ ★Swimming Pool ✔ ★King Bed ✔ ★Sunrise View ✔ ★Outdoor Shower ✔

ValueLocationIndoor spaces

A cozy outdoor deck is showcased, featuring two wicker chairs and a small table, inviting relaxation. The inviting turquoise door stands adjacent to a wall with the word 'Aloha' elegantly displayed. String lights add a warm touch above, surrounded by tropical greenery.

4.92 out of 5 average rating, 144 reviews

Enjoy paradise living at the THERE Maui House!

Permit #STKM 2018/0006 Located on the south side of Maui in a quiet neighborhood close to the beach & the best shave ice, this cozy, two bedroom house with newly added split AC system awaits! Whether you decide to dance to Don Ho on vinyl, try a new recipe, or play the ukulele, this space was thoughtfully designed to inspire you to be THERE & enjoy your time in paradise! For more pictures & tips, check out the THERE Maui House on our blog at there maui dot com and on IG at @livetravelbe.there

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4.99 out of 5 average rating, 165 reviews

A charming cottage is nestled among lush tropical foliage, illuminated by warm lights from within. The peaked roof and extensive windows create an inviting atmosphere, while a spacious deck offers a glimpse of the surrounding nature, enhancing a serene setting under the dusk sky.

Home in Makawao

Private Luxurious Cottage

This marvelous accommodation is for the nature-lover who enjoys luxury. It boasts a lovely deck which looks out onto majestic tall trees and lush green foliage with a romantic soaking tub for two. Centered in the room is a custom-made king-size bed fashioned from cherry wood and adorned with luxurious bedding. There is full kitchen and dining area with views for a tranquil place to share a meal. This is true Hawaiian style where you can enjoy comfortable, elegant and laid-back island living.

FamilyValueHiking

4.92 out of 5 average rating, 144 reviews

A wide sandy beach extends along the shoreline, meeting clear blue waters. Guests are seen relaxing under umbrellas, while others stroll along the water's edge. Lush palm trees provide shade in the background, contributing to a serene island atmosphere.

Home in Kaanapali

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Aloha and Welcome to our Private 3BR/2BA Stand-Alone Cottage – Perfect Maui Getaway. This home is just a short about 5 minute walk (across the street) to the beach and park. Surrounded by lush and tropical landscapes, our 1200 sq ft vacation home (International Colony Club 32) offers 3 bedrooms and 2 bathrooms of comfortable accommodations with 2 King size beds, and 2 Full size beds. The fully equipped kitchen, spacious dining area and living room are open-plan with a comfortable split ACs.

ValueFamilyGrill

4.93 out of 5 average rating, 417 reviews

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.

Home in Kula

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.

LocationFamilyBeach

A charming cottage is framed by palm trees and lush greenery. The front porch features wide steps leading to a welcoming entrance, with outdoor seating partially visible. The peaked roof adds character, while the clear sky enhances the peaceful tropical setting.

4.97 out of 5 average rating, 131 reviews

Hunter Hales Hoku cottage Haiku Maui

Hunter Hales "HOKU" is one of the two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style of a classic Hawaii country town. You will feel so at home within the detailed cottage, equipped with everything one would possibly need while on vacation. This is local Maui vacationing at its best! TA-192-286-5152-01 STPH 20150004 TMK (2) 2-7-003:135

LocationValueWifi

4.97 out of 5 average rating, 159 reviews

12 Minute Walk Kamaole Beach II-Quiet Private Easy

This 1 bedroom/1 bath suite is a self contained, attached ohana (ADU) with private entry. Off street parking is 10 seconds from your door. Located a 12 minute walk straight down to Kamaole Beach II. Convenient Location, Quiet and Private. Not a condo with condo noise. I am a SUPERHOST, see the 4.97 reviews and comments. INSTANT BOOK for a great stay. All fees and taxes are listed & collected when you book. There are no surprise or additional costs. Permit #BBKM 2O19/OOO2

ValueLocationGetting around

4.92 out of 5 average rating, 287 reviews

Home in Wailuku

The Blue Door on Church Street | Vintage One Bedro

Stay in a restored 1929 plantation-style retreat at The Blue Door on Church Street in historic Wailuku. This private one-bedroom space features a king Helix bed, queen memory foam sleeper sofa, high ceilings, original wood details, kitchenette, rainfall shower, soaking tub, AC, fast WiFi, Smart TV, parking, and access to a shared infrared sauna. Walk to cafés, restaurants, shops, yoga, and the ʻĪao Theater, or drive minutes to ʻĪao Valley, beaches, hikes, and Maui adventures.

LocationFamilyAccuracy

4.93 out of 5 average rating, 619 reviews

The spacious studio features a comfortable bed and a seating area with colorful cushions. Large glass doors provide access to a private balcony with stunning ocean views. A flat-screen TV and a ceiling fan are visible, alongside a wooden dresser and a coffee table.

Home in Napili-Honokowai

Maui direct ocean front . Super private

Location + Endless Ocean view.This condo is very special! It's Direct Ocean front It really is the best what Maui has to offer. Great for honeymooners, super private. There's not any place closer than the ocean than my condo! You'll feel like as if you were floating above the water when you are in your bed! Please check Wifi user i/d and password once you finished booking. (it's listed). Thanks! Note: this is on the 3rd floor w/o elevators in the building

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The exterior of a two-story home is displayed amid lush greenery. A spacious deck is highlighted with white railings and a pergola, complementing the tranquil surroundings. The sky is bright with scattered clouds, enhancing the feeling of openness and serenity.

4.92 out of 5 average rating, 102 reviews

The Art Estate, Haiku Maui Hawaii

Our spacious, open-floor-plan home has a contemporary style. The secluded 17-acre, lush, tropical estate has exotic varieties of Bamboo, Palms, Avocados, and various fruit trees. Located on the grounds is a private, functioning, award-winning art studio creating films, photography, video installations, and sculpture. If you are looking to explore, we are just a quick ten-minute drive to the best beaches on the North Shore!

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A modern, two-bedroom home is showcased, featuring a covered lanai with a dining area for six. Large windows provide views of the surroundings, while the exterior combines wood and blue siding against a bright sky and greenery.

4.97 out of 5 average rating, 158 reviews

Peaceful and Spacious; North Shore Maui

New, spacious two-bedroom home in Ha'iku, Maui (Permit STPH20200003). With beautiful ocean views and peaceful surroundings, located on the Northshore of Maui, this is the perfect place to stay to explore the Road to Hana, the Northshore, and upcountry Maui. Perfect for two couples or a family, you'll have everything you need to explore the island and a peaceful living area to relax following a day of adventuring.

LocationFamilyAir conditioning

A bright living area features a comfortable sectional sofa and two wicker chairs, positioned around a glass-topped coffee table. A dining table with four chairs is set against a wall with natural light filtering in. The kitchen area is equipped with modern appliances and a welcoming atmosphere.

4.9 out of 5 average rating, 209 reviews

GREAT Location HAIKU 3 Bedroom Cottage

COUNTY PERMITTED - This home holds a Legal Maui Permit STPH2015/0006. Amazing Location, Cute Beach-style, 3 BEDROOM +1 BATH home. 2 Queen bedrooms & another bedroom/office with desk + twin bed, walk to Haiku Grocery, Haiku Cannery, Nuka Japanese & Sushi, Yoga, Colleens, 4 miles to Ho'okipa, (sleeps 1-4) fully equipped kitchen, HIGH SPEED WIFI. Washer/Dryer not shared. Please note we host children 6 years & over.

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Popular amenities for Kapalua house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with free parking

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.

4.97 out of 5 average rating, 295 reviews

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

LocationValueBackyard

4.96 out of 5 average rating, 469 reviews

Home in Wailea-Makena

Stunning ocean view Villa, Heated pool, Wailea

LocationFamilyGrill

4.83 out of 5 average rating, 110 reviews

Home in Wailuku

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

ValueFamilyAccess

The covered private lanai is depicted, featuring seating areas with outdoor couches and ceiling fans. A well-maintained lawn leads up to the entrance. Bright blue skies and soft clouds frame the space, creating a serene outdoor environment for relaxation.

4.84 out of 5 average rating, 113 reviews

Modern Family Kihei Home by the Beach

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A spacious living area is presented with a light-colored sectional sofa and a wooden coffee table. A wall-mounted television is visible, alongside a patterned armchair. Large glass doors open to the lanai, allowing natural light and views of the surrounding landscape.

5.0 out of 5 average rating, 21 reviews

Relaxation in Kapalua-Specials!

LocationHospitalityCleanlinessNearbyWalkabilityPoolBeachComfortViewSleep qualityKitchenQuietFamilyConditionAmenitiesAccuracyLayoutLaundryLong stayGetting aroundAir conditioningCheck-in

A spacious living area features large glass doors that open to panoramic ocean views. Comfortable seating is arranged around a round coffee table, with tropical greenery positioned in a sleek planter. Natural light fills the room, enhanced by the warm wooden accents on the ceiling.

5.0 out of 5 average rating, 16 reviews

Incredible Oceanviews, Spacious Kapalua Bay Villa!

ViewCleanlinessComfortAccuracyHospitalityLocationSleep qualityNearbyFamilyGetting aroundPoolConditionAccessCheckoutQuietIndoor spacesParking

4.9 out of 5 average rating, 10 reviews

Ridge 2621- Luxury Villa w/180 Degree Sunset Views

ViewBeachHospitalityCleanlinessWalkabilityLocationGetting aroundPoolBathroomSleep qualityComfortNearbyFamilyAmenitiesAccuracyNoiseKitchenIndoor spacesLaundry

4.71 out of 5 average rating, 34 reviews

Luxury Golf Villa in Kapalua Maui with Ocean and S

LocationViewBeachCleanlinessFamilyWalkabilityHospitalityComfortNearbyPoolKitchenGetting aroundConditionAmenitiesQuietSleep qualityOutdoor spacesIndoor spacesParkingValueAccuracyBathroomGrillLayoutWifiNoiseAccessAir conditioningCheck-in

House rentals with a pool

4.92 out of 5 average rating, 152 reviews

Go for an Ocean Swim From a Fun Beach Villa

LocationBeachCleanlinessWalkabilityPoolNearbyHospitalityComfortDecorAmenitiesOutdoor spacesNoiseParkingSleep qualityIndoor spacesKitchenFamilyAccuracyViewCheck-inGrillQuietConditionCheckoutGetting aroundParksLaundryAccessShared spacesBathroomValueHikingAir conditioning

4.87 out of 5 average rating, 122 reviews

Home in Kaanapali

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja

BeachLocationWalkabilityPoolNearbyHospitalityCleanlinessGetting aroundValueGrillAmenitiesKitchenComfortIndoor spacesBathroomOutdoor spacesLaundryQuietSleep qualityAccuracyConditionParkingCheckoutCheck-inFamilyViewHot tubAir conditioningTVNoiseLayoutWifiLong stayShared spaces

4.88 out of 5 average rating, 119 reviews

A spacious living area features comfortable seating arrangements with a sectional sofa and wicker chairs. A large mirror enhances the sense of openness. Two televisions are positioned on opposite walls, and the tiled floor is complemented by natural lighting from multiple windows.

Home in Wailea

Condo in Kihei 2 BR - 2 bath Condo

BeachHospitalityLocationNearbyFamilyCleanlinessWalkabilityNoisePoolKitchenComfortGrillSleep qualityGetting aroundIndoor spacesLaundryViewAmenitiesAir conditioningConditionValueCheck-inParkingAccessCheckoutAccuracyBathroomParksLong stayOutdoor spacesQuietHeatingWifi

5.0 out of 5 average rating, 8 reviews

Home in Lahaina

Aloha Oceanfront Retreat 327

ViewBeachHospitalityLocationCleanlinessConditionAmenitiesDecorKitchenValueQuietComfortAir conditioningLaundryParking

4.96 out of 5 average rating, 26 reviews

Home in Lahaina

Luxe 3BR Pualei Beach House Retreat

HospitalityLocationCleanlinessBeachComfortFamilyAccuracyPoolDecorKitchenIndoor spacesAmenitiesQuietNearbyWalkabilityConditionNoiseSleep qualityAir conditioningTVBathroomLayoutHeatingLaundryGetting aroundAccessCheckoutValueCheck-in

5.0 out of 5 average rating, 26 reviews

A spacious living area features comfortable seating arranged around a glass-top coffee table. Light-colored walls and tropical decor create a calming ambiance. The kitchen and dining area are visible in the background, showcasing modern appliances and a dining table for shared meals.

Home in Napili-Honokowai

Your Beachfront Island Home Awaits! #1A2

BeachCleanlinessFamilyViewAmenitiesNearbyPoolLocationHospitalityIndoor spacesComfortWalkabilityAccuracyBathroomKitchenNoiseOutdoor spacesGrillLayoutSleep qualityGetting aroundConditionCheckoutAir conditioningCheck-in

4.95 out of 5 average rating, 41 reviews

Home in Kaanapali

Remodeled 2BR Cottage w AC Pool Near Beach- ICC 20

LocationBeachFamilyWalkabilityCleanlinessPoolKitchenAmenitiesOutdoor spacesComfortDecorHospitalityConditionBathroomQuietIndoor spacesTVAccuracyLaundryBackyardSleep qualityCheck-inNearbyLong stayGetting aroundNoiseAir conditioning

A serene outdoor area includes smooth stone dipping pools and a Jacuzzi with sunset views. Tropical plants are situated in decorative pots, complementing the landscape. The setting is enhanced by tiki torches, and a lush lawn extends towards the horizon under a soft evening sky.

5.0 out of 5 average rating, 7 reviews

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

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Weekly house rentals

4.96 out of 5 average rating, 82 reviews

Two red chairs are positioned on a grassy area overlooking the ocean. Palm trees frame the scene, while gentle waves and a cloudy blue sky are visible in the background, creating a serene coastal setting.

Home in Paia

Hale Ho'okipa Kai Cottage, County Licensed

LocationViewBeachHospitalityCleanlinessFamilyKitchenOutdoor spacesWalkabilityNearbyBackyardIndoor spacesAmenitiesQuietConditionComfortGetting aroundSleep qualityBathroomNoiseAir conditioningAccuracyGrillLayoutCheck-inTVValueBikingWifiLaundryLong stayAccessShared spaces

A spacious living area showcases natural wooden elements, with a light-colored bamboo sofa and matching chairs. Large glass doors frame a stunning seaside view, allowing soft light to illuminate the room. A ceiling fan provides ventilation, complementing the relaxed ambiance of the space.

5.0 out of 5 average rating, 25 reviews

Beautiful Beachfront Townhouse !

BeachViewHospitalityLocationFamilyNearbyWalkabilityAccuracyComfortCleanlinessAir conditioningSleep qualityValueKitchenQuietLayoutLaundryPoolBackyardNoiseAmenities

5.0 out of 5 average rating, 26 reviews

A living and dining area features large windows allowing natural light to fill the space. Comfortable seating includes a sofa and two armchairs with floral patterns, arranged around a glass coffee table. A dining table with wooden chairs is positioned nearby, offering views of the outdoors.

Home in Kula

Ke Kīhāpai Bed and Breakfast

HospitalityBreakfastCleanlinessKitchenViewLocationComfortFamilySleep qualityOutdoor spacesQuietNearbyIndoor spacesConditionBeachAmenitiesDecorAccuracyBathroomGrillLayoutWifiLaundryAccessCheckoutAir conditioningCheck-in

4.89 out of 5 average rating, 76 reviews

A covered balcony features a round mosaic table surrounded by black mesh chairs. Lush greenery is visible in the foreground, with trees framing the view of distant mountains against a clear sky.

Home in Makawao

Pookela Paradise-Newly Renovated, Fantastic Views!

LocationViewHospitalityWalkabilityNearbyFamilyBeachComfortKitchenCleanlinessGetting aroundIndoor spacesLaundryAccuracyOutdoor spacesAmenitiesDecorTVSleep qualityBathroomQuietConditionAir conditioningHikingLayoutWifiNoiseCheckoutShared spacesCheck-in

4.94 out of 5 average rating, 72 reviews

Home in Paia

Milo Surf Cottage

LocationViewHospitalityWalkabilityNearbyBeachFamilyIndoor spacesComfortCleanlinessKitchenSleep qualityAmenitiesQuietCheck-inConditionCheckoutAccuracyOutdoor spacesGrillLaundryNoiseAir conditioningBathroomGetting aroundAccessValueParkingBackyardBiking

4.84 out of 5 average rating, 58 reviews

Romantic feel w/private bath & kitchen King bed

HospitalityLocationComfortSleep qualityQuietNearbyCleanlinessAccuracyGetting aroundBathroomKitchenDecorIndoor spacesBeachOutdoor spacesHikingParkingFamilyNoiseCheck-inGrillHeatingWalkabilityLong stayConditionAccessCheckoutAmenities

The bright bedroom features a spacious bed with light bedding and a decorative accent blanket. A large window allows natural light to fill the room, complemented by sheer white curtains. A wooden nightstand with a bedside lamp and woven pendant light add warm details.

5.0 out of 5 average rating, 82 reviews

Hookipa Farm: County Legal 3 Bedroom Home in Haiku

HospitalityFamilyLocationIndoor spacesOutdoor spacesKitchenViewNearbyBeachComfortCleanlinessSleep qualityAmenitiesNoiseGetting aroundBackyardAccuracyLayoutQuietBathroomLaundryBreakfastDecorLong stayAir conditioningCheck-inParksHikingHeatingPoolConditionAccessCheckout