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.
Minutes From Kealakekua Bay In The Midst Of Kona Coffee Country
The property is a one-acre lot with a small mango orchard (30 trees), fruit trees (lime, lemon, orange and avocado) and a beautifully manicured landscape. The cottage is separate from the main house, so your privacy is assured. There is a bathroom (with tub/shower), an...
Secluded Waimea Hideaway w/ Lanai & Views!
Experience the beauty of Waimea, HI, like a local while staying at this spacious 3-bedroom, 2.5-bath vacation rental! With a lanai and outdoor dining area, you can enjoy the stunning views of the surrounding mountains while enjoying a home-cooked meal. Explore the...
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views
Makena Surf G-201 is on one of the most luxurious and prestigious properties on the island of Maui. With oceanfront access and spectacular views, it offers a secluded and tranquil setting for your next island getaway. Unit G201 is located on the second floor of the G...
Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the waves
You can really “have it all” here-- a fully air conditioned beachfront condo at Maalaea's most sought after resort Kanai a Nalu. You'll vacation in the sunniest, driest part of Maui, edging the gorgeous blue Pacific! You cannot, for any price, get closer to the...
PoipuBeach-3rdFl-Partial Ocean- AC-Pool-Garden-313
Private top-floor corner unit in a peaceful building with AC and upgrades—tons of privacy! Enjoy access to the pool, stroll through lush Moir Gardens to reach Kiahuna Beach, and skip the resort fees. Beach gear is included for your convenience. This serene retreat is...
Off-Grid Rainforest Retreatnn
Our property is located 30 minutes from Hawaii Volcanoes National Park.We hope you will choose to stay with us if you're planning to explore the National Park and enjoy the peace and quiet of a remote location and understand off-grid living.We get 300 inches of rain a...
Holua Moana Hale: Spectacular Oceanfront Home with Private Pool & Spa
Welcome to Holua Moana Hale, a beautifully remodeled oceanfront retreat located in the private community of Holua Kai on the Big Island of Hawaii. Situated along the lush fairways of the Kona Country Club, this stunning two-story home offers serene views of tropical...
Breathtaking Oceanfront Suite @ Kalapaki Bay
Luxury oceanfront suite in paradise!From endless deep blue of Kalapaki Bay to emerald greens of the Hokuala golf course this suite is the kind of paradise you’ve been dreaming of. Perched upon the Kalapaki Cliffs, this location provides the ultimate indoor-outdoor...
Malia Kai #12 condo in Kailua-Kona Town!
Three story townhome corner unit located in Malia Kai condominiums w/private carport walking distance from just about anywhere in Kona! Share our private retreat and where you can work from Paradise with laptop workstation featuring a high end 32” screen and the...
Beautiful, Family Friendly 2 Br 2Ba Across Street From Beach.
Beautiful 2 bedroom 3 bed unit offers a quiet getaway and island view. Newly updated furniture and decor. Each building has a pool, tennis courts and barbecues. Quick stroll across the street to Beautiful Charley Young Beach. Great Shopping and dining options are a...
Wailea Elua Village | 107
Located just steps from the beach in the heart of Wailea, Elua Village 107 is a beautifully appointed two-bedroom, two-bathroom ground-floor residence that offers the perfect blend of comfort and island elegance. With a spacious layout and tasteful décor, this vacation...
Ka'anapali Maui Westin 2bedlockoff Oceanview Villa
Steps from beach, on site pools,restaurant and bars. Beach boardwalk access to all of strip including 5 star shopping and eating at Whaler's Village. World Class snorkelling 5 minutes away on foot at Black Rock. Unit is a 2 bedroom Lock off composed of one-bedroom...
NEWLY REMODELED-QUIET LOCATION-AC-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this stunning, 3 bedroom, 2 bathroom spacious condo that was just completely remodeled with all new furnishings. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of...
Gorgeous Private Home with Pool and Spa in Waikoloa Resort, Big Island
Our commitment to you, our guests, is to provide a high level of satisfaction through attention to details, high quality amenities and outstanding customer service. Please read on to discover what a special place our Ainamalu home truly is.DISCLAIMER** Please keep in...
Luxurious golf villa with updated appliances
Welcome to Kapalua Golf Villa 20V1, a luxurious 1-bedroom, 1.5-bath condo that can accommodate 4 guests and is located in the prestigious Kapalua resort, offering the perfect blend of elegance, comfort, and breathtaking natural beauty. As you enter the villa, you'll be...
(7306) 1Br Hanalei Bay Resort, Ocean Views, Tennis
Welcome to Hanalei Bay Resort 7306! Looking for enough space for the whole family to relax in scenic comfort? Hanalei Bay Resort 7306 is a 1Br condo with a sleeping loft, offering truly unforgettable views of the ocean, the mountains, and Kauai's incredible North Shore...
7 Mi to Volcanoes NP: Serene Cottage w/ Deck!
8 Mi to Volcano Golf Course | Picturesque ViewsNamed ‘Halakea Hale (Pineapple House),' this peaceful 2-bedroom, 1-bath cottage combines traditional charm with modern comforts. Sip coffee on the deck as you marvel at the natural beauty of one of the few remaining...
Island Breeze Oasis - Newly Furnished
Welcome to our slice of paradise! Prepare for a vacation that feels like a dream – our villa is not just a place to stay; it's an experience waiting to unfold!Imagine waking up to the sun-kissed charm of four stunning lagoons right at your doorstep. These...
Spectacular Lakeside, Bali Hai Mountain View, Fairway Home
Welcome to Hale Mahina! Long hidden as a luxury private residence, this Princeville pearl is now yours to enjoy. All one level, Hale Mahina offers unobstructed expansive views of the bejeweled Nanolokama Mountains and Bali Hai across Lake Mahina and the world renowned...
Doesn't get better than this! A201
A LITTLE ABOUT THIS CONDO...Lokelani A201 is a 1130 sq. ft., 2 Bedrooms (A/C), 2 Bathrooms (sleeps 4), corner unit. Unobstructed panoramic ocean views, 30 feet from the private sandy beach with surf break. Boogie boarding, paddle boarding, surfing, snorkeling right out...
Maui's Best - Wailea Ekahi 47A
Aloha and mahalo for your interest in our spot in Paradise. Ekahi says it all. This one bedroom (with comfortable sleeper sofa), two-bath renovated unit is on the ground floor. This means the lanai is much larger than upper units. It also means that when you step off...
Kauai Bay House, Ocean Front, AC
KAUAI BAY HOUSE AT KOLOA KAI VACATION RENTALSOceanfront Luxury Overlooking Kukuiula BayWelcome to Kauai Bay House, a stunning two-bedroom, two-bathroom retreat perched above Kukuiula Bay on Kauai’s sunny South Shore. Offering breathtaking ocean and mountain views from...
One Bedroom On the World's Most Beautiful Beach
Do you enjoy walking onto paradise? We are a one-minute walk to what The Travel Channel calls "the world's most beautiful beach." Kiahuna Plantation is the only beachfront condominium resort in Poipu, surrounded by over 30 acres of lagoons, lily and koi ponds, swaying...
Napili Shores G258 Oceanview-King Studio-Currently being renovated
Gorgeous Ocean View Second Floor Studio at Napili Shores!Right on popular Napili Bay Beach!Two immaculate swimming pools - one ocean front and the other a garden viewBrand new furnishings!Famous Gazebo restaurant on property!Newly Remodeled!! Air-conditioned , Second...
Spectacular Princeville Home on Huge Corner Lot with Downstairs Ohana Unit
Situated on one of the largest lots in Princeville, this tropically landscaped & beautifully designed 4BR/3.5BA Princeville corner home can accommodate both large groups and extended families. Features include a centrally located chef's kitchen, hardwood floors...
Maui Resort Rentals: Honua Kai Hokulani 530 - Extra Large 1BR w/ 5th Floor Mountain Vistas!
Maui Resort Rentals is proud to bring you this exceptional 1BR Mountain View Suite at the Honua Kai Resort, newly launched on 1/27/2025 to start taking reservations for check-ins on 2/6/2025!Hokulani 530 is a luxurious one-bedroom mountain view suite that enjoys...
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311
Welcome to our home, Sugar Beach 311. This is a non-smoking, professionally cleaned, recently renovated and updated one bedroom condo. It is an immaculately maintained and spacious one bedroom, third floor corner unit, with front and side views of the ocean and beach...
New Listing! Honua Kai Luana Garden Villas 7B - Ground Level, Private Lanai, BBQ
Nestled on the ground floor of Enclave Two, this generous 2,047 sq ft, 3‑bedroom, 3‑bath villa offers seamless indoor-outdoor living with a retractable glass wall that opens onto your private lanai. This villa sits along the south edge of Enclave 2 overlooking a...
Cozy jungle boat hideaway with stunning ocean view
The Jungle Queen is a perfect getaway for 2 or a rejuvenating hideaway for the independent traveler. You’re staying on a landlocked boat in the middle of a jungle with coqui frogs singing you to sleep each night. Relax on the deck and treat yourself to ocean views...
14 Beds / 9 Bath / Central AC / Luxuriously Spacious / Accommodates 28!
NEW LISTING! 3 Separate Condos in the same building - On the 2nd & 3rd floor of a 3 story building. 1-5 Bedroom (3 Kings, 3 Queens) 3 Bath Sleeps 12 Adults2-4 King Bedrooms 3 Bath each sleep 8 Adults. BEST VILLAS AT THE REGENCY! A cut above the rest. Finest furnishings...
Hilo's most secluded luxurious ocean front estate
Hale Hokulea - Private Oceanfront Estate on 16 Acres Welcome to one of Hawaii’s most secluded luxurious ocean front estates!Our family vacation home is situated on a 16-acre heart of palm plantation along the Scenic Route. As you enter the gated estate, you will feel...
Pililani - Upcountry Maui Private Resort on 4 Acres with Fruit Trees, Pool, Tennis, Hot Tub & Sauna
Maui County Rental permit - STPH 2013/0016TA-112-940-0320-01 / GE-112-940-0320-01TMK-270121170000Pililani means "close to heaven", which is an appropriate expression for this property. The magic of this land clearly speaks for itself, let alone the fabulous house and...
BIG ISLAND PLUMERIA COTTAGE New AC! Ideal Couples Getaway in Magical Puako!
SUMMER SPECIAL!:MAY 1ST THROUGH SEPTEMBER 30TH, 2025: STAY 7+ NIGHTS GET 1 NIGHT FREEPlumeria Cottage offers a vacation of ease indoors and out. Compact yet perfectly proportioned in the vintage beach style, it is a delightful combination of convenience and charm. And,...
Charming, Romantic Beach Cottage at Anini Beach! TVNC 1361
Mana Kauai Island Vacations has just taken back management of the Anini Reef Cottage! Please reach out for special rates through the end of 2024! Step back in time to the early charm of old Kauai at the Anini Reef Cottage. Slow down, unplug, and savor the tropical...
Very Best Deluxe Ocean View...Panoramic View....First Class!!
My wife and I are proud to offer the very best Deluxe Ocean View villa in all of Ho'olei for your vacation. Only the top row buildings (A-F) are classified by the Grand Wailea as Deluxe Ocean View. Our Unit is in the 'A' Building. Building 'A' sits the highest of all...
New Modern Studio in Waikoloa Beach Resort- Close to White sand Beaches!
Perfectly located in Waikoloa Beach Resort - Big Island! Close to all the best beaches on the Kohala Coast! This new and spacious 1 bedroom studio (sleeps 2) is located within a new luxury home subdivision called "Ainamalu" in Waikoloa Beach Resort. The studio is...
🏖️Sophisticated Oceanfront Retreat | Air-Conditioned | Walk to Beach | vrKCV
vrKCV - The Kona Hideaway at Kona Onenalo No. 11, Professionally Managed by Kona Coast VacationsThe Kona HideawayDiscover the essence of Hawaiian living at The Kona Hideaway, a private oceanfront villa nestled in the exclusive gated community of Kona Onenalo. Adjacent...
Island Glow Kailua Village, AC and ocean views in the heart of Kailua Kona
See whales, dolphins, Ironman Village and Ali’i drive from your very own lanai! Island Glow in Kailua Village is a beautifully remodeled 1 bed 1 bath condo with a brand new king bed and queen pullout sofa bed in the heart of historic Kailua Village. You will enjoy...
Kaanapali Alii | 234
Kaanapali Alii 234 is a one-bedroom, three-bath garden view residence with additional enclosed sleeping den and large garden view lanai with peekaboo ocean views. The extra space and bathrooms that this beautifully updated residence offers makes it the perfect home base...
Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach!
Regency on Beachwalk #56 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (fully renovated in 2024, 693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency...
Ocean Front Sunset & Whale-Watching Views at Hyatt Vacation Club
The Hyatt Vacation Club is a new luxury ocean front resort on the south end of Kaanapali Beach, combining the best features of a luxury hotel and a deluxe condominium. This ocean front villa features floor-to-ceiling sliding glass doors opening from the living area and...
180 Oceanfront View! A/C, Remodeled, 2 Oceanside Pools, Great Location, Clean!
We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money.We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio with New AC. Sleep 30 feet from the ocean to the sound of waves!...
The ‘IMI OLA at Kiahuna Beach - Great Location on Kauai's South Shore -A/C
Aloha! E komo mai to our little slice of paradise. Located in the community of Kiahuna Plantation Resort in Poipu, Kauai in Unit 127. Our first-story walk out unit sits on a 35-acre beachfront resort with large rolling lawns, well maintained gardens, and a path that...
Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View
Lodging is an important part of the perfect Maui vacation. Being in a great location, not only on the island, but also on the property itself, is key. It should be updated, clean, well-equipped, and the beds have to be comfortable. Just steps from the sand, this condo...
Stunning Ocean View Penthouse Unit! Quam Properties Hawaii
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Kaanapali Shores 905 one-bedroom penthouse featuring amenities such as a magnificent ocean view, comfortable seating area, and a private lanai. The condo can accommodate up to 4 guests with a...
Perfect South Maui Ocean View Condo
Just posted new lower summer rate for my wonderful Kihei Akahi, 1 bedroom / 1 bath, ocean view condo. It is clean and quiet with an ocean view from the lanai. Remodeled and professionally decorated in a Hawaiian style with artwork from local artists, you'll find...
Kona Beach Estate - Oceanfront, Pool, Aircon, Sunsets, Ideal for celebrations
Welcome to Kona Beach Estate, a luxurious oceanfront retreat nestled along the stunning Kona coast. Located on Ali’i Drive, this private, gated estate offers a serene and stylish getaway just minutes from downtown Kona. Perfect for multigenerational family vacations,...
Kolea 10B ~ The Heart of Kolea with Unforgettable Ocean Views
Welcome to Kolea 10B – Location, View, Perfection… Stay at one of the most desirable vacation rentals in Waikoloa Beach Resort with breathtaking ocean views on the Kohala Coast. Kolea 10B offers one of the best 2nd-floor ocean views within the resort, overlooking...
Upgraded ground floor condo with beach access
E Komo Mai “welcome” to Hale Mahina B105! Hale Mahina B105 is a ground floor, one bedroom, one-bathroom condo that sleeps 4 guests. Although this unit does not offer air conditioning, stay cool inside with ceiling fans throughout! The entire unit boasts new,...
Spectacular Oceanfront View at Hanalei Bay Resort 9101,2,3
One of two full oceanfront views of Hanalei Bay with private lanais and grass lawn looking over the breathtaking views of Hanalei Bay and Bali Hai. Enjoy an amazing sunrise breakfast and cup of coffee as you overlook the bay as the sun wakes up the sparkling Pacific...