Vacation rentals in Keawakapu, HI

200 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Keawakapu, HI

SUMMER SALE! Renovated Condo w AC Near Beach Shops - Keawakapou 208 - Keawakapu, HI

SUMMER SALE! Renovated Condo w AC Near Beach Shops - Keawakapou 208

Condo, Keawakapu

SUMMER SALE! Renovated Condo w AC Near Beach Shops - Keawakapou 208 is a condo in Keawakapu, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About SUMMER SALE! Renovated Condo w AC Near Beach Shops - Keawakapou 208

SUMMER SALE! Renovated Condo w AC Near Beach Shops - Keawakapou 208 is a condo in Keawakapu, with easy beach access, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,978.

From$143/night
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Keawakapu 208 · KKP 208 Renovated Condo w AC Near Beach Shops - Keawakapu, HI

Keawakapu 208 · KKP 208 Renovated Condo w AC Near Beach Shops

Holiday Home, Keawakapu

Keawakapu 208 · KKP 208 Renovated Condo w AC Near Beach Shops is a holiday home in Keawakapu, with easy beach access and parking. This stay gives travelers a comfortable base for exploring…

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About Keawakapu 208 · KKP 208 Renovated Condo w AC Near Beach Shops

Keawakapu 208 · KKP 208 Renovated Condo w AC Near Beach Shops is a holiday home in Keawakapu, with 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, free wifi, parking, paid parking, and parking::free.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,182.

From$153/night
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404 - Gorgeous remodeled oceanfront 1 bed/1.5 bath unit spectacular view! - Keawakapu, HI

404 - Gorgeous remodeled oceanfront 1 bed/1.5 bath unit spectacular view!

Condo, Keawakapu

404 - Gorgeous remodeled oceanfront 1 bed/1.5 bath unit spectacular view! is a condo in Keawakapu, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About 404 - Gorgeous remodeled oceanfront 1 bed/1.5 bath unit spectacular view!

404 - Gorgeous remodeled oceanfront 1 bed/1.5 bath unit spectacular view! is a condo in Keawakapu, 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 $1,986.

From$169/night
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402 - Spectacular Oceanview Unit with A/C! 2 sofa beds! - Keawakapu, HI

402 - Spectacular Oceanview Unit with A/C! 2 sofa beds!

Condo, Keawakapu

402 - Spectacular Oceanview Unit with A/C! 2 sofa beds! is a condo in Keawakapu, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 402 - Spectacular Oceanview Unit with A/C! 2 sofa beds!

402 - Spectacular Oceanview Unit with A/C! 2 sofa beds! is a condo in Keawakapu, 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, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,168.

From$189/night
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Browse Waterfront Vacation Rentals in Keawakapu, HI

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

Stunning ocean sunsets @ Wailea Beaches, foodie kitchen! June discounts! - Keawakapu, HI

Stunning ocean sunsets @ Wailea Beaches, foodie kitchen! June discounts!

Condo, Keawakapu

Stunning ocean sunsets @ Wailea Beaches, foodie kitchen! June discounts! is a condo in Keawakapu, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Stunning ocean sunsets @ Wailea Beaches, foodie kitchen! June discounts!

Stunning ocean sunsets @ Wailea Beaches, foodie kitchen! June discounts! is a condo in Keawakapu, with easy beach access, 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 $2,564.

From$248/night
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Oceanfront Kihei condo with 180 degree island views and pool summer deals - Keawakapu, HI

Oceanfront Kihei condo with 180 degree island views and pool summer deals

Condo, Keawakapu

Oceanfront Kihei condo with 180 degree island views and pool summer deals is a condo in Keawakapu, with pool access and easy beach access. This stay gives travelers a comfortable base for…

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About Oceanfront Kihei condo with 180 degree island views and pool summer deals

Oceanfront Kihei condo with 180 degree island views and pool summer deals is a condo in Keawakapu, 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,293.

From$306/night
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Kihei Wailea Hale across from World Famous Keawakapu Beach! - Keawakapu, HI

Kihei Wailea Hale across from World Famous Keawakapu Beach!

Condo, Keawakapu

Kihei Wailea Hale across from World Famous Keawakapu Beach! is a condo in Keawakapu, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Kihei Wailea Hale across from World Famous Keawakapu Beach!

Kihei Wailea Hale across from World Famous Keawakapu Beach! is a condo in Keawakapu, with easy beach access, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,063.

From$309/night
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Mana Kai 314 - Experience Stunning Coastal Views on Keawakapu Beach, Split AC - Keawakapu, HI

Mana Kai 314 - Experience Stunning Coastal Views on Keawakapu Beach, Split AC

Condo, Keawakapu

Mana Kai 314 - Experience Stunning Coastal Views on Keawakapu Beach, Split AC is a condo in Keawakapu, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Mana Kai 314 - Experience Stunning Coastal Views on Keawakapu Beach, Split AC

Mana Kai 314 - Experience Stunning Coastal Views on Keawakapu Beach, Split AC is a condo in Keawakapu, 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 $3,462.

From$320/night
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Browse Vacation Rentals with a Pool in Keawakapu, HI

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

KIHEI SURFSIDE #608 - Keawakapu, HI

KIHEI SURFSIDE #608

Apartment, Keawakapu

KIHEI SURFSIDE #608 is a apartment in Keawakapu, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About KIHEI SURFSIDE #608

KIHEI SURFSIDE #608 is a apartment in Keawakapu, 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: pool, free wifi, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,886.

From$245/night
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Oceanfront Condo | Direct Beach Access | Serene Kaanapali Escape w/ Pool + AC - Keawakapu, HI

Oceanfront Condo | Direct Beach Access | Serene Kaanapali Escape w/ Pool + AC

Condo, Keawakapu

Oceanfront Condo · Direct Beach Access · Serene Kaanapali Escape w/ Pool + AC is a condo in Keawakapu, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Oceanfront Condo | Direct Beach Access | Serene Kaanapali Escape w/ Pool + AC

Oceanfront Condo · Direct Beach Access · Serene Kaanapali Escape w/ Pool + AC is a condo in Keawakapu, 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 $2,540.

From$274/night
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Spacious Condo Near Kihei and Wailea Beaches - Kam III and Keawakapu Beach. - Keawakapu, HI

Spacious Condo Near Kihei and Wailea Beaches - Kam III and Keawakapu Beach.

Condo, Keawakapu

Spacious Condo Near Kihei and Wailea Beaches - Kam III and Keawakapu Beach. is a condo in Keawakapu, with pool access and easy beach access. This stay gives travelers a comfortable base for…

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About Spacious Condo Near Kihei and Wailea Beaches - Kam III and Keawakapu Beach.

Spacious Condo Near Kihei and Wailea Beaches - Kam III and Keawakapu Beach. is a condo in Keawakapu, 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 $2,962.

From$283/night
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Kihei Surfside, #612 1 Bedroom Condo by RedAwning - Keawakapu, HI

Kihei Surfside, #612 1 Bedroom Condo by RedAwning

Condo, Keawakapu

Kihei Surfside, #612 1 Bedroom Condo by RedAwning is a condo in Keawakapu, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Kihei Surfside, #612 1 Bedroom Condo by RedAwning

Kihei Surfside, #612 1 Bedroom Condo by RedAwning is a condo in Keawakapu, with pool 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, washer, accessible, and elevator.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,489.

From$296/night
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Best Keawakapu, HI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Kihei Bay Surf 245 - Keawakapu, HI

Kihei Bay Surf 245

Apartment, Keawakapu

Kihei Bay Surf 245 is a apartment in Keawakapu, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Kihei Bay Surf 245

Kihei Bay Surf 245 is a apartment in Keawakapu, 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, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,627.

From$136/night
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LOW Summer rates A/C-Free Parking-No Resort Fees - Keawakapu, HI

LOW Summer rates A/C-Free Parking-No Resort Fees

Apartment, Keawakapu

LOW Summer rates A/C-Free Parking-No Resort Fees is a apartment in Keawakapu, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About LOW Summer rates A/C-Free Parking-No Resort Fees

LOW Summer rates A/C-Free Parking-No Resort Fees is a apartment in Keawakapu, with pool access, 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, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,801.

From$164/night
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Private Ocean View - Lanai Remodeled Wailea Condo - Pools, Parking & Fast WiFi - Keawakapu, HI

Private Ocean View - Lanai Remodeled Wailea Condo - Pools, Parking & Fast WiFi

Condo, Keawakapu

Private Ocean View - Lanai Remodeled Wailea Condo - Pools, Parking & Fast WiFi is a condo in Keawakapu, with pool access, easy beach access, and parking. This stay gives travelers a…

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About Private Ocean View - Lanai Remodeled Wailea Condo - Pools, Parking & Fast WiFi

Private Ocean View - Lanai Remodeled Wailea Condo - Pools, Parking & Fast WiFi is a condo in Keawakapu, 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,019.

From$270/night
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KIHEI SURFSIDE, #612 - Keawakapu, HI

KIHEI SURFSIDE, #612

Apartment, Keawakapu

KIHEI SURFSIDE, #612 is a apartment in Keawakapu, 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 KIHEI SURFSIDE, #612

KIHEI SURFSIDE, #612 is a apartment in Keawakapu, 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 $2,966.

From$312/night
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Best Pet-Friendly Vacation Rentals in Keawakapu, HI

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

Koa Resort 1D- Special location- private and quiet- Air conditioning!!!! - Keawakapu, HI

Koa Resort 1D- Special location- private and quiet- Air conditioning!!!!

Condo, Keawakapu

Koa Resort 1D- Special location- private and quiet- Air conditioning!!!! is a condo in Keawakapu, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Koa Resort 1D- Special location- private and quiet- Air conditioning!!!!

Koa Resort 1D- Special location- private and quiet- Air conditioning!!!! is a condo in Keawakapu, with pool access, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,409.

From$125/night
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Kauhale Makai by Coldwell Banker Island Vacations - Keawakapu, HI

Kauhale Makai by Coldwell Banker Island Vacations

Condo, Keawakapu

Kauhale Makai by Coldwell Banker Island Vacations is a condo in Keawakapu, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Kauhale Makai by Coldwell Banker Island Vacations

Kauhale Makai by Coldwell Banker Island Vacations is a condo in Keawakapu, with 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: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,846.

From$142/night
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Luxury on a Budget Wailea Ekolu 1403 -1 Bed/2 Bath Vacation Condo - Keawakapu, HI

Luxury on a Budget Wailea Ekolu 1403 -1 Bed/2 Bath Vacation Condo

Condo, Keawakapu

Luxury on a Budget Wailea Ekolu 1403 -1 Bed/2 Bath Vacation Condo is a condo in Keawakapu, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Luxury on a Budget Wailea Ekolu 1403 -1 Bed/2 Bath Vacation Condo

Luxury on a Budget Wailea Ekolu 1403 -1 Bed/2 Bath Vacation Condo is a condo in Keawakapu, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,911.

From$242/night
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Wailea Ekolu One Bedrooms by Coldwell Banker Island Vacations - Keawakapu, HI

Wailea Ekolu One Bedrooms by Coldwell Banker Island Vacations

Condo, Keawakapu

Wailea Ekolu One Bedrooms by Coldwell Banker Island Vacations is a condo in Keawakapu, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Wailea Ekolu One Bedrooms by Coldwell Banker Island Vacations

Wailea Ekolu One Bedrooms by Coldwell Banker Island Vacations is a condo in Keawakapu, with pool 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, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,477.

From$278/night
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Best Keawakapu, HI vacation rentals with a kitchen

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

Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea - Keawakapu, HI

Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea

Condo, Keawakapu

Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea is a condo in Keawakapu, with pool access, easy beach access, and kitchen access. This stay gives…

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About Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea

Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea is a condo in Keawakapu, 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 $2,855.

From$243/night
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Kihei Surfside - Maui Condo & Home - Keawakapu, HI

Kihei Surfside - Maui Condo & Home

Condo, Keawakapu

Kihei Surfside - Maui Condo & Home is a condo in Keawakapu, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Kihei Surfside - Maui Condo & Home

Kihei Surfside - Maui Condo & Home is a condo in Keawakapu, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,929.

From$310/night
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Hale Hui Kai 306 Two bedroom Two bath with Ocean View - Keawakapu, HI

Hale Hui Kai 306 Two bedroom Two bath with Ocean View

Condo, Keawakapu

Hale Hui Kai 306 Two bedroom Two bath with Ocean View is a condo in Keawakapu, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Hale Hui Kai 306 Two bedroom Two bath with Ocean View

Hale Hui Kai 306 Two bedroom Two bath with Ocean View is a condo in Keawakapu, 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, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,427.

From$325/night
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Hale Hui Kai 208 - Ocean View Luxury Condo on the best beach on Maui, Split AC! - Keawakapu, HI

Hale Hui Kai 208 - Ocean View Luxury Condo on the best beach on Maui, Split AC!

Condo, Keawakapu

Hale Hui Kai 208 - Ocean View Luxury Condo on the best beach on Maui, Split AC! is a condo in Keawakapu, with pool access, easy beach access, and parking. This stay gives travelers a…

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About Hale Hui Kai 208 - Ocean View Luxury Condo on the best beach on Maui, Split AC!

Hale Hui Kai 208 - Ocean View Luxury Condo on the best beach on Maui, Split AC! is a condo in Keawakapu, 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 $3,656.

From$337/night
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