Vacation rentals in Kaanapali, HI

Best Vacation rentals and Airbnb offers in Kaanapali, HI

Kahana Reef 201 · KR 201 OceanFront 1BD Condo w Ocean Views Pool

Holiday Home, Kaanapali

Kahana Reef 201 · KR 201 OceanFront 1BD Condo w Ocean Views Pool is a holiday home in Kaanapali, with pool access, easy beach access, and parking. This stay gives travelers a comfortable…

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About Kahana Reef 201 · KR 201 OceanFront 1BD Condo w Ocean Views Pool

Kahana Reef 201 · KR 201 OceanFront 1BD Condo w Ocean Views Pool is a holiday home in Kaanapali, 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, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,851.

From$115/night

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Kahana Reef 106

Apartment, Kaanapali

Kahana Reef 106 is a apartment in Kaanapali, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Kahana Reef 106

Kahana Reef 106 is a apartment in Kaanapali, 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, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,573.

From$125/night

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Royal Kahana 318 Studio Bedroom Condo by RedAwning

Condo, Kaanapali

Royal Kahana 318 Studio Bedroom Condo by RedAwning is a condo in Kaanapali, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Royal Kahana 318 Studio Bedroom Condo by RedAwning

Royal Kahana 318 Studio Bedroom Condo by RedAwning is a condo in Kaanapali, 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 $2,949.

From$163/night

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Royal Kahana 318 Studio Condo

Apartment, Kaanapali

Royal Kahana 318 Studio Condo is a apartment in Kaanapali, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Royal Kahana 318 Studio Condo

Royal Kahana 318 Studio Condo is a apartment in Kaanapali, 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 $2,609.

From$170/night

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Browse Vacation Rentals with a Pool in Kaanapali, HI

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

Royal Kahana 119 Studio Condo

Apartment, Kaanapali

Royal Kahana 119 Studio Condo is a apartment in Kaanapali, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Royal Kahana 119 Studio Condo

Royal Kahana 119 Studio Condo is a apartment in Kaanapali, 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 $2,611.

From$170/night

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Kahana Reef 216 by RedAwning

Condo, Kaanapali

Kahana Reef 216 by RedAwning is a condo in Kaanapali, 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 Kahana Reef 216 by RedAwning

Kahana Reef 216 by RedAwning is a condo in Kaanapali, 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 $2,331.

From$174/night

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Ground floor gem, steps from the Oceans edge

Condo, Kaanapali

Ground floor gem, steps from the Oceans edge is a condo in Kaanapali, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Ground floor gem, steps from the Oceans edge

Ground floor gem, steps from the Oceans edge is a condo in Kaanapali, 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 $1,243.

From$178/night

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Kaanapali Plantation 8 · KPL 8 Remodeled 2BD Home w Ocean Views

Holiday Home, Kaanapali

Kaanapali Plantation 8 · KPL 8 Remodeled 2BD Home w Ocean Views is a holiday home in Kaanapali, with pool access, easy beach access, and parking. This stay gives travelers a comfortable…

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About Kaanapali Plantation 8 · KPL 8 Remodeled 2BD Home w Ocean Views

Kaanapali Plantation 8 · KPL 8 Remodeled 2BD Home w Ocean Views is a holiday home in Kaanapali, 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, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,961.

From$227/night

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Best Kaanapali, HI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Renovated Island Escape 2BR in Kaanapali Haven

Condo, Kaanapali

Renovated Island Escape 2BR in Kaanapali Haven is a condo in Kaanapali, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Renovated Island Escape 2BR in Kaanapali Haven

Renovated Island Escape 2BR in Kaanapali Haven is a condo in Kaanapali, 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 $1,802.

From$257/night

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Kaanapali Plantation 20 Experience ocean views, Cozy 2-bedroom retreat in West Maui.

Condo, Kaanapali

Kaanapali Plantation 20 Experience ocean views, Cozy 2-bedroom retreat in West Maui. is a condo in Kaanapali, with pool access, easy beach access, and parking. This stay gives travelers a…

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About Kaanapali Plantation 20 Experience ocean views, Cozy 2-bedroom retreat in West Maui.

Kaanapali Plantation 20 Experience ocean views, Cozy 2-bedroom retreat in West Maui. is a condo in Kaanapali, 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 $1,958.

From$280/night

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Ocean View Kaanapali Condo w 2 Lanais Loft AC Pool Walk to Beach

Apartment, Kaanapali

Ocean View Kaanapali Condo w 2 Lanais Loft AC Pool Walk to Beach is a apartment in Kaanapali, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Ocean View Kaanapali Condo w 2 Lanais Loft AC Pool Walk to Beach

Ocean View Kaanapali Condo w 2 Lanais Loft AC Pool Walk to Beach is a apartment in Kaanapali, 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 free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,016.

From$299/night

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SUMMER SALE! Panoramic Ocean View Condo Near Beach - Kaanapali Plantation 9

Condo, Kaanapali

SUMMER SALE! Panoramic Ocean View Condo Near Beach - Kaanapali Plantation 9 is a condo in Kaanapali, with pool access, easy beach access, and parking. This stay gives travelers a…

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About SUMMER SALE! Panoramic Ocean View Condo Near Beach - Kaanapali Plantation 9

SUMMER SALE! Panoramic Ocean View Condo Near Beach - Kaanapali Plantation 9 is a condo in Kaanapali, 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 $2,227.

From$318/night

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Best Pet-Friendly Vacation Rentals in Kaanapali, HI

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

Dream Vacation Studio by the Beach and Pool - Lahaina Shores 428

Condo, Kaanapali

Dream Vacation Studio by the Beach and Pool - Lahaina Shores 428 is a condo in Kaanapali, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring…

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About Dream Vacation Studio by the Beach and Pool - Lahaina Shores 428

Dream Vacation Studio by the Beach and Pool - Lahaina Shores 428 is a condo in Kaanapali, 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 $1,355.

From$194/night

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SUMMER SALE!!! Beach Access, Pool, Great Location -Lahaina Shores 426

Condo, Kaanapali

SUMMER SALE!!! Beach Access, Pool, Great Location -Lahaina Shores 426 is a condo in Kaanapali, with pool access and easy beach access. This stay gives travelers a comfortable base for…

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About SUMMER SALE!!! Beach Access, Pool, Great Location -Lahaina Shores 426

SUMMER SALE!!! Beach Access, Pool, Great Location -Lahaina Shores 426 is a condo in Kaanapali, 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 $1,355.

From$194/night

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New Listing - Lahaina Shores 317, Beautiful Beachfront Location

Condo, Kaanapali

New Listing - Lahaina Shores 317, Beautiful Beachfront Location is a condo in Kaanapali, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring…

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About New Listing - Lahaina Shores 317, Beautiful Beachfront Location

New Listing - Lahaina Shores 317, Beautiful Beachfront Location is a condo in Kaanapali, 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 $1,525.

From$218/night

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Best Kaanapali, HI vacation rentals with a kitchen

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

OceanFront 1BD Condo w Ocean Views Pool BBQ - Kahana Reef 201

Condo, Kaanapali

OceanFront 1BD Condo w Ocean Views Pool BBQ - Kahana Reef 201 is a condo in Kaanapali, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About OceanFront 1BD Condo w Ocean Views Pool BBQ - Kahana Reef 201

OceanFront 1BD Condo w Ocean Views Pool BBQ - Kahana Reef 201 is a condo in Kaanapali, 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 $1,377.

From$197/night

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OCEANFRONT RESORT! Royal Kahana 119

Condo, Kaanapali

OCEANFRONT RESORT! Royal Kahana 119 is a condo in Kaanapali, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About OCEANFRONT RESORT! Royal Kahana 119

OCEANFRONT RESORT! Royal Kahana 119 is a condo in Kaanapali, 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, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,384.

From$198/night

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Ocean View Studio at Royal Kahana 318

Condo, Kaanapali

Ocean View Studio at Royal Kahana 318 is a condo in Kaanapali, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Ocean View Studio at Royal Kahana 318

Ocean View Studio at Royal Kahana 318 is a condo in Kaanapali, 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, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,391.

From$199/night

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Maui Kaanapali Villas - One Bedroom Garden View

Condo, Kaanapali

Maui Kaanapali Villas - One Bedroom Garden View is a condo in Kaanapali, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Maui Kaanapali Villas - One Bedroom Garden View

Maui Kaanapali Villas - One Bedroom Garden View is a condo in Kaanapali, 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,809.

From$258/night

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Our Favorite Family-Friendly Vacation Rentals in Kaanapali, HI

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

KBM Resorts Free CAR International Colony Club 2-bedroom Cottage, True Essence of Hawaii! Icc-11

Condo, Kaanapali

KBM Resorts Free CAR International Colony Club 2-bedroom Cottage, True Essence of Hawaii! Icc-11 is a condo in Kaanapali, with pool access, kitchen access, and room for a group. This stay…

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About KBM Resorts Free CAR International Colony Club 2-bedroom Cottage, True Essence of Hawaii! Icc-11

KBM Resorts Free CAR International Colony Club 2-bedroom Cottage, True Essence of Hawaii! Icc-11 is a condo in Kaanapali, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,170.

From$278/night

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

Condo, Kaanapali

International Colony Club 43 Spacious 2BD Cottage Walk to the Beach! is a condo in Kaanapali, 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 Kaanapali, 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 $1,982.

From$283/night

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

Condo, Kaanapali

SUMMER SALE! Remodeled Hawaiian Cottage Near Beach w Pool - International Colony Club 37 is a condo in Kaanapali, 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 Kaanapali, 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 $1,994.

From$285/night

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International Colony Club 13 Beautifully Furnish Kaanapali Cottage near Beach

Condo, Kaanapali

International Colony Club 13 Beautifully Furnish Kaanapali Cottage near Beach is a condo in Kaanapali, 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 Kaanapali, 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 $2,139.

From$306/night

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