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.
Royal Kahana Maui 1103 Ocean View Studio
- 11th floor condo with balcony- Vinyl and flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed- twin sofa bed - Washer/dryer in unit- Central air...
Kapalua Ridge Villas Gold Ocean View 1 Bedroom
Ridge Villas Gold Ocean View 1 Bedroom- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen...
Long Term Rental Maalaea Yacht Marina Oceanfront
Paradise awaits you at Maalaea Yacht Marina, Maui. This third floor oceanfront corner unit has extra-large windows and an expanded wrap around lanai (balcony) that offers breathtaking unobstructed views of the Pacific Ocean and Maalaea Harbor.INQUIRY ONLY: Long-Term...
Designer Oceanview Retreat: Steps to Kamaole Beach
Summary:Discover your perfect tropical escape at the Designer Oceanview Retreat, where style meets serenity. Just steps from Kamaole Beach I, this stunning condo offers a modern haven with breathtaking ocean views. Feel the soothing island breeze on your face as you...
Nanea Kai Villa - Luxury Beachfront Estate in Hawaii Kai
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Nanea Kai Villa by Gather, an...
MAUI IS OPEN! Come visit! Oceanfront Westin Nanea- Luxurious Two Bedroom Villa
*We are able to offer weekly reservations with check in on Friday, Saturday and Sundays only.* Newly opened in Spring of 2017, this stunning resort sits on 16 acres of Ka'anapali Beach, and has spectacular grounds and first class amenities. "Nanea" is a Hawaiian word...
Luxurious 2-Bedroom Ocean View Escape at Westin Ka’anapali Ocean Resort Villas
Experience the pinnacle of tropical luxury with a 2-Bedroom Lockoff Ocean View Villa at Westin Ka’anapali Ocean Resort Villas, where breathtaking vistas and family-friendly amenities come together to create an unforgettable Maui getaway. Perfect for larger groups or...
Wailea Elua 2007 – Oceanview Luxury Condo in the Heart of Wailea
Welcome to Wailea Elua 2007, a stunning 1-bedroom, 2-bath vacation retreat with gorgeous ocean views, a spacious private lanai, and upscale island furnishings throughout. Perfectly positioned within the prestigious Wailea Elua Village, this beautifully appointed condo...
Royal Kuhio 2302 - Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
Heart of Waikiki - Royal Kuhio (23rd Floor)Address: 2240 Kuhio Ave., #2302, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Puu Poa 306 Oceanfront on Kauai
Puu Poa 306Welcome to a charming oceanfront condo that combines modern conveniences and appliances with the charm of a timeless family vacation rental. This two-bedroom, two-bathroom condo has everything your family or group would want for an unforgettable Kauai...
Partial Ocean-City Luxury Retreat at Sky Ala Moana w/Great Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and...
Ko Olina Resort - October Discount!
Welcome to this brilliant townhome in Ko Olina Resort Community. This peaceful retreat offers 3 cozy bedrooms, including 2 king beds and 2 full bed. With AC and heating, guests can relax in comfort. It's easy to see why you'll be able to unwind at our place.Enjoy...
Magic Skies Top Floor Waterfall Botanical Room
Hawaiian Botanical Themed waterfall room is a top floor queen bedroom with bench, has ensuite bathroom featuring tiled walk-in shower with regular head, rain shower head and handheld, double sinks & granite counter tops. The room also has a mini frig, coffee, microwave....
Kaanapali Maui Eldorado A205 Partial Ocean 1 BD
- 2nd floor condo with balcony- Updated kitchen with granite counter – fridge, stove/oven, microwave, dishwasher, cookware, tableware- 1 king bed Queen sofa bed- 1200 sqft / 111 sqm- Bathroom with walk-in tile shower- Air conditioning- Washer/dryer in unit-...
Gorgeous Beachfront Maui Ocean Club Resort + Amenities - STUDIO
🌺 Escape to Paradise: Your Dream Vacation 🌺Ideally located in the heart of Kaanapali Beach along the famous Kaanapali beachwalk. It is right next to Kaanapali Point and mere minutes from the shops and restaurants of Whaler’s Village.An Additional Savings from...
Hilton Maui Bay Villas – 2 BR Plus Suite, Sleeps 6, Full kitchen, 2 bathrooms
Enjoy your stay with numerous pools (including slides and other pool activities), hot tubs, and direct beach access. The property is near numerous additional beaches, great restaurants, and many Maui sights. Kahului Airport is only 20 minutes away. Rest well in the...
37th Fl Penthouse | King Bed | AC | Ocean View
Prime, high-floor, corner unit with unobstructed ocean and Diamond Head views. Enjoy Hawaii island living with all the comforts of home!This private 2-bedroom, 2-bathroom is within walking distance to Waikiki Beach, Waikiki Zoo, Waikiki Shell, Royal Hawaiian Shopping...
Maluhia Beach House by Gather: Oceanfront Home w/ Lanai & Views
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Maluhia Beach House By Gather – A...
Majestic Ocean Views ~A/C ~Pool ~BBQ
Experience the breathtaking beauty of this majestic ocean-view retreat, featuring Air Conditioning, two luxurious king beds and two bathrooms. Nestled on the edge of an enchanting ocean bluff, you'll be greeted each morning by stunning sunrises that paint the sky with...
Club Wyndham Royal Sea Cliff, Kailua-Kona, Hawaii, 1 Bedroom Deluxe Suite
*** Sanitation/Cleaning Update ***Wyndham resorts have always met the highest standards of cleanliness, and now we are exceeding those standards with enhanced cleaning protocols and disinfecting measures, including the use of hospital-grade, virus-killing products...
Kiahuna Plantation Resort 139 Partial Ocean 1 BD
- Second floor end unit with lanai overlooking the twin bridges and out to the ocean- Walk-up, no elevators- Bright and airy with tropical accents- Carpeting and tile throughout- Renovated full kitchen with updated appliances, granite countertops and backsplash;...
Royal Kahana Maui 303 Ocean View Studio
- 3rd floor condo with balcony- Tile & Vinyl plank flooring throughout- Updated island style kitchen with– fridge, stove/oven, microwave, cookware, tableware- Updated bathroom with walk-in tiled shower with grab bar- 1 king bed and 1twin sofa bed- 431 sqft/40 sqm-...
Charming Waikiki studio close to beach and centrally located to restaurants, shops and attractions.
Want to be close to the beach and centrally located to restaurants, shops and attractions? Then this is studio for you! The beach is less than 10-minute walk. Shops and restaurants are at your doorstep. After a busy day, relax in this charming studio with queen sized...
Pu'ukala Sunset Estate w/ Amazing Ocean Views! by RedAwning
Escape to the breathtaking beauty of the Big Island and make your vacationdreams come true in this splendid 3-bedroom, 2-bathroom vacation rental home.Nestled in the heart of Kailua-Kona, this tropical paradise offers an open andspacious interior, complete with all the...
Royal Kahana Maui 1109 Oceanfront 1 Bedroom
- 11th floor condo with balcony- Updated open kitchen with granite counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, kitchen and bathroom with...
Kiahuna Plantation Resort 132 Ocean View 1 Bedroom
- First floor end unit with ocean views and Air Conditioning- Bright and airy tropical ambience- vinyl plank flooring throughout- Fully equipped kitchen with granite countertops and backsplash includes full size refrigerator, stovetop/oven, dishwasher, microwave, coffee...
Charming first-floor condo next to the ocean with shared pool, hot tub & grills
Paki Maui 112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical paradise in Lahaina, HI! This charming first-floor condo offers easy access to the ocean, making...
Lihau Boho House
Spacious, stylish, newly renovated tropical boho home. Stunning ocean views! LOTS of space - 3 bedrooms, 2 sleeper couches and a futon.Quiet, residential neighborhood. NOT A PARTY PLACE!!!Everything is done for your comfort and rest. Fully equipped kitchen, massive...
Sleek Oceanside Oasis 1-Bedroom at Colony Surf
Indulge in seaside living at the iconic Colony surf building, located along the sand of Waikiki's tranquil and tucked-away Gold Coast. Enjoy gentle island breezes and incredible ocean, palm tree, and Diamond Head views from the enormous sliding window/wall that bring...
Affordable Oceanfront Stay! Outdoor Pool, Pets are Allowed
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.Wake up to the sound of the ocean in our cozy room. Here, every morning begins with the breathtaking sight of Kahului Bay, offering a serene...
Gorgeous Poipu 5 Bedrooms for 12 with AC!
New Listing!!Gorgeous Poipu 5 bedrooms for 12 with AC! The 5 bedrooms are made up of a separate 3 bedrooms 3 baths for 6, and a 2 bedroom, 2 bath just steps apart! 2 kings, 2 queens, 2 twins and a sofa sleeper.5 bathroom total.This fabulous property located in...
Spacious 2-BR/2-bath suite with full kitchen & living room, minutes from beach
Your Honolulu vacation begins at this 2-bedroom resort suite at Club Wyndham Waikiki Beach Walk. The master bedroom features a king bed and en-suite full bathroom with shower and jetted tub. The second bedroom features 2 double beds with a full bathroom directly across...
Cozy & Affordable Seaside Studio w/ Parking
This unit has almost everything you need for a seamless stay: an in-unit washer, a relaxing bathtub, access to a pool, and just steps from the beach. Ideal for both work and leisure, it’s fully equipped to make your extended stay in Hawaii comfortable and...
Kihei Ali’i Kai Duo Getaway – Steps from Kamaole Beaches
This listing is a combination of 2 separate units close to one another.The ResidencesWelcome to Kihei Ali’i Kai, a relaxing condo community in sunny South Kihei, just a short stroll from the golden sands of Kamaole Beaches I, II, and III. Tucked back from bustling...
Stunning Ocean Side Kona Condo with breathtaking view. See whales and dolphins!
Aloha! Beauty, comfort and quality awaits! Enjoy the stunning view and sounds of the surf from your lanai, where you'll enjoy relaxing meals and watch dolphins and whales in season. No expense was spared in this beautiful ocean view condo. Designer furnishings, 2-person...
Explore Maui from our Cozy Oceanfront Room | Pets Are Allowed
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.Wake up to the sound of the ocean in our cozy room. Here, every morning begins with the breathtaking sight of Kahului Bay, offering a serene...
Maui Ka’anapali Villas #409: One bedroom one bath garden view
Maui Ka’anapali Villas #409: One bedroom one bath garden view on N. Kaanapali Beach with Pool and Beach AccessThe space: Recent updates include all new living and dining room furniture including a new queen size chaise sleeper sofa. Full-size stainless-steel kitchen...
New Listing, Keauhou Punahele E102, 2/2, AC, Lanai
Escape to paradise at Keauhou Punahele E102, a beautifully maintained and spacious ground-floor condo located in one of Kona's most peaceful and lush settings. Nestled beside the Kona Country Club Golf Course, this 2-bedroom, 2-bath retreat offers comfort, tropical...
Stunning Remodel in 2025! E104 Vista Waikoloa
Vista Waikoloa E104. Please scroll down for detailed informationThis vacation rental is professionally managed by ResorticaHawaiiBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedLiving Room: Sleeper SofaAmenities:Beach Equipment: All of our vacation...
Kolea 5A - 3 bedroom garden view vacation rental
This large, ground level 3-bedroom, 3-full bath villa is just two buildings away from the pool and provides two king-sizedbeds, two twin beds, four wall-mounted TVs, and Sonos speakers throughout the unit. It condo offers a prime location withdirect access to a grassy...
Royal Sea Cliff Kona 108 Oceanfront 3 BD 3 BA
This direct ocean front luxury condo is the largest and only 3 bedroom 3 bathroom unit in the entire Royal Sea Cliff complex. The open concept design flows seamlessly to the ocean at your doorsteps and outdoor wet bar. The luxurious master bedroom suite and living room...
Princeville Kauai 4 Bedroom Home Sleeps 10
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Located on a quiet cul-de-sac, this magnificent, custom home was built in 2008 by a contractor for his personal residence. Attention to detail is evident throughout, with use of the finest...
Bay Villas Gold Oceanfront 1 Bedroom at The Kapalua Villas Maui, Outdoor Pool
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Royal Kuhio 2303 - Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
Heart of Waikiki - Royal Kuhio (23rd Floor)Address: 2240 Kuhio Ave., #2303, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Kaanapali Alii | 394
Kaanapali Alii 394 is a luxurious ocean-view vacation rental located on the stunning white sands of Kaanapali Beach. This spacious two-bedroom condo, situated on the 9th floor, offers breathtaking elevated panoramic views of the Pacific Ocean, making it an ideal retreat...
2 bed 2 bath Condo in family-friendly building in Waikiki! Minimum 30 days
Located in Honolulu, this awesome condo features 2 queen beds in 2 bedrooms, along with a cozy living room with a sofa bed. With amenities like a washing machine, dryer, WiFi, and AC, guests can enjoy a wonderful stay in this cool space. Our place is equipped for both...
Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning
Discover the beauty of Kailua-Kona with a stay at our charming one-bedroom,one-bath Ohana vacation rental. This cozy coastal retreat is the perfectescape for couples seeking an island getaway. Nestled in a sereneneighborhood, you'll enjoy the tranquility of the ocean...
Upscale & Luxurious Oceanview Resort Vistas
Summary:Fully remodeled in March 2024. This elegant 2-bedroom, 2-bath condo features upscale touches with magnificent ocean views. Located steps from Wailea, all of Maui is within reach. We offer a fully stocked kitchen for those who want to cook. Enjoy the resort's...
Marriott's Maui Ocean Club Napili/Lahaina 1 Bedroom - Many Dates Available!
For any reservation inquiries, please use the "Contact Host" feature under "Check Availability."Hosted by TravelscowtDiscover our exceptional ratings with hundreds of 5-star reviews on VRBO, Google, and our own Travelscowt website.Most high-demand weeks during the...
Poipu Beach Amazing studio
Ideally located on serene Po'pu Beach. Peaceful stretches of white sand beach and crystal blue pacific ocean with breathtaking sunsets. Onsite spa, resort pools, steps from many beaches and beach activities.Ideal for small families, this studio unit has 403sqft of space...