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Haleakala National Park Holiday Rentals

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50 rentals in Haleakala National Park.
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Hawaiian Cottage and Personal Paradise /BBKM 2013/0004, holiday rental in Haleakala National Park
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004, holiday rental in Haleakala National Park
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004, holiday rental in Haleakala National Park

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
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Permitted - Newly Renovated Attached Cottage - Bed & Breakfast (BBMP2015/0001), holiday rental in Haleakala National Park
Permitted - Newly Renovated Attached Cottage - Bed & Breakfast (BBMP2015/0001), holiday rental in Haleakala National Park
Permitted - Newly Renovated Attached Cottage - Bed & Breakfast (BBMP2015/0001), holiday rental in Haleakala National Park

Permitted - Newly Renovated Attached Cottage - Bed & Breakfast (BBMP2015/0001)

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View, holiday rental in Haleakala National Park
Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View, holiday rental in Haleakala National Park
Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View, holiday rental in Haleakala National Park

Upcountry Kula - Private House On The Slopes Of Haleakala - Multi-Island View

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms, holiday rental in Haleakala National Park
Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms, holiday rental in Haleakala National Park
Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms, holiday rental in Haleakala National Park

Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Private 2BR Cottage(House) with Waterfall Pool- Maui Meadows Permitted, holiday rental in Haleakala National Park
Private 2BR Cottage(House) with Waterfall Pool- Maui Meadows Permitted, holiday rental in Haleakala National Park
Private 2BR Cottage(House) with Waterfall Pool- Maui Meadows Permitted, holiday rental in Haleakala National Park

Private 2BR Cottage(House) with Waterfall Pool- Maui Meadows Permitted

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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One-of-a-Kind Maui Getaway!, holiday rental in Haleakala National Park
One-of-a-Kind Maui Getaway!, holiday rental in Haleakala National Park
One-of-a-Kind Maui Getaway!, holiday rental in Haleakala National Park

One-of-a-Kind Maui Getaway!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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PrivateHome 3b/3b Spectacular Views with pool & AC!, holiday rental in Haleakala National Park
PrivateHome 3b/3b Spectacular Views with pool & AC!, holiday rental in Haleakala National Park
PrivateHome 3b/3b Spectacular Views with pool & AC!, holiday rental in Haleakala National Park

PrivateHome 3b/3b Spectacular Views with pool & AC!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private lush 2 Acre Mountain Home Maui Permitted#STMP ********* many amenities, holiday rental in Haleakala National Park
Private lush 2 Acre Mountain Home Maui Permitted#STMP ********* many amenities, holiday rental in Haleakala National Park
Private lush 2 Acre Mountain Home Maui Permitted#STMP ********* many amenities, holiday rental in Haleakala National Park

Private lush 2 Acre Mountain Home Maui Permitted#STMP ********* many amenities

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Breath taking ocean and volcano views! Pool, Updated Home Theater, holiday rental in Haleakala National Park
Breath taking ocean and volcano views! Pool, Updated Home Theater, holiday rental in Haleakala National Park
Breath taking ocean and volcano views! Pool, Updated Home Theater, holiday rental in Haleakala National Park

Breath taking ocean and volcano views! Pool, Updated Home Theater

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Bright modern home, gorgeous Ocean & Mt views, organic farm, centrally located, holiday rental in Haleakala National Park
Bright modern home, gorgeous Ocean & Mt views, organic farm, centrally located, holiday rental in Haleakala National Park
Bright modern home, gorgeous Ocean & Mt views, organic farm, centrally located, holiday rental in Haleakala National Park

Bright modern home, gorgeous Ocean & Mt views, organic farm, centrally located

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Heaven on Earth in Upcountry Maui, holiday rental in Haleakala National Park
Heaven on Earth in Upcountry Maui, holiday rental in Haleakala National Park
Heaven on Earth in Upcountry Maui, holiday rental in Haleakala National Park

Heaven on Earth in Upcountry Maui

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Pookela Paradise 1- Great Location! Spectacular Ocean Views!  STMP 2016/0002, holiday rental in Haleakala National Park
Pookela Paradise 1- Great Location! Spectacular Ocean Views!  STMP 2016/0002, holiday rental in Haleakala National Park
Pookela Paradise 1- Great Location! Spectacular Ocean Views!  STMP 2016/0002, holiday rental in Haleakala National Park

Pookela Paradise 1- Great Location! Spectacular Ocean Views! STMP 2016/0002

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Upcountry retreat with breathtaking views!, holiday rental in Haleakala National Park
Luxury Upcountry retreat with breathtaking views!, holiday rental in Haleakala National Park
Luxury Upcountry retreat with breathtaking views!, holiday rental in Haleakala National Park

Luxury Upcountry retreat with breathtaking views!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kula Luxury Retreat With Stunning Ocean & Mountain Views!, holiday rental in Haleakala National Park
Kula Luxury Retreat With Stunning Ocean & Mountain Views!, holiday rental in Haleakala National Park
Kula Luxury Retreat With Stunning Ocean & Mountain Views!, holiday rental in Haleakala National Park

Kula Luxury Retreat With Stunning Ocean & Mountain Views!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Historic Maui House, 7 Unit Estate, Pool, Central Maui Location, holiday rental in Haleakala National Park
Historic Maui House, 7 Unit Estate, Pool, Central Maui Location, holiday rental in Haleakala National Park
Historic Maui House, 7 Unit Estate, Pool, Central Maui Location, holiday rental in Haleakala National Park

Historic Maui House, 7 Unit Estate, Pool, Central Maui Location

Holiday Rental House
7 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Kula Villa- Spectacular Upcountry views, exclusive and private.   *******-7370, holiday rental in Haleakala National Park
Kula Villa- Spectacular Upcountry views, exclusive and private.   *******-7370, holiday rental in Haleakala National Park
Kula Villa- Spectacular Upcountry views, exclusive and private.   *******-7370, holiday rental in Haleakala National Park

Kula Villa- Spectacular Upcountry views, exclusive and private. *******-7370

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Heaven on Earth ~PRIVATE ESTATE/ OCEAN Views/large Swimming pool, Close to beach, holiday rental in Haleakala National Park
Heaven on Earth ~PRIVATE ESTATE/ OCEAN Views/large Swimming pool, Close to beach, holiday rental in Haleakala National Park
Heaven on Earth ~PRIVATE ESTATE/ OCEAN Views/large Swimming pool, Close to beach, holiday rental in Haleakala National Park

Heaven on Earth ~PRIVATE ESTATE/ OCEAN Views/large Swimming pool, Close to beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Wailea Home w/ big Oceanviews, pool table, jacuzzi, 2min drive to beach, holiday rental in Haleakala National Park
Private Wailea Home w/ big Oceanviews, pool table, jacuzzi, 2min drive to beach, holiday rental in Haleakala National Park
Private Wailea Home w/ big Oceanviews, pool table, jacuzzi, 2min drive to beach, holiday rental in Haleakala National Park

Private Wailea Home w/ big Oceanviews, pool table, jacuzzi, 2min drive to beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Honeymooner's Delight, Private Pool & Property,Ocean Views, close to beach., holiday rental in Haleakala National Park
Honeymooner's Delight, Private Pool & Property,Ocean Views, close to beach., holiday rental in Haleakala National Park
Honeymooner's Delight, Private Pool & Property,Ocean Views, close to beach., holiday rental in Haleakala National Park

Honeymooner's Delight, Private Pool & Property,Ocean Views, close to beach.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Haleakala Sunrise Home (Kula, Maui, Hawaii), holiday rental in Haleakala National Park
Haleakala Sunrise Home (Kula, Maui, Hawaii), holiday rental in Haleakala National Park
Haleakala Sunrise Home (Kula, Maui, Hawaii), holiday rental in Haleakala National Park

Haleakala Sunrise Home (Kula, Maui, Hawaii)

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Maui 4 BD Heated Pool very quiet and private home in kihei Wailea resort area, holiday rental in Haleakala National Park
Maui 4 BD Heated Pool very quiet and private home in kihei Wailea resort area, holiday rental in Haleakala National Park
Maui 4 BD Heated Pool very quiet and private home in kihei Wailea resort area, holiday rental in Haleakala National Park

Maui 4 BD Heated Pool very quiet and private home in kihei Wailea resort area

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!, holiday rental in Haleakala National Park
PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!, holiday rental in Haleakala National Park
PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!, holiday rental in Haleakala National Park

PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Nestled on the Slopes of Haleakala with a View from Coast to Coast - Permitted, holiday rental in Haleakala National Park
Nestled on the Slopes of Haleakala with a View from Coast to Coast - Permitted, holiday rental in Haleakala National Park
Nestled on the Slopes of Haleakala with a View from Coast to Coast - Permitted, holiday rental in Haleakala National Park

Nestled on the Slopes of Haleakala with a View from Coast to Coast - Permitted

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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North Shore Lookout Maui - Makani Suite - Upcountry - Makawao - Maui B&B, holiday rental in Haleakala National Park
North Shore Lookout Maui - Makani Suite - Upcountry - Makawao - Maui B&B, holiday rental in Haleakala National Park
North Shore Lookout Maui - Makani Suite - Upcountry - Makawao - Maui B&B, holiday rental in Haleakala National Park

North Shore Lookout Maui - Makani Suite - Upcountry - Makawao - Maui B&B

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Maui Escape, holiday rental in Haleakala National Park
Maui Escape, holiday rental in Haleakala National Park
Maui Escape, holiday rental in Haleakala National Park

Maui Escape

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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2BR Suite with Hot Tub & Fruit Trees, on the Way to Haleakala National Park!, holiday rental in Haleakala National Park
2BR Suite with Hot Tub & Fruit Trees, on the Way to Haleakala National Park!, holiday rental in Haleakala National Park
2BR Suite with Hot Tub & Fruit Trees, on the Way to Haleakala National Park!, holiday rental in Haleakala National Park

2BR Suite with Hot Tub & Fruit Trees, on the Way to Haleakala National Park!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Listen to the Breeze, Wander the Garden, Relax, Rejuvenate.  Unique cottage., holiday rental in Haleakala National Park
Listen to the Breeze, Wander the Garden, Relax, Rejuvenate.  Unique cottage., holiday rental in Haleakala National Park
Listen to the Breeze, Wander the Garden, Relax, Rejuvenate.  Unique cottage., holiday rental in Haleakala National Park

Listen to the Breeze, Wander the Garden, Relax, Rejuvenate. Unique cottage.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Up Country spacious Newly remodeled kitchen close to beach, airport, UpCountry

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular Panoramic Ocean Views - Private Ohana, holiday rental in Haleakala National Park
Spectacular Panoramic Ocean Views - Private Ohana, holiday rental in Haleakala National Park
Spectacular Panoramic Ocean Views - Private Ohana, holiday rental in Haleakala National Park

Spectacular Panoramic Ocean Views - Private Ohana

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Historic Upcountry Ranch Home, holiday rental in Haleakala National Park
Historic Upcountry Ranch Home, holiday rental in Haleakala National Park
Historic Upcountry Ranch Home, holiday rental in Haleakala National Park

Historic Upcountry Ranch Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Home with Pool & Fruit Trees, on the Way to Haleakala National Park!, holiday rental in Haleakala National Park
Private Home with Pool & Fruit Trees, on the Way to Haleakala National Park!, holiday rental in Haleakala National Park
Private Home with Pool & Fruit Trees, on the Way to Haleakala National Park!, holiday rental in Haleakala National Park

Private Home with Pool & Fruit Trees, on the Way to Haleakala National Park!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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2BR Suite with Hot Tub & Fruit Trees, Upcountry!, holiday rental in Haleakala National Park
2BR Suite with Hot Tub & Fruit Trees, Upcountry!, holiday rental in Haleakala National Park
2BR Suite with Hot Tub & Fruit Trees, Upcountry!, holiday rental in Haleakala National Park

2BR Suite with Hot Tub & Fruit Trees, Upcountry!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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One-of-a-Kind Maui Getaway!, holiday rental in Haleakala National Park
One-of-a-Kind Maui Getaway!, holiday rental in Haleakala National Park
One-of-a-Kind Maui Getaway!, holiday rental in Haleakala National Park

One-of-a-Kind Maui Getaway!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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North Shore Lookout Maui - The Duke's Cottage - Upcountry - Makawao - Maui B&B, holiday rental in Haleakala National Park
North Shore Lookout Maui - The Duke's Cottage - Upcountry - Makawao - Maui B&B, holiday rental in Haleakala National Park
North Shore Lookout Maui - The Duke's Cottage - Upcountry - Makawao - Maui B&B, holiday rental in Haleakala National Park

North Shore Lookout Maui - The Duke's Cottage - Upcountry - Makawao - Maui B&B

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sacred Garden Retreat—Unique Log House on Maui!, holiday rental in Haleakala National Park
Sacred Garden Retreat—Unique Log House on Maui!, holiday rental in Haleakala National Park
Sacred Garden Retreat—Unique Log House on Maui!, holiday rental in Haleakala National Park

Sacred Garden Retreat—Unique Log House on Maui!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Ensuite Bedroom plus Clear Bubble Tent w/Queen Size Bed, holiday rental in Haleakala National Park
Ensuite Bedroom plus Clear Bubble Tent w/Queen Size Bed, holiday rental in Haleakala National Park
Ensuite Bedroom plus Clear Bubble Tent w/Queen Size Bed, holiday rental in Haleakala National Park

Ensuite Bedroom plus Clear Bubble Tent w/Queen Size Bed

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Adorable 1930's Gingerbread House....Permitted!, holiday rental in Haleakala National Park
Adorable 1930's Gingerbread House....Permitted!, holiday rental in Haleakala National Park
Adorable 1930's Gingerbread House....Permitted!, holiday rental in Haleakala National Park

Adorable 1930's Gingerbread House....Permitted!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hale Kiana: Quiet mountain-side retreat.  Great Views, holiday rental in Haleakala National Park
Hale Kiana: Quiet mountain-side retreat.  Great Views, holiday rental in Haleakala National Park
Hale Kiana: Quiet mountain-side retreat.  Great Views, holiday rental in Haleakala National Park

Hale Kiana: Quiet mountain-side retreat. Great Views

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Private Home w/ Pool; Fruit Trees & Coastal Views, Near Haleakala National Park!, holiday rental in Haleakala National Park
Private Home w/ Pool; Fruit Trees & Coastal Views, Near Haleakala National Park!, holiday rental in Haleakala National Park
Private Home w/ Pool; Fruit Trees & Coastal Views, Near Haleakala National Park!, holiday rental in Haleakala National Park

Private Home w/ Pool; Fruit Trees & Coastal Views, Near Haleakala National Park!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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North Shore Lookout Maui! Hoku Suite -upcountry -Makawao -Maui B&B, holiday rental in Haleakala National Park
North Shore Lookout Maui! Hoku Suite -upcountry -Makawao -Maui B&B, holiday rental in Haleakala National Park
North Shore Lookout Maui! Hoku Suite -upcountry -Makawao -Maui B&B, holiday rental in Haleakala National Park

North Shore Lookout Maui! Hoku Suite -upcountry -Makawao -Maui B&B

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quiet, secluded 1-bd cottage retreat with sleeping loft & work space , holiday rental in Haleakala National Park
Quiet, secluded 1-bd cottage retreat with sleeping loft & work space , holiday rental in Haleakala National Park
Quiet, secluded 1-bd cottage retreat with sleeping loft & work space , holiday rental in Haleakala National Park

Quiet, secluded 1-bd cottage retreat with sleeping loft & work space

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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'WOW IT'S LIKE OUR OWN PRIVATE RESORT!'... recent guest., holiday rental in Haleakala National Park
'WOW IT'S LIKE OUR OWN PRIVATE RESORT!'... recent guest., holiday rental in Haleakala National Park
'WOW IT'S LIKE OUR OWN PRIVATE RESORT!'... recent guest., holiday rental in Haleakala National Park

'WOW IT'S LIKE OUR OWN PRIVATE RESORT!'... recent guest.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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North Shore Lookout Maui - Pele Suite - Upcountry - Makawao - Maui! B&B, holiday rental in Haleakala National Park
North Shore Lookout Maui - Pele Suite - Upcountry - Makawao - Maui! B&B, holiday rental in Haleakala National Park
North Shore Lookout Maui - Pele Suite - Upcountry - Makawao - Maui! B&B, holiday rental in Haleakala National Park

North Shore Lookout Maui - Pele Suite - Upcountry - Makawao - Maui! B&B

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Tranquil home situated in tropical garden near world class beaches, holiday rental in Haleakala National Park
Tranquil home situated in tropical garden near world class beaches, holiday rental in Haleakala National Park
Tranquil home situated in tropical garden near world class beaches, holiday rental in Haleakala National Park

Tranquil home situated in tropical garden near world class beaches

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Quiet 1-bd cottage retreat with sleeping loft & work space, holiday rental in Haleakala National Park
Quiet 1-bd cottage retreat with sleeping loft & work space, holiday rental in Haleakala National Park
Quiet 1-bd cottage retreat with sleeping loft & work space, holiday rental in Haleakala National Park

Quiet 1-bd cottage retreat with sleeping loft & work space

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Upcountry Villa with breathtaking views, holiday rental in Haleakala National Park
Luxury Upcountry Villa with breathtaking views, holiday rental in Haleakala National Park
Luxury Upcountry Villa with breathtaking views, holiday rental in Haleakala National Park

Luxury Upcountry Villa with breathtaking views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Luxury on Slopes of Haleakala, Maui, holiday rental in Haleakala National Park
Spacious Luxury on Slopes of Haleakala, Maui, holiday rental in Haleakala National Park
Spacious Luxury on Slopes of Haleakala, Maui, holiday rental in Haleakala National Park

Spacious Luxury on Slopes of Haleakala, Maui

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Mahina Cottage - Mahina Cottage, holiday rental in Haleakala National Park
Mahina Cottage - Mahina Cottage, holiday rental in Haleakala National Park
Mahina Cottage - Mahina Cottage, holiday rental in Haleakala National Park

Mahina Cottage - Mahina Cottage

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Upcountry Oasis, holiday rental in Haleakala National Park
Upcountry Oasis, holiday rental in Haleakala National Park
Upcountry Oasis, holiday rental in Haleakala National Park

Upcountry Oasis

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely 2 Bedroom at Kihei Akahi, holiday rental in Haleakala National Park
Lovely 2 Bedroom at Kihei Akahi, holiday rental in Haleakala National Park
Lovely 2 Bedroom at Kihei Akahi, holiday rental in Haleakala National Park

Lovely 2 Bedroom at Kihei Akahi

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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