Vacation rentals in Wailuku, HI

200 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Wailuku, HI

Robbins Estate - Wailuku, HI

Robbins Estate

Guest House, Wailuku

Robbins Estate is a guest house in Wailuku, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Robbins Estate

Robbins Estate is a guest house in Wailuku, 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 $873.

From$94/night
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Budget Downtown Studio C w/European Twin Bunk Beds, AC, WIFI & free Streamers! - Wailuku, HI

Budget Downtown Studio C w/European Twin Bunk Beds, AC, WIFI & free Streamers!

Apartment, Wailuku

Budget Downtown Studio C w/European Twin Bunk Beds, AC, WIFI & free Streamers! is a apartment in Wailuku, with parking. This stay gives travelers a comfortable base for exploring the area,…

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About Budget Downtown Studio C w/European Twin Bunk Beds, AC, WIFI & free Streamers!

Budget Downtown Studio C w/European Twin Bunk Beds, AC, WIFI & free Streamers! is a apartment in Wailuku, with 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $845.

From$95/night
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Budget Downtown Studio-F Queen, AC, WIFI & 4 free Streamers! - Wailuku, HI

Budget Downtown Studio-F Queen, AC, WIFI & 4 free Streamers!

Apartment, Wailuku

Budget Downtown Studio-F Queen, AC, WIFI & 4 free Streamers! is a apartment in Wailuku, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Budget Downtown Studio-F Queen, AC, WIFI & 4 free Streamers!

Budget Downtown Studio-F Queen, AC, WIFI & 4 free Streamers! is a apartment in Wailuku, 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $845.

From$95/night
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Yonegan Central Maui Getaways - Wailuku, HI

Yonegan Central Maui Getaways

Apartment, Wailuku

Yonegan Central Maui Getaways is a apartment in Wailuku, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Yonegan Central Maui Getaways

Yonegan Central Maui Getaways is a apartment in Wailuku, with 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, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $948.

From$95/night
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Browse Vacation Rentals with a Pool in Wailuku, HI

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

Oceanfront 3rd Floor Unit at Maalaea Kai Complex - Wailuku, HI

Oceanfront 3rd Floor Unit at Maalaea Kai Complex

Condo, Wailuku

Oceanfront 3rd Floor Unit at Maalaea Kai Complex is a condo in Wailuku, 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 Wailuku, 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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Scenic 2BR Retreat Near Maalaea's Pristine Waters - Wailuku, HI

Scenic 2BR Retreat Near Maalaea's Pristine Waters

Condo, Wailuku

Scenic 2BR Retreat Near Maalaea's Pristine Waters is a condo in Wailuku, 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 Wailuku, 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 - Wailuku, HI

Wake to Haleakalā Sunrises and Endless Ocean Views

Condo, Wailuku

Wake to Haleakalā Sunrises and Endless Ocean Views is a condo in Wailuku, 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 Wailuku, 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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Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool. - Wailuku, HI

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

Condo, Wailuku

Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool. is a condo in Wailuku, 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 Wailuku, 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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Best Wailuku, HI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Unit 22 Waena Inn - Maui Private Suite - Wailuku, HI

Unit 22 Waena Inn - Maui Private Suite

Apartment, Wailuku

Unit 22 Waena Inn - Maui Private Suite is a apartment in Wailuku, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Unit 22 Waena Inn - Maui Private Suite

Unit 22 Waena Inn - Maui Private Suite is a apartment in Wailuku, with 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 wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,592.

From$170/night
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Unit 27 Waena Inn - Maui Private Suite - Wailuku, HI

Unit 27 Waena Inn - Maui Private Suite

Apartment, Wailuku

Unit 27 Waena Inn - Maui Private Suite is a apartment in Wailuku, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Unit 27 Waena Inn - Maui Private Suite

Unit 27 Waena Inn - Maui Private Suite is a apartment in Wailuku, with 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 wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,738.

From$170/night
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Unit 15 Waena Inn - Maui Private Suite - Wailuku, HI

Unit 15 Waena Inn - Maui Private Suite

Apartment, Wailuku

Unit 15 Waena Inn - Maui Private Suite is a apartment in Wailuku, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Unit 15 Waena Inn - Maui Private Suite

Unit 15 Waena Inn - Maui Private Suite is a apartment in Wailuku, with 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 wifi, parking, paid parking, ac, and air conditioning.

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

From$171/night
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Unit 19 Waena Inn - Maui Private Suite - Wailuku, HI

Unit 19 Waena Inn - Maui Private Suite

Apartment, Wailuku

Unit 19 Waena Inn - Maui Private Suite is a apartment in Wailuku, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Unit 19 Waena Inn - Maui Private Suite

Unit 19 Waena Inn - Maui Private Suite is a apartment in Wailuku, with 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 wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,750.

From$171/night
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Best Wailuku, HI vacation rentals with a kitchen

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

Unit 13 Waena Inn - Maui Private Suite - Wailuku, HI

Unit 13 Waena Inn - Maui Private Suite

Apartment, Wailuku

Unit 13 Waena Inn - Maui Private Suite is a apartment in Wailuku, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Unit 13 Waena Inn - Maui Private Suite

Unit 13 Waena Inn - Maui Private Suite is a apartment in Wailuku, 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: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,483.

From$182/night
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Unit 15 Waena Inn - Maui Private Suite - Wailuku, HI

Unit 15 Waena Inn - Maui Private Suite

Apartment, Wailuku

Unit 15 Waena Inn - Maui Private Suite is a apartment in Wailuku, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Unit 15 Waena Inn - Maui Private Suite

Unit 15 Waena Inn - Maui Private Suite is a apartment in Wailuku, 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: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,517.

From$185/night
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Waena Inn Unit 4 – Newly Renovated Maui Private Suite - Wailuku, HI

Waena Inn Unit 4 – Newly Renovated Maui Private Suite

Apartment, Wailuku

Waena Inn Unit 4 – Newly Renovated Maui Private Suite is a apartment in Wailuku, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Waena Inn Unit 4 – Newly Renovated Maui Private Suite

Waena Inn Unit 4 – Newly Renovated Maui Private Suite is a apartment in Wailuku, 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,529.

From$186/night
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Unit 3 Waena Inn - Newly Renovated Maui Private Suite - Wailuku, HI

Unit 3 Waena Inn - Newly Renovated Maui Private Suite

Apartment, Wailuku

Unit 3 Waena Inn - Newly Renovated Maui Private Suite is a apartment in Wailuku, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Unit 3 Waena Inn - Newly Renovated Maui Private Suite

Unit 3 Waena Inn - Newly Renovated Maui Private Suite is a apartment in Wailuku, 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,541.

From$188/night
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Our Favorite Family-Friendly Vacation Rentals in Wailuku, HI

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

HALE NIHI, Paia, Maui - Wailuku, HI

HALE NIHI, Paia, Maui

Holiday Home, Wailuku

HALE NIHI, Paia, Maui is a holiday home in Wailuku, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui is a holiday home in Wailuku, with 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 kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,483.

From$250/night
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Perfect getaway for couples for honeymoon or anniversary. - Wailuku, HI

Perfect getaway for couples for honeymoon or anniversary.

Cottage, Wailuku

Perfect getaway for couples for honeymoon or anniversary. is a cottage in Wailuku, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Perfect getaway for couples for honeymoon or anniversary.

Perfect getaway for couples for honeymoon or anniversary. is a cottage in Wailuku, 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 $2,860.

From$376/night
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Beach House! Great for Wind-sports on Maui's North-shore close to Kahului & Paia - Wailuku, HI

Beach House! Great for Wind-sports on Maui's North-shore close to Kahului & Paia

Holiday Home, Wailuku

Beach House! Great for Wind-sports on Maui's North-shore close to Kahului & Paia is a holiday home in Wailuku, with easy beach access and kitchen access. This stay gives travelers a…

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About Beach House! Great for Wind-sports on Maui's North-shore close to Kahului & Paia

Beach House! Great for Wind-sports on Maui's North-shore close to Kahului & Paia is a holiday home in Wailuku, 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 wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,424.

From$540/night
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Nearby destinations around Wailuku, HI

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