Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Upgraded Top-Floor Condo - Gorgeous Ocean Views!
E301 is the ultimate getaway for any couple with a spacious 1-bedroom and 2-full bathrooms in the exclusive Mauna Lani Terrace. Overlooking the Hawaiian fishponds, nothing obstructs your beautiful ocean and sunset views from the large covered lanai. The entire condo has...
Maui Dream Getaway! Breathtaking 180°Ocean&Mtn Views, 5⭐️Location,walk everywhere
Introducing "The Hokulani" - A Captivating Ocean View Penthouse at Papakea Resort in north Kaanapali.Experience the ultimate Maui getaway at this fourth-story penthouse nestled in the breathtaking Papakea Resort. With its unrivaled ocean views, spacious two-bedroom,...
>> MauiPenthouses 4 Bd 4 Ba Ocean/Beach Front Spectacular MILLION Dollar Views<<
The Ultimate Maui Vacation Rental. Spectacular Ocean / Beach Front Maui Penthouses with Four Bedrooms & Four Bathrooms. Now Air Conditioning! We now have Daikin AC systems in each Bedroom, and Living room.These are two incredible side by side Maui Penthouses (the...
n180 Degree Oceanfront Condo with Amazing Sunsets Night after Night
Our condo is literally 50 yards from the calming waves of the Pacific Ocean! 180 degree oceanfront views from your second floor lanai. Beautiful front lawn with pool and swaying palm trees stretching in front of a 58 unit, 3 story condo building. Comfortably furnished,...
Oceanfront Studio · Oceanfront Studio. See whales, turtles & dolphins!
Summary:Welcome to this private air conditioned Oceanfront Studio located between Hilo, Hawaii Volcanoes National Park, and black sand beaches! Just 35 minutes from Hilo international Airport, Rainbow Falls, and more! This is an affordable way for singles or couples to...
HAWAII Hilo Town~Private GATED Botanical GARDEN COTTAGE w Koi Pond
The Paradise Cottage at Anthurium Hale located in Hilo Town is an upscale, very private, free-standing cottage, "tiny house" with mountain and garden views, exclusive gated garden entry overlooking your own koi pond.Enjoy an intimate floral enhanced setting that...
Ma'alaea Surf Unit C1 Beachfront Condo, 2BR Ground Floor, AC, Wifi, Kitchen
Ma'alaea Surf, Unit C1 is deluxe in every sense. C1 is a conveniently located ground floor unit, just steps from the small pool. This unit is splendidly furnished. It features, central AC, Wi-Fi, TV, fully furnished kitchen, convenient parking, tennis and pickleball,...
Kahana Village #42 Beach Front Luxury
Aloha, as quoted from Maui Revealed: The Ultimate Guide Book, "the ocean view building with units 37 - 42 would probably be classified as beachfront at most resorts." Enjoy the large comfortable lanai that looks over the ocean with beautiful view of Molokai. This...
Oceanfront Kealakekua Bay Retreat w/ Breathtaking Views from Every Room
Manini Beach Breath TakerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in Kealakekua Bay, a protected marine sanctuary and an ideal spot for snorkeling, diving, and...
Kamaole Sands Building 10 Best Sunsets on the Island!
If you are looking for a low pressure vacation. This is the place. Right across from Kamaole Beach III the nicest family beach on the island.It's all about location. Building 10 is the closest to the beach and has the best views. 1 Bedroom-Queen Bed-brand new mattress....
Lae Nani 215. A Convenient Location, Beautifully Decorated Ground Floor Air Conditioned Condo.
Tropical gardens take you to our great pool and then to the beach. Brand new split system AC!! Parking next to your condo, no stairs to climb. Physically challenged persons will love the location. Two full beds in this one bedroom condo. One in the private bedroom and...
Luxurious Oceanfront Penthouse Condo Air Conditioned. Sleeps 4
Steps away from Kona Magic Sands BeachRate are $199 per night. A one -time cleaning/maintenance fee of $130 will be made. Minimum 3 night stay.Comfort- No hot humid nights- New modern Air conditioning from the roof top, controls one in the kitchen and one in the...
Coconut Plantation in Ko Olina. Special Pricing April through May 2024!!
Experience Ko Olina by staying in this resort style townhome, on the South-West coast of Oahu. The translation of Ko Olina is, “Place of Joy,” and was considered a quiet retreat for the ancient Ali’i, or Hawaiian royalty. Eventually the land was bought and the...
Kona Plaza#218 2nd Floor Unit in Heart Of Kona Town: AC & Elevators!
Experience the best of Kailua-Kona from the comfort of Kona Plaza #218! This beautifully remodeled gem is in the heart of Kona Town, offering a central location with immediate walking access to restaurants, the ocean, pristine beaches, boutique shopping, and local...
Oceanfront 3rd Floor Unit at Maalaea Kai Complex
Enjoy the beautiful seascapes, surrounding islands and lovely Hawaiian skies above meticulous, palm-lined grounds. Winter whale season from approximately the end of Nov to mid April. Catch the occasional view of resident turtles from the lanai. The peace within may...
Ocean View-Top Floor-A/C in All Rooms-Pacific Shores
We want you and your family to enjoy our two master bedroom, two full bathroom, completely remodeled, fully air-conditioned, top floor condo with beautiful diagonally placed tile throughout...No condo above us or to one side which means quiet time is REALLY quiet...
Plantation Hale Suites F7, Ground Floor, AC, Walk to Beach
Plantation Hale Suite F7 located in Kapa`a, Kaua'i, Hawaii on the Royal Coconut Coast. Walk to the beach, shops, restaurants, grocery stores, and more! Unit F7 is a relaxing location to view morning sunrises. Accommodates up to 4 guests, including children and...
Maui Resort Rentals: Honua Kai Hokulani 637 - Newly Upgraded 6th Floor Studio w/ Full Ocean Views!
This spacious ocean-view studio provides awe-inspiring views of the Pacific Ocean and Maui's neighbor island Lanai from its prime 6th-floor vantage point nestled in the Hokulani interior courtyard.Relax and reconnect in the ample living space fully appointed for your...
2nd-floor condo with amazing ocean views, private lanai, & updated interior
Hale Li'ili'i at Keawakapu #201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautiful ocean views and sunset vistas abound at this private piece of Hawaiian paradise. Along with...
New Discounts thru 8/31: 2 bed, 2 bath, A/C, ocean view, secluded beach, pool
Come vacation at Kahana Sunset, a quiet, lushly landscaped, beautiful resort on secluded Keone Nui Bay. Swim from our beach, snorkel with turtles, enjoy spectacular sunsets, barbecue on our outdoor built-in gas grills—all without having to leave the complex! We are...
Islander on the Beach 246 Stunning Oceanfront!
Beautiful Direct Oceanfront Studio Condo - Steps to the Pool and Sandy Beach! Islander on the Beach Oceanfront 246! Air Conditioner! No resort fee!Stunning Oceanfront Paradise! This Stunning Oceanfront Studio Condo at the Islander is located on the second floor. Truly...
Romance & Luxury in Paradise ~ Newly Appointed
ELEGANT Inside and TROPICAL Outside... Newly Renovated & Spectacular...! You have discovered one of the FINEST and Most BEAUTIFUL Condos in Princeville. Relax and Enjoy this HIGH END & Elegantly Appointed 2 Bedroom & 2 Bathroom Condo. This Ground Level ~ End Unit condo...
Ocean-view condo with balcony, AC, washer/dryer & pool - walk to the beach
Prince Kuhio 319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a relaxing Hawaiian escape at the Prince Kuhio condos of Kauai. Named in honor of the revered statesman and...
Waikoloa Beach Villas J32 - Luxury Penthouse Villa, Gold Golf Club Membership
Luxury Penthouse Villa located in the privately gated Waikoloa Beach Villas, close to the activity center with two heated pools, fitness workout room and spa areas. Unit includes discounted GOLD GOLF KINGS' CLUB MEMBERSHIP - green fees at Waikoloa Beach Course - 2025...
Oceanview 2 + 2 Fabulous Condo! Best Value Walk to Everything
The Shores of Maui overlooks the crystal clear Pacific Ocean on Maui's sunniest shore. This condo is the only one that has two private lanais! It is a one block walk to beautiful Charley Young Beach, one of Maui's finest swim beaches and directly across the street from...
Ground Floor Haven on a Lush Oceanfront Property - Wailea Elua 307 Awaits!
Wailea Elua #307 – Ground Floor Ocean View Comfort with Tropical EleganceWelcome to Wailea Elua #307, a newly remodeled ground-floor condo located in the oceanfront section of one of Wailea’s most exclusive communities. With expansive ocean and garden views, upscale...
Temple Tree Retreat - An Adventurer's Oceanfront Paradise!
Overlooking ancient lava ocean cliffs, Temple Tree Retreat is designed to see and feel nature all around you. Our home has three main living spaces - you get the entire property to yourselves. The main area hosts the kitchen, two bedrooms, bathroom and laundry room....
❤️PiH❤️ House of Light ★ Closest to KaMilo Rec Center ★ Hilton Waterslide & Pool Passes
Brought to you by Paradise in Hawaii Luxury Homes.House of Light is a wonderful, new 3 bedroom/3 bathroom home that offers everything that you would ever desire on your Big Island vacation in Mauna Lani. House of Light is a single-story, free-standing home (no stairs...
Breathtaking Panoramic Ocean Views, Crystal Blue Pool, Hot Tub, BBQ Grill!
The vacation home you have been looking for! You will love this private, permitted vacation home (located on Big Island of Hawaii in Kailua-Kona) with a large crystal blue pool, beautiful 180 ocean views, hot tub, 4 large bedrooms (King beds) each has a full bath...
Relaxing, oceanview getaway w/shared pool & hot tub, lanai, private washer/dryer
Pali Ke Kua 144Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This recently redecorated unit is what a dream vacation on Kauai is all about! A new nautical-beach theme moves this...
Nate's Place - Your Volcanoes National Park Getaway
Nate's Place is a cozy yet spacious two bedroom, two bathroom vacation home in the Volcano Golf and Country Club neighborhood, Volcano, Hawaii on Hawaii Island (The Big Island). Our house sits on the quiet end of a cul-de-sac on a double lot. You'll have the entire home...
Kauhale Makai 106 - 1BR, Remodeled, AC, Oceanfront Property!
This 1 bedroom, 1 bathroom condo was just completely remodeled. The Beach is right in front of the oceanfront property. Incredible sunset views year round and just minutes away from shopping, grocery stores, restaurants and golfing.The unit is situated on the north side...
Spacious resort home with pool & hot tub - near beach & golf courses
Waikoloa Colony Villas 1306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you need a home base for your next family vacation or want to enjoy Hawaii with your special...
6 Bedroom Beachfront Home with Easy Beach Access!
Enjoy ample space for any occasion at this luxury 6 bedroom private home at Kolea at Waikoloa Beach Resort. Situated in an ideal location this home offers easy access to the beach, Kolea Beach Club, as well as amenities at the Waikoloa Beach Marriott.Located on one of...
STUDIO: Kalama Beach Park, South Maui Gardens, Food Trucks, Hula Shows, Luaus
This unit is directly across from the beach.Clean & Comfortable - Fabulous Location, and has many extras. Many guests feel there is no need to rent a car. Speedi Shuttle runs from the airport to Island Surf.You can walk to many beaches: Charley Young Beach - The Cove -...
Steps to the beach. Minutes from shops. Top floor/ocean side 2 bed 1+1/2 bath
Top floor unit in one of the most convenient locations on Kauai. Easy access to north shore and Poipu. Walking distance to restaurants, lava rock enclosed ocean swimming pond, safe beach for swimming, 9 mile, oceanfront, walking path, popular kayaking river and hiking...
Aloha Condos, Kanaloa at Kona, Condo 1803, Oceanfront, AC
Kanaloa at Kona Condo 1803 is an exceptional oceanfront getaway with breathtaking views and luxurious amenities. Guests rave about the spacious, well-appointed interior, fully equipped kitchen, and ample beach gear. The lanai is perfect for relaxing, offering incredible...
Modern Suite W/Kitchen and Lanai – Waikīkī Shore #310
Castle Waikīkī Shore #310: Take in the tropical breeze when you open the sliding glass doors and use the fans to circulate the breeze. Here you can sip on coffee as you look out over Fort DeRussy Park and to the left Waikiki Beach as you plan your day of adventure in...
Luxury ground floor condo with peaceful lanai
Maui Ka'anapali Villa unit 108 is a 2-bedroom, 2-bathroom condo located on the ground floor in the Aloha Tower and offers central A/C, lush garden views, and convenient ground-floor access. This unit can accommodate up to 6 guests.The master bedroom is furnished with a...
Kaanapali Royal J102 - Modern accommodations with all the comforts of home!
Enjoy these luxury accommodations and travel in style. Why not stay in an unforgettable, updated condo with all the conveniences of home? You won't want to leave this little piece of paradise, which features a state-of-the-art kitchen with granite countertops and...
The BEST oceanfront view from updated romantic Hawaiian gem
Sealodge A6 is a corner unit that offers guests breathtaking, unobstructed second floor oceanfront views from the living areas, lanai and bedroom. Wake up in a romantic ocean view bedroom that has louvered solid wood doors that glide shut to create a haven of privacy....
Beautiful Gem ~ Views of Paradise
Paradise Awaits! Experience the ultimate getaway in this upgraded, spacious top-floor condo. Nestled in the heart of Princeville on Kauai's North Shore and surrounded by beautifully landscaped gardens. This gem features breathtaking mountain and ocean views, lush...
Maui Resort Rentals: Honua Kai Hokulani 838 - Top Floor 1BR w/ Partial Ocean & Mountain Views!
Hokulani 838 is an incredible top floor "penthouse" one-bedroom suite boasting some of the best ocean views available among the one-bedroom inventory class at Honua Kai. In addition, this vantage point also offers views of the West Maui Mountains. You will have plenty...
Waikoloa Kings Club Golf Discounts.Waikoloa Fairway Villas F22
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Valid for new bookings made September 24 or after. Please message us...
New! Lae Nani 212, AC, Ocean View, Tropical Oasis, Steps to Beach and Town
NOTE: September 29-October 10, 2025 - There will be deck work scheduled on the upper floor units. Scaffolding will be used which may cause temporary disruptions. Work will be done on weekdays between 9am-3pm. These dates are automatically discounted for any potential...
Hale Moana - Best Value Beachfront Home Steps from Beach!
Poipu Kauai’s perfect beachfront vacation home with the perfect price! Every room opens onto the huge covered lanai and has stunning ocean and sunset views. Spacious grounds at the waters edge. Queen and 2 Twin beds. A/C in bedrooms and living room as of May 2023!“A...
Relax and Enjoy Spectacular Oceanfront Views!
Aloha and welcome to the beachfront condominium at Maui Kai Unit 408! This spectacular, north end, corner unit is conveniently located halfway between historic Lahaina Town and the prestigious Kapalua Golf Resort. Enjoy panoramic, unobstructed views of the neighboring...
Hilton Waikoloa Pool Pass Included for 2025. Waikoloa Beach Villa E1
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas E1Please scroll down for detailed informationHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons per pass (children under the age of 5 are not counted...
Makahuena 4205 by Destination Kauai - Partial Ocean View End Unit
E Komo Mai, Welcome to The Makahuena 4205!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on the edge of a bluff providing spectacular coastal views. This 2-bd/2-ba is a single-level condo on the second story...
Hale Mar - Gorgeous Oceanfront Home with Private Pool & Hot Tub
Hale Mar - Welcome to our Oceanfront vacation home - E komo mai!Panoramic ocean views and the sound of crashing surf from every room, and your own private 38' pool & hot tub! Spaciousness, luxury and privacy located on the Big Island near Hilo and the famous Volcano...