Vacation rentals in Haleakala Summit, HI

73 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Haleakala Summit, HI

Kihei Akahi 1BD Near Great Beaches - Haleakala Summit, HI

Kihei Akahi 1BD Near Great Beaches

Condo, Haleakala Summit

Kihei Akahi 1BD Near Great Beaches is a condo in Haleakala Summit, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Kihei Akahi 1BD Near Great Beaches

Kihei Akahi 1BD Near Great Beaches is a condo in Haleakala Summit, 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 $2,149.

From$169/night
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Bed and Breakfast on the Slopes of Haleakala - Haleakala Summit, HI

Bed and Breakfast on the Slopes of Haleakala

Guest House, Haleakala Summit

Bed and Breakfast on the Slopes of Haleakala is a guest house in Haleakala Summit, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Bed and Breakfast on the Slopes of Haleakala

Bed and Breakfast on the Slopes of Haleakala is a guest house in Haleakala Summit, 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 $2,998.

From$325/night
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Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui! - Haleakala Summit, HI

Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!

Apartment, Haleakala Summit

Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui! is a apartment in Haleakala Summit, with pool access, kitchen access, and a quieter setting. This stay gives…

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About Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!

Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui! is a apartment in Haleakala Summit, with pool access, kitchen access, and a quieter setting. 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 fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,447.

From$375/night
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Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui! - Haleakala Summit, HI

Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui!

Apartment, Haleakala Summit

Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui! is a apartment in Haleakala Summit, with pool access and kitchen access. This stay gives travelers a comfortable base…

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About Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui!

Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui! is a apartment in Haleakala Summit, 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, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,447.

From$375/night
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Browse Vacation Rentals with a Pool in Haleakala Summit, HI

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

Ground Floor Serenity - Makena Surf C-103 - Stunning Ocean Views & Lush Settings - Haleakala Summit, HI

Ground Floor Serenity - Makena Surf C-103 - Stunning Ocean Views & Lush Settings

Condo, Haleakala Summit

Ground Floor Serenity - Makena Surf C-103 - Stunning Ocean Views & Lush Settings is a condo in Haleakala Summit, with pool access and easy beach access. This stay gives travelers a…

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About Ground Floor Serenity - Makena Surf C-103 - Stunning Ocean Views & Lush Settings

Ground Floor Serenity - Makena Surf C-103 - Stunning Ocean Views & Lush Settings is a condo in Haleakala Summit, 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 $6,198.

From$593/night
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Luxurious Ground Level Haven - Stunning Inside & Out - Makena Surf Resort C102 - Haleakala Summit, HI

Luxurious Ground Level Haven - Stunning Inside & Out - Makena Surf Resort C102

Condo, Haleakala Summit

Luxurious Ground Level Haven - Stunning Inside & Out - Makena Surf Resort C102 is a condo in Haleakala Summit, with pool access. This stay gives travelers a comfortable base for exploring…

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About Luxurious Ground Level Haven - Stunning Inside & Out - Makena Surf Resort C102

Luxurious Ground Level Haven - Stunning Inside & Out - Makena Surf Resort C102 is a condo in Haleakala Summit, 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 $6,198.

From$593/night
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Amazing Remodeled Oceanfront Escape – Makena Surf F-202 with Spectacular Views! - Haleakala Summit, HI

Amazing Remodeled Oceanfront Escape – Makena Surf F-202 with Spectacular Views!

Condo, Haleakala Summit

Amazing Remodeled Oceanfront Escape – Makena Surf F-202 with Spectacular Views! is a condo in Haleakala Summit, with pool access and easy beach access. This stay gives travelers a…

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About Amazing Remodeled Oceanfront Escape – Makena Surf F-202 with Spectacular Views!

Amazing Remodeled Oceanfront Escape – Makena Surf F-202 with Spectacular Views! is a condo in Haleakala Summit, 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 $6,211.

From$595/night
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Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-206 - Haleakala Summit, HI

Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-206

Condo, Haleakala Summit

Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-206 is a condo in Haleakala Summit, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-206

Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-206 is a condo in Haleakala Summit, 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 $6,078.

From$595/night
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Best Haleakala Summit, HI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Makena Surf G-201 - Corner Unit With Amazing Views, Pools, Pickleball & Peloton - Haleakala Summit, HI

Makena Surf G-201 - Corner Unit With Amazing Views, Pools, Pickleball & Peloton

Condo, Haleakala Summit

Makena Surf G-201 - Corner Unit With Amazing Views, Pools, Pickleball & Peloton is a condo in Haleakala Summit, with pool access and parking. This stay gives travelers a comfortable base…

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About Makena Surf G-201 - Corner Unit With Amazing Views, Pools, Pickleball & Peloton

Makena Surf G-201 - Corner Unit With Amazing Views, Pools, Pickleball & Peloton is a condo in Haleakala Summit, 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, parking, onsite parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,966.

From$783/night
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PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful! - Haleakala Summit, HI

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

Holiday Home, Haleakala Summit

PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful! is a holiday home in Haleakala Summit, with parking and kitchen access. This stay gives travelers a comfortable…

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

PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful! is a holiday home in Haleakala Summit, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,742.

From$975/night
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Makena Oceanfront 4 Bedroom/4 Bath Home - Captivating Views - Great Location - Haleakala Summit, HI

Makena Oceanfront 4 Bedroom/4 Bath Home - Captivating Views - Great Location

Holiday Home, Haleakala Summit

Makena Oceanfront 4 Bedroom/4 Bath Home - Captivating Views - Great Location is a holiday home in Haleakala Summit, with easy beach access, parking, and kitchen access. This stay gives…

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About Makena Oceanfront 4 Bedroom/4 Bath Home - Captivating Views - Great Location

Makena Oceanfront 4 Bedroom/4 Bath Home - Captivating Views - Great Location is a holiday home in Haleakala Summit, 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 $18,174.

From$1,975/night
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Best Pet-Friendly Vacation Rentals in Haleakala Summit, HI

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

Makena Surf by Coldwell Banker Island Vacations - Haleakala Summit, HI

Makena Surf by Coldwell Banker Island Vacations

Condo, Haleakala Summit

Makena Surf by Coldwell Banker Island Vacations is a condo in Haleakala Summit, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Makena Surf by Coldwell Banker Island Vacations

Makena Surf by Coldwell Banker Island Vacations is a condo in Haleakala Summit, 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 $8,929.

From$627/night
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Beachfront Condo - Location, Location, Location - Haleakala Summit, HI

Beachfront Condo - Location, Location, Location

Condo, Haleakala Summit

Beachfront Condo - Location, Location, Location is a condo in Haleakala Summit, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Beachfront Condo - Location, Location, Location

Beachfront Condo - Location, Location, Location is a condo in Haleakala Summit, 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 $6,460.

From$631/night
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Beachfront Condo – Location, Location, Location - Haleakala Summit, HI

Beachfront Condo – Location, Location, Location

Condo, Haleakala Summit

Beachfront Condo – Location, Location, Location is a condo in Haleakala Summit, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Beachfront Condo – Location, Location, Location

Beachfront Condo – Location, Location, Location is a condo in Haleakala Summit, 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 $6,676.

From$653/night
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Ultimate Beachfront Retreat: Makena Surf E204 - Prime Location & Amazing Views! - Haleakala Summit, HI

Ultimate Beachfront Retreat: Makena Surf E204 - Prime Location & Amazing Views!

Condo, Haleakala Summit

Ultimate Beachfront Retreat: Makena Surf E204 - Prime Location & Amazing Views! is a condo in Haleakala Summit, with pool access, easy beach access, and kitchen access. This stay gives…

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About Ultimate Beachfront Retreat: Makena Surf E204 - Prime Location & Amazing Views!

Ultimate Beachfront Retreat: Makena Surf E204 - Prime Location & Amazing Views! is a condo in Haleakala Summit, 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,649.

From$752/night
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Best Haleakala Summit, HI vacation rentals with a kitchen

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

Makena Surf G-201 - Corner Unit with Amazing Views, Pools, Pickleball & Peloton - Haleakala Summit, HI

Makena Surf G-201 - Corner Unit with Amazing Views, Pools, Pickleball & Peloton

Condo, Haleakala Summit

Makena Surf G-201 - Corner Unit with Amazing Views, Pools, Pickleball & Peloton is a condo in Haleakala Summit, with pool access and kitchen access. This stay gives travelers a comfortable…

Read more

About Makena Surf G-201 - Corner Unit with Amazing Views, Pools, Pickleball & Peloton

Makena Surf G-201 - Corner Unit with Amazing Views, Pools, Pickleball & Peloton is a condo in Haleakala Summit, 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,977.

From$597/night
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Oceanfront Makena Surf G202 - Professionally Managed - Haleakala Summit, HI

Oceanfront Makena Surf G202 - Professionally Managed

Condo, Haleakala Summit

Oceanfront Makena Surf G202 - Professionally Managed is a condo in Haleakala Summit, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Oceanfront Makena Surf G202 - Professionally Managed

Oceanfront Makena Surf G202 - Professionally Managed is a condo in Haleakala Summit, 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 $6,439.

From$629/night
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Stunning Ground-Floor Retreat with Breathtaking Views! -Makena Surf #G-103: - Haleakala Summit, HI

Stunning Ground-Floor Retreat with Breathtaking Views! -Makena Surf #G-103:

Condo, Haleakala Summit

Stunning Ground-Floor Retreat with Breathtaking Views! -Makena Surf #G-103: is a condo in Haleakala Summit, with pool access, kitchen access, and a quieter setting. This stay gives…

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About Stunning Ground-Floor Retreat with Breathtaking Views! -Makena Surf #G-103:

Stunning Ground-Floor Retreat with Breathtaking Views! -Makena Surf #G-103: is a condo in Haleakala Summit, with pool access, kitchen access, and a quieter setting. 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 $6,490.

From$639/night
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Ocean Views of Molokini - Makena Surf F304 - Haleakala Summit, HI

Ocean Views of Molokini - Makena Surf F304

Condo, Haleakala Summit

Ocean Views of Molokini - Makena Surf F304 is a condo in Haleakala Summit, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Ocean Views of Molokini - Makena Surf F304

Ocean Views of Molokini - Makena Surf F304 is a condo in Haleakala Summit, 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 $7,053.

From$692/night
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