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.
Conveniently located in Waikoloa Village. Beach, Golf, Shopping Ctr nearby.n
Walk into a fully furnished ground floor 2 bedroom, 2 bathroom condo right on the Waikoloa Village Golf Course. Enjoy all the comforts of home while relaxing in the heart of the Kohala Coast. This condo has everything that you need. A fully equipped kitchen,...
Beachfront Condo Poipu Beach Amenities Galore
Aloha and Welcome to Kiahuna Unit 440!We are so glad you’re considering staying in our peaceful garden-view, bottom-floor unit. This is a place where we’ve created many happy memories, and we hope you’ll feel the same joy during your stay.Unit Details:Location:...
Studio just minutes to Waikiki Beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
Oceanfront Getaway w/ a Furnished Patio, Shared, Outdoor Pool, & Free WiFi
Maui Sands 2AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Let the sun shine into this cozy, ground-floor condo located just steps from the beach! Ideal for a romantic getaway for...
Hale Kamaole 223 Second floor condo, easy access to best beach on Maui!
Beautiful ocean views in this 2 bedroom plus loft Maui vacation rental. Enjoy sunset dinners and catch glimpses of whales from your own lanai. This unit is ideally located in the complex with the lanai being over the quiet grassy area. Upstairs bedroom and loft both...
Captain Cook Home on Quiet 3 Acres w/ Fruit Trees
Escape to paradise in this 1-bedroom, 1-bath vacation rental house in Captain Cook. Located near top attractions, like Kealakekua Bay and Puʻuhonua o Hōnaunau National Historical Park, this property is the perfect home base for your Hawaiian adventures. Unwind beside...
Contemporary Studio 1 minute to the Ocean!
Best Location! direct ocean fronting at historical Alii Drive. This unit is totally upgraded with tropical island theme. We are 15 mins from Kona airport and surrounded by farmers market, outdoor eateries, restaurants, live music!
Spacious Home Great for Large Groups - Walk to Beaches/Groceries/Shopping
Puamana 9C is a roomy and comfortable retreat with easy walking access to the heart of Princeville! Your home base has two bedrooms, a living and dining area with lovely high ceilings, a fully appointed open concept kitchen, and three private lanais. From the second...
KS 548 BeachFront Resort Condo w Ocean Views Pools AC
Kaanapali Shores 548 Enjoy Comfort and Convenience with an Ocean View from North Kaanapali! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca...
@ Marbella Lane - Pōmaika'i Ocean Love Paradise
Summary:Step into this enchanting 4-Bedroom sanctuary, nestled within a gated community in the heart of Makaha Valley. This modern retreat offers the ideal blend of luxury and tranquility, perfect for couples seeking a romantic escape. The breathtaking yard boasts...
Kihei Akahi Condo w/ A/C, Private W/D-Great Location
Kihei Akahi D401Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Hale Kamaole 130 Ground floor condo, easy access to best beach on Maui!
This ground floor unit has a newly renovated kitchen, with beautiful kitchen cabinets and brand new countertops. Bathroom has both shower and tub enclosure. Air Conditioner and King bed in bedroom, with a queen hide-a-bed in the living room - to sleep four people total....
Ocean views Maui Sunset A213 ~ 1 BR, 2 BA - Close to the beach
One bedroom, two bath ocean view second floor condo. Remodeled kitchen and bathrooms! Set in a lush tropical 5 acre property that runs along Waipuilani Beach Reserve, with a sand and coral shoreline protected by reef. Perfect for sunbathing and long walks and watching...
Kuhio Shores 215 Oceanfront, AC
KUHIO SHORES 215 AT KOLOA KAI VACATION RENTALSOceanfront Luxury with Unmatched Views in PoipuWelcome to Kuhio Shores 215, your dream oceanfront retreat on Kauai’s sunny South Shore. This beautifully appointed 2-bedroom, 2-bathroom condo offers stunning water views...
Steps from the Beach Family Retreat w/Free Parking in Boutique Style Building
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Cabana at Waikiki - 2551 Cartwright Road on the 2nd Floor (NO pool and NO elevators)Living Room:- Sofa Sleeper- Flat screen TV- Free WIFI-...
Kailua Beachside, 2 Houses off beach, 2bed/2bath, Sleeps 8, Ocean & Mtn Views
The Master Suite in this house will take your breath away and is on a third story all to its own with peak a boo Ocean views and amazing Mountain Views. The suite has AC but you won't need it as you will be lulled to sleep by the quiet lapping of the waves on the beach...
Recently remodeled Princeville home w/ large lanai, yard, & views
Pokii Lane HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to this bright and beautiful home in Princeville! You'll immediately notice the incredible kitchen with its...
Breezy Condo w/ Screened Lanai in Kailua-Kona!
Your Big Island getaway awaits at this bright and sunny vacation rental condo in Kailua-Kona, complete with 1 bedroom, 1 bathroom, a fully equipped kitchen, and access to community amenities. Relax in the island heat and take a dip in the community saltwater pool or fix...
Ilikai 526 2br/2ba Prime Ocean & Lagoon Views
NICE OCEAN VIEWS! STEPS TO WAIKIKI BEACH. 2 bedrooms, 2 full bathrooms, two 120 sqft lanais, 1,000 interior sqft. Walking distance to parks, Ala Moana shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The Ilikai Suites are located at the...
Cozy 1-Bedroom Kihei 6-207: Steps from Kam 3 Beach, 2 Baths, & Modern Amenities
Experience the ultimate Maui getaway at this cozy 1-bedroom condo in Kihei. Conveniently located across the street from the beautiful Kam 3 Beach and Park, you'll have easy access to soft sand, swaying palm trees, and incredible sunset and ocean views. After a day of...
Island Style w/Ocean View, w/Refreshed Kitchenette, Free WiFi–Waikīkī Shore 905
Castle Waikīkī Shore #905 - You’ll love this charming deluxe studio unit with views of the vast Pacific Ocean and Waikīkī beach. They’ve thought of everything when designing this unit. The updated kitchenette has a granite countertop, stone-tiled backsplash, and...
Ocean views in beautifully decorated, spacious 3bd
Welcome to Papakea J402, a multi-level, 3-bedroom, 2-bathroom condo that has split AC in the living room and oceanfront views from your private lanai. This condo can accommodate up to 6 guests. The master bedroom, located on the first floor, features a California...
BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
The Maui Vista complex and condo is one of the best locations, just across from Charlie Young & Kamaole Beach Park I. Cove Park, our surfing location, is just around the corner, with in walking distance to this complex. This 1 bedroom condo is equipped with everything...
Modern Condo with Convenient Location
Hawaii Tax ID: TA-144-575-7952-01TMK: 390180020060You're sure to have a wonderful vacation in this beautiful, modern, newly remodeled 2 bedroom, 2 bathroom Pacific Shores condo. This 4th floor condo has a great view of the mountains and is located in the heart of Kihei....
Kona Condo - Ocean Front Complex - Amazing Ocean View & Beach View !!!
Thanks for your inquiry on our Kona Condo. Our unit, B25, is a comfortable one bedroom, one bath unit that is located on the 3rd floor of the Oceanfront Kona Reef Complex. Be sure to check the 360 video tour to see the features and a complete tour of this lovely unit....
Steps from Magic Sands | Pool, Wi-Fi & Attractions
Summary:Say aloha to your Big Island vacation rental! Welcome to your tropical retreat at White Sands Village, an oceanfront oasis in the heart of Kailua-Kona! Whether you're looking to relax by the pool, explore nearby beaches, or dive into Hawaiian history, this condo...
4 Star Oceanfront Resort, 4 Beautiful Pools 2 Jacuzzis, 3 mile stretch of Beach
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Second floor unit with king bed. Lovely resort with amazing pools! Lagoon view from lanai. The Outrigger Kauai Beach Resort and Spa is a beautiful Hawaiian plantation-style...
Family friendly unit with fabulous Ocean/Lagoon view
Aloha and welcome to Paradise and the Ilikai Hotel, the first luxury high rise hotel in Hawai'i. This deluxe one bedroom unit is a fully furnished condo overlooking the Duke Kahanomoku Lagoon and Ocean views on the 9th Floor. Beautiful views of the yacht harbor...
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
Sugar Beach Resort 135Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Banana Hale Garden Oasis Studio
Banana Hale is a lovely studio surrounded by a "luscious" garden. It's the perfect compliment to a dream vacation for a lone traveler or a couple -2 people max (adults only please). Located on the sunny side of Waimea. 12 minutes from the beach. 5 minutes to charming...
Stunning renovated condo with partial ocean view, onsite pool - walk to beach
Mauna Kai 5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Looking for that perfect condo with a modern flair and beachy vibes? Then Mauna Kai 5 may be the ideal Kauai North Shore...
Ocean View in Oceanfront Complex *Brand New Split AC's throughout!
BRAND NEW, INDIVIDUALLY CONTROLLED, STATE OF THE ART SPLIT A/C THROUGHOUT for your ultimate comfort. Step into a haven of brightness and warmth as you explore this inviting unit, thoughtfully designed to elevate your stay into a truly memorable experience. Enjoy the...
Gorgeously renovated 1-bedroom Waikiki suite with Ocean View! Parking, pool!
Waikiki Banyan #1714-T2 – 201 Ohua Ave.Enjoy this chic 1-bedroom/1-bathroom corner-unit suite with gorgeous Waikiki ocean views from the living room and bedroom! With a kitchenette, free on-site parking for 1 vehicle, free high-speed Wi-Fi, and no resort fees, this...
Oceanview Kailua-Kona Condo with Private Balcony!
Experience the best that the Big Island has to offer by staying at this wonderful Kailua-Kona vacation rental, perfectly situated next to some of the island’s most pristine beaches, yet enveloped in total peace and tranquility - ideal for a restorative retreat. This...
Kihei Akahi Condo w/ A/C, Private W/D-Close to Beaches
Kihei Akahi D216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Ocean-Mountain Views Condo at the Waikiki Landmark w/Parking & Near the Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...
Sea Shore 75 Steps from Waikiki Beach and Sleeps 1 - 3!
Escape to Paradise: Sea Shore 75 Steps from Waikiki BeachEscape to the heart of Waikiki with our exclusive vacation rental, Sea Shore 75, located 1-block from the world-famous Waikiki Beach near Duke's statue. Immerse yourself in the ultimate Hawaiian experience with...
OCEANVIEW - Stay close to Pier in Historic Kailua Village - WALK INTO KONA TOWN
Aloha, going to the Big Island for Vacation or Staycation? Welcome to Kona! We're thrilled to have you stay in our spacious, Townhouse-style condo. As you'll discover: The location is truly unbeatable. You're just steps from the ocean and a short walk to the heart of...
Maui Resort Rentals: Honua Kai Hokulani 408 - Great Value 1BR w/ Partial Ocean & Mountain Views
This beautifully appointed 1BR/1BA suite has partial ocean views and majestic mountain views. The spacious covered lanai (balcony) provides a vista of the Pacific Ocean to the west and the stunning West Maui Mountains to the east. Additionally, this suite has a southern...
E2: 1 bedroom, 1st floor, oceanfront
Oceanfront! Spectacular ocean and lighthouse views from each room! Updated -- New travertine tile flooring throughout entire unit. New granite countertops in kitchen and vanity areas. New dining and living room sets. HD flat screen and high end Simmons mattress. Lounge...
Includes Beach Gear! E34 Waikoloa Fairway Villas
Fairway Villas at Waikoloa Beach Resort E34This vacation rental is professionally managed by ResorticaHawaiiPlease scroll down for detailed informationBedding Configuration:Main Bedroom: King BedGuest Bedroom : Queen BedLoft Area: Two Twin BedsAmenities:Beach Equipment:...
Breezy oceanfront condo with pool & hot tub - near shopping, dining & beaches
Kona Bali Kai #318Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This bright and colorful Hawaiian getaway offers nothing but comfort and all the amenities you could ever need to...
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd
******* Check out our many 5 Star Reviews on Vrbo then book! Why stay in a square, crowded, plain hotel room when you can get out of the box and come experience Aloha in a 3 bedroom local-style cottage? One of the first complexes on Maui's West Side, elite clientele...
Plantation Hale Suites B6, AC, Near Beach, Shops, Restaurants
Plantation Hale Suite B6 , Air Conditioned One Bedroom, One Bath with Full Kitchen and Private Lanai.Royal Coconut Coast, Wailua, Kauai Vacation Rental. Accommodates up to 4 guests, including children and infants*Cal King bed and Full sofa sleeper. Sleeps 4.*633 square...
Super Homey & Comfortable Townhouse - Walk to Shops/Dining/Great Beaches
Puamana 21D is a cute and cozy townhome right in the heart of all that Princeville has to offer! Your private, cottage-style retreat has two comfortably furnished bedrooms, a warm and inviting living and dining space, and a fully appointed kitchen for all your needs....
Hawaiian Relaxing Vacation by Beach w/Full Kitchen Short Walk to Dine & Shop
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.There is No Pool, No Parking and No Elevators.Cabana at Waikiki - 2551 Cartwright Road on the 4th Floor Living Room- 2 Twin Beds- Flat...
Beautiful Studio By The Beach! 1BR
o Experience a comfortable and convenient stay in this 1-bedroom studio located along the Coconut Coast. This unit is perfect for guests who are looking to explore the beautiful island of Kauai. The location is extremely convenient for getting around with grocery...
Maui Banyan T-305B | Steps From the Ocean!
Welcome to Maui Banyan T 305B, a beautifully appointed two-bedroom, two-bathroom condo located in the heart of Kihei, Maui, Hawaii. Situated directly across the street from the world-renowned Kamaole Beach II, this tropical retreat offers the perfect base for your...
Top Floor Ocean View Unit: 2 Bed, 2 Bath, AC, Maui Retreat! Island Sands 600
This top floor corner unit offers amazing ocean views!! Enjoy radiant sunsets from your private lanai overlooking Ma'alaea Bay. Light and bright as you enter, this beautifully designed 2 bedroom, 2 bathroom unit features fresh paint and new wood flooring throughout. The...
Direct Ocean Front 1BD/2BA Whaler #401
Whaler #401 is a lovely one bedroom/two bath, direct ocean front condominium located in Tower 1. This condo offers sweeping views spanning from Black Rock to the north, across Kaanapali Beach and beyond to the neighbor island of Lanai and up to the lush West Maui...