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.
Partial Ocean View! Full Kitchen, Free Parking, Wi-Fi, Pool!
Waikiki Banyan #2412-T2 – 201 Ohua Ave.Enjoy this fully remodeled (June 2022) 1-Bedroom condo with a gorgeous partial Ocean view and Hawaiian coastal décor. With a full kitchen, free onsite parking for 1 vehicle, free high-speed Wi-Fi, and no resort fees, this vacation...
Oceanfront**Brand New AC throughout*On Sandy Beach!
Nestled directly on a stunning sandy beach, Hale Pau Hana is a boutique complex offering convenience and amenities within minutes of your reach. Centrally located and meticulously appointed, our lovely beachfront complex sits between two popular golden sandy swimming...
Tropical oceanfront condo steps from the water - hot tub, pool, lazy river & gym
Waipouli Beach Resort H105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself settling down on the sands of Hawaii at this incredible condo stay! Get in the spirit and...
MA 1-310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 Bath
Summary:Makahuena 1310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 BathThe Space:MAKAHUENA 1-310 AT KOLOA KAI VACATION RENTALSOceanfront Luxury with Stunning Sunsets and Spacious ComfortWelcome to Makahuena 1-310, an upgraded two-bedroom condo with a...
Papala Place at Kahakai Estates by Gather: Luxe Poolside Oasis
This private four-bedroom retreat within the gated Kahakai Estates blends elegance, space, and island charm. With partial ocean views, lush gardens, and a resort-style pool area, Papala Place offers a serene escape just minutes from Kailua Kona’s beaches, shopping, and...
Ocean View / Beach Condo -KR306- Great Spring rates for March - May 2024!!
Discounted 2025 Rates - Book Now!!Kealia unit 306 is more than just a pretty condo; it is a tranquil oasis that boasts stunning views of lush greenery and swaying palm trees that lead to the white sand beach and the bright blue Pacific beyond. The beautifully upgraded...
Makani Sands #309 3brm Spacious 3brm Townhouse on Ocean
Makani Sands townhouse #309 is a 3 Bedroom, 2 1/2 Bath condo on the 3rd & 4th floor with 3 lanais, and an incredible view of the ocean our neighboring islands of Molokai & Lanai. Upstairs, there is a king bed in the master bedroom with private bath, and a queen bed in...
Peaceful retreat with pool, gym & BBQ
Summary:Family Friendly, Near Pool, Updated BathroomsThe Space:Welcome to your serene Waikoloa escape - ideal for families, couples & relaxation seekers! Enjoy peaceful mornings, nearby beaches, & shared resort-style comforts:- Sleeps 4 | 2 bedrooms | 2 beds | 2 baths-...
Hale Kamaole 209 Second floor condo, easy access to best beach on Maui!
Beautiful wood flooring through entire condo, tropical decor. Good Ocean View. Features large flat screen TV in living room, flat screen in bedroom. There is a king bed in the bedroom and a pull down queen Murphy bed in the living room. It has spacious kitchen and...
Manoa Valley A 2BR/1bath downstairs duplex
Permit 90/BB-0065You family will adore this lovely 2BR duplex whether there are just two or a group as large as five. Unique Craftsman touches include custom stained glass windows along with an outdoor shower that provides added convenience after a day at the beach....
🏖️Ocean Front | Watch Dolphins from the Lanai | WIFI |vrKCV
vrKCV - Kona Bali Kai 201, Professionally Managed by Kona Coast VacationsSoak in the beauty of the Big Island from this oceanfront three-bedroom, two-bathroom condo at Kona Bali Kai. Located right on the water's edge, this unit boasts front-row seats to stunning...
CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!
DISCOUNTED RATES FOR LAST MINUTE OPENINGSWe appreciate your support as a small, self managed Maui family owned rental instead of renting from a large mainland management company. Experience island life in our luxury, spacious, one bedroom condo. Unit #22 is on the top...
Remodeled oceanfront penthouse with amazing view, lanai, AC & pool
Kona Bali Kai #402Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stunningly situated at the edge of the ocean with amazing views of the famous Banyan surf break, this oceanfront...
Ocean Bluff Home on Hamakua Coast - Hale Hamakua
Welcome to Hale Hamakua!This beautifully decorated 4 bedroom, 2 bath home is located on a private acre parcel along the Hamakua Coast just north of Hilo where there is nothing to block your views of the mighty Pacific! The large open windows fill the home with light,...
Island Surf 304 - Modern Renovation, Must See Ocean View, Cool Split AC, Wi-Fi !
Discover the ultimate oceanfront retreat at Island Surf 304, nestled in the heart of South Kihei, Maui. This upscale one-bedroom condo offers breathtaking ocean views and a serene ambiance, perfect for a romantic getaway or a peaceful escape.With a spacious layout of...
Bamboo Waikiki #210. Spacious studio located in a tropical oasis.
Bamboo Waikiki #210. Studio condo with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, (1) Twin sofa sleeper; Sleeps 5.Spacious studio located in a tropical oasis in the heart of Waikiki. Bright open space...
Amazing Sunset Views, Renovated & Furnished Condo at Ilikai Hotel!
This condo is located on the 18th floor of the Ilikai Hotel. This beautiful condo is the most sought after 43 stack with incredible ocean views off both lanai, whether you want to sun bathe or enjoy a sunset dinner! Nothing was spared in making this the best condo...
Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach! Washlet!
Regency on Beachwalk #66 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on Beachwalk, right in the...
Casa De Emdeko 230 - DELUXE, 2nd Floor, Oceanview, AC, Extra spacious!
CASA DE EMDEKO, UNIT#230: DELUXE, REMODELED, 1/1.5 Deluxe unit at Casa De Emdeko: VERY spacious, complete renovated unit, at this Ocean Front complex. Tastefully appointed 920 sq ft . apartment. Ocean views from spacious covered Lanai, view of pool tropical gardens!...
Top-tier getaway with pools, grill & hot tub - the waves await
Maui Kamaole G214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
1 Bdrm Ocean & Pool view with Large Lanai & AC in the heart of Kailua Kona
This condo's spaciousness lanai looks out over the pool to the ocean. The perfect oasis for a cup of coffee in the morning and evening cocktails. Accommodations include a king size mattress in the bedroom and a pull out sofa bed(not pictured) in the living room(good for...
Ocean view spacious 2 bedroom across the street from the beach
Welcome to Kahana Villa F208. This 2 bedroom, 2 bathroom updated condo is located in close proximity to beaches, shops, dining, & more. This quiet and spacious unit features a remodeled kitchen with new appliances, in unit washer/dryer, new furniture, smart TV in each...
Wailea Grand Champion #90 Breathtaking Fairway Views & Serene Surroundings Await
Wailea Grand Champions #90 – Partial Ocean & Fairway Views in the Heart of WaileaEscape to the peaceful beauty of Wailea Grand Champions #90, a spacious two-bedroom, two-bathroom second-floor villa offering partial ocean and fairway views. Tucked between the Wailea Blue...
Hotel-zoned Maui True Paradise - Menehune Shores 227
This beautifully remodeled two-bedroom, two-bath oceanfront condo at Menehune Shores is the perfect Maui getaway! This corner end-unit offers extra windows for natural light and cooling Hawaiian breezes. Enjoy stunning ocean views, breathtaking sunsets, and relaxed...
Remodeled Oceanfront Corner Unit - Honua Kai 215
West Maui corner 2 bedroom, 2 bathroom condo at the prestigious ocean front Honua Kai Resort.Honua Kai resort has 3 acres of swimming pools (with a water slide and fountains), 5 hot tubsFitness centerRestaurants and store on propertyClose to Maui hotspotsThis...
🏖️Luxury | Gated Community | Experience Paradise | vrKCV
vrKCV - Waikoloa Colony Villas 2701, Professionally Managed by Kona Coast VacationsTropical Luxury Villa in Waikoloa Beach ResortExperience the pleasures of paradise at this stunning two-story villa, nestled in the exclusive, gated community at the heart of Waikoloa...
Nani Kai Hale #302 on Sugar Beach
302 is a spacious 2 bedroom, 2 bath renovated condo, perfect for a family getaway. Central A / C and double-pane glass keeps the condo cool and quiet. One bedroom has a king bed another has twin beds. The living room sectional converts into two twin beds, and is more...
Oceanfront remodeled condo with panoramic views, pool & grill access, with WiFi
Maalaea Kai 416Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a world of captivating activities during your stay at Maalaea Kai 416! Every day you'll be able to delight...
True Beachfront Romance in Quiet Intimate Location - Perfect for Honeymoons!
Hanalei Colony Resort C2 is a charming, intimate retreat on the far North Shore, perfect for a relaxed and romantic vacation! This cozy condo has two bedrooms, with the option to use one as a home office or children's bedroom, a nicely stocked kitchen, and a comfortably...
Pili Mai 7J: Tranquil 3BR Condo w/ Pool, Ocean/Golf Views & Community Amenities
Nestled in the heart of Koloa on Kauai’s sunny south shore, Pili Mai 7J blends relaxed island living with modern luxury. This ground-floor, single-level condo offers serene views across the Kiahuna Golf Course stretching to the ocean beyond—a perfect setting for...
Kona Hawaiian 2BR/2BA
When you stay at Wyndham Kona Hawaiian Resort in Kailua-Kona on the Big Island's west coast, you will feel as if you are stepping back in time to a more simple, unspoiled era. Every detail has been designed to re-create the charming traditional Hawaiian island ambiance...
Ocean View Kauhale Makai 308: 1BR/1BA, Private Lanai, Pools, Location!
Welcome to Kauhale Makai 308 with ocean views. This 1bedroom/1bath offers the perfect Hawaiian escape! Enjoy a gorgeous Maui sunset or a peaceful morning on your private lanai. Watch whales breaching, during season, or dine alfresco with seating for four.The kitchen has...
Maui Resort Rentals: Honua Kai – 5 Bedroom Sixth Floor Resort Residence, Over 3200 Combined Sq. Ft., Stunning Premier Ocean Views
This stunning 6th-floor offering combines two adjacent residences featuring luxurious finishes and breathtaking ocean views to provide guests with five spacious bedrooms and bathrooms. Together, these suites can accommodate up to 14 guests and offer a generous combined...
Support Maui. Our unit was selected by FEMA to house fire victums until 9/2025.
Napili Shores unit D131 is a great vacation destination for couples or young families. We welcome you to be our guest in this quiet, informal paradise on over six landscaped oceanfront acres along Maui's west coast. Ours is a ground floor studio apartment with fully...
Ilikai Marina 1580 Ocean / Sunset / Fireworks Views King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh high floor.The small standing balcony area is possibly closed due to...
Aloha Maui! We're Open and Welcoming You our Beautiful Condo!
Spacious 2-Bedroom Condo at The Whaler on Kaanapali BeachWelcome to your tropical home away from home! Nestled in the heart of world-famous Kaanapali Beach, this spacious 2-bedroom, 2-bath condo offers the perfect blend of island comfort, luxury, and unbeatable...
Fully renovated studio in heart of Waikiki! Kitchen, parking, pool, and more!
Marine Surf #902 – 364 Seaside Ave.Chic 9th-floor studio, fully renovated in December 2022. Enjoy this exquisitely furnished taste of vintage Hawaiiana. Features a full kitchen, free Wi-Fi, free designated on-site parking, and a shared outdoor pool. With a comfy new...
🏖️Mauna Lani Beach Club pass included! | Free Concierge | vrKCV🏖️
vrKCV - Kulalani at Mauna Lani 2301, Professionally Managed by Kona Coast VacationsIn the spirit of Aloha, we welcome you and hope you enjoy the Hawaiian vacation of your dreams while residing as our guests at Kulalani at Mauna Lani 2301. This beautifully appointed and...
🏖️Concierge Included | Walk to Beach | Central AC | vrKCV
vrKCV - White Sands Village 223, Professionally Managed by Kona Coast VacationsWelcome to White Sands Village #223 – Your Perfect Island Retreat!Location, location, location! Nestled just across the street from the stunning Kona Magic Sands Beach, White Sands Village...
Manualoha 101, Opposite Brennecke/Poipu Beaches, Sunset Views, 2 a/c's
Manualoha 101 is a ground floor, privately located end unit in the Poipu Kai Resort on the knoll just above world famous Poipu Beach Park and Brennecke's Beach. The premiere location makes it a short walk to beach activities, tennis, dining, and the Kauai Hyatt. Ocean...
Kiahuna ground floor unit #80, Ocean Front resortnFully remodeled unit with A/C
Fully remodeled ground floor unit.Condo, 1 Bedroom + Convertible bed(s), 1 Bath, (Sleeps 2-4)A little about Kiahuna Plantation which is Poipu's only Ocean Front resort:Beautiful Kiahuna Plantation Beachfront condominium resort in Sunny Poipu Beach, a vacation you will...
Oceanfront condo with incredible views! See the ocean from every room
Alii Kai 3103, located in the heart of Princeville on the North Shore, is a standout among Kauai vacation rentals. This two bedroom, bottom floor unit rocks incredible, uninterrupted ocean views from every room. The main living area is comfortable and open concept, with...
Turtle Bay Aloha Nui Loa by RedAwning
This newly renovated second story unit with high ceilings and loft is locatedon the Fazio Golf Course adjacent to the Kuilima West tennis court, pool andBBQ area at Turtle Bay. This is resort living at its best! The unit has Koalaminate floors throughout except for...
2 Bedroom True Oceanfront with AC!
Located on Ali'i Drive our TRUE OCEANFRONT Condominium looks out to Kailua Bay and beyond. Whale watch from the private lanai during the day and enjoy the spectacular sunsets at night. Slab granite counter-top in kitchen with stainless steel appliances. Tile floors...
Ocean Views to unwind and relax at Kona Riviera Villas.
Welcome to Hale Lani, a serene 1-bedroom, 1-bath oceanfront condo with bedroom A/C in the boutique Kona Riviera Villas on Ali‘i Drive. Located directly in front of the surf break, this ground-floor unit opens onto the oceanfront pool deck for effortless access to a...
Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities
Oceanfront property is located steps from the Ocean in an upstairs large spacious private apartment with private entrance roughly 800 sq ft with breathtaking views of the Ocean, Mountains, Sea Turtles and other marine life out the large windows and the lanai patio. The...
Kuilima Estates East #164: Mountain View Condo w/Shared Pool, AC & Near Beach
Kuilima Estates East #164 offers a serene haven overlooking the lush fairways of the Turtle Bay Golf Course in Kahuku, Hawaii. This inviting one-bedroom, two-bathroom townhome features 738 square feet of thoughtfully designed living space, where gentle island breezes...
1-Bed Condo in Downtown Kona, 1 block from the Shore!
Stay in the heart of Kailua-Kona and experience island life at its most convenient. This beautiful 1-bedroom, 1-bath condo at Kailua Bay Resort puts you just steps from Ali‘i Drive’s restaurants, shops, and ocean views—and only a short drive from some of the Big...
Fabulous island retreat near the beach with pools, hot tub & patio
Waikoloa Colony Villas 2105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Clean, bright, and filled with modern comforts, Waikoloa Colony Villas #2105 is more than ready to assist...
Heart of Waikiki! Lower Floor! Close to Beach! FREE Parking & Wi-Fi, Kitchen!
Regency on Beachwalk #32 – 255 Beach WalkYou'll really appreciate the convenient location of this fully-furnished 3rd-floor end unit condo (494sf plus 145sf lanai with table and chairs, for a total of 639 sf) at Regency on Beachwalk, right in the heart of Waikiki and...