Hawaii Summer Rentals, Cottages & Cabins

Book a Place to Stay in Hawaii for Your Summer Getaway

New Makena Surf F208 Beachfront Resort - 2 Bedroom Oceanfront Condo
10.0 (20 Reviews)
2 Bedrooms 6 Guests
From US $175 per night
|
10.0 (46 Reviews)
6 Bedrooms 2 Guests
From US $317 per night
|
10.0 (137 Reviews)
1 Bedroom 2 Guests
New Makena Surf B106 Beachfront Resort - 2 Bedroom Oceanfront Condo
10.0 (19 Reviews)
2 Bedrooms 6 Guests
10.0 (17 Reviews)
2 Bedrooms 5 Guests
New Wailea Elua Village 905 - 3 Bedroom Garden View Condo
10.0 (18 Reviews)
3 Bedrooms 6 Guests
From US $532 per night
|
10.0 (8 Reviews)
2 Bedrooms 5 Guests
New Wailea Ekahi Village 30D - 1 Bedroom Ocean View Condo
10.0 (18 Reviews)
1 Bedroom 4 Guests
|
10.0 (8 Reviews)
3 Bedrooms 6 Guests
New Wailea Beach Villas PH209 - 3 Bedroom Garden View Penthouse
10.0 (16 Reviews)
4 Bedrooms 8 Guests
|
10.0 (8 Reviews)
2 Bedrooms 4 Guests
New Wailea Beach Villas PH512 - 3 Bedroom Ocean View Penthouse
10.0 (15 Reviews)
3 Bedrooms 6 Guests
New Wailea Ekahi Village 38F - 2 Bedroom Ocean View Condo
10.0 (15 Reviews)
2 Bedrooms 6 Guests
New Wailea Grand Champions 84 - 3 Bedroom Golf Course & Partial Ocean View Condo
New Wailea Grand Champions 159 - 3 Bedroom Golf Course View Condo
10.0 (13 Reviews)
3 Bedrooms 8 Guests
New Wailea Beach Villas F201 - 3 Bedroom Ocean View Villa
10.0 (12 Reviews)
3 Bedrooms 8 Guests
New Sugar Mill Shore, A/C, Modern Finishes
From US $1,147 per night
10.0 (12 Reviews)
5 Bedrooms 14 Guests
New Polo Beach Club 801 - 2 Bedroom Oceanfront Condo
10.0 (11 Reviews)
2 Bedrooms 4 Guests
New Polo Beach Club 301 - 2 Bedroom Oceanfront Condo
10.0 (8 Reviews)
2 Bedrooms 6 Guests
New Wailea Elua Village 1704 - 2 Bedroom Oceanfront Condo
10.0 (7 Reviews)
2 Bedrooms 6 Guests
New Wailea Elua Village 1301 - 1 Bedroom Oceanfront Condo
10.0 (7 Reviews)
1 Bedroom 4 Guests
New Polo Beach Club 407 - 2 Bedroom Oceanfront Condo
10.0 (7 Reviews)
2 Bedrooms 6 Guests
New Wailea Elua Village 2006 - 2 Bedroom Ocean View Condo
10.0 (7 Reviews)
2 Bedrooms 6 Guests

About Hawaii Summer Rental on Vacation Cottage

Elevate your summer travels with 48956 top-notch stay to make the most of your summer adventures? Consider a summer resort or villa rental in or near Hawaii. Choosing the perfect holiday rental for your upcoming summer getaway on Vacation Cottage is a breeze. Whether you're traveling with family, friends, or a group to Hawaii or its surrounding areas, Vacation Cottage offers a plethora of luxury summer accommodations to select from. Many of these accommodations boast top-notch amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.

Searching for a tranquil retreat in Hawaii for an unforgettable summer holiday? Vacation Cottage's summer rental homes are ready to provide you with the utmost comfort you deserve. Whether you're in need of a premium summer condo, luxury flat, resort, villa, bungalow, cozy cabin, RV, or cottage in Hawaii, Vacation Cottage has you covered for your next summer escapade.

Frequently Asked Questions About Hawaii Luxury Rentals

What are the top rated Summer Rentals in Hawaii?

There are a lot of options in Hawaii. If you plan on staying in the Hawaii area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Hawaii:

How many summer rentals are available around Hawaii, HI?

In 2025, Vacation Cottage offers 48956 summer rentals in or around Hawaii. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.

How much does it cost to rent a summer rental in Hawaii?

The average price per night for a summer rental in Hawaii is $704. Check the full list of summer accommodations in Hawaii.

How many summer rentals are available to book in Hawaii?

There are 48956 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Vacation Cottage.

Do any summer rentals in Hawaii have a private pool?

Yes, here are some popular summer holiday rentals in Hawaii that have a private or indoor pool:

Check all holiday rentals with a pool in Hawaii on Vacation Cottage.

Can I rent pet-friendly summer rentals in Hawaii?

Yes, We have 48956 summer rental homes in Hawaii and types of place to stay in Hawaii include:

  • Vacation Homes: 48956 available for rent
  • Villas: 48956 Rentals available for rent
  • Holiday Apartments: 48956 Rentals available for rent
  • Hotels with Suites: 48956 Rentals available for book

Do you have a luxury summer rental with a pool in Hawaii?

Yes, of course! There are many luxury summer rental properties in Hawaii. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Hawaii.