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.
Plantation Hale D11, AC, Walk to Beach, Shops, Restaurants, Pool View
Plantation Hale Suites D11, Royal Coconut Coast Kaua`i, Wailua, Kauai Vacation Rental. Accommodates up to 2 guests, including children and infants*One-bedroom, one-bath condo, 2nd floor end-unit wit a King bed.*633 square feet of living space*Private lanai and balcony...
*Your Perfect Home * Charming 2BR/2BA Apartment with Full Kitchen, W/D & AC
Take advantage of our Rental in Kailua Oahu, and enjoy a family style atmosphere where you are provided with all of the comforts of home.Whether it be barbecuing under the covered lanai, or taking a walk to award winning Kailua beach, there is something here for...
106 - Oceanfront - Ground Floor - One Bed/One Bath with A/C!
Oceanfront remodeled condo unit with full ocean view, newly renovated heated pool and and deluxe barbecue facilities for guest use. This ground floor unit sits on 2 acres immaculately kept oceanfront lawn with the property overlookingthe lava rock tide pools where many...
AMAZING OCEANFRONT CONDO, STUNNING VIEWS, FREE PARKING, NO RESORT FEES, 1 BDRM
Welcome to "The Seashore Hideaway", a beautiful 2nd floor direct oceanfront condo with stunning and expansive close-up views of the ocean. We are located at Wailua Bay View, in unit #208. You will hear the mesmerizing sounds of the ocean from the minute you open the...
New Round House With Pool 180 Degree Ocean View 13% discount for 7 nights
Make this home your base camp for all of your Big Island adventures. This unique round house with spectacular ocean views is located one hour from Hawaii Volcano National Park and one hour to Kona, a midpoint location for your sightseeing delights. Hike from here to...
Beachfront condo with amazing pool, grill, large lanai, & children's items
Tutu House - Lanikai 222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you've been looking for paradise, you've found it! Nestled right on the beach and boasting spacious living...
***SPRING SPECIAL***Mauna Lani Resort: Two Large Suites, Shop Nearby, Beach Club access.
Experience Outdoor Living at Its Finest – Welcome to Palm Leaf at Kulalani, Mauna Lani ResortPalm Leaf is a beautifully appointed 2-bedroom, 2.5-bath townhome nestled in the lush Kulalani community within the prestigious Mauna Lani Resort. Designed for comfort and...
Mana Kai 410 - The Ultimate Maui Beach Condo Experience - Renovated - Split AC
Mana Kai Maui is Kihei's most exclusive vacation rental resort, with its location on the sand on Keawakapu Beach - and this unit features a prime location in the building, with sweeping views down the south Maui shoreline, to the Wailea resorts. Fabulous snorkeling...
Wailea Beach Villas | B101
You will feel like a rock star in this oceanfront villa with its owner’s gold and platinum records displayed alongside a baby grand piano. Villa B101 sits oceanfront within a secluded garden area surrounding a private plunge pool. A short stroll leads you to the...
NEW! Breezy Poipu Condo with Great Lawn Views + Peek-a-boo Ocean View, A/C
Central Location | Walk to Kiahuna Beach | Beach Gear ProvidedEnjoy the charm and tranquility of this lovely 1-bedroom condo with A/C at Kiahuna Plantation Resort. Your own private lanai (balcony) opens up to a beautiful view of the lush grounds of Kiahuna Plantation,...
Relax on our extra large Lanai in Beautiful Kauai , 3 Bedroom Condo w/ View!
Our condo home is lovingly appointed with everything you need to feel like you’ve arrived in your own tropical home away from home. New, stylish, and comfortable furnishings & original artwork. Plenty of plush towels & high thread count, 100% cotton bedding. A gourmet...
Rare BEACH FRONT Home at Kona Surf and Racquet Club
Our "Hale Honu" (turtle house) is a rare find in Kona. There are many ocean view homes in Kona but very few beach front properties. You can walk out the back door to your own semi-private beach and drop yourself in the sand. Watch the whales, dolphins and manta rays....
🏖️Gorgeous | Infinity Pool | Gated | Magnificant Views | vrKCV
vrKCV - IO Way, Professionally Managed by Kona Coast VacationsSpend your well-earned vacation in our luxurious ocean view Kona Vacation House located in the hills above Kailua-Kona on the Big Island of Hawaii. This private half-acre home-site is just minutes away from...
Mahana 718 Last Minute May & June Special at OceanFront Tropical Island Escape
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Mahana 718 “Alohilani,” a seventh-floor 1-bedroom, 1-bath ocean-front sanctuary that sleeps up to 4 guests and earns its...
Shores at Waikoloa Unit 101: Ground floor 1 br in the Sandalwood Tower
Located in the Sandalwood Tower, this ground-floor corner unit Hawaii Island vacation rental offers plenty of natural light to brighten up your Big Island vacation. Between the open-concept living area or open-air lanai you are sure to find your perfect piece of...
🌴Wonderful town home in a private setting with ocean views🌴
Let stunning sunsets, pool days and backyard barbecues define your Hawaii vacation. This exquisite, three-bedroom, 2.5-bath townhome offers vast ocean views from practically every room of the house and both covered lanais. The gated resort community of Na Hale O Keauhou...
A quite hideaway on Central Kihei's LIPOA Beach.
This fully remodeled ground floor 2 bedroom condo, a short walk to the many services of Central Kihei, features a contemporary master bath and wide open lanai glass doors.** Lahaina Fire & Pandemic note; Most South, Central & Up Country services have returned to...
🏖️Central AC & WIFI | Concierge Included! | vrKCV
vrKCV - Holua Kai 37, Professionally Managed by Kona Coast VacationsWelcome to Hale Ohana – Your Private Island Retreat in Holua Kai at KeauhouStep into island comfort at Hale Ohana, a beautifully designed plantation-style home in the exclusive, gated community of...
Oceanfront studio with private lanai
Noelani 112 is a Studio condo located on the first-floor featuring amenities such as panoramic ocean views, a private lanai, and air conditioning. This spacious condo can accommodate up to 4 guests with a king-size bed and a queen sleeper sofa in the living space. The...
Adorable cottage near small beach
Maui County Vacation Rental Permit: STPH2013/0010 GE-066-317-9264-02/TA-066-317-9264-01TMK-260120340000Experience a delightful part of “old Hawaii” with all modern conveniences by staying at the Menehune Cottage or House in Kuau, one of the coolest little...
Kihei Holiday 215 - a Charming 2BR, 1BA Condo with AC, Ocean View, and More!
Step into the serene embrace of Kihei Holiday 215, an inviting 2-bedroom, 1-bathroom condo in the heart of North Kihei, Maui. This charming space offers a tranquil refuge, adorned with modest decor and warm ambiance, ensuring your vacation is steeped in comfort and...
Maui Island Aloha! Hale Mahina No ka 'oi! B202
West Maui is open and welcoming guests! Experience your own island Aloha on Maui! Our newly renovated condo is located right on the beach at the beautiful Hale Mahina Beach Resort - one of the most sought after beach resorts in West Maui. It is perfect for a...
🏖️AC | Nicely Updated | Concierge Included | vrKCV
vrKCV - Halii Kai 3D, Professionally managed by Kona Coast VacationsWelcome to Hali'i Kai at Waikoloa Beach Resort, an exclusive oceanfront paradise nestled along the Kohala Gold Coast on the Big Island of Hawaii. This gated resort is the epitome of luxury, offering...
Turtle Bay Penthouse 164 - Kuilima Estates West
Panoramic golf course views and gorgeous mountains surrounding the Turtle Bay Resort welcome you at the Kuilima Collection | 146 WEST The set up:1 BEDROOM | Super cozy, plush, pillow-top Queen sized bed with A/C and smart TV. Ample closet space and charming garden view,...
Maui Resort Rentals: Groundfloor Interior Honua Kai Konea 105, Large Lawn Area, Steps to Pools/Beach/B.B.Q.s!
This gorgeous oversized 1315 sq ft ground floor home with 11 ft ceilings boasts a prime courtyard location in the interior of Konea Tower. Enjoy the sought after ground floor location with a partial ocean view right from the patio area with convenient access to the...
Central A/C Double Master Suite Home in the Exclusive Ali'i Point community!
Exquisite 2-bedroom, 2.5 bath house located in a private gated community on Ali'i Drive! With only 16 homes in this community, you can expect peace and serenity staying here on your Hawaiian vacation.Featuring an air-conditioned home with vaulted ceilings and two master...
Club Wyndham Resort (2 bedroom condo)
Set your cares adrift in Kailua-Kona when you reserve one of the many well appointed Two-Bedroom, two bath condos at the Resort. When staying at the resort in Kailua-Kona on the Big Island’s west coast, you’ll feel as if you’re stepping back in time to a simpler,...
Updated condo with air conditioning in the heart of downtown Kona.
Beautiful condo just steps from shops, restaurants, Kona Pier and a sandy beach with calm waters that is perfect for swimming, snorkeling and relaxing. Roof top deck overlooks the starting line for Ironman, has impressive views of the bay and is the perfect location to...
Sugar Beach Oceanfront Condo with Spectacular Views and Steps to the Beach
Our one bedroom, one bath, non-smoking beachfront condo has amazing oceanfront views, and breathtaking sunsets from a private lanai. As you relax on the lanai, watch the Kihei Canoe Club glide by, as well as the waves breaking along the five miles of white sand...
Tranquil Private Getaway w/ Pool, Hot Tub & Lanai!
Come and enjoy the very best at this spacious four bedroom custom home with its own private pool and views of Kauai's majestic mountains. Close proximity to Princeville shopping center, with premier boutiques and eateries, Princeville Park and Library, and Makai Golf...
Hokulani 712 at Honua Kai Resort ~ Extra Roomy With Large Lanai & Ocean Views
Welcome to your dream Maui vacation rental condo! Hokulani 712 at Honua Kai Resort offers the perfect retreat for those seeking a relaxing and luxurious getaway. This oversized one-bedroom condo sleeps 2 adults and boasts gorgeous ocean views from the large...
Serene, Restored House from Sugar Days with Sweeping Ocean Views
LATEST NEWS: VOLCANO ERUPTION THE VOLCANO: The volcano eruption has little effect on our part of the island. The eruption is on the other end of the Island from our location. The trade winds blow most of the smoke to the southern end of the Island and has no impact on...
🌴Ke Aloha, Located on the Waikoloa Beach Golf Course, Resort Getaway🌴
Stay in one of Hawaii's most active and exciting beach resorts on the sunny Kohala Coast. At Waikoloa Beach Resort, daily walks to the beach, luaus, premier shopping and top-notch golf courses are just the beginning. Your second-story luxury condo provides a spacious...
Relax and enjoy your own spacious private lanai with ocean & sunset views
Spacious inside and out enjoy this lovely ground floor unit with beautiful views of the ocean and the Kona Country Club Golf Course. Tropical and comfortable - this remodeled 2-bedroom 2-bath condo offers guests an open feeling and is wonderfully furnished with all the...
180° Oceanfront View!! Completely Remodeled - Luxury Condo!
Direct oceanfront with 180º Ocean and outer island view. Complete luxury remodel just completed in September of 2010. If you are looking for the most luxurious condo in the complex, this custom-designed renovation will take your breath away!Review our home on...
Oceanfront 1bd condo with endless ocean views
Papakea F105 is a 1-bedroom, 1-bathroom condo featuring amenities such as an oceanfront view, ground-floor lanai, and air-conditioning. This condo can comfortably accommodate up to 4 guests with a Queen bed in the bedroom and a Queen sleeper sofa in the main living...
Maui Resort Rentals: Honua Kai Konea 101 – One and Only Ground Floor OCEANFRONT 2BR, Huge Lawn Area w/ Ocean Views + Built-in B.B.Q. Grill!
Relax and enjoy Maui from the one and only 2 bedroom oceanfront ground floor suite at the popular Honua Kai Resort. Konea 101's lavish 1620 sq. ft. interior living space boasts Honua Kai's largest two-bedroom floor plan. Or step outside and take in the views of the...
#1 Family & Windsurf Friendly Private Sandy Beachfront Home on North Shore
TAT 199-207-5264-01,GE199-207-5264-01 Lawful Transient Vacation Rental Use 10/30/2009NEW UPDATE!!- newly remodeled Kitchen with all new appliances including: Double Oven, Wine Fridge, Breakfast bar overlooking the ocean- ahhhh!! New bathrooms, deck furniture and Gas...
Escape to Paradise at Stunning #101!
A LITTLE ABOUT THIS CONDO....Polynesian Shores #101: A True Hawaiian Escape Step into paradise with this magnificent ground-floor oceanfront condo. Polynesian Shores #101 offers the perfect blend of comfort, elegance, and natural beauty. Enjoy your favorite tropical...
Popular Mauna Kea Condo - Spectacular Panoramic Ocean Views
Welcome to Kumulani at Mauna Kea where the beauty of the Big Island's golden Kohala Coast awaits you. Our spacious condominium is ideal for families and couples, and it offers gorgeous ocean and sunset views. We have recently redecorated and refurbished the unit, adding...
Ko Olina Beach Villas 609: 2BR Villa w/ Stunning Beach Views from Every Window
Step into the world of beachfront luxury at Ko Olina Beach Villas B609 by Gather, a rare gem in the stunning Ko Olina Resort. Located on the sixth floor at Ko Olina’s 2nd Beach Lagoon, this two-bedroom, two-bathroom villa accommodates up to six guests and is one of...
Luxury Beachfront home on Hanalei Bay with A/C
Located on Kauai's beautiful north shore, this beachfront home is surrounded by lush, tropical foliage. Enjoy a spacious living room upstairs as well as a comfortable family room downstairs. The upstairs balcony features magnificent views of Hanalei Bay which is just a...
Best Hilo Beach Park House. 3,600 sq. ft. Sleeps 16. New at Richardson's Park.
Newly constructed with 5 bedrooms and 5 baths for privacy and comfort. Giant front decks overlooking Richardson's Beach park and large upstairs living room for family time. Vacation Rental Highlights:• Large 3,600 sq. ft. house, 5 bedrooms, 5 baths. Sleeps 16 with day...
Watch the whales from your own personal lanai!!!!
Aloha and welcome to our home away from home! Hale Kamaole #201 is located in one of South Maui’s most sought-after resorts and boasts truly unobstructed, panoramic views to the beach and the Pacific Ocean—no rooftops, buildings, or trees in the way. That’s why we...
Beautiful Ocean And Sunset Views Set On 3 Acres Of Private Land.
We invite you to experience Hawaii from this peaceful setting with incredible views of the ocean, sunsets, mountains, pastures and beautiful night skies. Here you will have beautiful views of the Pacific Ocean, Mauna Kea, Mauna Loa and all along the Kohala Coast. This...
Stunning One Bedroom in the Heart of Wailea Ekahi Village Unit 28B
Listen to the waves calmly lap against the shore as you drink your coffee on your own private lanai. Enjoy cooking your favorite meal in a newly renovated kitchen equipped with stainless steel appliances, custom cabinetry, and granite counter tops. Your unit is filled...
Oceanfront Family Retreat: 2BR Condo Unmatched Views, Easy Beach Access, 100% AC
Enjoy spectacular, sweeping, front-on views of the Pacific from the living room, bedroom and lanai of this spacious 1483 sq. ft. 8th floor two-bedroom, two-bath corner unit at the Mahana on Ka'anapali Beach - rated as one of the best beaches in the world. With private...
🏖️Oasis with Ocean Views | Private Pool | Gated Community |vrKCV
vrKCV - Kamilo House, Professionally Managed by Kona Coast Vacations The soaring ocean views from almost every room will take your breath away at this luxury Hawaiian resort home. Located in the award winning gated community of Kahakai Estates, this 3 bedroom, 2 bath...
Lae Nani 321 .. Exceptional, A/C, Beachfront Condo
Without question, Lae Nani 321 is an exceptional condominium. Pure and simple, everything about it is beautiful. This is a second-floor, two-bedroom, two-bath, corner unit with windows on two sides and a large, wrap-around lanai. It is bright and airy, and has expansive...
Private Tropical Upgraded Ground Floor So. Kihei Condo-Across from Beaches
Kihei Kai Nani is located in the heart of South Kihei, at 2495 South Kihei Road, just a step away from some of the best beaches Maui has to offer. Its convenient location is also a walking distance to many restaurants, cafes, tourist gift shops, and a health food store!...