Vacation rentals in Maalaea Bay, HI

Best Vacation rentals and Airbnb offers in Maalaea Bay, HI

Maalaea Oceanview 1BD + Loft Getaway

Condo, Maalaea Bay

Maalaea Oceanview 1BD + Loft Getaway is a condo in Maalaea Bay, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Maalaea Oceanview 1BD + Loft Getaway

Maalaea Oceanview 1BD + Loft Getaway is a condo in Maalaea Bay, with 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, free wifi, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,612.

From$107/night

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Oceanfront 3rd Floor Unit at Maalaea Kai Complex

Condo, Maalaea Bay

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

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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 Maalaea Bay, 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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Ground-Floor Beachfront 1BR Relax, Explore, Unwind

Condo, Maalaea Bay

Ground-Floor Beachfront 1BR Relax, Explore, Unwind is a condo in Maalaea Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Ground-Floor Beachfront 1BR Relax, Explore, Unwind

Ground-Floor Beachfront 1BR Relax, Explore, Unwind is a condo in Maalaea Bay, 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 $1,556.

From$113/night

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Beachfront easy living by the Ocean 1BR Haven

Condo, Maalaea Bay

Beachfront easy living by the Ocean 1BR Haven is a condo in Maalaea Bay, with easy beach access, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Beachfront easy living by the Ocean 1BR Haven

Beachfront easy living by the Ocean 1BR Haven is a condo in Maalaea Bay, with easy beach 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, free wifi, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,566.

From$114/night

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Browse Waterfront Vacation Rentals in Maalaea Bay, HI

Discover vacation rentals close to the coast, water, and beach areas around Maalaea Bay, HI.

Oceanfront Ground Level 1BR Plantation Style

Condo, Maalaea Bay

Oceanfront Ground Level 1BR Plantation Style is a condo in Maalaea Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Oceanfront Ground Level 1BR Plantation Style

Oceanfront Ground Level 1BR Plantation Style is a condo in Maalaea Bay, 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 $1,892.

From$144/night

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Nani Kai Hale 303 | Amazing Views, Private Balcony

Condo, Maalaea Bay

Nani Kai Hale 303 · Amazing Views, Private Balcony is a condo in Maalaea Bay, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for…

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About Nani Kai Hale 303 | Amazing Views, Private Balcony

Nani Kai Hale 303 · Amazing Views, Private Balcony is a condo in Maalaea Bay, with pool access, easy beach access, and outdoor space. 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 $1,679.

From$146/night

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Ma'alaea Banyans Unit 209 - Direct Oceanfront View - Split AC in Living Room and Bedroom

Condo, Maalaea Bay

Ma'alaea Banyans Unit 209 - Direct Oceanfront View - Split AC in Living Room and Bedroom is a condo in Maalaea Bay, with pool access, easy beach access, and kitchen access. This stay gives…

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About Ma'alaea Banyans Unit 209 - Direct Oceanfront View - Split AC in Living Room and Bedroom

Ma'alaea Banyans Unit 209 - Direct Oceanfront View - Split AC in Living Room and Bedroom is a condo in Maalaea Bay, 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 $1,752.

From$151/night

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Bask, breathe, and relax. Ocean views from your 2bd

Condo, Maalaea Bay

Bask, breathe, and relax. Ocean views from your 2bd is a condo in Maalaea Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Bask, breathe, and relax. Ocean views from your 2bd

Bask, breathe, and relax. Ocean views from your 2bd is a condo in Maalaea Bay, 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 $2,078.

From$153/night

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Browse Vacation Rentals with a Pool in Maalaea Bay, HI

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

Scenic 2BR Retreat Near Maalaea's Pristine Waters

Condo, Maalaea Bay

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

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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 Maalaea Bay, 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, Maalaea Bay

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

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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 Maalaea Bay, 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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Best Oceanfront Value in Kihei - Kealia Resort!

Condo, Maalaea Bay

Best Oceanfront Value in Kihei - Kealia Resort! is a condo in Maalaea Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Best Oceanfront Value in Kihei - Kealia Resort!

Best Oceanfront Value in Kihei - Kealia Resort! is a condo in Maalaea Bay, 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, beachfront, beach front, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,512.

From$141/night

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Relax in Maalaea's tropical charm with ocean views

Condo, Maalaea Bay

Relax in Maalaea's tropical charm with ocean views is a condo in Maalaea Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Relax in Maalaea's tropical charm with ocean views

Relax in Maalaea's tropical charm with ocean views is a condo in Maalaea Bay, 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 $1,970.

From$143/night

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Best Maalaea Bay, HI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Hono Kai Resort B16

Apartment, Maalaea Bay

Hono Kai Resort B16 is a apartment in Maalaea Bay, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Hono Kai Resort B16

Hono Kai Resort B16 is a apartment in Maalaea Bay, 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 paid parking.

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

From$153/night

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Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

Condo, Maalaea Bay

Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool. is a condo in Maalaea Bay, with pool access, easy beach access, and parking. This stay gives…

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About Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.

Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool. is a condo in Maalaea Bay, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,755.

From$153/night

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

Condo, Maalaea Bay

Maui Stunning Prime Ocean Front View of the Bay and Haleakala! *Maalaea Kai 212* is a condo in Maalaea Bay, 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 Maalaea Bay, 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, Maalaea Bay

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

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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 Maalaea Bay, 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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Best Pet-Friendly Vacation Rentals in Maalaea Bay, HI

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

Suite Maui Paradise Condo

Holiday Home, Maalaea Bay

Suite Maui Paradise Condo is a holiday home in Maalaea Bay, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Suite Maui Paradise Condo

Suite Maui Paradise Condo is a holiday home in Maalaea Bay, with pet-friendly space and pool 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, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,942.

From$176/night

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

Condo, Maalaea Bay

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

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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 Maalaea Bay, 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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On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location.

Condo, Maalaea Bay

On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location. is a condo in Maalaea Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location.

On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location. is a condo in Maalaea Bay, 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 $2,457.

From$227/night

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BEAUTIFUL OCEANFRONT CONDO* EXCELLENT VIEW* PERFECT LOCATION & A/C

Condo, Maalaea Bay

BEAUTIFUL OCEANFRONT CONDO* EXCELLENT VIEW* PERFECT LOCATION & A/C is a condo in Maalaea Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About BEAUTIFUL OCEANFRONT CONDO* EXCELLENT VIEW* PERFECT LOCATION & A/C

BEAUTIFUL OCEANFRONT CONDO* EXCELLENT VIEW* PERFECT LOCATION & A/C is a condo in Maalaea Bay, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,713.

From$250/night

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Best Maalaea Bay, HI vacation rentals with a kitchen

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

Breezy Maalaea Oceanfront Condo Newly Renovated Pool BBQ Near the Harbor

Condo, Maalaea Bay

Breezy Maalaea Oceanfront Condo Newly Renovated Pool BBQ Near the Harbor is a condo in Maalaea Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Breezy Maalaea Oceanfront Condo Newly Renovated Pool BBQ Near the Harbor

Breezy Maalaea Oceanfront Condo Newly Renovated Pool BBQ Near the Harbor is a condo in Maalaea Bay, 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 $1,600.

From$155/night

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Celebrate in style with stunning Oceanfront views

Condo, Maalaea Bay

Celebrate in style with stunning Oceanfront views is a condo in Maalaea Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Celebrate in style with stunning Oceanfront views

Celebrate in style with stunning Oceanfront views is a condo in Maalaea Bay, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,139.

From$159/night

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

Condo, Maalaea Bay

Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil Views is a condo in Maalaea Bay, 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 Maalaea Bay, 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, Maalaea Bay

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

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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 Maalaea Bay, 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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