Vacation rentals in Kanaio, HI

Best Vacation rentals and Airbnb offers in Kanaio, HI

Oceanfront 3rd Floor Unit at Maalaea Kai Complex

Condo, Kanaio

Oceanfront 3rd Floor Unit at Maalaea Kai Complex is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Oceanfront 3rd Floor Unit at Maalaea Kai Complex

Oceanfront 3rd Floor Unit at Maalaea Kai Complex is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,465.

From$108/night

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Ocean Front & Budget Friendly: Maalaea Banyans 204 - The Perfect Couples Getaway

Condo, Kanaio

Ocean Front & Budget Friendly: Maalaea Banyans 204 - The Perfect Couples Getaway is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Ocean Front & Budget Friendly: Maalaea Banyans 204 - The Perfect Couples Getaway

Ocean Front & Budget Friendly: Maalaea Banyans 204 - The Perfect Couples Getaway is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,598.

From$129/night

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Scenic 2BR Retreat Near Maalaea's Pristine Waters

Condo, Kanaio

Scenic 2BR Retreat Near Maalaea's Pristine Waters is a condo in Kanaio, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Scenic 2BR Retreat Near Maalaea's Pristine Waters

Scenic 2BR Retreat Near Maalaea's Pristine Waters is a condo in Kanaio, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,924.

From$140/night

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Wake to Haleakalā Sunrises and Endless Ocean Views

Condo, Kanaio

Wake to Haleakalā Sunrises and Endless Ocean Views is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Wake to Haleakalā Sunrises and Endless Ocean Views

Wake to Haleakalā Sunrises and Endless Ocean Views is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,814.

From$140/night

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Browse Vacation Rentals with a Pool in Kanaio, HI

Add a pool to the search when you want an easy place to cool off between outings.

Kihei Akahi D-211

Apartment, Kanaio

Kihei Akahi D-211 is a apartment in Kanaio, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Kihei Akahi D-211

Kihei Akahi D-211 is a apartment in Kanaio, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,713.

From$188/night

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Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil Views

Condo, Kanaio

Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil Views is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil Views

Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil Views is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,015.

From$159/night

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Oceanfront condo with pool and 6-mile beach access summer deals

Condo, Kanaio

Oceanfront condo with pool and 6-mile beach access summer deals is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Oceanfront condo with pool and 6-mile beach access summer deals

Oceanfront condo with pool and 6-mile beach access summer deals is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,867.

From$160/night

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Ocean and pool views, ground floor near beach

Condo, Kanaio

Ocean and pool views, ground floor near beach is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Ocean and pool views, ground floor near beach

Ocean and pool views, ground floor near beach is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,181.

From$163/night

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Best Kanaio, HI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Maui Stunning Prime Ocean Front View of the Bay and Haleakala! *Maalaea Kai 212*

Condo, Kanaio

Maui Stunning Prime Ocean Front View of the Bay and Haleakala! *Maalaea Kai 212* is a condo in Kanaio, with pool access, easy beach access, and parking. This stay gives travelers a…

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About Maui Stunning Prime Ocean Front View of the Bay and Haleakala! *Maalaea Kai 212*

Maui Stunning Prime Ocean Front View of the Bay and Haleakala! *Maalaea Kai 212* is a condo in Kanaio, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,102.

From$170/night

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Ma'alaea studio just a few steps from the ocean, beach, and harbor.

Condo, Kanaio

Ma'alaea studio just a few steps from the ocean, beach, and harbor. is a condo in Kanaio, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Ma'alaea studio just a few steps from the ocean, beach, and harbor.

Ma'alaea studio just a few steps from the ocean, beach, and harbor. is a condo in Kanaio, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,991.

From$185/night

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Kanai A Nalu 202

Apartment, Kanaio

Kanai A Nalu 202 is a apartment in Kanaio, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Kanai A Nalu 202

Kanai A Nalu 202 is a apartment in Kanaio, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,250.

From$191/night

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Maalaea Kai 311: Direct Ocean Front, Couples Retreat, Incredible Views, Split AC

Condo, Kanaio

Maalaea Kai 311: Direct Ocean Front, Couples Retreat, Incredible Views, Split AC is a condo in Kanaio, with pool access, easy beach access, and parking. This stay gives travelers a…

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About Maalaea Kai 311: Direct Ocean Front, Couples Retreat, Incredible Views, Split AC

Maalaea Kai 311: Direct Ocean Front, Couples Retreat, Incredible Views, Split AC is a condo in Kanaio, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, parking, onsite parking, accessible, and elevator.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,966.

From$191/night

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Best Pet-Friendly Vacation Rentals in Kanaio, HI

Bring your pet along with stays that welcome four-legged travelers.

Maui Vista by Coldwell Banker Island Vacations

Condo, Kanaio

Maui Vista by Coldwell Banker Island Vacations is a condo in Kanaio, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Maui Vista by Coldwell Banker Island Vacations

Maui Vista by Coldwell Banker Island Vacations is a condo in Kanaio, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,868.

From$148/night

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REDUCED RATES!! - PRIME KIHEI LOCATION!! ACROSS FROM POPULAR KAMAOLE II Beach

Condo, Kanaio

REDUCED RATES!! - PRIME KIHEI LOCATION!! ACROSS FROM POPULAR KAMAOLE II Beach is a condo in Kanaio, with pool access, easy beach access, and parking. This stay gives travelers a comfortable…

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About REDUCED RATES!! - PRIME KIHEI LOCATION!! ACROSS FROM POPULAR KAMAOLE II Beach

REDUCED RATES!! - PRIME KIHEI LOCATION!! ACROSS FROM POPULAR KAMAOLE II Beach is a condo in Kanaio, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,171.

From$185/night

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Maalaea Banyans #403 Ocean Front Location, Top Floor, Excellent View, Wifi

Condo, Kanaio

Maalaea Banyans #403 Ocean Front Location, Top Floor, Excellent View, Wifi is a condo in Kanaio, with pool access and easy beach access. This stay gives travelers a comfortable base for…

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About Maalaea Banyans #403 Ocean Front Location, Top Floor, Excellent View, Wifi

Maalaea Banyans #403 Ocean Front Location, Top Floor, Excellent View, Wifi is a condo in Kanaio, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,447.

From$220/night

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Beautiful, Luxury Oceanfront Condo- Great View, A/C, Wi-Fi, Central Location

Condo, Kanaio

Beautiful, Luxury Oceanfront Condo- Great View, A/C, Wi-Fi, Central Location is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Beautiful, Luxury Oceanfront Condo- Great View, A/C, Wi-Fi, Central Location

Beautiful, Luxury Oceanfront Condo- Great View, A/C, Wi-Fi, Central Location is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,467.

From$242/night

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Best Kanaio, HI vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Maalaea Banyans 207 - Direct Oceanfront - “Hop” into Spring! Reduced Rates! Free Activities!

Condo, Kanaio

Maalaea Banyans 207 - Direct Oceanfront - “Hop” into Spring! Reduced Rates! Free Activities! is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives…

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About Maalaea Banyans 207 - Direct Oceanfront - “Hop” into Spring! Reduced Rates! Free Activities!

Maalaea Banyans 207 - Direct Oceanfront - “Hop” into Spring! Reduced Rates! Free Activities! is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,103.

From$165/night

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*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!

Condo, Kanaio

*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub! is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About *Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!

*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub! is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,102.

From$170/night

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Kanai A Nalu #311 Direct Oceanfront Unit with GREAT Ocean Views, Wifi

Condo, Kanaio

Kanai A Nalu #311 Direct Oceanfront Unit with GREAT Ocean Views, Wifi is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Kanai A Nalu #311 Direct Oceanfront Unit with GREAT Ocean Views, Wifi

Kanai A Nalu #311 Direct Oceanfront Unit with GREAT Ocean Views, Wifi is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,137.

From$175/night

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A Slice of Paradise in Oceanfront Condo (Island Sands)

Condo, Kanaio

A Slice of Paradise in Oceanfront Condo (Island Sands) is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About A Slice of Paradise in Oceanfront Condo (Island Sands)

A Slice of Paradise in Oceanfront Condo (Island Sands) is a condo in Kanaio, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,896.

From$180/night

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Our Favorite Family-Friendly Vacation Rentals in Kanaio, HI

Plan a trip with stays that give families more room to spread out.

1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

Cottage, Kanaio

1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town! is a cottage in Kanaio, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About 1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town! is a cottage in Kanaio, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,447.

From$130/night

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Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

Cottage, Kanaio

Cute Plantation Cottage; Walk into Wailuku Town; Central Location! is a cottage in Kanaio, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

Cute Plantation Cottage; Walk into Wailuku Town; Central Location! is a cottage in Kanaio, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,447.

From$130/night

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Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

Cottage, Kanaio

Newly Renovated Modern Cottage: Walk into Historic Wailuku Town! is a cottage in Kanaio, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

Newly Renovated Modern Cottage: Walk into Historic Wailuku Town! is a cottage in Kanaio, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,747.

From$169/night

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PARADISE IS CALLING-Oceanview Family Size-Resort Zoned-King Beds-No Cleaning Fee

Condo, Kanaio

PARADISE IS CALLING-Oceanview Family Size-Resort Zoned-King Beds-No Cleaning Fee is a condo in Kanaio, with pool access, easy beach access, and room for a group. This stay gives travelers a…

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About PARADISE IS CALLING-Oceanview Family Size-Resort Zoned-King Beds-No Cleaning Fee

PARADISE IS CALLING-Oceanview Family Size-Resort Zoned-King Beds-No Cleaning Fee is a condo in Kanaio, with pool access, easy beach access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,484.

From$276/night

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