Vacation rentals in Kahakuloa, HI

200 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Kahakuloa, HI

Robbins Estate - Kahakuloa, HI

Robbins Estate

Guest House, Kahakuloa

Robbins Estate is a guest house in Kahakuloa, 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 Kahakuloa, 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! - Kahakuloa, HI

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

Apartment, Kahakuloa

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

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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 Kahakuloa, 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! - Kahakuloa, HI

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

Apartment, Kahakuloa

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

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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 Kahakuloa, 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 - Kahakuloa, HI

Yonegan Central Maui Getaways

Apartment, Kahakuloa

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

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About Yonegan Central Maui Getaways

Yonegan Central Maui Getaways is a apartment in Kahakuloa, 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 Kahakuloa, HI

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

Wailuku Guesthouse - Kahakuloa, HI

Wailuku Guesthouse

Guest House, Kahakuloa

Wailuku Guesthouse is a guest house in Kahakuloa, 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 Wailuku Guesthouse

Wailuku Guesthouse is a guest house in Kahakuloa, 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 $1,286.

From$142/night
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Fabulous ocean view villa offering guests premier accommodations at an unbeatable value! - Kahakuloa, HI

Fabulous ocean view villa offering guests premier accommodations at an unbeatable value!

Holiday Home, Kahakuloa

Fabulous ocean view villa offering guests premier accommodations at an unbeatable value! is a holiday home in Kahakuloa, with pool access, easy beach access, and kitchen access. This stay…

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About Fabulous ocean view villa offering guests premier accommodations at an unbeatable value!

Fabulous ocean view villa offering guests premier accommodations at an unbeatable value! is a holiday home in Kahakuloa, 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 $2,463.

From$191/night
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Better-than-gold remodel, with VIEWS, VIEWS, VIEWS! - Kahakuloa, HI

Better-than-gold remodel, with VIEWS, VIEWS, VIEWS!

Condo, Kahakuloa

Better-than-gold remodel, with VIEWS, VIEWS, VIEWS! is a condo in Kahakuloa, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Better-than-gold remodel, with VIEWS, VIEWS, VIEWS!

Better-than-gold remodel, with VIEWS, VIEWS, VIEWS! is a condo in Kahakuloa, with pool 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 $2,567.

From$199/night
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622 Kapalua Ridge Villa - Kahakuloa, HI

622 Kapalua Ridge Villa

Condo, Kahakuloa

622 Kapalua Ridge Villa is a condo in Kahakuloa, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About 622 Kapalua Ridge Villa

622 Kapalua Ridge Villa is a condo in Kahakuloa, with pool 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 $2,754.

From$223/night
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Best Kahakuloa, HI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

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

Unit 22 Waena Inn - Maui Private Suite

Apartment, Kahakuloa

Unit 22 Waena Inn - Maui Private Suite is a apartment in Kahakuloa, 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 Kahakuloa, 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 - Kahakuloa, HI

Unit 27 Waena Inn - Maui Private Suite

Apartment, Kahakuloa

Unit 27 Waena Inn - Maui Private Suite is a apartment in Kahakuloa, 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 Kahakuloa, 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 - Kahakuloa, HI

Unit 15 Waena Inn - Maui Private Suite

Apartment, Kahakuloa

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

Read more

About Unit 15 Waena Inn - Maui Private Suite

Unit 15 Waena Inn - Maui Private Suite is a apartment in Kahakuloa, 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 - Kahakuloa, HI

Unit 19 Waena Inn - Maui Private Suite

Apartment, Kahakuloa

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

Read more

About Unit 19 Waena Inn - Maui Private Suite

Unit 19 Waena Inn - Maui Private Suite is a apartment in Kahakuloa, 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 Pet-Friendly Vacation Rentals in Kahakuloa, HI

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

Cozy One bedroom house by all north shore beaches and paia town, - Kahakuloa, HI

Cozy One bedroom house by all north shore beaches and paia town,

Holiday Home, Kahakuloa

Cozy One bedroom house by all north shore beaches and paia town, is a holiday home in Kahakuloa, with pet-friendly space, easy beach access, and room for a group. This stay gives travelers…

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About Cozy One bedroom house by all north shore beaches and paia town,

Cozy One bedroom house by all north shore beaches and paia town, is a holiday home in Kahakuloa, with pet-friendly space, 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, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,765.

From$280/night
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Two Bedroom Paia Beach House Less in the middle of all the North Shore beaches - Kahakuloa, HI

Two Bedroom Paia Beach House Less in the middle of all the North Shore beaches

Holiday Home, Kahakuloa

Two Bedroom Paia Beach House Less in the middle of all the North Shore beaches is a holiday home in Kahakuloa, with pet-friendly space, easy beach access, and kitchen access. This stay…

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About Two Bedroom Paia Beach House Less in the middle of all the North Shore beaches

Two Bedroom Paia Beach House Less in the middle of all the North Shore beaches is a holiday home in Kahakuloa, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,793.

From$380/night
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🏝️Family Vacation Home! Perfect for Couples! Ocean-Golf-Pool Views! Host by Owner - Kahakuloa, HI

🏝️Family Vacation Home! Perfect for Couples! Ocean-Golf-Pool Views! Host by Owner

Condo, Kahakuloa

🏝️Family Vacation Home! Perfect for Couples! Ocean-Golf-Pool Views! Host by Owner is a condo in Kahakuloa, with pool access, easy beach access, and kitchen access. This stay gives…

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About 🏝️Family Vacation Home! Perfect for Couples! Ocean-Golf-Pool Views! Host by Owner

🏝️Family Vacation Home! Perfect for Couples! Ocean-Golf-Pool Views! Host by Owner is a condo in Kahakuloa, 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 $4,162.

From$424/night
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Dramatic Ocean Views - Fantastic Location - REDUCED RATES! - Kahakuloa, HI

Dramatic Ocean Views - Fantastic Location - REDUCED RATES!

Condo, Kahakuloa

Dramatic Ocean Views - Fantastic Location - REDUCED RATES! is a condo in Kahakuloa, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Dramatic Ocean Views - Fantastic Location - REDUCED RATES!

Dramatic Ocean Views - Fantastic Location - REDUCED RATES! is a condo in Kahakuloa, 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 $5,869.

From$584/night
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Best Kahakuloa, HI vacation rentals with a kitchen

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

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

Unit 13 Waena Inn - Maui Private Suite

Apartment, Kahakuloa

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

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About Unit 13 Waena Inn - Maui Private Suite

Unit 13 Waena Inn - Maui Private Suite is a apartment in Kahakuloa, 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 - Kahakuloa, HI

Unit 15 Waena Inn - Maui Private Suite

Apartment, Kahakuloa

Unit 15 Waena Inn - Maui Private Suite is a apartment in Kahakuloa, 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 Kahakuloa, 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 - Kahakuloa, HI

Waena Inn Unit 4 – Newly Renovated Maui Private Suite

Apartment, Kahakuloa

Waena Inn Unit 4 – Newly Renovated Maui Private Suite is a apartment in Kahakuloa, 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 Kahakuloa, 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 - Kahakuloa, HI

Unit 3 Waena Inn - Newly Renovated Maui Private Suite

Apartment, Kahakuloa

Unit 3 Waena Inn - Newly Renovated Maui Private Suite is a apartment in Kahakuloa, 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 Kahakuloa, 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 Kahakuloa, HI

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

Newly Renovated Modern Cottage: Walk into Historic Wailuku Town! - Kahakuloa, HI

Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

Cottage, Kahakuloa

Newly Renovated Modern Cottage: Walk into Historic Wailuku Town! is a cottage in Kahakuloa, 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 Kahakuloa, 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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International Colony Club 43 Spacious 2BD Cottage Walk to the Beach! - Kahakuloa, HI

International Colony Club 43 Spacious 2BD Cottage Walk to the Beach!

Condo, Kahakuloa

International Colony Club 43 Spacious 2BD Cottage Walk to the Beach! is a condo in Kahakuloa, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About International Colony Club 43 Spacious 2BD Cottage Walk to the Beach!

International Colony Club 43 Spacious 2BD Cottage Walk to the Beach! is a condo in Kahakuloa, 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 $2,325.

From$173/night
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SUMMER SALE! Remodeled Hawaiian Cottage Near Beach w Pool - International Colony Club 37 - Kahakuloa, HI

SUMMER SALE! Remodeled Hawaiian Cottage Near Beach w Pool - International Colony Club 37

Condo, Kahakuloa

SUMMER SALE! Remodeled Hawaiian Cottage Near Beach w Pool - International Colony Club 37 is a condo in Kahakuloa, with pool access, easy beach access, and kitchen access. This stay gives…

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About SUMMER SALE! Remodeled Hawaiian Cottage Near Beach w Pool - International Colony Club 37

SUMMER SALE! Remodeled Hawaiian Cottage Near Beach w Pool - International Colony Club 37 is a condo in Kahakuloa, 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 $2,340.

From$175/night
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International Colony Club 13 Beautifully Furnish Kaanapali Cottage near Beach - Kahakuloa, HI

International Colony Club 13 Beautifully Furnish Kaanapali Cottage near Beach

Condo, Kahakuloa

International Colony Club 13 Beautifully Furnish Kaanapali Cottage near Beach is a condo in Kahakuloa, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About International Colony Club 13 Beautifully Furnish Kaanapali Cottage near Beach

International Colony Club 13 Beautifully Furnish Kaanapali Cottage near Beach is a condo in Kahakuloa, 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 $2,510.

From$193/night
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