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.
Zen Home with AC, Pool, Near Kailua Beach
Inquire about short stays, we accommodate them where possible. Spend your vacation in our Hawaiian style 4 bedroom, 4 bathroom home a 3 minute walk from Kailua Beach. Our home features a balance of indoor and outdoor living. There is a Zen like courtyard and inviting...
Deluxe Ka'anapali Condo with AC Luxurious Retreat
**Kaanapali Plantation #16 – Your Peaceful Island Getaway**Welcome to Kaanapali Plantation #16, your serene island retreat with expansive views of lush landscapes, the Royal Kaanapali Golf Course, and the islands of Lanai and Molokai, all framed by the stunning blue...
3BR Nihilani Condo with AC, Pool & Close to Shops 8C
PROPERTY DESCRIPTIONCome stay in Hale Honu! A luxurious, newly furnished, split-level Nihilani floor plan. Nihilani 8C is in an interior building away from streets and traffic noise and just a short walk to the pool and BBQ area.This unit features hardwoods throughout...
KeALOHA - INCREDIBLE views, Spectacular Beach Park, the Best snorkeling, Turtles
The MAUNA LOA SHORES is right on the ocean in HILO; an exceptional town with plenty to do here on the east side of our beautiful island. The Beach Park next door where you can swim with sea turtles is a once in a life experience. My 45 years as a resident and 42 years...
Kona Plaza#411 Top Floor In Heart of Kona Town, Ac & Elevators!
This unit of Kona Plaza is a beautifully appointed , 1 bedroom, 1 bathroom condo that has beautiful views. Boasting secluded tranquility and unforgettable sunsets overlooking the Historic Maku'aikaua Church steeples! Ocean Peekaboo views add to the magic, all framed by...
North Shore Barefoot Hideaway -- come relax with us!
NUC Registration # 1990/NUC-1967TMK # 1570010270146Welcome to our one bedroom, 2 bath condo at Kuilima Estates East. We are an easy 5 minute walk to the beaches by the Turtle Bay Resort. This clean and comfortable condo has a king bed in the master, pull out couch in...
Luxury Private Vacation | 180° Ocean View | AC | Pool | WiFi
Wanting a little getaway? The perfect private oasis awaits you. Imagine the background of the sun setting in the distance drink in hand, and all from your backyard look no further. Upon arrival through the 24 hr guard gated neighborhood, you feel overwhelmed with the...
Ocean Front Home with a Sandy Beach
Enjoy sunsets from the privacy of the large covered lanai, a sandy beach right out front, enticing tidepools, and the serenity of the perpetual song of ocean breezes in the trees at this lovely oceanfront setting.This versatile beachfront home can serve as the perfect...
Villas By The Cove, Villa 3 · Step to White-Sand Beach
Villa 3 at Villas By The Cove is a stand-alone, single story 1 bedroom Villa Suite with ocean views. Its prime location is just steps from two of South Maui's most popular white sand beaches. Newly remodeled, and conveniently located, this 600 sq. ft. 1 bedroom villa...
Maui Kamaole B114 Book with Owner Summer Specials
Maui Kamaole Vacation Condo Rental. WE ARE NOT A MANAGEMENT COMPANY. RENT DIRECTLY FROM THE OWNER AND SAVE!New King size bed, new paint and drapes.Maui Kamaole B114 Vacation Rental is located at the front of the property, close to the main pool, Peek a boo view, and...
Hilo Lagoon Centre 707, air conditioned 2 bedroom, 2 bath condo in Hilo
Hilo Lagoon Centre is a mid-century modern building in downtown Hilo, Hawaii Island. Our condo unit 707 offers sweeping views of Mauna Loa, Mauna Kea mountains and the vibrant downtown area. Inside you have two suites flanking the main living area with kitchen....
AMAZING VIEWS-Kalapaki Cliffside Penthouse-Perched above, elevator to the sand!
Perched high on the Kalapaki cliffs overlooking gorgeous Kalapaki Bay this home serves as the perfect home base to explore the entire island on your unforgettable Kauai vacation. Fall asleep and awake to the relaxing ocean waves nightly at our home perched over the...
Poipu Vibes in Modern Comfort! New Remodel AC- OCEAN VIEW Washer Dryer Rare find
New Remodel in Tropical Paradise..... A/C and Washer Dryer in the unit. This Penthouse unit has a very private setting. Enjoy this beachfront property with Penthouse ocean view.7+ night discount on non peak dates.The lanai will keep you captivated for hours. Watch the...
Prestigious villa with endless ocean views
Kapalua Ridge Villa 2622 is a high-end 1-bedroom, 2-bathroom villa situated on the second level that can accommodate up to 4 guests. Step inside the bright and airy main living area featuring Hawaiian-inspired decor and furnishings with a window air-conditioner and...
"What a Deal, for a unit this nice" (3/30- 4/30) RATE DROPPED to $199 per night ~ FRESH & AFFORDABLE
Welcome to one of the exclusive members of the Platinum Maui Vacations Ohana. We call this Kapalua Golf Villa, Hale O Kauka'i. A Hawaiian phrase which translates to English to 'Home of Sunsets'.Hawaii Tax ID # TA-089-018-4704-02NEW CENTRAL AC, (including new ductwork);...
🏖️Concierge Included | AC | WIFI | Mauna Lani beach access card | vrKCV🏖️
vrKCV - Kulalani at Mauna Lani 802, Professionally Managed by Kona Coast VacationsWelcome to Your Island Retreat in Kulalani at Mauna Lani!Experience the essence of tropical luxury in this professionally decorated and furnished 3-bedroom, 2.5-bath townhome. Perfectly...
Waipouli Beach Resort Luxury Garden Ground Floor! AC Pool
Luxury Garden Ground Floor!It was very easy to get in and out. No long lines at registration. Just walk to your unit. We may be flexible with an earlier check in. The Unit is spacious, pool is wonderful and location is great. Kauai has become quite the destination spot...
Beautiful Maui Home Away from Home
Aloha! Welcome to Hale Ma'kai (house beside the sea), my tropical-themed one-bedroom vacation condo in the Kihei Akahi complex in sunny Kihei. It is the perfect place to spend your Maui vacation. Hale Ma'kai is a spacious (696 SF), ground-floor condo with lanai opening...
Maui Resort Rentals: Honua Kai Konea 649, Gorgeous 6th Floor 3BR w/ Stunning Ocean and Black Rock Views!
This exquisite three bedroom ocean view residence offers stunning views of the Pacific Ocean from its prime 6th-floor vantage point, well above the tropical foliage of the Konea Tower interior courtyard, and located only one column back from oceanfront. Your group will...
Pili Mai 11I: Tropical Condo w/ Fairway Views, AC, Shared Pool & Jacuzzi
Enjoy modern Hawaii living at Pili Mai 11I. Pack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the 9th hole of the beautiful Kiahuna Golf Course, this exceptionally beautiful, newly-constructed three-bedroom,...
Special Rate! Royal Kahana 1207, Top floor condo with amazing ocean views!
This property is hotel zoned, and not being affected by the recent proposed legislation.Royal Kahana 1207 located on the top floor with amazing ocean views! This 1 bedroom/1 bath has been fully updated and offers a gorgeous Maui retreat.As you enter you are immediately...
Kailua- Kona, Hi Vacation Rental Home With Pool
Ocean view and more! This is a beautiful 3 Bedroom, 4 Bath, Split level home with a private pool on the ocean. The large upper level lanai is a great place to relax and enjoy the sounds of the ocean. The view is amazing from here, whether you’re watching the family in...
$100 off the normal nightly rate of $595 for 7/2-7/16 new bookings
Tucked into lush tropical surroundings just steps from the soft sands of Waialea Bay, Ehu Kai is a charming two-story cottage designed to evoke the feel of a cozy beach treehouse. Surrounded by mature landscaping and flowering trees, this unique retreat offers privacy,...
🏖️Walking Distance to Private Beach | Lagoon & Ocean View | Concierge Included | vrKCV
vrKCV - Mauna Lani Terrace D203, Professionally Managed by Kona Coast VacationsExperience comfort and breathtaking ocean views at Mauna Lani Terrace D203, a 2-bedroom, 2.5-bathroom townhome located in the heart of the prestigious Mauna Lani Resort. Just a short walk to...
Private Hidden Retreat On North Shore Near Beach!
Discover Ha‘ena Place | North Shore Kaua‘iNestled on a quiet cul-de-sac, Ha‘ena Place is a true hidden gem—just a short stroll to some of Kaua‘i’s most iconic North Shore beaches, including Tunnels (Makua), Ke‘e, Lumaha‘i, and Hanalei Bay. Whether...
KA 211 OceanFront Island Style Condo w Ocean View Pool
Kaleialoha 211 OceanFront Island Style 1Bedroom Condo with Ocean Views for Beautiful Sunsets, Whale Watching and Year Round Indoor-Outdoor Living for Getaways, Relax and Recharge FREE daily activities included with your stay value up to $570! Complimentary admission,...
BRAND NEW AC | Ground Floor 1 Bdrm | Peekaboo Ocean View | Pool | 5 Min to Beach
Brand new 24,000 BTU AC installed in the living room March 2023.The perfect Hawaiian getaway at this ground floor 1-bedroom condo with private lanai, located at the beautiful Kiahuna Resort.The condo is centrally located in Poipu and is within a 5 min walk of the...
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
TA-166-694-5024-01 STR Permit # 2211-CCH-0303, TMK 1260230500039Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!This studio is the perfect choice for your Hawaiian holiday! With comfortable...
Dreamy 2 Bedroom Condo on Kiahuna Beach in Poipu! With AC! Unit 140
This beautiful 2 bedroom/2 bath 2-story beachy, tropical treehouse-feel condo is located on the 35 acres of impeccably landscaped tropical gardens of Kiahuna Plantation; considered to be the only beachfront complex in beautiful Poipu, Kauai. Year after year Poipu Beach...
Garden Oasis Near Kukuiʻula Shopping Village w/Shared Pool and Free WiFi
Waikomo Stream Villas 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Like right out of the scene of a magazine, the garden oasis around Waikomo Stream Villas 202 welcomes you to...
Awesome Ocean Views in Top Floor Unit
Newly Remodeled Honua Kai Hokulani 710 - This is a top floor ocean view unit which is on the quiet south side of the Hokulani building. You will start your day with a beautiful sunrise over the Maui mountains and end your day watching the sunset all from the comfort of...
Your paradise - entire > 800 square feet apartment with affordable rate
DescriptionsFind your personal paradise at this lovely 1-bedroom, 2-bathroom vacation rental condo in beautiful Kihei. Nestled in the fantastic Kamaole Sands complex with access to pools, hot tubs, and the pristine beach shores, this unit offers accommodations for 2 and...
Completely Remodeled - Full Ocean View!
Our luxurious fully remodeled, non-smoking, front-row (G building) condominium is furnished and decorated to meet your highest expectations. It offers spectacular panoramic views of popular Kamaole III Beach and the ocean and neighboring islands beyond. Watch breaching...
Oceanfront Condo with Absolutely Breathtaking Ocean/Sunset Views - B238
Incredible Oceanfront corner location with an unsurpassed view of the ocean and sunsets. Enjoy 700' of tropical outdoor living on your L-shaped lanai. The sound of the waves will lull you to sleep since you are only 30' from the ocean. Comfortable tropical decor is...
Seaside Oasis-Near Beach w/ AC, BBQ & more!
*PER COUNTY REGULATION THIS PROPERTY ONLY ACCEPTS 1 BOOKING PER 30 DAYSThe Seaside Oasis has it all! Relax and soak in the views of the ocean that is just across the street. The Seaside Oasis is a gem on Northeast Oahu that sits just feet away from the warm, blue,...
Amazing 180° West Maui Ocean View Estate Pool w/Hot Tub- Central AC
Perched on four lush acres in Launiupoko, this gated estate blends the comfort of a secluded retreat with the feel of a boutique resort. Outside, ocean views stretch toward Moloka’i and Lana’i on the horizon. The main house sleeps 7 across three ensuite bedrooms...
3BR Ocean View Condo w/ FREE Parking, WiFi, Walking Distance to Waikiki Beach
3 Bedroom unit located on the 20th floor of a very popular condo. The unit is located in the heart of Waikiki, walking distance to Waikiki Beach, shopping, Honolulu Zoo and Waikiki Aquarium and fine dining restaurants. (World famous Hy's Steak house is located in the...
Gorgeous Ocean View, Comfortable Cool Elevation, Close to Everything!
This is a new home with stunning views. Beautifully nestled in Mt. Hualalai which is your backyard and a gorgeous ocean view in the front. You will never want to leave the luxury and comfort of this home. The cooler temperatures at this elevation make it a comfortable...
~ The Kauai Luna ~ Ocean - Waterfall & Sunset View
A Terrific Condo on Kauai...! AMAZING & SPECTACULAR VIEWS Ideal for Special Occasions, Traveling Couples & Families. It offers Multiple Unobstructed Views that other locations just can't offer including: The Jungle Valley with Tropical Birds singing at dawn and at dusk,...
Marriott's Ko Olina Beach Club Studio ( Read Description)
“This is a timeshare. While the amenities and features will be the same, you may not get the exact unit shown in the photos.”Units are assigned at check-in. Some units categorized as "Ocean view" may have obstructed view to the ocean.Welcome to our Marriott Ko Olina...
FULLY REMODELED-GROUND FLOOR CONVENIENCE-OCEAN VIEW-AC-METICULOUS CLEANING
Book with confidence, this stunning, 1 bedroom, 2 bathroom (820 sq. ft) condo at Kamaole Sands has been fully remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and...
Elegant Ocean View Condo- Just Remodeled with Central Air and King Size Bed
TAX ID TA/GE 119-559-9872-01HIGH END REMODEL COMPLETED 2017FREE WIRELESS INTERNETKING SIZE BEDCENTRAL AIR CONDITIONINGEnjoy swimming, snorkeling, or whale watching on one of Maui's finest beaches.Our privately-owned, SIXTH FLOOR condominium (VRBO 21787) has magnificent...
❤️PiH❤️ SUMMER BREEZE ★ NearPools/Rec Center ★ BeachToys/Bikes ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Summer Breeze at Kulalani on the Big Island of HawaiiThis home provides a perfect setting for your Hawaii getaway and is well suited for couples or families up to 7 people.We love friends & families• Big...
Mountain-view retreat with 2 suites, pool & hot tub - near restaurants & beaches
Villas of Kamali'i Apt 20Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'At the Villas of Kamali’i 20, you get it all - a convenient, split-level floor plan, gorgeous finishes, and...
Wailea Beach Villas PH112 - 3 Bedroom Garden View Penthouse
Awaken to the sweet sounds of palm trees swaying in the tropical breeze from Wailea Beach Villas PH112. Spanning 2,500 square feet, this main level, corner villa fuses a Hawaiian vibe with warm, earthy interior tones. The wraparound lanai offers peekaboo views of the...
Ohana Hale at Kahua Ranch - Private Ranch Paradise in Kohala -
Aloha! The Ohana Hale at Kahua Ranch is located in the Kohala Mountains on the stunning, privately owned, 4000 acre Kahua Ranch. We are a working ranch with sheep, cattle and horses and one adorable pig. Breathe in some of the world's freshest, crisp, clean air that...
🏖️Ocean View | 2BD with Loft | Fully Air-Conditioned | Complete Remodel
Country Club Villas 303, This TOP FLOOR UNIT comfortably sleeps 6 with each bedroom having its own full bath. 2-bedroom PLUS additional Queen bed in Loft. Three full bathrooms, Fully Air-Conditioned with Spectacular Sunset, Ocean and Golf Course ViewsCountry Club Villas...
Two Incredible 5 star reviewed Kolea villas
This listing is for two villas located in the best condo community in Waikoloa - Kolea! Our villas have over 150 5 star ratings and we have been doing this for over 10 years. We decided to create a new listing to allow guests to search for accommodations that will...
Large Home w/ 2 covered Pickleball Courts near Volcano National Park sleeps 16
Hawaii Pickleball Addicts Lodge is a beautiful, large private home with 2 covered Pickleball Courts (35' x 60' x 22' each) on 2 acres in Mountain View, HI, close to Volcano National Park, Kea'au, Kalapana Black Sand Beach, Uncle Robert's Awa Bar and Farmer's Market, and...
Beautiful 2 Br/2Ba, Oceanfront Unit.
Stunning views of breaking surf fill the living room of this contemporary condominium. Situated on a bluff overlooking Hideaways beach, the two bedroom, two bath end unit boasts endless ocean views and an open floor plan. Incredible surfing, snorkeling and beach-combing...